Ossining, NY Homes

• 

  $660,000 Sold Jul 23, 2025

  73 Pine Ave, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Below List Price
  • $268/SF
  • 14 Days On Market

  Current Estimated Value $668,687

  Last Listing Agent Howard Payson RE/MAX Town & Country

  73 Pine Ave, Ossining, NY 10562
• 

  Est $613,728 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  202 Woods Brooke Ct, Ossining, NY 10562

  202 Woods Brooke Ct, Ossining, NY 10562
• 

  

  /2

  $899,999

  • 7 Beds
  • 3 Baths

  22 William St, Ossining, NY 10562

  UNDER CONSTRUCTION.Legal two-family home featuring 7 bedrooms, 3 bathrooms, a finished basement, private driveway, and parking for up to 6 cars. The property is expected to be completed by mid-July and will be fully finished, including new roof, new plumbing, new electrical system, and more. Don’t miss the opportunity to own a like-new home in one of the best areas of Ossining, just minutes

  Fernando De Olazabal Winzone Realty Inc

  22 William St, Ossining, NY 10562
• 

  $199,999 Sold Oct 21, 2025

  360 N State Rd Unit 2 I, Ossining, NY 10510

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1950

  Last Sold Summary

  • $250/SF
  • 18 Days On Market

  Last Listing Agent Loretta Fleming Chiavetta Coldwell Banker Realty

  360 N State Rd Unit 2 I, Ossining, NY 10510
• 

  Est $998,202 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,112 Sq Ft

  1 Winterberry Ln, Briarcliff Manor, NY 10510

  1 Winterberry Ln, Briarcliff Manor, NY 10510
• 

  

  /32

  $354,222

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

  16 Rockledge Ave Unit 6K-2, Ossining, NY 10562

  Terrific 6th-floor unit with Tappan Zee Bridge and Hudson River views from every window, located in the sought-after gated riverfront community of Scarborough Manor. This spacious residence features a renovated kitchen with maple cabinetry, Corian countertops, and stainless steel appliances, plus a sunny eat-in breakfast area where you can enjoy the views. The expansive living room opens to a

  Mark Seiden Mark Seiden Real Estate Team

  16 Rockledge Ave Unit 6K-2, Ossining, NY 10562
• 

  $956,000 Sold Jun 25, 2025

  21 Vails Ln, Ossining, NY 10562

  • 5 Beds
  • 3.5 Baths
  • 2,684 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Above List Price
  • $356/SF
  • 17 Days On Market

  Current Estimated Value $964,856

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  21 Vails Ln, Ossining, NY 10562
• 

  Est $887,256 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,450 Sq Ft

  89 Mystic Dr, Ossining, NY 10562

  89 Mystic Dr, Ossining, NY 10562
• 

  

  /5

  $550,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,276 Sq Ft

  14 Gates Ave, Ossining, NY 10562

  Welcome to 14 Gates Avenue, a unique opportunity in the heart of Ossining. This charming single-family home is being sold as-is, offering endless potential for renovation, expansion, or investment. Included in the sale is a valuable additional parcel of land, providing added privacy, space, or future development possibilities. Set on a quiet, tree-lined street, this property features a classic

  Tim Rothman Compass Greater NY, LLC

  14 Gates Ave, Ossining, NY 10562
• 

  $840,000 Sold Dec 19, 2025

  58 Narragansett Ave, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft
  • Built 1997

  Last Sold Summary

  • 4% Below List Price
  • $381/SF
  • 39 Days On Market

  Last Listing Agent Luis Morgado HomeSmart Homes & Estates

  58 Narragansett Ave, Ossining, NY 10562
• 

  Est $895,782 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,934 Sq Ft

  2 Briarbrook Dr, Briarcliff Manor, NY 10510

  2 Briarbrook Dr, Briarcliff Manor, NY 10510
• 

  

  /32

  $609,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,610 Sq Ft

  8 Eldridge Ave, Ossining, NY 10562

  This Charming Village Colonial comes complete with a classic front porch and swing, offering the perfect spot to relax and enjoy your surroundings. Welcome home to this beautiful 3 bedroom, 1.5 bath Colonial that seamlessly blends timeless character with modern updates.The inviting living room with fireplace and custom built-in bookcases create a warm, welcoming space ideal for both relaxing

  Janet Brand Houlihan Lawrence Inc.

  8 Eldridge Ave, Ossining, NY 10562
• 

  $1,450,000 Sold Aug 07, 2025

  30 Cottonwood Ln, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 3,568 Sq Ft
  • Built 1977

  Last Sold Summary

  • 9% Above List Price
  • $406/SF
  • 17 Days On Market

  Current Estimated Value $1,476,687

  Last Listing Agent Maria Teresa Duguet Houlihan Lawrence Inc.

  30 Cottonwood Ln, Briarcliff Manor, NY 10510
• 

  Est $522,715 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,243 Sq Ft

  104 Antler Ridge, Ossining, NY 10562

  104 Antler Ridge, Ossining, NY 10562
• 

  

  /9

  $379,000

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  135 N Highland Ave, Ossining, NY 10562

  Great Investment Opportunity in the Heart of Ossining! This 2-bedroom, 1-bath single-family home is perfect for contractors, investors, or handy buyers looking to build equity. Perfect opportunity to design, renovate and add value. Zoned for a two-family home, this property offers the opportunity for future expansion and conversion (buyer to verify). Conveniently located near local shops,

  Wendy Galvan Century 21 Marciano

  135 N Highland Ave, Ossining, NY 10562
• 

  $799,000 Sold Jun 24, 2025

  3 Willow Dr, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Above List Price
  • $424/SF
  • 12 Days On Market

  Current Estimated Value $810,122

  Last Listing Agent Susan Slotnick William Raveis Real Estate

  3 Willow Dr, Briarcliff Manor, NY 10510
• 

  Est $534,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft

  73 Spring St Unit 4R, Ossining, NY 10562

  73 Spring St Unit 4R, Ossining, NY 10562
• 

  

  /25

  $549,000

  • 4 Beds
  • 3.5 Baths
  • 3,687 Sq Ft

  312A Spring St, Ossining, NY 10562

  Enjoy Hudson River views and Sunsets. Being sold as is and unfinished. Great opportunity to bring builders or buyers with their contractor! There is Yours to complete or redesign. New Building permit must be applied for with the village. Assessment recently reduced for tax year 2026 was 827,300. Now it's 667,800.

  Janet Brand Houlihan Lawrence Inc.

  312A Spring St, Ossining, NY 10562
• 

  $425,000 Sold Dec 22, 2025

  24 Nelson Ave, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 767 Sq Ft
  • Built 1958

  Last Sold Summary

  • 18% Above List Price
  • $554/SF
  • 21 Days On Market

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  24 Nelson Ave, Ossining, NY 10562
• 

  Est $478,122 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,483 Sq Ft

  73 Spring St Unit 4F, Ossining, NY 10562

  73 Spring St Unit 4F, Ossining, NY 10562
• 

  

  /27

  $549,000

  • 6 Beds
  • 3 Baths
  • 2,215 Sq Ft

  40 Broadway, Ossining, NY 10562

  Stunning Duplex - Short walk to Riverfront – Steps to Train, Dining, and Shops! Located just a 5 minute walk from the Ossining train station and 45 minutes to Grand Central terminal, making your daily commute effortless. Just a short walk to waterfront parks, scenic trails, and local farmer’s markets, offering endless recreation right in your backyard.Whether you are looking for an investment

  Guido Alvarez United Family Real Estate LLC

  40 Broadway, Ossining, NY 10562
• 

  $715,000 Sold Jan 16, 2026

  11 Sutton Place, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft
  • Built 1931

  Last Sold Summary

  • 7% Above List Price
  • $495/SF
  • 11 Days On Market

  Last Listing Agent Heather Bouza William Raveis-New York, LLC

  11 Sutton Place, Ossining, NY 10562
• 

  Est $368,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,180 Sq Ft

  73 Spring St Unit 3H, Ossining, NY 10562

  73 Spring St Unit 3H, Ossining, NY 10562
• 

  

  /5

  $150,000 Pending

  • Land
  • 0.1 Acre
  • $1,500,000 per Acre

  5-7 Hill St, Ossining, NY 10562

  Rare level vacant lot located on quiet dead end street. Potential for seasonal vista views of Hudson & Palisades. Zoning allows for Two-family or Single-family home. Sidewalk, municipal sewer & water, electric, gas, and cable in immediate proximity of subject property. Planning & ZBA approval required!

  Greg Kane Kane & Associates

  5-7 Hill St, Ossining, NY 10562
• 

  $215,000 Sold Sep 03, 2025

  133 S Highland Ave Unit B4, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1962

  Last Sold Summary

  • $239/SF
  • 34 Days On Market

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  133 S Highland Ave Unit B4, Ossining, NY 10562
• 

  Est $331,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,289 Sq Ft

  73 Spring St Unit 3D, Ossining, NY 10562

  73 Spring St Unit 3D, Ossining, NY 10562
• 

  

  /22

  $499,000 Pending

  • 1 Bed
  • 1.5 Baths
  • 1,141 Sq Ft

  283 Horse Shoe Cir, Ossining, NY 10562

  Welcome to this charming townhome In Fox Hill with one bedroom plus a den. The first floor features a tiled powder room and a well-appointed kitchen with granite counters, recessed lighting, a breakfast bar, and GE Profile and KitchenAid appliances. The open and airy dining room boasts hardwood floors, a skylight, and a sliding glass door that leads to a private wood deck, perfect for outdoor

  Suzan Zeolla Houlihan Lawrence Inc.

  283 Horse Shoe Cir, Ossining, NY 10562
• 

  $490,000 Sold Dec 30, 2025

  707 Eagle Bay Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,470 Sq Ft
  • Built 1982

  Last Sold Summary

  • 18% Below List Price
  • $333/SF
  • 172 Days On Market

  Last Listing Agent Maria Teresa Duguet Houlihan Lawrence Inc.

  707 Eagle Bay Dr, Ossining, NY 10562
• 

  Est $387,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,529 Sq Ft

  73 Spring St Unit 2F, Ossining, NY 10562

  73 Spring St Unit 2F, Ossining, NY 10562
• 

  

  /34

  $699,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  26-28 Lincoln Place, Ossining, NY 10562

  EXCEPTIONAL Ossining legal 2 family: Unbeatable Location near the bustling downtown.This duplex built in 1989 offers ideal owner occupy.......live in One unit and rent the second to help carry costs...or a great opportunity for investor.. 3 level unit with cozy fireplace, family room and wood deck for summer entertaining.. The second unit has 2 bedrooms and bath..But the perks don’t stop

  Jayne Begley William Raveis Real Estate

  26-28 Lincoln Place, Ossining, NY 10562
• 

  $750,000 Sold Dec 04, 2025

  1305 Grants Ln, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,469 Sq Ft
  • Built 1940

  Last Sold Summary

  • $511/SF
  • 13 Days On Market

  Last Listing Agent Beth Silfen Compass Greater NY, LLC

  1305 Grants Ln, Ossining, NY 10562
• 

  Est $384,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,576 Sq Ft

  73 Spring St Unit 1Y, Ossining, NY 10562

  73 Spring St Unit 1Y, Ossining, NY 10562
• 

  

  /48

  $599,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,462 Sq Ft

  1501 Eagle Bay Dr, Ossining, NY 10562

  All About the View!Come experience stunning vistas all day long and magical sunsets every evening from this beautiful end unit at Eagle Bay. As you enter this gated community, you’ll immediately sense how special it is—meticulously maintained grounds and amenities that include tennis, pickleball, a fitness center, pool, playground, and more. Step inside the home and you’re greeted by hardwood

  Patricia D'Alesio Houlihan Lawrence Inc.

  1501 Eagle Bay Dr, Ossining, NY 10562
• 

  $805,000 Sold Nov 18, 2025

  38 Ganung Dr, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 2,585 Sq Ft
  • Built 1956

  Last Sold Summary

  • 2% Above List Price
  • $311/SF
  • 25 Days On Market

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  38 Ganung Dr, Ossining, NY 10562
• 

  Est $831,680 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,655 Sq Ft

  47 Briarbrook Dr, Briarcliff Manor, NY 10510

  47 Briarbrook Dr, Briarcliff Manor, NY 10510
• 

  

  /33

  $850,000

  • 8 Beds
  • 3 Baths
  • 2,435 Sq Ft

  38 Terrace Ave, Ossining, NY 10562

  Welcome to a spacious, well-maintained multi-level home offering a rare blend of legal configuration and flexibility. Ideal for extended family living, owner-occupants seeking rental income, or buyers looking for long-term versatility. The legal lower level features three bedrooms, a full bathroom, direct interior access, and a separate entrance. The main level offers three additional bedrooms, a

  Gary Sanguino Gary Sanguino

  38 Terrace Ave, Ossining, NY 10562
• 

  $205,000 Sold Jan 28, 2026

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

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

  Last Sold Summary

  • 15% Above List Price
  • $219/SF
  • 21 Days On Market

  Last Listing Agent Laura Ionata Corcoran Legends Realty

  119 S Highland Ave Unit 5B, Ossining, NY 10562
• 

  Est $324,000 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 893 Sq Ft

  63 Dale Ave Unit B3, Ossining, NY 10562

  63 Dale Ave Unit B3, Ossining, NY 10562
• 

  

  /22

  $519,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 2,198 Sq Ft

  39 Hamilton Ave, Ossining, NY 10562

  Built circa 1900 - this Victorian home offers Hudson River & Palisades views from the wrap-around front porch. A large side-hall entry welcomes you, along with the dark staircase balusters carved in the canonical classic style. Oak floors, high ceilings, a formal dining room with wood burning FPL and sliding pocket doors leading into the living room, are all appreciated amenities. The Kitchen

  Greg Kane Kane & Associates

  39 Hamilton Ave, Ossining, NY 10562
• 

  $2,150,000 Sold Sep 17, 2025

  7 Purdy Ct, Briarcliff Manor, NY 10510

  • 4 Beds
  • 4 Baths
  • 3,362 Sq Ft
  • Built 1979

  Last Sold Summary

  • 30% Above List Price
  • $640/SF
  • 12 Days On Market

  Current Estimated Value $2,081,018

  Last Listing Agent Shari Besterman Houlihan Lawrence Inc.

  7 Purdy Ct, Briarcliff Manor, NY 10510

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