Ossining, NY Homes

• 

  $199,900

  Sold Apr 15, 2026

  135 - 6 Highland Ave S Unit D1, Ossining, NY 10562

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

  Last Sold Summary

  • 5% Below List Price
  • $297/SF
  • 203 Days On Market

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  135 - 6 Highland Ave S Unit D1, Ossining, NY 10562
• 

  Est $600,254

  Not Listed For Sale

  202 Woods Brooke Ct, Ossining, NY 10562

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

  202 Woods Brooke Ct, Ossining, NY 10562

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Diane Silverman Keller Williams NY Realty
• 

  

  

  /49

  $1,600,000

  Pending

  • 11 Beds
  • 9 Baths

  120 Spring Valley Rd, Ossining, NY 10562

  Rare multi-residence property offering exceptional flexibility, income potential, and a picturesque setting on beautifully landscaped grounds with scenic views of a shared pond. Nestled among mature trees and expansive lawns, this unique offering features three separate residential structures situated on one parcel, creating an outstanding opportunity for investors, owner-occupants,

  Alfred Bruno Berkshire Hathaway HS NY Prop

  120 Spring Valley Rd, 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 $1,034,726

  Not Listed For Sale

  1 Winterberry Ln, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 3,112 Sq Ft
  • Built 1998

  1 Winterberry Ln, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.
• 

  

  /50

  $2,500,000

  $250K PRICE DROP Pending

  • 5 Beds
  • 7 Baths
  • 7,240 Sq Ft

  199 Hirst Rd, Briarcliff Manor, NY 10510

  Welcome home to this stately brick center-hall colonial that takes your breath away! This beautiful home is set on a professionally landscaped & fenced shy acre of level property at the end of a cul-de-sac in Briarcliff Manor. This expansive and thoughtfully designed residence blends timeless elegance with modern comfort. A grand entry foyer welcomes you into a home filled with refined

  Susan Strawgate Code Houlihan Lawrence Inc.

  199 Hirst Rd, Briarcliff Manor, NY 10510
• 

  $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

  Current Estimated Value $857,499

  Last Listing Agent Luis Morgado HomeSmart Homes & Estates

  58 Narragansett Ave, Ossining, NY 10562
• 

  Est $494,106

  Not Listed For Sale

  904 Eagle Bay Dr, Ossining, NY 10562

  • 1 Bed
  • 2 Baths
  • 1,378 Sq Ft
  • Built 1982

  904 Eagle Bay Dr, Ossining, NY 10562

  Last Sold Summary

  • 84 Days On Market

  Last Listing Agent Lindsay DiLoreto Houlihan Lawrence Inc.
• 

  

  /37

  $1,950,000

  • 4 Beds
  • 2.5 Baths
  • 3,096 Sq Ft

  179 River Rd, Briarcliff Manor, NY 10510

  Stately, 4-bedroom Colonial with Hudson River views, ideally set on a level 2/3-acre property with exceptional curb appeal. Located within the desirable walk-to-train Scarborough neighborhood , this home offers a seamless blend of timeless architecture and modern convenience—perfectly suited for today’s Westchester lifestyle. Spanning approximately 3,500 square feet, the residence features

  Betsey Relyea Houlihan Lawrence Inc.

  179 River Rd, Briarcliff Manor, NY 10510
• 

  $505,000

  Sold Feb 26, 2026

  283 Horse Shoe Cir, Ossining, NY 10562

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

  Last Sold Summary

  • 1% Above List Price
  • $443/SF
  • 57 Days On Market

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  283 Horse Shoe Cir, Ossining, NY 10562
• 

  Est $918,537

  Not Listed For Sale

  2 Briarbrook Dr, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 2,934 Sq Ft
  • Built 2003

  2 Briarbrook Dr, Briarcliff Manor, NY 10510

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent David Ma Isunny Realty LLC
• 

  

  /19

  $639,222

  • 3 Beds
  • 1 Bath
  • 1,525 Sq Ft

  219 Spring St, Ossining, NY 10562

  Welcome to this beautifully maintained vintage Colonial, ideally situated on a desirable corner lot in the heart of the village. Combining classic character with thoughtful updates, this spacious home offers comfortable living both inside and out. The first floor features hardwood floors, high ceilings, a bright eat-in kitchen, dining room, an inviting living room, and laundry off the kitchen.

  Mark Seiden Mark Seiden Real Estate Team

  219 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

  Current Estimated Value $432,871

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  24 Nelson Ave, Ossining, NY 10562
• 

  Est $471,838

  Not Listed For Sale

  73 Spring St Unit 4R, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Built 2008

  73 Spring St Unit 4R, Ossining, NY 10562

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Johan Tola Keller Williams Realty Group
• 

  

  /16

  $299,000

  Pending

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  223 Schrade Rd Unit 2C, Briarcliff Manor, NY 10510

  Bright & Airy - 2 BR, 1 BTH - Second floor walk-up apartment. Amenities include oak hardwood flooring, a remodeled kitchen w/shaker style cabinetry, granite countertops & stainless appliances. The primary bedroom offers two closets and overlooks the side-yard grounds. The bathroom includes a tub/shower combo with tiled wall accents. Beautifully well maintained buildings w/mature lawns, shrubbery

  Mauro Santucci Kane & Associates

  223 Schrade Rd Unit 2C, Briarcliff Manor, NY 10510
• 

  $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

  Current Estimated Value $722,071

  Last Listing Agent Heather Bouza Compass Greater NY, LLC

  11 Sutton Place, Ossining, NY 10562
• 

  Not Listed For Sale

  73 Spring St Unit 4F, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,483 Sq Ft
  • Built 2010

  73 Spring St Unit 4F, Ossining, NY 10562

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Brenda Timm Coldwell Banker Realty
• 

  

  /21

  $3,995,000

  • 7 Beds
  • 5.5 Baths
  • 5,700 Sq Ft

  433 Arcady Rd, Ossining, NY 10562

  Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular

  Nancy Kennedy Houlihan Lawrence Inc.

  433 Arcady Rd, 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 $422,158

  Not Listed For Sale

  73 Spring St Unit 3H, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,180 Sq Ft
  • Built 2010

  73 Spring St Unit 3H, Ossining, NY 10562

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Brenda Timm Coldwell Banker Realty
• 

  

  /30

  $699,500

  • 3 Beds
  • 3 Baths
  • 1,912 Sq Ft

  65 S State Rd, Briarcliff Manor, NY 10510

  Opportunity awaits with this private 3 bedroom, 3 full bath Colonial in Briarcliff Manor, NY, located within the award-winning Briarcliff Manor School District. Featuring hardwood floors, central air conditioning, municipal water/sewer, and timeless Colonial charm. This Westchester County home offers an excellent chance to personalize, and build lasting equity. Whether you're a first-time buyer,

  Janet Brand Houlihan Lawrence Inc.

  65 S State Rd, Briarcliff Manor, NY 10510
• 

  $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

  Current Estimated Value $520,540

  Last Listing Agent Maria Teresa Duguet Houlihan Lawrence Inc.

  707 Eagle Bay Dr, Ossining, NY 10562
• 

  Est $428,028

  Not Listed For Sale

  73 Spring St Unit 3D, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 1,289 Sq Ft
  • Built 2010

  73 Spring St Unit 3D, Ossining, NY 10562

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Brenda Timm Coldwell Banker Realty
• 

  

  /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
• 

  $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

  Current Estimated Value $763,778

  Last Listing Agent Beth Silfen Compass Greater NY, LLC

  1305 Grants Ln, Ossining, NY 10562
• 

  Not Listed For Sale

  73 Spring St Unit 2H, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 1,180 Sq Ft
  • Built 2008

  73 Spring St Unit 2H, Ossining, NY 10562

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Brenda Timm Coldwell Banker Realty
• 

  

  /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
• 

  $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

  Current Estimated Value $850,277

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  38 Ganung Dr, Ossining, NY 10562
• 

  Est $423,083

  Not Listed For Sale

  73 Spring St Unit 2F, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 1,529 Sq Ft
  • Built 2010

  73 Spring St Unit 2F, Ossining, NY 10562

  Last Sold Summary

  • 169 Days On Market

  Last Listing Agent Brenda Timm Coldwell Banker Realty
• 

  

  /23

  $230,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  129 S Highland Ave Unit B3, Ossining, NY 10562

  Welcome to this spacious and sun-filled two bedroom co-op in the beautiful Highland Terrace! Step into a welcoming foyer, currently arranged as a home office but easily adaptable as a dining area or flexible bonus space. The generously sized kitchen offers abundant cabinet storage and stainless-steel appliances. Just beyond, the bright and airy living room features large windows that fill the

  Christopher Felice Howard Hanna Rand Realty

  129 S Highland Ave Unit B3, 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 $422,903

  Not Listed For Sale

  73 Spring St Unit 1Y, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 1,576 Sq Ft
  • Built 2010

  73 Spring St Unit 1Y, Ossining, NY 10562

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Brenda Timm Coldwell Banker Realty
• 

  

  /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
• 

  $605,000

  Sold Jul 07, 2026

  42 Lee Ave, Ossining, NY 10562

  • 4 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Above List Price
  • $467/SF
  • 13 Days On Market

  Current Estimated Value $588,733

  Last Listing Agent Jason Kerwar William Raveis Real Estate

  42 Lee Ave, Ossining, NY 10562
• 

  Est $725,168

  Not Listed For Sale

  17 Spring Pond Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,902 Sq Ft
  • Built 1985

  17 Spring Pond Dr, Ossining, NY 10562

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Mary Case Friedner Corcoran Legends Realty
• 

  

  /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
• 

  $1,320,000

  Sold Jun 12, 2026

  62 Whitson Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft
  • Built 1964

  Last Sold Summary

  • 26% Above List Price
  • $499/SF
  • 12 Days On Market

  Current Estimated Value $1,247,512

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  62 Whitson Rd, Briarcliff Manor, NY 10510
• 

  Est $901,451

  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

  Last Listing Agent Daniel Bucci Coldwell Banker Realty
• 

  

  /47

  $684,900

  Pending

  • 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
• 

  $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 $2,054,948

  Last Listing Agent Shari Besterman Houlihan Lawrence Inc.

  7 Purdy Ct, Briarcliff Manor, NY 10510

Showing Results 121 - 160, Page 4 of 18