Smithtown, NY Homes

/16
$1,300,000 Pending
- 4 Beds
- 2.5 Baths
- 2,572 Sq Ft
13 Sycamore Place, Smithtown, NY 11787

THE BIRMINGHAM (2572 SF): 4 bdrm-2.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, 2-car front entry garages. The full basement with outside entrance offers an addt'l ~1,200 SF of space. Move walls, raise ceilings, design bathrooms, add extensions to your heart's content, fully customizable. Pre-designed models are all available, versatile

Paul Musso Realty Connect USA L I Inc

13 Sycamore Place, Smithtown, NY 11787
/7
$3,890 per month
- 1 Bed
- 1 Bath
- 765 Sq Ft
- Condo for Rent
313 Avalon Cir Unit FL1-ID1753A, Smithtown, NY 11787

Photos Coming SoonThese sample photos are meant to give you a sense of Blueground’s design style. Layout and furniture are subject to change. This apartment will be ready by the date indicated.Be the first to rent!Feel at home wherever you choose to live with Blueground. You’ll love this stylish Smithtown furnished one bedroom apartment with its modern decor, fully

313 Avalon Cir Unit FL1-ID1753A, Smithtown, NY 11787
$869,000 Sold Apr 29, 2025

48 Oak St, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- Built 1977
Last Sold Summary
- $434/SF
- 14 Days On Market
Current Estimated Value $919,484

Last Listing Agent Belinda Barresi Go Asset Inc

48 Oak St, Smithtown, NY 11787

Est $806,864 Not Listed For Sale

3 Woodrow Ln, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 1,800 Sq Ft
- Built 1964
3 Woodrow Ln, Smithtown, NY 11787

Last Sold Summary
- 12% Above List Price
- $400/SF
- 30 Days On Market
Last Sold Price $720,000

Last Listing Agent Andrew Blee Serhant LLC

/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
/14
$3,215 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment for Rent
44 Route 25 A Unit 205, Smithtown, NY 11787

Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Cen Air Conditioning, Separate Laundry Centers., Two Cats and 1 Dog Allowed

Mary Beth Donnelly Douglas Elliman Real Estate

44 Route 25 A Unit 205, Smithtown, NY 11787
$852,000 Sold Aug 13, 2025

6 Rice Ln, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
- Built 1963
Last Sold Summary
- 5% Above List Price
- $355/SF
- 13 Days On Market
Current Estimated Value $838,534

Last Listing Agent Melora Lane Howard Hanna Coach

6 Rice Ln, Smithtown, NY 11787

Est $822,847 Not Listed For Sale

18 Bridle Path Rd, Smithtown, NY 11787
- 4 Beds
- 2 Baths
- Built 1963
18 Bridle Path Rd, Smithtown, NY 11787

Last Sold Summary
- 15% Above List Price
- 34 Days On Market
Last Sold Price $715,000

Last Listing Agent Michele Targovnik Daniel Gale Sotheby's

/39
$1,599,999
- 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 within the Hauppauge School District! This exquisite home offers the opportunity for multi-generational living, it is an 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

Thomas Diana Douglas Elliman Real Estate

30 Lone Oak Path, Smithtown, NY 11787
/12
$4,240 per month
- 2 Beds
- 2 Baths
- 1,208 Sq Ft
- Condo for Rent
313 Avalon Cir Unit FL1-ID1657A, Smithtown, NY 11787

Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Feel at home wherever you choose to live with Blueground. You’ll love this cozy Smithtown furnished two bedroom apartment with its modern decor, fully equipped kitchen, and comfortable living room.

313 Avalon Cir Unit FL1-ID1657A, Smithtown, NY 11787
$999,999 Sold Nov 25, 2025

22 Whitney Gate, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,775 Sq Ft
- Built 1962
Last Sold Summary
- 1% Above List Price
- $360/SF
- 21 Days On Market
Current Estimated Value $999,873

Last Listing Agent Donna Dirusso Prestige Realty & Home Dev

22 Whitney Gate, Smithtown, NY 11787

Est $1,447,163 Not Listed For Sale

4 Privet Ct, Smithtown, NY 11787
- 5 Beds
- 3.5 Baths
- 1,371 Sq Ft
- Built 2010
4 Privet Ct, Smithtown, NY 11787

Last Sold Summary
- 15% Above List Price
- $919/SF
- 24 Days On Market
Last Sold Price $1,260,000

Last Listing Agent Elena Galluzzo Compass Greater NY LLC

/27
$750,000 Pending
- 4 Beds
- 2 Baths
- 1,629 Sq Ft
18 Lehigh Dr, Smithtown, NY 11787

"ALL BINDERS ARE OFF" Location, Location, Location! Welcome to your dream home! This beautifully renovated 4-bedroom, 3-bathroom high ranch offers approximately 1,992 sqft of modern living space in the Smithtown School District. Perfect for family living, this home features gas heat, gas cooking, and hardwood floors. The beautiful, bright living area flows into a 5-year-old kitchen featuring

Sahra Mansouri Afati Realty Connect USA L I Inc

18 Lehigh Dr, Smithtown, NY 11787
/24
$4,950 per month
- 4 Beds
- 2 Baths
- 1,800 Sq Ft
- House for Rent
24 Lindner Place, Smithtown, NY 11787

This cozy cape is exceptional with attention to EVERY detail! Every element , from the appliances and lighting to the window and flooring. All the doors are solid wood. The electric is 200 amp. All new appliances. 4 bedrooms or 3 bedrooms plus office, plenty of storage. Utilities included. Call for an appointment. A must see!!Can be rented furnished or unfurnished.

Joseph Donofrio Douglas Elliman Real Estate

24 Lindner Place, Smithtown, NY 11787
$990,000 Sold Oct 29, 2025

45 Grandview Ln, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,924 Sq Ft
- Built 1974
Last Sold Summary
- 16% Below List Price
- $339/SF
- 49 Days On Market
Current Estimated Value $1,000,415

Last Listing Agent Lisa Testagrose Coldwell Banker American Homes

45 Grandview Ln, Smithtown, NY 11787

Est $689,179 Not Listed For Sale

87 Hidden Ponds Cir, Smithtown, NY 11787
- 2 Beds
- 2.5 Baths
- 1,495 Sq Ft
- Built 1987
87 Hidden Ponds Cir, Smithtown, NY 11787

Last Sold Summary
- 12% Above List Price
- $411/SF
- 50 Days On Market
Last Sold Price $615,000

Last Listing Agent Richard Krug Century 21 American Homes

/38
$1,288,888 Pending
- 4 Beds
- 3 Baths
- 3,662 Sq Ft
5 Poplar Dr, Smithtown, NY 11787

Welcome to this completely renovated and expanded split ranch located in the highly sought- after Smithtown School District. Meticulously rebuilt taken down to the studs, with no detail overlooked. This stunning home offers 4 spacious bedrooms and 3 full bathrooms, including an impressive primary suite with a spa-like ensuite bathroom and 2 oversized closets. Show stopping kitchen, complete with

Styliani Cannata Real Broker NY LLC

5 Poplar Dr, Smithtown, NY 11787
/7
$5,030 per month
- 3 Beds
- 2 Baths
- 1,327 Sq Ft
- Condo for Rent
313 Avalon Cir Unit FL2-ID3365A, Smithtown, NY 11787

Photos Coming SoonThese sample photos are meant to give you a sense of Blueground’s design style. Layout and furniture are subject to change. This apartment will be ready by the date indicated.Be the first to rent!Show up and start living from day one in Smithtown with this beautiful three bedroom Blueground apartment. You’ll love coming home to this thoughtfully

313 Avalon Cir Unit FL2-ID3365A, Smithtown, NY 11787
$700,000 Sold Oct 31, 2025

27 Columbus Ave, Kings Park, NY 11754
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
- Built 1965
Last Sold Summary
- 2% Above List Price
- $368/SF
- 50 Days On Market
Current Estimated Value $756,543

Last Listing Agent jennifer brule Century 21 Adams Real Estate

27 Columbus Ave, Kings Park, NY 11754

Est $685,515 Not Listed For Sale

29 Paddington Cir, Smithtown, NY 11787
- 2 Beds
- 2.5 Baths
- 1,479 Sq Ft
- Built 2002
29 Paddington Cir, Smithtown, NY 11787

Last Sold Summary
- 25% Above List Price
- $372/SF
- 19 Days On Market
Last Sold Price $550,000

Last Listing Agent Sophia Christodoulou Signature Premier Properties

/33
$949,000 Pending
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
7 Flamingo Dr, Smithtown, NY 11787

Colonial in desirable Forest Woods Development has hardwood floors throughout. Primary bedroom with walk-in closet & Primary bathroom. The three additional bedrooms with ample closets & hardwood floors. Banquet size Dining Room & Formal Living Room with picture window and warm & cozy fireplace. Kitchen with granite, double ovens and stove top. Sliders lead into Sunroom. Pull down attic stairs.

Denise Rogers Douglas Elliman Real Estate

7 Flamingo Dr, Smithtown, NY 11787
/22
$4,400 per month
- 4 Beds
- 3 Baths
- 1,854 Sq Ft
- House for Rent
117 Blydenburg Ave, Smithtown, NY 11787

Open concept, spacious 4 bedroom,3 bath, flat 1/2 acre, fully fenced backyard,close to town,shopping,restaurants,gas heat,wood floors,private driveway,washer,dryer,dishwasher. Appearance : Excellent interior features : Separate Thermostat

Denise Gianatasio Signature Premier Properties

117 Blydenburg Ave, Smithtown, NY 11787
$784,000 Sold Jun 26, 2025

94 New York Ave, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- 1,500 Sq Ft
- Built 1929
Last Sold Summary
- 6% Above List Price
- $523/SF
- 15 Days On Market
Current Estimated Value $811,238

Last Listing Agent Diane Grinere Stanzoni Realty Corp

94 New York Ave, Smithtown, NY 11787

Est $600,659 Not Listed For Sale

45 Oak Ave, Smithtown, NY 11787
- 3 Beds
- 1 Bath
- Built 1948
45 Oak Ave, Smithtown, NY 11787

Last Sold Summary
- 39% Above List Price
- 15 Days On Market
Last Sold Price $432,500

Last Listing Agent Dorothy Cheswick Howard Hanna Coach

/40
$899,000 Pending
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
368 Landing Ave, Smithtown, NY 11787

Nestled in the heart of Smithtown, this spacious, newly renovated high ranch offers 4 bedrooms and 3 bathrooms. This beautiful house includes a formal dinning room, sun drenched living room, all new open kitchen with stainless steel appliances, main bedroom with in-suite bathroom, new hardwood floors, central heating and cooling systems, new doors and windows, new roof, and new vinyl siding. Many

Ahmed Bilal ILAND Realty

368 Landing Ave, Smithtown, NY 11787
/11
$3,900 per month
- 1 Bed
- 1 Bath
- 862 Sq Ft
- Condo for Rent
313 Avalon Cir Unit FL1-ID2700A, Smithtown, NY 11787

Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Discover the best of Smithtown, with this one bedroom apartment in Smithtown. It’ll be easy to simply show up and start living in this furnished apartment with its fully equipped kitchen, living room,

313 Avalon Cir Unit FL1-ID2700A, Smithtown, NY 11787
$845,000 Sold Mar 04, 2025

18 Trent Ln, Smithtown, NY 11787
- 4 Beds
- 3 Baths
- 3,739 Sq Ft
- Built 1956
Last Sold Summary
- 5% Below List Price
- $226/SF
- 68 Days On Market
Current Estimated Value $955,715

Last Listing Agent Ashley Uva

18 Trent Ln, Smithtown, NY 11787

Est $1,232,384 Not Listed For Sale

3 Candlelight Ct, Smithtown, NY 11787
- 6 Beds
- 5.5 Baths
- 1,924 Sq Ft
- Built 1910
3 Candlelight Ct, Smithtown, NY 11787

Last Sold Summary
- 3% Below List Price
- $663/SF
- 52 Days On Market
Last Sold Price $1,275,000

Last Listing Agent Ashley Tanenblatt Daniel Gale Sotheby's

/23
$1,250,000 Pending
- 3 Beds
- 2.5 Baths
- 2,024 Sq Ft
7 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

7 Sycamore Place, Smithtown, NY 11787
/14
$2,500 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Apartment for Rent
109 E Main St Unit 2, Smithtown, NY 11787

Nice 1 Bedroom with Bonus room great for office etc.. 1 Bath Apartment in the heart of Smithtown..Rent includes all utilities except cable.., Additional information: Appearance:Excellent

Karen Orrach Signature Premier Properties

109 E Main St Unit 2, Smithtown, NY 11787
$720,000 Sold Oct 17, 2025

1 Wood Ln, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1959
Last Sold Summary
- 11% Above List Price
- $600/SF
- 10 Days On Market
Current Estimated Value $728,773

Last Listing Agent Deborah Lettieri Signature Premier Properties

1 Wood Ln, Smithtown, NY 11787

Est $634,476 Not Listed For Sale

25 Pineacre Dr, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 1,028 Sq Ft
- Built 1955
25 Pineacre Dr, Smithtown, NY 11787

Last Sold Summary
- 13% Above List Price
- $545/SF
- 22 Days On Market
Last Sold Price $560,000

Last Listing Agent Andrew-Paul Ragusa REMI Realty

/29
$1,250,000 Pending
- 5 Beds
- 3.5 Baths
- 3,134 Sq Ft
2 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

2 Sycamore Place, Smithtown, NY 11787
/7
$4,800 per month
- 3 Beds
- 2 Baths
- 1,327 Sq Ft
- Condo for Rent
313 Avalon Cir Unit FL2-ID3413A, Smithtown, NY 11787

Photos Coming SoonThese sample photos are meant to give you a sense of Blueground’s design style. Layout and furniture are subject to change. This apartment will be ready by the date indicated.Be the first to rent!Show up and start living from day one in Smithtown with this stylish three bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished,

313 Avalon Cir Unit FL2-ID3413A, Smithtown, NY 11787
$790,000 Sold Sep 02, 2025

11 Kim Ave, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 1,833 Sq Ft
- Built 1969
Last Sold Summary
- 7% Above List Price
- $431/SF
- 11 Days On Market
Current Estimated Value $791,148

Last Listing Agent Christine Daddio Howard Hanna Coach

11 Kim Ave, Smithtown, NY 11787

Est $3,192,667 Not Listed For Sale

146 Oakside Dr, Smithtown, NY 11787
- 6 Beds
- 5.5 Baths
- 7,200 Sq Ft
- Built 1927
146 Oakside Dr, Smithtown, NY 11787

Last Sold Summary
- 14% Above List Price
- $389/SF
- 48 Days On Market
Last Sold Price $2,800,000

Last Listing Agent Bonnie Glenn Daniel Gale Sotheby's

/43
$895,000 Pending
- 4 Beds
- 3.5 Baths
- 2,800 Sq Ft
14 Hills Park Ln, Smithtown, NY 11787

Welcome to 14 Hills Park Lane ~ Smithtown, NY.Located in the The Pines, a highly desired location with beautiful properties and proximity to major roadways and shopping, this expansive four bedroom ranch sits beautifully on a full usable acre+ lot with mature trees and landscaping. A graceful paver walkway leads to the covered front porch and welcomes you in to its generous entry foyer. At

Lynn Sabatelle Daniel Gale Sothebys Intl Rlty

14 Hills Park Ln, Smithtown, NY 11787
/13
$4,150 per month
- 2 Beds
- 1 Bath
- 1,130 Sq Ft
- Condo for Rent
313 Avalon Cir Unit FL1-ID3550A, Smithtown, NY 11787

Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Show up and start living from day one in Smithtown with this sophisticated two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully

313 Avalon Cir Unit FL1-ID3550A, Smithtown, NY 11787
$730,000 Sold Jul 28, 2025

75 Paddington Cir, Smithtown, NY 11787
- 3 Beds
- 2.5 Baths
- 1,684 Sq Ft
- Built 2002
Last Sold Summary
- 1% Below List Price
- $433/SF
- 18 Days On Market
Current Estimated Value $761,799

Last Listing Agent Trish Bergin Signature Premier Properties

75 Paddington Cir, Smithtown, NY 11787

Est $963,054 Not Listed For Sale

506 Landing Ave, Smithtown, NY 11787
- 4 Beds
- 3.5 Baths
- 2,550 Sq Ft
- Built 1955
506 Landing Ave, Smithtown, NY 11787

Last Sold Summary
- 37% Above List Price
- $276/SF
- 14 Days On Market
Last Sold Price $705,000

Last Listing Agent Lorraine A Dileo Executive Group Realty

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New York Suffolk County Smithtown

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