2,901 houses for sale in Smithtown town

Disclaimer: Agent Owned Property Note: Some listing photos have been virtually staged 28 Dartmouth Drive sits in College Estates, one of Smithtown's most established neighborhoods. Quiet streets, strong neighbors, and one of Long Island's top-rated school districts right outside your door. The home has been thoughtfully maintained and strategically updated where it counts. The home received a full house-wide plumbing replacement and renovated primary bath in 2024, followed by a new furnace and water heater in 2025. While most homes in this price range and era are carrying decades-old systems, this one is not. The home is on natural gas service throughout. Inside, the main floor flows from a formal living room into a separate dining room, den, and eat-in kitchen, well-proportioned spaces filled with natural light from original Anderson windows. The south-facing front of the home draws sun through the main living spaces for most of the day. Hardwood floors and handcrafted wood finishes r

Welcome to 10 Springmeadow Drive, an extraordinary legal two-family Colonial situated on a beautiful one-acre lot, thoughtfully designed for comfortable living, multigenerational households, or income-producing potential. The main residence features 5 bedrooms and 3 full bathrooms, while the secondary residence offers 2 bedrooms, 2 bathrooms, and a private fenced patio, providing flexibility to fit a variety of lifestyles. Step inside to a spacious foyer that leads to a first-floor bedroom, ideal for guests or private quarters, a beautifully renovated full bath, formal dining room, expansive living and family room highlighted by a cozy wood-burning fireplace, a brand-new eat-in kitchen with a butler’s pantry, laundry room, and mudroom. Abundant closet space, natural light throughout, and a detached two-car garage with attic storage add to the home’s exceptional functionality. Brand-new panoramic sliding doors create a seamless connection to the backyard and flood the living spaces with

Welcome to this beautiful & Spacious 5 Bedroom Colonial, ideally situated on a cul de sac & offering 3301Sq Ft of living space, not including the full basement. From the moment you enter you will appriciate the generous room sizes, beautiful oak floors and the comfortable flow throughout this impressive home. The granite Kitchen is designed for both everyday living and entertaining featuring a center island, ample cabinetry, and a covienient butlers pantry. A warm inviting wood burning fireplace creates a perfect setting for relaxing evenings at home. Step outside and discover your own private backyard oasis. Enjoy the oversized paver patio, perfect for outdoor dining and entertaining overlooking the beautiful heated saltwater inground pool. The basement provides valuble additional space and features an outside entrance offering endless possibilties. With aprroximately 3301 sq ft of living space, a Cul de sac location, this home offers the space, comfort and lifestyle you have been loo

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-ci

Welcome to 23 Dale Lane! This well-maintained 4BR, 3.5BA multi-level home on. 25 acre offers exceptional versatility for comfortable single-family or multigenerational living. The inviting entrance foyer leads upstairs to the living room, dining room and eat-in kitchen overlooking the lower-level den, featuring a wood-burning fireplace and sliding glass doors to a Trex deck and inviting in-ground pool. A powder room, laundry and utility rooms complete this level. Upstairs features a spacious primary ensuite with walk-in closet, two additional bedrooms and full bath. An open staircase off the entrance foyer leads to the lower level that offers a fourth ensuite bedroom, providing privacy and flexibility for guests or multigenerational living a versatile office, storage and recreation area with cabinetry, sink and private outside entrance. PVC fencing adds privacy. First and Second Level 1957 Sq. Feet and Lower Level with outside entrance 774 Sq. Feet Come see for yourself and fall in lov

Welcome to 49 Collins Avenue in Kings Park, a well-maintained 3-bedroom, 2-bath Cape offering a spacious and versatile layout with plenty of room both inside and out. From the inviting covered front porch to the beautifully kept property, this home is ready for its next owner to make it their own. Inside, you'll find hardwood floors throughout much of the main living space, including a bright and spacious living room and formal dining room. The large eat-in kitchen features abundant cabinetry, generous counter space, a center island with seating, and easy access to the backyard. With three bedrooms and two full bathrooms, the home's Cape-style layout provides flexibility for a variety of living arrangements, including a generously sized upstairs bedroom. The full basement offers an impressive amount of additional space, including a large finished recreation area along with plenty of room for storage and utilities. Outside, enjoy a fully fenced backyard with a paver patio and plenty of

This beautifully maintained and spacious Split Level home has so much to offer! Enjoy a wonderful open floor plan! Gourmet Eat in Kitchen w/ designer tray ceilings, surround sound speaker system and new appliances, Living Room is perfect for relaxing or entertaining, beautiful ceramic and hardwood flooring, French sliding doors lead to deck and manicured grounds. 2 Updated Baths, IG Sprinkler System, Attached 1 car garage. Crown moldings, recessed lighting, generous storage and spacious rooms throughout make this the home that you have been waiting for. Come see and fall in love!

All Offers by 12 noon Sunday 9/13/26. Legal 3 family Home. 3 Separate 275 Oil Tanks in basement, 3 separate Oil burners in Basement, 3 Electric Meters in Basement. 2 Gas meters. Tenant pays Electric, Oil bills and 2 apts pay Gas bills for cooking. Landloard pays Water Bill. 2 Detached Garages with 2 separate driveways. (1) 1.5 garage and (1) 1 car oversized. Plenty of off road parking. 2 large driveways. Updates include: Vinyl siding, windows, Roof 6 yrs old, some appliances, plumbing, cesspool, 1 Oil Burner. 1 Bathroom. Some flooring. Freshly Painted. Current 2 tenants are month to month no leases. 1 Apt Vacant. Less than 1 mile to Main St Village & LIRR station. Close to Sag Pkwy & St. Catherines Hospital

Opportunity knocks in Kings Park with this 4-bedroom, 2-bathroom Cape priced to sell and bursting with potential. Nestled in the charming town of Kings Park, this property represents a prime opportunity to customize and add incredible value. Close proximity to Sunken Meadow State Park, LIRR, downtown Kings Park Village restaurants and stores. Kings Park SD

Well maintained Dutch Colonial on a corner lot in the beautiful Oakwood Forest neighborhood. This home is made for entertaining. Many upgrades throughout on the main floor and an office/flex space in the primary suite. Great closets! Your backyard oasis is ideal for barbeques or quiet dinners under the pergola or in the screened in porch, sitting around the firepit or swimming in the inground saltwater pool. Added highlights include solar panels for energy savings, 5-zone heating, tankless on demand water heater, updated bathrooms and kitchen. This house truly is a home!

Welcome to 4 Holly Lane in Nissequogue, an impressive estate style residence set behind a sweeping circular driveway and surrounded by beautifully manicured grounds, mature trees, and expansive lawns. Step inside to a dramatic two story foyer that introduces a bright, spacious interior featuring hardwood floors, elegant formal living and dining rooms, and a stunning great room with soaring ceilings and a floor to ceiling stone fireplace. The well appointed kitchen offers abundant cabinetry and counter space, stainless steel appliances, and a sun filled breakfast area overlooking the backyard. A bright sunroom provides seamless access to the home’s exceptional outdoor entertaining spaces. Upstairs, the expansive primary suite features vaulted ceilings, a window lined sitting area, and a generous en-suite bath with dual vanities and soaking tub. Additional spacious bedrooms and a large bonus room provide tremendous flexibility for today’s lifestyle. Outside is where this property truly s

Expanded Ranch with Open Floor Plan, Huge Family Room with Pellet Fireplace Insert, 4 Bedrooms, 2 baths, Detached Heated 2 Car Garage, Gunite In Ground Salt Water Pool w/ Loop Loc Cover, 150 Amp Service with Transfer Switch for Generator, Desirable Gas Heat, Central Air-5 Years Young, In Ground Sprinklers, Wood Floors, Attic Fan, Large Driveway, Smithtown Schools with HS West, New Stove, Granite Counters, Beautifully Landscaped and MORE!

An address worth saying yes to! There are certain streets that make you slow down before you ever reach the house. Swan Place is one of them. Tucked within the coveted Village of Nissequogue, the approach winds past estate-like homes beneath a canopy of mature trees, quietly setting the tone for what awaits. Set on two naturally beautiful and private acres, this is a home with presence, but also one that feels remarkably warm once inside. The sense of occasion begins the moment you step inside. A dramatic two-story foyer is anchored by a grand curved staircase, its sweeping wood balustrade gracefully arcing above the entry and continuing into an elevated, bridge like balcony overlooking the marble floor below. Beyond, the home opens to a spectacular two to three story Great Room, where soaring ceilings, architectural detail and walls of natural light create a space that feels impressive yet inviting. It is a beautiful first impression, sophisticated in design, and unmistakably special.

Exceptional Extra-Large, Charming Home with Resort-Style Backyard & Incredible Flexible Living Space. This is a WOW House with lots of character! Welcome to this truly special DIAMOND Cape-style, well maintained home, set on beautiful half-acre grounds and offering an impressive blend of quality craftsmanship, modern updates, and exceptional versatility; Quality details continue throughout this home with solid interior doors, hardwood floors in most of home, recessed lighting, and Sonos speakers on the first floor, custom blinds, 50 year roof', clapboard siding with maintenance free shingles, updated electric. This home offers much more than meets the eye, it offers multiple stunning living spaces with an oversized two-car garage, and an incredible backyard retreat! The MAIN section of this large home features four bedrooms, 2 1/2 baths, and a finished basement with adorable summer kitchen, outside entrance and egress window creating wonderful flexibility for guests, recreation, hobbie

Welcome to this rare legal side-by-side duplex on a quiet, tree-lined street in the heart of Kings Park — an incredible opportunity for investors or an owner looking to live-and-rent. Each identical unit offers an expensive living area, updated kitchen, 2 bedrooms upstairs, full bathroom, a basement, and its own private backyard — ideal for tenants or an owner-occupant who wants space and privacy. The property has been thoughtfully updated throughout, offering peace of mind and minimal near-term maintenance. One unit is currently occupied with a paying tenant, and the other is vacant and move-in ready — giving buyers true flexibility: live in one side and rent the other to offset your mortgage, or rent both units for maximum cash flow from day one. Enjoy low property taxes and an unbeatable location just a short walk to Main Street shops and restaurants and the LIRR Kings Park train station — a commuter's dream with easy access into the city. Whether you're an investor seeking strong r

Welcome home to this beautifully updated 3 Bedroom 2.5 Bath Townhome located in the Willow Wood Community with Smithtown Schools. This spacious home features updated Kitchen and Baths, The Master Bedroom Suite has Vaulted Ceilings, 2 walk in closets, an ensuite Bath with Double sinks, Jetted Tub and Walk In Shower. The generously sized Living Room has Gas Fireplace, with sliders to a private Patio, Gas Cooking and Heating, CAC and a 1 Car Garage

This Yablonski Built Home is Located In The Village of Nissequogue and is Nice Center Hall Colonial with Some Renovations, (Kitchen) Done 5 years ago. The Foyer Floor is Original Parquet and the Banister Leading up The Stairs is Quite Impressive. There are 4 Large Bedrooms, Primary Has its Own En-Suite and a Walk In Closet. All Located on the second Floor. There is Also A Half Bath Up There as Well. A Large Kitchen with Tons of Storage and a Sit Down Island and The Perfect Banquet Bar with a Sink and Eating Area with a Fireplace, Where a Wall of Windows Fill The Room With Light. There is Also a Large Dining Room For Gatherings. The Extra Large Living Room Has Many Windows as Well, it Also Has a Window Seat For Curling Up and Reading a Book, Here is Where you Will Find Another Fireplace. To Top it Off The Original Hardwood Floors are Still in Perfect Condition. There is a Large Full Basement That is Unfinished That Can Be Accessed From Inside The Home and The Garage. There are 2 Acres T

Welcome to 22 Gemini Lane, Nesconset — An Incredible Expanded Ranch on a Beautiful Property! *. This custom home is much larger than you can imagine, offering extensive living space, multiple additions, and numerous updates throughout. Set on a picturesque tree-lined property, the home welcomes you through a spacious foyer that leads into a thoughtfully designed interior. The oversized kitchen is truly the heart of the home, featuring high-end cabinetry, upgraded appliances, abundant storage, and a convenient laundry area just off the kitchen. The adjoining breakfast area is the perfect spot to enjoy your morning coffee and start the day. The private, expanded primary bedroom offers a peaceful retreat with double closets and a beautifully appointed en-suite bath. Multiple skylights throughout the home fill the living spaces with wonderful natural light. Enjoy every season in the spacious all-season room — perfect for relaxing, entertaining, or gathering around the table for board games

Located in the sought-after area of Smithtown with only one prior owner. This spacious 4-bedroom, 2.5-bath Colonial offers plenty of room to live, work, and entertain. Featuring beautiful hardwood flooring throughout, this home boasts a 2-car attached garage with two new electric doors. En-suite master offers a walk-in closet and tremendous space. The den is warm and inviting with a wood-burning fireplace, while newer windows throughout provide added comfort and efficiency. The first-floor laundry room includes a new washer and dryer for added convenience. Two high-efficiency ductless AC systems on the first floor provide cooling in the warmer months and supplemental heat when needed. The basement offers a large, versatile space with excellent storage potential. Near all shops and mins away from the LIRR-A wonderful opportunity to make this spacious Smithtown Colonial your next home!

Come Live A Lifestyle in this very Desirable 24/7 Gated Golf Community with Amenities. This 4 Bdrm, 3 Bth Colonial style Home offers endless possibilities to make this the home of your Dreams! The Grand entrance foyer boasts a soaring 20 ft Ceiling/ chandelier on a power switch, as well as beautiful architectural moldings. The main level includes a Formal Living Room, Formal Dining Rm, Great Rm/Wood Burning Fplc, EIK/Beautiful Wood Cabinets, Full Bthrm, Office or 4th Bdrm & Mud Room. Double Sliding Doors from the Kitchen & Great Rm lead out to a pavered patio which overlooks tranquil views of the 2nd Fairway. The 2nd level features a Primary Bdrm /3 large Closets & Master Bthrm/Jacuzzi Tub, Double Sinks, Toilet & Linen Closet. There are 2 additional Over Sized Bdrms/ a Full Bathroom. The Laundry Rm is conveniently located on the 2nd Floor/Washer, Dryer & Slop Sink. This Beautiful Home Offers CAC, CVAC, Alarm System, Gas Heat & Gas Cooking, & Sprinkler system. The Lower Level offers a F

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 l

When opportunity knocks the door must be opened. Welcome to 57 Brooksite Drive. A stunning single unit home in the heart of Smithtown NY sitting on nearly a half an acre of property. Renovated just over 1 year ago this home is being offered to the market at an amazing opportunity to be purchased as turn key as they come. Enjoy the state of the art renovations throughout the property including a finished basement, a first floor master bedroom, and an open concept dining room & kitchen. Spark up the fire and sit with the entire group as you enjoy the fully functional living room fireplace. Walk out your sliding door and gaze at your massive nearly half acre of land where you can host and entertain your friends. Got a project? Your attached garage gives you plenty of space to park your car and sustain your handyman fix. This property needs absolutely nothing except your willingness to enjoy it's perfection. This is a truly ICONIC home!

Welcome to 5 Kenny Street, a charming ranch-style home nestled in the heart of Smithtown. This delightful residence boasts three comfortable bedrooms and two full bathrooms, ensuring ample space for all. Upon arrival, you are greeted by the home's impressive curb appeal, set on a generous. 34-acre flat parcel. Inside, discover the hidden treasure of hardwood floors beneath the carpeting, preserved for years and ready to shine. The home is equipped with central air conditioning, an updated heating system, and a modern hot water heater for your comfort. Recessed lighting is throughout the house. The spacious living room invites relaxation, while the separate den, enhanced with a cozy gas fireplace, provides an intimate retreat. The kitchen shines with updated stainless steel appliances, a vaulted ceiling with a skylight, and a convenient formal dining room stands ready for your meals and gatherings. The primary bedroom offers the luxury of an ensuite bathroom. The second full bathroom ha

Bring Your Vision To This Spacious 4 Bedroom, 2 1/2 Bath Colonial Situated On Over A 1/2 Acre Level Property In Nesconset. It Features Plenty Of Living Space Enhanced with an Enclosed Porch, Hardwood Oak Floors, Wood Burning Fireplace, 2 Car Garage And Full Basement. Priced Right And Ready For Your Personal Touch!

A Rare Opportunity to Create Your Custom Estate on Long Island Opportunities like this are exceptionally rare on Long Island. Set within one of the area’s most prestigious and private villages, this extraordinary new-construction estate offers the space, privacy and ability to customize that are increasingly difficult to find. Privately positioned on a breathtaking 2.35-acre wooded property with an additional one-acre private driveway, this impressive 7,000+ square-foot residence has been thoughtfully designed to combine timeless architecture with today’s most sought-after luxury amenities. Construction has progressed to the point where private tours can now be scheduled, while still offering the opportunity to personalize select finishes and make this remarkable home your own. A sweeping asphalt and stone driveway with cobblestone edging leads to the grand two-story traditional residence and oversized three-car garage. Inside, dramatic proportions immediately set the home apart, with

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 b

Meticulously maintained 4 bedroom/3 bath expanded ranch (2300 square feet living space) in the heart of Smithtown. Same loving owner for the last 40 years. Large living room, formal dining room and eat-in kitchen with Andersen sliders to backyard. Primary suite extension with high ceilings, full bath and massive walk-in closet. Junior suite with full bath and walk-in closet. Long list of renovations and recent upgrades including 2025 new roof with 50 year warranty, 2025 gutters, upgraded 150 amp electric with generator plug-in, 2015 Peerless Cast-iron boiler with storage tank maintained regularly. Pella windows throughout. 2026 pumped and serviced both cesspools. Recently replaced oil tank with properly filed abandonment. Central air conditioning. Huge professionally landscaped property with in-ground sprinklers, outdoor lighting/speakers, TREX composite deck, patio and fire pit. Attached garage with additional attic storage. Truly turn key spotless move in condition home. Taxes have b

Excellent two-family investment opportunity in desirable Kings Park! This renovated legal two-unit home features a total of 6 bedrooms and 2 full bathrooms, with each unit offering its own separate living space. Renovated in 2019, this property offers updated interiors, two separate gas meters, and great rental potential. Both units are currently occupied by tenants, providing an excellent opportunity for investors seeking immediate income. Conveniently located near shopping, transportation, parks, and all that Kings Park has to offer. A fantastic turnkey investment property with strong income potential—don’t miss this opportunity!

Super Clean Home that Features 4 Bedrooms, 1.5 Baths, Hardwood Floors, Anderson Windows thru-out, 2025 New Burner, Whole House water filtration system, Roof 2011, Granite EIK around 2018, Fireplace in Family Room, Pull Down-stairs for attic storage, 200 AMPS Electric, Expanded Driveway plus 2-Car Garage, Natural Gas in street already if you want to convert, Fenced Yard with Deck, Patio, Gardens, Shed for storage, and Low Maintenance yard to maintain. Taxes $12k per year, Need Smithtown Schools, then view this home located close to town

New to Market in the Coveted Village of Nissequogue-Set on a beautiful and private 2.29-acre parcel in the highly sought-after Village of Nissequogue, this charming California-style Ranch offers a wonderful combination of space, comfort, and timeless appeal. Featuring three bedrooms and two full baths, the home welcomes you with vaulted ceilings and an inviting, open sense of space. The spacious living room and generously sized dining room each feature a wood-burning fireplace, creating warm and inviting settings for everyday living and entertaining. An expansive sunroom provides an exceptional gathering space, perfect for large celebrations, casual entertaining, or simply enjoying the peaceful surroundings and natural light. The home also offers a full unfinished basement, providing abundant storage and exciting potential for future living or recreational space. Additional highlights include a convenient two-car attached garage and a private, picturesque setting surrounded by mature l