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3 Plantation Drive, Hauppauge
$649,999
3 Beds ⋅ 3 Baths ⋅ 1050603 MLS
Welcome home to this beautifully updated 3 Bedroom 2.5 Bath Townhome located in the Willow Wood Community with Smithtown Schools. This spacious home features updated Kitchen and Baths, The Master Bedroom Suite has Vaulted Ceilings, 2 walk in closets, an ensuite Bath with Double sinks, Jetted Tub and Walk In Shower...The generously sized Living Room has Gas Fireplace, with sliders to a private Patio, Gas Cooking and Heating, CAC and a 1 Car Garage..

3 Plantation Drive, Hauppauge
14 King Arthurs Court King Arthurs Court E Unit #14, Saint James
$799,000
4 Beds ⋅ 3 Baths ⋅ 1057367 MLS
Colonial, 4 bed, 2.5 bath, 1/2 acre, very long driveway capable of storing a motorhome, or up to 12 cars, Smithtown school district, quiet street, close to Smith Haven mall, many shops, easy access to major roads, near hospitals, fenced yard, warm country setting, large yard, room for pool, photos coming soon

14 King Arthurs Court King Arthurs Court E Unit #14, Saint James
365 Van Buren Street, Saint James
$670,000
3 Beds ⋅ 2 Baths ⋅ 1057154 MLS
Welcome to 365 Van Buren Street, a spacious 3-bedroom, 2 full bath ranch, lovingly maintained by the same family since it was built over 55 years ago. Offering a wonderful blend of space, comfort, and opportunity, this move in ready home is ready for its next chapter. The home features a primary bedroom with a private full bath, formal dining room, eat in kitchen, and a spacious family room with a cozy fireplace, solid oakwood floors throughout. Just off the kitchen, a bright sunroom provides additional living space and a perfect spot to relax while overlooking the property. One of the home’s standout features is the additional parcel of land, bringing the total property to over half an acre and offering an abundance of possibilities for outdoor living, entertaining, gardening, growth opportunities, and more. A full basement, one-car garage, and attic provide plenty of additional storage. Additional features include an approximately 6-year-old roof, Peerless oil burner approximately 12 years old, recently serviced central air conditioning, and natural gas available in the area. Conveniently located near the St. James train station, shopping, hospitals, public and private schools, and major roadways. Lovingly cared for through the years, this home offers a wonderful foundation to move right in and add your own special touch.

365 Van Buren Street, Saint James
30 Damin Circle, Saint James
$999,000
4 Beds ⋅ 3 Baths ⋅ 1049354 MLS
Welcome to 30 Damin Circle, your beautifully appointed 2,573 sq ft center hall Colonial in the heart of Saint James. Set on a quiet, tree-lined street, this 4 bed, 2.5 bath home offers timeless architectural detail, generous living spaces and a backyard designed for enjoying every season. A covered front porch opens to an impressive center foyer with two closets and elegant crown- moulded openings leading to the formal dining room and oversized formal living room. Crown moulding continues throughout the home, complemented by wainscoting on the staircase and beautiful hardwood floors. French doors connect the cozy den, complete with wood-burning fireplace, to the formal living room, creating a flexible arrangement for entertaining or relaxing. The well-appointed kitchen features granite countertops, undermount sink, stainless steel appliances, double wall ovens, abundant cabinetry and a generous peninsula. The adjoining dining area provides plenty of space for everyday meals and gatherings, while a versatile room just off the kitchen can easily function as a second sitting room, home office, TV room or playroom. An updated tiled powder room completes the first floor. Upstairs, the spacious primary suite features an en-suite bath and walk-in closet. Three additional generously sized bedrooms provide comfortable accommodations for family, guests or home office needs. Both upstairs bathrooms offer under-sink cabinetry, built-in medicine cabinets and laundry hampers. The private, fully fenced backyard is a true extension of the living space, featuring established landscaping, interlocking stone, two decks, a pond and a heated salt-water pool with a new 2026 Loop-Loc cover. Whether hosting summer gatherings or enjoying a quiet afternoon outdoors, this is a space made to be used and enjoyed. A spacious driveway and two-car garage with separate doors provide ample parking and storage. Conveniently located near local amenities and major highways, yet peacefully removed from the bustle, 30 Damin Circle offers the space, character and flexibility to make this home your own.

30 Damin Circle, Saint James
270 Browns Road, Nesconset
$599,000
3 Beds ⋅ 2 Baths ⋅ 1054159 MLS
Welcome to this 3-bedroom, 1.5-bath ranch situated on a quarter-acre property and conveniently located close to shopping, dining, and everyday amenities. The home features an attached 1-car garage and a lower level offering additional space and plenty of storage. With a little vision and personal touches, this home offers a wonderful opportunity to create a space that truly reflects your style. Whether updating, renovating, or simply making it your own, the possibilities are here to transform this property into a wonderful home.

270 Browns Road, Nesconset
23 Willow Ridge Drive, Smithtown
$849,000
3 Beds ⋅ 4 Baths ⋅ 1053815 MLS
Welcome to 23 Willow Ridge Drive, A RARE CORNER, END UNIT in the desirable Willow Ridge community! Beautifully maintained and thoughtfully appointed, this exceptional home offers 3 bedrooms and 3.5 baths with an impressive blend of style, comfort, and convenience. The beautiful white kitchen features Thermador appliances, granite countertops, and heated floors, creating an inviting space for both everyday living and entertaining. Two gas fireplaces add warmth and character throughout the home. Upstairs, the newly updated primary bathroom offers a luxurious retreat with a free-standing Jacuzzi tub and heated floors. A conveniently located second-floor washer and dryer makes laundry a breeze, while two cedar closets provide thoughtful storage and a central vacuum system adds ease to everyday home maintenance. Enjoy seamless indoor-outdoor living from the first-floor balcony overlooking the spacious backyard—an ideal setting for relaxing or entertaining. A natural gas barbecue connection and convenient walk-out access make outdoor gatherings effortless. Exquisite custom blinds and beautiful lighting fixtures, including a stunning chandelier, add an elegant finishing touch throughout the home. The freshly painted interior create a clean, move in ready feel. Residents of Willow Ridge enjoy exceptional community amenities, including a heated pool, recreation room, and tennis and pickleball courts. With its desirable corner end-unit location, beautiful updates, luxurious details, and outstanding amenities, 23 Willow Ridge Drive is truly a special place to call home. Don’t miss the opportunity to make this exceptional property yours!

23 Willow Ridge Drive, Smithtown
1102 Gotham Path, Saint James
$639,900
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
168 Cambon Avenue, Saint James
$875,000
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
11 Oak Street, Nesconset
$499,990
2 Beds ⋅ 1 Baths ⋅ 1055362 MLS
Welcome to 11 Oak Street, a beautifully updated 2 bedroom ranch located in the desirable Smithtown School District. This move in ready home features a modern kitchen with updated cabinetry and finishes, a refreshed bathroom, and new flooring throughout. With its comfortable layout and convenient Nesconset location, this home offers an ideal blend of style, simplicity, and value. Perfectly sized and thoughtfully improved, this home is an excellent opportunity for first time buyers, downsizers, or anyone seeking a turnkey home in a prime location.

11 Oak Street, Nesconset
705 Alden Court, Saint James
$559,803
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
3 June Street, Hauppauge
$599,000
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
10 Smithtown Boulevard Unit #3B, Smithtown
$239,999
1 Beds ⋅ 1 Baths ⋅ 1053623 MLS
Welcome to 10 Smithtown Blvd Unit 3B, offering top-floor privacy in a highly desirable Smithtown location. Stop paying rent and invest in a spacious 1 bedroom, 1 bathroom co-op. Offering generous room dimensions and fantastic natural light, this home gives buyers the change to personalize finishes, paint, and style to match their individual taste. Highlights include an oversized living room, an eat in kitchen, and rare storage options - featuring a hallway walk in closet, double bedroom closets and pull down attic access. Enjoy low maintenance living with taxes, heat, water, snow removal and grounds care included in the maintenance fee. Located within the Smithtown School District close to all. Bring your personal style and create a home you'll love!

10 Smithtown Boulevard Unit #3B, Smithtown
50 Plane Tree Lane, Saint James
$769,990
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
4 Huber Place, Saint James
$749,999
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
16 Arlington Avenue, Saint James
$698,000
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
36 Mayflower Avenue, Smithtown
$629,900
3 Beds ⋅ 1 Baths ⋅ 1036399 MLS
Welcome home to 36 Mayflower Avenue, a beautifully renovated ranch where no detail has been overlooked and every update was made with care and intention. From the moment you arrive, the new front pavers, fresh siding, and a new stoop sets the tone for what's inside. Major mechanicals have all been taken care of such as a new water main, 200 amp electrical upgrade, new plumbing, and central air conditioning. You can move in with complete peace of mind. Inside, you'll fall in love with the renovated kitchen and bathroom. The living room is an absolute showstopper, featuring in-ceiling speakers with motion-detected digital surround sound, perfect for cozy nights in or entertaining guests. Anderson, Pella, and Velux windows flood every room with natural light, and the skylights with motorized blinds add a touch of luxury you didn't know you needed. Outside you're welcomed with a fully fenced backyard complete with beautiful pavers and a retaining wall, your own private retreat, ready for summer gatherings and quiet evenings alike.

36 Mayflower Avenue, Smithtown
240 Washington Avenue, Saint James
$724,900
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 Wood Floors on the first level as well as the Staircase. 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 is on the first level of the Home. 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, 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 and 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
45 Summit Drive, Smithtown
$399,000
4 Beds ⋅ 2 Baths ⋅ 1053453 MLS
NO INTERIOR ACCESS OR SHOWINGS. OCCUPIED PROPERTY. PLEASE DO NOT DISTURB OCCUPANTS. Property is being sold strictly as is. CASH OFFERS ONLY. Because interior access is unavailable, information regarding the property’s condition, layout, room count, features, and other characteristics has been obtained from public/tax records and/or estimated where necessary. All information should be independently verified by the buyer and accuracy is not guaranteed.

45 Summit Drive, Smithtown
24 Spruce Street, Smithtown
$789,900
3 Beds ⋅ 2 Baths ⋅ 1049318 MLS
Welcome to this inviting 3 bedroom, 1.5 bath Ranch in Smithtown, ideally located less than a mile from Smithtown Landing Golf Course. Designed for comfortable living and effortless entertaining, this home features an in-ground pool surrounded by ample outdoor space, including a patio and deck. Inside, the formal dining room is conveniently situated off the kitchen and flows into both the formal living room and cozy den, creating a comfortable layout for everyday living and entertaining. Three bedrooms provide plenty of space for family, guests, or a home office. A two car garage and generous driveway offer abundant parking. Full basement provides plenty of storage. With it's welcoming interior, spacious yard, pool and prime location, this Smithtown Ranch offers a wonderful setting to enjoy both a home and outdoor living.

24 Spruce Street, Smithtown
9 Mulberry Drive, Smithtown
$849,000
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
143 Paddington Circle, Smithtown
$719,000
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
1101 Cabot Court N, Saint James
$495,000
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
93 Midwood Avenue, Nesconset
$699,999
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
47 Route 25A, Smithtown
$485,000
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
16 Heritage Place S, Nesconset
$675,000
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
67 Joseph Place, Nesconset
$499,000
1 Beds ⋅ 1 Baths ⋅ 1049686 MLS
Lovely Vinyl sided Ranch Home with Partial Unfinished Basement, Architectural Roof, Eat-in-Kitchen w/White Cabinets & Propane Gas cooking w/ Vaulted Ceiling/ Full Bathroom w/ Skylight & Shower Tub combo. Living Room, One Bedroom & Front Sitting Room. Luxury Vinyl Plank Flooring thru-out, 275 Gallon Oil Tank in Basement & 150-amp Electric. Burham Oil Furnace with Riello Head & Separate HW Tank. Flat Level .30 Acre Property w/ expansion potential on quiet street in Heart of Nesconset. Detached Oversize One Car Garage & Storage Shed. Sold as is. See attached History Letter from Town of Smithtown. No FHA Financing.

67 Joseph Place, Nesconset
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
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

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.