Ossining, NY Homes

• 

  $1,900,000

  Sold Jul 18, 2026

  11 Hollow Tree Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 4.5 Baths
  • 6,458 Sq Ft
  • Built 1999

  Last Sold Summary

  • 6% Above List Price
  • $294/SF
  • 14 Days On Market

  Current Estimated Value $1,826,881

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  11 Hollow Tree Rd, Briarcliff Manor, NY 10510
• 

  Est $823,070

  Not Listed For Sale

  255 Chadeayne Rd, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,310 Sq Ft
  • Built 1967

  255 Chadeayne Rd, Ossining, NY 10562

  Last Sold Summary

  • 110 Days On Market

  Last Listing Agent Douglas Dill Houlihan Lawrence Inc.
• 

  

  

  /45

  $975,000

  • 3 Beds
  • 2.5 Baths
  • 3,007 Sq Ft

  44 Beach Rd, Ossining, NY 10562

  This charming renovated farmhouse offers 3,000 sq ft of living space and is nestled at the very end of a quiet cul-de-sac providing exceptional privacy and adjacent to protected parklands with scenic walking trails, and the Hudson River. The home features a newly added first floor primary suite complete with a tray ceiling, recessed lighting, oversized walk-in closet, and an adjoining home office

  Jamey Gelardi Houlihan Lawrence Inc.

  44 Beach Rd, Ossining, NY 10562
• 

  $225,000

  Sold Dec 11, 2025

  129 S Highland Ave Unit B6, Ossining, NY 10562

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

  Last Sold Summary

  • $250/SF
  • 33 Days On Market

  Last Listing Agent Elizabeth Kamp Kane & Associates

  129 S Highland Ave Unit B6, Ossining, NY 10562
• 

  Est $1,549,059

  Not Listed For Sale

  335 Jaclyn Ln, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 3,294 Sq Ft
  • Built 1992

  335 Jaclyn Ln, Ossining, NY 10562

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Douglas Dill Houlihan Lawrence Inc.
• 

  

  /38

  $724,222

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,899 Sq Ft

  86 Woods Brooke Terrace, Ossining, NY 10562

  Experience turnkey luxury in this beautifully renovated corner unit at The Woods, where every detail has been thoughtfully updated from top to bottom. The heart of the home is the custom high-end Bilotta kitchen, featuring a granite center island with seating, Bosch stainless steel appliances, induction cooktop, pantry, and under-cabinet lighting. The open-concept main level is ideal for both

  Mark Seiden Mark Seiden Real Estate Team

  86 Woods Brooke Terrace, Ossining, NY 10562
• 

  $660,000

  Sold Sep 23, 2025

  193 Woods Brooke Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $471/SF
  • 9 Days On Market

  Last Listing Agent Diane Silverman Keller Williams NY Realty

  193 Woods Brooke Cir, Ossining, NY 10562
• 

  Est $1,891,435

  Not Listed For Sale

  50 Cloverhill Ln, Ossining, NY 10562

  • 5 Beds
  • 4.5 Baths
  • 5,006 Sq Ft
  • Built 2005

  50 Cloverhill Ln, Ossining, NY 10562

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Maeck Fowler Julia B Fee Sothebys Int. Rlty
• 

  

  /12

  $150,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  129 S Highland Ave Unit A2, Ossining, NY 10562

  Welcome to this beautifully maintained, pet-friendly 1-bedroom co-op in desirable Ossining, offering the perfect blend of comfort, convenience, and a rare private patio. A spacious foyer welcomes you inside and leads to a thoughtfully designed layout featuring an updated bathroom, a functional kitchen with ample cabinet space, and a generously sized bedroom. The expansive living and dining area

  Jose Cruz Douglas Elliman Real Estate

  129 S Highland Ave Unit A2, Ossining, NY 10562
• 

  $1,100,000

  Sold Dec 22, 2025

  320 Cedar Dr W, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 2,643 Sq Ft
  • Built 1966

  Last Sold Summary

  • $416/SF
  • 13 Days On Market

  Current Estimated Value $1,181,460

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  320 Cedar Dr W, Briarcliff Manor, NY 10510
• 

  Est $1,877,034

  Not Listed For Sale

  1340 Kitchawan Rd, Ossining, NY 10562

  • 8 Beds
  • 6.5 Baths
  • 6,500 Sq Ft
  • Built 1906

  1340 Kitchawan Rd, Ossining, NY 10562

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Donna Ramundo Keller Williams Valley Realty
• 

  

  /5

  $995,000

  • Land
  • 6.46 Acres
  • $154,025 per Acre

  94 Somerstown Rd, Ossining, NY 10562

  Site plan approved subdivision on historic Somerstown road in Ossining. Three lots each with a beautiful building site being all sold together. Roughed in driveway will become common drive to three homesites. Great opportunity to build.

  David Turner Compass Greater NY, LLC

  94 Somerstown Rd, Ossining, NY 10562
• 

  $550,000

  Sold Aug 13, 2026

  9 Nicole Cir Unit 8, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1987

  Last Sold Summary

  • 10% Above List Price
  • $393/SF
  • 43 Days On Market

  Current Estimated Value $500,409

  Last Listing Agent Robert Mulvey William Raveis Real Estate

  9 Nicole Cir Unit 8, Ossining, NY 10562
• 

  Est $847,724

  Not Listed For Sale

  376 Illington Rd, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1929

  376 Illington Rd, Ossining, NY 10562

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Jeffrey Green Compass Greater NY, LLC
• 

  

  /18

  $3,498,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,775 Sq Ft

  50 Austin Place, Briarcliff Manor, NY 10510

  Experience refined new construction living at 50 Austin Place, a thoughtfully designed to-be-built 2026 Colonial estate set on 11.22 private acres in the heart of Briarcliff Manor. Offering 5,775 square feet of elevated living space, this 5-bedroom, 5.5-bath residence seamlessly blends timeless architecture with modern functionality. Estimated completion Winter 2026. A dramatic double-height

  Nicola Santucci Houlihan Lawrence Inc.

  50 Austin Place, Briarcliff Manor, NY 10510
• 

  $540,000

  Sold Jun 08, 2026

  88 Broadway Unit PH1, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft
  • Built 1820

  Last Sold Summary

  • $405/SF
  • 54 Days On Market

  Last Listing Agent Rob Lowenthal Corcoran Legends Realty

  88 Broadway Unit PH1, Ossining, NY 10562
• 

  Est $978,745

  Not Listed For Sale

  193 Chappaqua Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 4 Baths
  • 2,872 Sq Ft
  • Built 1948

  193 Chappaqua Rd, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Marc Campolongo Marc Jason
• 

  

  /31

  $625,000

  Pending

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

  10 Susquehanna Rd, Ossining, NY 10562

  Welcome to 10 Susquehanna Road, a well-maintained 4-bedroom, 2.5-bath home offering 1,752 square feet of living space on a level 0.23-acre property in Ossining. The main level features a spacious living room with fireplace, formal dining room, kitchen, two bedrooms, a hall bath, hardwood flooring, and a mudroom/laundry room with access to the rear porch. The upper level offers two additional

  Joseph Lukic Compass Greater NY, LLC

  10 Susquehanna Rd, Ossining, NY 10562
• 

  $845,000

  Sold Jun 26, 2026

  20 Highview Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • Built 1959

  Last Sold Summary

  • 15% Above List Price
  • $505/SF
  • 10 Days On Market

  Current Estimated Value $767,437

  Last Listing Agent Yarden Ronen-van Heerden Compass Greater NY, LLC

  20 Highview Rd, Ossining, NY 10562
• 

  Est $842,695

  Not Listed For Sale

  5 Ridgeview Dr, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 2,192 Sq Ft
  • Built 1952

  5 Ridgeview Dr, Ossining, NY 10562

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent J. Philip Faranda Howard Hanna Rand Realty
• 

  

  /37

  $650,000

  Pending

  • 2 Beds
  • 3 Baths
  • 2,128 Sq Ft

  12 Broad Ave, Ossining, NY 10562

  Two family home for sale. Each apartment is a very large one bedroom apartment. Private driveway and garage parking. Convenient to shopping and services including supermarkets, local shops and eateries, and Bee-Line bus service with access to Ossining Hudson Line train for NYC commuting. This is an unapproved short sale. There are tenants occupying the home so we must provide them with 48 hour

  Walter Sarmiento RE/MAX Distinguished Hms.&Prop

  12 Broad Ave, Ossining, NY 10562
• 

  $332,500

  Sold Jan 02, 2026

  16 Rockledge Ave Unit 5B1, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1970

  Last Sold Summary

  • 10% Below List Price
  • $210/SF
  • 94 Days On Market

  Last Listing Agent Melissa Terman River Realty Services, Inc.

  16 Rockledge Ave Unit 5B1, Ossining, NY 10562
• 

  Est $674,614

  Not Listed For Sale

  18 Ridgeview Dr, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 1947

  18 Ridgeview Dr, Ossining, NY 10562

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Heather Bouza Compass Greater NY, LLC
• 

  

  /39

  $839,000

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  61 Ganung Dr, Ossining, NY 10562

  Welcome to 61 Ganung Drive, a spacious 3-bedroom, 3-bath home situated on .65 acres in the Town of Ossining. Offering privacy, versatility, and exceptional outdoor living, this property has so much to offer.Step inside to a welcoming sunken living room with skylights and a dining room featuring a wood-burning fireplace, filling the space with natural light while creating a warm and

  CHRISTINA FLORY K. Fortuna Realty, Inc.

  61 Ganung Dr, Ossining, NY 10562
• 

  $915,000

  Sold Aug 26, 2025

  11 Pond View Ln, Ossining, NY 10562

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

  Last Sold Summary

  • 5% Above List Price
  • $282/SF
  • 77 Days On Market

  Last Listing Agent Bill D'Ambrosio Compass Greater NY, LLC

  11 Pond View Ln, Ossining, NY 10562
• 

  Est $707,267

  Not Listed For Sale

  30 Morningside Dr, Ossining, NY 10562

  • 3 Beds
  • 2.5 Baths
  • 2,616 Sq Ft
  • Built 1920

  30 Morningside Dr, Ossining, NY 10562

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Donna Nikic Compass Greater NY, LLC
• 

  

  /21

  $829,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,477 Sq Ft

  8 Riverview Farm Rd, Ossining, NY 10562

  Summer starts here! Nestled on a stunning park-like property surrounded by mature trees and lush landscaping, this beautifully maintained 3-bedroom, 3 full bathroom home offers the perfect blend of privacy, comfort, and timeless style. The sun-filled main level features an open-concept layout with gleaming hardwood floors, a spacious living room anchored by an oversized picture window overlooking

  Diana Romero Houlihan Lawrence Inc.

  8 Riverview Farm Rd, Ossining, NY 10562
• 

  $928,000

  Sold Dec 17, 2025

  175 Croton Ave, Ossining, NY 10562

  • 8 Beds
  • 3 Baths
  • 3,648 Sq Ft
  • Built 1900

  Last Sold Summary

  • $254/SF
  • 85 Days On Market

  Current Estimated Value $960,650

  Last Listing Agent Owen Leggio Leggio Realty Group

  175 Croton Ave, Ossining, NY 10562
• 

  Est $756,428

  Not Listed For Sale

  6 Morningside Dr, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft
  • Built 1950

  6 Morningside Dr, Ossining, NY 10562

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Suzanne Welch Coldwell Banker Realty
• 

  

  /32

  $700,000

  Pending

  • 2 Beds
  • 3 Baths
  • 1,687 Sq Ft

  61 Hudson Watch Dr, Ossining, NY 10562

  Coveted Hudson Watch offers the perfect blend of convenience and River Town living. Ideally located just 1.1 miles from the Hudson Line Metro-North station and 1.6 miles from Louis Engel Waterfront Park. Locals enjoy the scenic RiverWalk Park paths, and all the charm of historic Ossining.This spacious two-story corner townhouse welcomes you with a natural stone foyer, vaulted ceilings and

  Joanne Padawer Houlihan Lawrence Inc.

  61 Hudson Watch Dr, Ossining, NY 10562
• 

  $2,900,000

  Sold Jul 23, 2026

  16 Austin Place, Briarcliff Manor, NY 10510

  • 6 Beds
  • 7 Baths
  • 7,242 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Above List Price
  • $400/SF
  • 14 Days On Market

  Current Estimated Value $2,724,951

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  16 Austin Place, Briarcliff Manor, NY 10510
• 

  Est $860,703

  Not Listed For Sale

  18 Studio Hill Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3 Baths
  • 2,224 Sq Ft
  • Built 1964

  18 Studio Hill Rd, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.
• 

  

  /49

  $698,000

  Pending

  • 4 Beds
  • 3 Baths
  • 1,176 Sq Ft

  7 Ogden Rd, Ossining, NY 10562

  Charm meets flexibility in this rare Ossining find! A legal mother-daughter bungalow ranch that feels like a secret waiting to be discovered! Tucked back from the road amid mature plantings and lush landscaping, this home delivers a bright, cheerful, private pocket of comfort.Step inside to a sun-drenched three-season room with recessed lighting, then through French doors into a warm kitchen

  Heather Bouza Compass Greater NY, LLC

  7 Ogden Rd, Ossining, NY 10562
• 

  $510,000

  Sold Jan 23, 2026

  608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2.5 Baths
  • 1,265 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $403/SF
  • 122 Days On Market

  Last Listing Agent Kareem Kirby Keller Williams Realty NYC Grp

  608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510
• 

  Est $862,391

  Not Listed For Sale

  3 Haymont Terrace, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2 Baths
  • 2,436 Sq Ft
  • Built 1960

  3 Haymont Terrace, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Jamie Jamieson Compass Greater NY, LLC
• 

  

  /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
• 

  $703,000

  Sold Jun 29, 2026

  56 Hudson Watch Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,629 Sq Ft
  • Built 1987

  Last Sold Summary

  • 8% Above List Price
  • $432/SF
  • 10 Days On Market

  Current Estimated Value $649,975

  Last Listing Agent Heather Bouza Compass Greater NY, LLC

  56 Hudson Watch Dr, Ossining, NY 10562
• 

  Est $859,701

  Not Listed For Sale

  9 Studio Hill Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft
  • Built 1965

  9 Studio Hill Rd, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Margaret McMullen Keller Williams NY Realty
• 

  

  /14

  $202,500

  • 1 Bed
  • 1 Bath
  • 729 Sq Ft

  135 Main St Unit 201, Ossining, NY 10562

  Exciting 1-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 of "fair and affordable"

  Igor Krasnoperov Rising Star Realty

  135 Main St Unit 201, Ossining, NY 10562
• 

  $425,000

  Sold Oct 28, 2025

  29 William St, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,688 Sq Ft
  • Built 1912

  Last Sold Summary

  • 6% Above List Price
  • $252/SF
  • 6 Days On Market

  Current Estimated Value $473,983

  Last Listing Agent Justin Landon Howard Hanna Rand Realty

  29 William St, Ossining, NY 10562

Showing Results 361 - 400, Page 10 of 18