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Selected Area(s): Smithtown (44)
Showing 11 - 20 of 44 results| view:  results per page« 1|2|3|4|5 »
  • Welcome to 109 Oakside Dr., your dream equestrian retreat, set on 2 scenic acres in the heart of Smithtown. This updated 4-bed, 3.5-bath ranch blends easy single-level living with true equestrian amenities. An eat-in kitchen with granite counters and stainless appliances opens to a spacious family room anchored by a stone fireplace. Throughout the home you’ll find hardwood floors, custom millwork, and recessed lighting.The private main bedroom offers direct access to a low-maintenance Azek deck overlooking a serene backyard with outdoor fireplace, waterfall, and koi pond. A finished basement adds flexible recreation/storage space.For horse enthusiasts: a meticulously maintained barn with 4 heated stalls, tack room, washroom, and hayloft; plus a PVC-fenced paddock with lighting and irrigation for year-round care.Move-in ready and thoughtfully appointed—an exceptional property where comfort, convenience, and equestrian living come together.
    $1,450,000
    View details
    ML# :915379   Welcome to 109 Oakside Dr., your dream equestrian retreat, set on 2 scenic acres in the heart of Smithtown. This updated 4-bed, 3.5-bath ranch blends easy single-level living with true equestrian amenities. An eat-in kitchen with granite counters and stainless appliances opens to a spacious family room anchored by a stone fireplace. Throughout the home you’ll find hardwood floors, custom millwork, and recessed lighting.The private main bedroom offers direct access to a low-maintenance Azek deck overlooking a serene backyard with outdoor fireplace, waterfall, and koi pond. A finished basement adds flexible recreation/storage space.For horse enthusiasts: a meticulously maintained barn with 4 heated stalls, tack room, washroom, and hayloft; plus a PVC-fenced paddock with lighting and irrigation for year-round care.Move-in ready and thoughtfully appointed—an exceptional property where comfort, convenience, and equestrian living come together.
    Open House: 11/23/2025 - 11/23/2025 | 01:00 PM - 03:00 PM | 109 Oakside Drive, Smithtown, NY, 11787
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: George Mcknight REALTORS Inc  631-269-6666
  • Perched atop a scenic hill in one of Smithtown’s most prestigious enclaves, this architecturally distinctive ranch-style home offers an unmatched combination of total privacy, eco-conscious design, and serene natural beauty. Located within the award-winning Smithtown School District and surrounded by lush woodlands near the Nissequogue River, this exceptional home is a true retreat for those who value tranquility, style, and effortless indoor-outdoor living. From the moment you arrive, the home’s striking exterior, expansive setting, and custom design features signal that this is no ordinary residence. Inside, the open-concept layout is both inviting and impressive, with a peaceful, zen vibe and a bridge over a one-of-a-kind custom koi pond. Soaring vaulted ceilings and radiant heated floors run through the main living areas. Walls of oversized sliding glass doors flood the interior with natural light and seamlessly connect the indoors to a sprawling Trex deck—perfect for entertaining on any scale. Cleverly hidden solar panels provide electricity at almost no monthly cost. At the heart of the home lies a beautifully appointed, modern kitchen featuring quartz countertops, an oversized center island, and sleek custom cabinetry. The space flows effortlessly into the expansive great room, creating a bright and airy living experience that feels both refined and relaxed. A two-sided fireplace enhances both the living and dining rooms. Step outside and discover a true entertainer’s dream: a brand-new resort-style pool with a shallow sun bed lounge area, custom stone fire pit, and a vast deck ideal for hosting gatherings or simply enjoying peaceful mornings. A thoughtfully designed lower level includes a private guest suite with its own full bath and separate above-grade entrance—ideal for extended stays or multi-generational living. A fully equipped gym completes the lower level, with a ton of closets for storage. Propane generator. Unique in every sense, this residence is a rare find—a perfectly curated blend of modern comfort and natural serenity.
    $1,375,000
    View details
    ML# :933632   Perched atop a scenic hill in one of Smithtown’s most prestigious enclaves, this architecturally distinctive ranch-style home offers an unmatched combination of total privacy, eco-conscious design, and serene natural beauty. Located within the award-winning Smithtown School District and surrounded by lush woodlands near the Nissequogue River, this exceptional home is a true retreat for those who value tranquility, style, and effortless indoor-outdoor living. From the moment you arrive, the home’s striking exterior, expansive setting, and custom design features signal that this is no ordinary residence. Inside, the open-concept layout is both inviting and impressive, with a peaceful, zen vibe and a bridge over a one-of-a-kind custom koi pond. Soaring vaulted ceilings and radiant heated floors run through the main living areas. Walls of oversized sliding glass doors flood the interior with natural light and seamlessly connect the indoors to a sprawling Trex deck—perfect for entertaining on any scale. Cleverly hidden solar panels provide electricity at almost no monthly cost. At the heart of the home lies a beautifully appointed, modern kitchen featuring quartz countertops, an oversized center island, and sleek custom cabinetry. The space flows effortlessly into the expansive great room, creating a bright and airy living experience that feels both refined and relaxed. A two-sided fireplace enhances both the living and dining rooms. Step outside and discover a true entertainer’s dream: a brand-new resort-style pool with a shallow sun bed lounge area, custom stone fire pit, and a vast deck ideal for hosting gatherings or simply enjoying peaceful mornings. A thoughtfully designed lower level includes a private guest suite with its own full bath and separate above-grade entrance—ideal for extended stays or multi-generational living. A fully equipped gym completes the lower level, with a ton of closets for storage. Propane generator. Unique in every sense, this residence is a rare find—a perfectly curated blend of modern comfort and natural serenity.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Compass Greater NY LLC  516-776-0039
  • Completely Renovated Historic 3 story Colonial on private 1.3 Acre parcel with circular driveway blends a bright modern feel with classic architectural elements to create a showcase for your style. Stately front to back entrance foyer sets the tone. Dual Staircase, High Ceilings, Substantial Moldings, Hardwood Floors and 5 Fireplaces all add to this unique and desirable property. Relax in the knowledge that heating and cooling systems, appliances, roof and windows have been replaced in the last 5 years. Outdoor Patio is perfect for private dining. Detached 2 Car Garage, Barn and Potting Shed.Direct access to the 93 Acre Arthur H Kunz County Park on the Nissequogue River and minutes from Smithtown Landing Country Club proves to be a rare location.Easy access to shopping, main roadways and beaches! Smithtown School District
    $1,195,000
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    ML# :890198   Completely Renovated Historic 3 story Colonial on private 1.3 Acre parcel with circular driveway blends a bright modern feel with classic architectural elements to create a showcase for your style. Stately front to back entrance foyer sets the tone. Dual Staircase, High Ceilings, Substantial Moldings, Hardwood Floors and 5 Fireplaces all add to this unique and desirable property. Relax in the knowledge that heating and cooling systems, appliances, roof and windows have been replaced in the last 5 years. Outdoor Patio is perfect for private dining. Detached 2 Car Garage, Barn and Potting Shed.Direct access to the 93 Acre Arthur H Kunz County Park on the Nissequogue River and minutes from Smithtown Landing Country Club proves to be a rare location.Easy access to shopping, main roadways and beaches! Smithtown School District
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Daniel Gale Sothebys Intl Rlty  631-689-6980
  • Attention builders, developers, and investors! This is your opportunity to secure a prime commercial parcel in the high-demand Smithtown/Hauppauge corridor. Strategically located along bustling Middle Country Road, this property offers excellent visibility, heavy traffic flow, and strong surrounding demographics — ideal for retail, professional office, medical, or mixed-use development (buyer to verify permitted uses).With limited commercial land remaining in this thriving business district, this is your chance to build new, expand your portfolio, or capitalize on long-term investment potential in one of Long Island’s most active commercial markets.Convenient access to major routes including Route 111, Terry Road, Jericho Turnpike, and the LIEEasy commute to nearby shopping, dining, schools, and transportationDon’t miss this exceptional opportunity — rare offering in a prime commercial location!
    $1,100,000
    View details
    ML# :931358   Attention builders, developers, and investors! This is your opportunity to secure a prime commercial parcel in the high-demand Smithtown/Hauppauge corridor. Strategically located along bustling Middle Country Road, this property offers excellent visibility, heavy traffic flow, and strong surrounding demographics — ideal for retail, professional office, medical, or mixed-use development (buyer to verify permitted uses).With limited commercial land remaining in this thriving business district, this is your chance to build new, expand your portfolio, or capitalize on long-term investment potential in one of Long Island’s most active commercial markets.Convenient access to major routes including Route 111, Terry Road, Jericho Turnpike, and the LIEEasy commute to nearby shopping, dining, schools, and transportationDon’t miss this exceptional opportunity — rare offering in a prime commercial location!
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Realty Connect USA L I Inc  631-881-5160
  • Welcome to 5 Lincoln Avenue, Smithtown!This large colonial offers the perfect blend of timeless charm and modern updates. Featuring 4 spacious bedrooms and 3.5 bathrooms, this home provides exceptional comfort for today’s lifestyle.Step into the giant en-suite retreat, complete with a luxurious jacuzzi and walk-in closets—a true sanctuary for relaxation. The updated kitchen boasts granite countertops, modern finishes, and ample storage, seamlessly opening to the formal dining room, perfect for gatherings and special occasions.Entertain with ease in the expansive den, designed for both cozy nights in and hosting friends. Additional highlights include a detached two-car garage, ensuring plenty of parking and storage. Don’t miss out on this one.
    $1,049,000
    View details
    ML# :922487   Welcome to 5 Lincoln Avenue, Smithtown!This large colonial offers the perfect blend of timeless charm and modern updates. Featuring 4 spacious bedrooms and 3.5 bathrooms, this home provides exceptional comfort for today’s lifestyle.Step into the giant en-suite retreat, complete with a luxurious jacuzzi and walk-in closets—a true sanctuary for relaxation. The updated kitchen boasts granite countertops, modern finishes, and ample storage, seamlessly opening to the formal dining room, perfect for gatherings and special occasions.Entertain with ease in the expansive den, designed for both cozy nights in and hosting friends. Additional highlights include a detached two-car garage, ensuring plenty of parking and storage. Don’t miss out on this one.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Uncommon R E  631-402-4804
  • Great Opportunity with OVER 2 Acres in Prime Smithtown Location. Possible Sub Division, Horses, Dog Kennel, Family Compound, Landscapers, Tree Companies, Endless Room for Growth Here ! Current Home is Cape with 4 Bedrooms and 2 Baths, Detached 40x30 Garage in Rear, Circular Driveway, 200 Amp, Low Line Cesspool, Room for Extended Family, Smithtown Schools and MORE !
    $999,999
    View details
    ML# :916151   Great Opportunity with OVER 2 Acres in Prime Smithtown Location. Possible Sub Division, Horses, Dog Kennel, Family Compound, Landscapers, Tree Companies, Endless Room for Growth Here ! Current Home is Cape with 4 Bedrooms and 2 Baths, Detached 40x30 Garage in Rear, Circular Driveway, 200 Amp, Low Line Cesspool, Room for Extended Family, Smithtown Schools and MORE !
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-543-9400
  • GET IT BEFORE IT’S GONE. GET RESORT LIFESTYLE IN THE PLACE YOU CALL HOME.Welcome to this newly renovated 4-bedroom, 3-bathroom colonial in the highly sought-after Commack School District, offering low taxes ($14, 957 with STAR) and numerous upgrades. Inside, sophistication meets comfort with crown and wainscot molding, a grand master suite with his-and-her closets and a cozy gas fireplace, and a dedicated home theatre/media room. Additional features include indoor guest quarters for extended stays, a farmhouse-style laundry room with a farm sink, and a shaker-style pantry in the hallway. Custom closets, shaker wall units, and a brand-new central AC system add to the home’s refined touches. Step outdoors to your own private country club retreat complete with a heated in-ground pool with a new liner, outdoor shower, Bose outdoor speakers, and lush landscaping perfect for entertaining. A new 9-car asphalt driveway enhances both convenience and curb appeal.ELEVATE your family’s lifestyle, blending elegance, comfort, and modern luxury.
    $944,999
    View details
    ML# :916301   GET IT BEFORE IT’S GONE. GET RESORT LIFESTYLE IN THE PLACE YOU CALL HOME.Welcome to this newly renovated 4-bedroom, 3-bathroom colonial in the highly sought-after Commack School District, offering low taxes ($14, 957 with STAR) and numerous upgrades. Inside, sophistication meets comfort with crown and wainscot molding, a grand master suite with his-and-her closets and a cozy gas fireplace, and a dedicated home theatre/media room. Additional features include indoor guest quarters for extended stays, a farmhouse-style laundry room with a farm sink, and a shaker-style pantry in the hallway. Custom closets, shaker wall units, and a brand-new central AC system add to the home’s refined touches. Step outdoors to your own private country club retreat complete with a heated in-ground pool with a new liner, outdoor shower, Bose outdoor speakers, and lush landscaping perfect for entertaining. A new 9-car asphalt driveway enhances both convenience and curb appeal.ELEVATE your family’s lifestyle, blending elegance, comfort, and modern luxury.
    Open House: 11/23/2025 - 11/23/2025 | 12:00 PM - 03:00 PM | 2 Amherst Lane, Smithtown, NY, 11787
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Triangle Realty of NY Inc  718-341-9999
  • Nestled in the heart of Smithtown, this spacious, newly renovated high ranch offers 4 bedrooms and 3 bathrooms. This beautiful house includes a formal dinning room, sun drenched living room, all new open kitchen with stainless steel appliances, main bedroom with in-suite bathroom, new hardwood floors, central heating and cooling systems, new doors and windows, new roof, and new vinyl siding. Many more upgrades to the exterior and interior of the house make this a turn-key property awaiting it’s next owners. In proximity to all amenities, yet offering the privacy of a tree lined, tranquil retreat, this house sits on a sprawling lot and offers all the comforts of suburban living combined with the ease of shopping, dining and public transportation amenities within reach.
    $899,000
    View details
    ML# :893090   Nestled in the heart of Smithtown, this spacious, newly renovated high ranch offers 4 bedrooms and 3 bathrooms. This beautiful house includes a formal dinning room, sun drenched living room, all new open kitchen with stainless steel appliances, main bedroom with in-suite bathroom, new hardwood floors, central heating and cooling systems, new doors and windows, new roof, and new vinyl siding. Many more upgrades to the exterior and interior of the house make this a turn-key property awaiting it’s next owners. In proximity to all amenities, yet offering the privacy of a tree lined, tranquil retreat, this house sits on a sprawling lot and offers all the comforts of suburban living combined with the ease of shopping, dining and public transportation amenities within reach.
    Open House: 11/23/2025 - 11/23/2025 | 01:00 PM - 02:00 PM | 368 Landing Avenue, Smithtown, NY, 11787
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: ILAND Realty  718-820-3378
  • Beautiful 4-Bedroom, 2-Bath Home with Exceptional Amenities.Owner is motivated to sell, all offers considered! This stunning home has it all! Enjoy a professionally installed surveillance system for your security, in-ground sprinklers in the front and back yards, an in-ground heated saltwater pool, sauna, and hot tub. French doors open to a bright sun-room with a natural gas fireplace, overlooking the pool and leading out to the upper deck—perfect for entertaining.The home features two full kitchens with all appliances included, newly insulated exterior walls and attic for year-round comfort, and a whole-house water filtration system for cleaner water. The newly renovated bathrooms offer luxury touches such as ambient heated flooring, heated towel rack, a jacuzzi tub, and an extra-large shower with body-massage water jets.Move-in ready and packed with upgrades—this one won’t last!
    $895,000
    View details
    ML# :933799   Beautiful 4-Bedroom, 2-Bath Home with Exceptional Amenities.Owner is motivated to sell, all offers considered! This stunning home has it all! Enjoy a professionally installed surveillance system for your security, in-ground sprinklers in the front and back yards, an in-ground heated saltwater pool, sauna, and hot tub. French doors open to a bright sun-room with a natural gas fireplace, overlooking the pool and leading out to the upper deck—perfect for entertaining.The home features two full kitchens with all appliances included, newly insulated exterior walls and attic for year-round comfort, and a whole-house water filtration system for cleaner water. The newly renovated bathrooms offer luxury touches such as ambient heated flooring, heated towel rack, a jacuzzi tub, and an extra-large shower with body-massage water jets.Move-in ready and packed with upgrades—this one won’t last!
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Keller Williams Hudson Valley  845-481-2700
  • ****** BACK ON THE MARKET AFTER SELLER HAD CHANGED THEIR MIND ABOUT SELLING BUT HAS NOW DECIDED TO SELL AFTERALL ******UNFORTUNATELY, THIS PROPERTY HAS BARELY BEEN ABLE TO BE SHOWN DUE TO UNEXPECTED CIRCUMSTANCES WHICH HAVE LITERALLY CONSUMED ALL OF THE SELLER’S AVAILABILITY IN BEING ABLE TO SCHEDULE APPOINTMENTS AND ALLOW SHOWINGS. PLS BE PATIENT AND FLEXIBLE AND WE CAN MAKE THINGS WORK! This is a beautiful one family situated on a cul-de sac property. ALSO - Please note that this house does NOT have a basement and does NOT have a garage anymore as it was legally converted into a 5th bedroom with attached full bathroom and is conveniently located on the ground floor with direct access to side/back yard. There is however, a FULL pull down stairs attic as well as a concrete foundation storage shed in the back yard for all your storage needs. Please be ok with this fact ahead of time. Also, pls note that although the house does NOT currently have an accessory apartment, one can easily be made if the laundry room/area was converted into a small kitchen. All plumbing is already there, and then the bedroom with attached full bathroom is already there in place of where the garage used to be! Separate Outside entrance is already there! THANK YOU for reading through this and your understanding in advance!! This is a beautiful fully custom renovated spacious almost 3, 000 square feet interior house. Has an elegant entry foyer with beautiful fairytale wooden staircase! Has Chef’s kitchen with quartz counters, gorgeous flooring, ss appliances and island space perfect for meal prep and family gatherings. Formal dining room, and huge living room with functional wood burning fireplace! 4 nice sized bedrooms upstairs with one downstairs on main floor possibly a solution for those who cannot easily go up and down stairs. This ground floor bedroom which was legally converted from the garage also has a full bathroom in it and can also lead directly out to the side yard! Gigantic Yard space with a small water creek flowing through the side of it.
    $875,000
    View details
    ML# :817275   ****** BACK ON THE MARKET AFTER SELLER HAD CHANGED THEIR MIND ABOUT SELLING BUT HAS NOW DECIDED TO SELL AFTERALL ******UNFORTUNATELY, THIS PROPERTY HAS BARELY BEEN ABLE TO BE SHOWN DUE TO UNEXPECTED CIRCUMSTANCES WHICH HAVE LITERALLY CONSUMED ALL OF THE SELLER’S AVAILABILITY IN BEING ABLE TO SCHEDULE APPOINTMENTS AND ALLOW SHOWINGS. PLS BE PATIENT AND FLEXIBLE AND WE CAN MAKE THINGS WORK! This is a beautiful one family situated on a cul-de sac property. ALSO - Please note that this house does NOT have a basement and does NOT have a garage anymore as it was legally converted into a 5th bedroom with attached full bathroom and is conveniently located on the ground floor with direct access to side/back yard. There is however, a FULL pull down stairs attic as well as a concrete foundation storage shed in the back yard for all your storage needs. Please be ok with this fact ahead of time. Also, pls note that although the house does NOT currently have an accessory apartment, one can easily be made if the laundry room/area was converted into a small kitchen. All plumbing is already there, and then the bedroom with attached full bathroom is already there in place of where the garage used to be! Separate Outside entrance is already there! THANK YOU for reading through this and your understanding in advance!! This is a beautiful fully custom renovated spacious almost 3, 000 square feet interior house. Has an elegant entry foyer with beautiful fairytale wooden staircase! Has Chef’s kitchen with quartz counters, gorgeous flooring, ss appliances and island space perfect for meal prep and family gatherings. Formal dining room, and huge living room with functional wood burning fireplace! 4 nice sized bedrooms upstairs with one downstairs on main floor possibly a solution for those who cannot easily go up and down stairs. This ground floor bedroom which was legally converted from the garage also has a full bathroom in it and can also lead directly out to the side yard! Gigantic Yard space with a small water creek flowing through the side of it.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Charles Rutenberg Realty Inc  Khaleeque2003@yahoo.com
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