Ossining, NY Homes

• 

  $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 $725,380

  Last Listing Agent Tina Ciufo William Raveis-New York LLC

  2 Jenkins Ct, Ossining, NY 10562
• 

  Est $789,080 Not Listed For Sale

  800 Syska Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • Built 1955

  800 Syska Rd, Ossining, NY 10562

  Last Sold Summary

  • 4% Above List Price
  • $635/SF
  • 66 Days On Market

  Last Sold Price $760,000

  Last Listing Agent John Buoninfante Real Broker NY LLC
• 

  

  

  /6

  $1,899,000

  • 4 Beds
  • 3.5 Baths
  • 2,693 Sq Ft

  94 Somerstown Rd, Ossining, NY 10562

  Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is abrand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first

  David Turner Compass Greater NY, LLC

  94 Somerstown Rd, Ossining, NY 10562
• 

  $500,000 Sold Jan 07, 2026

  22 William St, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 2,116 Sq Ft
  • Built 1893

  Last Sold Summary

  • 25% Above List Price
  • $236/SF
  • 29 Days On Market

  Current Estimated Value $726,614

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  22 William St, Ossining, NY 10562
• 

  Est $1,068,848 Not Listed For Sale

  265 Chadeayne Rd, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,392 Sq Ft
  • Built 1968

  265 Chadeayne Rd, Ossining, NY 10562

  Last Sold Summary

  • 2% Above List Price
  • $439/SF
  • 13 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Douglas Dill Houlihan Lawrence Inc.
• 

  

  /37

  $1,095,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,007 Sq Ft

  25 Briarbrook Dr Unit 25, Briarcliff Manor, NY 10510

  For the discerning buyer that has a detailed list of must-haves starting with a first floor primary bedroom and en-suite bath your townhouse - condo ... has come in. Comparatively low condo R.E. Taxes and Common Charges. 2 car garage, kitchen (EIK), formal dining area, powder room, laundry room, living room with 2 BRAND NEW skylights with remote control shutters and SGD to deck with Tree-lined

  Melinda Lanoff Keller Williams NY Realty

  25 Briarbrook Dr Unit 25, Briarcliff Manor, NY 10510
• 

  $750,000 Sold Jun 24, 2025

  255 Chadeayne Rd, Ossining, NY 10562

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

  Last Sold Summary

  • $325/SF
  • 110 Days On Market

  Current Estimated Value $780,815

  Last Listing Agent Douglas Dill Houlihan Lawrence Inc.

  255 Chadeayne Rd, Ossining, NY 10562
• 

  Est $1,556,505 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

  • 13% Above List Price
  • $417/SF
  • 8 Days On Market

  Last Sold Price $1,375,000

  Last Listing Agent Douglas Dill Houlihan Lawrence Inc.
• 

  

  /25

  $235,000 Pending

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  42 Charter Cir Unit 42, Ossining, NY 10562

  Welcome to 42 Charter Circle in Ossining, a home that offers space, comfort, and an incredibly convenient lifestyle. Life at High Meadow means having everything within easy reach. Commuting is simple with a 1.1-mile journey to the Scarborough Metro-North Station and a 46-minute commute to Grand Central Station. Daily errands are quick, and nearby shops, restaurants, and essentials make day-to-day

  Amanda Saraceno Keller Williams Realty Group

  42 Charter Cir Unit 42, Ossining, NY 10562
• 

  $965,000 Sold Oct 09, 2025

  15 Deertree Ln, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 2,882 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Above List Price
  • $335/SF
  • 56 Days On Market

  Last Listing Agent Iris Lu-Notis Coldwell Banker Realty

  15 Deertree Ln, Briarcliff Manor, NY 10510
• 

  Est $805,797 Not Listed For Sale

  17 Adams Rd, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 2,184 Sq Ft
  • Built 1958

  17 Adams Rd, Ossining, NY 10562

  Last Sold Summary

  • 19% Above List Price
  • $309/SF
  • 15 Days On Market

  Last Sold Price $675,500

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.
• 

  

  /33

  $279,000 Pending

  • 1 Bed
  • 1 Bath
  • 1,196 Sq Ft

  16 Rockledge Ave Unit 5L2, Ossining, NY 10562

  LOOK OUT ON THE TREETOPS from this sunny 1-bedroom plus den co-op apartment in the sought-after riverfront community of Scarborough Manor. Updated with new carpeting and recently painted, this unit features a fully renovated kitchen with quarry tiled floor, new cabinets, granite countertops, farmhouse sink, and new appliances. Off the kitchen is a bonus room for a den or office. The 24 x 13 ft

  Elizabeth Dolan Corcoran Legends Realty

  16 Rockledge Ave Unit 5L2, Ossining, NY 10562
• 

  $485,000 Sold Dec 12, 2025

  313 Saddle Trail Unit 31-3, Ossining, NY 10562

  • 1 Bed
  • 1.5 Baths
  • 1,141 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Above List Price
  • $425/SF
  • 12 Days On Market

  Last Listing Agent Mary Ann Tighe Houlihan Lawrence Inc.

  313 Saddle Trail Unit 31-3, Ossining, NY 10562
• 

  Est $1,903,864 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

  • 6% Above List Price
  • $359/SF
  • 24 Days On Market

  Last Sold Price $1,799,000

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

  

  /26

  $329,222 Open Sat 2:30PM - 4PM

  • 2 Beds
  • 1.5 Baths
  • 972 Sq Ft

  42 Campwoods Grounds, Ossining, NY 10562

  This beautifully updated home now features several new upgrades, including a fully reconstructed floor on the main level, professionally rebuilt for lasting stability and comfort. Step back in time and discover the charm of this turn-of-the-century cottage, nestled in the heart of the historic Campwoods Grounds Community. Enjoy the unique blend of community living and the privacy of a

  Mark Seiden Mark Seiden Real Estate Team

  42 Campwoods Grounds, Ossining, NY 10562
• 

  $915,000 Sold Mar 27, 2026

  47 Stormytown Rd, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 2,424 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Above List Price
  • $377/SF
  • 13 Days On Market

  Current Estimated Value $872,348

  Last Listing Agent Mauro Santucci Kane & Associates

  47 Stormytown Rd, Ossining, NY 10562
• 

  Est $927,476 Not Listed For Sale

  1709 Spring Valley Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1790

  1709 Spring Valley Rd, Ossining, NY 10562

  Last Sold Summary

  • 8% Above List Price
  • $477/SF
  • 18 Days On Market

  Last Sold Price $855,000

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /40

  $675,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  13 Reeback Dr, Ossining, NY 10562

  The Perfect Blend of Comfort, Space & Convenience! Welcome to this beautifully maintained 3-bedroom, 2-bath home in a desirable Ossining neighborhood, set on a spacious .46 acre lot with a private backyard and thoughtful upgrades throughout. Step onto the inviting front porch and inside to a sun-filled living room that flows into the dining room, ideal for everyday living and special occasions.

  Joan Mancini Mancini Realty Inc.

  13 Reeback Dr, Ossining, NY 10562
• 

  $930,000 Sold Jan 22, 2026

  9 High Ridge Rd, Ossining, NY 10562

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

  Last Sold Summary

  • 3% Above List Price
  • $343/SF
  • 30 Days On Market

  Current Estimated Value $904,897

  Last Listing Agent Cindy Cassuto Corcoran Legends Realty

  9 High Ridge Rd, Ossining, NY 10562
• 

  Est $1,034,709 Not Listed For Sale

  1137 Estates Dr, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,710 Sq Ft
  • Built 1997

  1137 Estates Dr, Ossining, NY 10562

  Last Sold Summary

  • 16% Above List Price
  • $330/SF
  • 41 Days On Market

  Last Sold Price $895,000

  Last Listing Agent Peter Procino Coldwell Banker Realty
• 

  

  /18

  $250,000 Pending

  • 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
• 

  $245,500 Sold May 30, 2025

  114 Charter Cir Unit 114, Ossining, NY 10562

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1961

  Last Sold Summary

  • 7% Below List Price
  • $273/SF
  • 43 Days On Market

  Last Listing Agent Dorothy Botsoe Dorothy Jensen Realty, Inc.

  114 Charter Cir Unit 114, Ossining, NY 10562
• 

  Est $815,363 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

  • 15% Above List Price
  • $323/SF
  • 65 Days On Market

  Last Sold Price $710,000

  Last Listing Agent Jeffrey Green Compass Greater NY, LLC
• 

  

  /18

  $425,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft

  45 Old Albany Post Rd, Ossining, NY 10562

  Charming and well-maintained 2-bedroom home with the flexibility to live like a 3-bedroom, offering an open floor plan with newer kitchen, dining area and nicely sized livingroom. Retreat to your rear deck and enjoy the beautiful Croton River views. This lovingly cared-for home also features a finished walk-out basement, providing excellent bonus space and flexibility. A welcoming front porch

  Colleen Coxen Compass Greater NY, LLC

  45 Old Albany Post Rd, Ossining, NY 10562
• 

  $775,000 Sold Aug 20, 2025

  15 Cooper Dr, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 2,742 Sq Ft
  • Built 1961

  Last Sold Summary

  • 13% Below List Price
  • $283/SF
  • 103 Days On Market

  Current Estimated Value $812,455

  Last Listing Agent Bopaul Sookdeo YourHomeSold Guaranteed Realty

  15 Cooper Dr, Ossining, NY 10562
• 

  Est $835,938 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

  • 19% Above List Price
  • $322/SF
  • 36 Days On Market

  Last Sold Price $705,000

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

  

  /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
• 

  $650,000 Sold Jul 21, 2025

  162 Club Ct, Ossining, NY 10562

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

  Last Sold Summary

  • 5% Above List Price
  • $402/SF
  • 14 Days On Market

  Current Estimated Value $652,176

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

  162 Club Ct, Ossining, NY 10562
• 

  Est $651,866 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

  • 3% Above List Price
  • $463/SF
  • 13 Days On Market

  Last Sold Price $632,000

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

  

  /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
• 

  $490,000 Sold Jun 03, 2025

  3 Sherman Place, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 2024

  Last Sold Summary

  • 11% Below List Price
  • $213/SF
  • 79 Days On Market

  Current Estimated Value $561,143

  Last Listing Agent Arif Baksh YourHomeSold Guaranteed Realty

  3 Sherman Place, Ossining, NY 10562
• 

  Est $733,148 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

  • 5% Above List Price
  • $413/SF
  • 20 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Suzanne Welch Coldwell Banker Realty
• 

  /2

  $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
• 

  $595,000 Sold May 09, 2025

  3 Brooke Club Dr Unit 6, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,310 Sq Ft
  • Built 1986

  Last Sold Summary

  • $454/SF
  • 16 Days On Market

  Current Estimated Value $565,739

  Last Listing Agent Anna Hawley Howard Hanna Rand Realty

  3 Brooke Club Dr Unit 6, Ossining, NY 10562
• 

  Est $822,777 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

  • 18% Above List Price
  • $315/SF
  • 13 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.
• 

  

  /39

  $745,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,049 Sq Ft

  36 Watson Ave, Ossining, NY 10562

  Perched in the hills above historic downtown Ossining, this artfully renovated colonial with rocking chairfront porch and year-round Hudson River views offers vibrant indoor-outdoor living across multiple levels. Thoroughly refinished in 2018, this remarkable 5-bedroom, 3.5-bathroom home retains its turn-of-the-century appeal while providing modern amenities in step with easy living. Two

  Stuart Emanuel Coldwell Banker Realty

  36 Watson Ave, 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 $782,680 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

  • 27% Above List Price
  • $254/SF
  • 83 Days On Market

  Last Sold Price $618,000

  Last Listing Agent Jamie Jamieson Compass Greater NY, LLC
• 

  

  /21

  $550,000 Pending

  • 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
• 

  $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

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