Smithtown NY Real Estate, Homes, Condos for Sale

Nestled on a quiet cul-de-sac in the heart of Smithtown, this hidden gem is surrounded by a beautiful wooded backdrop, offering exceptional privacy, comfort, and convenience. This spacious end-unit townhome features 3 bedrooms, 2.5 baths, an open-concept layout, and a full basement, providing ample living and storage space. The home also offers a large eat-in kitchen complete with stainless steel appliances, a formal dining room, and an inviting living room ideal for entertaining. Upstairs, the expansive primary suite showcases vaulted ceilings, a private ensuite bath, and a custom walk-in closet. Step outside to enjoy your private backyard with an expanded deck, perfect for outdoor living and relaxation. Conveniently located near guest parking, shopping, dining, parks, and the Long Island Rail Road.

23 Stone Gate Court, Smithtown

$774,999

3 Beds ⋅ 3 Baths ⋅ 1012386 MLS

Welcome to this elegant and spacious townhouse in the highly sought-after gated community at Windcrest. As one of the larger and more appealing models in the development, this beautifully designed home offers an exceptional blend of comfort, style, and luxury amenities. Featuring 3 bedrooms, 2 full bathrooms, and 1 half bathroom, the thoughtfully designed floor plan begins with a lovely main-floor primary suite. Generously sized and filled with natural sunlight from oversized windows, the bedroom boasts a vaulted ceiling that adds to the airy and inviting atmosphere. The adjoining ensuite bath includes a double sink vanity, a walk-in shower, a separate soaking tub, and a large WIC. The light and bright kitchen is appointed with crisp white cabinetry and newer appliances, creating the perfect space for everyday living and entertaining. The open-concept living room and formal dining area showcase soaring vaulted ceilings, custom millwork details, a cozy gas fireplace, and a large sliding door leading to a private composite deck — ideal for relaxing or hosting guests. Additional conveniences on the main level include a laundry room, a beautifully appointed powder room, and direct access from the garage into the home. An elegant staircase leads to the second floor, where a spacious loft area provides the perfect setting for gathering, studying, or working from home. Two additional bedrooms and another full bathroom complete the upper level. The full unfinished basement offers abundant storage and endless possibilities for future finishing. Windcrest is a premier gated community offering resort-style amenities including a heated saltwater pool, fitness center and clubhouse, tennis courts, and pickleball courts with lighting for evening play. With beautifully maintained grounds and secure gated entry, this exceptional home offers the lifestyle you’ve been waiting for.

15 Scarborough Drive, Smithtown

$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

$499,999

3 Beds ⋅ 1 Baths ⋅ 1012679 MLS

Where can you find 1/2 AN ACRE OF FLAT PROPERTY at this price? Amazing opportunity to own a 3 bedroom, 1 bath ranch in a beautiful neighborhood in Smithtown! Perfect location - mid block on a quiet tree-lined street. 1 car garage, central air conditioning, full basement and private, park-like property that is hard to find! Come make this home your very own! Smithtown School District. Home sold as-is.

33 Summit Drive, 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

$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

$735,000

3 Beds ⋅ 1 Baths ⋅ 1007779 MLS

Welcome to this charming 3-bedroom ranch nestled on a desirable block and backing directly to a peaceful greenbelt, offering added privacy. This home features an eat-in kitchen, formal dining room, spacious family room, and full basement providing additional recreation space. Additional features are central air and natural gas. Enjoy the fully fenced backyard, perfect for outdoor gatherings. A wonderful opportunity to own a home in a sought-after location! Low. Low. taxes. Conveniently located near shopping, parks, restaurants, and transportation.

43 Dale Lane, 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

$929,000

4 Beds ⋅ 3 Baths ⋅ 1010236 MLS

Welcome to this stunning Hamptons-style Colonial located within the highly sought-after Smithtown School District. This beautifully updated home offers 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, combining timeless elegance with modern conveniences. Throughout the home, you'll find gleaming hardwood floors, beautiful chair rail moldings extending from the kitchen into the laundry area, and thoughtful updates that enhance both style and functionality. The heart of the home is the beautifully appointed kitchen, featuring rich cherry wood cabinetry and brand-new stainless steel appliances. Additional upgrades include a brand-new central air conditioning system with Nest smart home controls, new siding, and a one-layer roof for added peace of mind.The impressive primary suite features soaring cathedral ceilings, creating a bright and airy retreat complete with a private en-suite bathroom. The fully finished basement provides exceptional additional living space, complete with a ductless AC system and abundant storage options. Step outside to your own private resort-style backyard oasis. Perfect for entertaining, the outdoor space showcases a two-tiered paver patio, natural gas fire feature, and a stunning in-ground saltwater pool with a brand-new liner. The all-paver driveway further enhances the home's curb appeal and luxurious feel. Offering exceptional indoor and outdoor living, modern upgrades throughout, and a prime location, this move-in-ready home is a rare opportunity you won't want to miss.

11 Coventry Lane, Smithtown

$500,000

3 Beds ⋅ 1 Baths ⋅ 1000285 MLS

This 3-bedroom, 1-bath ranch is located in the Smithtown Pines. This charming home has a living room, an eat-in kitchen, a den with a laundry closet, an office, three bedrooms, and a bathroom. Full unfinished basement. Other features are: 100 amp electrical service, one-car garage, central air, and flat.74 acres. This home is being sold in as-is condition with all contents of the home included. CASH ONLY DEAL. Probate Listing. Great opportunity in Smithtown Pines to make this house into your home. Smithtown Schools. Close to shops, restaurants, and an easy commute to highways.

20 Croft Lane, Smithtown

$1,600,000

5 Beds ⋅ 3 Baths ⋅ 1010315 MLS

If you appreciate the privacy and security of a gated community, this exceptional home is not to be missed. Built in 2006 and extensively upgraded over the past 13 years, this stunning residence offers approximately 3,600 square feet of beautifully designed living space with 5 bedrooms and 3 full baths. A grand two-story entry foyer welcomes you into a home filled with architectural elegance, including cathedral-vaulted ceilings, tray ceilings, custom moldings, and gleaming hardwood floors throughout. The spacious formal living and dining rooms are ideal for entertaining, while the spectacular chef’s kitchen features a large center island, granite countertops, stainless steel appliances, and a premium Wolf range. The main level includes a versatile guest bedroom or home office, while the expansive lower level provides additional living space with direct access to the backyard. Head upstairs to the luxurious primary suite, featuring two spacious closets and a beautifully appointed primary bath designed for comfort and relaxation. Down the hall, you'll find three additional generously sized bedrooms and a full hall bath, providing ample space for family and guests. Step outside to your own private resort-style retreat. Mature landscaping enhanced with professional lighting surrounds an 18' x 36' heated saltwater freeform pool. Cambridge patios and walkways, an outdoor kitchen, and thoughtfully designed outdoor living spaces create the perfect setting for relaxation and entertaining. Community amenities include pickleball, tennis, basketball courts, and a sport court. The HOA fee is $175 per month, paid quarterly, and covers maintenance of the gated entrance, street lighting, and community recreational facilities. This is a rare opportunity to own a dream home in one of Smithtown’s most desirable gated communities. Luxury, privacy and resort style living await you at 25 YellowTop Lane. Outside kitchen as-is.

25 Yellow Top Lane, 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

$1,098,000

4 Beds ⋅ 3 Baths ⋅ 1007915 MLS

Addressed to Impress-Experience Elevated Living in One of Smithtown’s Most Prestigious Neighborhoods! Tucked within the distinguished Point of Woods at Weatherstone Ridge in the Village of the Branch, this timeless colonial offers the rare combination of refined living, resort-style outdoor space, and the warmth of an established neighborhood known for its beautiful homes, tree-lined streets, and peaceful setting. Set on a beautifully landscaped half-acre, the property invites a lifestyle centered around comfort, entertaining, and effortless everyday living. A gracious two story entry foyer welcomes you into sun-filled interiors. Elegant formal living and dining spaces create the perfect backdrop for gatherings both intimate and grand, while the inviting den—with its exposed brick fireplace and views overlooking the private backyard—feels like the heart of the home. The spacious kitchen was designed with connection in mind, offering generous cabinetry, granite countertops, casual dining space, and seamless access to the outdoor entertaining areas. Upstairs, the expansive primary suite provides a peaceful retreat complete with a private full bath, while three additional generously sized bedrooms and a newly renovated hall bathroom offer comfort and flexibility for family and guests alike. An additional unfinished bonus space presents exciting possibilities for a future fifth bedroom, private office, fitness studio, media lounge, or dream dressing room. Outside, the experience continues. Framed by mature landscaping and designed for unforgettable summer living, the backyard showcases a heated salt-water in-ground pool with a new liner, expansive patio areas, and the kind of privacy that transforms everyday moments into a true staycation lifestyle. Whether hosting poolside gatherings, quiet evenings under the stars, or weekend celebrations with family and friends, this outdoor setting was made to be enjoyed. Additional highlights include a full basement, generator hookup, two-car garage with electric vehicle hookup, new windows throughout, new roof, updated flooring, and thoughtful improvements throughout the home. Perfectly positioned within one of Smithtown’s most admired residential settings, this is more than just a home—it is a lifestyle defined by space, comfort, privacy, and timeless suburban elegance.

10 Weatherstone Way, 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

$790,000

4 Beds ⋅ 3 Baths ⋅ 1008767 MLS

Welcome to this exceptional California Hi-Ranch offering a bright, open layout designed for today’s lifestyle. The expansive living room showcases soaring cathedral ceilings, creating an airy, sun-filled space perfect for both everyday living and entertaining. The upper level flows seamlessly, while the lower level features a spacious family room—ideal for gatherings, a home office, or extended living. The primary bedroom suite offers a private retreat complete with its own full bath. Thoughtful updates include central air (2021), a newer roof (under 10 years), garage doors under 5 years, a new boiler and water lines, and a brand-new oil tank—providing comfort and peace of mind. In-ground sprinklers keep the property lush and low-maintenance. Set on a beautiful tree-lined street, this special home combines space, updates, and location—truly a must-see.

9 Quincy Lane, 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

$599,000

3 Beds ⋅ 2 Baths ⋅ 1008241 MLS

Charming and beautifully restored, this home seamlessly blends the character of its 1918 origins with today's modern conveniences. Taken down to the studs and completely renovated just four years ago, everything is like new while preserving its timeless curb appeal and old-world charm. Driveway repaved in 2023. Step inside to a bright, sun-filled interior featuring luxury vinyl flooring, central air conditioning, quartz countertops, stainless steel appliances, and an abundance of cabinetry. The spacious living room offers the perfect place to relax or entertain, while large windows flood the home with natural light. The first floor features a convenient bedroom and full bath, ideal for guests or one-level living. Upstairs, you'll find two additional bedrooms and another full bath. Enjoy outdoor living on the wood patio, perfect for morning coffee or evening gatherings. Conveniently located within walking distance to train station, shopping, restaurants, and all that Smithtown has to offer. A rare opportunity to own a fully renovated home with historic charm and modern style.

5 Hawkins Avenue, 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

$800,000

4 Beds ⋅ 3 Baths ⋅ 986502 MLS

.Welcome to this classic Smithtown Colonial set on a beautiful .66-acre property surrounded by mature trees and a peaceful, private setting. This 4-bedroom, 2.5-bath home offers generous living space, timeless charm, and plenty of opportunity to make it your own. A welcoming front porch leads inside to a spacious layout featuring a bright living room, formal gathering spaces, hardwood floors, and an updated kitchen with white cabinetry, stone-style countertops, stainless steel appliances, and a clean, modern feel. Upstairs, the home offers comfortable bedrooms with great natural light, including hardwood flooring in select rooms. The large property gives you room to relax, garden, entertain, or create the backyard you have been dreaming about. Located in the heart of Smithtown, close to parks, shops, dining, schools, and major roadways, this home combines privacy, convenience, and long-term potential in one of Smithtown’s most established neighborhoods. A tax grievance has been filed, offering potential savings for the next owner.

23 Whitney Gate, 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

$899,000

4 Beds ⋅ 3 Baths ⋅ 1005004 MLS

Welcome to 17 Leslie Lane...a Beautifully updated Colonial Splanch nestled in a tree-lined neighborhood in Smithtown with Commack SD, this spacious home features 4 possibly 5 bedrooms and 2.5 Baths..Large Entry Foyer, Formal Dining Room, Expansive Kitchen with large Island..and Sitting/Den area with Fireplace and steps up to a Large Living Room, Gas Cooking and Heat, CAC. Hardwood Floors, Step outside to a Private Backyard with paver patio complete with a Salt Water/ Heated In-ground pool. This home has it all...all while conveniently located near shopping, restaurants, and Parks...make this your forever home!!

17 Leslie Lane, 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

$599,900

2 Beds ⋅ 2 Baths ⋅ 1005438 MLS

Don’t miss this beautifully maintained end-unit Emory Ranch, a meticulous one-story home offering 2 bedrooms and 1.5 baths in the highly desirable gated community of Hidden Ponds. Enjoy exceptional privacy with a park-like backyard, plus the convenience of an attached garage and oversized driveway. Inside, the sun-filled eat-in kitchen features a charming breakfast area surrounded by windows on three sides. The spacious living room and formal dining room showcase an open-concept layout with vaulted ceilings and sliding glass doors leading to your private outdoor living space. The generous primary suite offers a walk-in closet, en-suite bath, and peaceful views of the rolling lawn. The second bedroom provides excellent flexibility and can easily serve as a den or home office to suit your needs. Additional conveniences include a hall laundry closet and attic storage. Additional updates include newer appliances, vinyl flooring, updated electric and updated shower in primary. Hidden Ponds delivers resort-style living with outstanding amenities, including a clubhouse, movie/card room, mail room, fitness center, ping-pong, bocce, heated saltwater pool, tennis and pickleball courts, playground, and dog park — all within a pet-friendly community. Ideally located just off Route 347 with easy access to major roadways, Smith Haven Mall, Main Street Smithtown, dining, shopping, and more. Welcome to a community that truly has it all!

79 S Pond Lane, Smithtown

$749,990

4 Beds ⋅ 2 Baths ⋅ 1002604 MLS

Welcome to 3 Bradley Court, a charming 4-bedroom, 2-bathroom Hi-Ranch residence nestled perfectly in a picturesque cul-de-sac in the Smithtown North section of Smithtown, NY. This home boasts an updated roof, windows, and vinyl siding, ensuring durability and low maintenance for years to come. Step inside to find gleaming hardwood floors throughout, creating a warm and inviting ambiance. The house comes with a spacious one-car garage, offering ample storage and convenience. The property's crown jewel is undoubtedly its expansive backyard. Imagine the joy of outdoor gatherings, barbecues, or simply enjoying a quiet cup of coffee on a sunny morning. The yard is equipped with an in-ground sprinkler system, keeping your green space lush and vibrant with minimal effort. Living in Smithtown North, you'll be a stone's throw away from the Smithtown Landing Country Club. Whether you're a golf enthusiast or simply enjoy a leisurely brunch, this local amenity adds to the charm of the area. The home is serviced by a 200-amp electrical service, providing ample power for all your appliances and devices. With taxes under $12,500, this residence offers value and comfort in one of Smithtown's most sought-after neighborhoods. Roof is only 9 years old.

3 Bradley Court, 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

$549,999

3 Beds ⋅ 1 Baths ⋅ 1004798 MLS

Welcome to 27 Lindner Place, Smithtown! This completely move-in ready and fully updated 3-bedroom, 1-bath home offers the perfect blend of modern updates, comfort, and property space. Featuring a brand new kitchen with stylish finishes, updated interior throughout, and a spacious layout, this home is ready for its next owner to move right in and enjoy. Situated on a rare half-acre property, the oversized lot provides endless possibilities for entertaining, expansion, outdoor living, or simply enjoying your own private space. Even better, this home offers incredibly low taxes for the area, adding exceptional value and affordability. Conveniently located near shopping, parks, restaurants, and major roadways while still offering the charm and privacy of Smithtown living. Do not miss this opportunity to own your piece of Smithtown!

27 Lindner Place, Smithtown

$825,000

4 Beds ⋅ 3 Baths ⋅ 1004022 MLS

Tucked behind a classic front porch, this Craftsman-style colonial offers the perfect blend of timeless charm and modern peace of mind. Nearly rebuilt from the ground up in 2004—with updated framing, electrical, plumbing, insulation, and drywall—it lives like a newer home wrapped in character. A cozy den featuring Patagonian rosewood floors and a high end Jotul wood-burning stove overlooks the yard, creating a warm, inviting retreat. The second floor offers convenient hallway laundry and a primary suite with a newly renovated bathroom. A permanent staircase leads to a finished third-floor fourth bedroom—ideal for guests, work/office, or flexible living. Additional highlights include a finished basement with outside entrance, rear deck with retractable awning overlooking a flat/usable fenced yard, two-zone central air, 200-amp electric, solar panels, and efficient natural gas heating. Located just 0.3 miles from Smithtown Main Street, you’ll enjoy easy access to local restaurants, shops, LIRR, Brady Park, Millers Pond, and everyday conveniences while coming home to a peaceful residential setting. A rare blend of craftsmanship, smart upgrades, and location-driven lifestyle. Smithtown school district. Taxes 14,028.

75 Elm Avenue, Smithtown

$799,000

6 Beds ⋅ 3 Baths ⋅ 1002038 MLS

There’s something special about a home that feels like it was designed not just for living, but for gathering, connecting, and letting life unfold naturally within it ...and this beautifully maintained property does exactly that. From the moment you arrive, the curb appeal sets the tone. Low-maintenance landscaping, mature trees, expansive asphalt parking, and charming interlocking stone pathways create a sense of warmth and timelessness that feels increasingly rare. The grounds have an old-world sort of beauty to them -the kind that invites evening strolls through the garden, coffee on the patio at sunrise, and pets safely enjoying the fenced backyard while dinner simmers inside. Whether you’re accommodating extended family, creating a multigenerational lifestyle, or simply seeking a property that offers flexibility and privacy, the layout here has been thoughtfully designed to make everyone feel at home without sacrificing togetherness. Inside, natural light pours through large windows highlighting the wood tones of the flooring and a palette of neutral tones that make the spaces feel calm, welcoming, and easy to personalize. The kitchen offers a refined farmhouse feel with stainless steel appliances, solid surface countertops, an undermount sink, abundant cabinetry, and a central island where quick breakfasts become lingering conversations over coffee and charcuterie with friends. Open sightlines into the dining and entertaining areas ensure nobody misses a moment of connection. The dining room itself feels like the heart of the home, where exposed brick and a fireplace create a cozy ambiance that’s equally suited to holiday dinners, wine with friends, or quiet evenings curled up with a book while sunlight streams through the oversized window. The sleeping quarters throughout the home are bright and inviting, while the bathrooms feel polished and spa-like with beautiful tilework, including a stunning low-barrier glass shower and an additional full bath with a tub perfect for relaxing at the end of the day. Outside, the interlocking patio creates the perfect backdrop for al fresco dining, summer evenings under the trees, or quiet moments spent tending plants beside the backyard shed that could easily become a charming potting space or hobby retreat. This is more than a house. It’s a place where lifestyles can coexist beautifully -where memories are waiting to be made around shared meals, backyard laughter, and the comfort of knowing everyone has room to truly feel at home.

53 Mobrey Lane, Smithtown

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 996544 MLS

Welcome to this stately brick Colonial offering timeless character, exceptional space, all set on a quiet double cul-de-sac. This impressive home features a two-story foyer with an oak staircase and tons of natural light. Offering 4 spacious bedrooms and 3 full baths, this home’s large-scale primary suite is complete with walk-in closets and a luxurious en-suite bathroom with radiant heat designed for comfort and privacy. The brightly updated kitchen is designed for cooking with a gas range, all stainless-steel appliances and a large peninsula great for ample workspace or entertainment. The family room has a woodburning fireplace and vaulted ceilings, perfect for gatherings and everyday living. A separate living room features French Doors for privacy and an office nook. The updated full bath on the first floor provides a guest suite option with the living room and an entrance to the back yard for easy access. A large formal dining room provides the ideal setting for hosting holidays and dinner parties with its own built-in bar/butler station. The finished basement has endless possibilities for a recreation room, gym, or guest space. Step outside into a private backyard, paver patio, IGP, IGS, mature plantings and the beautifully designed outdoor entertaining area, perfect for summer gatherings and weekend hosting. Less than 5-minute ride to LIRR. With its striking curb appeal, beautiful landscaping, spacious interior, and premium Village of the Branch location it’s the perfect place to call home.

6 Magnolia Lane, Smithtown

$1,124,999

3 Beds ⋅ 2 Baths ⋅ 1004270 MLS

Welcome to 364 Twilight Lane, Smithtown! This beautifully maintained home has everything you’ve been waiting for, from the grand open foyer and hardwood floors to the high-ceiling kitchen with quartz countertops and propane cooking. Upstairs features 3 spacious bedrooms including a primary suite with its own private bath and great closet space. The finished basement with an outside entrance offers endless possibilities with additional living space and potential room! Step outside to your own backyard retreat featuring a saltwater inground pool with a brand new liner, jacuzzi, putting green, koi pond, Trex deck, and more! Additional updates include CAC, some newer windows, generator hookup, 200 amp electric, and a wood-burning fireplace with a brand new insert. Located in a great location close to everything Smithtown has to offer, this is an opportunity you do not want to miss.

364 Twilight Lane, Smithtown

$849,990

4 Beds ⋅ 3 Baths ⋅ 1003313 MLS

GOING....GOING.... GONE......!!Don't blink or you will miss this one. Completely renovated in 2017. Hardwood floors throughout. 4 good sized bedrooms with 2 full baths on 2nd floor. Finished basement and attached 1 car garage. 1/4 acre midblock location on fully fenced yard. This is the one you have been waiting for. Taxes under $10K with basic star!!!!

12 Westbrook Lane, 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

$1,375,000

6 Beds ⋅ 5 Baths ⋅ 959993 MLS

“Love Island” — the talk of the town for its unmatched privacy and incredible entertaining space — sets the stage for this exquisite Colonial located in the prestigious “The Pines” section of Smithtown on a quiet Cul-de-sac. Offering approximately 3,800 square feet, this exceptional home features 6 bedrooms and 5 bathrooms, ideal for extended family living, an au pair suite, or luxurious guest accommodations with 1st floor bedroom accommodations & full bath on main level with walk in shower for those wishing to avoid stairs. Inside, soaring ceilings, abundant natural light, plantation shutters, and elegant finishes create a refined yet welcoming atmosphere. The spacious primary suite offers a spa-inspired ensuite bath with radiant heated floors, dual vanities, custom cabinetry, skylight, elegant tilework, and a jacuzzi-style soaking tub. Designed for both everyday comfort and entertaining, the home includes 3 full baths, 2 half baths, multi-zone heat and CAC, newer burner, 2018 water heater, and a fully finished basement with CO, half bath, baseboard heat, sump pump, and 60 AMP subpanel. Step outside to your private backyard oasis featuring a sprawling wood deck, stunning paver patios, and a sparkling inground chlorinated pool with solar heating and a brand-new 2025 liner. Lush landscaping and 8-zone sprinklers complete this resort-style retreat. A rare opportunity offering luxury, versatility, exceptional entertaining space. Close to all shopping, major highways and public transportation. Low taxes! Do not miss out on making this your forever home!

10 Alpine Court, Smithtown

$679,000

3 Beds ⋅ 3 Baths ⋅ 1002274 MLS

Welcome to this beautifully maintained expanded ranch nestled on a manicured 1/3 acre in Smithtown. This spacious and inviting home offers 3 bedrooms, 2.5 bathrooms, plus a versatile bonus room perfect for a possible 4th bedroom, home office, den, or guest space. Step into a stunning entry foyer with soaring cathedral ceilings that create an open and airy first impression. The home features a large eat-in kitchen with stainless steel appliances, perfect for everyday living and entertaining. Enjoy gatherings in the formal dining room and relax in the comfortable living room filled with natural light. Convenience meets functionality with main-level laundry and a huge full basement offering endless possibilities for storage, recreation, gym space, or future finishing. Outside, the beautifully landscaped property continues with a fully PVC-fenced backyard and paver patio, ideal for entertaining, outdoor dining, or simply enjoying peaceful evenings at home. Located in Smithtown, this home offers space, flexibility, and charm both inside and out. One car gargage and large oversized driveway with plenty of parking. A wonderful opportunity you won’t want to miss.

75 Summit Drive, Smithtown

$799,996

3 Beds ⋅ 4 Baths ⋅ 999550 MLS

Location, Location! Sits this sun-drenched Devonshire model townhome offering over 3,500 square feet of beautifully updated living space in one of Smithtown’s most sought-after communities, surrounded by lush, meticulously maintained landscaping. This fabulous 3-bedroom, 3.5-bath residence features an open floor plan with three spacious levels including the primary suite on the first floor, soaring ceilings, dramatic floor-to-ceiling windows, and an abundance of natural light throughout. The warm and inviting living room is centered around a wood-burning fireplace and enhanced by custom light fixtures, Andersen windows and sliders, and new French door that open to a private deck with planters and a new outdoor awning, creating the perfect setting for relaxing or entertaining. The updated kitchen is designed to impress with shaker-style cabinetry, quartz countertops, a glass tile backsplash, stainless steel appliances, and recessed lighting. Freshly painted and finished with new luxury vinyl plank flooring, this home also offers beautifully renovated bathrooms featuring a new shower, updated vanities and sinks, and a modern barn-style shower door. Additional highlights include gas heat, a brand-new heating system, newer central air conditioning, central vacuum, and an attached one-car garage with a new garage door. Residents of Willow Ridge enjoy resort-style amenities, including a clubhouse, fitness center, game room, outdoor in-ground pool, tennis courts, pickleball courts, basketball court, and a designated dog run. Move right into this exceptional home and enjoy comfort, elegance, low-maintenance living, and beautifully lush surroundings in the heart of Smithtown.

31 Willow Ridge Drive, Smithtown

$1,269,000

4 Beds ⋅ 4 Baths ⋅ 1002127 MLS

Welcome to this beautifully Updated Custom-built Colonial w/ 3,500 sq ft of elegant living space in the gated community of Stonebridge Estates in Smithtown. IF YOU ARE A GOLF ENTHUSIAST, this is the right home for you. It will be a Vacation-at-home all year long! Featuring a grand entry foyer with soaring 20-foot cathedral ceilings, this spacious residence has a beautiful view of the Golf Course and offers a Resort-style Lifestyle w/ exceptional indoor and outdoor living. This is the largest Colonial Model in the community and features an open-concept w/ 4 Spacious bedrooms, each w/ a walk-in closet, and 4 bathrooms. The main level includes a formal living room, a formal dining room, a spacious first-floor bedroom with a walk-in closet, a full bath, and an open chef’s kitchen complete w/ stainless steel appliances, granite countertops, and built-in cabinetry. The Great Family room w/ gas fireplace and Double Sliding Glass Doors leading to a newly updated Paved Patio overlooking the golf course, creating an ideal setting for entertaining & outdoor relaxation. Ultra-high privacy fencing has been installed on both sides of the property for added seclusion. The second level features a private primary suite w/ dual walk-in closets and custom California Closets, a spacious primary bath w/ double sinks and a Jacuzzi tub, plus two additional oversized bedrooms w/ walk-in closets and a full bathroom. Additional upgrades include: Brand-new CAC units, two new air handlers, a new washer and dryer, a new central vacuum system & a new hot water heater. The lower level offers: A Finished Basement, w/ approximately 1,800 sq ft of Extra Living and entertaining space, featuring multiple bonus rooms, a full bathroom, extensive storage, and an oversized Custom-built Bar area with granite countertops and new appliances, including a refrigerator, dishwasher & convection oven. Residents of Stonebridge Estates enjoy access to resort-style amenities, including a heated saltwater pool, tennis court, pickleball courts, pool house, card room, gym, and beautifully maintained grounds. Conveniently located near great restaurants, shopping, private beaches, the LIRR, major highways, & right next to Beautiful Blydenburgh Park, perfect for Hiking trails, fishing, kayaking, dog parks, and year-round outdoor recreation. A rare opportunity to own one of the premier golf course homes on Long Island. This exceptional property combines luxury, privacy, space, and lifestyle in one of Smithtown’s most desirable gated communities.

73 Redan Drive, Smithtown

$1,329,000

4 Beds ⋅ 4 Baths ⋅ 1002176 MLS

Looking for that "wow" factor? Welcome to this beautiful, totally custom 4bed/3.5bath home complete with all the bells and whistles! From the moment you walk in you'll be impressed by the thoughtfully selected design elements from the two-story foyer, statement-making millwork and trim, the stunning recently remodeled (2024) Chef's kitchen, recently updated designer bathrooms and so much more. With a large family room, a second living room open from the kitchen (potential 5th bed?) and a third hang out area just outside the primary suite the versatile layout of this home makes it the perfect space for day to day living yet ideal for entertaining friends and family. Into cars? The attached 4-car tandem garage complete with heat, CAC and storage cabinets is something special. The features list here is quite extensive including brand new drinking water reverse osmosis system, 6-zone audio system, laundry room on second floor, solar panels for low electric bills, connection for a generator, 6 zones of heat, 4 zones of CAC, flat and private 1/2 acre property with large patio and pool (gift), 9 zones of in ground sprinklers, central vac, finished basement (2025), low taxes and more. A complete detailed list of all of the features and updates is available. Hauppauge schools!

322 Rose Lane, Smithtown

$980,000

4 Beds ⋅ 3 Baths ⋅ 993990 MLS

Location, Location, Location for this Brookfield Colonial on a dead-end Street. Home Situated on Flat 1/2acre, 2-Car Garage and Basement. Features include 4 Nice Size Bedrooms, 2.5 Baths, Yng EIK, Grand Formal Dining Room, Formal Living Room, Den with French Doors to Backyard, Laundry Area on 1st Floor, Gleaming Hardwood Floors thru-out, updated 200 AMPS Electric, Burner-2017, Fenced Yard, Cement Patio, Plenty of Potential to design Dream Resort Backyard. Smithtown Schools and again Location, Location, for this Brookfield Colonial on Dead-End Street.

5 Old Landers Court, Smithtown

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