Ossining, NY Homes

• 

  Est $618,228 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,390 Sq Ft

  253 Woods Brooke Cir, Ossining, NY 10562

  253 Woods Brooke Cir, Ossining, NY 10562
• 

  

  

  /38

  $3,500,000

  • 7 Beds
  • 7 Baths
  • 5,502 Sq Ft

  83 Somerstown Rd, Ossining, NY 10562

  Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  83 Somerstown Rd, Ossining, NY 10562
• 

  $390,000 Sold Aug 04, 2025

  9 Briarcliff Dr S Unit 2, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $366/SF
  • 20 Days On Market

  Current Estimated Value $386,000

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  9 Briarcliff Dr S Unit 2, Ossining, NY 10562
• 

  Est $649,362 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,616 Sq Ft

  192 Horseshoe Cir, Ossining, NY 10562

  192 Horseshoe Cir, Ossining, NY 10562
• 

  

  

  /38

  $399,000 Pending

  • 1 Bed
  • 1 Bath
  • 1,089 Sq Ft

  101 Eagle Bay Dr Unit 101, Ossining, NY 10562

  Eagle Bay! Discover serene living in this first floor - no steps - 1 bedroom condominium home. Eagle Bay has incredible grounds with gardens, flowering trees and incredibly maintained homes, all in a gated community. Large living and dining room, updated eat-in-kitchen and a large bedroom with ample closets. Private outdoor space with privacy and wooded views. Clubhouse, pool, tennis, pickle

  Nancy Kennedy

  101 Eagle Bay Dr Unit 101, Ossining, NY 10562
• 

  $450,000 Sold Oct 27, 2025

  27 Knoll View, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $375/SF
  • 42 Days On Market

  Current Estimated Value $449,530

  Last Listing Agent James Hawkins D.L. Hawkins Realty LLC

  27 Knoll View, Ossining, NY 10562
• 

  Est $1,307,167 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 5,500 Sq Ft

  31 Beach Rd, Ossining, NY 10562

  31 Beach Rd, Ossining, NY 10562
• 

  

  /32

  $720,000

  • 5 Beds
  • 2 Baths
  • 1,860 Sq Ft

  1 Edward St, Ossining, NY 10562

  Well-maintained two-family property in the heart of Ossining, fully renovated in 2020 and offering a strong combination of space, convenience, and versatility. The building features a spacious three-bedroom unit over a two-bedroom walk-up, providing an ideal opportunity for owner-occupants or investors. Both units benefit from updated finishes completed during the 2020 renovation, offering modern

  Tana McGuire eXp Realty

  1 Edward St, Ossining, NY 10562
• 

  $160,000 Sold Oct 03, 2025

  48 Gordon Ave, Briarcliff Manor, NY 10510

  • Land
  • 0.99 Acre
  • $161,731 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 125 Days On Market

  Current Estimated Value $451,333

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

  48 Gordon Ave, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 432 Sq Ft

  23 Camp Ground, Ossining, NY 10562

  23 Camp Ground, Ossining, NY 10562
• 

  

  /34

  $899,000 Pending

  • 7 Beds
  • 3 Baths
  • 2,224 Sq Ft

  25 William St, Ossining, NY 10562

  This spacious three-family home in Ossining offers three full stories plus a finished basement, perfect for multi-generational living or rental income. Each unit features its own living areas, kitchen, and bedrooms, providing privacy and flexibility for family members or tenants. The first floor includes a living room, central kitchen and dining area, three bedrooms, and a full bath. The second

  Etan Hakimi Mitra Hakimi Realty Group LLC

  25 William St, Ossining, NY 10562
• 

  $545,000 Sold Aug 26, 2025

  263 Horseshoe Cir, Ossining, NY 10562

  • 1 Bed
  • 2.5 Baths
  • 1,652 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $330/SF
  • 28 Days On Market

  Current Estimated Value $547,996

  Last Listing Agent Jamie Fosgate Nestedge Realty

  263 Horseshoe Cir, Ossining, NY 10562
• 

  Est $711,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft

  16 Rockledge Ave Unit 2MM-2, Ossining, NY 10562

  16 Rockledge Ave Unit 2MM-2, Ossining, NY 10562
• 

  

  /48

  $2,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,282 Sq Ft

  132 Ridgecrest Rd, Briarcliff Manor, NY 10510

  BREATHTAKING YEAR ROUND HUDSON RIVER PANORAMIC VIEWS define this iconic Mid-Century Modern residence! Located on Briarcliff’s coveted Ridgecrest Road in the highly sought-after Briarcliff Manor School District, this modern masterpiece, being sold FURNISHED, is well known in architectural and interior design circles. Ideally located just minutes from the Scarborough Metro-North station, this home

  Cindy Glynn Compass Greater NY, LLC

  132 Ridgecrest Rd, Briarcliff Manor, NY 10510
• 

  $240,000 Sold Oct 07, 2025

  196 Charter Cir Unit 196, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1961

  Last Sold Summary

  • 4% Below List Price
  • $267/SF
  • 45 Days On Market

  Last Listing Agent Concetta Connie Gallo Howard Hanna Rand Realty

  196 Charter Cir Unit 196, Ossining, NY 10562
• 

  Est $750,136 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  52 Mystic Dr, Ossining, NY 10562

  52 Mystic Dr, Ossining, NY 10562
• 

  /2

  $300,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,474 Sq Ft

  30 Hunter St, Ossining, NY 10562

  Here is your chance to take advantage of a rare opportunity to buy a designers honeymoon with water views and close to transportation. Must be purchased sight unseen with occupants inside. CASH ONLY. Tear it down and build something new. Renovate and make it your own. DRIVE BY SHOWINGS ONLY! DO NOT KNOCK ON THE DOOR OR GO ON THE PROPERTY AT ALL! Additional Information: HeatingFuel:Oil Below

  Crystal Hawkins Syska Keller Williams NY Realty

  30 Hunter St, Ossining, NY 10562
• 

  $725,000 Sold Jul 21, 2025

  6 Cedar Lane Terrace, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 3,016 Sq Ft
  • Built 1948

  Last Sold Summary

  • $240/SF
  • 222 Days On Market

  Current Estimated Value $746,267

  Last Listing Agent Thomas Nigro Schatz Realty Group

  6 Cedar Lane Terrace, Ossining, NY 10562
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft

  352 N State Rd Unit 4H, Briarcliff Manor, NY 10510

  352 N State Rd Unit 4H, Briarcliff Manor, NY 10510
• 

  

  /50

  $3,300,000

  • 5 Beds
  • 7 Baths
  • 7,931 Sq Ft

  36 Revolutionary Rd, Briarcliff Manor, NY 10510

  The Essence of Westchester Luxury. A Grand Briarcliff Manor Estate sited on 3.83 Private Acres. Perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and Metro North train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary suite with a cozy fireplace, a

  Elaine Wasserman Houlihan Lawrence Inc.

  36 Revolutionary Rd, Briarcliff Manor, NY 10510
• 

  $514,000 Sold May 05, 2025

  106 Kemeys Ave Unit 6, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 1,298 Sq Ft
  • Built 1975

  Last Sold Summary

  • 3% Above List Price
  • $396/SF
  • 13 Days On Market

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  106 Kemeys Ave Unit 6, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

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

  121 S Highland Ave Unit 5A, Ossining, NY 10562
• 

  

  /21

  $525,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  504 Kemeys Cove Unit 5-04, Briarcliff Manor, NY 10510

  Coming Soon..... This is a first-floor unit with no steps—perfect for easy, one-level, accessible living! Discover the perfect blend of comfort, convenience, and resort-style living at 504 Kemeys Cove, nestled in the Kemeys Cove condominium community of Briarcliff Manor. This spacious, light-filled one-level home features two generously sized bedrooms, two modern full bathrooms, and a versatile

  Nicholas McMillan Century 21 Hire Realty

  504 Kemeys Cove Unit 5-04, Briarcliff Manor, NY 10510
• 

  $355,000 Sold Apr 22, 2025

  16 Rockledge Ave Unit 2C2, Ossining, NY 10562

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

  Last Sold Summary

  • 11% Below List Price
  • $225/SF
  • 207 Days On Market

  Current Estimated Value $711,000

  Last Listing Agent Christopher Cawley Corcoran Legends Realty

  16 Rockledge Ave Unit 2C2, Ossining, NY 10562
• 

  Est $2,103,807 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,400 Sq Ft

  12 Arrow Tree Ln, Briarcliff Manor, NY 10510

  12 Arrow Tree Ln, Briarcliff Manor, NY 10510
• 

  

  /50

  $679,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 3,656 Sq Ft

  33 Ryder Rd, Ossining, NY 10562

  FREE 12 MONTH HOME WARRANTY that covers electrical/plumbing/appliances/and MORE! This historically charming Center Hall Colonial Farmhouse is situated on almost an acre of pristine land. Own a piece of Westchester County history with this 1826 built farmhouse, enjoy 7' high ceilings, wide planked hardwood floors, and three working fireplaces. HUGE dry walkout basement with an enormous walk-up

  Justin Landon Howard Hanna Rand Realty

  33 Ryder Rd, Ossining, NY 10562
• 

  $516,000 Sold Nov 14, 2025

  19 Lincoln Place Unit 55, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,658 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $311/SF
  • 26 Days On Market

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  19 Lincoln Place Unit 55, Ossining, NY 10562
• 

  Est $531,919 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,248 Sq Ft

  213 Woods Brooke Ct, Ossining, NY 10562

  213 Woods Brooke Ct, Ossining, NY 10562
• 

  

  /34

  $129,000

  • 1 Bath
  • 650 Sq Ft

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

  Welcome Home to the Best Deal in Ossining! Looking for a great price on a cozy place to come home to, after a hard day's work? Do you cherish Amazing Western Sky Sunsets? Then, you'll love Unit 5F at Parkview Cooperative, conveniently located on Route 9 in Ossining. This very large studio apartment lives like a 1 Bedroom Apt! It has a separated bedroom, giving you some privacy from the main

  Robert Pape Keller Williams NY Realty

  121 S Highland Ave Unit 5F, Ossining, NY 10562
• 

  $1,415,000 Sold May 07, 2025

  101 Long Hill Rd E, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3 Baths
  • 2,934 Sq Ft
  • Built 1947

  Last Sold Summary

  • 9% Above List Price
  • $482/SF
  • 9 Days On Market

  Current Estimated Value $1,455,854

  Last Listing Agent Maya Sheehan Compass Greater NY, LLC

  101 Long Hill Rd E, Briarcliff Manor, NY 10510
• 

  Est $403,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,082 Sq Ft

  2 Briarcliff Dr S Unit 14, Ossining, NY 10562

  2 Briarcliff Dr S Unit 14, Ossining, NY 10562
• 

  

  /8

  $649,000

  • 4 Beds
  • 2 Baths
  • 1,944 Sq Ft

  132 Croton Ave, Ossining, NY 10562

  Great Investment! This great duplex allows you to live in one unit while the other unit rent covers most of the mortgage monthly payment (first floor and basement unit rent for $3,700, second floor unit rented for $1,850 monthly). Just A 15 minute walk to the Ossining train station. Bus stop right in front. Walk in distance to schools, shops and restaurants.seasonal views of the Hudson River.

  Guido Alvarez United Family Real Estate LLC

  132 Croton Ave, Ossining, NY 10562
• 

  $805,000 Sold Aug 12, 2025

  801 Syska Rd, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 1,328 Sq Ft
  • Built 1956

  Last Sold Summary

  • 15% Above List Price
  • $606/SF
  • 7 Days On Market

  Current Estimated Value $779,395

  Last Listing Agent Yona Strougo Compass Greater NY, LLC

  801 Syska Rd, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,627 Sq Ft

  333 N State Rd Unit PH63, Briarcliff Manor, NY 10510

  333 N State Rd Unit PH63, Briarcliff Manor, NY 10510
• 

  

  /33

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  2 N Water St Unit 1A, Ossining, NY 10562

  Beautiful riverfront SOHO style loft in converted 1800s brick schoolhouse facing the Hudson River, close to train, restaurants, riverfront, marinas, summer concerts on the river and all that glorious Hudson Valley riverfront life has to offer. Enjoy one level living in this fabulous open plan unit at the best corner spot in the building, with 14 foot ceilings and 10 foot windows, facing the

  Lynn Harmonay North Country Sothebys Int Rlt

  2 N Water St Unit 1A, Ossining, NY 10562
• 

  $850,000 Sold May 15, 2025

  19 High Ridge Rd, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 2,715 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Below List Price
  • $313/SF
  • 15 Days On Market

  Current Estimated Value $862,178

  Last Listing Agent Gay Marglin Houlihan Lawrence Inc.

  19 High Ridge Rd, Ossining, NY 10562
• 

  Est $899,167 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,797 Sq Ft

  51 Croton Dam Rd, Ossining, NY 10562

  51 Croton Dam Rd, Ossining, NY 10562
• 

  

  /37

  $449,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  15 Steven Dr Unit 4, Ossining, NY 10562

  Welcome to this bright and inviting two bedroom, two bathroom condo located in the desirable Hudson View development in Ossining. This beautifully designed home features dramatic lofted ceilings and an abundance of natural light, enhanced by multiple skylights that create an airy, open feel throughout. The spacious living area is highlighted by a charming wood burning fireplace, perfect for cozy

  James Andrews Today Realty Corp.

  15 Steven Dr Unit 4, Ossining, NY 10562
• 

  $925,000 Sold Oct 06, 2025

  35 Mystic Dr, Ossining, NY 10562

  • 2 Beds
  • 3.5 Baths
  • 2,700 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Above List Price
  • $343/SF
  • 20 Days On Market

  Current Estimated Value $891,921

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  35 Mystic Dr, Ossining, NY 10562
• 

  Est $1,148,994 Not Listed For Sale

  363 Long Hill Rd E, Briarcliff Manor, NY 10510

  363 Long Hill Rd E, Briarcliff Manor, NY 10510

Showing Results 161 - 200, Page 5 of 18