Ossining, NY Homes

• 

  Not Listed For Sale

  201 Kemeys Cove Unit 201, Briarcliff Manor, NY 10510

  • 1 Bed
  • 1.5 Baths
  • 1,015 Sq Ft
  • Built 1975

  201 Kemeys Cove Unit 201, Briarcliff Manor, NY 10510

  Last Sold Summary

  • $419/SF
  • 17 Days On Market

  • Last Sold Price $425,000
  • Jan 28, 2025

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.
• 

  

  

  /39

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,286 Sq Ft

  32 Terrace Ave, Ossining, NY 10562

  This charming 3-bedroom, 2-bath home in the Village of Ossining, is a legal 2 family and is currently being used as a single family. Features include a small backyard, a detached 1-car garage, and a convenient location close to shops, transportation, and amenities.

  Jason Kerwar William Raveis Real Estate

  32 Terrace Ave, Ossining, NY 10562
• 

  $377,500

  Sold Jan 13, 2026

  16 Rockledge Ave Unit 7J, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $239/SF
  • 122 Days On Market

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  16 Rockledge Ave Unit 7J, Ossining, NY 10562
• 

  Est $710,989

  Not Listed For Sale

  34 Briarbrook Dr, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 2001

  34 Briarbrook Dr, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 5% Above List Price
  • $307/SF
  • 38 Days On Market

  • Last Sold Price $675,000
  • Dec 08, 2024

  Last Listing Agent Don Moses eXp Realty
• 

  

  

  /48

  $5,500,000

  • 7 Beds
  • 5.5 Baths
  • 5,700 Sq Ft

  433 Arcady Rd, Ossining, NY 10562

  Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular

  Nancy Kennedy

  433 Arcady Rd, Ossining, NY 10562
• 

  $635,000

  Sold Jul 21, 2025

  45 Lee Ave, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1962

  Last Sold Summary

  • 7% Above List Price
  • $498/SF
  • 16 Days On Market

  Current Estimated Value $636,483

  Last Listing Agent Suzanne Lagle Houlihan Lawrence Inc.

  45 Lee Ave, Ossining, NY 10562
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  Not Listed For Sale

  19 Lincoln Place Unit 32, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 1,347 Sq Ft
  • Built 1966

  19 Lincoln Place Unit 32, Ossining, NY 10562

  Last Sold Summary

  • $341/SF
  • 22 Days On Market

  • Last Sold Price $460,000
  • Jan 31, 2025

  Last Listing Agent Donna McKenna Edlund Coldwell Banker Realty
• 

  

  /25

  $1,550,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 4,800 Sq Ft

  33 Hirst Rd, Briarcliff Manor, NY 10510

  Located on a desirable cul-de-sac street in sought-after Briarcliff Manor, this fully renovated, contemporary-style, spacious ranch combines privacy, panoramic views, and a flowing, open floor plan filled with natural sunlight. Perfect for those seeking the ease of main-level living, the home also offers extensive additional space and rooms on the lower level. The sunny, open, eat-in kitchen has

  Lisa Goodrich - Zedlovich Guard Hill Realty

  33 Hirst Rd, Briarcliff Manor, NY 10510
• 

  $150,000

  Sold Jun 17, 2025

  82 Dale Ave, Ossining, NY 10562

  • Land
  • 14,810 Sq Ft
  • $441,176 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 38 Days On Market

  Current Estimated Value $151,256

  Last Listing Agent Rachel McLoughlin Compass Greater NY, LLC

  82 Dale Ave, Ossining, NY 10562
• 

  Est $696,131

  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

  • $352/SF
  • 44 Days On Market

  • Last Sold Price $695,000
  • Dec 31, 2024

  Last Listing Agent Nancy Strong Douglas Elliman Real Estate
• 

  

  /31

  $649,900

  • 4 Beds
  • 2 Baths
  • 1,706 Sq Ft

  2 Martin Rd, Ossining, NY 10562

  Welcome to this wonderful and thoughtfully updated split-level home, ideally located in the heart of Ossining Village. The main level features gleaming hardwood floors and an abundance of natural light through new insulated windows. The open-concept layout seamlessly connects the living room, dining area, and updated kitchen—creating the perfect flow for both everyday living and entertaining. The

  Maria Vele Keller Williams Realty Partner

  2 Martin Rd, Ossining, NY 10562
• 

  $586,000

  Sold Oct 17, 2025

  3 Forest Ave, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Above List Price
  • $560/SF
  • 22 Days On Market

  Current Estimated Value $586,798

  Last Listing Agent Jacqueline Elliott-Giambalvo HomeSmart Homes & Estates

  3 Forest Ave, Ossining, NY 10562
• 

  Est $721,116

  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

  • 14% Above List Price
  • $393/SF
  • 13 Days On Market

  • Last Sold Price $635,000
  • Nov 26, 2024

  Last Listing Agent Maria Campanelli BHHS River Towns Real Estate
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  /42

  $675,000

  Open House 5/30

  • 3 Beds
  • 2 Baths
  • 2,110 Sq Ft

  39 Secor Rd, Ossining, NY 10562

  Welcome to 39 Secor Road. Being sold strictly as-is and as a buy one get one with 37 Secor Road (mls#973600, offered @ $85K). You cannot pass on this deal. Get this rare investment opportunity for this two bedroom over 1-bedroom multi- family home that offers street parking or with the purchase of municipal parking pass, tenants can park right behind the building in the municipal lot. This home

  Monica Cooper THD Homes LLC

  39 Secor Rd, Ossining, NY 10562
• 

  $630,000

  Sold May 23, 2025

  30 Morningside Dr, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,616 Sq Ft
  • Built 1920

  Last Sold Summary

  • $241/SF
  • 19 Days On Market

  Current Estimated Value $667,168

  Last Listing Agent Donna Nikic Compass Greater NY, LLC

  30 Morningside Dr, Ossining, NY 10562
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  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

  • Last Sold Price $320,000
  • Jan 27, 2025

  Last Listing Agent Ramanjit Dhanoa eXp Realty
• 

  

  /28

  $695,000

  Pending

  • 5 Beds
  • 2 Baths
  • 2,258 Sq Ft

  35 Forest Ave, Ossining, NY 10562

  Imagine finally having the space your family has been craving room to grow, gather, and settle into your next chapter, with the opportunity to make it truly your own. This 5-bedroom, 2-bath home in the village of Ossining offers the ideal step up, blending generous living space with thoughtful updates, while still leaving room for your personal touch and style. The beautifully redesigned kitchen

  Jamie Jamieson Compass Greater NY, LLC

  35 Forest Ave, Ossining, NY 10562
• 

  $1,150,000

  Sold May 14, 2026

  20 Meadow Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft
  • Built 1958

  Last Sold Summary

  • 21% Above List Price
  • $402/SF
  • 13 Days On Market

  Current Estimated Value $957,584

  Last Listing Agent Donna Nikic Compass Greater NY, LLC

  20 Meadow Rd, Briarcliff Manor, NY 10510
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  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

  • $455/SF
  • 33 Days On Market

  • Last Sold Price $1,560,222
  • Oct 23, 2023

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team
• 

  

  /43

  $600,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,636 Sq Ft

  4 Spaulding Place, Ossining, NY 10562

  Multiple offers, highest and best due Sunday 4/5 at 5pm, thank you! Home is occupied, appointment required for access to the property. Do not trespass! Welcome home to this beautifully updated and maintained American Foursquare full of original charm and tasteful modern upgrades. A picturesque and centrally located home in the Village of Ossining, just an hour north of NYC. A large, private front

  Katelyn White Hudson River Line Realty

  4 Spaulding Place, Ossining, NY 10562
• 

  $770,000

  Sold Sep 11, 2025

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3.5 Baths
  • 2,650 Sq Ft
  • Built 2001

  Last Sold Summary

  • 4% Below List Price
  • $291/SF
  • 72 Days On Market

  Current Estimated Value $807,429

  Last Listing Agent Jared Wiener William Raveis-New York LLC

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510
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  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

  • $305/SF
  • 37 Days On Market

  • Last Sold Price $1,399,000
  • Jan 09, 2025

  Last Listing Agent Sena Baron William Raveis-New York, LLC
• 

  

  /14

  $210,000

  $93K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 951 Sq Ft

  135 Main St Unit 203, Ossining, NY 10562

  Fully available as f 1/7/2026. Exciting 2-bedroom condo in the Village of Ossining! Enjoy the lifestyle of convenience. Walk to train, restaurants, stores, farmers market, festivals, waterfront park, community recreation center, library, and more. Cats and dogs friendly (limit 2 per unit)! As an owner, you can obtain a parking permit for both the village and train station. This property is a part

  Igor Krasnoperov Rising Star Realty

  135 Main St Unit 203, Ossining, NY 10562
• 

  $365,000

  Sold Apr 08, 2026

  101 Eagle Bay Dr Unit 101, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 1,089 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Below List Price
  • $335/SF
  • 79 Days On Market

  Last Listing Agent Nancy Kennedy

  101 Eagle Bay Dr Unit 101, Ossining, NY 10562
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  Not Listed For Sale

  51 Pinesbridge Rd, Ossining, NY 10562

  • 8 Beds
  • 8 Baths
  • 5,337 Sq Ft
  • Built 1935

  51 Pinesbridge Rd, Ossining, NY 10562

  Last Sold Summary

  • $178/SF
  • 10 Days On Market

  • Last Sold Price $950,000
  • Jul 28, 2023

  Last Listing Agent Angela Kessel Houlihan Lawrence Inc.
• 

  

  /50

  $575,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  128 S Highland Ave, Ossining, NY 10562

  Welcome to 128 South Highland Avenue — a beautifully maintained home that perfectly blends comfort, character, and convenience in the heart of Ossining. From the moment you arrive, you’ll appreciate the inviting curb appeal and thoughtfully cared-for exterior. Inside, the home offers a bright and functional layout with generous living spaces designed for both everyday living and effortless

  Ruth Garcia Keller Williams Prestige Prop

  128 S Highland Ave, Ossining, NY 10562
• 

  $525,000

  Sold Jul 25, 2025

  3 Ward Place, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,474 Sq Ft
  • Built 1933

  Last Sold Summary

  • 1% Below List Price
  • $356/SF
  • 41 Days On Market

  Current Estimated Value $551,813

  Last Listing Agent Tracy Salciccia ERA Insite Realty Services

  3 Ward Place, 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

  • $170/SF
  • 168 Days On Market

  • Last Sold Price $450,000
  • Dec 21, 2023

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC
• 

  

  /21

  $299,000

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  352 N State Rd Unit 1H, Briarcliff Manor, NY 10510

  Welcome to Briar Hill, one of Briarcliff Manor’s most charming garden-style co-op communities. This classic brick Colonial complex is set amid tranquil, park-like grounds, yet is just minutes from the village center, dining, and everyday conveniences.This pristine first-floor residence offers two comfortable bedrooms, a beautifully renovated gourmet kitchen featuring granite countertops and a

  Jody Toth Corcoran Legends Realty

  352 N State Rd Unit 1H, Briarcliff Manor, NY 10510
• 

  $1,275,000

  Sold Aug 21, 2025

  416 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 3,386 Sq Ft
  • Built 1951

  Last Sold Summary

  • 7% Above List Price
  • $377/SF
  • 27 Days On Market

  Current Estimated Value $1,359,938

  Last Listing Agent Nancy Beard Houlihan Lawrence Inc.

  416 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
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  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

  • $384/SF
  • 388 Days On Market

  • Last Sold Price $1,500,000
  • Apr 15, 2025

  Last Listing Agent Michael Clemente DeSimone Real Estate
• 

  

  /27

  $699,500

  Pending

  • 3 Beds
  • 1 Bath
  • 1,377 Sq Ft

  16 Robin St, Ossining, NY 10562

  Discover timeless character and modern comfort in this beautifully revitalized 1920 Village Colonial, set on a private, level corner lot with exceptional curb appeal. Surrounded by mature landscaping, the backyard offers a peaceful retreat with a stunning stone patio, perfect for outdoor dining, entertaining, or relaxing in your own quiet sanctuary.Inside, classic Colonial charm blends

  Janet Brand Houlihan Lawrence Inc.

  16 Robin St, Ossining, NY 10562
• 

  $500,000

  Sold Jan 20, 2026

  88 Broadway Unit 4, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,178 Sq Ft
  • Built 1820

  Last Sold Summary

  • $424/SF
  • 20 Days On Market

  Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.

  88 Broadway Unit 4, Ossining, NY 10562
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  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

  • $283/SF
  • 75 Days On Market

  • Last Sold Price $780,000
  • Nov 01, 2024

  Last Listing Agent Maria Vele Keller Williams Realty Partner
• 

  

  /44

  $585,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  74 Hudson Point Ln, Ossining, NY 10562

  Tremendous opportunity to own one of the best Hudson River views in the sought-after Hudson Point Complex. The sunset views from the living room and master bedroom are simply breathtaking. With sprawling all-season views from both the living room and master bedroom (also apportioned with an en suite bathroom), the tranquility abounds throughout most of the unit. With spacious rooms, a

  Matthew Harms

  74 Hudson Point Ln, Ossining, NY 10562
• 

  $515,000

  Sold Jan 15, 2026

  5 Glen St, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,151 Sq Ft
  • Built 1874

  Last Sold Summary

  • 2% Above List Price
  • $447/SF
  • 33 Days On Market

  Current Estimated Value $512,955

  Last Listing Agent Sheri Wolfe Berkshire Hathaway HS NY Prop

  5 Glen St, Ossining, NY 10562
• 

  Est $862,883

  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

  • 2% Above List Price
  • $293/SF
  • 48 Days On Market

  • Last Sold Price $850,000
  • Nov 15, 2024

  Last Listing Agent Patricia Schiller Patricia Schiller Real Est Co.
• 

  

  /39

  $849,222

  Open Sat 10:30AM - 12PM $50K PRICE INCREASE

  • 4 Beds
  • 3.5 Baths
  • 2,426 Sq Ft

  28 Argyle Place, Briarcliff Manor, NY 10510

  Located in the highly sought-after Chilmark neighborhood of Briarcliff Manor, this charming Cape Cod home offers an exceptional blend of comfort, style, and community living. Set on a quiet cul-de-sac with Hudson River views enjoyed from the street, the location is truly special. The main level features a spacious open-concept living and dining area, highlighted by hardwood floors and a striking

  Mark Seiden Mark Seiden Real Estate Team

  28 Argyle Place, Briarcliff Manor, NY 10510
• 

  $206,000

  Sold Nov 12, 2025

  119 S Highland Ave Unit 1B, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Above List Price
  • $229/SF
  • 211 Days On Market

  Last Listing Agent Alexiss Hernandez YourHomeSold Guaranteed Realty

  119 S Highland Ave Unit 1B, Ossining, NY 10562
• 

  Est $757,582

  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

  • $635/SF
  • 66 Days On Market

  • Last Sold Price $760,000
  • Nov 05, 2024

  Last Listing Agent John Buoninfante Real Broker NY LLC

Showing Results 281 - 320, Page 8 of 18