Ossining, NY Homes

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  $250,000

  • 1 Bed
  • 1 Bath
  • 1,163 Sq Ft

  14 Glendale Rd, Ossining, NY 10562

  Bring Your Vision and Ideas, Contractors and Architects .. Fabulous Country Setting on Ossining's Quiet and Picturesque Glendale Road.. 2.5 Private Wooded Acres of Flat and Usable Property with a Long Winding Driveway and Mature Trees Throughout.. Welcoming Entry Foyer with Door's Out to the Sun Room and 2 Car Attached Garage.. Hallway to the Living Room with Fireplace and a Sliding Glass Door

  Vincent Vetrano Douglas Elliman Real Estate

  14 Glendale Rd, Ossining, NY 10562
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  $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 $625,681

  Last Listing Agent Suzanne Lagle Houlihan Lawrence Inc.

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

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

  19 Lincoln Place Unit 32, Ossining, NY 10562

  19 Lincoln Place Unit 32, Ossining, NY 10562
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  /29

  $799,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,812 Sq Ft

  139 Spring St, Ossining, NY 10562

  Nestled in the heart of Ossining, this charming two-family home combines space, flexibility, and opportunity under one roof. Offering three full stories plus a finished basement, it features multiple living areas, two kitchens, and plenty of bedrooms, making it ideal for multi-generational living or rental income.The first unit includes a welcoming living and dining area, two spacious

  Etan Hakimi Mitra Hakimi Realty Group LLC

  139 Spring St, Ossining, NY 10562
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  $150,000 Sold Jun 17, 2025

  82 Dale Ave, Ossining, NY 10562

  • Land
  • 0.34 Acre
  • $441,176 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 38 Days On Market

  Current Estimated Value $153,224

  Last Listing Agent Rachel McLoughlin Compass Greater NY, LLC

  82 Dale Ave, Ossining, NY 10562
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  Est $727,285 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,974 Sq Ft

  4 Mystic Dr, Ossining, NY 10562

  4 Mystic Dr, Ossining, NY 10562
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  /21

  $629,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,935 Sq Ft

  90 Broadway, Ossining, NY 10562

  This Colonial TWO-FAMILY dwelling is located in the heart of the village. The large 3BR Apartment is the entire 2.5 story dwelling! High first floor ceilings, generous Living & Dining areas, and a covered side porch are noted amenities. The Kitchen counter is granite, and the adjacent laundry area is a welcomed convenience. The bedrooms and hall bath are on the second floor. The walk-up Attic has

  Greg Kane Kane & Associates

  90 Broadway, Ossining, NY 10562
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  $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 $539,422

  Last Listing Agent Jacqueline Elliott-Giambalvo HomeSmart Homes & Estates

  3 Forest Ave, Ossining, NY 10562
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  Est $746,109 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 1,614 Sq Ft

  2 Robert Rinaldi Ln, Ossining, NY 10562

  2 Robert Rinaldi Ln, Ossining, NY 10562
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  /27

  $1,100,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,841 Sq Ft

  2 Creighton Ln, Briarcliff Manor, NY 10510

  Located in the sought-after River Road enclave of Briarcliff Manor, situated near the Aqueduct Trail and Rockefeller State Park Preserve, this immaculate colonial offers timeless charm and modern comfort.A spacious entry foyer welcomes you into a well-designed layout featuring a formal living room, inviting family room, and elegant dining room. Enjoy seasonal views of the river from several

  Elaine Wasserman Houlihan Lawrence Inc.

  2 Creighton Ln, Briarcliff Manor, NY 10510
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  $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 $643,053

  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
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  $195,000

  • Land
  • 1.69 Acres
  • $115,385 per Acre

  7 Hawkes Ave, Ossining, NY 10562

  Partially wooded 1.69 acre lot in Ossining.

  Anthony Matra Hudson Edge Real Estate LLC

  7 Hawkes Ave, Ossining, NY 10562
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  $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 $793,003

  Last Listing Agent Jared Wiener Julia B Fee Sothebys Int. Rlty

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510
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  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,427 Sq Ft

  16 Maria Ln, Ossining, NY 10562

  16 Maria Ln, Ossining, NY 10562
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  /48

  $699,000

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft

  3 Hamilton Ave, Ossining, NY 10562

  Fully renovated duplex with Hudson River views in the heart of Ossining. Buy and hold investors welcome or live in one and rent the other. This rare offering features a recently modernized space, flexible layout, large double deck, and expansion potential. Dual access from both Hamilton Avenue and James Street, the property includes parking for upwards of 8 vehicles and private driveway access.

  Giancarlo Pecora eXp Realty

  3 Hamilton Ave, Ossining, NY 10562
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  $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 $539,992

  Last Listing Agent Tracy Salciccia ERA Insite Realty Services

  3 Ward Place, Ossining, NY 10562
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  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,583 Sq Ft

  9 Barnes Rd, Ossining, NY 10562

  9 Barnes Rd, Ossining, NY 10562
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  $550,000

  • 2 Beds
  • 2.5 Baths
  • 1,356 Sq Ft

  605 Kemeys Ave Unit 605, Briarcliff Manor, NY 10510

  Discover elevated living meets modern luxury in this stunning two-story duplex at Kemeys Cove in Briarcliff Manor! This beautifully appointed home features two generously sized bedrooms, two full bathrooms, and a convenient half bath—perfect for guests. The updated kitchen shines with sleek stainless steel appliances and elegant quartz countertops, while the private balcony provides the perfect

  Brian Perez Century 21 Hire Realty

  605 Kemeys Ave Unit 605, Briarcliff Manor, NY 10510
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  $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 $1,341,033

  Last Listing Agent Nancy Beard Houlihan Lawrence Inc.

  416 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
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  Not Listed For Sale

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

  51 Pinesbridge Rd, Ossining, NY 10562

  51 Pinesbridge Rd, Ossining, NY 10562
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  /43

  $1,599,999 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,714 Sq Ft

  345 Elm Rd, Briarcliff Manor, NY 10510

  Welcome to 345 Elm Road, a beautifully appointed Briarcliff Manor home for sale offering exceptional space, comfort, and craftsmanship throughout—ideally situated within walking distance to the Village of Briarcliff Manor, close to restaurants, parks, village recreation (including pool, tennis, and playground), shopping, and minutes to the Metro-North train, major highways, and an easy NYC

  Suzan Zeolla Houlihan Lawrence Inc.

  345 Elm Rd, Briarcliff Manor, NY 10510
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  $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

  • 4 Beds
  • 3 Baths
  • 2,644 Sq Ft

  130 Pinesbridge Rd, Ossining, NY 10562

  130 Pinesbridge Rd, Ossining, NY 10562
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  /26

  $499,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,752 Sq Ft

  113 Antler Ridge Unit 113, Ossining, NY 10562

  Welcome to 113 Antler Ridge in Ossining, NY – a spacious condo full of potential, nestled in the desirable and well-maintained Deerfield community. This home features a functional layout with abundant natural light and a solid foundation to build upon. It’s the perfect opportunity for buyers to design and customize a space that truly reflects their own style. The main level offers an open-concept

  Evan Attinger Schunk Realty Group

  113 Antler Ridge Unit 113, Ossining, NY 10562
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  $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

  Last Listing Agent Sheri Wolfe Berkshire Hathaway HS NY Prop

  5 Glen St, Ossining, NY 10562
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  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,754 Sq Ft

  49 Spring Valley Rd, Ossining, NY 10562

  49 Spring Valley Rd, Ossining, NY 10562
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  /44

  $675,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 2,023 Sq Ft

  134 Dalmeny Rd, Briarcliff Manor, NY 10510

  What an absolutely wonderful home and property in the award-winning Briarcliff Manor School District! SO many things to smile about when you enter this deceiving large house, with its abundance of windows, hardwood floors, vintage built-in shelves and fixtures, and perfect flow from cooking to dining to entertaining! Converted from oil to gas heat and cooking, you will find the luxury of hot

  Eric Lebenson ERA Insite Realty Services

  134 Dalmeny Rd, Briarcliff Manor, NY 10510
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  $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
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  Est $888,873 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  796 Pinesbridge Rd, Ossining, NY 10562

  796 Pinesbridge Rd, Ossining, NY 10562
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  /8

  $399,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  1 Agate Ave, Ossining, NY 10562

  Are you thinking about making a move? This is the perfect opportunity you were waiting for! Westchester welcomes you to your new home sweet home! One family house for a first-time homebuyer or those who are seeking a serene retreat! Well-maintained frame house, sitting on a 30x160 lot, with an inviting front porch. Step inside to discover 2 bedrooms, a full bathroom, plus one car garage. Imagine

  Segundo Agudo City Homes Realty Group LLC

  1 Agate Ave, Ossining, NY 10562
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  $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 $1,452,344

  Last Listing Agent Hillary Landau Compass Greater NY, LLC

  444 River Rd, Briarcliff Manor, NY 10510
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  Est $765,647 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  800 Syska Rd, Ossining, NY 10562

  800 Syska Rd, Ossining, NY 10562
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  /28

  $150,000 Pending

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  129 S Highland Ave Unit 6A, Ossining, NY 10562

  This is a great community to live in. Close to everything. Great location for commuting. This one bedroom, one bathroom co-op has plenty of space and a view of the wooded area out the back of the unit. Centrally located near all shops, highways and trains. Laundry room and storage unit in basement of building with access from the next entrance. Your assigned parking spot #31 is close to the

  Peter Van Markwyk BHHS Hudson Valley Properties

  129 S Highland Ave Unit 6A, Ossining, NY 10562
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  $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 $178,000

  Last Listing Agent Dina Lewis Weichert Realtors Signature Pr

  119 S Highland Ave Unit 5F, Ossining, NY 10562
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  Est $1,125,892 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,392 Sq Ft

  265 Chadeayne Rd, Ossining, NY 10562

  265 Chadeayne Rd, Ossining, NY 10562
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  /23

  $335,000 Pending

  • 3 Beds
  • 1 Bath
  • 842 Sq Ft

  22 Lafayette Ave, Ossining, NY 10562

  Opportunity knocks. Are you looking for a starter house or is it time to downsize? 22 Lafayette Ave might be just what you've been looking for. Bring your vision and creativity to this cozy 3-bedroom, 1-bath ranch nestled on a quiet street in the heart of Ossining. Perfect for investors, contractors or handy buyers looking to build equity. Enter into a front porch leading to a living room, eat-in

  Jeffrey Hanrahan Keller Williams Realty Group

  22 Lafayette Ave, Ossining, NY 10562
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  $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 $725,398

  Last Listing Agent Tina Ciufo William Raveis-New York LLC

  2 Jenkins Ct, Ossining, NY 10562
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  Est $1,546,712 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  335 Jaclyn Ln, Ossining, NY 10562

  335 Jaclyn Ln, Ossining, NY 10562
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  /2

  $2,100,000

  • Land
  • 5.92 Acres
  • $354,730 per Acre

  0 van Wyck St Unit KEY834077, Ossining, NY 10562

  Property located at Snowden Avenue & van Wyck Street. Site plan approval required. Plans available to review see attached flyer.Planned and designed for 48 unit four story building with views of Hudson River. 36 two bedroom & 16 one bedroom. Roof-top terrace overlooking the Hudson River, swimming pool, fitness area, pedestrian path connecting Van Wyck Street through the site and connecting to

  Barry Synnott Coldwell Banker Realty

  0 van Wyck St Unit KEY834077, Ossining, NY 10562

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