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Smithtown NY Real Estate & Homes for Sale

48 Properties Found

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$725,000

6 Sycamore Dr Smithtown, NY 11787

MLS: 875513 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,240
Status:
NEW LISTING
MLS#:
875513
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1962
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Legacy Estate Realty 516-682-2803
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ADDITIONAL INFORMATION

Immaculate 3-bedroom, 2-bath Hi Ranch in the desirable Smithtown School District featuring hardwood floors throughout and a beautifully updated kitchen with granite countertops, stainless steel appliances, and a brand-new refrigerator. The spacious bedrooms offer ample closet space, while the oversized family room with a wood-burning fireplace provides the perfect gathering space or can easily be converted into a fourth bedroom. Additional features include a full bathroom and laundry room with a new washer and dryer, central air conditioning, and a large utility room with outside access to the backyard. Enjoy a brand-new deck, a backyard patio, and plenty of space for a pool. Recent upgrades include new siding, insulation, gutters, Anderson windows, and a brand-new cesspool. Enjoy access to Smithtown beaches and parks. Appearance: Excellent.

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$899,000

27 Dorchester Rd Smithtown, NY 11787

MLS: 878710 Photos

Open House:

Saturday, 6/21 12:00-2:00PM

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
2,058
Status:
NEW LISTING
MLS#:
878710
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1966
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Davis Real Estate Group LLC 917-995-5746
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ADDITIONAL INFORMATION

A beautifully renovated colonial located on a corner lot in the highly sought after Smithtown School District. This 4-bedroom, 2-bathroom home offers the perfect blend of charm, space, and modern renovations and is truly move-in ready. From the moment you step inside, pride of ownership is evident. Hardwood floors throughout the home, a beautifully fully renovated kitchen, formal dining room, spacious living room with a cozy wood burning fireplace, and a separate den ideal for relaxing or entertaining. Both bathrooms have been stylishly renovated, and the primary bedroom includes a large walk-in closet (4th bedroom). 4th bedroom can easily be converted back to a bedroom. Downstairs, enjoy a partial finished basement complete with a laundry area. Additional interior upgrades include new electrical throughout, new recessed lighting (high hats) throughout, and a new central AC compressor with an air purification system. Step outside to your private backyard featuring a heated in-ground pool, covered patio perfect for outdoor entertaining. Recent upgrades include a new pool liner, pool pump, chlorinator, multi-port system, and pool light. Solar panels to heat the pool (no added monthly cost!) New PVC fencing for privacy. Natural gas hook-up ready for a generator perfect for future expansion or generator installation. This home is just minutes from top-rated schools, parks, shops, and transportation. Don’t miss this incredible opportunity to own a stunning home in one of Smithtown’s most desirable neighborhoods. Schedule your showing today!

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$1,799,000

109 Oakside Dr Smithtown, NY 11787

MLS: 877074 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
2,283
Status:
NEW LISTING
MLS#:
877074
Type:
Single Family
Lot size:
2 Acres
Year built:
1960
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Signature Premier Properties 631-751-2111
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ADDITIONAL INFORMATION

Luxury Living & Exceptional Horse Property in the Heart of Smithtown Set on 2 picturesque acres in a highly desirable Smithtown location, this 4-bedroom, 4-bath home offers the perfect blend of refined residential comfort and premium equestrian amenities - a rare and remarkable find. Inside the home features an open floor plan that flows effortlessly for modern living. An updated eat-in kitchen with granite countertops and stainless steel appliances opens to a spacious family room centered around a striking stone fireplace, ideal for relaxing or entertaining. Refinished hardwood floors, recessed lighting, and custom moldings elevate the space, while the freshly painted interior and updated baths offer a move-in-ready experience. The large main bedroom includes direct access to the backyard and deck - your own private retreat . A fully finished basement adds even more versatility to meet your lifestyle needs. Step outside to an expansive Azek deck with an outdoor stone fireplace and tranquil waterfall, creating a peaceful backdrop for gatherings or quiet evening. This is more than a property - it's a special, one-of-a-kind equestrian haven. The meticulously maintained 4-stall barn is equipped with heat lamps on timers, a heated tack room with slop sink, and a hayloft for streamlined storage. PVC- fenced paddock is fully outfitted with lighting and irrigation, offering exceptional care and convenience for your horses. A rare opportunity to own a turnkey home and horse property in a prime Smithtown setting - where luxury, lifestyle, and land come together beautifully.

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$2,150,000

4 Nadia Ct Smithtown, NY 11787

MLS: 876809 Photos
Beds:
5
Baths:
5.00
Sq.Ft.:
4,677
Status:
NEW LISTING
MLS#:
876809
Type:
Single Family
Lot size:
1 Acres
Year built:
2007
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-758-2552
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ADDITIONAL INFORMATION

Welcome to 4 Nadia Court, a custom-designed 5 bedroom, 4.5 bath masterpiece nestled in one of Smithtown’s most sought-after enclaves. Perfectly positioned near the serene Nissequogue River and adjacent to Arthur H. Kunz Park and Smithtown Landing Golf Course, this home offers a rare blend of natural beauty, convenience, and upscale amenities. The Grand entry leads to everything you are looking for in Luxury living. Crafted for both everyday comfort and high-end entertaining, this property boasts a spectacular backyard oasis featuring a 50x20 heated infinity-edge pool finished in Diamond Brite, highlighted by cascading water features and sleek landscape lighting throughout the grounds. The entire pool system is fully automated and can be controlled remotely via a smartphone app, offering seamless modern convenience. Enter to an impeccably appointed chef’s kitchen with a Wolf built-in natural gas grill, Wolf range and oven, Sub-Zero refrigerator and drawer fridge, Thermador dishwasher, Fisher & Paykel drawer dishwasher, and a third dishwasher, this kitchen also features a Miele built-in cappuccino machine, warming drawer, and wine cooler—everything you need to host in style. The main living areas are enhanced with a Russound multi-room audio system extending to the living room, kitchen, and primary suite. Throughout the home, enjoy 4-zone heating and air conditioning, central vacuum, and designer touches including Hunter Douglas automated window shades. Automobile enthusiasts will appreciate the temperature-controlled garage, complete with its own split HVAC system and a car lift, perfect for storing an additional vehicle. The entire home is protected by a Generac natural gas whole-house generator, offering peace of mind in any season. More amenities include a full gym, sauna, and a custom-designed bar—ideal for relaxing or entertaining guests year-round. With every inch thoughtfully upgraded and no detail overlooked, This home is a rare opportunity to own a truly turn-key luxury residence in the heart of Smithtown.

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$779,000

305 Devon Ln Smithtown, NY 11787

MLS: 876849 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,113
Status:
NEW LISTING
MLS#:
876849
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1961
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Howard Hanna Coach 631-499-1000
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ADDITIONAL INFORMATION

Step inside this stunning 4-bedroom, 2.5-bath Colonial located in the highly sought-after Smithtown area. This beautifully maintained home offers all the amenities today's buyer is looking for. Entertain with ease in the open-concept floor plan, and enjoy preparing meals in the chef’s kitchen while staying connected with your guests. A first-floor bedroom and full bath provide the perfect setup for hosting overnight guests or extended family. Cozy up by the gas fireplace on chilly winter evenings, adding warmth and ambiance to your living space. The basement creates even move space to enjoy. Step outside to your very own staycation paradise — the backyard is ideal for summer barbecues, relaxation, and making lasting memories. Upstairs, the spacious bedrooms provide a peaceful retreat — perfect for unwinding after a long day. The additional highlightsincludes: Solar panelsfor energy efficency, beautifullyupdated bathrooms, Gleaming hardwood floors, updated roof, siding, electric, decking,pavers, & a young saltwater headed pool. This highlights makes this home stand out even more.

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$850,000

16 Wildwood Ln Smithtown, NY 11787

MLS: 877056 Photos
Beds:
5
Baths:
3.00
Sq.Ft.:
2,204
Status:
NEW LISTING
MLS#:
877056
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1958
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Winzone Realty Inc 718-899-7000
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ADDITIONAL INFORMATION

House For Sale.

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$999,999

40 Dillmont Dr Smithtown, NY 11787

MLS: 876749 Photos
Beds:
5
Baths:
3.00
Sq.Ft.:
2,580
Status:
NEW LISTING
MLS#:
876749
Type:
Single Family
Lot size:
0.69 Acres
Year built:
1986
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Signature Premier Properties 516-799-7100
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ADDITIONAL INFORMATION

Welcome home to this absolutely spectacular dream home nestled on just shy of an acre of land!!! Situated in the highly sought after town of Smithtown, this home will check all the boxes off on your forever home wishlist!! Enjoy morning coffees sitting in your fully screened in lanai! Throw your largest party and cool off in your private pool or sit back and relax on your custom deck filly equipped with a custom stone bar!!! Possible M/D with proper permits, this home has so much space!!! The first floor has been completely renovated!! Minutes away from shopping, transportation and parks!! Welcome Home!!!

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$880,000

41 Grassy Pond Dr Smithtown, NY 11787

MLS: 876222 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
3,153
Status:
NEW LISTING
MLS#:
876222
Type:
Single Family
Lot size:
0.43 Acres
Year built:
1965
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: HomeSmart Premier Living Rlty 516-535-9692
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ADDITIONAL INFORMATION

Backyard Paradise in Smithtown Pines!!! Don’t judge a book by its cover—this home is full of surprises! What looks modest from the outside opens up into an incredible retreat, especially in the backyard, where every day feels like a summer vacation. Unwind on the maintenance-free Trex deck, fully covered and equipped with a ceiling fan, perfect for sipping your morning coffee or enjoying quiet evenings. Step down to your expansive in-ground, heated saltwater pool, complete with a brand-new liner and surrounded by elegant brick pavers. Adjacent to the pool is a versatile space—ideal for your dream pickleball court or other sport setup. Inside, the home features an open floor plan with gleaming hardwood floors throughout, beautiful crown molding and a cozy wood-burning fireplace. The updated kitchen is a showstopper, boasting granite countertops, stainless steel appliances, a wine fridge, and a spacious island—perfect for entertaining. Most closets are cedar lined. Originally a four-bedroom layout, the home has been reconfigured to create a luxurious primary bedroom with a huge walk-in closet and large sitting area. Two additional generously sized bedrooms and a full bathroom complete the upper level. The finished basement is a true bonus, featuring high-end wood paneling, spacious family room, a bar area, ample storage, closets galore, a laundry area, a separate outside entrance, and an oversized full bathroom—ideal for entertaining or multigenerational living. Additional features include: Central air conditioning, Central vacuum system, alarm system, in-ground sprinkler system, paved driveway. Located in the desirable Smithtown Pines community, this home offers exceptional value with lower taxes and an unbeatable backyard oasis. Don’t miss your chance to live and relax in style—this one will NOT LAST!

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$1,199,000

67 Lindron Ave Smithtown, NY 11787

MLS: 874668 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
3,028
Status:
NEW LISTING
MLS#:
874668
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1983
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Signature Premier Properties 631-360-2800
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ADDITIONAL INFORMATION

Stunning 4 Bedroom 4 Bath Custom Colonial Home Located In a Quiet Cul-De-Sac In North Smithtown. Beautiful Curb Appeal With Marble & Slate Driveway. Impressive 2-Story Stone Entryway, Vaulted Ceilings & Custom Woodwork Throughout. Spacious Interior With Over 3,000 Square Feet Offering Both Luxury & Comfort. Meticulously Maintained, This Home Has It All!!! An Abundance Of Luxurious Finishes On Every Level: Gleaming Hardwood Floors, Stone Fireplace, Iron Stair Railings, Wainscoting, Radiant Heat Flooring, Grand Chefs Kitchen W/Large Center Island, Marble Bathroom, Walk In Closets & So Much More. Private Outdoor Space Is An Oasis Complete W/An In-Ground Free Form Gunite Pool, Waterfall, Fireplace, Gazebo & Basketball Court. Perfect For Entertaining! Conveniently Located Close To Schools, Parkways, Shops & Parks. Taxes W/Star $19,174

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$885,000

4 Candlelight Ct Smithtown, NY 11787

MLS: 875305 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,922
Status:
Active
MLS#:
875305
Type:
Single Family
Lot size:
0.53 Acres
Year built:
1983
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: DeBarbieri Assoc Inc 631-862-7447
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ADDITIONAL INFORMATION

Welcome to this Custom Contemporized Colonial W/ Two Story Entrance Foyer, Vaulted Ceilings, Two Car Side Entry Garage & 3/4 Unfinished Basement. This Three bedroom Two and a half Bath Home has a Den W/ Wood Burning Fireplace & Large Eat In Kitchen. Two Zone Burham Furnace W/ Riello Head, CAC, 200 Amp Electric, Public Water. Architectural roof +/- 5 Years Old, Inground Sprinklers, Cedar Wood & Fieldstone Siding, Blacktop Half circular driveway, Large Bi Level Rear Deck & level Private Evergreen Screened Rear yard. Central Vac as-is.

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$1,250,000

36 Woodland Ln Smithtown, NY 11787

MLS: 875856 Photos

Open House:

Saturday, 6/21 12:00-2:00PM

More Open House Info >

Beds:
5
Baths:
3.00
Sq.Ft.:
2,850
Status:
Active
MLS#:
875856
Type:
Single Family
Lot size:
0.53 Acres
Year built:
1975
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Signature Premier Properties 631-754-3600
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ADDITIONAL INFORMATION

Inviting, Peaceful, Warm And Immaculate, A Few Words To Describe The Home You’ve Been Looking For. Recently Transformed From Being Outdated And Neglected, 36 Woodland Could Now Just Be The Home Of Your Dreams. The Lush Landscaping And Grand Stone Walkway To The Front Door Is Only The Beginning Of The Beautiful Updates That Have Been Made. Enter Into The Grand Foyer Where You Will Immediately Notice The Luxury Vinyl Floors That Run Throughout The Main Level. The Foyer It Is Open To The Living Room, Dining Room, Den And Brand-New Kitchen. The Kitchen Has A Beautiful Glass Tile Backsplash, A Large Wall Pantry, Large Center Island With Room For Stools, A Microwave Draw, New SS Appliances And Kitchen Hood. Flooded By Natural Light From The Skylight And New Sliding Glass Entry Door To The Outside Deck, This Is The Area Of The Home You’ll Probably Spend Most Of Your Time In, As The Space Is Also Shared With The Den Boasting A Full Wall Brick Fireplace With Gas Insert For Those Cold Winter Days. The Home Is Beautifully Lit With All New High Hats Throughout. The Main Floor Also Has The Primary Bedroom With Full Bath, One Walk In Closet And A 2nd Closet. There Are 3 Additional Bedrooms And A Full Bathroom. The Designer Lower Level Is A Luxury With A Beautiful Summer Kitchen, The 5th Bedroom, A 2nd Den And A Full Bathroom For Pool Guests. There Is Plenty Of Storage, An Entrance Into The 2-Car Garage And A Stackable Laundry System. The New Sliders Open To A Large Beautiful Brick Patio, A Vinyl Inground Pool (33x17) And A Luscious Yard With New Plantings (Kept Well-Watered By The 9 Zone In-Ground Sprinklers) The Yard Is So Lovely For Entertaining In The Summer. The Updates Are Extensive And Well Thought Of: 200 Amp Electric Service And Panel; Hydro Air – New Air Handlers, Condensers & Duct Coils; Hot Water Heater (Gas 40 gallon); Gutters & Leaders. You’ll Find The Front Facade Of The Home To Be Hardy Board With Newly Stained Color Match Cedar Sides. Wiring Has Been Put In Place For A Future Electric Car Charging Station. There Really Isn’t Much Else You Would Have To Think Of, Just Turn The Key And Enjoy A Beautiful Place To Call Home.

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$1,200,000

2 The Spout Smithtown, NY 11787

MLS: 875664 Photos
Beds:
5
Baths:
3.00
Sq.Ft.:
2,800
Status:
Active
MLS#:
875664
Type:
Single Family
Lot size:
1 Acres
Year built:
1958
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-584-6600
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ADDITIONAL INFORMATION

Tucked Away on a Beautifully Landscaped Acre of Flowering Trees and Carefully Planned Gardens This Yablonski Built Farm Ranch is Nearby to Both Hamlets of Smithtown and Saint James and all they offer. Built and Designed with Quality Craftmanship, This Residence Blends Timeless Detail and Modern Conveniences for an Elegant but Comfortable Home. Guests Will Be Welcomed From a Covered Front Porch Into a Gracious Living Room with Wood Burning Fireplace and Custom Built in Shelving. Both the Living Room and Dining Room Provide for Elegant Gathering Spaces. The Well Designed Kitchen with Cherry Cabinetry, Stainless Steel Appliances, Granite Countertops, Functional Island, and Sunlit Breakfast Area Flow Into a Welcoming Den with Vaulted Ceiling and Wood Burning Fireplace. The First Floor Primary Suite with Full Bath and Walk In Closet is a Private Retreat, While the Additional 4 Bedrooms Offer Versatility for Family or Guests. The Home Has Been Very Well Maintained and Has Many Upgrades Including 41 New Windows, Superstore Hot Water Heater, Roof and Cesspool. The Rear Yard with Paver Patio, Free Form Inground Pool, and Lovely Gardens is a Tranquil Oasis Ideal for Quiet Enjoyment or Gracious Entertainment. Close to Local Shopping, Local Restaurants, Area Long Island Sound Beaches, Stony Brook University and Medical Center. Smithtown Schools.

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$1,175,000

44 Croft Ln Smithtown, NY 11787

MLS: 875887 Photos

Open House:

Saturday, 6/21 1:00-3:00PM

More Open House Info >

Beds:
3
Baths:
4.00
Sq.Ft.:
3,197
Status:
Active
MLS#:
875887
Type:
Single Family
Lot size:
1.35 Acres
Year built:
1999
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Eric G Ramsay Jr Assoc LLC 631-665-1500
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ADDITIONAL INFORMATION

Welcome to 44 Croft Lane Smithtown, a stunning Colonial built in 1999, ideally situated on 1.35 Acres in the heart of horse country. This exceptional property is adjacent to Byldenburgh Park, offering direct access to miles of scenic riding and hiking trails. Step inside to a grand 2 story foyer that leads to a formal living room and formal dining room. The spacious eat in kitchen features stainless steel appliances, a butlers pantry, and flows into a cozy den that is perfect for relaxing or entertaining. Additional 1st floor highlights include a laundry room, mudroom and powder room. The Expansive primary ensuite includes walk in closets,a full bath, and a large bonus room ideal for a home office or nursery. Two additional generously sized bedrooms and a full bath complete the 2nd floor. Hardwood floors run throughout, and storage is abundant with tons of closets. The full finished basement provides flexible guest space or recreational areas. Additional features include a 2 car garage, 3 zone oil heat, 2 zone central air, and 6 zone in ground sprinklers. Enjoy Summer in the beautiful 18X36 heated salt water pool surrounded by paver patio and a Trex deck, all within a fully fenced yard. This unique equestrian property is zoned for 3 horses with each stall offering in and out paddocks, heated Nelson automatic waterer's, a 100X110 lit sand riding arena with new footing, a tack room, 4 ton hay barn, wash stall, and 4 new frost free hydrants. Located in the Smithtown School District, this property blends elegance and functionality and equestrian excellence. True taxes $21,953. This is the one you have been waiting for!~

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$869,000

9 Graystone Ln Smithtown, NY 11787

MLS: 867378 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
3,264
Status:
Active
MLS#:
867378
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1977
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Signature Premier Properties 631-360-2800
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ADDITIONAL INFORMATION

Welcome to 9 Graystone Lane - An Entertainers Delight!! This beautiful 4 bed, 2.5 bath colonial is located on a quiet tree lined cul-de-sac in the heart of Smithtown. The first floor boasts Brazilian cherry wood flooring along with custom moldings throughout. A generously sized formal living room saturated with natural light and elegant columns lead into a formal dining room. An updated eat in kitchen with gorgeous white cabinetry, includes a spacious pantry, stainless steel appliances and beautiful quartz countertops along with a tasteful porcelain tiled floor… French doors welcome you to a den with fireplace where relaxation awaits you. The first floor is complete with a powder room along with a laundry room (new washer & dryer and even a laundry shoot) that leads into your two car garage. The generous basement has updated floor and ample space! The well appointed second floor with 4 bedrooms and 2 full baths include an oversized primary bedroom with cathedral ceilings, complete with ensuite and a lovely sitting area to read a favorite book! Step outside and behold your private oasis featuring an in-ground pool with pavers, gorgeous manicured landscaping, spacious deck for grilling and a beautiful pool house/outside kitchen-bar that even includes a kegerator! This house is equipped with a 12 year young architectural roof, 4 year oil tank, high efficiency 12 year young oil burner, CAC, In-ground sprinklers and is surrounded by white vinyl fencing. This home truly has it all, come and watch your life unfold right here!

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$815,000

6 Rice Ln Smithtown, NY 11787

MLS: 852764 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,400
Status:
Active
MLS#:
852764
Type:
Single Family
Lot size:
0.61 Acres
Year built:
1963
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Howard Hanna Coach 631-751-0303
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ADDITIONAL INFORMATION

Welcome to 6 Rice Lane, a beautiful 4 bedroom, 2.5 bath Colonial situated on .61 acre of private park-like property. Some highlights include a newer roof (2023), newer Anderson windows, refinished hardwood floors and fresh paint, vinyl siding, gas heat, and a Generac generator. Spacious rooms, large windows, and neutral colors invite one to imagine wonderful memories to be created with family and friends. Additionally, a 1-car garage and unfinished basement provide ample room for storage, utilities, and more. Make this magnificent property in a gorgeous neighborhood your forever home. Enjoy proximity to shopping, library, beaches, LIRR, and great restaurants. Only a 13-min drive to Stony Brook University. 2025 Taxes equaling $14,644 include both Smithtown and Village of the Branch taxes without STAR.

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$899,000

25 Glacier Dr Smithtown, NY 11787

MLS: 874661 Photos

Open House:

Saturday, 6/21 1:00-3:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
2,108
Status:
Active
MLS#:
874661
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1966
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: HomeCoin.com 888-400-2513
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ADDITIONAL INFORMATION

Gem of the Neighborhood! Immaculate Colonial-styled Splanch in the National Blue Ribbon Commack School District. Completely Remodeled from Studs Out and Meticulously Maintained, this Custom Home Boasts Modern Architectural Rooflines, Vaulted Ceilings and Skylight, All Andersen Windows, Solar Panels Fully Paid Off. Home Features 4 Bedrooms, 2.5 Baths, Formal Dining Room, EIK w/Granite Counters, Den, Large Living Room Overlooking Quiet Yard, Finished Basement, Hardwood Floors, CAC, Expanded Primary Bedroom Suite w/Walk-in Closet/Built-in Vanity/Jacuzzi Tub/shower, Double Sinks in Both Full Baths, Attached 2-car Garage, Front Porch, Brick Patio, Expanded Driveway. Must see for yourself what a beautiful home it is!

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$5,899,000

Address not provided Smithtown, NY 11787

MLS: 873824 Photos
Beds:
7
Baths:
6.00
Sq.Ft.:
6,000
Status:
Active
MLS#:
873824
Type:
Single Family
Lot size:
23 Acres
Year built:
1828
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Greene Realty Group 860-560-1006
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ADDITIONAL INFORMATION

BEAUTY AT A GLANCE: Whether you’re looking for a peaceful retreat, a platform to build something meaningful, or a flexible space that blends both — this estate offers the freedom to live your vision. Rooted in history, surrounded by nature, and ready for what’s next, it’s not just a place to own — it’s a place to belong. WHO IT'S MEANT FOR: a) The Private Visionary Your own riverfront retreat, where the world slows and peace of mind catches up. This is for the one seeking privacy without distance — Live in quiet elegance. Relax in the Manor. Ride horseback. Hike through the trees and meadows. Harvest fresh eggs or wildflowers. Host friends...Or don’t. Create and enjoy your own vision. b) The Entrepreneur A brand-scape awaits, already seeded. If you dream in ventures — this is your moment. The estate represents three creative brands in both the virtual and physical world, with operational frameworks, and narrative assets. Explore. Launch a boutique retreat, intimate club, regenerative farm-stay, seasonal experiences, gaming preserve, or immersive wellness escapes and more. Everything you need to thrive is already here. c) The Hybrid Steward Live here. Share here. On your terms. Maybe you only need it part of the year — a few seasons to reconnect and recalibrate. The rest, you rent, lease or activate with purpose: culinary weekends, curated workshops, community supported agriculture, intimate gatherings, accommodations, and more. Monetize without commercialization. Share beauty when you are away. On your terms. CLIFF NOTES: Some places you visit. Others you feel. This estate is the latter — a once-in-a-generation, riverfront sanctuary where heritage whispers, imagination lingers, and the land seems to know your name before you arrive. Just one hour from Manhattan, perched above the Nissequogue River and wrapped in the quiet protection of hundreds of preserved acres, this 23-acre venue is more than a property. It’s a living canvas — for those who seek to create, to retreat, to enjoy a legacy. Location: On Site: Nissequogue River Basin 2 Miles: Historic Smithtown Village, Golf 3 Miles: LI Sound, State Park, Railroad 5 Miles: Wineries, Breweries, Museums 6 Miles: Historic Stonybrook Village 9 Miles: Historic Northport Village 10 Miles: Macarthur Airport 11 Miles: Historic Port Jefferson - Ferry 14 Miles: Historic Huntington Village 15 Miles: Ocean, Fire Island, Casino 35 Miles: Hamptons 44 Miles: JFK and LGA Airports 49 Miles: New York City Within 90 Miles: 130+ Golf Courses The Heart of the Estate: The land rolls gently here, opening into meadows, sheltering within woodlands, winding with trails that pull you toward the river’s edge. The views stretch endlessly across the Nissequogue Basin — golden in the morning, sunset hued at dusk. Anchoring the property is a historic 19th-century residence, flanked by vintage barns and stables, echoing a bygone era. With flexible zoning and agricultural rights, the land welcomes possibility. Opportunities like this are rare— not just for the land itself, but for the freedom it offers. Whether your vision is personal, professional, or somewhere in between, this estate is ready to meet you there. The story has deep roots. Now, it’s simply waiting for your exciting chapter. PRIVATE INQUIRIES WELCOME: Current stewards are open to aligned transitions, insight sharing, and vision continuity.

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$1,299,999

206 Brooksite Dr Smithtown, NY 11787

MLS: 867990 Photos

Open House:

Sunday, 6/22 12:00-2:00PM

More Open House Info >

Beds:
4
Baths:
4.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
867990
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1955
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-543-9400
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ADDITIONAL INFORMATION

Welcome to 206 Brooksite Drive — a thoughtfully designed and beautifully maintained home offering space, style, and standout features in a prime commuter location. Completely rebuilt from the foundation up in 2021, this home offers all the benefits of modern construction with the charm of an established neighborhood. With a Smithtown address and the benefit of low Hauppauge taxes, this property delivers exceptional value in a highly convenient setting. Enter through a grand foyer with cathedral ceilings into an open-concept main level that blends comfort and function. At the rear of the home, a gourmet chef’s kitchen includes a large center island, quartz countertops, modern appliances, hardwood floors, a walk-in pantry with custom shelving, and a water filtration system. The kitchen opens into a sun-filled dining area with west-facing windows and sliding glass doors leading to the backyard. It connects seamlessly to a bright, inviting living room where morning sunlight pours through front and side-facing windows. The first floor also includes a spacious bedroom with an en-suite bath and walk-in closet, ideal for guests, extended family, a playroom, or a private retreat. A half bath is also located on the main level. Upstairs, you’ll find two additional guest bedrooms with generous closets, a guest bathroom with double vanity, a dedicated home office, and a convenient second-floor laundry room. The luxurious primary suite features cathedral ceilings, a custom walk-in closet, and a spa-style bathroom with soaking tub, double vanities, and a large glass-enclosed shower. All bedrooms and closets throughout the home feature custom-built organization systems for maximum functionality. Key features include central air conditioning, a home security system, electric car charging station, detached two-car garage, and a large dry unfinished basement with excellent storage and potential for future living space. The expansive backyard offers plenty of room for a pool, patio, or outdoor entertaining space. The home sits in a beautiful, peaceful neighborhood. Walk out the backyard onto Twilight Lane and enjoy a morning jog or evening stroll on quiet streets. This location offers the perfect balance of privacy and accessibility, just minutes from Smithtown Bypass (347), Veterans Memorial Highway (454), Northern State Parkway, and the Long Island Expressway. Nearby amenities include Forest Brook Elementary School (walking distance), Ivy League School and Day Camp (directly across the street), and Blydenburgh County Park, a 627-acre preserve with hiking trails, scenic views, and year-round recreation. This is a rare opportunity to own a turnkey, like-new home in one of Long Island’s most convenient and desirable areas.

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$1,185,000

61 Redan Dr Smithtown, NY 11787

MLS: 802299 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,740
Status:
Active
MLS#:
802299
Type:
Single Family
Subdivision:
Stonebridge Estates
Lot size:
0.17 Acres
Year built:
2002
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Signature Premier Properties 631-360-2800
Request Info Save Property
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ADDITIONAL INFORMATION

Love Where You Live While Enjoying a Carefree Life Style in this Prestigious Gated Golf Community/Amenities. Must See this Beautiful 3 Bdrm 3 Bath Ranch/Open Floor Plan. Beautiful Kitchen/Stainless Steel Appliances, Granite Countertops, & Lots of Cabinets. Family Room/Gas Fireplace & a Sliding Door which leads out to a Beautiful Paver Patio overlooking Waterviews on the 3rd Hole of the Golf Course. Enjoy Swimming in the Heated Gunite Saltwater Pool or Playing Tennis & Pickelball. The Cabana has a Card Room & Exercise Room as well. HOA dues are $565.00 monthly which includes 24/7 Gated Security, Lawn Maintenance, Snow Removal, Water & Garbage. Perfect Multi-Generational Home! This is truly a MUST SEE!!!

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$859,900

29 Harding St Smithtown, NY 11787

MLS: 868857 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
868857
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1975
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Netter Real Estate Inc 631-661-5100
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ADDITIONAL INFORMATION

Welcome to 29 Harding Street, Smithtown!!! The exquisite 2,100 square foot center hall colonial offers 4 spacious bedrooms and 2.5 baths, providing the perfect blend of elegance and functionality. This beautifully renovated house is nestled in a peaceful neighborhood, offering both charm and modern convenience. Inside, you’ll find brand new Anderson windows throughout, ensuring natural light and energy efficiency. The home boasts an eight-year-old, thirty-year roof with full ice shielding, a newly installed 275 gallon above ground oil tank, a six-year-old burner, and a four-year old indirect hot water tank for reliable heating. The kitchen is equipped with all stainless-steel appliances, including a new drawer microwave and a new washing machine. The spacious layout flows seamlessly into a cozy den, enhanced by a gas fireplace that adds warmth and character. Retreat to the Primary suite, complete with an en-suite bathroom and walk in closet. Three additional generously sized bedrooms and another full bathroom. Additional highlights include a finished half basement, 200-amp electric, ample attic storage, laundry on the second floor, and a two-car garage for added convenience. Step outside to enjoy the backyard gazebo equipped with electric, perfect for entertaining. The property also features in-ground sprinklers, programmable thermostats, split unit AC on the first floor, wall AC units upstairs for year-round comfort.

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$739,000

75 Paddington Cir Smithtown, NY 11787

MLS: 867901 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
1,684
Status:
Active
MLS#:
867901
Type:
Condo
Subdivision:
Windcrest Galleria
Lot size:
0.06 Acres
Year built:
2002
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Signature Premier Properties 631-647-4880
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ADDITIONAL INFORMATION

This expansive townhouse is bright & roomy! With cathedral ceilings, oversized windows, primary en-suite with walk-in closet located on main level, main level half bath too! The living room features a gas fireplace. The kitchen includes a beautiful breakfast nook, stainless appliances and elevated ceilings. The 2nd floor is open to below, where you'll find an additional den area, great for entertaining, with 2 additional bedrooms and a full bathroom. Welcome home! (square footage is approximate.)

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$749,999

10 Clearbrook Dr Smithtown, NY 11787

MLS: 822560 Photos
Beds:
5
Baths:
2.00
Sq.Ft.:
2,784
Status:
Active
MLS#:
822560
Type:
Single Family
Lot size:
0.53 Acres
Year built:
1959
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Exit Realty Achieve 631-543-2009
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ADDITIONAL INFORMATION

Welcome to This Spacious 5 Bedroom, 2 Bath Expanded Custom Cape Located in the Highly Desirable Village of the Branch Within the Smithtown School District. Ideally Situated Mid-Block on a Quiet Dead End Street, This Beautiful Property Sits on a Generous .53 Acre Flat Lot, Offering the Perfect Blend of Privacy, Space, and Convenience. The Main Level Features an Open Concept Large Kitchen That Opens to a Dining Area and an Extended Dining/Living Space With Vaulted Ceilings and Skylights, Ideal for Relaxing or Entertaining. Also on This Level Are a Formal Living Room, Two Bedrooms, and a Full Bath. All Flooded With Natural Light and Offering Flexible Living Options. Upstairs, You’ll Find Three Additional Bedrooms and a Second Full Bath, Providing Room for Everyone. Enjoy the Charm of a Wood-Burning Fireplace, New Wood Floors, Fresh Paint, and Abundant Storage Throughout. The Full, Unfinished Basement with Outside Entrance Offers Endless Potential. Additional Highlights Include a Detached Two-Car Garage With an Attached Covered Carport (Room for up to Three Vehicles), 200 Amp Electric Service, a Furnace Approximately 6 Years Old, In-Ground Sprinklers, and a Prime Location Close to Parks, Shops, and Restaurants. Spacious, Sunlit, and Full of Possibilities--Come see what makes it so special!

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$179,000

355 Route 111 Unit 5 Smithtown, NY 11787

MLS: 867624 Photos
Beds:
n/a
Baths:
1.00
Sq.Ft.:
500
Status:
Active
MLS#:
867624
Type:
Co-Op
Subdivision:
Sherbrooke
Year built:
1964
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Howard Hanna Coach 631-360-1900
Request Info Save Property
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ADDITIONAL INFORMATION

COMING SOON! Professional photography to follow. Why Rent When You Can Own? Affordable Studio Co-op in the Heart of Smithtown! Welcome to a fantastic opportunity to own instead of rent. This bright and charming studio co-op is perfectly located in the heart of Smithtown. Just steps from local shops and restaurants and all the conveniences you need. The unit features gleaming wood floors, spacious living area with a defined bedroom alcove, efficiency kitchen, 2 generous closets, a desk nook area-ideal for working from home, and a full bathroom. Plenty of natural light, a wall air conditioner, gas heat and cooking, on-site laundry is close by. Enjoy low maintenance living with a monthly fee that includes water, heat, taxes, snow removal, and trash. Whether you are a first time buyer, downsizer or investor, this is an incredible opportunity you don't want to miss!

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$1,299,990

79 Oakside Rd Smithtown, NY 11787

MLS: 866782 Photos

Open House:

Saturday, 6/21 12:00-1:30PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
2,800
Status:
Active
MLS#:
866782
Type:
Single Family
Lot size:
0.75 Acres
Year built:
2022
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-543-9400
Request Info Save Property
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ADDITIONAL INFORMATION

Welcome to 79 Oakside Road, a custom-built haven nestled in the heart of Smithtown, NY. Built in 2022, this stunning residence is an architectural masterpiece, boasting an array of high-end features and amenities that make it a one-of-a-kind find in today's market. Upon entry, you're greeted by a grand foyer that sets a tone of elegance and sophistication. The first floor houses a spacious family room, complete with a gas fireplace and crown molding, providing a warm and inviting space for entertaining or relaxing. The gourmet kitchen is a chef's dream, equipped with top-of-the-line stainless steel appliances, including an Italian Bertazzoni Fridge, gas stove/oven, microwave, dishwasher, and exhaust fan. The quartz countertops and gorgeous backsplash add a touch of luxury, while the oversized design ensures ample space for culinary adventures. The second floor with its 9' ceilings is home to a very large primary bedroom with a full bathroom and a walk-in closet that must be seen to be believed. A second bedroom also boasts a large walk-in closet, ensuring plenty of storage space. The 3rd bedroom overlooks the gorgeous pool. A convenient laundry room with an Electrolux washer and dryer adds to the functionality of this level. The outdoor area is a sight to behold, featuring a custom mountain lake in-ground pool complete with a waterfall, brick pavers, and a rock diving board. The professionally landscaped yard, fully fenced for privacy, is adorned with a stone wall, stairs leading to a firepit. The property also has in-ground sprinklers. An additional room on the main level offers flexibility and could serve as a 4th bedroom, office, den, or dining room. The lower level, which is at ground level, has a family room and an office. There is also extra storage on the lower level. The property includes a one-car detached garage and boasts a 3/4 acre lot. For peace of mind, the home is fully alarmed and includes an outdoor camera system and video. Additional features include a walk-up attic for extra storage and 2-zone central air conditioning, ensuring comfort throughout the seasons. 79 Oakside Road is more than just a house; it's a lifestyle. Here, every detail has been thoughtfully designed and crafted, offering a unique blend of comfort, luxury, and convenience. Don't miss your chance to call this remarkable property home.

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$579,000

57 Juniper Ave Smithtown, NY 11787

MLS: 866160 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
866160
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1955
Contact:
Inquire About This Property, [email protected], 877-559-9633
A broker reciprocity listing Courtesy: Signature Premier Properties 631-360-2800
Request Info Save Property
View additional info

ADDITIONAL INFORMATION

Don't Miss This Classic Colonial With Tons of Potential w/a Flexible Layout Featuring an Eat in Kitchen, Spacious Living Room, Family Room, 3 Bedrooms, and 1 Full Bathroom, Walk up Attic, Set on a Nice Lot ,Conveniently Located Close to schools, Town, Shopping, And Transportation. Bring Your Vision & Make This Your Home!!! Smithtown School District, Low Taxes !

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025, OneKey MLS, Inc. All Rights Reserved.


Smithtown 11787 Real Estate

Smithtown is located in New York. Smithtown, New York 11787has a population of 116,560. Smithtown 11787 is more family-centric than the surrounding county with 37.18% of the households containing married families with children. The county average for households married with children is 32.94%.

The median household income in Smithtown, New York 11787 is $138,137. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Smithtown 11787 is 45.2 years.

Smithtown Weather

The average high temperature in July is 82.7 degrees, with an average low temperature in January of 23.5 degrees. The average rainfall is approximately 46.9 inches per year, with 27.5 inches of snow per year.

Smithtown Map

Smithtown Real Estate Market Conditions

  • Median sales price

    $820,000
    13.1%
    change since last quarter

  • # Active listings

    55
    30-day change

Smithtown Schools and Demographics

Education near Smithtown, NY

City County
High School Graduates 96.08 90.39
College Degree - 2 year 9.55 9.66
College Degree - 4 year 51.36 38.31
Graduate Degree 17.75 12.89
Expenditures per Student 30,219 30,219
Students per Teacher 12.3 12.3

Elementary Schools near Smithtown, NY

Grades Students P/T Ratio ZIP
Accompsett Elementary School KG - 05 601 16.7 11787
Branch Brook Elementary School KG - 05 414 20.7 11787
Bretton Woods Elementary School KG - 05 632 14 11788
Dogwood Elementary School KG - 05 414 15.4 11787
Mount Pleasant Elementary School KG - 05 459 17 11787
Parkview Elementary School KG - 03 435 15.5 11754
Pines Elementary School KG - 05 525 13.5 11787
Smithtown Elementary School KG - 05 463 16.5 11787

Middle Schools near Smithtown, NY

Grades Students P/T Ratio ZIP
Accompsett Middle School 06 - 08 710 15.2 11787
Hauppauge Middle School 06 - 08 896 13.6 11788
RJ O Intermediate School 04 - 06 531 14.8 11754
William T Rogers Middle School 06 - 08 881 13.7 11754

High Schools near Smithtown, NY

Grades Students P/T Ratio ZIP
Hauppauge High School 09 - 12 1,310 14.6 11788
Kings Park High School 09 - 12 1,242 15.7 11754
Smithtown High School-West 09 - 12 1,685 17 11787

Demographics near Smithtown, NY 11787

Zip Code City
Neighborhood Type Suburban
Population 116,560 1,522,998
Population Density 2,171 1,670
Median Age 45.2 41.7
People per Household 2.9 3
Median Household Income 138,137 111,660
Average Income per Capita 59,558 49,404

Real estate near Smithtown

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