Ossining, NY Homes

• 

  Est $445,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,082 Sq Ft

  4 Briarcliff Dr S Unit 2, Ossining, NY 10562

  4 Briarcliff Dr S Unit 2, Ossining, NY 10562
• 

  

  

  /30

  $650,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  9 Possum Rd, Ossining, NY 10562

  Bring your vision to this ranch-style home on an oversized, flat 1.17-acre lot in Ossining. This well-maintained 3-bedroom, 2-bathroom home offers approximately 1,528 square feet of living space, perfectly blending comfort and functionality. Step inside to find gleaming hardwood floors and a bright, open layout that invites relaxation and easy living. The cozy living room features a classic

  Eva Casoria eXp Realty

  9 Possum Rd, 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 $562,027

  Last Listing Agent Katherine Bellantoni William Raveis Real Estate

  130 Old Albany Post Rd, Ossining, NY 10562
• 

  Est $178,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

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

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

  

  

  /49

  $3,900,000 Pending

  • 6 Beds
  • 7 Baths
  • 6,571 Sq Ft

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510

  Welcome to Boxwood: A Timeless Retreat Boxwood offers a unique blend of classic Williamsburg Colonial architecture and thoughtful modern upgrades, creating a warm and inviting home that caters to both comfort and elegance. Situated on 3.895 acres of beautifully maintained grounds, this gated property provides a peaceful escape while remaining functional and accommodating for modern living. The

  Timothy Hegarty Houlihan Lawrence Inc.

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
• 

  $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 $611,089

  Last Listing Agent Amy Dmytryshyn Corcoran Legends Realty

  7 Fuller Rd, Ossining, NY 10562
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  148 Charter Cir Unit 148, Ossining, NY 10562

  148 Charter Cir Unit 148, Ossining, NY 10562
• 

  

  /40

  $435,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft

  2 Briarcliff Dr S Unit 3, Ossining, NY 10562

  In HIGH demand, here is a special one just for you! Welcome to this exceptionally spacious and lovingly cared for END unit condo in the highly sought-after Briarcliff Woods community. Perfectly situated on the second level, this inviting residence combines comfort, style, and convenience, with your dedicated parking space directly in front. Step into the foyer featuring a huge walk-in closet,

  Lisa DaRos Houlihan Lawrence Inc.

  2 Briarcliff Dr S Unit 3, Ossining, NY 10562
• 

  $1,600,000 Sold Mar 21, 2025

  5 Charlotte Ct, Briarcliff Manor, NY 10510

  • 4 Beds
  • 3.5 Baths
  • 4,727 Sq Ft
  • Built 1986

  Last Sold Summary

  • 14% Above List Price
  • $338/SF
  • 17 Days On Market

  Current Estimated Value $1,648,197

  Last Listing Agent Jamey Gelardi Houlihan Lawrence Inc.

  5 Charlotte Ct, Briarcliff Manor, NY 10510
• 

  Est $178,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

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

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

  

  /24

  $245,000 Pending

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  84 Charter Cir Unit 84, Ossining, NY 10562

  Charming Garden-Style Co-op – Light and airy Unit with Modern Upgrades Welcome to this beautifully maintained bi-level garden-style co-op offering a perfect blend of comfort, privacy, and convenience. This desirable co-op features easy entry-level access and a spacious, open layout ideal for modern living. Enjoy a bright and inviting living space with stainless steel appliances and an updated

  Elizabeth Koski Coldwell Banker Realty

  84 Charter Cir Unit 84, Ossining, NY 10562
• 

  $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 $3,080,630

  Last Listing Agent Hillary Landau Compass Greater NY, LLC

  41 Austin Place, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

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

  111 State St, Ossining, NY 10562

  111 State St, Ossining, NY 10562
• 

  

  /13

  $192,000 Pending

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  121 S Highland Ave Unit 6L, Ossining, NY 10562

  Welcome home to this bright top floor, 2 bedroom, 1 full bathroom unit at The Parkview. Featuring hardwood floors throughout , an open floor plan, updated kitchen, on-site laundry all in a convenient location close to shopping and transportation. Located directly across from Nelson Park, the Parkview boasts updated lobby with intercom, parking, pool, and fitness center. Board approval is required

  Christine DiChiara Coldwell Banker Realty

  121 S Highland Ave Unit 6L, 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 $1,624,219

  Last Listing Agent Amy Via Houlihan Lawrence Inc.

  95 Marlborough Rd, Briarcliff Manor, NY 10510
• 

  Est $888,832 Not Listed For Sale

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

  72 Mystic Dr, Ossining, NY 10562

  72 Mystic Dr, Ossining, NY 10562
• 

  

  /46

  $6,400,000

  • 11 Beds
  • 6.5 Baths
  • 9,481 Sq Ft

  335 Croton Dam Rd, Ossining, NY 10562

  Nestled in the heart of the picturesque Hudson Valley, this stunning Tudor-style mansion is a true dream estate. Boasting an impressive 9,481 sq ft of living space, this magnificent property is situated on 50 acres of meticulously landscaped gardens, making it one of the most sought-after locations in the county.The estate features a 3-acre lake with a charming boathouse, a sparkling

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  335 Croton Dam 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 $587,599

  Last Listing Agent Eric Schatz Schatz Realty Group

  23 Ann St, Ossining, NY 10562
• 

  Est $718,000 Not Listed For Sale

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

  12 Spring Pond Dr, Ossining, NY 10562

  12 Spring Pond Dr, Ossining, NY 10562
• 

  

  /27

  $1,250,000 Pending

  • 7 Beds
  • 4 Baths
  • 2,967 Sq Ft

  858 Pleasantville Rd, Briarcliff Manor, NY 10510

  Don't miss this rare opportunity in the coveted Briarcliff Manor School District; Welcome to this exceptional multi-family home located in the highly desirable village of Briarcliff Manor, offering a unique potential to live in one unit while collecting rental income from the others. Located within the award-winning Briarcliff Manor School District, this property presents a unique blend of

  Nancy Beard Houlihan Lawrence Inc.

  858 Pleasantville Rd, Briarcliff Manor, NY 10510
• 

  $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
• 

  Est $696,966 Not Listed For Sale

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

  22 Spring Pond Dr, Ossining, NY 10562

  22 Spring Pond Dr, Ossining, NY 10562
• 

  

  /39

  $1,099,000

  • 5 Beds
  • 3.5 Baths
  • 2,520 Sq Ft

  200 Route 9a, Ossining, NY 10562

  2BR Apartment Included! Welcome to this stunning 5-bedroom, 3.5-bath Ossining home offering 3,400 sq ft of beautifully designed living space — including a 900 sq ft legal accessory apartment with 2 bedrooms, its own fireplace, and a private ground-level entrance. Perfect for multi-generational living, long-term guests, or excellent rental income potential. Tucked away at the end of a semi-private

  Frank Petrella eXp Realty

  200 Route 9a, 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
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  169 Charter Cir Unit 169, Ossining, NY 10562

  169 Charter Cir Unit 169, Ossining, NY 10562
• 

  

  /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
• 

  $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 $625,596

  Last Listing Agent Carl Baker Ball Property Management LLC

  233 Woods Brooke Cir, Ossining, NY 10562
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

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

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

  

  /34

  $449,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  7 Briarcliff Dr S Unit 13, Ossining, NY 10562

  Welcome to Briarcliff Woods—one of Ossining’s most sought-after condominium communities! This rare and expansive 3-bedroom, 2-bath end unit offers an exceptional blend of style, comfort, and convenience. The updated eat-in kitchen features granite countertops and ample cabinetry, while the massive living room with a perfectly appointed fireplace and custom built-ins sets the tone for gracious

  Lisa DaRos Houlihan Lawrence Inc.

  7 Briarcliff Dr S Unit 13, Ossining, NY 10562
• 

  $1,900,000 Sold Feb 13, 2025

  86 Law Rd, Briarcliff Manor, NY 10510

  • 4 Beds
  • 4.5 Baths
  • 4,634 Sq Ft
  • Built 1979

  Last Sold Summary

  • 31% Above List Price
  • $410/SF
  • 10 Days On Market

  Current Estimated Value $1,912,207

  Last Listing Agent Susan Strawgate Code Houlihan Lawrence Inc.

  86 Law Rd, Briarcliff Manor, NY 10510
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  175 Charter Cir Unit 175, Ossining, NY 10562

  175 Charter Cir Unit 175, Ossining, NY 10562
• 

  

  /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
• 

  $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
• 

  Est $711,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft

  16 Rockledge Ave Unit 3DD-1, Ossining, NY 10562

  16 Rockledge Ave Unit 3DD-1, Ossining, NY 10562
• 

  

  /26

  $349,222

  • 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
• 

  $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

  Last Listing Agent Paul Leis North Country Sothebys Int Rlt

  61 Snowden Ave, Ossining, NY 10562
• 

  Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,015 Sq Ft

  201 Kemeys Cove Unit 201, Briarcliff Manor, NY 10510

  201 Kemeys Cove Unit 201, Briarcliff Manor, NY 10510
• 

  

  /40

  $675,000

  • 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
• 

  $377,500 Sold Jan 13, 2026

  16 Rockledge Ave Unit 7J, Ossining, NY 10562

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $239/SF
  • 122 Days On Market

  Last Listing Agent Janet Brand Houlihan Lawrence Inc.

  16 Rockledge Ave Unit 7J, Ossining, NY 10562
• 

  Est $724,973 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  34 Briarbrook Dr, Briarcliff Manor, NY 10510

  34 Briarbrook Dr, Briarcliff Manor, NY 10510

Showing Results 241 - 280, Page 7 of 18