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$775,000
3 Beds ⋅ 3 Baths ⋅ 1014086 MLS
***Located in the desirable Smithtown Pines area and within the Hauppauge School District, this spacious 3-bedroom, 3-full-bath ranch is set high on a picturesque half-acre property and offers tremendous potential for customization.Spacious 3-bedroom, 3-full-bath ranch offers incredible potential and a flexible floor plan ready for your personal touch. Featuring vaulted ceilings and an open-concept layout, the kitchen flows seamlessly into the living room, where a fireplace serves as the centerpiece of the space. The home also offers a formal dining room and a separate family room, providing plenty of room for everyday living and entertaining. The full finished basement with outside separate entrance (OSE) adds valuable additional living space and presents endless possibilities for recreation, a home office, guest accommodations, or extended family. Set on a generous, elevated lot, the property boasts both an attached 2-car garage and a detached 2-car garage—an uncommon feature ideal for car enthusiasts, hobbyists, or those seeking ample storage and workspace. Create your dream residence in a desirable setting with great bones, abundant space, and exceptional potential. Bring your vision and make this property truly your own.

61 Ledgewood Drive, Smithtown
$799,999
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 oppourtunity 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
$649,000
3 Beds ⋅ 2 Baths ⋅ 1012238 MLS
Welcome to this beautiful, totally renovated expanded Cape offering the perfect blend of style, comfort, and functionality! This move-in-ready home features 4 spacious bedrooms, 2 full bathrooms, and a bright, open layout filled with natural light. The updated interior showcases modern finishes throughout, making it easy to simply drop your bags and move right in. Enjoy a full basement with outside entrance, providing endless possibilities for additional living space, storage, or recreation. Outside, you’ll find a detached 2-car garage, a beautiful, oversized side yard perfect for entertaining, gardening, or relaxing, and plenty of outdoor space to enjoy. A true turnkey home, don’t miss this incredible opportunity! Just unpack and start making memories...

44 Elizabeth Avenue, 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
$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
$1,185,000
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
$1,656,000
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
$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
$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
$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
$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
$1,099,988
5 Beds ⋅ 4 Baths ⋅ 991887 MLS
Welcome to this stunning custom residence in the highly sought-after Smithtown Pines community. Set on an expansive property, this one-of-a-kind colonial home showcases a distinctive interior design paired with high-end finishes, making it truly stand out from the rest. The main level features soaring 17-foot cathedral ceilings, oversized windows that flood the home with natural light, a grand entryway, and an open-concept living room centered around a striking stone fireplace. Beautiful parquet hardwood flooring flows throughout the home, complemented by updated porcelain tile bathrooms and numerous additional upgrades. Truly Exceptional is the outside entry to a very spacious living area, where you can provide a 1 or 2 bedroom living area that requires very little steps. In addition to that is the third car, extremely spacious garage, ideal for car enthusiast or create your own art, ceramic or whatever your heart desires studio. The upper level offers a well-appointed kitchen with custom cabinetry and granite countertops, a formal dining room overlooking the main living area, and an additional living space that provides flexibility for today's lifestyle with more versatility with Bedrooms, full bathrooms, and a third living area, making it ideal for extended family, guests, or recreation space. In total, the home features 5 spacious bedrooms and 4 full bathrooms. Step outside to a spacious wood deck, perfect for entertaining while enjoying the privacy of the backyard. Additional highlights include an approximately 1,400-square-foot 3-car attached garage, 2-zone central air conditioning, 200-amp electrical service, and a roof that is approximately 3 years old. this remarkable property presents a rare opportunity to own a truly unique home in Smithtown Pines.

23 Colonial Drive, 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
$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
$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
$849,000
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
$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
$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

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.