Ossining, NY Homes

• 

  $1,725,000

  Sold May 26, 2026

  121 Law Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 3.5 Baths
  • 4,124 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Above List Price
  • $418/SF
  • 11 Days On Market

  Current Estimated Value $1,653,691

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  121 Law Rd, Briarcliff Manor, NY 10510
• 

  Est $158,000

  Not Listed For Sale

  117 S Highland Ave Unit 5A, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1965

  117 S Highland Ave Unit 5A, Ossining, NY 10562

  Last Sold Summary

  • 12 Days On Market
• 

  

  

  /14

  $210,000

  $93K PRICE DROP Pending

  • 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
• 

  $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 $592,404

  Last Listing Agent Jacqueline Elliott-Giambalvo HomeSmart Homes & Estates

  3 Forest Ave, Ossining, NY 10562
• 

  Not Listed For Sale

  45 Gordon Ave, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3 Baths
  • 1,976 Sq Ft
  • Built 1938

  45 Gordon Ave, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 43 Days On Market
• 

  

  /21

  $295,000

  $20K PRICE DROP Pending

  • 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
• 

  $1,150,000

  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 $948,239

  Last Listing Agent Donna Nikic Compass Greater NY, LLC

  20 Meadow Rd, Briarcliff Manor, NY 10510
• 

  Est $432,000

  Not Listed For Sale

  16 Rockledge Ave Unit 6MM, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Built 1970

  16 Rockledge Ave Unit 6MM, Ossining, NY 10562

  Last Sold Summary

  • 20 Days On Market
• 

  

  /28

  $645,000

  • 3 Beds
  • 2.5 Baths
  • 1,539 Sq Ft

  83 Deerfield Ln, Ossining, NY 10562

  A tri-level gem, just minutes from downtown Ossining, this three bedroom home is perfect for those who need more space, but want less maintenance. Park either in the driveway or pull into the garage (with extra storage space). There is additional parking shortly down the street. Entering the home on the first floor, you will find a flexible bonus room, great for storage, an office or more. There

  Paul Leis North Country Sothebys Int Rlt

  83 Deerfield Ln, Ossining, NY 10562
• 

  $840,000

  Sold Jun 01, 2026

  78 Hudson Watch Dr, Ossining, NY 10562

  • 2 Beds
  • 3.5 Baths
  • 2,229 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $377/SF
  • 16 Days On Market

  Current Estimated Value $678,321

  Last Listing Agent Bradley Fischer Julia B Fee Sothebys Int. Rlty

  78 Hudson Watch Dr, Ossining, NY 10562
• 

  Not Listed For Sale

  111 State St, Ossining, NY 10562

  • 9 Beds
  • 4 Baths
  • 3,309 Sq Ft
  • Built 1894

  111 State St, Ossining, NY 10562

  Last Sold Summary

  • 12 Days On Market
• 

  

  /33

  $899,222

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,551 Sq Ft

  1 Noel Dr, Ossining, NY 10562

  Sprawling Cape Cod style home with first floor primary suite on a fabulous, private setting. Kitchen has stainless appliances and stone counters, formal dining room has large bay window looking out at the fenced-in property, and living room has high ceilings and a fireplace. Sun Room off the kitchen has 3 skylights and the covered patio off the kitchen overlooks the lush landscaping, backing up

  Mark Seiden Mark Seiden Real Estate Team

  1 Noel Dr, 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 $814,746

  Last Listing Agent Jared Wiener William Raveis-New York LLC

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510
• 

  Est $838,675

  Not Listed For Sale

  72 Mystic Dr, Ossining, NY 10562

  • 2 Beds
  • 3.5 Baths
  • 3,240 Sq Ft
  • Built 1996

  72 Mystic Dr, Ossining, NY 10562

  Last Sold Summary

  • 22 Days On Market
• 

  

  /38

  $799,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  4 Winterberry Ln, Briarcliff Manor, NY 10510

  Welcome to 4 Winterberry Lane, a beautifully updated townhouse tucked away on a quiet cul-de-sac in the highly sought-after Wyncrest community. This move-in ready 2-bedroom, 2.1-bath home with a loft and finished lower level offers the perfect blend of style, comfort, and convenience in the heart of Briarcliff Manor. Ideally located just moments from the village, restaurants, shopping, parks,

  Suzan Zeolla Houlihan Lawrence Inc.

  4 Winterberry Ln, Briarcliff Manor, NY 10510
• 

  $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
• 

  Not Listed For Sale

  12 Spring Pond Dr, Ossining, NY 10562

  • 2 Beds
  • 3.5 Baths
  • 1,902 Sq Ft
  • Built 1985

  12 Spring Pond Dr, Ossining, NY 10562

  Last Sold Summary

  • 44 Days On Market
• 

  

  /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
• 

  $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 $565,309

  Last Listing Agent Tracy Salciccia ERA Insite Realty Services

  3 Ward Place, Ossining, NY 10562
• 

  Est $650,280

  Not Listed For Sale

  22 Spring Pond Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1985

  22 Spring Pond Dr, Ossining, NY 10562

  Last Sold Summary

  • 10 Days On Market
• 

  

  /39

  $849,222

  $50K PRICE INCREASE Pending

  • 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
• 

  $340,000

  Sold May 19, 2026

  9 Nicole Cir Unit 3, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 894 Sq Ft
  • Built 1987

  Last Sold Summary

  • $380/SF
  • 58 Days On Market

  Current Estimated Value $403,150

  Last Listing Agent Sandra Genaro Keller Williams Realty Partner

  9 Nicole Cir Unit 3, Ossining, NY 10562
• 

  Not Listed For Sale

  121 S Highland Ave Unit 3J, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1965

  121 S Highland Ave Unit 3J, Ossining, NY 10562

  Last Sold Summary

  • 30 Days On Market
• 

  

  /3

  $180,000

  • Land
  • 13,102 Sq Ft
  • $598,404 per Acre

  0 Chappaqua Rd, Briarcliff Manor, NY 10510

  Build your vision on this vacant residential lot in the desirable Briarcliff Manor area. Offering an excellent opportunity for builders, investors, or buyers seeking to construct a custom home, this parcel provides flexibility and future potential. The property may be purchased individually or together with the adjacent lot for expanded possibilities. Buyers are encouraged to perform their own

  Bryant Moran YourHomeSold Guaranteed Realty

  0 Chappaqua Rd, 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 $1,353,872

  Last Listing Agent Nancy Beard Houlihan Lawrence Inc.

  416 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
• 

  Est $432,000

  Not Listed For Sale

  16 Rockledge Ave Unit 3DD-1, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Built 1970

  16 Rockledge Ave Unit 3DD-1, Ossining, NY 10562

  Last Sold Summary

  • 15 Days On Market
• 

  

  /5

  $120,000

  Pending

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  165 S Highland Ave Unit C, Ossining, NY 10562

  This is an amazing opportunity for someone handy or a contractor, to get into homeownership if your a first time buyer! Or if you are selling your home and need to downsize. First time on the market in 40 years! Spacious one bedroom co-op near the Scarborough Metro North train station! Located across the street from Shoprite shopping plaza and close to all! No renting allowed, no dogs. This unit

  Imma Carletto Christie's Int. Real Estate

  165 S Highland Ave Unit C, 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
• 

  Not Listed For Sale

  114 Charter Cir Unit 114, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1961

  114 Charter Cir Unit 114, Ossining, NY 10562

  Last Sold Summary

  • 43 Days On Market
• 

  

  /48

  $1,200,000

  • 3 Beds
  • 3.5 Baths
  • 2,620 Sq Ft

  1821 Spring Valley Rd, Ossining, NY 10562

  Wisteria & Wood: A Craftsman Masterpiece in the Heart of TeatownTucked into nearly an acre of lush, private landscape in Croton-on-Hudson's most coveted enclave, this custom-built Craftsman residence is where architectural intention meets natural serenity. From the moment you arrive — welcomed by a wisteria-draped pergola and a stunning Belgian block driveway and courtyard — it's clear this

  Heather Bouza Compass Greater NY, LLC

  1821 Spring Valley Rd, 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 $516,910

  Last Listing Agent Sheri Wolfe Berkshire Hathaway HS NY Prop

  5 Glen St, Ossining, NY 10562
• 

  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

  • 17 Days On Market
• 

  

  /44

  $235,000

  Pending

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  127 S Highland Ave Unit B3, Ossining, NY 10562

  Spacious two bedroom light & airy updated END-unit in heart of town offers easy affordable living. Wired for Verizon Fios/Spectrum/Cablevision. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This is a one level first floor unit just a couple of steps up from the front door. Multiple ceiling fans and windows in every room and a/c units

  Jane Rodman Howard Hanna Rand Realty

  127 S Highland Ave Unit B3, Ossining, NY 10562
• 

  $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 Real Broker NY LLC

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

  Est $754,200

  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

  • 38 Days On Market
• 

  

  /23

  $475,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,311 Sq Ft

  3 Hudson View Hill, Ossining, NY 10562

  Welcome to 3 Hudson View Hill, a charming end-unit townhome tucked into the sought-after Riverview Condominium community in Ossining. Offering 2 bedrooms, 1.5 baths, and approximately 1,311 square feet of living space across two levels, this home delivers the perfect blend of comfort, entertainment, and Hudson River living in a quiet, well-maintained community. The main level welcomes you with a

  Stephen Braconi Keller Williams Village Sq Rlt

  3 Hudson View Hill, Ossining, NY 10562
• 

  $1,410,000

  Sold Jul 22, 2025

  444 River Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3.5 Baths
  • 4,412 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Above List Price
  • $320/SF
  • 20 Days On Market

  Current Estimated Value $1,547,972

  Last Listing Agent Hillary Landau Compass Greater NY, LLC

  444 River Rd, Briarcliff Manor, NY 10510
• 

  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

  • 22 Days On Market
• 

  

  /50

  $735,000

  $14K PRICE DROP Pending

  • 1 Bed
  • 1.5 Baths
  • 1,938 Sq Ft

  6 Spring Pond Dr, Ossining, NY 10562

  Welcome to 6 Spring Pond Drive—an upgraded and inviting unit lovingly cared for by its original owners for nearly four decades. It's a 1 Bedroom that lives like a 2 Bedroom located in the sought-after Spring Pond community, this bright and airy home blends thoughtful updates with exceptional outdoor space and a layout that lives comfortably and intuitively. Inside you find an open main level

  Daniel Berger RE/MAX Prestige Properties

  6 Spring Pond Dr, Ossining, NY 10562
• 

  $116,000

  Sold Aug 27, 2025

  119 S Highland Ave Unit 5F, Ossining, NY 10562

  • 1 Bath
  • 650 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $178/SF
  • 34 Days On Market

  Current Estimated Value $159,000

  Last Listing Agent Dina Lewis Dorothy Jensen Realty, Inc.

  119 S Highland Ave Unit 5F, Ossining, NY 10562

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