Ossining, NY Homes

• 

  Est $759,105

  Not Listed For Sale

  17 Stonegate Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 1963

  17 Stonegate Rd, Ossining, NY 10562

  Last Sold Summary

  • 18 Days On Market
• 

  

  

  /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
• 

  $2,150,000

  Sold Nov 07, 2025

  369 Sleepy Hollow Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 5.5 Baths
  • 3,981 Sq Ft
  • Built 1927

  Last Sold Summary

  • 2% Above List Price
  • $540/SF
  • 13 Days On Market

  Current Estimated Value $2,134,020

  Last Listing Agent Stacy Levey William Raveis-New York, LLC

  369 Sleepy Hollow Rd, Briarcliff Manor, NY 10510
• 

  Est $770,474

  Not Listed For Sale

  5 Tavano Rd, Ossining, NY 10562

  • 3 Beds
  • 3 Baths
  • 2,295 Sq Ft
  • Built 1967

  5 Tavano Rd, Ossining, NY 10562

  Last Sold Summary

  • 30 Days On Market
• 

  

  

  /32

  $775,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,863 Sq Ft

  903 Pheasant Woods Rd, Briarcliff Manor, NY 10510

  Nestled in a quiet neighborhood, this spacious townhome offers the perfect combination of comfort, convenience, and privacy. The open-concept living and dining area is filled with natural light and features sliding doors leading to a private deck-an ideal spot for morning coffee, outdoor dining, or simply relaxing in a peaceful setting. The large eat-in kitchen offers ample space for cooking and

  Melissa Palley Julia B Fee Sothebys Int. Rlty

  903 Pheasant Woods Rd, Briarcliff Manor, NY 10510
• 

  $405,000

  Sold Oct 03, 2025

  92 Dale Ave, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • Built 1928

  Last Sold Summary

  • 4% Above List Price
  • $519/SF
  • 44 Days On Market

  Current Estimated Value $421,336

  Last Listing Agent Concetta Connie Gallo Howard Hanna Rand Realty

  92 Dale Ave, Ossining, NY 10562
• 

  Est $713,234

  Not Listed For Sale

  25 Somerstown Rd, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,540 Sq Ft
  • Built 1928

  25 Somerstown Rd, Ossining, NY 10562

  Last Sold Summary

  • 14 Days On Market
• 

  

  /44

  $699,001

  Pending

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

  16 Rockledge Ave Unit 2E2, Ossining, NY 10562

  This is a rare opportunity to own a truly exceptional residence with panoramic, year-round Hudson River views, something rarely found at this price point in Scarborough Manor. Designed for both comfort and sophistication, this expansive three-bedroom, two-bath home offers 9ft ceilings, oversized rooms, and abundant closet space throughout. The layout strikes the perfect balance between everyday

  Cynthia Leite ERA Insite Realty Services

  16 Rockledge Ave Unit 2E2, Ossining, NY 10562
• 

  $1,825,000

  Sold Oct 16, 2025

  205 River Rd, Briarcliff Manor, NY 10510

  • 5 Beds
  • 3.5 Baths
  • 4,034 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $452/SF
  • 97 Days On Market

  Current Estimated Value $1,844,378

  Last Listing Agent Lindsay DiLoreto Houlihan Lawrence Inc.

  205 River Rd, Briarcliff Manor, NY 10510
• 

  Est $668,786

  Not Listed For Sale

  27 Somerstown Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1928

  27 Somerstown Rd, Ossining, NY 10562

  Last Sold Summary

  • 89 Days On Market
• 

  

  /38

  $450,000

  • 3 Beds
  • 1 Bath
  • 930 Sq Ft

  20 Samstag Ave, Ossining, NY 10562

  20 Samstag Ave is the kind of home that sparks ideas the moment you enter. Tucked into an established Ossining neighborhood just minutes from the Hudson River, this classic 2-story Cape-style home with charming dormers and a cheerful red-painted front porch is ready for its next chapter, and for the right buyer, that chapter could be something special. Inside, three bedrooms, a full bath, and 930

  Alex Mashkin Keller Williams Realty Partner

  20 Samstag Ave, Ossining, NY 10562
• 

  $1,575,000

  Sold May 29, 2026

  637 Long Hill Rd W, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 3,065 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Above List Price
  • $514/SF
  • 8 Days On Market

  Current Estimated Value $1,511,529

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  637 Long Hill Rd W, Briarcliff Manor, NY 10510
• 

  Est $702,323

  Not Listed For Sale

  17 Feeney Rd, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 1,650 Sq Ft
  • Built 1963

  17 Feeney Rd, Ossining, NY 10562

  Last Sold Summary

  • 73 Days On Market
• 

  

  /50

  $1,680,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 4,550 Sq Ft

  230 Ridgecrest Rd, Briarcliff Manor, NY 10510

  Bucolic Privacy on 1.14 Acres, this spacious 5-bedroom Cape/Colonial set in the sought-after Ridgecrest area of Briarcliff Manor. Surrounded by perennial gardens, mature trees and natural beauty, this home offers exceptional privacy while remaining conveniently close to the Scarborough train station. A dramatic two-story entry hall welcomes you inside and leads to a sunken living room with access

  Elizabeth Harlow Compass Greater NY, LLC

  230 Ridgecrest Rd, Briarcliff Manor, NY 10510
• 

  $790,000

  Sold May 11, 2026

  40 Minkel Rd, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,920 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $271/SF
  • 51 Days On Market

  Current Estimated Value $800,700

  Last Listing Agent Vincent Vetrano Douglas Elliman Real Estate

  40 Minkel Rd, Ossining, NY 10562
• 

  Est $575,129

  Not Listed For Sale

  60 Croton Dam Rd, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft
  • Built 1732

  60 Croton Dam Rd, Ossining, NY 10562

  Last Sold Summary

  • 18 Days On Market
• 

  

  /42

  $1,599,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 4,370 Sq Ft

  273 Elm Rd, Briarcliff Manor, NY 10510

  Refined and timeless, this beautifully renovated 1930 Center Hall Colonial at 273 Elm Road blends classic architectural character with sophisticated modern living. Set on over an acre of private, landscaped grounds, the show-stopping original details include soaring ceilings, graceful archways, an oversized original fireplace, and a restored vintage butler’s pantry, replete with custom millwork.

  Susan Law Houlihan Lawrence Inc.

  273 Elm Rd, Briarcliff Manor, NY 10510
• 

  $1,100,000

  Sold Jan 16, 2026

  3 Holbrook Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 2.5 Baths
  • 2,860 Sq Ft
  • Built 1897

  Last Sold Summary

  • $385/SF
  • 60 Days On Market

  Current Estimated Value $1,145,126

  Last Listing Agent Kathryn Weinberger Compass Greater NY, LLC

  3 Holbrook Rd, Briarcliff Manor, NY 10510
• 

  Est $800,790

  Not Listed For Sale

  6 Cherry Hill Cir, Ossining, NY 10562

  • 3 Beds
  • 1.5 Baths
  • 2,356 Sq Ft
  • Built 1969

  6 Cherry Hill Cir, Ossining, NY 10562

  Last Sold Summary

  • 25 Days On Market
• 

  /2

  $1,900,000

  $1M PRICE DROP

  • Land
  • 5.92 Acres
  • $320,946 per Acre

  0 van Wyck St Unit KEY834077, Ossining, NY 10562

  Property located at Snowden Avenue & Van Wyck Street. Site plan approval required. Zoning CDD allowing for a multifamily development possibly 48 units.Views of the Hudson River and connecting to the Crawbockie Nature Preserve.

  Barry Synnott Coldwell Banker Realty

  0 van Wyck St Unit KEY834077, Ossining, NY 10562
• 

  $1,251,000

  Sold Jun 26, 2026

  7 Deertree Ln, Briarcliff Manor, NY 10510

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft
  • Built 1996

  Last Sold Summary

  • 28% Above List Price
  • $515/SF
  • 12 Days On Market

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  7 Deertree Ln, Briarcliff Manor, NY 10510
• 

  Est $788,496

  Not Listed For Sale

  83 van Cortlandt Ave, Ossining, NY 10562

  • 4 Beds
  • 2.5 Baths
  • 2,032 Sq Ft
  • Built 1984

  83 van Cortlandt Ave, Ossining, NY 10562

  Last Sold Summary

  • 13 Days On Market
• 

  

  /33

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  110 Morningside Dr, Ossining, NY 10562

  Welcome to the peace and tranquility of Morningside Drive. Nestled in a highly desirable location, this well-maintained home offers expansive frontage, ensuring exceptional privacy and a serene setting on almost 1 acre. The spacious primary suite features a private bath and walk-in closet, while beautiful hardwood floors run throughout the home. The inviting living room, anchored by a stunning

  Fatima Candiotti Houlihan Lawrence Inc.

  110 Morningside Dr, Ossining, NY 10562
• 

  $130,000

  Sold Jan 20, 2026

  127 S Highland Ave Unit A4, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1962

  Last Sold Summary

  • $173/SF
  • 18 Days On Market

  Last Listing Agent Safiya Swan Keller Williams Realty Group

  127 S Highland Ave Unit A4, Ossining, NY 10562
• 

  Est $625,901

  Not Listed For Sale

  64 Hudson Watch Dr, Ossining, NY 10562

  • 2 Beds
  • 3 Baths
  • 1,435 Sq Ft
  • Built 1987

  64 Hudson Watch Dr, Ossining, NY 10562

  Last Sold Summary

  • 11 Days On Market
• 

  

  /29

  $1,325,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,773 Sq Ft

  116 Burns Place, Briarcliff Manor, NY 10510

  Welcome to 116 Burns, an impeccably maintained 4-bedroom, 2.5-bath Colonial offering approximately 2,800 sq. ft. of comfortable living space on a beautifully half-acre property in the sought after Briarcliff Manor school district. Freshly painted throughout, this inviting home features a spacious Den with refinished hardwood flooring, a formal dining room, eat-in kitchen featuring a center

  Jamey Gelardi Houlihan Lawrence Inc.

  116 Burns Place, Briarcliff Manor, NY 10510
• 

  $695,250

  Sold Sep 12, 2025

  18 Jenkins Ct, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 1,932 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $360/SF
  • 51 Days On Market

  Current Estimated Value $721,821

  Last Listing Agent Eva Casoria eXp Realty

  18 Jenkins Ct, Ossining, NY 10562
• 

  Est $613,387

  Not Listed For Sale

  52 Hudson Watch Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,752 Sq Ft
  • Built 1987

  52 Hudson Watch Dr, Ossining, NY 10562

  Last Sold Summary

  • 21 Days On Market
• 

  

  /50

  $880,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  119 Edgewood Rd, Ossining, NY 10562

  Vacation at Home! Gracious 4 bedroom, 2 1/2 bathroom, covered front porch colonial home with a gorgeous in-ground heated pool, located in a non-through street, residential neighborhood in the Town of New Castle section of Ossining. Set far back from the road, this one-acre lot offers a private backyard featuring a huge paver patio, a sprawling lawn and tree-lined backyard, including a Japanese

  Susan Strawgate Code Houlihan Lawrence Inc.

  119 Edgewood Rd, Ossining, NY 10562
• 

  $573,000

  Sold Sep 17, 2025

  33 Fawn Ct, Ossining, NY 10562

  • 1 Bed
  • 1.5 Baths
  • 1,287 Sq Ft
  • Built 1986

  Last Sold Summary

  • 15% Above List Price
  • $445/SF
  • 35 Days On Market

  Current Estimated Value $575,941

  Last Listing Agent Jenny Colon Coldwell Banker Realty

  33 Fawn Ct, Ossining, NY 10562
• 

  Est $698,220

  Not Listed For Sale

  60 Hudson Watch Dr, Ossining, NY 10562

  • 2 Beds
  • 3 Baths
  • 1,687 Sq Ft
  • Built 1987

  60 Hudson Watch Dr, Ossining, NY 10562

  Last Sold Summary

  • 7 Days On Market
• 

  

  /17

  $285,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  155 Charter Cir Unit 155, Ossining, NY 10562

  Welcome to this spacious townhouse-style co-op in Ossining, NY. This inviting home features 3 bedrooms and 1.5 bathrooms, offering plenty of space for comfortable living. The eat-in kitchen is perfect for everyday meals, and the in-unit laundry provides added convenience. The bright living area features sliding glass doors that lead to the back of the complex, offering a great spot to relax and

  Amanda Samuel RE/MAX Distinguished Hms.&Prop

  155 Charter Cir Unit 155, Ossining, NY 10562
• 

  $700,000

  Sold Mar 27, 2026

  7 Grandview Ave, Ossining, NY 10562

  • 6 Beds
  • 3 Baths
  • 3,254 Sq Ft
  • Built 1950

  Last Sold Summary

  • $215/SF
  • 80 Days On Market

  Current Estimated Value $738,704

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  7 Grandview Ave, Ossining, NY 10562
• 

  Est $687,698

  Not Listed For Sale

  69 Hudson Watch Dr, Ossining, NY 10562

  • 1 Bed
  • 2.5 Baths
  • 1,793 Sq Ft
  • Built 1987

  69 Hudson Watch Dr, Ossining, NY 10562

  Last Sold Summary

  • 32 Days On Market
• 

  

  /34

  $629,900

  • 2 Beds
  • 2.5 Baths
  • 1,711 Sq Ft

  70 Spring Pond Dr, Ossining, NY 10562

  First time on market! 2 bedroom, 2.5 bath end unit Hamlet on Spring Pond condo gives you all the convenience of a condominium and the feel of a single family home. You'll love being nestled among the woods with a nearby pond, waterfall, clubhouse, tennis court and pool. The kitchen features stainless steel appliances, granite counters, and a sunny dining area. The formal dining room overlooks a

  J. Philip Faranda Howard Hanna Rand Realty

  70 Spring Pond Dr, Ossining, NY 10562
• 

  $680,000

  Sold Jun 26, 2026

  2 Martin Rd, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 1,706 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Above List Price
  • $399/SF
  • 18 Days On Market

  Current Estimated Value $648,949

  Last Listing Agent Maria Vele Keller Williams Realty Partner

  2 Martin Rd, Ossining, NY 10562
• 

  Est $701,749

  Not Listed For Sale

  66 Hudson Watch Dr, Ossining, NY 10562

  • 1 Bed
  • 2.5 Baths
  • 1,695 Sq Ft
  • Built 1987

  66 Hudson Watch Dr, Ossining, NY 10562

  Last Sold Summary

  • 11 Days On Market
• 

  

  /32

  $1,450,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  352 Croton Dam Rd, Ossining, NY 10562

  Set privately on a beautifully landscaped property, this exceptional colonial at 352 Croton Dam Road offers the perfect blend of timeless design, modern updates, and everyday comfort. A grand two-story entry welcomes you into sun-filled interiors featuring hardwood floors, oversized windows, and thoughtfully designed living spaces throughout. The stunning renovated chef’s kitchen is the

  Sari Shaw Compass Greater NY, LLC

  352 Croton Dam Rd, Ossining, NY 10562
• 

  $585,000

  Sold Mar 31, 2026

  22 Copley Ct Unit 22, Briarcliff Manor, NY 10510

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $466/SF
  • 15 Days On Market

  Last Listing Agent Maura Mcspedon William Raveis Real Estate

  22 Copley Ct Unit 22, Briarcliff Manor, NY 10510
• 

  Est $657,323

  Not Listed For Sale

  36 Hudson Watch Dr, Ossining, NY 10562

  • 1 Bed
  • 2.5 Baths
  • 1,847 Sq Ft
  • Built 1987

  36 Hudson Watch Dr, Ossining, NY 10562

  Last Sold Summary

  • 18 Days On Market

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