Smithtown, NY Homes

Est $810,491

Not Listed For Sale

169 Fifty Acre Rd S, Smithtown, NY 11787
- 4 Beds
- 2 Baths
- 2,404 Sq Ft
- Built 1969
169 Fifty Acre Rd S, Smithtown, NY 11787

Last Sold Summary
- 52 Days On Market

/15
$3,499,000

New Construction $504K PRICE INCREASE
- 6 Beds
- 6.5 Baths
- 6,000 Sq Ft
326 Nissequogue River Rd, Saint James, NY 11780

**Starting Summer 2026!** Brand New Waterfront 6000 sq ft Modern Barn Home on 2acre Lot, *PRE-CONSTRUCTION PRICE*6 Bdrm 6.5 Bath,2 acre lot, 10ft Ceilings w 8'ft Interior Doors,2x4 2x6 Framing, Oversized Andersen400 Windows,Exterior Doors, 5/8 sheetrock, Energy Star Insulation, interior soundproofing. Pre wired A/V, alarm, cameras, Wi-Fi. Custom Kitchen Cabinetry & Bath Vanities. Kohler Bath

Brian Hickey Hickey & Smith REALTORS

326 Nissequogue River Rd, Saint James, NY 11780
$635,000

Sold Nov 25, 2025

10 Mcarthur Ln, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- Built 1965
Last Sold Summary
- 3% Above List Price
- 26 Days On Market
Current Estimated Value $677,479

Last Listing Agent Nicholas Pappas Coldwell Banker American Homes

10 Mcarthur Ln, Smithtown, NY 11787

Est $871,104

Not Listed For Sale

112 Fifty Acre Rd S, Smithtown, NY 11787
- 5 Beds
- 2.5 Baths
- Built 1967
112 Fifty Acre Rd S, Smithtown, NY 11787

Last Sold Summary
- 19 Days On Market

/49
$1,269,000

Pending
- 4 Beds
- 3.5 Baths
- 3,500 Sq Ft
73 Redan Dr, Smithtown, NY 11787

Welcome to this beautifully Updated Custom-built Colonial w/ 3,500 sq ft of elegant living space in the gated community of Stonebridge Estates in Smithtown. IF YOU ARE A GOLF ENTHUSIAST, this is the right home for you. It will be a Vacation-at-home all year long! Featuring a grand entry foyer with soaring 20-foot cathedral ceilings, this spacious residence has a beautiful view of the Golf Course

Luci Gherardi Douglas Elliman Real Estate

73 Redan Dr, Smithtown, NY 11787
$850,000

Sold Apr 01, 2026

175 Evergreen Ave, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 1,617 Sq Ft
- Built 1955
Last Sold Summary
- 9% Above List Price
- $526/SF
- 9 Days On Market
Current Estimated Value $805,851

Last Listing Agent Michelle Norris Signature Premier Properties

175 Evergreen Ave, Smithtown, NY 11787

Est $776,846

Not Listed For Sale

25 Baylor Dr, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
- Built 1958
25 Baylor Dr, Smithtown, NY 11787

Last Sold Summary
- 22 Days On Market

/42
$889,000

Pending
- 4 Beds
- 2.5 Baths
- 2,100 Sq Ft
4 Quincy Ln, Smithtown, NY 11787

This wonderful colonial is located on a quiet, mid-block, tree-lined street in the Smithtown School District. The full-size living room has a stone fireplace and large bay window, allowing for an abundance of natural light. The updated kitchen boasts custom cabinetry, granite countertops, stainless steel appliances, and new LED lighting. Flowing seamlessly from the kitchen, the cozy family room

Darrin Costa Cornerstone R E Services LLC

4 Quincy Ln, Smithtown, NY 11787
$825,000

Sold Nov 20, 2025

30 Twixt Hills Rd, Saint James, NY 11780
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
- Built 1970
Last Sold Summary
- 8% Below List Price
- $375/SF
- 61 Days On Market
Current Estimated Value $853,833

Last Listing Agent Ronni Tranes Douglas Elliman Real Estate

30 Twixt Hills Rd, Saint James, NY 11780

Est $668,022

Not Listed For Sale

42 Howell Dr, Smithtown, NY 11787
- 3 Beds
- 1 Bath
- 1,023 Sq Ft
- Built 1958
42 Howell Dr, Smithtown, NY 11787

Last Sold Summary
- 7 Days On Market

/39
$929,000

Open Wed 5PM - 6:30PM $60K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,500 Sq Ft
11 Coventry Ln, Smithtown, NY 11787

Welcome to this stunning Hamptons-style Colonial located within the highly sought-after Smithtown School District. This beautifully updated home offers 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, combining timeless elegance with modern conveniences.Throughout the home, you'll find gleaming hardwood floors, beautiful chair rail moldings extending from the kitchen into the laundry

Kristin Lettieri Signature Premier Properties

11 Coventry Ln, Smithtown, NY 11787
$1,175,301

Sold Nov 25, 2025

36 Woodland Ln, Smithtown, NY 11787
- 5 Beds
- 3 Baths
- 2,850 Sq Ft
- Built 1975
Last Sold Summary
- 6% Below List Price
- $412/SF
- 97 Days On Market
Current Estimated Value $1,163,355

Last Listing Agent Deborah Dooley Signature Premier Properties

36 Woodland Ln, Smithtown, NY 11787

Est $792,354

Not Listed For Sale

23 Dartmouth Dr, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- 1,118 Sq Ft
- Built 1958
23 Dartmouth Dr, Smithtown, NY 11787

Last Sold Summary
- 22 Days On Market

/23
$949,999

Open Sat 12PM - 2PM $50K PRICE DROP
- 6 Beds
- 3 Baths
- 2,663 Sq Ft
56 Mcarthur Ln, Smithtown, NY 11787

Beautifully renovated and move-in ready, this spacious 6-bedroom, 3.5-bath home offers the perfect blend of modern updates and flexible living. The primary suite features a walk-in closet and private full bath, while the updated kitchen with high-end appliances opens to bright, inviting living spaces. New central A/C and a new sprinkler system add comfort and convenience. Designed with

Mohammad Irshad Island Advantage Realty LLC

56 Mcarthur Ln, Smithtown, NY 11787
$650,000

Sold Jul 30, 2025

7 Chelsea Dr, Smithtown, NY 11787
- 2 Beds
- 2.5 Baths
- 1,358 Sq Ft
- Built 2001
Last Sold Summary
- 9% Above List Price
- $479/SF
- 14 Days On Market
Current Estimated Value $706,535

Last Listing Agent Eliot Lonardo Signature Premier Properties

7 Chelsea Dr, Smithtown, NY 11787

Est $794,852

Not Listed For Sale

7 Dartmouth Dr, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- 1,070 Sq Ft
- Built 1960
7 Dartmouth Dr, Smithtown, NY 11787

Last Sold Summary
- 21 Days On Market

/22
$695,000

Pending
- 3 Beds
- 2.5 Baths
- 1,484 Sq Ft
34 Paddington Cir, Smithtown, NY 11787

Welcome to 34 Paddington Circle! This desirable end-unit townhouse is located in the heart of Smithtown in the sought after Windcrest gated community! This beautifully kept Avondale model home offers 3 bedrooms, 2.5 baths, a bright freshly painted eat in kitchen, hardwood floors, full basement and 1 car garage. The dining room and living room is an open concept that features a cozy wood burning

Gina DiBenedetto Signature Premier Properties

34 Paddington Cir, Smithtown, NY 11787
$2,799,000

Sold Sep 24, 2025

317 Old Mill Rd, Smithtown, NY 11787
- 4 Beds
- 4.5 Baths
- 4,250 Sq Ft
- Built 2023
Last Sold Summary
- $659/SF
- 23 Days On Market
Current Estimated Value $2,535,667

Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

317 Old Mill Rd, Smithtown, NY 11787

Est $716,700

Not Listed For Sale

15 E Hill Dr, Smithtown, NY 11787
- 2 Beds
- 1.5 Baths
- 1,118 Sq Ft
- Built 1959
15 E Hill Dr, Smithtown, NY 11787

Last Sold Summary
- 23 Days On Market

/50
$989,000
- 3 Beds
- 3 Baths
- 2,395 Sq Ft
10 S Lot Rd, Smithtown, NY 11787

Welcome to this beautifully maintained, sprawling ranch nestled on a spectacular country club property at the end of a cul-de-sac. Designed for seamless modern living, this sun-drenched home features 3 spacious bedrooms, 3 full baths, and an effortless, flowing layout.The main level boasts a bright, inviting living room, a formal dining room, and a classic tile kitchen. Unwind in the cozy

Patrice Silvestri Coldwell Banker American Homes

10 S Lot Rd, Smithtown, NY 11787
$920,000

Sold Nov 13, 2025

68 Steven Place, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
- Built 1971
Last Sold Summary
- 3% Above List Price
- $307/SF
- 39 Days On Market
Current Estimated Value $911,854

Last Listing Agent Robert Scarito RE/MAX Integrity Leaders

68 Steven Place, Smithtown, NY 11787

Est $698,464

Not Listed For Sale

20 Hofstra Dr, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- 1,500 Sq Ft
- Built 1960
20 Hofstra Dr, Smithtown, NY 11787

Last Sold Summary
- 16 Days On Market

/2
$799,999

Coming Soon
- 4 Beds
- 2 Baths
191 Old Willets Path, Smithtown, NY 11787

Smithtown opportunity awaits! This Hi-Ranch horse property home is situated on a beautiful 1-acre lot, set back off the road for added privacy and a peaceful setting. This versatile property features a possible mother/daughter setup with proper permits, providing flexibility for a variety of living arrangements. Additional features include central air conditioning, a wood-burning stove, full

Traci Conforti Realty Connect USA L I Inc

191 Old Willets Path, Smithtown, NY 11787
$1,025,000

Sold Feb 18, 2026

271 N Country Rd, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- Built 2025
Last Sold Summary
- 3% Above List Price
- 7 Days On Market
Last Listing Agent Bryan Karp Coldwell Banker American Homes

271 N Country Rd, Smithtown, NY 11787

Est $700,644

Not Listed For Sale

24 Howell Dr, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- Built 1958
24 Howell Dr, Smithtown, NY 11787

Last Sold Summary
- 11 Days On Market

/26
$769,000

Open Sat 1PM - 3PM
- 3 Beds
- 2 Baths
- 1,435 Sq Ft
74 Cornell Dr, Smithtown, NY 11787

Welcome to 74 Cornell Drive a beautifully maintained 3-bedroom split-level brick and vinyl home tucked on a quiet, established Smithtown block where pride of ownership shows in every direction. From the moment you arrive, you’re greeted by a wide, spacious driveway and a meticulously kept lawn that sets the tone before you even step inside. This is a home that feels cared for inside and out. Step

Bryant Moran YourHomeSold Guaranteed Realty

74 Cornell Dr, Smithtown, NY 11787
$1,450,000

Sold Apr 15, 2026

628 Meadow Rd, Kings Park, NY 11754
- 5 Beds
- 3.5 Baths
- 4,787 Sq Ft
- Built 2025
Last Sold Summary
- 15% Below List Price
- $303/SF
- 119 Days On Market
Current Estimated Value $1,390,486

Last Listing Agent Antonio Russo True Homes Inc

628 Meadow Rd, Kings Park, NY 11754

Est $700,261

Not Listed For Sale

1 Rutgers St, Smithtown, NY 11787
- 2 Beds
- 2 Baths
- 1,044 Sq Ft
- Built 1956
1 Rutgers St, Smithtown, NY 11787

Last Sold Summary
- 15 Days On Market

/27
$995,000

Open Sun 12PM - 2PM $4K PRICE DROP
- 7 Beds
- 3 Baths
- 2,456 Sq Ft
80 Mount Pleasant Rd, Smithtown, NY 11787

Calling all land lovers! Step into this beautiful Smithtown home exclusively located in the Village of the Branch! This move-in ready ranch carries 7 bedrooms & 3 full bathrooms with a brick walkway to the entrance, a wrap around driveway & a 2 car attached garage nestled on a whole 1 acre of beautiful land. Part the Smithtown School District, it is zoned for Mt. Pleasant Elementary School, Great

Sophia Wu Homes By Mara

80 Mount Pleasant Rd, Smithtown, NY 11787
$810,000

Sold Sep 12, 2025

44 Cross St, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,312 Sq Ft
- Built 1960
Last Sold Summary
- 6% Above List Price
- $350/SF
- 8 Days On Market
Current Estimated Value $830,024

Last Listing Agent Marc Kaplan Pinpoint Realty LI

44 Cross St, Smithtown, NY 11787

Est $662,624

Not Listed For Sale

20 Rutgers St, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- 1,080 Sq Ft
- Built 1960
20 Rutgers St, Smithtown, NY 11787

Last Sold Summary
- 88 Days On Market

/40
$800,000

Open Sat 12PM - 2PM
- 5 Beds
- 3 Baths
- 2,287 Sq Ft
4 Long Hill Rd, Smithtown, NY 11787

Tucked away on a quiet dead-end street just moments from the heart of Smithtown, this expanded Hi Ranch offers the space, flexibility, and location today’s buyers are searching for. With a thoughtfully designed den-side extension featuring vaulted ceilings (added in 1999), the home opens up beautifully to create a bright, airy living space that stands apart from typical layouts. With 5 bedrooms

gordon lewis RE/MAX Integrity Leaders

4 Long Hill Rd, Smithtown, NY 11787
$157,000

Sold Oct 08, 2025

355 Route 111 Unit 5, Smithtown, NY 11787
- 1 Bath
- 500 Sq Ft
- Built 1964
Last Sold Summary
- 12% Below List Price
- $314/SF
- 56 Days On Market
Current Estimated Value $297,000

Last Listing Agent Daniel Donato Howard Hanna Coach

355 Route 111 Unit 5, Smithtown, NY 11787

Est $832,162

Not Listed For Sale

32 Hurtin Blvd, Smithtown, NY 11787
- 4 Beds
- 3 Baths
- 2,092 Sq Ft
- Built 1969
32 Hurtin Blvd, Smithtown, NY 11787

Last Sold Summary
- 8 Days On Market

/19
$708,000

Open Sat 1PM - 3PM
- 3 Beds
- 2 Baths
- 1,134 Sq Ft
12 Wayside Ln, Smithtown, NY 11787

Welcome to 12 Wayside Lane. Beautifully maintained 3-bedroom high ranch. Completely remodeled in past 8 years including, new windows, new closet doors, new tiles, new kitchen and new bathrooms. Updated 200amp Electrical Service. Hardwood floor throughout main level. Beautiful deck overlooking the backyard. Integrated smoke and carbon dioxide detectors. Full finished basement with summer kitchen,

Jonathan Minerick HomeCoin.com

12 Wayside Ln, Smithtown, NY 11787
$615,000

Sold Jan 22, 2026

38 Hallock Ave, Smithtown, NY 11787
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
- Built 2004
Last Sold Summary
- 17% Below List Price
- $342/SF
- 225 Days On Market
Current Estimated Value $717,776

Last Listing Agent Edward Burke Shine Realty Group

38 Hallock Ave, Smithtown, NY 11787

Est $908,859

Not Listed For Sale

30 Colgate Dr, Smithtown, NY 11787
- 5 Beds
- 2.5 Baths
- 2,700 Sq Ft
- Built 1968
30 Colgate Dr, Smithtown, NY 11787

Last Sold Summary
- 38 Days On Market

/25
$808,000

Pending
- 3 Beds
- 3 Baths
- 1,730 Sq Ft
8 Roundabout Rd, Smithtown, NY 11787

Welcome to this stunning expanded ranch in desirable Smithtown, set back on a generous 0.87-acre lot offering exceptional privacy. This bright and spacious three-bedroom, three-bath home features approximately 1,700 sq. ft. of interior living space, thoughtfully designed for both comfort and functionality. Step into a welcoming central hall leading to an updated kitchen and an open-concept living

Maureen Ramsbottom Maureen Folan R E Group LLC

8 Roundabout Rd, Smithtown, NY 11787
$1,150,000

Sold Nov 18, 2025

44 Croft Ln, Smithtown, NY 11787
- 3 Beds
- 3.5 Baths
- 3,197 Sq Ft
- Built 1999
Last Sold Summary
- 2% Below List Price
- $360/SF
- 85 Days On Market
Current Estimated Value $1,184,060

Last Listing Agent Tracy Sobel Signature Premier Properties

44 Croft Ln, Smithtown, NY 11787

Est $828,366

Not Listed For Sale

36 Colgate Dr, Smithtown, NY 11787
- 5 Beds
- 3 Baths
- Built 1964
36 Colgate Dr, Smithtown, NY 11787

Last Sold Summary
- 23 Days On Market

Showing Results 281 - 320, Page 8 of 18

New York Suffolk County Smithtown

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