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10 Smithtown Boulevard Unit #6A, Smithtown
$349,999
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

14 Morewood Drive, Smithtown
$799,000
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

5 Monitor Road, Smithtown
$689,999
2 Beds ⋅ 3 Baths ⋅ 1047459 MLS
Welcome to Willow Wood at Smithtown, a remarkable townhouse and condominium development featuring the stunning Apple Wood model with 1,900 interior square feet. As you enter, you’re greeted by a spacious foyer bathed in natural light from a skylight, leading to an open staircase that ascends to the second floor. Upstairs, you’ll find a well-designed layout that includes a primary en suite with two walk-in closets and a double vanity featuring both a tub and shower, alongside a second bedroom, also with a walk-in closet. Conveniently located off the bedroom is a laundry room for easy access. Returning to the main level, the cozy living and dining room combination showcases engineered hardwood floors and a gas fireplace, with sliding doors that open to a private patio—ideal for outdoor relaxation. The spacious eat-in kitchen is perfect for gatherings, while a conveniently located powder room and ample closet space throughout ensure both comfort and functionality. The home also includes a one-car garage with an electric opener, offering additional parking and storage solutions. For added security, the property is fully alarmed with Ring cameras at the front door and garage door. Monthly common charges of $500.00 includes landscaping and maintenance, access to the inground saltwater pool, clubhouse, and fitness center, snow removal, and water, along with discounts on Optimum TV and Internet services. Community amenities further enhance the living experience with an inground pool, clubhouse, fitness center, and a relaxing gazebo, all in a pet-friendly environment. Don’t miss out on this exceptional chance to live in a vibrant community at Willow Wood in Smithtown!

5 Monitor Road, Smithtown

4 Salt Hay Way, Smithtown
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 1050030 MLS
Set on one serene, private acre surrounded by beautifully landscaped grounds, this distinctive four-bedroom, two-and-a-half-bath residence blends warmth, character and craftsmanship with modern comfort and efficiency. Rich architectural details include hardwood floors, custom millwork, exposed beams and coffered ceilings. The expansive kitchen features custom cabinetry, granite countertops, a center island, professional-style appliances, propane gas cooking and radiant heated floors. The primary suite offers a sitting room, two walk-in closets and a spa-like bathroom. Significant upgrades include high-efficiency heat pump heating and central air, a hybrid heat-pump water heater, whole-house insulation, water filtration and air-purification systems, extensive LED lighting and a generator. A family room with brick fireplace, two-car garage and partially finished basement with a separate heating zone and ample storage complete the interior. Outside, enjoy an in-ground gunite pool, deck, bluestone walkway, seven-zone WiFi sprinkler system, front porch and mature gardens.

4 Salt Hay Way, Smithtown

403 Cabot Court E, Saint James
$425,000
1 Beds ⋅ 1 Baths ⋅ 1049800 MLS
Incredible opportunity to enjoy a maintenance-free lifestyle in the highly desirable Fairfield 55+ community in St. James! This first-floor condominium offers a spacious living room, an inviting kitchen with wood cabinetry, a bright and sunny eating area, and a generously sized pantry. The nicely sized bedroom features wall-to-wall carpeting and a walk-in closet. The updated bathroom includes a wood vanity and linen tower, along with a convenient walk-in shower featuring a comfortable built-in seat. Ideally located just a short distance from the clubhouse, this home offers access to resort-style amenities designed for active adult living. Enjoy indoor and outdoor pools, a fitness center, clubhouse, library, billiards room, card room, tennis courts, pickleball courts, walking trails, a gazebo, and a full calendar of social activities and events. Conveniently located near shopping, dining, transportation, and all that the surrounding area has to offer, this exceptional community provides the perfect blend of comfort, convenience, and an active lifestyle. Come discover all that Fairfield has to offer!

403 Cabot Court E, Saint James

17 White Cliff Lane, Nesconset
$899,000
4 Beds ⋅ 3 Baths ⋅ 1048941 MLS
Welcome to 17 White Cliff Lane, a picture-perfect four-bedroom, two-and-a-half-bath splanch offering move-in ready living in desirable Dover Hill Estates. Situated in the Smithtown Central School District, this home boasts tremendous curb appeal with a spacious front yard, mature landscaping, new siding (2024), and updated bedroom windows (2024). Inside, the main living spaces flow together through wide, open doorways. The foyer and formal dining room showcase board-and-batten accent walls, complemented by beautiful wood stair railings. The heart of the home features an inviting eat-in kitchen finished with granite countertops and stainless steel appliances opening to a cozy den with a wood-burning fireplace and views of the backyard garden. Everyday comfort is assured with central air conditioning installed in 2023, along with an updated heating system and oil burner. Practical convenience continues with a partial basement, easy-access attic storage, and a two-car garage. The fully fenced, private quarter-acre backyard is an outdoor sanctuary, complete with an updated irrigation system and an in-ground fiberglass swimming pool featuring a brand-new Loop-Loc cover (2024). With the rear property line bordering a forested recharge basin, the property enjoys added privacy and nature while entertaining or relaxing. Positioned just minutes from the Smith Haven Mall and multiple grocery options, this turnkey home balances peaceful suburban living with everyday convenience.

17 White Cliff Lane, Nesconset

666 Rosevale Avenue, Lake Ronkonkoma
$629,999
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

5 Keystone Court, Smithtown
$1,199,000
5 Beds ⋅ 4 Baths ⋅ 1049096 MLS
Welcome to this beautiful & Spacious 5 Bedroom Colonial, ideally situated on a cul de sac & offering 3301Sq Ft of living space ,not including the full basement. From the moment you enter you will appriciate the generous room sizes, beautiful oak floors and the comfortable flow throughout this impressive home. The granite Kitchen is designed for both everyday living and entertaining featuring a center island,ample cabinetry,and a covienient butlers pantry. A warm inviting wood burning fireplace creates a perfect setting for relaxing evenings at home. Step outside and discover your own private backyard oasis. Enjoy the oversized paver patio, perfect for outdoor dining and entertaining overlooking the beautiful heated saltwater inground pool. The basement provides valuble additional space and features an outside entrance offering endless possibilties. With aprroximately 3301 sq ft of living space, a Cul de sac location, this home offers the space,comfort and lifestyle you have been looking for !

5 Keystone Court, Smithtown

129 Jefferson Avenue, Saint James
$979,000
4 Beds ⋅ 3 Baths ⋅ 1042512 MLS
Welcome to this stunning 4-bedroom, 2.5-bath Colonial, thoughtfully transformed from a Splanch in 2009. Set on a private, meticulously landscaped 1-acre property, this exceptional home offers a perfect blend of classic elegance, modern updates, and resort-style outdoor living. A stone-edged driveway and walkway create a beautiful first impression. Step through the front door into an inviting open foyer, where natural light, rich hardwood floors, and elegant design create an immediate sense of warmth and sophistication. High-hat lighting throughout the home enhances the bright, welcoming atmosphere. The heart of the home is the custom-designed kitchen, featuring quartz countertops and stainless-steel appliances. Conveniently located just off the kitchen are a half bath, laundry area, and an exit leading directly to the spectacular outdoor oasis. The raised formal living room overlooks the den and features a wood-burning fireplace with a removable electric insert, creating a warm and inviting space for relaxing or entertaining. Upstairs, the spacious primary bedroom has been thoughtfully updated and features a luxurious en-suite bathroom, a generous walk-in closet, radiant-heated flooring, and pull-down attic stairs providing convenient storage. The additional three bedrooms offer ample storage, including double closets in each room. Two of the top-floor bedrooms feature beautiful cathedral ceilings. The upstairs hallway includes a walk-in closet and an additional linen closet, providing exceptional storage throughout the home. An updated hall bathroom features quartz countertops, a double vanity, and radiant-heated flooring, combining style and comfort. The fully finished partial basement offers additional living or recreational space, along with enclosed closets for the burner and water tank. During the 2009 renovation, the home was converted to gas-fired hot-water heat. The backyard is truly an entertainer’s and swimmer’s dream, highlighted by a 25-yard official short-course, heated, in-ground saltwater pool, perfect for swimming, relaxing, entertaining, or enjoying your own private resort-like retreat. The beautifully landscaped grounds feature a 13-zone irrigation system and are backed by a private quarter-acre wooded area, creating a peaceful and secluded setting. This exceptional property offers space, style, privacy, abundant storage, and beautifully maintained grounds, along with thoughtful updates throughout. A rare opportunity to enjoy Colonial charm, modern amenities, and an extraordinary outdoor lifestyle all in one.

129 Jefferson Avenue, Saint James

22 Sheryl Crescent, Smithtown
$855,000
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

5 Kenny Street, Smithtown
$749,990
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

1 Rutgers Street, Smithtown
$699,999
3 Beds ⋅ 2 Baths ⋅ 1048457 MLS
Welcome to this beautifully maintained split-ranch home nestled in the highly sought-after East Hills Estates of Smithtown. This 3 bedroom, 2 bath, 1 car garage on 0.3 acres home (currently set up as two bedrooms, can be easily put back to three bedrooms) is filled with natural light and is move-in-ready! This residence offers the perfect blend of comfort, style, and functionality. The inviting main level features a bright and airy living room with soaring cathedral ceilings, a cozy gas fireplace, and an open flow into the eat-in kitchen featuring gas range, refrigerator, microwave, dishwasher (2023) and granite countertops, ideal for both everyday living and entertaining. Upstairs, you'll find a spacious primary bedroom with side-by-side double closets, a generously sized second bedroom, and full hall bath. The lower level offers a sun-filled den with abundant natural light, a full bathroom, laundry room and a convenient outside entrance, providing flexible living space perfect for guests, or a home office. 200-amp electric, Andersen windows, a cesspool with overflow (2021), vinyl fencing, separate hot water heater. and whole-house Generac generator. Situated on a tranquil .34-acre level lot, the private backyard is surrounded by mature specimen trees and lush landscaping and pond. With its mint condition, desirable location, and features, this exceptional home offers everything you are looking for.

1 Rutgers Street, Smithtown

704 Fenway Road, Saint James
$519,000
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 Water Heater September 2026 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

107 Deer Valley Drive, Nesconset
$699,999
2 Beds ⋅ 2 Baths ⋅ 1047297 MLS
Welcome to Country Pointe! This is a private, gated community in Nesconset. The community offers many amenities including a heated salt-water pool, 2 tennis courts, Bocce, a playground and gym. This townhouse is truly beautiful and has a lovely porch. It was completely renovated with a new kitchen put in 2 years ago. It is an elegant and classic design. The open space and natural light in the home is very inviting. The kitchen has nice appliances and offers gas cooking. There is a table with a window for dining. There is also a dining room area for larger parties. This space is open to the living room for easy entertaining. The living room has sliders going out to the fenced deck. It is a very nice location in the community. The primary bedroom features walk-in-closets and an ensuite bathroom that is so pretty. The 2nd bedroom is also very nice and the hallway bathroom is updated. The laundry is in the common hallway. This home features a added bonus with the full finished basement. There is a den area, a recreation area and a spare room. The ulilties are also here in the storage area. CAC 15 years, Stove brand new, Dishwasher 2 years, Bathrooms 5 years, There is a roof assessment that has been fully paid for.

107 Deer Valley Drive, Nesconset

230 Pond View Lane, Smithtown
$779,000
2 Beds ⋅ 3 Baths ⋅ 1044752 MLS
Recently renovated from bottom to top, this beautiful townhouse offers a prime location overlooking the pond in the desirable gated Hidden Ponds community of Smithtown. The bright and inviting open floor plan features high ceilings, plenty of natural light, a fireplace, formal dining room, and sliding doors opening to a private patio with peaceful pond views. Thoughtfully updated throughout with a brand-new kitchen and appliances, three beautifully renovated bathrooms, all-new windows and doors, new flooring and stairs, a new patio door, fresh paint, elegant crown molding, and new bedroom closets. The spacious primary suite offers large windows and a walk-in closet. A private laundry room and attached garage add everyday convenience. Enjoy resort-style amenities including a heated saltwater pool, fitness center, tennis, pickleball, basketball, bocce, shuffleboard, dog run, ping pong, and a renovated clubhouse with a fireplace and kitchen, also available for private gatherings. HOA $391/month. Beautifully updated, move-in ready, and a wonderful opportunity to enjoy the Hidden Ponds lifestyle.

230 Pond View Lane, Smithtown

29 Avery Court, Nesconset
$710,000
2 Beds ⋅ 3 Baths ⋅ 1044542 MLS
A wonderful opportunity to own the highly sought-after Greenwood model in Country Pointe, featuring two bedrooms, two and a half baths, perfectly positioned with a stand alone patio overlooking lush green space. This well-maintained three-story townhouse offers a one-car attached garage, full unfinished basement, and an inviting open-concept layout. The first level features beautiful hardwood floors throughout, and 9-foot ceilings The spacious living room is highlighted by crown molding and high-hat lighting, while the dining room overlooks the deck and has beautiful views of the rear green space. The inviting kitchen offers maple cabinetry, granite countertops, abundant counter space and storage, and a bright, sun-filled eat-in kitchen area. The second floor has a relaxing and inviting den, providing a versatile space to unwind, read, work from home, or enjoy quiet time. With its generous size and flexible layout, the den could also be converted into a third bedroom to accommodate changing lifestyle needs. The spacious primary bedroom features an en-suite bath and an oversized walk-in closet complete with a custom closet system. A second bedroom provides comfortable accommodations for family or guests and offers excellent flexibility. The full unfinished basement provides generous storage and the opportunity to be finished in the future for additional living space, recreation, or a home office. Enjoy the peaceful setting from your private patio overlooking beautifully landscaped green space. The attached one-car garage adds convenience, with additional community parking located nearby. The community is installing new roofs and gutters which will add significant value and provide peace of mind. Country Pointe offers true resort-style living with 24 hour gated security, heated saltwater pool, clubhouse, fitness center, tennis and pickle ball courts, playground and beautifully maintained grounds. The community is centrally located to area shopping, fine restaurants, local beaches and Stony Brook University and Medical Center. Smithtown Schools.

29 Avery Court, Nesconset

14 Format Lane, Smithtown
$850,000
4 Beds ⋅ 3 Baths ⋅ 1044068 MLS
Beautiful Updated Colonial in a Quiet, Friendly Neighborhood This spacious Colonial home features a fully updated kitchen with a center island, seamlessly opening into a generous formal dining room and an airy living room. A warm and inviting family room with a brick fireplace adds charm and comfort, along with a convenient half bath on the main level. A slider door leads out to a large deck overlooking a fully fenced backyard, complete with an inground pool and slide — perfect for summer fun and entertaining. Upstairs, you’ll find the home’s private living spaces, while the property sits on a quiet, friendly, and picturesque street, close to all shopping, major highways, and transit options for easy commuting.

14 Format Lane, Smithtown

23 Dale Lane, Smithtown
$759,000
4 Beds ⋅ 4 Baths ⋅ 1042725 MLS
Welcome to 23 Dale Lane! This well-maintained 4BR, 3.5BA multi-level home on .25 acre offers exceptional versatility for comfortable single-family or multigenerational living. The inviting entrance foyer leads upstairs to the living room, dining room and eat-in kitchen overlooking the lower-level den, featuring a wood-burning fireplace and sliding glass doors to a Trex deck and inviting in-ground pool. A powder room, laundry and utility rooms complete this level. Upstairs features a spacious primary ensuite with walk-in closet, two additional bedrooms and full bath. An open staircase off the entrance foyer leads to the lower level that offers a fourth ensuite bedroom, providing privacy and flexibility for guests or multigenerational living a versatile office, storage and recreation area with cabinetry, sink and private outside entrance. PVC fencing adds privacy. First and Second Level 1957 Sq. Feet and Lower Level with outside entrance 774 Sq. Feet Come see for yourself and fall in love!

23 Dale Lane, Smithtown

49 McKinley Street, Saint James
$759,900
4 Beds ⋅ 3 Baths ⋅ 1043024 MLS
Welcome to this spacious 4 bedroom with 2.5 baths Raised Ranch offering plenty of room to enjoy. This home boasts beautiful hardwood floors and a wood burning fireplace creating a warm and inviting atmosphere. The home features year-round comfort with gas heating and central A/C. The lower level has additional living space for entertainment with an outside entrance. The garage was converted to additional versatile living space. Step outside to your own backyard retreat featuring a deck and above ground pool which is perfect for relaxing on summer days. Ideally located in close proximity to Gaynor Park, schools, Lake Ave shopping and the train station for your convenience. This is a true dream to call home!

49 McKinley Street, Saint James

51 Deer Valley Drive, Nesconset
$649,999
2 Beds ⋅ 2 Baths ⋅ 1043012 MLS
Welcome to 51 Deer Valley Drive, a stunning home in the highly sought-after Country Pointe gated Community in Nesconset. This beautifully maintained Belmont Ranch offers the perfect balance of comfort, style, and an open, inviting floorplan ideal for everyday living and entertaining. This desirable first-floor end unit features a seamless flow throughout, highlighted by high ceilings and elegant chandeliers that truly enhance the home's beauty and character. Recent improvements include new flooring, LED lighting, newer central air conditioning, refrigerator, fresh paint and much more. Located within the Smithtown Central school district, this 24 hour gated community is surrounded by professionally manicured grounds and plenty of amenities including two tennis courts, a heated saltwater pool, bocce, pickleball and a playground. Move-in ready and meticulously maintained, this exceptional home offers the opportunity to live close to all shopping, restaurants and transportation while enjoying Country Pointe Lifestyle. Home may be conveyed fully furnished or unfurnished, subject to seller approval.

51 Deer Valley Drive, Nesconset

1 Valleywood Court W, Head Of Harbor
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 1040036 MLS
Elegant and Unique Colonial set on 2 Beautifully Landscaped Acres in the highly Sought After Village of Head of the Harbor. This Spacious Home Offers 3/4 Bedrooms. 3 Traditional Bedrooms Plus a Versatile Bonus Room That Can Easily Function as a 4th Bedroom. Generous-Size Principal Rooms Create an Inviting Layout for Everyday Living and Entertaining. The Home Features a Warm and Welcoming Living Room, a Formal Dining Room, and a Charming Den Highlighted by a Stunning Stone Fireplace. A Separate Study/Home Office Further Enhances This Home’s Valuable Versatility. The Updated Eat in Kitchen Provides Excellent Workspace and Views of the Serene Property. Additional Features Include: 2.5 Baths, Central Air Conditioning, a Full Finished Basement, 2 Car Garage, an Unfinished Walk-Up Attic with Vaulted Ceilings (see floorplan for dimensions), Spacious Deck Overlooking the Picturesque Grounds, Separate Hot Water Heater, Crown Molding, Numerous Updates, and a Comfortable, Functional Floor Plan Enhancing this Home’s Appeal. Set in a Premier North Shore Village Known for Privacy, Natural Beauty, and Convenience, this Property offers an Exceptional Lifestyle Opportunity.

1 Valleywood Court W, Head Of Harbor

135 Oakside Drive, Smithtown
$1,299,000
4 Beds ⋅ 4 Baths ⋅ 1041795 MLS
North Smithtown, Nisseaquogue Overlook Private Sanctuary Where Luxury Meets the Countryside Set against a backdrop of  natural beauty, this unique residence offers a rare convergence of architectural character, privacy, and equestrian capability. .As you approach via the impressive circular driveway—complemented by three generous additional driveways for effortless guest parking and trailer access—the estate-like scale of the property immediately unfolds. The Residence: Step inside to a dramatic, light-filled interior defined by soaring, handcrafted vaulted wood ceilings and refined natural stone detailing that anchors the home in organic elegance. Huge  covered brick patio Extensively positioned windows frame sweeping, views of the surrounding  woodlands at every turn, combining sophisticated indoor living and the serene outdoors.  A private, self-contained 3 room maid or guest suite complete with its own bath for visitors or multi-generational living. The Horse Facilities: The property features a dedicated equestrian setup including an intimate,  functional small barn and an adjacent tack room with views of the Nissequogue River landscape. This is more than a home; it is an exceptional legacy property offering  seclusion, natural splendor, and timeless craftsmanship. Arrange a showing today.

135 Oakside Drive, Smithtown

4 Sunny Road, Saint James
$749,990
3 Beds ⋅ 1 Baths ⋅ 1041719 MLS
Situated on a dead end street, nearly an acre of property in the heart of St. James, this unique 3-bedroom ranch offers space, versatility, and an incredible opportunity for horse lovers! The property is zoned for up to two horses and features a fully functional 12' x 26' barn with electricity—a standout feature! The property also includes an oversized 18' x 23' garage, providing plenty of additional space for vehicles, storage, a workshop, hobbies, or equipment. Inside, you'll find a charming and inviting home featuring a renovated kitchen, beautiful hardwood floors, and a stunning floor-to-ceiling indoor/outdoor fireplace that brings warmth and character to the living space. Enjoy the privacy and possibilities that come with having nearly an acre of land, all while being conveniently located in the heart of St. James. Whether you're an equestrian, need room for your hobbies and toys, or simply dream of having more property, this is a rare opportunity you won't want to miss!

4 Sunny Road, Saint James

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.