Smithtown, NY Homes

Est $589,916

Not Listed For Sale

33 Princeton Ave, Smithtown, NY 11787
- 2 Beds
- 2 Baths
- Built 1940
33 Princeton Ave, Smithtown, NY 11787

Last Sold Summary
- 25 Days On Market

/28
$669,000

Pending
- 3 Beds
- 1 Bath
- 943 Sq Ft
7 Gedney Ave, Smithtown, NY 11787

Welcome to 7 Gedney Avenue, a beautifully updated 3/1 ranch in the highly sought-after Smithtown School District, perfectly situated on a meticulously landscaped .23-acre property and tucked away on a quiet, tree-lined street! Step into a sun-drenched living room featuring recently refinished hardwood floors, recessed lighting, and an abundance of natural light, creating a warm and inviting space

Nicole Schwartz RE/MAX Team

7 Gedney Ave, Smithtown, NY 11787
$745,000

Sold Aug 27, 2025

2 Cornell Ct N, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 1,305 Sq Ft
- Built 1955
Last Sold Summary
- 6% Above List Price
- $571/SF
- 11 Days On Market
Current Estimated Value $762,468

Last Listing Agent Kate Works Compass Greater NY LLC

2 Cornell Ct N, Smithtown, NY 11787

Est $788,866

Not Listed For Sale

26 Thomas Place, Smithtown, NY 11787
- 5 Beds
- 4 Baths
- 2,700 Sq Ft
- Built 1902
26 Thomas Place, Smithtown, NY 11787

Last Sold Summary
- 28 Days On Market

/45
$999,000

Pending
- 4 Beds
- 2.5 Baths
- 2,448 Sq Ft
185 Plymouth Blvd, Smithtown, NY 11787

Prestine 4-Bedroom Colonial with FULL BASEMENT in the Smithtown School District! Welcome to this beautifully maintained Colonial offering the perfect blend of elegance, space, and comfort. A charming wraparound porch sets the tone as you enter into an impressive entry foyer with soaring ceilings and a bright, open feel. The home features high ceilings throughout, a spacious den with vaulted

Michail Konstas Signature Premier Properties

185 Plymouth Blvd, Smithtown, NY 11787
$925,000

Sold Sep 19, 2025

15 Format Ln, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,535 Sq Ft
- Built 1970
Last Sold Summary
- 9% Above List Price
- $365/SF
- 21 Days On Market
Current Estimated Value $947,787

Last Listing Agent Lorraine Marotta Signature Premier Properties

15 Format Ln, Smithtown, NY 11787

Est $1,224,691

Not Listed For Sale

35 Woodland Ln, Smithtown, NY 11787
- 5 Beds
- 2.5 Baths
- 2,600 Sq Ft
- Built 1972
35 Woodland Ln, Smithtown, NY 11787

Last Sold Summary
- 54 Days On Market

/19
$749,000
- 3 Beds
- 2.5 Baths
- 2,040 Sq Ft
23 Stone Gate Ct, Smithtown, NY 11787

Nestled on a quiet cul-de-sac in the heart of Smithtown, this hidden gem is surrounded by a beautiful wooded backdrop, offering exceptional privacy, comfort, and convenience. This spacious end-unit townhome features 3 bedrooms, 2.5 baths, an open-concept layout, and a full basement, providing ample living and storage space. The home also offers a large eat-in kitchen complete with stainless steel

Stella DeRosa Signature Premier Properties

23 Stone Gate Ct, Smithtown, NY 11787
$665,000

Sold Dec 22, 2025

58 Sherbrooke Dr, Smithtown, NY 11787
- 4 Beds
- 1.5 Baths
- 1,656 Sq Ft
- Built 1961
Last Sold Summary
- 6% Above List Price
- $402/SF
- 48 Days On Market
Current Estimated Value $741,709

Last Listing Agent Luisa Fazzalari Douglas Elliman Real Estate

58 Sherbrooke Dr, Smithtown, NY 11787

Est $844,779

Not Listed For Sale

50 Parnell Dr, Smithtown, NY 11787
- 4 Beds
- 2 Baths
- Built 1960
50 Parnell Dr, Smithtown, NY 11787

Last Sold Summary
- 37 Days On Market

/23
$1,250,000

New Construction 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
$815,000

Sold Oct 14, 2025

19 Laurel Dr, Smithtown, NY 11787
- 5 Beds
- 2.5 Baths
- 2,647 Sq Ft
- Built 1966
Last Sold Summary
- 8% Below List Price
- $308/SF
- 15 Days On Market
Current Estimated Value $907,416

Last Listing Agent Kelly Burke Kelly Daniel Gale Sothebys Intl Rlty

19 Laurel Dr, Smithtown, NY 11787

Est $847,286

Not Listed For Sale

52 Parnell Dr, Smithtown, NY 11787
- 4 Beds
- 3 Baths
52 Parnell Dr, Smithtown, NY 11787

Last Sold Summary
- 51 Days On Market

/43
$699,999

$35K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,045 Sq Ft
79 Brooksite Dr, Smithtown, NY 11787

Welcome to 79 Brooksite Drive in Smithtown, where privacy, space, and natural beauty come together in an exceptional setting just minutes from Main Street Smithtown. Situated on over a half acre of lush property and within walking distance to the scenic trails of Blydenburgh County Park, this 3-bedroom, 1.5-bath ranch offers a rare opportunity to enjoy a peaceful, retreat-like lifestyle without

Nicole Chimento Coldwell Banker American Homes

79 Brooksite Dr, Smithtown, NY 11787
$820,000

Sold Oct 31, 2025

90 Blydenburg Ave, Smithtown, NY 11787
- 5 Beds
- 3 Baths
- 2,200 Sq Ft
- Built 1952
Last Sold Summary
- 5% Below List Price
- $373/SF
- 66 Days On Market
Current Estimated Value $832,396

Last Listing Agent Derek Greene Greene Realty Group

90 Blydenburg Ave, Smithtown, NY 11787

Est $656,563

Not Listed For Sale

61 Plymouth Blvd, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 1,021 Sq Ft
- Built 1966
61 Plymouth Blvd, Smithtown, NY 11787

Last Sold Summary
- 39 Days On Market

/22
$950,000

Pending
- 4 Beds
- 3 Baths
- 1,905 Sq Ft
43 Grassy Pond Dr, Smithtown, NY 11787

Located in the award-winning Hauppauge School District, consistently ranked among the top districts on Long Island. Enjoy Smithtown-area amenities with noticeably lower taxes than Smithtown proper — the best of both worlds. Quiet, tree-lined neighborhood with easy access to the LIE and Northern State Parkway, and both north and south shore beaches.Central ACWhole house generatorOver

William Esslinger HomeSmart Premier Living Rlty

43 Grassy Pond Dr, Smithtown, NY 11787
$912,000

Sold Aug 04, 2025

25 Grassy Pond Dr, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,048 Sq Ft
- Built 1968
Last Sold Summary
- 14% Above List Price
- $445/SF
- 17 Days On Market
Current Estimated Value $959,431

Last Listing Agent Debbie Herman American Way Real Estate Inc

25 Grassy Pond Dr, Smithtown, NY 11787

Est $895,311

Not Listed For Sale

25 Smithtown Crescent, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,105 Sq Ft
- Built 1972
25 Smithtown Crescent, Smithtown, NY 11787

Last Sold Summary
- 29 Days On Market

/31
$799,000

Pending
- 4 Beds
- 2.5 Baths
- 2,034 Sq Ft
16 Amherst Ln, Smithtown, NY 11787

Welcome home- inviting colonial in Smithtown with Commack schools. Light, bright & beautifully maintained, this home offers the perfect blend of comfort, space and opportunity. Featuring large bedrooms and a gracious layout,this home is ready to make lasting memories. Sun filled living spaces create an airy feel throughout, while wood floors under carpet offer timeless appeal. Large basement

Robyn Schatz Compass Greater NY LLC

16 Amherst Ln, Smithtown, NY 11787
$850,000

Sold Oct 24, 2025

50 Valleywood Rd, ComMacK, NY 11725
- 3 Beds
- 2.5 Baths
- 2,300 Sq Ft
- Built 1985
Last Sold Summary
- 4% Below List Price
- $370/SF
- 36 Days On Market
Current Estimated Value $922,557

Last Listing Agent Anna Niola Douglas Elliman Real Estate

50 Valleywood Rd, ComMacK, NY 11725

Est $929,869

Not Listed For Sale

5 Smithtown Crescent, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 1,756 Sq Ft
- Built 1973
5 Smithtown Crescent, Smithtown, NY 11787

Last Sold Summary
- 8 Days On Market

/41
$790,000

$30K PRICE DROP Pending
- 4 Beds
- 2.5 Baths
- 2,183 Sq Ft
9 Quincy Ln, Smithtown, NY 11787

Welcome to this exceptional California Hi-Ranch offering a bright, open layout designed for today’s lifestyle. The expansive living room showcases soaring cathedral ceilings, creating an airy, sun-filled space perfect for both everyday living and entertaining.The upper level flows seamlessly, while the lower level features a spacious family room—ideal for gatherings, a home office, or

Maria Caifa Coldwell Banker American Homes

9 Quincy Ln, Smithtown, NY 11787
$810,000

Sold Jul 10, 2025

4 Kim Place, Kings Park, NY 11754
- 4 Beds
- 2.5 Baths
- 2,083 Sq Ft
- Built 1985
Last Sold Summary
- 7% Below List Price
- $389/SF
- 282 Days On Market
Current Estimated Value $863,732

Last Listing Agent Jacqueline Clancy Serhant East End LLC

4 Kim Place, Kings Park, NY 11754

Est $767,547

Not Listed For Sale

32 Mulberry Dr, Smithtown, NY 11787
- 4 Beds
- 1.5 Baths
- 1,134 Sq Ft
- Built 1963
32 Mulberry Dr, Smithtown, NY 11787

Last Sold Summary
- 29 Days On Market

/44
$1,299,000

Open Sun 1PM - 3PM
- 3 Beds
- 4 Baths
- 3,000 Sq Ft
109 Shirley Ct, Smithtown, NY 11787

A rare opportunity to own this exceptional 3 bedroom, 4 bath Ranch situated on a beautifully landscaped property in the coveted Smithtown Pines neighborhood. Meticulously renovated throughout, this turnkey home showcases refined craftsmanship, spacious sun filled interiors, and an effortless flow designed for everyday living and elegant entertaining. The kitchen serves as the heart of the home

Lisa Locorriere Signature Premier Properties

109 Shirley Ct, Smithtown, NY 11787
$1,875,000

Sold Jul 29, 2025

62 Winston Dr, Smithtown, NY 11787
- 5 Beds
- 4 Baths
- 5,015 Sq Ft
- Built 2010
Last Sold Summary
- 15% Below List Price
- $374/SF
- 133 Days On Market
Current Estimated Value $1,937,333

Last Listing Agent Christine Daddio Howard Hanna Coach

62 Winston Dr, Smithtown, NY 11787

Est $743,323

Not Listed For Sale

20 Mulberry Dr, Smithtown, NY 11787
- 4 Beds
- 2 Baths
- Built 1963
20 Mulberry Dr, Smithtown, NY 11787

Last Sold Summary
- 69 Days On Market

/44
$1,150,000

$150K PRICE INCREASE Pending
- 4 Beds
- 3.5 Baths
- 2,200 Sq Ft
66 Cygnet Dr, Smithtown, NY 11787

Welcome to this beautiful and expanded Betsy Ross colonial in the desirable Forestwood neighborhood of Smithtown! This home features the following...an entry foyer way, EIK w/ granite countertops and SS appliances, formal Dining room w/ FP, Living room, Family Room, 1/2 bath powder room, and an additional oversized den area w/ FP for an easy transition to guest quarters!! Upstairs you will find

Deborah Lettieri Signature Premier Properties

66 Cygnet Dr, Smithtown, NY 11787
$709,000

Sold Apr 16, 2026

16 Blackman St, Smithtown, NY 11787
- 4 Beds
- 2 Baths
- 1,323 Sq Ft
- Built 1960
Last Sold Summary
- 13% Above List Price
- $536/SF
- 14 Days On Market
Current Estimated Value $694,664

Last Listing Agent Kate Works Compass Greater NY LLC

16 Blackman St, Smithtown, NY 11787

Est $971,287

Not Listed For Sale

33 Grassy Pond Dr, Smithtown, NY 11787
- 5 Beds
- 3.5 Baths
- Built 1976
33 Grassy Pond Dr, Smithtown, NY 11787

Last Sold Summary
- 21 Days On Market

/29
$679,000
- 3 Beds
- 1.5 Baths
- 1,313 Sq Ft
39 Tanglewood Dr, Smithtown, NY 11787

Welcome to this beautifully renovated 3-bedroom, 1.5-bath ranch nestled in Smithtown and located within the Hauppauge School District. This move-in-ready home features an open-concept layout and was extensively updated in 2024. The stunning new kitchen is equipped with JennAir appliances and a Frigidaire Professional refrigerator, while Anderson windows provide abundant natural light

Jamie DelCore Signature Premier Properties

39 Tanglewood Dr, Smithtown, NY 11787
$820,000

Sold Sep 10, 2025

16 Scarborough Dr, Smithtown, NY 11787
- 3 Beds
- 2.5 Baths
- 1,900 Sq Ft
- Built 2002
Last Sold Summary
- 4% Above List Price
- $432/SF
- 18 Days On Market
Current Estimated Value $835,528

Last Listing Agent Audrey Buron Signature Premier Properties

16 Scarborough Dr, Smithtown, NY 11787

Est $965,235

Not Listed For Sale

51 Woodland Ln, Smithtown, NY 11787
- 5 Beds
- 2.5 Baths
- 2,222 Sq Ft
- Built 1970
51 Woodland Ln, Smithtown, NY 11787

Last Sold Summary
- 8 Days On Market

/42
$799,000

Pending
- 6 Beds
- 3 Baths
- 2,513 Sq Ft
53 Mobrey Ln, Smithtown, NY 11787

There’s something special about a home that feels like it was designed not just for living, but for gathering, connecting, and letting life unfold naturally within it ...and this beautifully maintained property does exactly that. From the moment you arrive, the curb appeal sets the tone. Low-maintenance landscaping, mature trees, expansive asphalt parking, and charming interlocking stone pathways

Danielle Lenard Signature Premier Properties

53 Mobrey Ln, Smithtown, NY 11787
$840,000

Sold Jul 28, 2025

155 Plymouth Blvd, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,055 Sq Ft
- Built 1969
Last Sold Summary
- 7% Above List Price
- $409/SF
- 18 Days On Market
Current Estimated Value $909,296

Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

155 Plymouth Blvd, Smithtown, NY 11787

Est $1,050,196

Not Listed For Sale

47 Woodland Ln, Smithtown, NY 11787
- 4 Beds
- 3 Baths
- 2,222 Sq Ft
- Built 1972
47 Woodland Ln, Smithtown, NY 11787

Last Sold Summary
- 23 Days On Market

/40
$989,000

Pending
- 4 Beds
- 2.5 Baths
- 2,546 Sq Ft
330 Edgewood Ave, Smithtown, NY 11787

Welcome to this beautiful Colonial set on a private 1-acre property in Smithtown featuring an inground pool, 2-car garage, and expansive driveway. This home offers a spacious layout with a primary bedroom featuring an en-suite bath, plus three additional bedrooms and 1.5 additional baths. The main floor includes formal living room, formal dining room, family room, and eat-in kitchen ideal for

William Brown Gotham City Realty Group LLC

330 Edgewood Ave, Smithtown, NY 11787
$725,000

Sold Aug 21, 2025

52 Hofstra Dr, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1966
Last Sold Summary
- 7% Above List Price
- $604/SF
- 26 Days On Market
Current Estimated Value $743,559

Last Listing Agent Zehava Friedman Coldwell Banker American Homes

52 Hofstra Dr, Smithtown, NY 11787

Est $1,340,797

Not Listed For Sale

45 Woodland Ln, Smithtown, NY 11787
- 5 Beds
- 4.5 Baths
- 3,448 Sq Ft
- Built 1971
45 Woodland Ln, Smithtown, NY 11787

Last Sold Summary
- 14 Days On Market

Showing Results 121 - 160, Page 4 of 18

New York Suffolk County Smithtown

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Smithtown, NY Homes

Real Estate & Homes