Ossining, NY Homes

Est $677,268

Not Listed For Sale

4 Mystic Dr, Ossining, NY 10562
- 2 Beds
- 2.5 Baths
- 1,974 Sq Ft
- Built 1996
4 Mystic Dr, Ossining, NY 10562

Last Sold Summary
- 44 Days On Market

/50
$1,750,000

$150K PRICE DROP
- 9 Beds
- 8 Baths
- 5,337 Sq Ft
51 Pinesbridge Rd, Ossining, NY 10562

Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities.The beautifully renovated 5,337-square-foot Main House features 5 spacious

Cathy DeBow William Raveis Real Estate

51 Pinesbridge Rd, Ossining, NY 10562
$715,000

Sold Aug 01, 2025

2 Jenkins Ct, Ossining, NY 10562
- 3 Beds
- 2.5 Baths
- 2,112 Sq Ft
- Built 2000
Last Sold Summary
- 5% Above List Price
- $339/SF
- 57 Days On Market
Current Estimated Value $748,179

Last Listing Agent Tina Ciufo William Raveis-New York LLC

2 Jenkins Ct, Ossining, NY 10562

Not Listed For Sale

360 N State Rd Unit 1I, Ossining, NY 10510
- 1 Bed
- 1 Bath
- 950 Sq Ft
- Built 1950
360 N State Rd Unit 1I, Ossining, NY 10510

Last Sold Summary
- 160 Days On Market

/39
$930,000

Pending
- 3 Beds
- 2 Baths
- 1,810 Sq Ft
61 Schrade Rd, Briarcliff Manor, NY 10510

Your life in Briarcliff Manor begins here; Turnkey impeccably maintained ranch in the highly sought-after Briarcliff Manor School District. Perfectly sited on a quiet street just down the street from Neighborhood Park, this rare one-level home offers effortless living in a prime Westchester suburban setting. Recent updates include young siding, young windows and a new front door, complemented by

Nancy Beard Houlihan Lawrence Inc.

61 Schrade Rd, Briarcliff Manor, NY 10510
$500,000

Sold Jan 07, 2026

22 William St, Ossining, NY 10562
- 4 Beds
- 2 Baths
- 2,116 Sq Ft
- Built 1893
Last Sold Summary
- 25% Above List Price
- $236/SF
- 29 Days On Market
Current Estimated Value $635,887

Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

22 William St, Ossining, NY 10562

Est $668,203

Not Listed For Sale

2 Robert Rinaldi Ln, Ossining, NY 10562
- 2 Beds
- 4 Baths
- 1,614 Sq Ft
- Built 2015
2 Robert Rinaldi Ln, Ossining, NY 10562

Last Sold Summary
- 13 Days On Market

/40
$699,222
- 3 Beds
- 2.5 Baths
- 2,270 Sq Ft
10 Lakeview Rd, Ossining, NY 10562

Bring your vision and make this spacious split-level home your own! Set on over an acre of level, park-like property, this home offers a rare opportunity to create the lifestyle you've been dreaming of in a serene and convenient location. Freshly enhanced with newly painted exterior surfaces, a brand-new walkway, front patio, and a new above-ground oil tank, the property is ready for its next

Mark Seiden Mark Seiden Real Estate Team

10 Lakeview Rd, Ossining, NY 10562
$699,000

Sold Jun 03, 2026

155 Club Ct, Ossining, NY 10562
- 2 Beds
- 2.5 Baths
- 1,601 Sq Ft
- Built 1986
Last Sold Summary
- $437/SF
- 20 Days On Market
Current Estimated Value $693,121

Last Listing Agent Michael LaMorte eXp Realty

155 Club Ct, Ossining, NY 10562

Not Listed For Sale

0 Burns Place Unit ONEH6329441, Briarcliff Manor, NY 10510
0 Burns Place Unit ONEH6329441, Briarcliff Manor, NY 10510

Last Sold Summary
- 89 Days On Market

/45
$650,000

Pending
- 6 Beds
- 4 Baths
- 2,678 Sq Ft
16 Maple Place, Ossining, NY 10562

Two-Family Home with Bonus Living Space – Prime Ossining Location This versatile two-family home with bonus living space offers comfort, convenience, and investment potential, all within minutes of downtown Ossining. Set on a large lot with ample off-street parking, it’s an ideal choice for investors, extended living groups, or buyers seeking flexible living arrangements. Each unit is bright and

Crystal Hawkins Syska Keller Williams NY Realty

16 Maple Place, Ossining, NY 10562
$965,000

Sold Oct 09, 2025

15 Deertree Ln, Briarcliff Manor, NY 10510
- 4 Beds
- 2.5 Baths
- 2,882 Sq Ft
- Built 1997
Last Sold Summary
- 2% Above List Price
- $335/SF
- 56 Days On Market
Last Listing Agent Iris Lu-Notis Coldwell Banker Realty

15 Deertree Ln, Briarcliff Manor, NY 10510

Not Listed For Sale

16 Maria Ln, Ossining, NY 10562
- 4 Beds
- 3.5 Baths
- 3,427 Sq Ft
- Built 1887
16 Maria Ln, Ossining, NY 10562

Last Sold Summary
- 33 Days On Market

/2
$850,000

New Construction Pending
- 3 Beds
- 2.5 Baths
- 2,250 Sq Ft
23 Liberty St, Ossining, NY 10562

THIS IS NOT JUST ANOTHER LISTING! Don't miss this RARE opportunity to own a newly constructed home in the heart of Westchester County. This thoughtfully designed, three-level residence is currently being built with modern energy-efficient standards and fitted with premium, top-tier appliances. Every aspect of this home has been crafted to deliver both style and functionality for today’s

Paige Castiello Keller Williams Realty Group

23 Liberty St, Ossining, NY 10562
$485,000

Sold Dec 12, 2025

313 Saddle Trail Unit 31-3, Ossining, NY 10562
- 1 Bed
- 1.5 Baths
- 1,141 Sq Ft
- Built 1986
Last Sold Summary
- 8% Above List Price
- $425/SF
- 12 Days On Market
Last Listing Agent Mary Ann Tighe Houlihan Lawrence Inc.

313 Saddle Trail Unit 31-3, Ossining, NY 10562

Not Listed For Sale

9 Barnes Rd, Ossining, NY 10562
- 4 Beds
- 4.5 Baths
- 4,583 Sq Ft
- Built 1797
9 Barnes Rd, Ossining, NY 10562

Last Sold Summary
- 37 Days On Market

/50
$999,998

$98K PRICE DROP Pending
- 4 Beds
- 4.5 Baths
- 3,031 Sq Ft
18 Briarbrook Dr, Briarcliff Manor, NY 10510

Tucked away near the heart of Briarcliff Manor, Scarborough Glen offers the perfect blend of comfort, convenience and community living. With beautifully maintained grounds, a clubhouse with exercise room and lounge, a community pool & playground, plus a peaceful setting, and easy access to shops, dining and the Metro North Scarborough Station train, it's easy to see why residents love calling

Susan Strawgate Code Houlihan Lawrence Inc.

18 Briarbrook Dr, Briarcliff Manor, NY 10510
$915,000

Sold Mar 27, 2026

47 Stormytown Rd, Ossining, NY 10562
- 4 Beds
- 3 Baths
- 2,424 Sq Ft
- Built 1953
Last Sold Summary
- 4% Above List Price
- $377/SF
- 13 Days On Market
Current Estimated Value $899,219

Last Listing Agent Mauro Santucci Kane & Associates

47 Stormytown Rd, Ossining, NY 10562

Not Listed For Sale

130 Pinesbridge Rd, Ossining, NY 10562
- 4 Beds
- 3 Baths
- 2,644 Sq Ft
- Built 1946
130 Pinesbridge Rd, Ossining, NY 10562

Last Sold Summary
- 168 Days On Market

/30
$415,000

Pending
- 2 Beds
- 2 Baths
- 1,580 Sq Ft
16 Rockledge Ave Unit 5K-1, Ossining, NY 10562

Welcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And Convenience. This Fifth-Floor Beauty Offers A Rare Opportunity To Reside In A Serene And Sophisticated Setting Along The Majestic Hudson River. This Two Bedroom, Two Bath Stunner Has Nine Foot Ceilings, Oversized Rooms, And Tons Of Closet Space. This Unit Is Ideal For Hosting Intimate Gatherings Or Enjoying

Candace D'Addario Coldwell Banker Realty

16 Rockledge Ave Unit 5K-1, Ossining, NY 10562
$930,000

Sold Jan 22, 2026

9 High Ridge Rd, Ossining, NY 10562
- 3 Beds
- 2.5 Baths
- 2,715 Sq Ft
- Built 1996
Last Sold Summary
- 3% Above List Price
- $343/SF
- 30 Days On Market
Current Estimated Value $938,882

Last Listing Agent Cindy Cassuto Corcoran Legends Realty

9 High Ridge Rd, Ossining, NY 10562

Not Listed For Sale

50 Spring Valley Rd, Ossining, NY 10562
- 3 Beds
- 5 Baths
- 3,902 Sq Ft
- Built 1897
50 Spring Valley Rd, Ossining, NY 10562

Last Sold Summary
- 388 Days On Market

/31
$529,000

Pending
- 2 Beds
- 1 Bath
- 912 Sq Ft
18 2nd Ave, Ossining, NY 10562

Charm describes this well maintained, sunlit, low maintenance brick ranch with exceptional curb appeal. Freshly painted and truly move in ready, this home is the perfect starter home or ideal condo alternative. Step into a spacious, light filled living room with a cozy fireplace, leading to a formal dining room, perfect for entertaining. The kitchen features granite countertops, newer appliances

Emelisa Mendoza RE/MAX Town & Country

18 2nd Ave, Ossining, NY 10562
$775,000

Sold Aug 20, 2025

15 Cooper Dr, Ossining, NY 10562
- 4 Beds
- 3.5 Baths
- 2,742 Sq Ft
- Built 1961
Last Sold Summary
- 13% Below List Price
- $283/SF
- 103 Days On Market
Current Estimated Value $834,582

Last Listing Agent Bopaul Sookdeo YourHomeSold Guaranteed Realty

15 Cooper Dr, Ossining, NY 10562

Not Listed For Sale

49 Spring Valley Rd, Ossining, NY 10562
- 5 Beds
- 3 Baths
- 2,754 Sq Ft
- Built 1855
49 Spring Valley Rd, Ossining, NY 10562

Last Sold Summary
- 75 Days On Market

/10
$299,000
- 2 Beds
- 1 Bath
- 849 Sq Ft
126 Croton Ave, Ossining, NY 10562

Opportunity knocks in the heart of Ossining. Best value home on the market right now!!! This 2-bedroom, 1-bath Colonial offers tremendous potential for investors, contractors, renovators, and buyers seeking a value-add project. The home is ready for its next chapter and presents the chance to restore, reimagine, or redevelop to suit your vision. Featuring a traditional Colonial layout and a

Arya Rabinovits eRealty Advisors, Inc

126 Croton Ave, Ossining, NY 10562
$650,000

Sold Jul 21, 2025

162 Club Ct, Ossining, NY 10562
- 3 Beds
- 2.5 Baths
- 1,616 Sq Ft
- Built 1986
Last Sold Summary
- 5% Above List Price
- $402/SF
- 14 Days On Market
Current Estimated Value $660,647

Last Listing Agent Eric Stein RE/MAX Distinguished Hms.&Prop

162 Club Ct, Ossining, NY 10562

Est $895,202

Not Listed For Sale

796 Pinesbridge Rd, Ossining, NY 10562
- 3 Beds
- 2.5 Baths
- 2,900 Sq Ft
- Built 1870
796 Pinesbridge Rd, Ossining, NY 10562

Last Sold Summary
- 48 Days On Market

/36
$499,900

Pending
- 3 Beds
- 2 Baths
- 1,431 Sq Ft
3 Briarcliff Dr S Unit 9, Ossining, NY 10562

Truly a standout and seldom available opportunity! Presenting a rare and exceptional offering in one of Ossining’s most coveted communities. This impeccably renovated MOVE IN READY 3 bedroom, 2 full bath ground-level END UNIT residence defines effortless luxury and refined living, featuring one of the most spacious layouts sought after by today’s buyers. From the moment you enter, you are greeted

Lisa DaRos Houlihan Lawrence Inc.

3 Briarcliff Dr S Unit 9, Ossining, NY 10562
$225,000

Sold Dec 11, 2025

129 S Highland Ave Unit B6, Ossining, NY 10562
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Built 1962
Last Sold Summary
- $250/SF
- 33 Days On Market
Last Listing Agent Elizabeth Kamp Kane & Associates

129 S Highland Ave Unit B6, Ossining, NY 10562

Est $804,502

Not Listed For Sale

800 Syska Rd, Ossining, NY 10562
- 3 Beds
- 2 Baths
- 1,196 Sq Ft
- Built 1955
800 Syska Rd, Ossining, NY 10562

Last Sold Summary
- 66 Days On Market

/34
$850,000
- 2 Beds
- 1.5 Baths
- 900 Sq Ft
227 Cedar Ln, Ossining, NY 10562

Step back in time without sacrificing an ounce of comfort in this enchanting, 200-year-old hand-hewn log cabin. Nestled on 6.41 private, lush acres, this original residence offers a rare blend of romantic history and contemporary ease. The interior showcases exceptional craftsmanship, featuring original wide-plank wood floors, a majestic stone fireplace, and a genuine Dutch door. The versatile

Josephine O'Leary Weir Julia B Fee Sothebys Int. Rlty

227 Cedar Ln, Ossining, NY 10562
$660,000

Sold Sep 23, 2025

193 Woods Brooke Cir, Ossining, NY 10562
- 2 Beds
- 2.5 Baths
- 1,400 Sq Ft
- Built 1984
Last Sold Summary
- 4% Above List Price
- $471/SF
- 9 Days On Market
Last Listing Agent Diane Silverman Keller Williams NY Realty

193 Woods Brooke Cir, Ossining, NY 10562

Est $1,069,355

Not Listed For Sale

265 Chadeayne Rd, Ossining, NY 10562
- 4 Beds
- 2.5 Baths
- 2,392 Sq Ft
- Built 1968
265 Chadeayne Rd, Ossining, NY 10562

Last Sold Summary
- 13 Days On Market

/19
$799,000

$100K PRICE DROP Pending
- 4 Beds
- 2 Baths
- 2,856 Sq Ft
131 Spring St, Ossining, NY 10562

Now offered at a compelling new price, 131 Spring Street is a restored brick two-family offering flexibility for owner-occupants or investors. Each unit features bright, connected layouts with updated kitchens and baths, balancing comfort, function, and privacy. The lower unit is configured for owner occupancy with potential to expand to a two-bedroom layout. A full standing-height attic provides

Jonathan Minerick HomeCoin.com

131 Spring St, Ossining, NY 10562
$1,100,000

Sold Dec 22, 2025

320 Cedar Dr W, Briarcliff Manor, NY 10510
- 4 Beds
- 2.5 Baths
- 2,643 Sq Ft
- Built 1966
Last Sold Summary
- $416/SF
- 13 Days On Market
Current Estimated Value $1,149,400

Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

320 Cedar Dr W, Briarcliff Manor, NY 10510

Est $795,866

Not Listed For Sale

255 Chadeayne Rd, Ossining, NY 10562
- 4 Beds
- 2.5 Baths
- 2,310 Sq Ft
- Built 1967
255 Chadeayne Rd, Ossining, NY 10562

Last Sold Summary
- 110 Days On Market

/31
$1,125,000
- 6 Beds
- 3.5 Baths
- 4,546 Sq Ft
28 Hamilton Ave, Ossining, NY 10562

Built in 1870 and lovingly restored by its current owners, this Queen Anne Victorian at 28 Hamilton Avenue sits in the heart of Historic Ossining. Both yards are planted with apple, cherry, Asian pear, pawpaw, hazelnut, raspberry, blueberry, and strawberry, along with a working vegetable garden — a rare thing to find alongside a home of this character. Approach through a deep front yard bursting

Zoya Litinetskaya Compass Greater NY, LLC

28 Hamilton Ave, Ossining, NY 10562
$540,000

Sold Jun 08, 2026

88 Broadway Unit PH1, Ossining, NY 10562
- 2 Beds
- 2.5 Baths
- 1,332 Sq Ft
- Built 1820
Last Sold Summary
- $405/SF
- 54 Days On Market
Last Listing Agent Rob Lowenthal Corcoran Legends Realty

88 Broadway Unit PH1, Ossining, NY 10562

Est $1,539,402

Not Listed For Sale

335 Jaclyn Ln, Ossining, NY 10562
- 4 Beds
- 3.5 Baths
- 3,294 Sq Ft
- Built 1992
335 Jaclyn Ln, Ossining, NY 10562

Last Sold Summary
- 8 Days On Market

Showing Results 321 - 360, Page 9 of 18

New York Westchester County Ossining

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