Smithtown, NY Homes

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  /49

  $2,049,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,677 Sq Ft

  4 Nadia Ct, Smithtown, NY 11787

  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

  

  Lina Lopes

  Douglas Elliman Real Estate

  (631) 634-6046

  4 Nadia Ct, Smithtown, NY 11787
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  Explore Smithtown

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  /62

  $2,730 - $3,135 per month

  Willow Lake

  1 - 2 Beds

  44 Route 25A, Smithtown, NY 11787

  Welcome to Willow Lake, where quality and comfort meet near a beautiful lake along the wooded setting. Enjoy such amenities as cherry wood cabinets in the kitchen area, storage space, on-site maintenance, and on-site laundry facilities. Our on-site management will meet your needs in a friendly and efficient manner. Let Willow Lake be your new home.

  44 Route 25A, Smithtown, NY 11787
• 

  $770,000 Sold Sep 19, 2025

  • 1,500 Sq Ft
  • $513/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  43 Sheppard Ln, Smithtown, NY 11787

  My clients purchased this home and transformed it into a stunning modern retreat. The heart of the home is a gorgeous eat-in kitchen featuring stainless steel appliances, quartz countertops, and a spacious center island, perfect for cooking and entertaining. Beautiful hardwood floors run throughout, enhancing the elegance and warmth of the open floor plan, which flows seamlessly into the

  Matthew Arnold Netter Real Estate Inc

  43 Sheppard Ln, Smithtown, NY 11787
• 

  Est $309,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  355 Route 111 Unit 42, Smithtown, NY 11787

  355 Route 111 Unit 42, Smithtown, NY 11787
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  /2

  $1,699,000

  • 5 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  628 Meadow Rd, Kings Park, NY 11754

  Looking for a dream home look no further. This newly built center hall colonial is truly a site to see. This property consists of a large entry foyer that spills into a large living area and kitchen. 6 inch wide hardwood floors in its natural color. Kitchen comes with the latest 42 inch cabinets in a very light brown color. Quartz countertops and backsplashes and ultra modern stainless steel

  

  Antonio Russo

  True Homes Inc

  (631) 440-8883

  628 Meadow Rd, Kings Park, NY 11754
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  /13

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 503 Sq Ft
  • House for Rent

  765 Meadow Rd, Smithtown, NY 11787

  Welcome home to this beautifully renovated 2-bedroom, 1-bath ranch sitting on a spacious half-acre lot in the heart of Smithtown. This home offers the perfect balance of modern updates and comfortable living with brand new finishes throughout.Inside, you’ll find a bright and airy layout with a freshly updated kitchen, modern bathroom, and two generous bedrooms. The open living space is ideal

  Joseph Panetta Signature Premier Properties

  765 Meadow Rd, Smithtown, NY 11787
• 

  $880,000 Sold Sep 18, 2025

  • 2,144 Sq Ft
  • $410/SF
  • 26 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1968

  4 Charter Ln, Smithtown, NY 11787

  Magnificent and spacious 5 bedroom house. Makes you feel welcomed the moment you step foot inside. Wonderfully updated kitchen with Viking appliance a large dining room and large first floor bedroom. Also has a family room, living room. Master bedroom with two walk in closets and your own on suite bull bathroom. Beautiful wood flooring, tankless water heater, AC Unit & Boiler less than 5yrs old,

  Carol Rodriguez List 2 Sell Inc

  4 Charter Ln, Smithtown, NY 11787
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  Est $564,952 Not Listed For Sale

  • 2 Beds

  5 Edgewater Ave, Smithtown, NY 11787

  5 Edgewater Ave, Smithtown, NY 11787
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  /35

  $1,250,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  8 Sycamore Place, Smithtown, NY 11787

  THE HAMPTON (2,024 SF): 3bdrm-2.5ba Ranch. Features include an open floor plan with vaulted ceilings throughout for perfect first floor living. The full basement with outside entrance offers an addt'l ~2,000 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs conveniently located 5 minutes to the LIE and 9 minutes to the LIRR. Move walls,

  Paul Musso Realty Connect USA L I Inc

  8 Sycamore Place, Smithtown, NY 11787
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  /35

  $2,095 - $2,505 per month

  Fairfield At Smithtown

  Studio - 1 Bed

  35 Elliott Place, Smithtown, NY 11787

  Transit Oriented Location. Studios and 1-Bedrooms with modern kitchen and bath. Heat and hot water included in rent.Our charming, air-conditioned apartments have modern amenities. Decorator designed hall entrances. On-site laundry. One mintue to the Long Island Railroad Smithtown Station for a convenient commute. Near St. Catherines and minutes to SUNY Stonybrook. Great walkability score to

  35 Elliott Place, Smithtown, NY 11787
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  $580,000 Sold Sep 18, 2025

  • 1,000 Sq Ft
  • $580/SF
  • 53 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  347 Forest Ln, Smithtown, NY 11787

  PRIME SMITHTOWN LOCATION, LOCATION, With Lots Of Potential. One Of The Best Priced Homes In Smithtown, 3 Bedrooms, 1 Bath, Ranch. Wood Floors Under Carpet, NEW ROOF, LOW TAXES, FLAT 1/2 ACRE. Needs TLC. Don't Miss This One.

  Edward Martella HomeSmart Premier Living Rlty

  347 Forest Ln, Smithtown, NY 11787
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  Est $283,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath

  365 Route 111 Unit A-4, Smithtown, NY 11787

  365 Route 111 Unit A-4, Smithtown, NY 11787
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  /14

  $1,425,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  5 Sycamore Place, Smithtown, NY 11787

  THE DORCHESTER (3134 SF): 5bdrm-3.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, office/guest quarters/ensuite on the 1st floor, front or side entry 2-car garages. The full basement with outside entrance offers an addt'l ~1,700 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs

  Paul Musso Realty Connect USA L I Inc

  5 Sycamore Place, Smithtown, NY 11787
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  /15

  $2,700 per month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  109 E Main St, Smithtown, NY 11787

  Nice 2 Bedroom 1 Bath apartment, rent includes Electric, Water and Heat. Live Right in the heart of Smithtown Village with all the Shopping & Restaurants close by!

  Karen Orrach Signature Premier Properties

  109 E Main St, Smithtown, NY 11787
• 

  $595,000 Sold Sep 18, 2025

  • 1,528 Sq Ft
  • $389/SF
  • 105 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  36 Rose St, Smithtown, NY 11787

  Welcome to this delightful 3-bedroom colonial home located in the Kings Park School District. This inviting property features 2.5 bathrooms, providing ample space for family and guests.Inside, you'll find a spacious and airy layout highlighted by beautiful hardwood floors throughout. The kitchen boasts stainless steel appliances, while the comfortable living areas flow seamlessly, ideal

  Frank Sparacino Keller Williams Points North

  36 Rose St, Smithtown, NY 11787
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  Est $321,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  355 Route 111 Unit 28, Smithtown, NY 11787

  355 Route 111 Unit 28, Smithtown, NY 11787
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  /18

  $1,375,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  12 Sycamore Place, Smithtown, NY 11787

  THE CONCORD (3,700 SF): 5bdrm-3.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, office/guest quarters/en suite on the 1st floor, front or side entry 2-car garages. The full basement with outside entrance offers an addt'l ~1,900 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs

  Paul Musso Realty Connect USA L I Inc

  12 Sycamore Place, Smithtown, NY 11787
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  /35

  $3,325 - $5,055 per month

  Avalon Commons

  1 - 3 Beds

  313 Avalon Cir, Smithtown, NY 11787

  Avalon Commons in Smithtown, NY offers 1, 2, and 3 bedroom apartment homes that include the ultimate in comfort and convenience. These magnificent, newly renovated apartment homes, located in one of Long Island’s most prestigious communities, will entice you in every way. Apartments at Avalon Commons are equipped with a wide range of high quality amenities such as spacious walk-in closets, lofts

  313 Avalon Cir, Smithtown, NY 11787
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  $1,060,000 Sold Sep 15, 2025

  • 2,703 Sq Ft
  • $392/SF
  • 16 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  59 Lindron Ave, Smithtown, NY 11787

  Welcome to 59 Lindron Ave in Smithtown!This spacious 4-bedroom, 2.5-bath Colonial offers the perfect blend of comfort and lifestyle. Set on a beautifully manicured lot backing town property, the home features a country club backyard complete with an inground pool and hot tub—ideal for summer entertaining. Inside, you'll find generous living spaces, a bright eat-in kitchen with granite

  John Cinque Signature Premier Properties

  59 Lindron Ave, Smithtown, NY 11787
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  Est $788,243 Not Listed For Sale

  • 4 Beds
  • 2 Baths

  23 Clover Dr, Smithtown, NY 11787

  23 Clover Dr, Smithtown, NY 11787
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  /26

  $1,375,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  16 Sycamore Place, Smithtown, NY 11787

  THE CONCORD (3,700 SF): 5bdrm-3.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, office/guest quarters/en suite on the 1st floor, front or side entry 2-car garages. The full basement with outside entrance offers an addt'l ~1,900 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs

  Paul Musso Realty Connect USA L I Inc

  16 Sycamore Place, Smithtown, NY 11787
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  /19

  $2,900 per month

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft
  • House for Rent

  3 Leahs Ct, Smithtown, NY 11787

  Welcome Home to this Diamond 1 Bedroom and Experience Luxurious Living! This immaculate Home Offers a Luxurious Opportunity with the perfect blend of comfort, convenience, and Elegance. Located in the Smithtown Pines. Quiet Neighborhood on a Tranquil Cul-de-sac. Stunning Location and Home. Welcoming Entryway with Stone Porch and Gorgeous Portico. Beautifully Renovated, Featuring Grand Foyer, 1

  Marjorie Sheehy Realty Connect USA L I Inc

  3 Leahs Ct, Smithtown, NY 11787
• 

  $991,000 Sold Sep 15, 2025

  • 1,867 Sq Ft
  • $531/SF
  • 28 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1963

  6 Village Way, Smithtown, NY 11787

  **Like-New Construction**This stunning fully renovated 3-bedroom, 3-bathroom ranch offers the comfort of modern living with the quality and style of like-new construction, thanks to extensive renovations completed between 2018 and 2024. The home’s transformation began in 2018 with a full interior renovation, including new wide-plank hardwood floors, custom millwork, a designer kitchen

  Joseph Donofrio Douglas Elliman Real Estate

  6 Village Way, Smithtown, NY 11787
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  Est $358,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  355 Route 111 Unit 46, Smithtown, NY 11787

  355 Route 111 Unit 46, Smithtown, NY 11787
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  /24

  $1,225,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,841 Sq Ft

  17 Sycamore Place, Smithtown, NY 11787

  THE BRIDGEHAMPTON (2841 sqft base, with an option of a bonus room to bring total sqft to 3,114 SF): 4bdrm-2.5ba Center Hall Modern Farmhouse, (our most cutting edge design). Features include 2-story foyer, a spanning almost 50' open kitchen-dining-great room combination perfect for entertaining, and front or side-entry 2-car garage. This home is easily customizable into a 5/6 bdrm with possible

  Paul Musso Realty Connect USA L I Inc

  17 Sycamore Place, Smithtown, NY 11787
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  /26

  $2,270 - $2,675 per month

  Fairfield Manor at Nesconset

  Studio - 1 Bed

  116 Smithtown Blvd, Smithtown, NY 11787

  Welcome to Fairfield Manor At Nesconset. Nestled in woods, a lovely area close to the Charles P. Toner Nesconset Community Park where you can enjoy a stroll or events. Nearby restaurants and conveniences and minutes to Route 347/Nesconset Highway. Visit with our Leasing Consultant to view our -studio, -one bedroom, -two bedroom apartment residences.

  116 Smithtown Blvd, Smithtown, NY 11787
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  $1,200,000 Sold Sep 15, 2025

  • 2,500 Sq Ft
  • $480/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  1 Highwoods Rd, Saint James, NY 11780

  Welcome to this prestigious custom home, where pride of ownership, exceptional attention to detail, and meticulous care are evident at every turn. Set on a private and beautifully maintained .55 acre bordering the private Village of Nissequogue and the scenic Butler-Huntington Nature Preserve, this residence offers a seamless blend of timeless elegance and everyday comfort. Truly picture-perfect

  Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  1 Highwoods Rd, Saint James, NY 11780
• 

  Est $253,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath

  355 Route 111 Unit 47, Smithtown, NY 11787

  355 Route 111 Unit 47, Smithtown, NY 11787
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  /26

  $1,300,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,572 Sq Ft

  13 Sycamore Place, Smithtown, NY 11787

  Paul Musso Realty Connect USA L I Inc

  13 Sycamore Place, Smithtown, NY 11787
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  /11

  $3,125 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 407, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Central Air Conditioning, Separate Laundry Centers.,

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 407, Smithtown, NY 11787
• 

  $665,000 Sold Sep 12, 2025

  • 1,576 Sq Ft
  • $422/SF
  • 15 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  157 Hidden Ponds Cir, Smithtown, NY 11787

  Welcome to Hidden Ponds, a sought-after gated community in Smithtown! Two-story townhouse offers 2 bedrooms, 2.5 bathrooms, and spacious throughout. This home features porcelain tiles, new laminate flooring, and carpeting in the secondary bedrooms. The kitchen is complete with wood cabinetry, granite countertops, stainless steel appliances, and an electric cooktop. The open-concept living/dining

  Alanna Buz Douglas Elliman Real Estate

  157 Hidden Ponds Cir, Smithtown, NY 11787
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  /2

  Est $1,012,187 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,441 Sq Ft

  49 Landing Ave, Smithtown, NY 11787

  49 Landing Ave, Smithtown, NY 11787
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  /40

  $2,250,000 Open Sat 1PM - 3PM

  • 8 Beds
  • 6 Baths
  • 6,700 Sq Ft

  30 Lone Oak Path, Smithtown, NY 11787

  Welcome to 30 Lone Oak Path, a grand haven nestled in the heart of the highly sought hamlet of Smithtown Pines. This expansive and distinctively designed custom-built 6500 plus square foot home sits on a one plus-acre lot. Open the double front doors and step into an exquisite open concept first floor grand entry foyer featuring soaring ceilings, and great natural light. The custom kitchen

  Thomas Diana Douglas Elliman Real Estate

  30 Lone Oak Path, Smithtown, NY 11787
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  /35

  $2,500 - $4,175 per month

  The Lofts at Maple & Main

  1 - 2 Beds

  102 W Main St, Smithtown, NY 11787

  Annual Amenity Fee: $375.00Storage (pending availability and size): $100.00 per monthPet Fee: $45.00 per month per pet/$500.00 (one-time non-refundable deposit per pet)Electric, Cable/Internet are tenant responsibility.Water/Sewer & trash are included in the rent.

  102 W Main St, Smithtown, NY 11787
• 

  $815,000 Sold Sep 12, 2025

  • 1,937 Sq Ft
  • $421/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  103 Paddington Cir, Smithtown, NY 11787

  Move right into your beautifully appointed home in the highly sought after, private gated community of The Windcrest at the Galleria. This fully renovated Dover model— largest end model— welcomes you with a gracious entry foyer leading to a spacious open living and dining area complete with a gas fireplace and custom mantle. The gourmet kitchen, features quartz countertops, professional grade

  Marianne Imperial Daniel Gale Sothebys Intl Rlty

  103 Paddington Cir, Smithtown, NY 11787
• 

  Est $271,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath

  355 Route 111 Unit 6, Smithtown, NY 11787

  355 Route 111 Unit 6, Smithtown, NY 11787
• 

  

  /35

  $1,175,000

  • 4 Beds
  • 2.5 Baths
  • 2,791 Sq Ft

  22 Whispering Woods Dr, Smithtown, NY 11787

  Welcome to 22 Whispering Woods Drive, located in the sought-after Smithtown School District! This beautiful home sits on a .35-acre property and boasts a true resort-style backyard. Step into the two-story entry foyer, where vaulted ceilings set the tone for this inviting home. The young, updated chef’s kitchen is a true showstopper, offering plenty of counter space, a wine and coffee bar, and

  Lynn Witz Howard Hanna Coach

  22 Whispering Woods Dr, Smithtown, NY 11787
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  /10

  $3,135 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 401, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Central Air Conditioning, Separate Laundry Centers.

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 401, Smithtown, NY 11787
• 

  $810,000 Sold Sep 12, 2025

  • 2,312 Sq Ft
  • $350/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1960

  44 Cross St, Smithtown, NY 11787

  This 2,300 square foot Center Hall Colonial is located in the highly desirable Smithtown School District. Centrally situated, it offers 4 bedrooms and 2.5 baths with classic charm and modern convenience.Hardwood floors run throughout both levels. The main floor features a large formal living room, formal dining room, spacious eat-in kitchen, and a cozy family room with a wood-burning

  Marc Kaplan Pinpoint Realty LI

  44 Cross St, Smithtown, NY 11787
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  Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 1,750 Sq Ft

  252 Maple Ave, Smithtown, NY 11787

  252 Maple Ave, Smithtown, NY 11787

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