Ossining, NY Homes

• 

  Est $505,903 Not Listed For Sale

  1210 Eagle Bay Dr, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1982

  1210 Eagle Bay Dr, Ossining, NY 10562

  Last Sold Summary

  • 9% Above List Price
  • $372/SF
  • 26 Days On Market

  Last Sold Price $464,000

  Last Listing Agent Kristen da Costa Coldwell Banker Realty
• 

  

  

  /16

  $649,222 Pending

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  59 Watson Ave, Ossining, NY 10562

  Move right in to this beautifully maintained home, freshly painted throughout the interior. The updated eat-in kitchen features brand-new stainless steel appliances, granite countertops, custom maple cabinetry, recessed lighting, and classic wainscoting. Hardwood floors span the main level, complemented by a light-filled living and dining area with an open floor plan. The main level offers three

  Mark Seiden Mark Seiden Real Estate Team

  59 Watson Ave, Ossining, NY 10562
• 

  $912,000 Sold Sep 05, 2025

  16 Rockledge Ave Unit 5D-2, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $445/SF
  • 41 Days On Market

  Current Estimated Value $366,000

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  16 Rockledge Ave Unit 5D-2, Ossining, NY 10562
• 

  Est $145,000 Not Listed For Sale

  129 S Highland Ave Unit B4, Ossining, NY 10562

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

  129 S Highland Ave Unit B4, Ossining, NY 10562

  Last Sold Summary

  • 29% Below List Price
  • $228/SF
  • 23 Days On Market

  Last Sold Price $203,000

  Last Listing Agent Anthony Sarro At Home With Yara Realty
• 

  

  

  /14

  $210,000

  • 2 Beds
  • 1 Bath
  • 951 Sq Ft

  135 Main St Unit 203, Ossining, NY 10562

  Fully available as f 1/7/2026. Exciting 2-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

  Igor Krasnoperov Rising Star Realty

  135 Main St Unit 203, Ossining, NY 10562
• 

  $525,000 Sold Aug 11, 2025

  54 Hudson Point Ln, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,185 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Above List Price
  • $443/SF
  • 25 Days On Market

  Current Estimated Value $538,235

  Last Listing Agent James Schunk Schunk Realty Group

  54 Hudson Point Ln, Ossining, NY 10562
• 

  Not Listed For Sale

  123 S Highland Ave Unit B4, Ossining, NY 10562

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

  123 S Highland Ave Unit B4, Ossining, NY 10562

  Last Sold Summary

  • $178/SF
  • 360 Days On Market

  Last Sold Price $145,000

  Last Listing Agent Christine Santangelo
• 

  /2

  $575,000 Open Sat 10AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  128 S Highland Ave, Ossining, NY 10562

  Welcome to 128 South Highland Avenue — a beautifully maintained home that perfectly blends comfort, character, and convenience in the heart of Ossining. From the moment you arrive, you’ll appreciate the inviting curb appeal and thoughtfully cared-for exterior. Inside, the home offers a bright and functional layout with generous living spaces designed for both everyday living and effortless

  Ruth Garcia Keller Williams Prestige Prop

  128 S Highland Ave, Ossining, NY 10562
• 

  $545,000 Sold Apr 15, 2025

  130 Old Albany Post Rd, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Below List Price
  • $360/SF
  • 15 Days On Market

  Current Estimated Value $575,628

  Last Listing Agent Katherine Bellantoni William Raveis Real Estate

  130 Old Albany Post Rd, Ossining, NY 10562
• 

  Est $403,026 Not Listed For Sale

  7 Nicole Cir Unit 7, Ossining, NY 10562

  • 1 Bed
  • 2 Baths
  • 1,127 Sq Ft
  • Built 1987

  7 Nicole Cir Unit 7, Ossining, NY 10562

  Last Sold Summary

  • 12% Above List Price
  • $319/SF
  • 82 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Nancy Kennedy
• 

  

  /27

  $699,500

  • 3 Beds
  • 1 Bath
  • 1,377 Sq Ft

  16 Robin St, Ossining, NY 10562

  Discover timeless character and modern comfort in this beautifully revitalized 1920 Village Colonial, set on a private, level corner lot with exceptional curb appeal. Surrounded by mature landscaping, the backyard offers a peaceful retreat with a stunning stone patio, perfect for outdoor dining, entertaining, or relaxing in your own quiet sanctuary.Inside, classic Colonial charm blends

  Janet Brand Houlihan Lawrence Inc.

  16 Robin St, Ossining, NY 10562
• 

  $625,000 Sold Sep 02, 2025

  7 Fuller Rd, Ossining, NY 10562

  • 4 Beds
  • 2 Baths
  • 1,692 Sq Ft
  • Built 1963

  Last Sold Summary

  • 10% Above List Price
  • $369/SF
  • 18 Days On Market

  Current Estimated Value $611,472

  Last Listing Agent Amy Dmytryshyn Corcoran Legends Realty

  7 Fuller Rd, Ossining, NY 10562
• 

  Est $183,000 Not Listed For Sale

  117 S Highland Ave Unit 6 A, Ossining, NY 10562

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

  117 S Highland Ave Unit 6 A, Ossining, NY 10562

  Last Sold Summary

  • 46% Above List Price
  • $139/SF
  • 56 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Heidi Oliver Houlihan Lawrence Inc.
• 

  

  /37

  $1,100,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,182 Sq Ft

  103 River Rd, Briarcliff Manor, NY 10510

  Move right into this beautifully sunlit home in the highly desirable River Road neighborhood, where comfort, convenience, and lifestyle come together seamlessly. Ideally located just moments from Metro North, the Hudson River and vibrant local shops and dining, this exceptional residence offers the perfect blend of suburban tranquility and commuter ease. Inside, natural light fills the

  Elaine Wasserman Houlihan Lawrence Inc.

  103 River Rd, Briarcliff Manor, NY 10510
• 

  $3,100,000 Sold Sep 24, 2025

  41 Austin Place, Briarcliff Manor, NY 10510

  • 5 Beds
  • 7.5 Baths
  • 9,783 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Above List Price
  • $317/SF
  • 53 Days On Market

  Current Estimated Value $3,136,831

  Last Listing Agent Hillary Landau Compass Greater NY, LLC

  41 Austin Place, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  148 Charter Cir Unit 148, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1961

  148 Charter Cir Unit 148, Ossining, NY 10562

  Last Sold Summary

  • $226/SF
  • 34 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Nina Collins Howard Hanna Rand Realty
• 

  

  /5

  $120,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  165 S Highland Ave Unit C, Ossining, NY 10562

  This is an amazing opportunity for someone handy or a contractor, to get into homeownership if your a first time buyer! Or if you are selling your home and need to downsize. First time on the market in 40 years! Spacious one bedroom co-op near the Scarborough Metro North train station! Located across the street from Shoprite shopping plaza and close to all! No renting allowed, no dogs. This unit

  Imma Carletto Christie's Int. Real Estate

  165 S Highland Ave Unit C, Ossining, NY 10562
• 

  $1,675,000 Sold Aug 06, 2025

  95 Marlborough Rd, Briarcliff Manor, NY 10510

  • 3 Beds
  • 3 Baths
  • 2,680 Sq Ft
  • Built 1952

  Last Sold Summary

  • 21% Above List Price
  • $625/SF
  • 10 Days On Market

  Current Estimated Value $1,659,060

  Last Listing Agent Amy Via Houlihan Lawrence Inc.

  95 Marlborough Rd, Briarcliff Manor, NY 10510
• 

  Est $183,000 Not Listed For Sale

  117 S Highland Ave Unit 5A, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1965

  117 S Highland Ave Unit 5A, Ossining, NY 10562

  Last Sold Summary

  • 6% Below List Price
  • $217/SF
  • 12 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Dana McLaughlin Compass Greater NY, LLC
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  /34

  $1,150,000

  • 5 Beds
  • 2.5 Baths
  • 2,621 Sq Ft

  28 Barnes Rd, Ossining, NY 10562

  Introducing ROCKDALE c. 1830 — a one-of-a-kind, captivating 5-bedroom historic Colonial farmhouse and barn set on 1.32 bucolic acres. The perfect full-time residence or weekend retreat for those who seek charm, originality, and significance. Proudly listed on the New Castle Historic Registry, this quintessential landmark is rich in history and character. Beautifully situated on a quiet country

  Cindy Glynn Compass Greater NY, LLC

  28 Barnes Rd, Ossining, NY 10562
• 

  $650,000 Sold Oct 01, 2025

  23 Ann St, Ossining, NY 10562

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1897

  Last Sold Summary

  • $361/SF
  • 58 Days On Market

  Current Estimated Value $637,802

  Last Listing Agent Eric Schatz Schatz Realty Group

  23 Ann St, Ossining, NY 10562
• 

  Est $366,000 Not Listed For Sale

  16 Rockledge Ave Unit 6MM, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Built 1970

  16 Rockledge Ave Unit 6MM, Ossining, NY 10562

  Last Sold Summary

  • 84% Above List Price
  • $270/SF
  • 20 Days On Market

  Last Sold Price $199,000

  Last Listing Agent Suzanne Welch Coldwell Banker Realty
• 

  

  /24

  $1,155,000

  • 4 Beds
  • 3 Baths
  • 2,606 Sq Ft

  54 Allapartus Rd, Ossining, NY 10562

  Welcome to your dream home! This bright 4-bedroom, 3-bathroom Ranch offers 1-level living on a serene and private two-acre lot. The property boasts abundant natural light throughout, creating an inviting atmosphere. Step into the expansive, renovated chef's kitchen with professional stainless steel appliances and a center island, which seamlessly flows into the great room with a vaulted ceiling,

  Hope Brasesco Compass Greater NY, LLC

  54 Allapartus Rd, Ossining, NY 10562
• 

  $280,000 Sold Dec 30, 2025

  129 S Highland Ave Unit C-2, Ossining, NY 10562

  • 3 Beds
  • 2 Baths
  • 1,047 Sq Ft
  • Built 1961

  Last Sold Summary

  • $267/SF
  • 91 Days On Market

  Last Listing Agent Linda Williams Century 21 Alliance Realty Grp

  129 S Highland Ave Unit C-2, Ossining, NY 10562
• 

  Not Listed For Sale

  111 State St, Ossining, NY 10562

  • 9 Beds
  • 4 Baths
  • 3,309 Sq Ft
  • Built 1894

  111 State St, Ossining, NY 10562

  Last Sold Summary

  • $257/SF
  • 12 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Patty Wagner Compass Greater NY, LLC
• 

  

  /45

  $650,000 Pending

  • 6 Beds
  • 4 Baths
  • 2,678 Sq Ft

  16 Maple Place, Ossining, NY 10562

  Two-Family Home with Bonus Living Space – Prime Ossining LocationThis versatile two-family home with bonus living space offers comfort, convenience, and investment potential, all within minutes of downtown Ossining. Set on a large lot with ample off-street parking, it’s an ideal choice for investors, extended living groups, or buyers seeking flexible living arrangements.Each unit

  Crystal Hawkins Syska Keller Williams NY Realty

  16 Maple Place, Ossining, NY 10562
• 

  $280,000 Sold Sep 17, 2025

  92 Charter Cir Unit 92, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1961

  Last Sold Summary

  • 2% Above List Price
  • $295/SF
  • 14 Days On Market

  Last Listing Agent Valerie Cascione Compass Greater NY, LLC

  92 Charter Cir Unit 92, Ossining, NY 10562
• 

  Est $885,515 Not Listed For Sale

  72 Mystic Dr, Ossining, NY 10562

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

  72 Mystic Dr, Ossining, NY 10562

  Last Sold Summary

  • 4% Above List Price
  • $262/SF
  • 22 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.
• 

  

  /25

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft

  117 S Highland Ave Unit L2, Ossining, NY 10562

  Welcome to 117 South Highland Avenue, Unit L2, a spacious and well-maintained co-op offering comfort, convenience, and a highly desirable layout. This first-floor residence features three generously sized bedrooms and two full bathrooms, including a primary bedroom with a private en-suite bath. The home boasts a bright, open-concept living and dining area, creating an inviting flow that is ideal

  Karen Serrao Cabrera West Green + Assoc RE Brokers

  117 S Highland Ave Unit L2, Ossining, NY 10562
• 

  $605,000 Sold Feb 21, 2026

  126 Whitetail Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $321/SF
  • 23 Days On Market

  Current Estimated Value $593,877

  Last Listing Agent Kathleen Courtney Coldwell Banker Realty

  126 Whitetail Cir, Ossining, NY 10562
• 

  Not Listed For Sale

  12 Spring Pond Dr, Ossining, NY 10562

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

  12 Spring Pond Dr, Ossining, NY 10562

  Last Sold Summary

  • 6% Above List Price
  • $355/SF
  • 44 Days On Market

  Last Sold Price $674,900

  Last Listing Agent Mary Case Friedner Corcoran Legends Realty
• 

  

  /42

  $569,000

  • 3 Beds
  • 1 Bath
  • 1,076 Sq Ft

  1C Calam Ave, Ossining, NY 10562

  Charming 3-bedroom, 1-bath ranch offering easy one-level living in a convenient Ossining location. This bright and inviting home features hardwood floors, an open-concept layout, and an updated kitchen and bathroom (2020). The renovated mudroom adds everyday functionality, while the partially finished walk-out basement provides flexible space for a recreation room, home office, gym, or additional

  Felix Hernandez Real Broker NY LLC

  1C Calam Ave, Ossining, NY 10562
• 

  $625,000 Sold Sep 02, 2025

  233 Woods Brooke Cir, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 1,475 Sq Ft
  • Built 1985

  Last Sold Summary

  • $424/SF
  • 26 Days On Market

  Current Estimated Value $627,628

  Last Listing Agent Carl Baker Ball Property Management LLC

  233 Woods Brooke Cir, Ossining, NY 10562
• 

  Est $693,627 Not Listed For Sale

  22 Spring Pond Dr, Ossining, NY 10562

  • 2 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1985

  22 Spring Pond Dr, Ossining, NY 10562

  Last Sold Summary

  • 7% Above List Price
  • $310/SF
  • 10 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Howard Payson RE/MAX
• 

  

  /30

  $575,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  15 Prospect Ave, Ossining, NY 10562

  Step into a welcoming three-bedroom, two full-bath home that’s ready to make your life easier. The bright sunroom gives you a perfect spot to relax, while the fully finished basement offers extra room to spread out. The primary bedroom has a walk-in closet, and outside, you’ll enjoy a large backyard for gatherings or quiet afternoons. Plus, the roof was just redone last week, and all new windows

  Besmira Ulaj Serhant LLC

  15 Prospect Ave, Ossining, NY 10562
• 

  $164,000 Sold Oct 29, 2025

  131 S Highland Ave Unit A3, Ossining, NY 10562

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

  Last Sold Summary

  • 3% Above List Price
  • $219/SF
  • 58 Days On Market

  Last Listing Agent Amit Shah Compass Greater NY, LLC

  131 S Highland Ave Unit A3, Ossining, NY 10562
• 

  Not Listed For Sale

  169 Charter Cir Unit 169, Ossining, NY 10562

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

  169 Charter Cir Unit 169, Ossining, NY 10562

  Last Sold Summary

  • $221/SF
  • 215 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Raymond Lopez Howard Hanna Rand Realty
• 

  

  /30

  $415,000 Pending

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

  16 Rockledge Ave Unit 5K-1, Ossining, NY 10562

  Welcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And Convenience. This Fifth-Floor Beauty Offers A Rare Opportunity To Reside In A Serene And Sophisticated Setting Along The Majestic Hudson River. This Two Bedroom, Two Bath Stunner Has Nine Foot Ceilings, Oversized Rooms, And Tons Of Closet Space. This Unit Is Ideal For Hosting Intimate Gatherings Or Enjoying

  Candace D'Addario Coldwell Banker Realty

  16 Rockledge Ave Unit 5K-1, Ossining, NY 10562
• 

  $515,000 Sold Jan 29, 2026

  61 Snowden Ave, Ossining, NY 10562

  • 3 Beds
  • 1 Bath
  • 1,516 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Above List Price
  • $340/SF
  • 30 Days On Market

  Current Estimated Value $498,961

  Last Listing Agent Paul Leis North Country Sothebys Int Rlt

  61 Snowden Ave, Ossining, NY 10562
• 

  Not Listed For Sale

  121 S Highland Ave Unit 3J, Ossining, NY 10562

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1965

  121 S Highland Ave Unit 3J, Ossining, NY 10562

  Last Sold Summary

  • $175/SF
  • 30 Days On Market

  Last Sold Price $131,250

  Last Listing Agent Joan Mancini Mancini Realty Inc.

Showing Results 241 - 280, Page 7 of 18