Smithtown NY Just Listed Real Estate, Homes, Condos for Sale

Location, Location and Location ! One of the Most Wanted Addresses in Smithtown with Hauppauge Schools plus Forest Brook Elementary. Nice Center Hall Ranch with Wood Floors Everywhere, Granite Eat in Kitchen with SS Appliances, Lots of Natural Light from Skylights, Arch Roof, Cold Central Air, Hi-Hats, Family Room with Wood Burning Fireplace, Formal Dining Room with Picture Molding, Primary Bedroom w/ Bath plus 2 More Bedrooms All on 1 Floor, Laundry on 1st Floor, 2 Car Garage, In Ground Sprinklers for your Professional Landscaping, Fenced Yard Right on the Golf Course with In Ground Pool ( 16x32) Loop Loc Cover, Wood Decking, Composite Raised deck, Updated Force Oil Burner plus Oil Fired Hot Water, Full Basement with 2 Office(bedrooms)Spaces, Huge Playroom, Lots of Storage, These Opportunities Don't Come Up Often, make an Appointment Today !

34 Aberdeen Road, Smithtown

$749,000

4 Beds ⋅ 2 Baths ⋅ 998336 MLS

Smithtown opportunity awaits! This Hi-Ranch horse property home is situated on a beautiful 1-acre lot, set back off the road for added privacy and a peaceful setting. This versatile property features a possible mother/daughter setup with proper permits, providing flexibility for a variety of living arrangements. Additional features include central air conditioning, a wood-burning stove, full attic storage, 200-amp electric service, generator hookup with sub-panel, and an oil burner that has been routinely maintained. Enjoy outdoor living on the Trex deck with awning overlooking the expansive property, complete with a 4-zone in-ground sprinkler system. A spacious two-car garage provides ample room for vehicles, storage, or hobby space, this home presents and excellent opportunity for buyers looking to add their own personal touches and create their dream home in a private , desirable setting . Offering generous living space, a functional layout, and solid bones, this home presents an excellent opportunity for buyers looking to add their own personal touches and create their dream home in a private, desirable setting.

191 Old Willets Path, Smithtown

$680,000

3 Beds ⋅ 2 Baths ⋅ 1009540 MLS

Step into a piece of Smithtown history with this charming Colonial, where timeless character and thoughtful updates come together beautifully. Nestled on a picturesque half-acre property in North Smithtown, this 3-bedroom, 2-bath home offers warmth, personality, and the kind of craftsmanship that is hard to find. Inside, you’ll find an inviting foyer and living room highlighted by a cozy wood-burning fireplace and charming architectural details throughout. The formal dining room features beautiful built-in cabinetry and a bay window with stained glass accents. The country-style kitchen flows seamlessly into a comfortable den, creating the perfect gathering space for everyday living and entertaining. Stainless steel appliances and abundant natural light enhance the home’s welcoming feel. The main level also offers an additional room currently used as a home office, which could also serve as a laundry room, or flex room to suit a variety of needs. Three bedrooms are located on the second floor, and two full bathrooms provide convenience, with one located on each level. Recent updates and improvements include a gas conversion, newer burner, 200-amp electric service, and three split units that provide both heating and cooling. Outside, enjoy a private setting with mature landscaping, a fully fenced yard, a spacious driveway with brick accents, and curb appeal that perfectly complements the home’s historic character. A rare opportunity to own a home filled with charm, warmth, and modern conveniences. Conveniently located near Sweetbriar Nature Center, Landing Avenue Park, and the shops, restaurants, and amenities of Smithtown’s vibrant East Main Street. Taxes totaling $6,157.90 annually.

4 Landing Meadow Road, Smithtown

$749,999

3 Beds ⋅ 2 Baths ⋅ 1011658 MLS

Welcome to this beautifully renovated ranch that offers the perfect blend of comfort, style, and convenience. Featuring 3 bedrooms and 2 full bathrooms, this move-in-ready home showcases gleaming hardwood floors, an updated interior, and an inviting layout designed for everyday living and entertaining. The fully finished basement provides valuable additional living space, ideal for a family room, home office, gym, or guest area. Step outside to your private backyard oasis, complete with a pool, perfect for relaxing summer days and hosting gatherings with family and friends. Conveniently located near Smithtown's beautiful parks, beaches, shopping, dining, and major transportation routes, this home offers the lifestyle you've been looking for in one of Long Island's most desirable communities. A rare opportunity to make this move-in-ready Smithtown gem your own.

12 Sandalwood Drive, Smithtown

$899,000

3 Beds ⋅ 3 Baths ⋅ 1011789 MLS

Fall in Love with this Beautiful, Warm and Charming L Ranch Set on Private Cul de Sac, Spacious Rooms, Hardwood Floors throughout, All Andersens, Stone WoodBurning Fireplace, Custom Moldings and Recessed Lighting, Custom EIK and Built-Ins, Main Level Laundry, Huge Finished Basement, Economical Gas Hot Water Heating (4 Zones, 7 Years), HW Heater- 5 Years, Newer Roofing- One Layer-2 Years; Close to All Conveniences! Property Tax with Basic Star $15,231

7 Carrie Court, Smithtown

$1,099,999

5 Beds ⋅ 4 Baths ⋅ 1005651 MLS

Welcome to 54 Sandy Hollow, a beautifully maintained Brookfield Colonial located within the highly regarded Commack School District. This spacious home offers 5 bedrooms and 3.5 baths, featuring an open and versatile floor plan designed for both everyday living and entertaining. The heart of the home is the impressive kitchen, complete with a large eat-in area, expansive granite island, abundant cabinetry, and soaring ceilings that create a bright and inviting atmosphere. The flexible layout includes two primary suites—one conveniently located on the main level and another on the second floor—providing excellent options for extended living arrangements or guest accommodations. A partially finished basement offers additional living space, storage, and endless possibilities to suit your needs. The attached two-car garage adds convenience and functionality. Step outside to your own private backyard retreat, featuring a heated gunite in-ground swimming pool, generous outdoor living space, and mature landscaping that provides exceptional privacy. Perfect for relaxation or entertaining, this backyard oasis offers the comfort and tranquility you have been searching for. Conveniently located near shopping, dining, parks, and major transportation routes, this is a wonderful opportunity to enjoy all that Commack has to offer. Natural gas service and a whole-house generator provide efficiency, reliability, and peace of mind

54 Sandy Hollow Drive, Smithtown

$799,000

5 Beds ⋅ 2 Baths ⋅ 1002706 MLS

Welcome to this beautifully maintained move in ready Hi-ranch, nestled in the desirable Sherbrooke Drive section of Smithtown. This home offers 2800 sq. ft. of living space with 11 rooms and exceptional versatility. RARE BONUS: Legal Garage Conversion to a gorgeous suite that includes a bedroom, living room, walk in closet, bathroom, summer kitchen & two separate entrances! In addition, new separate ductless AC/heating unit for the suite. Just think of the possibilities you can utilize this addition for. The main level of this home offers huge kitchen with chef's Garland oven, full dining room, sun drenched living room, 3 bedrooms and bathroom, with hard wood oak under all carpeting. The lower level boasts a massive den with a working, wood burning, brick fireplace & additional room with a large closet (office/bedroom) Backyard has an exceptionally expansive deck with details such as built in benches and more. Large attic with easy access provides additional storage space. Must see this exceptional home to truly appreciate.

4 Sherbrooke Drive, Smithtown

$619,000

4 Beds ⋅ 3 Baths ⋅ 1011307 MLS

Location, Location, Location!! Opportunity knocks in the sought-after Forestwood section of Smithtown, one of the area's most coveted enclaves, set on a large lot. This 4-bedroom, 2.5-bath split ranch sits on a generous .60-acre corner lot and is available for the first time in over two decades. Offering approximately 1,612 square feet of living space, an attached garage, a wood-burning fireplace, and a full basement. Sold as-is, it is original throughout and ready for a buyer with vision to restore, reimagine, and build instant equity in a neighborhood where renovated homes command top dollar.

14 Mark Drive, Smithtown

$1,185,000

5 Beds ⋅ 3 Baths ⋅ 1010498 MLS

Welcome to your private retreat, where comfort, space, and timeless charm come together! Set on a beautifully landscaped .71 acre property, this spacious 5 bedroom, 2.5 bath home in the heart of Smithtown, nestled in the beautiful Forestwood section, offers the perfect blend of elegance, functionality, and outdoor living. Featuring gleaming hardwood floors throughout and a thoughtfully designed layout ideal for both everyday living and entertaining. The heart of the home is the beautiful eat-in-kitchen, featuring granite countertops, tons of cabinetry, and plenty of room for casual meals and conversation. For larger gatherings, the formal dining room provides a warm and inviting setting for holidays and special occasions. Relax in the spacious living room, unwind by the wood-burning fireplace in the cozy den, or enjoy movie nights and game days in the separate oversized family room. With five generously sized bedrooms, there’s plenty of space for family, guests, or a home office. Step outside and discover your own backyard oasis. Multiple decks extend the living space outdoors, creating the perfect setting for barbecues, celebrations, or quiet evenings under the stars. The inground freshwater pool invites you to enjoy summer days in style, while the lush gardens, colorful flowers, and mature plantings add beauty and tranquility year round. An amazing standout feature is the large 2 car barn in the backyard, ideal for hobbyists, gardeners, workshop space, extra storage, or parking additional vehicles. This incredible property offers the rare combination of indoor comfort, outdoor enjoyment, and versatile space, all in a setting that feels both welcoming and private. IGS, CAC, 150 Amps

28 Cygnet Drive, Smithtown

$1,890,000

4 Beds ⋅ 3 Baths ⋅ 1008414 MLS

Welcome to this one-of-a-kind custom estate-quality residence rebuilt in 2018 by a professional contractor as his personal home with attention to detail and premium materials throughout. Situated on a private 1-acre property, this exceptional 4-bedroom, 2 1/2 bath home welcomes you with a striking stone façade and dramatic arched entryway that sets the tone for the extraordinary craftsmanship found throughout. Features include oak hardwood floors, solid hardwood interior doors, custom millwork, marble and tile mosaics, a custom detached 2-car garage with handcrafted garage doors built by the homeowner and features its own electrical panel. The fully finished basement includes an outside entrance, laundry area and epoxy flooring. The large, open kitchen includes custom cabinetry, granite countertops, stainless steel appliances, and custom designed tile work. A breathtaking handcrafted marble fireplace with carved lion statuary serves as the centerpiece of the home and features a heat-circulating system with dedicated venting to the primary suite above. Built with 2x6 construction and blown-in insulation for exceptional energy efficiency, the home was also strategically positioned above grade to promote superior drainage. Smart home features include remote thermostat controls with separate zones in each bedroom and an automatic leak-detection water shutoff system. Extending the living space outdoors, a covered patio overlooks the private grounds and is already pre-wired for cable and has a water line in place, providing a seamless opportunity to create the outdoor kitchen and entertainment area of your dreams. From the handcrafted architectural details to the thoughtful engineering and modern conveniences, no expense was spared in creating this truly exceptional residence. A rare opportunity to own a luxury home unlike anything else on the market.

225 Old Willets Path, Smithtown

$765,000

4 Beds ⋅ 2 Baths ⋅ 1010120 MLS

Welcome to 52 Brilner Drive in Smithtown, an Updated Expanded Cape, W/ 4 Bedrooms & 2 Full Bathrooms, located in the Highly Desirable Neighborhood Within the Smithtown School District. Ideally situated on a quiet dead-end street backing up to a Nature Preserve, this home offers exceptional privacy and tranquility. The Oversized Primary Bedroom on the First Floor features a spacious Primary Bathroom w/a Great STEAM SHOWER & His & Hers Closets, providing the convenience and comfort of main-level living. This home features a beautifully designed Front Porch w/ Blue Stone Flooring, perfect for a cozy sitting area, & a welcoming Entry Foyer w/ Vaulted Ceilings and a Skylight that fills the home with natural light. The spacious Living Room & Dining Room flow seamlessly into the Extended Eat-in Kitchen, featuring Stainless Steel Appliances, Corian Countertops, a Large Farm Sink, and ample cabinetry, w/ Andersen Sliding Glass Doors leading to a Large TimberTech Deck and a Fully Fenced Backyard. Additional highlights include: Brand New Driveway, New Boiler & Hot Water Heater ( Recently Converted from Oil to Gas), New Siding, Professionally Landscaped, In-ground sprinkler system, Newer Roof, 200 AMP Electric Service, Andersen Windows & Door, Oak Hardwood Floors Recently Refinished. The Second Floor offers two additional Bedrooms. The Full-Size Basement, Partially Finished W/ Outside Entrance. This is the one you’ve been waiting for: stylish, updated, and perfectly located! In a Prime Location Close to Great Shopping, Restaurants, Private Beaches, LIRR, Parks, Highways, Hospitals! A wonderful opportunity to own a beautiful home in desirable Smithtown!

52 Brilner Drive, Smithtown

$1,626,000

5 Beds ⋅ 3 Baths ⋅ 1010107 MLS

Nestled at the end of a private long drive shared with only 2 other homes and Not directly on Landing, this magnificent custom brick home offering Luxurious living space on a private 1.2 acre setting. features include a dramatic two-story grand entry foyer with two staircases, soaring vaulted ceilings, gourmet chef's kitchen with cherry cabinetry, granite countertops and Viking appliances, especially including Sub-Zero refrigerator, hardwood floors throughout entire house. Master suite with radiant heated floors, spa-inspired primary suite, and beautiful views of preserved land, Designed for elegant entertaining and comfortable living with vaulted veiling and extra-large windows. Three high ceiling attached car garage with potential for double car lift storage. The full basement features high ceilings and a separate outside entrance, offering excellent potential for recreation, home office, gym, workshop or future finished living space. This exceptional residence combines timeless architecture, privacy. quite and premium craftsmanship.

589 Landing Avenue, Smithtown

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 1009232 MLS

Welcome to 27 Winslow Lane... a Stunning Brookfield colonial with fresh updates and thoughtfully designed touches..........This home features a large entry foyer w/ an abundance of natural light, a generously sized formal living room, a formal dining room that opens into an updated EIK w/ gorgeous white cabinetry, Marble stone countertops and SS appliances, an inviting family room w/ built in cabinetry and wood burning fireplace. Upstairs you will find a primary ensuite w/ oversized WIC and a full double vanity bathroom, 3 additional spacious bedrooms and a newly finished full hall bathroom, the basement is finished also allowing for additional living space and ample storage!! Step out back to your Private Resort like country club yard and enjoy the Heated IG Pool, outdoor Kitchen area w/ BBQ, Pizza Oven, Beverage Refrigerator & A meticulously designed expansive paver patio! Additional features include.... Outside entertainment w/ lighting and sound system, Smart home w/ heat/AC, outdoor lighting, alarm system and more all easily controlled w/ an app! CAC (2 Zones – 2023), Oil Heat (3 Zones), 200 AMP Electric, Hardwood Flooring & Custom moldings throughout, Home surveillance/Security System, IGS (9 Zones) & flowerbeds with drip lines for easy gardening, Craftsman style porch columns w stone base, Vinyl Cedar Impression Shakes, Updated Anderson Windows, Custom paver Driveway, All this and so much more situated on over 1/3 of an acre of professionally landscaped property.... An absolutely gorgeous home in a beautiful neighborhood that will not last!

27 Winslow Lane, Smithtown

$789,000

4 Beds ⋅ 3 Baths ⋅ 1002364 MLS

Welcome to this beautifully expanded Colonial nestled in the highly sought after College Section of Smithtown. This spacious 4 bedroom, 2.5 bath home offers the perfect blend of classic charm and modern updates. Step inside to discover gleaming hardwood floors, generously sized living spaces, and updated bathrooms designed with todays buyer in mind. The 372 square foot primary suite addition provides a wonderful retreat offering additional space and comfort rarely found in homes of this style. The thoughtfully designed floor plan is ideal for both everyday living and entertaining. A brand new roof (2025) and a young gas burner (2018) are just some of the improvements that provide peace of mind. Situated on .24 acre, enjoy a private backyard setting perfect for relaxing, gardening or hosting outdoor gatherings. A one car-garage, a full unfinished basement and muture landscaping complete the package . Located in one of Smithtowns most desired neighborhoods , this home offers convenient access to parks, shopping, restaurants, transportation all in Smithtown School District. With its spacious layout, desirable updates, and exceptional location, this is an opportunity you won't want to miss.

61 Hofstra Drive, Smithtown

$599,999

2 Beds ⋅ 2 Baths ⋅ 1008290 MLS

Welcome to 73 South Pond Lane, a beautifully maintained townhouse nestled within the highly desirable Hidden Ponds community in Smithtown. This spacious residence offers an ideal blend of comfort, convenience, and low-maintenance living. Step inside to find a bright and inviting layout featuring generous living space, and oversized windows that fill the home with natural light. The primary suite offers ample closet space and an en-suite bath, while a spacious second bedroom and separate full bath provide comfort and flexibility for guests, a home office, or everyday living. Enjoy outdoor relaxation on your private patio. Hidden Ponds is a gated community known for its beautifully landscaped setting, ponds, walking paths, clubhouse, pool, tennis courts, and carefree lifestyle. Conveniently located near shopping, dining, parks, major roadways, and all that Smithtown has to offer. Don't miss this opportunity to own in one of Smithtown's most sought-after communities. Move right in and enjoy resort-style living every day.

73 S Pond Lane, Smithtown

$1,200,000

3 Beds ⋅ 3 Baths ⋅ 1006718 MLS

Welcome to your private 1.09-acre retreat, offering the perfect blend of comfort, space, and outdoor living. This beautifully maintained home features wood flooring throughout the main living areas, with tile flooring in the foyer, bathrooms, and laundry room for added durability and convenience. The spacious primary suite is conveniently located on the first floor and includes a walk-in closet and a private en-suite bathroom that features radiant heated floors. An additional first-floor guest bathroom provides added convenience for family and visitors. The large den offers a warm and inviting atmosphere centered around a cozy fireplace, making it the perfect place to relax year-round. The expansive kitchen is designed for both everyday living and entertaining, featuring abundant cabinet storage and generous workspace. Adjacent to the kitchen, the dining room impresses with cathedral ceilings accented by stunning wood beams, creating a bright and elegant setting for gatherings. The laundry room comes complete with a washer and dryer and is neatly enclosed with bifold doors. This room also boasts a radiant heated floor. Upstairs, recent renovations have added modern functionality and charm, including custom built-in shelving in one room and a dedicated built-in TV entertainment area in another. The upstairs bathroom has been tastefully updated with subway tile and a sleek glass partition. Step outside to discover an entertainer's paradise. The backyard showcases a massive 40' x 21' composite deck, ideal for hosting large gatherings, barbecues, and outdoor dining. Beyond the deck, you'll find an expansive 42' x 49' pool area featuring a beautiful L-shaped pool, creating a resort-like setting right at home. The property also includes a large storage shed and is surrounded by a secluded, private yard that offers tranquility and plenty of room to enjoy the outdoors. Set on an impressive 1.09-acre lot, this exceptional property combines spacious indoor living with incredible outdoor amenities, making it the perfect place to call home.

30 Landing Meadow Road, Smithtown

$780,000

3 Beds ⋅ 2 Baths ⋅ 996702 MLS

Don't miss out on this unique, fully updated 3-bedroom 2-full bath ranch property in the heart of Smithtown! Located on a private country lane, the landscaping and overall curb appeal of this property makes heads turn! Positioned only a few hundred yards from Main Street, you'll enjoy accessability to shops, eateries, the library, and Smithtown Historical Society grounds without even starting your car. Whether you are enjoying morning coffee made at your custom coffee station, or entertaining friends while preparing a meal in your outdoor kitchen, this home is made for relaxing and sharing good times with the people most important to you. For added convenience, you'll find the Smithtown train station to NYC only 1 mile away, Stony Brook University 5 miles, and pristine beaches only a 10 minute drive.

5 Judges Lane, Smithtown

$849,900

4 Beds ⋅ 2 Baths ⋅ 1006953 MLS

Spacious 4/5 Bedroom Hi Ranch on Beautiful .52 Acres Flat Usable Yard. Lovely Landscape Framed with Trees and Greenery, Your Own Parklike Oasis with Heated In Ground Pool (New Heater and Liner). Hardwood Floors, Custom Moldings/Trim, Updated EIK/Granite and SS Appliances, Many Updated Windows, Recessed Lighting, Updated Single Layer Roofing, Newer Cesspool, New Bluestone Entry and Railing, Newer Heating System, In Ground Sprinklers, Outside Lighting, Circular Drive, Property Tax with Basic Star $11,726.08

118 Ledgewood Drive, Smithtown

$889,000

4 Beds ⋅ 3 Baths ⋅ 1006293 MLS

This wonderful colonial is located on a quiet, mid-block, tree-lined street in the Smithtown School District. The full-size living room has a stone fireplace and large bay window, allowing for an abundance of natural light. The updated kitchen boasts custom cabinetry, granite countertops, stainless steel appliances, and new LED lighting. Flowing seamlessly from the kitchen, the cozy family room features a wood burning fireplace and sliding glass doors leading out to the backyard. Rounding out the first floor is the formal dining room. There is a full-size unfinished basement with a utility area and washer and dryer. The second floor has four bedrooms and two updated bathrooms. The primary bedroom has its own ensuite bathroom. The exterior property flaunts an oversized driveway with plenty of parking and an attached two-car garage. This expansive lot includes a remarkable backyard with a newer inground heated pool, brick pavers, patio, and additional lawn space for outdoor activities. The backyard is perfect for entertaining family and friends or just relaxing by the pool; the choice is yours.

4 Quincy Lane, Smithtown

$989,000

3 Beds ⋅ 3 Baths ⋅ 1003638 MLS

Welcome to this beautifully maintained, sprawling ranch nestled on a spectacular country club property at the end of a cul-de-sac. Designed for seamless modern living, this sun-drenched home features 3 spacious bedrooms, 3 full baths, and an effortless, flowing layout. The main level boasts a bright, inviting living room, a formal dining room, and a classic tile kitchen. Unwind in the cozy den, anchored by a charming wood-burning fireplace equipped with a brand-new chimney insert (2025). The Ultimate Primary Retreat, this luxurious primary suite serves as your own private sanctuary, highlighted by a dramatic atrium addition. Featuring floor-to-ceiling windows, this breathtaking space offers panoramic views of the magnificent backyard. Step outside into a vacation-at-home paradise, complete with meticulously landscaped grounds, a sparkling in-ground pool, a serene koi pond, and a tranquil, cascading waterfall. Roof & Structure (2025): Brand-new roof, upgraded insulation, floorboards, and 4 stunning, light-flooding skylights. Finished Basement (2024–2025): Fully finished lower level maximizing your entertaining and living space, complete with a commercial-grade industrial dehumidifier. Drainage & Landscaping (2022–2023): New driveway, robust retaining walls, property drains along the tree line, a French drain system, and a new sump pump. Power & Utilities: New backup generator (2023), underground propane tank, and a certified cesspool with overflow system. Premium Extras: High-end Anderson windows throughout and an updated front door. With its pristine infrastructure and resort-style backyard, this turnkey property perfectly blends premium suburban comfort with your own private vacation destination.

10 S Lot Road, Smithtown

$1,499,999

5 Beds ⋅ 4 Baths ⋅ 1005485 MLS

Welcome to 48 River Heights Drive where a tree lined street meets a true custom masterpiece in beautiful North Smithtown. This luxurious 4,800 sq ft home offers 5 bedrooms, 4 baths, a private office, and an incredible blend of high-end design, comfort, and functionality. Custom built, expanded, and fully renovated by the current owner, this home features Brazilian cherry and hardwood oak floors, Pella windows and doors, crown molding, a 400 amp electric service, 4-zone HVAC, central vacuum, full security system, indoor/outdoor Sonos audio, and smart wiring throughout. The heart of the home is the impressive 27x27 chef’s eat-in kitchen with custom cherry cabinetry, granite countertops, natural stone backsplash, a massive 13x5 granite island, high-end appliances, 2 dishwashers, 2 sinks, double ovens, and a butler’s pantry with additional refrigerator/freezer, sink, storage, and heated floors. The kitchen flows into a palatial 40x20 great room with a natural gas fireplace, built-ins, oversized sliders, and beautiful views of the backyard oasis. The 900 sq ft primary suite is a true retreat with soaring 13 ft ceilings, a spa-like bath, oversized shower, jacuzzi tub, double granite vanities, and a custom walk-in closet. Additional highlights include a second-floor dream laundry room with 2 washers, 2 gas dryers, granite folding counters, a custom office, spacious bedrooms, custom baths, and a newly finished basement completed in 2025. Set on a flat and private .52-acre property, the backyard is an entertainer’s dream with an in-ground pool, brand-new liner, granite coping, Italian porcelain pavers, sitting wall, gas fire pit, architectural columns, lighting, and beautiful outdoor living space. Located in the Smithtown Central School District and close to beaches, parks, golf, marinas, restaurants, and shops, this turnkey home offers luxury living inside and out.

48 River Heights Drive, Smithtown

$1,200,000

3 Beds ⋅ 1 Baths ⋅ 1004569 MLS

Two Adjacent Lots in Sought-After Smithtown Pines on Over 2 Scenic Acres! Each lot is over 1 acre each. Lot 60 is vacant flat land. Lot 61 has a Well-maintained Retro Style Ranch home where buyers can enjoy the it's vintage charm w/ 3 Beds & 1.5 Baths w/ Full Basement w/Outside Entrance. Boasting Hardwood Floors throughout alongside a Bonus Recreational Room w/High ceilings surrounded in Knotty Pine Wood w/interior access to 1 Car Attached Garage. Rare Opportunity for Smart Builders/Investors w/ 3 Options: 1) Combine both lots & create one massive estate 2) Separate lots & create 2 luxury homes 3) Keep existing home & turn the 2nd acre into the backyard everyone wishes they had w/ pool, tennis court, guest house, etc. Request to view New Surveys. Lots are Taxed Separately. Being Sold Together.

37 Winston Drive, Smithtown

$849,999

5 Beds ⋅ 2 Baths ⋅ 1004941 MLS

Welcome to 74A Hilltop, a beautifully maintained home offering the perfect blend of space, flexibility, and outdoor living in the heart of Smithtown. Surrounded by mature landscaping and natural privacy, this property was designed for the way today’s buyers want to live. The spacious layout offers multiple living areas ideal for multi-generational living, extended family, guests, or remote work flexibility. The lower-level living space with a summer kitchen provides seamless access to the backyard, creating an effortless indoor-outdoor flow perfect for entertaining. Step outside to your own private backyard retreat featuring expansive decking, pool area, patio space, fire pit area, and sprawling fenced property perfect for summer gatherings, outdoor dining, and everyday relaxation. Inside, you’ll find sun-filled rooms, hardwood flooring, oversized windows, updated baths, spacious bedrooms, and a large eat-in kitchen with abundant cabinetry and workspace. Located within the highly regarded Smithtown School District and close to parks, shopping, restaurants, major roadways, and the LIRR, 74A Hilltop offers the privacy, functionality, and lifestyle buyers are actively searching for on Long Island.

74A Hilltop Drive Unit #A, Smithtown

$995,000

7 Beds ⋅ 3 Baths ⋅ 1001866 MLS

Calling all land lovers! Step into this beautiful Smithtown home exclusively located in the Village of the Branch! This move-in ready ranch carries 7 bedrooms & 3 full bathrooms with a brick walkway to the entrance, a wrap around driveway & a 2 car attached garage nestled on a whole 1 acre of beautiful land. Part the Smithtown School District, it is zoned for Mt. Pleasant Elementary School, Great Hollow Middle School & Smithtown High School West. With many newly renovated updates, this home is designed for both everyday living & entertaining. The remodeled kitchen is complete with 2 islands, stainless steel appliances, abundant cabinetry & an open flow ideal for gatherings. The high ceilings in the fireplace living room provide a spacious area to create memories in. Located next to the kitchen there is an additional fireplace in the bedroom that has an attached bathroom as well. A washer & dryer is installed into the laundry room, with a sink & exit to the 2 car garage. The home carries hardwood floors throughout. The remodeled bathrooms, new vinyl siding, new roof, & new gas burner throughout the home create a lovely cozy atmosphere. Step out on to the deck & enjoy the expansive backyard on flat land. A newly constructed spacious shed within a beautiful view supports endless possibilities for recreation or your own private retreat. With generous living space, thoughtful upgrades, & an amazing location, this exceptional ranch surely offers a place to call home. There are plenty of reasons to fall in love with this exceptional & rare opportunity right in the heart of Smithtown's Village of the Branch!

80 Mount Pleasant Road, Smithtown

$749,000

5 Beds ⋅ 2 Baths ⋅ 956909 MLS

Great Hi Ranch with 2 Sep Living Areas plus Garage, Fenced Yard, Oversize Driveway, Smithtown Schools, Central Air

106 Summit Drive, Smithtown

$850,000

4 Beds ⋅ 4 Baths ⋅ 983050 MLS

Welcome to this beautifully maintained Colonial-style home, ideally located on a quiet cul-de-sac block in Smithtown, offering a desirable blend of privacy and accessibility and just moments from Robert A. Brady Park, Miller's Pond, and Blydenburgh County Park. This spacious residence features 4 bedrooms, 4 full bathrooms, a 2-car garage, and a fully finished basement with a separate outside entrance, providing exceptional flexibility and potential for a variety of living arrangements, recreation space, or extended use options with proper permits. The main level offers a well-designed layout including a formal living room with bay windows and dining room accented with elegant chair rail detailing, along with a comfortable den featuring a wood-burning fireplace and direct access to the garage. Hardwood flooring extends throughout much of the home, adding warmth and timeless appeal. The kitchen was thoughtfully updated approximately six years ago and features quartz countertops, stainless steel appliances, and tile backsplash. A standout extension enhances the space with a vaulted ceiling, two skylights, a bay windows, and expansive windows that fill the area with natural light, along with direct access to the backyard. This bright and airy setting is ideal for both everyday living and entertaining, with seamless flow to a Trex deck overlooking the yard. Upstairs, all four bedrooms are generously sized, including a primary suite with its own en-suite bathroom, offering a comfortable and private retreat. The backyard is designed for enjoyment, featuring a beautiful in-ground pool with built-in lighting, surrounded by a paver pool deck. The pool is equipped with a durable 28-gauge, 20-year liner that is approximately three years old, adding long-term value and peace of mind. Additional highlights include a covered front porch, a new blacktop driveway with paver border, and a generator hookup for added convenience. Blending thoughtful updates, generous living space, and a prime location near local parks and outdoor amenities, this home presents an exceptional opportunity to enjoy both comfort and lifestyle in Smithtown.

8 Whisper Lane, Smithtown

$949,999

6 Beds ⋅ 3 Baths ⋅ 993943 MLS

Beautifully renovated and move-in ready, this spacious 6-bedroom, 3.5-bath home offers the perfect blend of modern updates and flexible living. The primary suite features a walk-in closet and private full bath, while the updated kitchen with high-end appliances opens to bright, inviting living spaces. New central A/C and a new sprinkler system add comfort and convenience. Designed with versatility in mind, the home includes a layout ideal for extended living, guests, or a home office, with the potential to be used as a mother-daughter home (with proper permits). Situated on a half-acre lot, the property features a large backyard, Multiple car garage, and two separate driveways. Low taxes, plus a convenient location close to parks, shopping, and major highways, make this home an exceptional value.

56 McArthur Lane, Smithtown

$749,999

3 Beds ⋅ 2 Baths ⋅ 992899 MLS

Welcome to this fully renovated raised ranch located in the highly desirable Commack School District, offering the perfect combination of modern design and everyday functionality. This 3 bedroom, 2 full bathroom home features a bright open concept layout with hardwood floors throughout and a stunning kitchen complete with quartz countertops, stainless steel appliance, a center island, gas cooking, and sliding glass doors leading to a deck overlooking the backyard, creating an ideal setup for both daily living and entertaining. The upper level features all three bedrooms including a spacious primary along with a full bathroom, while the lower level offers a versatile living den, a second full bathroom, and direct access to the attached 1 car garage, providing the flexibility today’s buyers are looking for whether for extended living space, guests, or a home office. Additional highlights include central air conditioning with forced hot air and gas heating. Conveniently located near shopping, parks, and major roadways, this is a true move-in ready opportunity in a prime location.

49 Sandy Hollow Drive, Smithtown

$999,000

4 Beds ⋅ 3 Baths ⋅ 991907 MLS

Prestine 4-Bedroom Colonial with FULL BASEMENT in the Smithtown School District! Welcome to this beautifully maintained Colonial offering the perfect blend of elegance, space, and comfort. A charming wraparound porch sets the tone as you enter into an impressive entry foyer with soaring ceilings and a bright, open feel. The home features high ceilings throughout, a spacious den with vaulted ceilings, a stunning stone fireplace with natural gas, recessed lighting, smart thermostat, central air conditioning, central vacuum, and detailed wainscoting and much more. The newer chef’s kitchen is designed for both everyday living and entertaining, complete with stainless steel appliances. A dedicated laundry room with custom built-in cabinetry adds convenience and functionality. The primary suite is a true retreat, featuring his-and-hers walk-in closets and a large private bathroom with double vanity. Additional highlights include a newer roof and a newly updated expanded driveway, providing ample parking and enhanced curb appeal. A huge unfinished full basement with high ceilings offers incredible potential for future living space, storage, gym, or recreation area.

185 Plymouth Boulevard, Smithtown

$999,999

4 Beds ⋅ 4 Baths ⋅ 988386 MLS

Welcome to 5 Supreme Court, Smithtown – Located in the Highly Sought-After Hauppauge School District with Low Taxes ($16,940). This spacious Post Modern home offers an exceptional layout with soaring ceilings and a dramatic 24-foot foyer entry, creating a grand first impression. The open floor plan features hardwood flooring, a bright and airy living and dining area, and a center island kitchen ideal for both everyday living and entertaining. Offering 4 bedrooms with an optional 5th bedroom or home office on the main level, this home provides flexibility to suit a variety of lifestyles. The primary suite features a double-door entry, and the home includes wood and ceramic flooring throughout. The full, finished basement with outside separate entrance (OSE) and full bath adds valuable additional living space. Additional highlights include natural gas, baseboard heating, central air conditioning and the property is set on a private cul-de-sac.

5 Supreme Court, Smithtown

$725,000

5 Beds ⋅ 3 Baths ⋅ 984398 MLS

Welcome to 20 Veronica Court, Smithtown — a spacious ranch-style home nestled on a quiet cul-de-sac in a desirable residential setting. This 5-bedroom, 3-bathroom ranch offers comfortable single-level living with additional space to grow. The primary bedroom features a private en-suite bathroom and direct access to its own secluded deck — the perfect spot to enjoy your morning coffee or unwind in the evening. The home also boasts a second deck off the kitchen, ideal for outdoor dining and entertaining in the backyard. A full basement expands the home’s versatility, complete with an additional bedroom and bathroom, providing excellent potential for extended living space, guests, or recreational use. The property offers solid bones and a functional layout, while presenting a great opportunity for buyers to add their personal touches and updates to make it truly their own. Located on a peaceful cul-de-sac, this home combines privacy, convenience, and potential — all within close proximity to shopping, dining, parks, and major roadways.

20 Veronica Court, Smithtown

$649,000

3 Beds ⋅ 1 Baths ⋅ 987219 MLS

Home Opportunity for Someone that is Handy or wants to Design their Own Home. Beautiful Piece of Property 1/2 Acre Flat, Quiet Street.

4 Clearbrook Drive, Smithtown

$810,000

3 Beds ⋅ 3 Baths ⋅ 984501 MLS

Move right into this renovated, Townhouse, with 3-bedrooms, 2.5 bathrooms, full basement, 1-car garage, with updated designer kitchen with quartz counters and stainless-steel appliances, updated bathrooms, new flooring/carpeting, fresh paint, etc. Close to local shopping, transportation and amenities. Don’t miss out on this opportunity! Grass photos were digitally enhanced.

26 Stone Gate Court, Smithtown

$725,000

3 Beds ⋅ 2 Baths ⋅ 983288 MLS

This house has endless possibilities! It features a large living room, formal dining room, den, kitchen, breakfast room/dining area, bedroom on the first level and two upstairs, office, full finished basement and a detached garage. The kitchen has been updated and there are two full baths -one up and one down!! Hardwood floors throughout! The yard is a nice size and fully fenced!!

56 Waverly Avenue, Smithtown

$1,250,000

5 Beds ⋅ 4 Baths ⋅ 975603 MLS

Welcome to this stately and impressive Colonial, ideally situated in one of Smithtown's most sought after and picturesque neighborhoods. This exceptional property offers a rare opportunity to create a custom luxury home in a truly premier setting. Boasting generous living space the home features a traditional and functional layout with a spacious Living Room, Dining Room, and inviting Den-perfect for everyday living and entertaining. The Kitchen with its Brazilian granite countertops offers generous space and serves as the perfect canvas to design the heart of your dream home. A beautiful feature of the home is a 280 ft expansive SunRoom extension, complete with hot tub, providing a unique space to unwind and relax all year long while overlooking the yard. Upstairs are 5 well appointed bedrooms including the Primary Bedroom with a huge ensuite full bathroom as well as an additional 1/2 bath. The backyard features a newly renovated 20x40 inground pool with new liner and all new coping (1 year old), and approx 3 year old filter, trex decking for low maintenance outdoor living, a beautiful pavillion to entertain under, and a gazebo. A 2 car garage, a young roof, an above ground 550 gallon oil tank, a 4 zone in-ground sprinklers, a tranquil rock waterfall, lightning rods and an expansive stone wall all around the front of the property. With its grand scale, coveted Smithtown location and proximity to the water, this is a rare find for someone to create a truly exceptional home in a prestigious neighborhood.

2 Three Pond Road, Smithtown

$799,000

4 Beds ⋅ 3 Baths ⋅ 977202 MLS

Lovely Colonial Split, 3/4 Bedroom (4th Bedroom or Office), Spacious Throughout, Updated Eat in Kitchen with Granite/.Stainless Steel Appliances, Attractive Great Room for Gatherings, Updated Baths, Upgraded Recessed Lighting, Updated Windows and Pella Doors, Custom Moldings/Trim, Renovated Entry Level Laundry Room, Central AC- 3 Yrs, 3 Zone Heating System- 3 Yrs, Expanded Primary BR Suite with Full Bath and Walk-In Closet, Country Club Yard, Prof. Landscaped, 20x40 In Ground Pool (5 Yr Liner, Loop-Loc Cover and New Filter), Widened Drive, Partial Garage Space for Storage, Property Tax with Basic Star $14,619.47. NOTE: Natural Gas Line in Street.

43 Hallock Avenue, Smithtown

$650,000

975518 MLS

This is a Commercial Property and Business for sale on a busy Main street area of Smithtown by a traffic light. This successful and profitable 20 year old business generates over a million dollars in annual sales and net profits of approximately $300,000 per year. This is an opportunity to obtain an extensive name and client base for an energetic investor who can appreciate and develop the upside potential of owning a multi-faceted business of firearms, fish and tackle. Some requirements that are needed to buy this property and Federal Firearms License, the ability to hold a firearm license, and consumer affairs second hand merchandise license. Inventory includes (walk-in & Internet sales) firearms (new & pre-owned), Ammo, Accessories, fishing tackle and bait. To be clear, The Real Estate is $650,000. The Business Name and Good Will, License and Customer List is $100,000 The Inventory is $50,000.00. The buyer can ony buy the Real Estate for $650,000 and the owner will deal with the business and Inventory on his own.

119 E main Street, Smithtown

$299,000

2 Beds ⋅ 1 Baths ⋅ 972291 MLS

Welcome home to this well-maintained first-floor CORNER UNIT 2-bedroom coop in the desirable Sherbrooke community of Smithtown. This garden-style unit features hardwood floors throughout, a comfortable living room/dining area layout, spacious bedrooms, and abundant closet space. The entry-level location offers easy access with no stairs. Monthly maintenance of approximately $1,486.92 includes heat, gas, hot water, water, taxes, sewer, trash collection, snow removal, and common area maintenance, making budgeting simple and predictable. Additional highlights include assigned parking for an additional $50/fee/month, wall-unit air conditioning, gas cooking, separate thermostat, community basement laundry and beautifully maintained grounds. Located just 1.5 miles from Smithtown Main st this move-in ready home offers an attractive opportunity to enjoy all that Smithtown has to offer.

355 Route 111 Unit #42, Smithtown

$374,999

1 Beds ⋅ 1 Baths ⋅ 970004 MLS

PRICE REDUCTION, BACK ON MARKET! 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

$649,990

4 Beds ⋅ 2 Baths ⋅ 954218 MLS

This Renovated charming & cozy Smithtown home offers a warm, welcoming feel in a location buyers love. Featuring 4 bedrooms, 2 full baths, low taxes, and a 2-car garage, the layout provides flexibility for today’s living. Ideally situated near shopping, dining, and major roadways, this home presents a wonderful opportunity to enjoy Smithtown living while adding your personal touches over time.

81 Oakside Road, Smithtown

$2,599,000

6 Beds ⋅ 8 Baths ⋅ 952372 MLS

Paradise on the Nissequogue River with 65 feet of waterfront, ideal for canoeing, kayaking, and serene relaxation. This impressive 5,500+ sq ft contemporary with traditional accents offers 15 rooms and two fully separate living quarters, each with its own basement—perfect for extended or multi-generational living. Both residences feature updated granite eat-in kitchens with wood cabinetry and stainless-steel appliances, formal dining rooms, living and sitting rooms, and spacious primary suites with baths. Additional living space includes two additional bedrooms and a full bath, plus a lower-level spacious guest suite, entertainment rooms, abundant storage, and outside separate entrance (OSE) with its own designated parking. Set on 1.09 beautifully landscaped acres with specimen trees, brick patios, decks and exterior lighting, a spectacular salt water heated gunite in-ground pool (approx. 43’ x 25’) with waterfall, spa, lighting, and natural rock diving board—perfectly positioned to capture sweeping river views. Enjoy evenings by the wood-burning fire pit, surrounded by nautical wildlife and breathtaking sunsets. Located in the highly sought-after Smithtown community, close to fine dining, boutique shopping, theatre, mall, Caleb Smith Preserve, Sunken Meadow Park, beaches, golf, and Smithtown schools. Smithtown offers a blend of tranquil suburban life, historic charm and easy access to parkways and the LIRR/NYC. Additional Features: 2-car garage, North Wing: electric heat exchanger, CAC, heat/AC, South Wing: 3 mini-splits, 5-ton compressor, oil burner, forced hot air/CAC, 60-panel solar system (shared by both wings), In-ground sprinklers, Central vacuum, Two propane tanks, Two fireplaces (one gas, one wood-burning), Two separate hot water heaters, Additional electric panels, Laundry room with slop sink and storage, Brick patio with built-in BBQ

2 Riverview Terrace, Smithtown

$125,000

945191 MLS

Vacant Land available near all!!

VL Highland Street, Smithtown

$1,300,000

944827 MLS

This property is located at the intersection of 25A and Rose street, Smithtown, NY. At this intersection there is a traffic control light. This property is located a half mile north of St Catherine Hospital. This location is 3 blocks from the Smithtown Landing Country Club. Across the street from the building there is a CVS and a Teachers Federal Credit Union.

1217 25A N, Smithtown

$600,000

939528 MLS

FRANCHISE BUSINESS FOR SALE TOUS les JOURS – Smithtown, Long Island 1 Miller Place, Suite D | Smithtown, NY 11787 Approx. 2,300 sqft. TURN-KEY BAKERY CAFÉ OPPORTUNITY Acquire a fully built, fully operating TOUS les JOURS franchise in a prime Smithtown location. Ideal for entrepreneurs seeking a well-established brand with immediate revenue potential. LOCATION HIGHLIGHTS • High-visibility shopping plaza in the heart of Smithtown • Strong daily foot traffic from nearby homes, offices, schools & retailers • Easy access with ample customer parking • Affluent community with strong demand for premium bakery cafés. BUSINESS FEATURES • Modern interior and equipment meeting all franchise standards • Established customer base and excellent local reputation • Spacious 2,300 sqft layout with dining area, baking area & storage • Full franchise support & branding infrastructure. WHY THIS OPPORTUNITY STANDS OUT • No build-out delays—start operating immediately • Proven operations in a high-income Long Island market • Strong growth potential for an engaged owner. Contact for more information or to schedule a private tour.

1 Miller Place Unit #D, Smithtown

$750,000

932733 MLS

Prime, Corner, Retail Location in the heart of Smithtown for a dynamic Retail Sales Shop is waiting for it's next Business ! This location has supported the current retail business successfully for the past 30+ years ! There are Hardwood Plank Floors throughout this location, Bilco Doors opening to the side for deliveries to the full lower level, 1 Bath and an Office. The current business has been in operation for over 30 years ! There are many interior upgrades starting with Central Air Conditioning. This location is directly across one of the most vibrant shopping centers on Long Island. This property has upgraded 220 Electric Service, Oil Heat, French Drains throughout and "Barn Style, Wood Plank Floors throughout. The front of the location has FIVE huge plate glass doors for an amazing opportunity for change of seasons window dressing comparable to a Madison Ave retail window opportunity in New York City ! The Main Retail Level has 1126 sq ft and 1126 sq ft on the lower, "Production" level for a combined commercial space of 2252 sq ft.

117 E Main Street, Smithtown

$1,550,000

4 Beds ⋅ 4 Baths ⋅ LP1439479 MLS

Last Home To Be Built In This Cul-de-sac. Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A Fireplace, Tray Ceiling Primary Suite, Shadow-box Molding-- Builder Will Build To Suit- Close Distance To Long Island Railroad, Highways, Shopping And More. No Models Available To Show~ Purchaser To Pay Customary Builders Fees. Prices Are Subject To Change-, Additional information: Appearance:To BeBuilt

6 Keystone Court, Smithtown

$1,499,000

4 Beds ⋅ 4 Baths ⋅ LP1439480 MLS

Serene Location! To Be Built. Please Note That Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A Fireplace, Tray Ceiling Primary Suite, Shadow-box Molding-- Builder Will Build To Suit- Close Distance To Long Island Railroad, Highways, Shopping And More. No Models Available To View~ Purchaser To Pay Customary Builders Fees. Prices Are Subject To Change-, Additional information: Appearance:Tbb,Separate Hotwater Heater:Y

2 Vistas Circle, Smithtown

Browse All Smithtown NY Just Listed Properties for Sale

Smithtown Just Listed Real Estate