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A Rare Waterfront Sanctuary in the Village of Head of the Harbor. For the first time since it was built more than half a century ago, this remarkable waterfront property is being offered for sale. Privately set on 2.75 acres overlooking Stony Brook Harbor, 89 Harbor Road has remained under its original ownership since its creation and is defined by privacy, natural beauty and an extraordinary connection to the surrounding landscape. With 200 feet of waterfront, sweeping views extend across the pristine harbor toward Nissequogue, and Long Island Sound beyond, while private steps lead directly to the beach and water below, where a substantial stone riprap revetment protects the shoreline. A long and winding drive passes through a wooded landscape, leading to a broad opening with a light-filled residence framed by majestic oaks and a backdrop of water and sky. Upon arrival, there is an immediate sense of having left the hustle and bustle of the outside world behind—a peaceful sanctuary where the landscape, changing tides and natural beauty of the harbor become part of everyday life. Designed by architect Geysa Sarkany, the approximately 4,600-square-foot residence was conceived around its remarkable setting. The home was designed to look outward, with walls of glass creating a seamless connection between the interiors and the water and landscape beyond. Beneath this openness is a home of substantial construction, engineered and built with solidity and permanence. From the principal living spaces, kitchen and covered deck, the architecture continually draws the eye outward, framing individual views of the sky, shoreline and ever-changing harbor. Thoughtfully placed windows and glass, cypress siding and natural materials further connect the architecture to its surroundings, while 5 bedrooms and 3.5 baths across three levels provide substantial living space. Here, no two days on the harbor are quite the same. The tides rise and recede, revealing winding channels and broad tidal flats. Herons wander the shoreline while ospreys and eagles soar overhead, and sailboats, kayaks and paddleboarders quietly pass below. Summer brings long evenings on the covered deck and breathtaking sunsets over the water, as the sky and harbor take on an ever-changing palette of color and texture. In autumn, the marsh grasses turn from green to gold, while the shifting light and changing winds transform the landscape. The connection to the waterfront extends beyond the views, with direct beach and harbor access for kayaking, paddleboarding and sailing—making the water an integral part of life here. Lovingly maintained and thoughtfully updated over the years, great care has been taken to retain the home’s architectural character and its remarkable connection to the surrounding landscape. It presents a rare opportunity for its next owner to continue its story—whether embracing the home as it is or thoughtfully making it their own. While the setting feels a world away from everyday life, it is within the Smithtown School District and only minutes from Stony Brook Village, Stony Brook University and Stony Brook University Hospital, along with local restaurants, shopping, Avalon Nature Preserve and Harmony Vineyards—offering an exceptional balance of privacy, natural beauty and convenience. The combination of acreage, privacy, substantial waterfront, elevation, direct beach access and expansive views across a pristine harbor presents a remarkable setting—an opportunity to live surrounded by natural beauty, within an ecosystem and landscape that change with every tide and season. A property offering this combination of features rarely becomes available.

5 Beds ⋅ 4 Baths ⋅ 1054624 MLS

A Rare Waterfront Sanctuary in the Village of Head of the Harbor. For the first time since it was built more than half a century ago, this remarkable waterfront property is being offered for sale. Privately set on 2.75 acres overlooking Stony Brook Harbor, 89 Harbor Road has remained under its original ownership since its creation and is defined by privacy, natural beauty and an extraordinary connection to the surrounding landscape. With 200 feet of waterfront, sweeping views extend across the pristine harbor toward Nissequogue, and Long Island Sound beyond, while private steps lead directly to the beach and water below, where a substantial stone riprap revetment protects the shoreline. A long and winding drive passes through a wooded landscape, leading to a broad opening with a light-filled residence framed by majestic oaks and a backdrop of water and sky. Upon arrival, there is an immediate sense of having left the hustle and bustle of the outside world behind—a peaceful sanctuary where the landscape, changing tides and natural beauty of the harbor become part of everyday life. Designed by architect Geysa Sarkany, the approximately 4,600-square-foot residence was conceived around its remarkable setting. The home was designed to look outward, with walls of glass creating a seamless connection between the interiors and the water and landscape beyond. Beneath this openness is a home of substantial construction, engineered and built with solidity and permanence. From the principal living spaces, kitchen and covered deck, the architecture continually draws the eye outward, framing individual views of the sky, shoreline and ever-changing harbor. Thoughtfully placed windows and glass, cypress siding and natural materials further connect the architecture to its surroundings, while 5 bedrooms and 3.5 baths across three levels provide substantial living space. Here, no two days on the harbor are quite the same. The tides rise and recede, revealing winding channels and broad tidal flats. Herons wander the shoreline while ospreys and eagles soar overhead, and sailboats, kayaks and paddleboarders quietly pass below. Summer brings long evenings on the covered deck and breathtaking sunsets over the water, as the sky and harbor take on an ever-changing palette of color and texture. In autumn, the marsh grasses turn from green to gold, while the shifting light and changing winds transform the landscape. The connection to the waterfront extends beyond the views, with direct beach and harbor access for kayaking, paddleboarding and sailing—making the water an integral part of life here. Lovingly maintained and thoughtfully updated over the years, great care has been taken to retain the home’s architectural character and its remarkable connection to the surrounding landscape. It presents a rare opportunity for its next owner to continue its story—whether embracing the home as it is or thoughtfully making it their own. While the setting feels a world away from everyday life, it is within the Smithtown School District and only minutes from Stony Brook Village, Stony Brook University and Stony Brook University Hospital, along with local restaurants, shopping, Avalon Nature Preserve and Harmony Vineyards—offering an exceptional balance of privacy, natural beauty and convenience. The combination of acreage, privacy, substantial waterfront, elevation, direct beach access and expansive views across a pristine harbor presents a remarkable setting—an opportunity to live surrounded by natural beauty, within an ecosystem and landscape that change with every tide and season. A property offering this combination of features rarely becomes available.

89 Harbor Road, Head Of Harbor

$639,900

Fairfield at Saint James 55+ Community - rarely available 3 bedroom, 2.5 bath! Bright and spacious unit, ready for you to call home! Master bedroom on 1st floor with en-suite bath. 2 large bedrooms upstairs with a full bath. Kitchen updated with Quartz counters and soft close cabinetry & SS Appliances. Slider door to patio off of dining area. Motorized Shades in Dining room and Living Room. Motorized awning over patio. 3 Solar Tubes provide natural light. Driveway with parking for 2 cars and attached one-car garage with automatic opener. Electric Heat with Multiple Zones. Lots of storage! Low Monthly Common Charge of $405 includes: Grounds Care, Pool, Snow Removal. Gated Community with a Clubhouse, Recreation Room, Indoor and Outdoor Heated Pools, Tennis Courts and a Walking Trail around the community!

3 Beds ⋅ 3 Baths ⋅ 1047276 MLS

Fairfield at Saint James 55+ Community - rarely available 3 bedroom, 2.5 bath! Bright and spacious unit, ready for you to call home! Master bedroom on 1st floor with en-suite bath. 2 large bedrooms upstairs with a full bath. Kitchen updated with Quartz counters and soft close cabinetry & SS Appliances. Slider door to patio off of dining area. Motorized Shades in Dining room and Living Room. Motorized awning over patio. 3 Solar Tubes provide natural light. Driveway with parking for 2 cars and attached one-car garage with automatic opener. Electric Heat with Multiple Zones. Lots of storage! Low Monthly Common Charge of $405 includes: Grounds Care, Pool, Snow Removal. Gated Community with a Clubhouse, Recreation Room, Indoor and Outdoor Heated Pools, Tennis Courts and a Walking Trail around the community!

1102 Gotham Path, Saint James

$875,000

Expanded Ranch with 4 or 5 Bedrooms depending on how Set Up. Extension makes great Primary or Room for Mom. Hardwood Floors, Gas Heat and Cooking, Cesspool Updated 2011, 200 Amp Service with Transfer Switch, Central Air Young, IGS in Front Yard, Detached 2 Car Garage, Andersen Windows, Nice Kitchen with Isle and MORE !

5 Beds ⋅ 2 Baths ⋅ 1054530 MLS

Expanded Ranch with 4 or 5 Bedrooms depending on how Set Up. Extension makes great Primary or Room for Mom. Hardwood Floors, Gas Heat and Cooking, Cesspool Updated 2011, 200 Amp Service with Transfer Switch, Central Air Young, IGS in Front Yard, Detached 2 Car Garage, Andersen Windows, Nice Kitchen with Isle and MORE !

168 Cambon Avenue, Saint James

$1,449,999

****LOCATION LOCATION ******Brand-new luxury construction in the heart of St. James beautifully designed 4-bedroom, 3-bath home offering high-end finishes, thoughtful craftsmanship and modern living throughout. Set within a private, tucked-away neighborhood with only two points of access, this exceptional residence offers a sense of privacy while remaining close to the Village of Head of the Harbor and all that St. James has to offer. The home features an inviting front porch, spacious interiors, a full basement. Outdoor spaces are equally impressive with a patio, professionally designed landscape beds and spacious side yard. Conveniently located within the Smithtown Central School District and close to St. James Elementary, Nesaquake Middle School and Smithtown High School East. Current property data places St. James Elementary approximately 0.4 mile away, Nesaquake Middle School approximately 1.5 miles away and Smithtown High School East approximately 1.3 miles away. Ideally situated in the heart of desirable St. James, offering the perfect blend of North Shore charm, history and convenience. Enjoy close proximity to the historic St. James village center, local shops and dining, the landmark St. James General Store, and the St. James LIRR station. Nearby Head of the Harbor, Stony Brook Harbor, scenic beaches, parks and waterfront destinations complete an exceptional lifestyle in one of the North Shore’s most distinctive communities. ******“Photos shown are renderings for illustrative purposes only and are subject to change. Final construction, finishes, materials, landscaping, colors, fixtures and other details may vary from those depicted. Renderings are not intended to be a representation or guarantee of final completion. Buyer to verify all features, specifications and finishes with builder/seller.”****

4 Beds ⋅ 3 Baths ⋅ 1054875 MLS

****LOCATION LOCATION ******Brand-new luxury construction in the heart of St. James beautifully designed 4-bedroom, 3-bath home offering high-end finishes, thoughtful craftsmanship and modern living throughout. Set within a private, tucked-away neighborhood with only two points of access, this exceptional residence offers a sense of privacy while remaining close to the Village of Head of the Harbor and all that St. James has to offer. The home features an inviting front porch, spacious interiors, a full basement. Outdoor spaces are equally impressive with a patio, professionally designed landscape beds and spacious side yard. Conveniently located within the Smithtown Central School District and close to St. James Elementary, Nesaquake Middle School and Smithtown High School East. Current property data places St. James Elementary approximately 0.4 mile away, Nesaquake Middle School approximately 1.5 miles away and Smithtown High School East approximately 1.3 miles away. Ideally situated in the heart of desirable St. James, offering the perfect blend of North Shore charm, history and convenience. Enjoy close proximity to the historic St. James village center, local shops and dining, the landmark St. James General Store, and the St. James LIRR station. Nearby Head of the Harbor, Stony Brook Harbor, scenic beaches, parks and waterfront destinations complete an exceptional lifestyle in one of the North Shore’s most distinctive communities. ******“Photos shown are renderings for illustrative purposes only and are subject to change. Final construction, finishes, materials, landscaping, colors, fixtures and other details may vary from those depicted. Renderings are not intended to be a representation or guarantee of final completion. Buyer to verify all features, specifications and finishes with builder/seller.”****

20 Overton Pass, Saint James

$559,803

Welcome to 705 Alden Court, a beautifully updated home offering a wonderful combination of comfort, style and low-maintenance living. Thoughtfully improved with major updates completed between 2024 and 2026, this home is truly ready for its next owner to move in and enjoy. The heart of the home is the completely gutted and renovated kitchen, completed in 2025. Designed with both beauty and function in mind, it features real-wood soft-close cabinetry, granite countertops, a tile backsplash, recessed high-hat lighting and 2 solar tubes that fills the space with natural light. The stainless-steel GE appliance package includes a French-door refrigerator, range with air-fry capability, convection cooking and steam-clean feature, microwave and an ultra-quiet dishwasher. The home offers 12ft ceilings, luxury vinyl flooring and ceramic tile, along with six-panel interior doors and ceiling fans in both the living room and bedroom. A convenient half bath is located in the second bedroom, and additional storage includes pull-down attic access. Window vertical blinds will remain with the home. Master suite with a primary bathroom was beautifully renovated in 2025 and includes a dressing area a closet organizer and enhanced by a second solar tube, bringing in additional natural light. Even the home's major updates include A new central air-conditioning system and air handler were installed in 2025, and a new hot water heater was installed in 2026. The home features electric heat with individual room controls and five programmable thermostats were done in 2025 for added comfort and efficiency. Laundry is made easy with a 2025 LG ventless washer/dryer. New electrical panel 2026. Step outside to enjoy the private patio, complete with a remote-controlled sun setter awning installed in 2024—a perfect spot to relax, entertain or enjoy some shade on a sunny afternoon. Garage with electric garage opener. Newly painted garage floor. Community offers two outdoor and one indoor pool, tennis, pickleball, bocci ball. Transportation services for shopping and senior center. Community & HOA Information The monthly HOA fee is just $289 and includes water, Optimum Basic Cable, Internet, Paramount, Starz/Encore, landscaping and snow removal. Homeowners are responsible for PSEG electric and Suffolk County sewer charges, which are approximately $130 quarterly. Annual property taxes are approximately $3,698 without a STAR deduction. There are no current or planned assessments in Section III. Assessments have historically been rare, with the previous assessment relating to the roofs, which were completed several years ago. The HOA is responsible for the exterior of the buildings, with the exception of the gutters, which are the homeowner's responsibility. Homeowners are generally responsible for the interiors, although certain items, including some pest-control issues, may be handled through the community maintenance line.

2 Beds ⋅ 2 Baths ⋅ 1054169 MLS

Welcome to 705 Alden Court, a beautifully updated home offering a wonderful combination of comfort, style and low-maintenance living. Thoughtfully improved with major updates completed between 2024 and 2026, this home is truly ready for its next owner to move in and enjoy. The heart of the home is the completely gutted and renovated kitchen, completed in 2025. Designed with both beauty and function in mind, it features real-wood soft-close cabinetry, granite countertops, a tile backsplash, recessed high-hat lighting and 2 solar tubes that fills the space with natural light. The stainless-steel GE appliance package includes a French-door refrigerator, range with air-fry capability, convection cooking and steam-clean feature, microwave and an ultra-quiet dishwasher. The home offers 12ft ceilings, luxury vinyl flooring and ceramic tile, along with six-panel interior doors and ceiling fans in both the living room and bedroom. A convenient half bath is located in the second bedroom, and additional storage includes pull-down attic access. Window vertical blinds will remain with the home. Master suite with a primary bathroom was beautifully renovated in 2025 and includes a dressing area a closet organizer and enhanced by a second solar tube, bringing in additional natural light. Even the home's major updates include A new central air-conditioning system and air handler were installed in 2025, and a new hot water heater was installed in 2026. The home features electric heat with individual room controls and five programmable thermostats were done in 2025 for added comfort and efficiency. Laundry is made easy with a 2025 LG ventless washer/dryer. New electrical panel 2026. Step outside to enjoy the private patio, complete with a remote-controlled sun setter awning installed in 2024—a perfect spot to relax, entertain or enjoy some shade on a sunny afternoon. Garage with electric garage opener. Newly painted garage floor. Community offers two outdoor and one indoor pool, tennis, pickleball, bocci ball. Transportation services for shopping and senior center. Community & HOA Information The monthly HOA fee is just $289 and includes water, Optimum Basic Cable, Internet, Paramount, Starz/Encore, landscaping and snow removal. Homeowners are responsible for PSEG electric and Suffolk County sewer charges, which are approximately $130 quarterly. Annual property taxes are approximately $3,698 without a STAR deduction. There are no current or planned assessments in Section III. Assessments have historically been rare, with the previous assessment relating to the roofs, which were completed several years ago. The HOA is responsible for the exterior of the buildings, with the exception of the gutters, which are the homeowner's responsibility. Homeowners are generally responsible for the interiors, although certain items, including some pest-control issues, may be handled through the community maintenance line.

705 Alden Court, Saint James

$1,649,999

Welcome to 4 Crystal Brook Court, a beautifully maintained Colonial tucked away on a quiet cul-de-sac in the desirable South Lake Estates section of Nesconset. Set on nearly half an acre surrounded by beautifully manicured landscaping the home embodies luxury, comfort, privacy and resort style living all in one. The heart of the home is the generously sized kitchen, featuring rich raised-panel wood cabinetry, Thermador appliances, granite countertops, kitchen nook and oversized Bay windows giving the home a ton of natural light. The kitchen flows naturally into the family room with custom veneer stone fireplace, creating a comfortable central gathering space for everyday living. Off the Kitchen you will find a formal dining with custom crown molding throughout the first floor. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a large walk-in closet, providing plenty of room for family, guests, or a home office. A full finished basement features a 7-seat massage chair cinema with surround sound, climate control and a 120" Screen. Also, it outfitted with a pool table and ton of storage space with laundry in a separate room. Outside, the expansive custom designed yard truly sets this home apart. A resort-style backyard designed for any occasion. At the center is a stunning custom heated saltwater pool with an integrated Jacuzzi, dramatic waterfall features, fire and ambient lighting that transform the property into an impressive setting after sunset. The expansive outdoor gazebo/pool house creates the ultimate gathering space, complete with a full bar, sink, cooking area, fireplace, multiple TVs, and a dedicated lounge area—perfect for summer parties, game days, or relaxing evenings at home. An outdoor bathroom in pool house adds another level of convenience, allowing guests to enjoy the pool and entertainment areas without having to enter the house. Surrounded by beautiful landscaping, mature greenery, privacy trees, the entire backyard has been thoughtfully designed to preserve privacy while integrating swimming, lounging, dining and entertaining. The front of the exudes exceptional curb appeal with a covered porch, custom stone facade and oversized Cambridge driveway. Located close to 347 the home is conveniently located close to shopping, dining, major roadways, parks, and both the Smithtown and Ronkonkoma LIRR stations. Welcome home.

4 Beds ⋅ 3 Baths ⋅ 1054720 MLS

Welcome to 4 Crystal Brook Court, a beautifully maintained Colonial tucked away on a quiet cul-de-sac in the desirable South Lake Estates section of Nesconset. Set on nearly half an acre surrounded by beautifully manicured landscaping the home embodies luxury, comfort, privacy and resort style living all in one. The heart of the home is the generously sized kitchen, featuring rich raised-panel wood cabinetry, Thermador appliances, granite countertops, kitchen nook and oversized Bay windows giving the home a ton of natural light. The kitchen flows naturally into the family room with custom veneer stone fireplace, creating a comfortable central gathering space for everyday living. Off the Kitchen you will find a formal dining with custom crown molding throughout the first floor. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a large walk-in closet, providing plenty of room for family, guests, or a home office. A full finished basement features a 7-seat massage chair cinema with surround sound, climate control and a 120" Screen. Also, it outfitted with a pool table and ton of storage space with laundry in a separate room. Outside, the expansive custom designed yard truly sets this home apart. A resort-style backyard designed for any occasion. At the center is a stunning custom heated saltwater pool with an integrated Jacuzzi, dramatic waterfall features, fire and ambient lighting that transform the property into an impressive setting after sunset. The expansive outdoor gazebo/pool house creates the ultimate gathering space, complete with a full bar, sink, cooking area, fireplace, multiple TVs, and a dedicated lounge area—perfect for summer parties, game days, or relaxing evenings at home. An outdoor bathroom in pool house adds another level of convenience, allowing guests to enjoy the pool and entertainment areas without having to enter the house. Surrounded by beautiful landscaping, mature greenery, privacy trees, the entire backyard has been thoughtfully designed to preserve privacy while integrating swimming, lounging, dining and entertaining. The front of the exudes exceptional curb appeal with a covered porch, custom stone facade and oversized Cambridge driveway. Located close to 347 the home is conveniently located close to shopping, dining, major roadways, parks, and both the Smithtown and Ronkonkoma LIRR stations. Welcome home.

4 Crystal Brook Court, Nesconset

$599,000

Calling all contractors, investors, and buyers with vision! This 3-bedroom, 1-bath ranch, located in Hauppauge within the Smithtown School District, is a true fixer-upper offering tremendous potential for the right buyer. Situated on a spacious 1/3-acre lot, the home features hardwood floors, central air conditioning, a full unfinished basement, and a 1-car garage. The property is in need of significant updating and renovation but offers a great opportunity to transform it into something special. Bring your ideas, creativity, and imagination and unlock the possibilities this property has to offer. A great opportunity for those looking to renovate and make a home their own!

3 Beds ⋅ 1 Baths ⋅ 1054645 MLS

Calling all contractors, investors, and buyers with vision! This 3-bedroom, 1-bath ranch, located in Hauppauge within the Smithtown School District, is a true fixer-upper offering tremendous potential for the right buyer. Situated on a spacious 1/3-acre lot, the home features hardwood floors, central air conditioning, a full unfinished basement, and a 1-car garage. The property is in need of significant updating and renovation but offers a great opportunity to transform it into something special. Bring your ideas, creativity, and imagination and unlock the possibilities this property has to offer. A great opportunity for those looking to renovate and make a home their own!

3 June Street, Hauppauge

$769,990

Welcome to 50 Plane Tree Lane, a gem nestled in the heart of Saint James. This lovingly renovated colonial is a blend of charm, comfort, and convenience, ready to welcome its new owners. Boasting four spacious bedrooms, this home offers ample space for relaxation, work, and play. The converted garage now serves as an additional primary bedroom, providing an extra layer of flexibility to your living arrangements. Two fully updated bathrooms add a dash of modern luxury to this classic home. The bathrooms are tastefully designed, combining functionality with aesthetics for a seamless experience. There is also Gas heat. Step into the updated kitchen, where granite counters meet stainless steel appliances, creating a space that's both stylish and practical. Whether you're a seasoned chef or a culinary novice, this kitchen with gas cooking is designed to inspire your home-cooked meals. The home features beautiful hardwood flooring throughout, adding warmth and character to each room. A 14-year-old roof provides reliable shelter, and the ductless air conditioning ensures you stay cool during the warmer months. The is crown molding throughout. The side walked streets just add to the charm of this home. The double driveway outlined by Brick pavers, adds to the beautiful curb appeal. The fenced backyard is the perfect canvas for your outdoor dreams - be it a garden, a play area, or an outdoor entertainment space. This home is not just about indoor living. Located close to the town center, you'll have easy access to a variety of shopping options and restaurants. Whether you're looking for a quick bite or a leisurely meal, you'll find something to satisfy your palate. The full basement provides extra storage or can be transformed into a recreational room or workspace. The home is equipped with gas heating, ensuring a cozy atmosphere during the colder months. The annual taxes for this property, without any exemptions, come to $14,939.31.

4 Beds ⋅ 2 Baths ⋅ 1052430 MLS

Welcome to 50 Plane Tree Lane, a gem nestled in the heart of Saint James. This lovingly renovated colonial is a blend of charm, comfort, and convenience, ready to welcome its new owners. Boasting four spacious bedrooms, this home offers ample space for relaxation, work, and play. The converted garage now serves as an additional primary bedroom, providing an extra layer of flexibility to your living arrangements. Two fully updated bathrooms add a dash of modern luxury to this classic home. The bathrooms are tastefully designed, combining functionality with aesthetics for a seamless experience. There is also Gas heat. Step into the updated kitchen, where granite counters meet stainless steel appliances, creating a space that's both stylish and practical. Whether you're a seasoned chef or a culinary novice, this kitchen with gas cooking is designed to inspire your home-cooked meals. The home features beautiful hardwood flooring throughout, adding warmth and character to each room. A 14-year-old roof provides reliable shelter, and the ductless air conditioning ensures you stay cool during the warmer months. The is crown molding throughout. The side walked streets just add to the charm of this home. The double driveway outlined by Brick pavers, adds to the beautiful curb appeal. The fenced backyard is the perfect canvas for your outdoor dreams - be it a garden, a play area, or an outdoor entertainment space. This home is not just about indoor living. Located close to the town center, you'll have easy access to a variety of shopping options and restaurants. Whether you're looking for a quick bite or a leisurely meal, you'll find something to satisfy your palate. The full basement provides extra storage or can be transformed into a recreational room or workspace. The home is equipped with gas heating, ensuring a cozy atmosphere during the colder months. The annual taxes for this property, without any exemptions, come to $14,939.31.

50 Plane Tree Lane, Saint James

$749,999

Welcome to 4 Huber Place, a charming expanded ranch nestled in a wonderful St. James neighborhood on a beautiful 1/4-acre lot. With 3 bedrooms, 2 full baths, and a comfortable, inviting layout, this home offers the space and setting you've been waiting for. The main living areas include a bright living room, dining room, kitchen, and a cozy den with a wood-burning fireplace — the perfect spot to gather, relax, and make memories. Wood floors are believed to be underneath most of the existing carpeting, offering the opportunity to bring out the warmth and character of the home. A full basement provides abundant storage and possibilities, while the 2-car garage adds everyday convenience. With great bones, generous living space, and a lovely property, this home is ready for your personal vision and finishing touches. Enjoy the charm of an established neighborhood, a desirable school district, and a location close to shopping, dining, parks, transportation, and everything St. James has to offer. Come see the possibilities and imagine making 4 Huber Place your next home!Taxes are approximate due to exemptions , Must be verified.

3 Beds ⋅ 2 Baths ⋅ 1045238 MLS

Welcome to 4 Huber Place, a charming expanded ranch nestled in a wonderful St. James neighborhood on a beautiful 1/4-acre lot. With 3 bedrooms, 2 full baths, and a comfortable, inviting layout, this home offers the space and setting you've been waiting for. The main living areas include a bright living room, dining room, kitchen, and a cozy den with a wood-burning fireplace — the perfect spot to gather, relax, and make memories. Wood floors are believed to be underneath most of the existing carpeting, offering the opportunity to bring out the warmth and character of the home. A full basement provides abundant storage and possibilities, while the 2-car garage adds everyday convenience. With great bones, generous living space, and a lovely property, this home is ready for your personal vision and finishing touches. Enjoy the charm of an established neighborhood, a desirable school district, and a location close to shopping, dining, parks, transportation, and everything St. James has to offer. Come see the possibilities and imagine making 4 Huber Place your next home!Taxes are approximate due to exemptions , Must be verified.

4 Huber Place, Saint James

$698,000

Welcome to this spacious high ranch, beautifully situated on a generous quarter-acre in the desirable Hamlet of St. James. A paver-stone driveway and matching front walkway provide excellent curb appeal, while the expansive driveway offers ample parking for multiple vehicles. Inside, you’ll find a freshly painted home featuring hardwood floors throughout the main level. The first floor offers a spacious living room and dining room with vaulted ceilings, creating an open and inviting atmosphere. The thoughtfully designed layout is ideal for multigenerational living, with three bedrooms and a remodeled bathroom on the main floor. The bathroom features an oversized walk-in shower with a glass enclosure, a wood vanity, and convenient access from both the primary bedroom and the hallway. The lower level includes two additional bedrooms, a full bath, and a large recreation room. It also offers a private entrance, providing flexibility for extended family, guests, or additional living space. The updated kitchen features recently remodeled cabinetry and new flooring, and opens directly to a spacious composite deck overlooking the private rear yard—perfect for outdoor dining, entertaining, or relaxing. With its versatile layout, generous property, vaulted ceilings, and excellent indoor-outdoor living spaces, this home offers comfort and flexibility. Conveniently located near local shopping, fine dining, area beaches, LIRR and Stony Brook University and Medical Center. Smithtown Schools

5 Beds ⋅ 2 Baths ⋅ 1053418 MLS

Welcome to this spacious high ranch, beautifully situated on a generous quarter-acre in the desirable Hamlet of St. James. A paver-stone driveway and matching front walkway provide excellent curb appeal, while the expansive driveway offers ample parking for multiple vehicles. Inside, you’ll find a freshly painted home featuring hardwood floors throughout the main level. The first floor offers a spacious living room and dining room with vaulted ceilings, creating an open and inviting atmosphere. The thoughtfully designed layout is ideal for multigenerational living, with three bedrooms and a remodeled bathroom on the main floor. The bathroom features an oversized walk-in shower with a glass enclosure, a wood vanity, and convenient access from both the primary bedroom and the hallway. The lower level includes two additional bedrooms, a full bath, and a large recreation room. It also offers a private entrance, providing flexibility for extended family, guests, or additional living space. The updated kitchen features recently remodeled cabinetry and new flooring, and opens directly to a spacious composite deck overlooking the private rear yard—perfect for outdoor dining, entertaining, or relaxing. With its versatile layout, generous property, vaulted ceilings, and excellent indoor-outdoor living spaces, this home offers comfort and flexibility. Conveniently located near local shopping, fine dining, area beaches, LIRR and Stony Brook University and Medical Center. Smithtown Schools

16 Arlington Avenue, Saint James

$724,900

The Charming Covered Porch Welcomes You to this 4 Bedroom New England Style Cape Home. This Home has been Lovingly Maintained by its Original Owners. There are all Wood Floors on the first level as well as the Staircase, except for the kitchen. The Formal Dining Room is Perfect for Holiday Gatherings with Family and Friends. The Bath was Recently Renovated with Fresh Paint, New Flooring, Toilet and Vanity. The Eat in Kitchen has a New Gas Stove and a Door that Leads to the Deck and the Back Yard. The Primary Bedroom could be on the first level of the Home or the Largest Bedroom Upstairs. The laundry is in the Basement and the Washer is less than 6 month's old. Relax and Enjoy Entertaining or a BBQ on the Rear Deck. The Oversized Spacious Flat Yard is Fully Fenced for Pets or Play and it is Very Private Surrounded by Trees. The Shed has a Light and the Huge Carport is Great for Additional Storage or a Car Collection. The Driveway is also Spacious and can Accommodate at Least 6 Vehicles. There are All Andersen Windows, Fans, Natural Gas Heat & Hot Water System (approx 12 yrs. old) Gutter Guards and 150 Amp Electric Service. The Roof is approximately 10 years old, Architectural Style Shingles and was Re-Insulated with New Plywood when it was installed. Located in Saint James it is Close to Schools, Stony Brook University and Hospital, Smith Haven Mall, Boutique Shops, Supermarkets, Local North Shore Beaches for Swimming, Boating and Festivals. It's Close to All Major Roads as well as the LIRR. Nearby is the New Centennial Park, an Ice Cream Parlor and Fine Dining Restaurants, all that makes St. James a Desirable and Wonderful Place to Live!

4 Beds ⋅ 1 Baths ⋅ 1053499 MLS

The Charming Covered Porch Welcomes You to this 4 Bedroom New England Style Cape Home. This Home has been Lovingly Maintained by its Original Owners. There are all Wood Floors on the first level as well as the Staircase, except for the kitchen. The Formal Dining Room is Perfect for Holiday Gatherings with Family and Friends. The Bath was Recently Renovated with Fresh Paint, New Flooring, Toilet and Vanity. The Eat in Kitchen has a New Gas Stove and a Door that Leads to the Deck and the Back Yard. The Primary Bedroom could be on the first level of the Home or the Largest Bedroom Upstairs. The laundry is in the Basement and the Washer is less than 6 month's old. Relax and Enjoy Entertaining or a BBQ on the Rear Deck. The Oversized Spacious Flat Yard is Fully Fenced for Pets or Play and it is Very Private Surrounded by Trees. The Shed has a Light and the Huge Carport is Great for Additional Storage or a Car Collection. The Driveway is also Spacious and can Accommodate at Least 6 Vehicles. There are All Andersen Windows, Fans, Natural Gas Heat & Hot Water System (approx 12 yrs. old) Gutter Guards and 150 Amp Electric Service. The Roof is approximately 10 years old, Architectural Style Shingles and was Re-Insulated with New Plywood when it was installed. Located in Saint James it is Close to Schools, Stony Brook University and Hospital, Smith Haven Mall, Boutique Shops, Supermarkets, Local North Shore Beaches for Swimming, Boating and Festivals. It's Close to All Major Roads as well as the LIRR. Nearby is the New Centennial Park, an Ice Cream Parlor and Fine Dining Restaurants, all that makes St. James a Desirable and Wonderful Place to Live!

240 Washington Avenue, Saint James

$849,000

Welcome to this beautifully maintained 4-bedroom, 2-bath hi-ranch in Royal Oaks, Smithtown, offering comfortable living, flexible space, and an impressive backyard retreat. A charming front sunroom welcomes you inside, while the second sunroom features a natural gas fireplace and French doors leading to the upper deck overlooking the backyard. The home offers two full kitchens with appliances included, along with a lower level featuring a one-bedroom apartment. The home is a legal mother-daughter, with the required permits included with the property, offering added flexibility for its next owner. The recently renovated upstairs bathroom features ambient flooring, a heated towel rack, and a jacuzzi bathtub, adding comfort and convenience to the space. Step outside to enjoy a heated, gas-heated saltwater in-ground pool, hot tub, cedar sauna, gazebo, mature landscaping, and in-ground sprinklers. The property also features a full surveillance system for added peace of mind. Additional updates include newly insulated exterior walls and attic, a whole-house water filtration system, and a brand-new cesspool. Thoughtfully maintained and offering a versatile layout with extensive indoor and outdoor amenities, this Smithtown home is ready for its next owner. Come see everything it has to offer and schedule your private tour today!

4 Beds ⋅ 2 Baths ⋅ 1051155 MLS

Welcome to this beautifully maintained 4-bedroom, 2-bath hi-ranch in Royal Oaks, Smithtown, offering comfortable living, flexible space, and an impressive backyard retreat. A charming front sunroom welcomes you inside, while the second sunroom features a natural gas fireplace and French doors leading to the upper deck overlooking the backyard. The home offers two full kitchens with appliances included, along with a lower level featuring a one-bedroom apartment. The home is a legal mother-daughter, with the required permits included with the property, offering added flexibility for its next owner. The recently renovated upstairs bathroom features ambient flooring, a heated towel rack, and a jacuzzi bathtub, adding comfort and convenience to the space. Step outside to enjoy a heated, gas-heated saltwater in-ground pool, hot tub, cedar sauna, gazebo, mature landscaping, and in-ground sprinklers. The property also features a full surveillance system for added peace of mind. Additional updates include newly insulated exterior walls and attic, a whole-house water filtration system, and a brand-new cesspool. Thoughtfully maintained and offering a versatile layout with extensive indoor and outdoor amenities, this Smithtown home is ready for its next owner. Come see everything it has to offer and schedule your private tour today!

9 Mulberry Drive, Smithtown

$719,000

Enjoy country-club living in this fabulous three-bedroom, 2.5-bath townhouse in the sought-after gated community of Windcrest in Smithtown. The Dover model is the largest townhouse offered in this desirable community of 187 residences. The main level features an inviting living room with a gas fireplace, crown molding, and prefinished hardwood floors, seamlessly opening to the formal dining room. The bright kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a comfortable eating area overlooking the rear paver patio.A cozy den provides the perfect space to relax after a long day. The spacious primary suite features double-door entry, two walk-in closets, and an en-suite bath with a double-sink vanity and soaking tub. Two additional bedrooms provide ample space for family or guests, along with a full hall bath featuring a bathtub with shower, The lower level offers a partial finished basement with laminate flooring and direct access to the two-car garage. Residents of Windcrest enjoy an exceptional array of amenities, including a beautiful remodeled clubhouse with fitness center, saltwater pool, pickleball courts, and tennis court.. This is a wonderful opportunity to enjoy luxury, convenience, and resort-style living in the heart of Smithtown, close to local shopping, fine dining, area beaches, and Stony Brook University and Medical Center. Smithtown Schools

3 Beds ⋅ 3 Baths ⋅ 1051895 MLS

Enjoy country-club living in this fabulous three-bedroom, 2.5-bath townhouse in the sought-after gated community of Windcrest in Smithtown. The Dover model is the largest townhouse offered in this desirable community of 187 residences. The main level features an inviting living room with a gas fireplace, crown molding, and prefinished hardwood floors, seamlessly opening to the formal dining room. The bright kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a comfortable eating area overlooking the rear paver patio.A cozy den provides the perfect space to relax after a long day. The spacious primary suite features double-door entry, two walk-in closets, and an en-suite bath with a double-sink vanity and soaking tub. Two additional bedrooms provide ample space for family or guests, along with a full hall bath featuring a bathtub with shower, The lower level offers a partial finished basement with laminate flooring and direct access to the two-car garage. Residents of Windcrest enjoy an exceptional array of amenities, including a beautiful remodeled clubhouse with fitness center, saltwater pool, pickleball courts, and tennis court.. This is a wonderful opportunity to enjoy luxury, convenience, and resort-style living in the heart of Smithtown, close to local shopping, fine dining, area beaches, and Stony Brook University and Medical Center. Smithtown Schools

143 Paddington Circle, Smithtown

$475,000

Completely renovated and truly turnkey: a one-bedroom, one-and-a-half-bath condo with a one-of-a-kind view of the tree-lined Cabot Path in Fairfield at St. James, Saint James's premier gated 55+ community. Every major system in this home is new. A brand-new Bosch HVAC system with all-new ductwork, new hot water heater, and new attic insulation mean efficiency and peace of mind from day one. The brand-new kitchen features quartz countertops, stainless steel appliances, custom cabinetry, a shelved pantry closet, and in-unit laundry. Both designer baths are new, including a beautifully appointed primary en suite. Finishing touches throughout include new hi-hat lighting, new ceiling fans, and custom chair rail moulding. A shelved storage shed adds everyday convenience. Life here feels like your own private mini city. Residents enjoy tennis and pickleball courts, two outdoor pools plus a heated indoor pool, a fitness center, sauna, billiards room, craft room, and clubhouse — all behind the gates on beautifully maintained grounds. The value is just as compelling: low taxes with a school tax refund, and a $313 monthly maintenance that includes water, internet and basic cable, snow removal, grounds maintenance, gutter cleaning, and dryer vent cleaning every two years. Nothing to do but unpack. Homes with this level of renovation and this view rarely come to market.

1 Beds ⋅ 2 Baths ⋅ 1051285 MLS

Completely renovated and truly turnkey: a one-bedroom, one-and-a-half-bath condo with a one-of-a-kind view of the tree-lined Cabot Path in Fairfield at St. James, Saint James's premier gated 55+ community. Every major system in this home is new. A brand-new Bosch HVAC system with all-new ductwork, new hot water heater, and new attic insulation mean efficiency and peace of mind from day one. The brand-new kitchen features quartz countertops, stainless steel appliances, custom cabinetry, a shelved pantry closet, and in-unit laundry. Both designer baths are new, including a beautifully appointed primary en suite. Finishing touches throughout include new hi-hat lighting, new ceiling fans, and custom chair rail moulding. A shelved storage shed adds everyday convenience. Life here feels like your own private mini city. Residents enjoy tennis and pickleball courts, two outdoor pools plus a heated indoor pool, a fitness center, sauna, billiards room, craft room, and clubhouse — all behind the gates on beautifully maintained grounds. The value is just as compelling: low taxes with a school tax refund, and a $313 monthly maintenance that includes water, internet and basic cable, snow removal, grounds maintenance, gutter cleaning, and dryer vent cleaning every two years. Nothing to do but unpack. Homes with this level of renovation and this view rarely come to market.

1101 Cabot Court N, Saint James

$699,999

Incredible opportunity to own this magnificent sprawling ranch in the Smithtown School District, featuring a full at-grade lower level and an ideal layout for multigenerational living. Perfectly positioned with frontage on Chivalry Lane, this exceptional residence offers outstanding curb appeal with an oversized expanded blacktop driveway featuring a Belgian block border and skirt, providing abundant off-street parking, beautifully landscaped raised planting beds, attractive exterior finishes, and white PVC fencing surrounding much of the property. The spectacular resort-style backyard is an entertainer’s dream, showcasing an in-ground swimming pool surrounded by an expansive paver patio, a multi-level wood deck with multiple entertaining areas, a large grassy yard, and a private blacktop patio with direct access to the lower level. Enter through the covered front porch and into a welcoming foyer featuring hardwood flooring and custom moldings. The heart of the home is the stunning step-up den/great room highlighted by a decorative wood shiplap accent wall, cultured stone wood-burning fireplace, soaring ceilings, skylights, and dramatic floor-to-ceiling windows that flood the space with natural light. The formal living room features recessed lighting and beautiful hardwood floors and flows seamlessly into the formal dining room with custom moldings, hardwood flooring, and sliding glass doors leading directly to the backyard oasis. The spacious chef’s kitchen boasts vaulted ceilings, skylights, tile flooring, an eat-in dining area, abundant cabinet and counter space, a stainless steel dishwasher, white range, and an attractive glass tile backsplash. Adjacent to the kitchen is a convenient mudroom with its own private entrance, washer and dryer, and additional cabinetry for storage. The bedroom wing features a beautifully updated spa-inspired hall bathroom with soaring vaulted ceilings, custom tile flooring, double vanity, Jacuzzi tub, and designer tile accents. The spacious primary suite includes a recently renovated private bathroom featuring a new vanity, toilet, and custom stand-up shower, while the additional bedrooms are generously sized and offer ceiling fans and ample closet space. The full at-grade lower level provides exceptional flexibility with its own private entrance, large windows, recessed lighting, a possible second kitchen area, a full bathroom featuring floor-to-ceiling tile, custom stand-up shower, and rainfall showerhead, along with two additional bonus rooms and unfinished storage space, making it ideal for extended family, guests, home office space, recreation, or other permitted uses. Combining tremendous living space, a versatile floor plan, outstanding multigenerational potential, and a truly spectacular resort-style backyard, this remarkable home presents a rare opportunity to own a one-of-a-kind property.

4 Beds ⋅ 3 Baths ⋅ 1050390 MLS

Incredible opportunity to own this magnificent sprawling ranch in the Smithtown School District, featuring a full at-grade lower level and an ideal layout for multigenerational living. Perfectly positioned with frontage on Chivalry Lane, this exceptional residence offers outstanding curb appeal with an oversized expanded blacktop driveway featuring a Belgian block border and skirt, providing abundant off-street parking, beautifully landscaped raised planting beds, attractive exterior finishes, and white PVC fencing surrounding much of the property. The spectacular resort-style backyard is an entertainer’s dream, showcasing an in-ground swimming pool surrounded by an expansive paver patio, a multi-level wood deck with multiple entertaining areas, a large grassy yard, and a private blacktop patio with direct access to the lower level. Enter through the covered front porch and into a welcoming foyer featuring hardwood flooring and custom moldings. The heart of the home is the stunning step-up den/great room highlighted by a decorative wood shiplap accent wall, cultured stone wood-burning fireplace, soaring ceilings, skylights, and dramatic floor-to-ceiling windows that flood the space with natural light. The formal living room features recessed lighting and beautiful hardwood floors and flows seamlessly into the formal dining room with custom moldings, hardwood flooring, and sliding glass doors leading directly to the backyard oasis. The spacious chef’s kitchen boasts vaulted ceilings, skylights, tile flooring, an eat-in dining area, abundant cabinet and counter space, a stainless steel dishwasher, white range, and an attractive glass tile backsplash. Adjacent to the kitchen is a convenient mudroom with its own private entrance, washer and dryer, and additional cabinetry for storage. The bedroom wing features a beautifully updated spa-inspired hall bathroom with soaring vaulted ceilings, custom tile flooring, double vanity, Jacuzzi tub, and designer tile accents. The spacious primary suite includes a recently renovated private bathroom featuring a new vanity, toilet, and custom stand-up shower, while the additional bedrooms are generously sized and offer ceiling fans and ample closet space. The full at-grade lower level provides exceptional flexibility with its own private entrance, large windows, recessed lighting, a possible second kitchen area, a full bathroom featuring floor-to-ceiling tile, custom stand-up shower, and rainfall showerhead, along with two additional bonus rooms and unfinished storage space, making it ideal for extended family, guests, home office space, recreation, or other permitted uses. Combining tremendous living space, a versatile floor plan, outstanding multigenerational potential, and a truly spectacular resort-style backyard, this remarkable home presents a rare opportunity to own a one-of-a-kind property.

93 Midwood Avenue, Nesconset

$485,000

18th Century Home in disrepair being sold AS-IS with great potential. Some previous upgrades to foundation and structure. Interesting property with double sided center fireplace and original beams and architectural features. Detached 2 car garage AS-IS with newer concrete flooring. Low taxes ...own a piece of history. No functional bathrooms, kitchen or heating.

3 Beds ⋅ 1050824 MLS

18th Century Home in disrepair being sold AS-IS with great potential. Some previous upgrades to foundation and structure. Interesting property with double sided center fireplace and original beams and architectural features. Detached 2 car garage AS-IS with newer concrete flooring. Low taxes ...own a piece of history. No functional bathrooms, kitchen or heating.

47 Route 25A, Smithtown

$675,000

Bring Your Vision To This Spacious 4 Bedroom, 2 1/2 Bath Colonial Situated On Over A 1/2 Acre Level Property In Nesconset. It Features Plenty Of Living Space Enhanced with an Enclosed Porch, Hardwood Oak Floors, Wood Burning Fireplace, 2 Car Garage And Full Basement. Priced Right And Ready For Your Personal Touch!

4 Beds ⋅ 3 Baths ⋅ 1051061 MLS

Bring Your Vision To This Spacious 4 Bedroom, 2 1/2 Bath Colonial Situated On Over A 1/2 Acre Level Property In Nesconset. It Features Plenty Of Living Space Enhanced with an Enclosed Porch, Hardwood Oak Floors, Wood Burning Fireplace, 2 Car Garage And Full Basement. Priced Right And Ready For Your Personal Touch!

16 Heritage Place S, Nesconset

10 Smithtown Boulevard Unit #6A, Smithtown

$349,999

Welcome to 10 Smithtown Boulevard, Unit 6A, a beautifully redesigned main-level residence offering elevated co-op living in the highly sought-after Smithtown School District. Completely transformed with modern finishes and thoughtful design, this home combines the comfort of a high-end residence with the value of co-op ownership. Sunlit interiors, seamless flow, and quality craftsmanship create a space that feels both sophisticated and inviting. A Rare and Highly Valuable Feature of this home is the fully enclosed and secure 300-square-foot private storage space located directly beneath the unit, offering exceptional convenience and flexibility rarely found in co-op living. The designer kitchen features custom cabinetry, sleek finishes, generous storage, and a spacious dining area perfect for everyday living or entertaining. The spa-inspired bathroom showcases clean lines and elegant modern details. The king-sized primary suite is exceptionally spacious for a one-bedroom and offers abundant closet space. A versatile flex area provides the ideal setting for a home office or quiet retreat. Light oak hardwood floors run throughout the home, complemented by crown molding, modern lighting, and a soft neutral palette that enhances the bright, airy feel. Additional features include: • Assigned parking for two vehicles Immaculate and move-in ready, this home presents a rare opportunity in one of Smithtown’s most desirable communities. One of a kind. A true step above.

1 Beds ⋅ 1 Baths ⋅ 1050327 MLS

Welcome to 10 Smithtown Boulevard, Unit 6A, a beautifully redesigned main-level residence offering elevated co-op living in the highly sought-after Smithtown School District. Completely transformed with modern finishes and thoughtful design, this home combines the comfort of a high-end residence with the value of co-op ownership. Sunlit interiors, seamless flow, and quality craftsmanship create a space that feels both sophisticated and inviting. A Rare and Highly Valuable Feature of this home is the fully enclosed and secure 300-square-foot private storage space located directly beneath the unit, offering exceptional convenience and flexibility rarely found in co-op living. The designer kitchen features custom cabinetry, sleek finishes, generous storage, and a spacious dining area perfect for everyday living or entertaining. The spa-inspired bathroom showcases clean lines and elegant modern details. The king-sized primary suite is exceptionally spacious for a one-bedroom and offers abundant closet space. A versatile flex area provides the ideal setting for a home office or quiet retreat. Light oak hardwood floors run throughout the home, complemented by crown molding, modern lighting, and a soft neutral palette that enhances the bright, airy feel. Additional features include: • Assigned parking for two vehicles Immaculate and move-in ready, this home presents a rare opportunity in one of Smithtown’s most desirable communities. One of a kind. A true step above.

10 Smithtown Boulevard Unit #6A, Smithtown

$749,000

Builder’s Model Colonial located in the desirable Morewood Estates of Smithtown, featuring 4 bedrooms with 2.5 baths. The main level offers a entry foyer, formal living room and formal dining room with beautiful hardwood floors, an eat-in kitchen with access to an oversized deck overlooking .44 acres of a beautiful natural backyard setting, and a cozy den with fireplace. Upstairs features all beautiful hardwood flooring throughout the 3 bedrooms. You have the primary bedroom, three additional bedrooms, and two full baths. A bonus area provides additional flexible space to suit your needs. Brand New Hot water heater just installed, newer roof 3 yrs old. Basement NOT finished inside entrance only. Conveniently located just minutes from shopping, dining, transportation, and more. This is a must see!

4 Beds ⋅ 3 Baths ⋅ 1050209 MLS

Builder’s Model Colonial located in the desirable Morewood Estates of Smithtown, featuring 4 bedrooms with 2.5 baths. The main level offers a entry foyer, formal living room and formal dining room with beautiful hardwood floors, an eat-in kitchen with access to an oversized deck overlooking .44 acres of a beautiful natural backyard setting, and a cozy den with fireplace. Upstairs features all beautiful hardwood flooring throughout the 3 bedrooms. You have the primary bedroom, three additional bedrooms, and two full baths. A bonus area provides additional flexible space to suit your needs. Brand New Hot water heater just installed, newer roof 3 yrs old. Basement NOT finished inside entrance only. Conveniently located just minutes from shopping, dining, transportation, and more. This is a must see!

14 Morewood Drive, Smithtown

$629,999

Welcome home to this beautifully maintained 3-bedroom, 3-bath home located in the Smithtown School District, offering a versatile layout, modern updates, and plenty of space inside and out. The updated kitchen features stainless steel appliances, quartz countertops, a tile backsplash, and abundant cabinet and counter space. Just off the kitchen, a screened-in porch provides the perfect spot for relaxing, dining, or entertaining. The main level also features a comfortable den, three spacious bedrooms, and two full bathrooms. Downstairs, the basement features an outside entrance, full bathroom, and generous additional living space, offering endless possibilities. Outside, enjoy a large, flat, fully fenced property along with an oversized detached 2.5-car garage, ideal for vehicles, storage, hobbies, or a workshop. Additional highlights include a brand-new cesspool and 200-amp electric service. With its updated interior, flexible living space, expansive property, and convenient location, this home has so much to offer. Come see all the possibilities and make it your own!

3 Beds ⋅ 3 Baths ⋅ 1041427 MLS

Welcome home to this beautifully maintained 3-bedroom, 3-bath home located in the Smithtown School District, offering a versatile layout, modern updates, and plenty of space inside and out. The updated kitchen features stainless steel appliances, quartz countertops, a tile backsplash, and abundant cabinet and counter space. Just off the kitchen, a screened-in porch provides the perfect spot for relaxing, dining, or entertaining. The main level also features a comfortable den, three spacious bedrooms, and two full bathrooms. Downstairs, the basement features an outside entrance, full bathroom, and generous additional living space, offering endless possibilities. Outside, enjoy a large, flat, fully fenced property along with an oversized detached 2.5-car garage, ideal for vehicles, storage, hobbies, or a workshop. Additional highlights include a brand-new cesspool and 200-amp electric service. With its updated interior, flexible living space, expansive property, and convenient location, this home has so much to offer. Come see all the possibilities and make it your own!

666 Rosevale Avenue, Lake Ronkonkoma

355 Route 111 Unit #30 Route 111 Unit #30, Smithtown

$280,000

Fantastic Opportunity to Own! Why rent when you can buy in Smithtown's Award winning School District. This Updated Corner Unit Has Hard Oak Flooring, Granite Countertops, Stainless Appliances, New Wall AC units, Thermostats in every room. Laundry on site and Large Rooms with Plenty of Closet Space. >>>>>>>>>>>>>SMITHTOWN'S LARGEST 1 BEDROOM CO-OP !<<<<<<<<<<<<<

1 Beds ⋅ 1 Baths ⋅ 1049471 MLS

Fantastic Opportunity to Own! Why rent when you can buy in Smithtown's Award winning School District. This Updated Corner Unit Has Hard Oak Flooring, Granite Countertops, Stainless Appliances, New Wall AC units, Thermostats in every room. Laundry on site and Large Rooms with Plenty of Closet Space. >>>>>>>>>>>>>SMITHTOWN'S LARGEST 1 BEDROOM CO-OP !<<<<<<<<<<<<<

355 Route 111 Unit #30 Route 111 Unit #30, Smithtown

$3,575,000

Nestled on two private acres in the Incorporated Village of Nissequogue, this extraordinary estate offers beautifully reimagined living space where luxury, comfort, and timeless design come together. The home underwent a remarkable architectural transformation, completely reimagining the interior and exterior while preserving the character and presence of an established North Shore estate. Every detail was thoughtfully redesigned with an emphasis on exceptional craftsmanship, modern functionality, and elegant living. Rich white oak floors, custom stone surfaces, and exquisite finishes create an atmosphere that is both sophisticated and inviting. Designed for everyday living and exceptional entertaining, the chef’s kitchen features an expansive custom pantry that functions like a second kitchen, built-in wine storage, and a beautifully appointed wet bar. The dramatic great room, highlighted by soaring ceilings and a gas fireplace, serves as the heart of the home, while a separate entertainment room featuring a wood-burning fireplace with easy access to convert to gas provides additional space for gathering and celebrating. Offering six bedrooms and seven baths, including two luxurious suite options with spa-inspired baths, heated floors, generous walk-in closets, and refined finishes, the home provides exceptional flexibility and comfort. A distinctive spiral staircase leads to a charming tower overlooking the estate, creating a truly unique architectural feature. Beautifully integrated infrastructure and modern systems complement the home’s exceptional design, providing the comfort, efficiency, and functionality expected in a residence of this caliber. Outside, a heated saltwater pool with stadium steps and bench seating is surrounded by an expansive paver patio, creating the perfect setting for outdoor entertaining. Mature trees and thoughtfully designed landscaping enhance the privacy and beauty of the level two-acre property. A grandfathered horseshoe driveway with dual Belgian block entrances welcomes you home, a highly sought-after feature in Nissequogue’s renowned horse country. Located less than a mile from two beaches, including one with deeded access, this exceptional property offers a rare opportunity to enjoy luxury North Shore living in one of Long Island’s most renowned communities.

6 Beds ⋅ 7 Baths ⋅ 1048898 MLS

Nestled on two private acres in the Incorporated Village of Nissequogue, this extraordinary estate offers beautifully reimagined living space where luxury, comfort, and timeless design come together. The home underwent a remarkable architectural transformation, completely reimagining the interior and exterior while preserving the character and presence of an established North Shore estate. Every detail was thoughtfully redesigned with an emphasis on exceptional craftsmanship, modern functionality, and elegant living. Rich white oak floors, custom stone surfaces, and exquisite finishes create an atmosphere that is both sophisticated and inviting. Designed for everyday living and exceptional entertaining, the chef’s kitchen features an expansive custom pantry that functions like a second kitchen, built-in wine storage, and a beautifully appointed wet bar. The dramatic great room, highlighted by soaring ceilings and a gas fireplace, serves as the heart of the home, while a separate entertainment room featuring a wood-burning fireplace with easy access to convert to gas provides additional space for gathering and celebrating. Offering six bedrooms and seven baths, including two luxurious suite options with spa-inspired baths, heated floors, generous walk-in closets, and refined finishes, the home provides exceptional flexibility and comfort. A distinctive spiral staircase leads to a charming tower overlooking the estate, creating a truly unique architectural feature. Beautifully integrated infrastructure and modern systems complement the home’s exceptional design, providing the comfort, efficiency, and functionality expected in a residence of this caliber. Outside, a heated saltwater pool with stadium steps and bench seating is surrounded by an expansive paver patio, creating the perfect setting for outdoor entertaining. Mature trees and thoughtfully designed landscaping enhance the privacy and beauty of the level two-acre property. A grandfathered horseshoe driveway with dual Belgian block entrances welcomes you home, a highly sought-after feature in Nissequogue’s renowned horse country. Located less than a mile from two beaches, including one with deeded access, this exceptional property offers a rare opportunity to enjoy luxury North Shore living in one of Long Island’s most renowned communities.

523 Long Beach Road, Nissequogue

$1,625,000

Welcome to 40 Friendly Rd. A home that redefines style, comfort, and convenience. This turn-key, fully renovated property combined luxury and functionality flawlessly. The exterior showcases a perfect blend of brick, Azek facade and oversized Andersen windows exuding a modern yet timeless appeal. As you step inside, you are greeted by a two-story entry foyer with a grand chandelier and monorail/glass floating staircase. The open floor layouts on both floors provide a seamless flow from room to room, making it perfect for both entertaining and everyday living. The kitchen is a chef's dream, featuring custom 3/4" solid white oak and black glass cabinets, custom quartz hood, Viking appliances with a 6-burner stove, and a double island set up. The hidden walk-in butler's pantry offers plenty of storage and adds a touch of luxury. Kitchen flows into a vaulted ceiling family room with a large concrete fireplace which leads to an oversized Trex deck perfect for outdoor entertaining. The property boasts five bedrooms and three and a half well-appointed bathrooms. Custom millwork throughout with 9" wide plank wood flooring, 6" base moldings and a large wet bar on the first level. The home is equipped with a tankless Navien system and a York HVAC system, ensuring optimal comfort all year round. The meticulously landscaped outdoor area with 9 sprinkler zones and new sod provides a tranquil retreat, perfect for enjoying the outdoors. This home is located close to 347 allowing easy access to all local amenities. Whether you are looking for recreation, shopping centers or dining options, you'll find it all within easy reach.

5 Beds ⋅ 4 Baths ⋅ 1048862 MLS

Welcome to 40 Friendly Rd. A home that redefines style, comfort, and convenience. This turn-key, fully renovated property combined luxury and functionality flawlessly. The exterior showcases a perfect blend of brick, Azek facade and oversized Andersen windows exuding a modern yet timeless appeal. As you step inside, you are greeted by a two-story entry foyer with a grand chandelier and monorail/glass floating staircase. The open floor layouts on both floors provide a seamless flow from room to room, making it perfect for both entertaining and everyday living. The kitchen is a chef's dream, featuring custom 3/4" solid white oak and black glass cabinets, custom quartz hood, Viking appliances with a 6-burner stove, and a double island set up. The hidden walk-in butler's pantry offers plenty of storage and adds a touch of luxury. Kitchen flows into a vaulted ceiling family room with a large concrete fireplace which leads to an oversized Trex deck perfect for outdoor entertaining. The property boasts five bedrooms and three and a half well-appointed bathrooms. Custom millwork throughout with 9" wide plank wood flooring, 6" base moldings and a large wet bar on the first level. The home is equipped with a tankless Navien system and a York HVAC system, ensuring optimal comfort all year round. The meticulously landscaped outdoor area with 9 sprinkler zones and new sod provides a tranquil retreat, perfect for enjoying the outdoors. This home is located close to 347 allowing easy access to all local amenities. Whether you are looking for recreation, shopping centers or dining options, you'll find it all within easy reach.

40 Friendly Road, Smithtown

$839,999

Welcome to this beautifully appointed 4-bedroom, 2.5-bath Colonial, ideally situated in the highly desirable Royal Woods/Hillside neighborhood and within the acclaimed Smithtown School District. Freshly painted throughout, this inviting home offers a bright, move-in-ready feel from the moment you arrive. Sun-filled interiors showcase beautiful hardwood floors, cathedral ceiling, a charming bay window, and skylights that create an airy and welcoming atmosphere throughout the home. The spacious living area is anchored by a stunning floor-to-ceiling, full-wall granite wood-burning fireplace, creating an impressive focal point that brings warmth, character, and timeless elegance to the space. The well-appointed kitchen features stainless steel appliances just three years old, combining modern convenience with functionality. The spacious primary suite offers a private retreat, complete with a walk-in cedar closet and a full bath. Enjoy year-round comfort with a high-efficiency heat pump installed just one year ago, providing reliable heating and cooling. An oil-fired hot water heating system remains available as an additional heating option. Step outside and discover your own backyard sanctuary. The inviting inground pool features a one-year-old liner, steps, and pump, while the expansive stone-paver patio provides the perfect backdrop for outdoor entertainment, summer gatherings, or simply relaxing in your own peaceful outdoor escape. Ideally located near Smithtown beaches and Smithtown Landing Golf & Country Club, this exceptional home offers a wonderful combination of comfort, style, convenience, and lifestyle. With its spacious interiors, beautiful outdoor setting, and prime location, this is an opportunity not to be missed. Come make this special home your own!

4 Beds ⋅ 3 Baths ⋅ 1047477 MLS

Welcome to this beautifully appointed 4-bedroom, 2.5-bath Colonial, ideally situated in the highly desirable Royal Woods/Hillside neighborhood and within the acclaimed Smithtown School District. Freshly painted throughout, this inviting home offers a bright, move-in-ready feel from the moment you arrive. Sun-filled interiors showcase beautiful hardwood floors, cathedral ceiling, a charming bay window, and skylights that create an airy and welcoming atmosphere throughout the home. The spacious living area is anchored by a stunning floor-to-ceiling, full-wall granite wood-burning fireplace, creating an impressive focal point that brings warmth, character, and timeless elegance to the space. The well-appointed kitchen features stainless steel appliances just three years old, combining modern convenience with functionality. The spacious primary suite offers a private retreat, complete with a walk-in cedar closet and a full bath. Enjoy year-round comfort with a high-efficiency heat pump installed just one year ago, providing reliable heating and cooling. An oil-fired hot water heating system remains available as an additional heating option. Step outside and discover your own backyard sanctuary. The inviting inground pool features a one-year-old liner, steps, and pump, while the expansive stone-paver patio provides the perfect backdrop for outdoor entertainment, summer gatherings, or simply relaxing in your own peaceful outdoor escape. Ideally located near Smithtown beaches and Smithtown Landing Golf & Country Club, this exceptional home offers a wonderful combination of comfort, style, convenience, and lifestyle. With its spacious interiors, beautiful outdoor setting, and prime location, this is an opportunity not to be missed. Come make this special home your own!

22 Sheryl Crescent, Smithtown

$749,990

Welcome to 5 Kenny Street, a charming ranch-style home nestled in the heart of Smithtown. This delightful residence boasts three comfortable bedrooms and two full bathrooms, ensuring ample space for all. Upon arrival, you are greeted by the home's impressive curb appeal, set on a generous .34-acre flat parcel. Inside, discover the hidden treasure of hardwood floors beneath the carpeting, preserved for years and ready to shine. The home is equipped with central air conditioning, an updated heating system, and a modern hot water heater for your comfort. Recessed lighting is throughout the house. The spacious living room invites relaxation, while the separate den, enhanced with a cozy gas fireplace, provides an intimate retreat. The kitchen shines with updated stainless steel appliances, a vaulted ceiling with a skylight, and a convenient formal dining room stands ready for your meals and gatherings. The primary bedroom offers the luxury of an ensuite bathroom. The second full bathroom has a skylit vaulted ceiling. This beautiful home has a two-car garage with electric openers, a partially finished large basement with ample storage, and a laundry area adds to the home's practical appeal. Outside, a low-maintenance Trex deck overlooks the picturesque backyard, an ideal spot for outdoor enjoyment. There is an in ground sprinkler system in the front and back yard. The backyard is very private. This home's location is a gem, with easy access to major highways, public transportation, and shopping venues. Welcome to your future home, where convenience meets charm in Smithtown and within the Smithtown School District.

3 Beds ⋅ 2 Baths ⋅ 1047017 MLS

Welcome to 5 Kenny Street, a charming ranch-style home nestled in the heart of Smithtown. This delightful residence boasts three comfortable bedrooms and two full bathrooms, ensuring ample space for all. Upon arrival, you are greeted by the home's impressive curb appeal, set on a generous .34-acre flat parcel. Inside, discover the hidden treasure of hardwood floors beneath the carpeting, preserved for years and ready to shine. The home is equipped with central air conditioning, an updated heating system, and a modern hot water heater for your comfort. Recessed lighting is throughout the house. The spacious living room invites relaxation, while the separate den, enhanced with a cozy gas fireplace, provides an intimate retreat. The kitchen shines with updated stainless steel appliances, a vaulted ceiling with a skylight, and a convenient formal dining room stands ready for your meals and gatherings. The primary bedroom offers the luxury of an ensuite bathroom. The second full bathroom has a skylit vaulted ceiling. This beautiful home has a two-car garage with electric openers, a partially finished large basement with ample storage, and a laundry area adds to the home's practical appeal. Outside, a low-maintenance Trex deck overlooks the picturesque backyard, an ideal spot for outdoor enjoyment. There is an in ground sprinkler system in the front and back yard. The backyard is very private. This home's location is a gem, with easy access to major highways, public transportation, and shopping venues. Welcome to your future home, where convenience meets charm in Smithtown and within the Smithtown School District.

5 Kenny Street, Smithtown

$2,448,000

AN ADDRESS WORTH SAYING YES TO! There are certain streets that make you slow down before you ever reach the house. Swan Place is one of them. Tucked within the coveted Village of Nissequogue, the approach winds past estate-like homes beneath a canopy of mature trees, quietly setting the tone for what awaits. Set on two naturally beautiful and private acres, this is a home with presence, but also one that feels remarkably warm once inside. The sense of occasion begins the moment you step inside. A dramatic two-story foyer is anchored by a grand curved staircase, its sweeping wood balustrade gracefully arcing above the entry and continuing into an elevated, bridge like balcony overlooking the marble floor below. Beyond, the home opens to a spectacular two to three story Great Room, where soaring ceilings, architectural detail and walls of natural light create a space that feels impressive yet inviting. It is a beautiful first impression, sophisticated in design, and unmistakably special. It is a grand introduction, but one that still feels wonderfully livable, the kind of entrance that reminds you immediately that this is no ordinary home. The kitchen was designed for the way a home like this is meant to be enjoyed, open, welcoming, and always connected to what is happening around it. An impressive, oversized center island anchors the space, surrounded by recently renovated designer cabinetry and premium appliances, with plenty of room for everything from morning coffee to a house full of guests. Completely open to the soaring great room on one side and the spectacular, glass filled sunroom, the kitchen becomes the natural gathering place of the home. Sunlight pours in from every direction, while expansive views of the property create an effortless flow from cooking to conversation to the outdoors beyond. Privately positioned on the first floor, the primary suite feels like a retreat of its own. Generous yet intimate, it features a fireside sitting room, beautifully designed dressing spaces and a spa inspired marble bath. French doors open to a private deck with the hot tub just steps away, a wonderfully peaceful escape any time of the day. Additional rooms on the main level offer wonderful flexibility easily imagined as guest quarters, an au pair suite, private offices, or whatever life happens to require. The upper levels unfold with a wonderful sense of privacy and possibility, offering four beautifully proportioned guest bedrooms along with two additional lounging spaces, perfect for quiet reading, late night conversation, a media retreat or simply giving family and guests a place of their own. But the best surprise is found one level higher on the rooftop deck, where the treetops open to spectacular views toward the harbor and Long Island Sound. It is the kind of unexpected perch made for morning coffee, an evening glass of wine, or simply watching the sky change at the end of the day. Outside is where this property becomes something incredibly special. The grounds feel more like a private retreat than a backyard. A heated Gunite pool, framed in stone and brought to life by three cascading waterfalls, creates a wonderfully serene, spa like setting. Expansive decking, a hot tub, outdoor kitchen and two acres of mature landscape provide plenty of places to entertain, and just as many places to disappear with a book and enjoy the quiet. Then there are the unexpected spaces. A tucked-away bonus room above the three-car garage feels like a hidden discovery within the home, an ideal private lounge, game room, studio, or escape, complete with its own Juliet balcony. Life in Nissequogue has always been about having room to breathe. Beaches, boating, the harbor, parks, and the villages of the North Shore are all part of everyday life here, while New York City and the Hamptons remain within reach. 9 Swan Place is an address worth seeing. WHEN THE HOUSE, THE SETTING & THE VALUE ALL SAY YES

7 Beds ⋅ 7 Baths ⋅ 1047513 MLS

AN ADDRESS WORTH SAYING YES TO! There are certain streets that make you slow down before you ever reach the house. Swan Place is one of them. Tucked within the coveted Village of Nissequogue, the approach winds past estate-like homes beneath a canopy of mature trees, quietly setting the tone for what awaits. Set on two naturally beautiful and private acres, this is a home with presence, but also one that feels remarkably warm once inside. The sense of occasion begins the moment you step inside. A dramatic two-story foyer is anchored by a grand curved staircase, its sweeping wood balustrade gracefully arcing above the entry and continuing into an elevated, bridge like balcony overlooking the marble floor below. Beyond, the home opens to a spectacular two to three story Great Room, where soaring ceilings, architectural detail and walls of natural light create a space that feels impressive yet inviting. It is a beautiful first impression, sophisticated in design, and unmistakably special. It is a grand introduction, but one that still feels wonderfully livable, the kind of entrance that reminds you immediately that this is no ordinary home. The kitchen was designed for the way a home like this is meant to be enjoyed, open, welcoming, and always connected to what is happening around it. An impressive, oversized center island anchors the space, surrounded by recently renovated designer cabinetry and premium appliances, with plenty of room for everything from morning coffee to a house full of guests. Completely open to the soaring great room on one side and the spectacular, glass filled sunroom, the kitchen becomes the natural gathering place of the home. Sunlight pours in from every direction, while expansive views of the property create an effortless flow from cooking to conversation to the outdoors beyond. Privately positioned on the first floor, the primary suite feels like a retreat of its own. Generous yet intimate, it features a fireside sitting room, beautifully designed dressing spaces and a spa inspired marble bath. French doors open to a private deck with the hot tub just steps away, a wonderfully peaceful escape any time of the day. Additional rooms on the main level offer wonderful flexibility easily imagined as guest quarters, an au pair suite, private offices, or whatever life happens to require. The upper levels unfold with a wonderful sense of privacy and possibility, offering four beautifully proportioned guest bedrooms along with two additional lounging spaces, perfect for quiet reading, late night conversation, a media retreat or simply giving family and guests a place of their own. But the best surprise is found one level higher on the rooftop deck, where the treetops open to spectacular views toward the harbor and Long Island Sound. It is the kind of unexpected perch made for morning coffee, an evening glass of wine, or simply watching the sky change at the end of the day. Outside is where this property becomes something incredibly special. The grounds feel more like a private retreat than a backyard. A heated Gunite pool, framed in stone and brought to life by three cascading waterfalls, creates a wonderfully serene, spa like setting. Expansive decking, a hot tub, outdoor kitchen and two acres of mature landscape provide plenty of places to entertain, and just as many places to disappear with a book and enjoy the quiet. Then there are the unexpected spaces. A tucked-away bonus room above the three-car garage feels like a hidden discovery within the home, an ideal private lounge, game room, studio, or escape, complete with its own Juliet balcony. Life in Nissequogue has always been about having room to breathe. Beaches, boating, the harbor, parks, and the villages of the North Shore are all part of everyday life here, while New York City and the Hamptons remain within reach. 9 Swan Place is an address worth seeing. WHEN THE HOUSE, THE SETTING & THE VALUE ALL SAY YES

9 Swan Place, Nissequogue

$1,649,000

Welcome to 4 Holly Lane in Nissequogue, an impressive estate style residence set behind a sweeping circular driveway and surrounded by beautifully manicured grounds, mature trees, and expansive lawns. Step inside to a dramatic two story foyer that introduces a bright, spacious interior featuring hardwood floors, elegant formal living and dining rooms, and a stunning great room with soaring ceilings and a floor to ceiling stone fireplace. The well appointed kitchen offers abundant cabinetry and counter space, stainless steel appliances, and a sun filled breakfast area overlooking the backyard. A bright sunroom provides seamless access to the home’s exceptional outdoor entertaining spaces. Upstairs, the expansive primary suite features vaulted ceilings, a window lined sitting area, and a generous en-suite bath with dual vanities and soaking tub\. Additional spacious bedrooms and a large bonus room provide tremendous flexibility for today’s lifestyle. Outside is where this property truly shines. An expansive paver patio, fire feature, multiple entertaining areas, sprawling lawn, and mature landscaping create a private setting designed for gatherings and relaxation\. An impressive detached accessory building offers a warm lodge inspired interior complete with lounge space, kitchenette, bath, and additional recreational space. With oversized garage areas, extensive storage, remarkable grounds, and incredible versatility throughout, 4 Holly Lane offers an exceptional combination of space, privacy, character, and indoor outdoor living in Nissequogue.

3 Beds ⋅ 4 Baths ⋅ 1048497 MLS

Welcome to 4 Holly Lane in Nissequogue, an impressive estate style residence set behind a sweeping circular driveway and surrounded by beautifully manicured grounds, mature trees, and expansive lawns. Step inside to a dramatic two story foyer that introduces a bright, spacious interior featuring hardwood floors, elegant formal living and dining rooms, and a stunning great room with soaring ceilings and a floor to ceiling stone fireplace. The well appointed kitchen offers abundant cabinetry and counter space, stainless steel appliances, and a sun filled breakfast area overlooking the backyard. A bright sunroom provides seamless access to the home’s exceptional outdoor entertaining spaces. Upstairs, the expansive primary suite features vaulted ceilings, a window lined sitting area, and a generous en-suite bath with dual vanities and soaking tub\. Additional spacious bedrooms and a large bonus room provide tremendous flexibility for today’s lifestyle. Outside is where this property truly shines. An expansive paver patio, fire feature, multiple entertaining areas, sprawling lawn, and mature landscaping create a private setting designed for gatherings and relaxation\. An impressive detached accessory building offers a warm lodge inspired interior complete with lounge space, kitchenette, bath, and additional recreational space. With oversized garage areas, extensive storage, remarkable grounds, and incredible versatility throughout, 4 Holly Lane offers an exceptional combination of space, privacy, character, and indoor outdoor living in Nissequogue.

4 Holly Lane

$519,000

A true two bedroom, two full bath residence offers 1,292 square feet of spacious, thoughtfully designed living space in diamond condition. True hardwood floors flow through the main living areas and bedrooms, while eat in kitchen features granite countertops, and Fridgidaire Gallery stainless steel appliances. The generous L-shaped living and dining room is filled with natural light from its southern exposure, with sliding glass door opening to a private covered terrace. The primary bedroom includes a walk-in closet and an on-suite bathroom with a walk in shower and two pedestal sinks. The guest bathroom features a jacuzzi tub. Additional conveniences include a brand new HVAC system installed June 2026, New Roof October and a full size LG washer and dryer 2023. Beautifully maintained and truly move-in ready. This home is ready for its next owner. Fairfield at St James is an established, gated 55+ community centrally located near major shopping, restaurants, theaters, beaches, boating and golf. Community amenities include a newly updated pickleball and tennis courts, bocce, outdoor shuffle board, gardening, outdoor pools, indoor pools, fitness room. Don't miss the chance to enjoy an active, connected lifestyle-or simply relax and appreciate everything this community has to offer.

2 Beds ⋅ 2 Baths ⋅ 1047751 MLS

A true two bedroom, two full bath residence offers 1,292 square feet of spacious, thoughtfully designed living space in diamond condition. True hardwood floors flow through the main living areas and bedrooms, while eat in kitchen features granite countertops, and Fridgidaire Gallery stainless steel appliances. The generous L-shaped living and dining room is filled with natural light from its southern exposure, with sliding glass door opening to a private covered terrace. The primary bedroom includes a walk-in closet and an on-suite bathroom with a walk in shower and two pedestal sinks. The guest bathroom features a jacuzzi tub. Additional conveniences include a brand new HVAC system installed June 2026, New Roof October and a full size LG washer and dryer 2023. Beautifully maintained and truly move-in ready. This home is ready for its next owner. Fairfield at St James is an established, gated 55+ community centrally located near major shopping, restaurants, theaters, beaches, boating and golf. Community amenities include a newly updated pickleball and tennis courts, bocce, outdoor shuffle board, gardening, outdoor pools, indoor pools, fitness room. Don't miss the chance to enjoy an active, connected lifestyle-or simply relax and appreciate everything this community has to offer.

704 Fenway Road, Saint James

$1,599,000

Welcome to 29 Farm Road....nestled in the prestigious Village of Head of the Harbor, where secluded, private & tranquil living awaits! This stunning, beautifully maintained Expanded Ranch features a grand entry foyer, spacious EIK w/ granite countertops, center island, SS appliances, and picturesque views of the surrounding landscape, a warm and inviting Great Room w/ Stone FP and vaulted ceilings w/ 2 skylights and 4 slider doors leading to the wrap around deck, a gorgeous formal dining room, powder room. The 1st floor features 3 spacious bedrooms, including a luxurious Primary Bedroom Ensuite w/ private access to the extensive wrap-around porch, WIC, and primary bath w/ double vanity sink, bathtub, and separate shower. Bedroom 2 features a WIC, chair rail molding, and an ensuite bathroom w/ spa tub. Bedroom 3 offers a private loft space and skylight, and a main floor office space w/ French doors, plus an additional full bath completing the main level. The versatile loft is ideal as a recreation room, home gym, or flex space, with convenient attic access. The lower level offers exceptional flexibility and features a 4th Bedroom (perfect for guests or an in-law suite), a Summer Kitchen w/ quartz countertops, oversized family room, 2 separate gym rooms, full bath, laundry room, ample storage, direct access to the two-car garage, and sliders leading to your own private, resort-like backyard retreat! Additional features include.... CAC (2 zones), Oil Heat (4 zones - burner 2016), 200-amp electric, IGS System (8 zones - redone in 2026), inground saltwater heated pool (Liner - 2025), Whole House Inside & Outside KeyOS wireless app-controlled stereo system, and a portable generator with transfer switch hookup. Surrounded by nature, with an abundance of natural light, oversized windows, and skylights that create a bright, airy, and inviting atmosphere throughout. This exceptional home truly has it all! All this and much more... Set on over 2+ acres of beautiful and secluded property (very private), you do not want to miss this rare opportunity!

4 Beds ⋅ 4 Baths ⋅ 1047851 MLS

Welcome to 29 Farm Road....nestled in the prestigious Village of Head of the Harbor, where secluded, private & tranquil living awaits! This stunning, beautifully maintained Expanded Ranch features a grand entry foyer, spacious EIK w/ granite countertops, center island, SS appliances, and picturesque views of the surrounding landscape, a warm and inviting Great Room w/ Stone FP and vaulted ceilings w/ 2 skylights and 4 slider doors leading to the wrap around deck, a gorgeous formal dining room, powder room. The 1st floor features 3 spacious bedrooms, including a luxurious Primary Bedroom Ensuite w/ private access to the extensive wrap-around porch, WIC, and primary bath w/ double vanity sink, bathtub, and separate shower. Bedroom 2 features a WIC, chair rail molding, and an ensuite bathroom w/ spa tub. Bedroom 3 offers a private loft space and skylight, and a main floor office space w/ French doors, plus an additional full bath completing the main level. The versatile loft is ideal as a recreation room, home gym, or flex space, with convenient attic access. The lower level offers exceptional flexibility and features a 4th Bedroom (perfect for guests or an in-law suite), a Summer Kitchen w/ quartz countertops, oversized family room, 2 separate gym rooms, full bath, laundry room, ample storage, direct access to the two-car garage, and sliders leading to your own private, resort-like backyard retreat! Additional features include.... CAC (2 zones), Oil Heat (4 zones - burner 2016), 200-amp electric, IGS System (8 zones - redone in 2026), inground saltwater heated pool (Liner - 2025), Whole House Inside & Outside KeyOS wireless app-controlled stereo system, and a portable generator with transfer switch hookup. Surrounded by nature, with an abundance of natural light, oversized windows, and skylights that create a bright, airy, and inviting atmosphere throughout. This exceptional home truly has it all! All this and much more... Set on over 2+ acres of beautiful and secluded property (very private), you do not want to miss this rare opportunity!

29 Farm Road, Saint James

$2,399,000

Nestled within one of Long Island’s most coveted North Shore enclaves, 15 The Chase presents a rare opportunity to experience refined estate living in the prestigious Village of Head of the Harbor. Privately set amid mature trees and manicured grounds in the highly coveted White Spruce Farms community. This exceptional residence combines timeless architectural elegance with modern comfort, with expansive living spaces filled with natural light of generous proportion and seamless indoor-outdoor flow creating a tranquil retreat just moments from the harbor, beaches, yacht clubs, vineyards and nature preserves. Set on two private beautifully landscaped level acres of property designed for both everyday enjoyment and sophisticated entertaining. This private estate seamlessly blends timeless elegance, modern luxury, and resort-style living. A grand two-story foyer introduces the home's sophisticated interiors, where soaring cathedral ceilings, gleaming hardwood floors, abundant natural light, and exquisite architectural details create an atmosphere of warmth and refinement. Thoughtfully updated throughout, every space has been designed with both everyday comfort and effortless entertaining in mind. The recently renovated chef's kitchen serves as the heart of the home, featuring a dramatic Crawford ceiling, custom crown and box moldings, quartzite-topped center island, and a suite of premium appliances including a Sub-Zero refrigerator, Bosch range, double ovens, microwave drawer, and dishwasher. The kitchen flows seamlessly into the impressive great room, highlighted by a floor-to-ceiling stone wood-burning fireplace and walls of windows overlooking the picturesque grounds. Elegant entertaining spaces continue with a gracious formal living room accessed through glass pocket doors, and a spacious dining room perfectly suited for hosting intimate gatherings or larger celebrations. The main level offers five generously proportioned bedrooms and three full bathrooms, including two recently renovated baths appointed with refined finishes. Upstairs, an expansive loft with hardwood floors overlooking the great room provides additional living and entertaining space and leads to the luxurious primary suite. This private retreat features hardwood flooring, custom closets, detailed millwork, and a stunning newly renovated spa-inspired bath complete with a soaking tub, oversized glass-enclosed shower, dual vanity, and exquisite Italian tile. The outdoor setting is nothing short of extraordinary. Professionally landscaped grounds surround a tranquil in-ground pool, complemented by multiple paver patios designed for elegant outdoor entertaining and relaxation. A sprawling Trex deck extends nearly the entire length of the home, creating a seamless connection between indoor and outdoor living. Additional highlights include a fully finished lower level with a full bath, offering exceptional flexibility for recreation, fitness, guest accommodations, or extended living space. Car enthusiasts will appreciate the rare offering of four garage spaces, including two attached and two detached garages. Recent improvements include extensive interior and exterior painting, newer windows, newer roof and skylights, custom closet systems, wood flooring throughout most of the house and numerous thoughtful upgrades throughout. A wonderful opportunity awaits for you to own this property and reap the rewards of resort living in the White Spruce Farm Community within the Village of Head of the Harbor. A must see! *Taxes Include Village Taxes of $3,199

6 Beds ⋅ 5 Baths ⋅ 1046808 MLS

Nestled within one of Long Island’s most coveted North Shore enclaves, 15 The Chase presents a rare opportunity to experience refined estate living in the prestigious Village of Head of the Harbor. Privately set amid mature trees and manicured grounds in the highly coveted White Spruce Farms community. This exceptional residence combines timeless architectural elegance with modern comfort, with expansive living spaces filled with natural light of generous proportion and seamless indoor-outdoor flow creating a tranquil retreat just moments from the harbor, beaches, yacht clubs, vineyards and nature preserves. Set on two private beautifully landscaped level acres of property designed for both everyday enjoyment and sophisticated entertaining. This private estate seamlessly blends timeless elegance, modern luxury, and resort-style living. A grand two-story foyer introduces the home's sophisticated interiors, where soaring cathedral ceilings, gleaming hardwood floors, abundant natural light, and exquisite architectural details create an atmosphere of warmth and refinement. Thoughtfully updated throughout, every space has been designed with both everyday comfort and effortless entertaining in mind. The recently renovated chef's kitchen serves as the heart of the home, featuring a dramatic Crawford ceiling, custom crown and box moldings, quartzite-topped center island, and a suite of premium appliances including a Sub-Zero refrigerator, Bosch range, double ovens, microwave drawer, and dishwasher. The kitchen flows seamlessly into the impressive great room, highlighted by a floor-to-ceiling stone wood-burning fireplace and walls of windows overlooking the picturesque grounds. Elegant entertaining spaces continue with a gracious formal living room accessed through glass pocket doors, and a spacious dining room perfectly suited for hosting intimate gatherings or larger celebrations. The main level offers five generously proportioned bedrooms and three full bathrooms, including two recently renovated baths appointed with refined finishes. Upstairs, an expansive loft with hardwood floors overlooking the great room provides additional living and entertaining space and leads to the luxurious primary suite. This private retreat features hardwood flooring, custom closets, detailed millwork, and a stunning newly renovated spa-inspired bath complete with a soaking tub, oversized glass-enclosed shower, dual vanity, and exquisite Italian tile. The outdoor setting is nothing short of extraordinary. Professionally landscaped grounds surround a tranquil in-ground pool, complemented by multiple paver patios designed for elegant outdoor entertaining and relaxation. A sprawling Trex deck extends nearly the entire length of the home, creating a seamless connection between indoor and outdoor living. Additional highlights include a fully finished lower level with a full bath, offering exceptional flexibility for recreation, fitness, guest accommodations, or extended living space. Car enthusiasts will appreciate the rare offering of four garage spaces, including two attached and two detached garages. Recent improvements include extensive interior and exterior painting, newer windows, newer roof and skylights, custom closet systems, wood flooring throughout most of the house and numerous thoughtful upgrades throughout. A wonderful opportunity awaits for you to own this property and reap the rewards of resort living in the White Spruce Farm Community within the Village of Head of the Harbor. A must see! *Taxes Include Village Taxes of $3,199

15 The Chase, Saint James

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