Ossining, NY Homes

• 

  $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 $417,197

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

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

  Est $913,702

  Not Listed For Sale

  47 Briarbrook Dr, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 2,655 Sq Ft
  • Built 2001

  47 Briarbrook Dr, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 25 Days On Market
• 

  

  

  /48

  $375,000

  $25K PRICE DROP Pending

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

  16 Rockledge Ave Unit 2C-1, Ossining, NY 10562

  Scarborough Manor is nestled on exquisitely landscaped, park-like grounds with meandering walking paths and quiet seating areas, creating a serene riverside retreat along the Hudson. This spacious two-bedroom, two-bath residence enjoys sweeping southern views of the Hudson River and the Mario Cuomo Bridge from its private deck, offering a peaceful setting to relax and take in the scenery. Freshly

  Gino Bello Howard Hanna Rand Realty

  16 Rockledge Ave Unit 2C-1, Ossining, NY 10562
• 

  $649,000

  Sold Mar 03, 2026

  1501 Eagle Bay Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,462 Sq Ft
  • Built 1982

  Last Sold Summary

  • 8% Above List Price
  • $444/SF
  • 29 Days On Market

  Last Listing Agent Patricia D'Alesio Houlihan Lawrence Inc.

  1501 Eagle Bay Dr, Ossining, NY 10562
• 

  Est $415,995

  Not Listed For Sale

  63 Dale Ave Unit B3, Ossining, NY 10562

  • 1 Bed
  • 1.5 Baths
  • 893 Sq Ft
  • Built 1989

  63 Dale Ave Unit B3, Ossining, NY 10562

  Last Sold Summary

  • 17 Days On Market
• 

  

  /45

  $675,000

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  16 Rockledge Ave Unit 6E1, Ossining, NY 10562

  Make every day, one of leisure and delight. Perched above the Hudson River, discover this impeccably maintained, spacious 3 bedroom, 2 full bath, at the highly coveted Scarborough Manor. High on the 6th floor, this corner unit has 9ft ceiling and oversized rooms, creating a most expansive and tranquil oasis. Its light wood floors, custom blinds/shades, sleek kitchen, and renovated baths mingle

  Suzanne Van Der Wilden BHHS River Towns Real Estate

  16 Rockledge Ave Unit 6E1, 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 $461,695

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

  27 Knoll View, Ossining, NY 10562
• 

  Est $599,221

  Not Listed For Sale

  192 Horseshoe Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,616 Sq Ft
  • Built 1986

  192 Horseshoe Cir, Ossining, NY 10562

  Last Sold Summary

  • 21 Days On Market
• 

  

  /38

  $2,900,000

  $600K PRICE DROP

  • 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
• 

  $675,000

  Sold Apr 29, 2026

  48 Pershing Ave, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 1,463 Sq Ft
  • Built 1954

  Last Sold Summary

  • 7% Above List Price
  • $461/SF
  • 15 Days On Market

  Current Estimated Value $656,733

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  48 Pershing Ave, Ossining, NY 10562
• 

  Est $1,299,746

  Not Listed For Sale

  31 Beach Rd, Ossining, NY 10562

  • 6 Beds
  • 4 Baths
  • 5,500 Sq Ft
  • Built 1892

  31 Beach Rd, Ossining, NY 10562

  Last Sold Summary

  • 55 Days On Market
• 

  

  /30

  $425,000

  Pending

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft

  19 Samstag Ave, Ossining, NY 10562

  This two bedroom one bath bungalow set high above the Hudson with sweeping river views, this property offers a rare opportunity to enjoy the charm, convenience, and lifestyle that define Ossining living. Welcome to 19 Samstag Ave, a home perfectly positioned for those seeking both tranquility and connectivity. Enjoy gorgeous Hudson River vistas and the natural beauty that surrounds this historic

  Angelina Cozza Century 21 Alliance Rlty Group

  19 Samstag Ave, Ossining, NY 10562
• 

  $160,000

  Sold Oct 03, 2025

  48 Gordon Ave, Briarcliff Manor, NY 10510

  • Land
  • 43,093 Sq Ft
  • $161,731 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 125 Days On Market

  Current Estimated Value $408,333

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

  48 Gordon Ave, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  23 Camp Ground, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 432 Sq Ft
  • Built 1900

  23 Camp Ground, Ossining, NY 10562

  Last Sold Summary

  • 121 Days On Market
• 

  

  /39

  $1,995,000

  • 14 Beds
  • 7.5 Baths
  • 15,000 Sq Ft

  139 Scarborough Rd, Briarcliff Manor, NY 10510

  A special opportunity to own and continue the story of a living piece of history. This magnificent 15,000 SF estate, set on 8 pristine acres, was built as the private residence for Walter Law, the founder of Briarcliff Manor and a titan of industry at the turn of the 20th century. The moment you enter the grounds you instantly feel the grandeur and charm of the property. A sweeping driveway

  Jamey Gelardi Houlihan Lawrence Inc.

  139 Scarborough Rd, Briarcliff Manor, NY 10510
• 

  $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 $557,243

  Last Listing Agent Jamie Fosgate Nestedge Realty

  263 Horseshoe Cir, Ossining, NY 10562
• 

  Est $659,836

  Not Listed For Sale

  52 Mystic Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,620 Sq Ft
  • Built 1996

  52 Mystic Dr, Ossining, NY 10562

  Last Sold Summary

  • 86 Days On Market
• 

  

  /49

  $619,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,623 Sq Ft

  54 Mystic Dr, Ossining, NY 10562

  Welcome to 54 Mystic Drive, a bright corner end-unit townhouse-style condo in the desirable gated community of Mystic Pointe. This inviting multi-level home offers a flexible layout with wonderful natural light, enhanced by recently installed Andersen windows and patio door, including several large windows that brighten the living room, dining area, breakfast nook, and kitchen. The main level

  Jean-Charles DeOliveira Scappaticci ERA Insite Realty Services

  54 Mystic Dr, Ossining, NY 10562
• 

  $855,000

  Sold May 07, 2026

  38 Terrace Ave, Ossining, NY 10562

  • 8 Beds
  • 3 Baths
  • 2,435 Sq Ft
  • Built 1870

  Last Sold Summary

  • 1% Above List Price
  • $351/SF
  • 18 Days On Market

  Current Estimated Value $833,114

  Last Listing Agent Gary Sanguino Gary Sanguino

  38 Terrace Ave, Ossining, NY 10562
• 

  Not Listed For Sale

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

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft
  • Built 1958

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

  Last Sold Summary

  • 88 Days On Market
• 

  

  /39

  $2,389,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 5,516 Sq Ft

  178 Hirst Rd, Briarcliff Manor, NY 10510

  Welcome to Briarcliff Manor! Perched gracefully atop a hill on a quiet cul-de-sac, beautifully maintained, this exceptional sprawling 5-bedroom, 4.5-bath custom Colonial offers privacy, elegance, and refined living in one of the area’s most sought-after neighborhoods.Meticulously maintained and thoughtfully designed, this sun-drenched residence showcases generous proportions throughout. The

  Bonnie Paolucci Elk Homes Realty LLC

  178 Hirst 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 $1,970,258

  Not Listed For Sale

  12 Arrow Tree Ln, Briarcliff Manor, NY 10510

  • 4 Beds
  • 6 Baths
  • 5,400 Sq Ft
  • Built 2005

  12 Arrow Tree Ln, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 13 Days On Market
• 

  

  /43

  $675,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,959 Sq Ft

  24 Highview Rd, Ossining, NY 10562

  Welcome to 24 Highview Road, a classic Split-Level home offering the perfect blend of privacy and potential on a rare 1.32-acre lot in the Town of New Castle. This 3-bedroom, 2.1-bathroom residence features 1,959 square feet of living space with several recent high-value mechanical and interior upgrades. The main level boasts a spacious living room with a cozy fireplace and a seamless flow into

  Elizabeth Koski Coldwell Banker Realty

  24 Highview Rd, 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 $771,099

  Last Listing Agent Thomas Nigro Today Realty Corp.

  6 Cedar Lane Terrace, Ossining, NY 10562
• 

  Est $415,792

  Not Listed For Sale

  2 Briarcliff Dr S Unit 14, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,082 Sq Ft
  • Built 1977

  2 Briarcliff Dr S Unit 14, Ossining, NY 10562

  Last Sold Summary

  • 14 Days On Market
• 

  

  /47

  $684,900

  • 4 Beds
  • 3 Baths
  • 1,742 Sq Ft

  22 Oakbrook Rd, Ossining, NY 10562

  Nestled on a quiet cul-de-sac, this well-maintained home offers the perfect blend of comfort, functionality, and indoor-outdoor living in the Town of Ossining. The main level features an open floor plan with a spacious living and dining area, a large stone breakfast counter bar, two bedrooms, and a full bathroom. Upstairs, you’ll find two additional bedrooms with a second full bathroom, providing

  Sylvia Aufiero Highline Real Estate Services

  22 Oakbrook 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
• 

  Not Listed For Sale

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

  • 2 Beds
  • 2 Baths
  • 1,627 Sq Ft
  • Built 1988

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

  Last Sold Summary

  • 21 Days On Market
• 

  

  /50

  $2,995,000

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

  36 Revolutionary Rd, Briarcliff Manor, NY 10510

  There are homes... and then there are places that feel quietly set apart from the world around them.Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally... like a secret meant only for those who understand what true luxury feels like.This is not just a home. This is a legacy

  Elaine Wasserman Houlihan Lawrence Inc.

  36 Revolutionary Rd, Briarcliff Manor, NY 10510
• 

  $225,000

  Sold Aug 12, 2025

  123 S Highland Ave Unit B3, Ossining, NY 10562

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

  Last Sold Summary

  • 2% Above List Price
  • $250/SF
  • 21 Days On Market

  Current Estimated Value $184,000

  Last Listing Agent Stephanie Rosenhaus William Raveis Real Estate

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

  Est $1,091,770

  Not Listed For Sale

  51 Croton Dam Rd, Ossining, NY 10562

  • 5 Beds
  • 2.5 Baths
  • 2,797 Sq Ft
  • Built 1948

  51 Croton Dam Rd, Ossining, NY 10562

  Last Sold Summary

  • 54 Days On Market
• 

  

  /25

  $609,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,547 Sq Ft

  63 Deerfield Ln Unit 63, Ossining, NY 10562

  Welcome to Deerfield Condominium Complex....A middle unit recently updated. This unit features attached garage, 2 private decks, updated eat-in kitchen, freshly painted and new carpeting. This unit is a tri level home. Perfect for today's buyer. Deerfield Community is close to 9A, Croton on Hudson railroad station, and all that Ossining offers.

  Thomas Burns Coldwell Banker Realty

  63 Deerfield Ln Unit 63, 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 $818,894

  Last Listing Agent Yona Strougo Compass Greater NY, LLC

  801 Syska Rd, Ossining, NY 10562
• 

  Est $1,085,020

  Not Listed For Sale

  363 Long Hill Rd E, Briarcliff Manor, NY 10510

  363 Long Hill Rd E, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 104 Days On Market
• 

  

  /49

  $599,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  5 Meadowbrook Dr, Ossining, NY 10562

  Charming Cape Cod on a .23-acre lot in desirable Ossining — comfortable now with plenty of room to personalize. This 3-bedroom, 1.5-bath home offers classic curb appeal, a bright living area, and a flexible layout that adapts to your needs. The spacious yard provides room for gardening, play, or outdoor entertaining. Enjoy easy access to local shops, schools, parks, and commuter routes while

  Daniel Berger RE/MAX Prestige Properties

  5 Meadowbrook Dr, Ossining, NY 10562
• 

  $540,000

  Sold Mar 23, 2026

  39 Hamilton Ave, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 2,198 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Above List Price
  • $246/SF
  • 45 Days On Market

  Current Estimated Value $547,801

  Last Listing Agent Greg Kane Kane & Associates

  39 Hamilton Ave, Ossining, NY 10562
• 

  Est $366,452

  Not Listed For Sale

  178 Cedar Ln, Ossining, NY 10562

  178 Cedar Ln, Ossining, NY 10562

  Last Sold Summary

  • 126 Days On Market
• 

  

  /37

  $800,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

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

  THIS IS THE VIEW YOU’VE BEEN DREAMING OF! HUDSON RIVER VIEWS FROM EACH ROOM of this sunny-corner unit, 3-bedroom, 2 Full Bath co-op apartment with a Private Terrace, in the sought-after riverfront community of Scarborough Manor. This unit features a kitchen, formal dining room, oversized living room with panoramic views and a door to your private terrace. The primary bedroom includes an en-suite

  Sue Hartwell Corcoran Legends Realty

  16 Rockledge Ave Unit 6D-2, 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 $943,387

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  35 Mystic Dr, Ossining, NY 10562

Showing Results 161 - 200, Page 5 of 18