Smithtown Homes for Sale

Welcome to Smithtown, New York – a charming community nestled in the heart of Suffolk County that perfectly blends suburban tranquility with vibrant local amenities. Known for its excellent school district, Smithtown is a sought-after destination for families looking for a nurturing educational environment. The Smithtown Central School District is renowned for its commitment to academic excellence, offering a diverse range of programs and extracurricular activities that empower students to thrive. With highly qualified educators, state-of-the-art facilities, and a strong emphasis on community involvement, parents can feel confident that their children are receiving a top-notch education.

In addition to its stellar schools, Smithtown boasts a variety of homes for sale, catering to a range of preferences and budgets. Whether you’re seeking a cozy single-family home with a spacious backyard or a modern townhouse with contemporary finishes, Smithtown has something for everyone. The real estate market in this area is vibrant and diverse, making it an ideal place for first-time buyers, growing families, and retirees alike.

Beyond the homes and schools, Smithtown offers a plethora of parks, recreational facilities, and shopping options, ensuring that residents enjoy a well-rounded lifestyle. The charming downtown area is perfect for leisurely strolls, dining, and community events, fostering a strong sense of belonging among its residents.

If you’re considering a move to Smithtown, you’ll find not just a house but a place to call home, where quality education and a welcoming community await. Explore the available homes for sale today, and discover the perfect fit for your family in this delightful New York gem!

Newest Smithtown Homes for Sale

$775,000

3 Beds ⋅ 2 Baths ⋅ 1031716 MLS

WHERE TIMELESS CHARM MEETS EXCEPTIONAL OPPORTUNITY. Discover the warmth, character, and enduring appeal of this beautifully maintained Colonial, ideally situated in one of Smithtown’s most desirable neighborhoods. Rich hardwood floors, an inviting fireplace, and flowing floor plan create an atmosphere that feels instantly like home. Offering three spacious bedrooms and one-and-a-half baths, this residence features a gracious living room with fireplace, Dining room, and eat-in Kitchen. The partially finished basement provides abundant storage while offering potential for additional living space. Step outside and experience a setting that feels straight from the pages of a storybook. Meandering stone pathways weave through mature landscaped gardens, leading to an expansive fenced backyard that invites summer gatherings, outdoor celebrations, or simply peaceful evenings surrounded by nature. Perfectly positioned on a quiet residential street, this exceptional home offers the tranquility buyers seek while remaining just minutes from the Long Island Expressway, Northern State Parkway, shopping, dining, and all that the Town of Smithtown has to offer—including its renowned parks, beaches, and recreational amenities. Whether you’re searching for your forever home or a rare opportunity in one of Long Island’s most sought-after communities, this residence offers the perfect blend of charm, comfort, location, and future potential.

20 Brook Lane, Smithtown

$725,000

4 Beds ⋅ 3 Baths ⋅ 1031693 MLS

Welcome to this beautifully expanded Cape nestled in a lovely neighborhood in Nesconset within the highly desirable Smithtown School District! Thoughtfully designed for both everyday living and entertaining, this home offers an abundance of space and timeless charm. The heart of the home is the expansive, open-concept first floor featuring a stunning 5 year old kitchen with granite countertops, , double ovens-one with built-in air fryer, stainless steel appliances, a farmhouse sink, gas cooking, pendant lighting, breakfast bar seating, and an abundance of cabinetry. The kitchen flows seamlessly into the dining area, where a gorgeous wood burning stone fireplace creates a warm and inviting atmosphere for family meals and gatherings. A spacious living room where you can also enjoy the cozy fireplace offers the perfect place to relax year-round. The first floor also includes a versatile bedroom that can easily serve as a home office or guest room, along with sliding glass doors that lead to a large deck overlooking the backyard—ideal for outdoor entertaining. Upstairs, the spacious primary bedroom is complemented by a beautifully updated full bath featuring a walk-in shower. Two additional generously sized bedrooms and a hall bathroom with a tub provide plenty of room for family and guests. Car enthusiasts, hobbyists, or those needing extra workspace will appreciate the detached two-car garage, complete with electric and air conditioning. An expanded driveway offers ample parking for multiple vehicles and guests. Additional highlights include a formal dining room for hosting holiday celebrations and special occasions. Home has 4 heat zones, 200 amp electric and Luxury vinyl planking, along with a prime location close to shopping, restaurants, and everyday conveniences Enjoy all the wonderful amenities the Town of Smithtown has to offer, including beautiful parks, recreational facilities, and exclusive access to the Town's private North Shore beaches. This exceptional home combines space, comfort, and location—making it the perfect place to call home.

21 Wilson Avenue, Nesconset

$699,999

3 Beds ⋅ 1 Baths ⋅ 1030650 MLS

Well maintained cozy ranch on tree lined street in Smithtown on .63 property with a detached garage. This home offers a formal living room, dining room, den, eat in kitchen, w/propane cooking as well as 3 bedrooms and 1 full bathroom. There are Anderson windows, hardwood floors in Living room.

42 Pineacre Drive, Smithtown

$860,000

4 Beds ⋅ 3 Baths ⋅ 1030391 MLS

You must see the amazing layout of this sprawling 4 bedroom, 2 1/2 bath ranch with a separate office, nestled on a beautiful .52-acre property in the desirable Smithtown School District. With the bedrooms just a few steps up from the main living area, it has all the great features of a ranch while providing privacy from the main floor. From the moment you step through the front door, the beautiful foyer sets the tone for the spacious, welcoming feel found throughout. The main level offers wonderful one-floor living, with a formal living room, formal dining room, an expansive den, and a dedicated home office. The eat-in kitchen features granite countertops and stainless appliances with direct access to the deck, backyard and pool area. Just a few steps up, you'll find four comfortable bedrooms and two full baths, including a large primary suite complete with a sunken tub and walk-in closets — a true retreat at the end of the day. A full, partially finished basement adds even more flexible living and storage space. Outside, the backyard is made for entertaining and relaxing alike. Take a dip in the gunite inground pool with a waterfall feature, unwind on the back deck, and enjoy the ease of an inground sprinkler system keeping the grounds lush. A 3-car attached garage and circular driveway offer plenty of room for parking and storage. Gas heat, central air conditioning, and public sewer round out the home's practical comforts. Homes with this much space, on a lot this size, in this location, don't come along often.

29 Ivy Hill Drive, Hauppauge

$990,000

4 Beds ⋅ 3 Baths ⋅ 1029417 MLS

Set on a beautifully landscaped 0.80-acre corner property, this custom Farm Ranch offers space, comfort, and exceptional versatility. A welcoming entry foyer opens to a recently renovated eat-in kitchen featuring a striking double-sided fireplace. The bright and airy den is surrounded by walls of windows, while the formal dining room provides easy access to the deck through sliding glass doors. The main level also includes a spacious living room with a custom window seat and a convenient powder room. The first-floor primary suite is designed as a private retreat, complete with a sitting area or home office, a walk-in closet, and an oversized bath featuring a soaking tub and separate walk-in shower. Three additional bedrooms and a full hall bath provide plenty of room for family or guests. The full, partially finished basement offers an outside entrance, laundry area, utilities, and abundant storage or expansion potential. Additional highlights include radiant heat, hardwood flooring, central air conditioning, in-ground sprinklers, Andersen windows, a 150-amp electrical service, generator hookup, updated paver walkways, a roof replaced in 2021, burner installed in 2020, and a hot water heater replaced in 2021. Ideally located near town beaches, Landing Avenue Golf Course, the LIRR, shopping, and dining. This spacious home offers endless possibilities and is much larger than it appears.

19 Eckernkamp Drive, Smithtown

$899,999

4 Beds ⋅ 2 Baths ⋅ 1028706 MLS

Welcome to 41 Oak Street. This inviting High Ranch offers exceptional curb appeal with stately pillars, shingle style vinyl siding, Fieldstone accents, paver walkways, a charming Arbor enhancing the entrance to the backyard and an oversized Belgian Block lined driveway. The home is surrounded by mature landscaping offering natural privacy and a serene setting. Step inside to discover gleaming hardwood floors, sunlit living spaces enhanced by bay and bow windows, custom hand carved wood detailing and stain glass accents that create a warm inviting ambiance. The beautifully appointed kitchen, expansive den with a large skylight and a tastefully renovated full bathroom further enhance the home’s appeal. The versatile lower level offers excellent potential for extended living with proper permits. The sliding glass doors leads to your own private retreat. Multi-level Trex and wood decking with handcrafted built in benches, tiered wood walkways, a custom awning, tranquil fish pond, and a sparkling 20x40 in ground pool surrounded by stone pavers featuring a new liner complete this thoughtfully designed outdoor space. Additional highlights include a new 275 gallon Roth Oil tank, 200-Amp electrical service, a new first floor central air conditioning system, and a roof and siding that are approximately 10 yrs. old. Conveniently located near Smithtown Beaches, Smithtown Landing Golf and Country Club. All of-this is set on .50 acres in a truly desirable location. Don’t miss this wonderful opportunity to make this home your own and create lasting memories for years to come.

41 Oak Street, Smithtown

$799,000

4 Beds ⋅ 2 Baths ⋅ 1029526 MLS

Welcome Home To This Legal Mother Daughter & Beautifully Constructed Nesconset Colonial Nestled On An Expanded Corner Lot In The Award Winning Smithtown School District Featuring 4 or 5 Bedrooms, 2 Full Bathrooms, Welcoming Entry Foyer, Eat-In Kitchen w/ 3 Skylights, Granite Countertops & Double Sliders Leading Out To Back Deck, Hardwood Floors Throughout, Central AC, Full Basement w/ Tons Of Storage, New Roof, One Car Attached Garage, In-Ground Sprinklers & A Private Resort-Like Backyard w/ Oversized In-Ground Pool Perfect For Entertaining And/Or Relaxing, Plus Much, Much More! You Do Not Want To Miss This One!

26 Heritage Place S, Nesconset

$1,489,999

4 Beds ⋅ 4 Baths ⋅ 1027742 MLS

Welcome to 21 Wilderness Road, an exceptional Colonial set on two private acres in the Village of Nissequogue, where timeless design and thoughtful updates come together in a private, serene setting. Offering 4 bedrooms and 4 bathrooms, this residence delivers generous living spaces, refined finishes, and effortless everyday comfort. Hardwood floors, detailed crown molding, and an inviting floor plan create a warm yet elegant atmosphere throughout. The updated kitchen is appointed with granite countertops, abundant cabinetry, and flows seamlessly into the main living areas, making it ideal for both entertaining and everyday living. A fireside sitting area offers the perfect place to gather, while a dedicated home office provides the flexibility to function as a fifth bedroom, guest suite, or private study. One of the home’s most desirable features is its private deeded access to the pristine Long Island Sound, where scenic water views and shoreline access offer an exceptional coastal lifestyle. Additional highlights include an oversized two-car garage with attic storage, a newer Peerless boiler with a Riello burner, and an indirect hot water system for added efficiency. Surrounded by mature trees and lush landscaping, yet just minutes from the Nissequogue Golf Club, scenic nature preserves, and the charming village of St. James, this exceptional property offers a rare opportunity to enjoy privacy, recreation, and coastal living in one of Long Island’s most distinguished waterfront communities.

21 Wilderness Road, Nissequogue

$649,000

3 Beds ⋅ 2 Baths ⋅ 1028618 MLS

Charming 3-bedroom, 2-full-bath ranch in the heart of Nesconset! Lovingly maintained and ready for its next chapter, this home offers a functional layout, a private backyard, and endless potential to make it your own. Conveniently located near shopping, restaurants, parks, and major roadways. Don’t miss this wonderful opportunity!

150 Shenandoah Boulevard N, Nesconset

$990,000

4 Beds ⋅ 3 Baths ⋅ 1028829 MLS

Welcome home to this Post Modern Colonial, where an impressive two-story entry foyer creates a grand first impression. Beautiful hardwood floors, finished in a modern gray tone, extend throughout the entry foyer, staircase, formal living room, and formal dining room, creating a warm and cohesive flow. Designed for today's lifestyle, the home features a desirable open-concept kitchen and family room with a wood-burning fireplace flanked by custom built-ins, making it the perfect gathering space. The spacious primary suite offers a walk-in closet and a private ensuite bath, while a conveniently located first-floor laundry/mudroom with a new front-load washer and dryer adds everyday functionality. Set on a landscaped .43-acre property in the heart of St. James, the private, fenced backyard is an entertainer's dream, featuring an expansive paver patio with a built-in firepit plus a separately fenced saltwater inground pool with waterfall. Pool updates include new filter, heat pump, and Loop-Loc cover, as well as new pavers surround the pool area, while the gazebo provides the perfect place to relax. Thoughtfully updated for today's modern lifestyle, the home features a Smart Home system allowing you to control lights, doors, and central air from your smartphone, along with a security system with cameras for added peace of mind. Additional improvements include a 2020 roof, a 2024 natural gas heating system, CAC with the second-floor compressor replaced in 2023, a separate gas hot water heater, 200-amp electric service with a dedicated panel for an EV charger, and owned solar panels installed in 2020, providing lower electric costs and valuable property tax exemptions. (Note: Taxes being professionally grieved with an estimated $3,300 reduction; grievance is transferable to the Buyer.) Ideally located on a cul-de-sac and just a short walk to Lake Avenue's shops and restaurants, including the new Galiano Wine Bar. This home also offers beach rights to multiple Town of Smithtown beaches, proximity to parks, hiking trails, and nature preserves, and is situated within the highly regarded Smithtown Central School District.

4 Patricks Way, Saint James

$739,000

3 Beds ⋅ 2 Baths ⋅ 1028816 MLS

Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of St. James! Walking distance to shops, restaurants and transportation with taxes under 9k! The stunning 2025 kitchen renovation is the centerpiece of the home. Showcasing natural quartzite countertops, full height backsplash, a 9 ft island with waterfall, professional grade appliances featuring a 6 burner gas range with vented hood. A bar area with beverage center and secondary workstation sink. Original hardwood floors run throughout the home. The fully enclosed, heated and air-conditioned front porch offers year-round enjoyment. The main level also features a formal living room, a full bathroom, recessed lighting, and efficient 4-zone heating and 3-zone cooling for personalized comfort. Upstairs, you'll find the three bedrooms, and another full bathroom, served by 3-zone heating and 2-zone cooling. The partially finished basement was completed in 2024 and provides additional living space. It has it’s own dedicated heating and cooling zone, along with a front-loading washer and gas dryer. A new high-efficiency Laars wall-mounted gas boiler was installed in 2025. In 2026, the home was fully insulated and finished with maintenance-free Cedar Impressions vinyl siding. The oversized detached two-car garage is equipped with a 60-amp subpanel, multiple 20-amp outlets, and hot and cold water with waste plumbing—ideal for a workshop or hobby space. The property also features a beautifully designed paver patio complete with a wet bar (2024)—perfect for entertaining, ample driveway parking, RV parking, hot and cold exterior water spigots. Additional highlights include Andersen® Thermopane windows, newer architectural roof, new exterior doors, 200-amp electrical service with generator hookup, wifi smart thermostats & porch lights, and eight surveillance cameras. Ideally located a short walk to Lake Avenues shop and restaurants. This home also offers beach rights to multiple Smithtown beaches, close proximity to parks, hiking trails and nature preserves. Situated in the highly regarded Smithtown Central School District.

116 Railroad Avenue, Saint James

$979,000

4 Beds ⋅ 3 Baths ⋅ 1029017 MLS

Under Construction – Your Opportunity to Own a Beautifully Renovated Home in Smithtown! Welcome to this stunning 4-bedroom, 2.5-bath splanch, currently under a full renovation with today's modern buyer in mind. Upon completion, this home will feature a spacious and modern layout with high-quality finishes throughout. With the main floor having a Beautiful modern kitchen and a formal dining room. Also a comfy den and half bath, The Second floor will have a very large living room/family room. Beautifully finished wood floors throughout with all new lighting and central air. New windows and crown moldings throughout. * Cover photo is an AI rendering of finalized renovation* On the 3rd floor The primary suite will include a full bath and walk in closet. The 3rd floor will also have a full bath plus 3 very large bedrooms The house also has a large fenced in yard perfect for entertaining! Finally beautiful landscaping finishes throughout will provide privacy and great curb appeal

30 Glacier Drive, Smithtown

Start Your Search

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.