Ossining, NY Homes for Sale

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  /49

  $3,000,000

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

  41 Austin Place, Briarcliff Manor, NY 10510

  Nestled at the end of a serene cul-de-sac, this extraordinary custom-built home in Briarcliff Manor welcomes you with a grand tree-lined circular driveway. Spanning nearly 10,000 sq. ft., this home is a masterclass in luxury, craftsmanship, and thoughtful design.Step inside to discover a beautifully appointed main level, where a custom gourmet eat-in kitchen, complete with a butler’s pantry, sets

  

  Hillary Landau

  Compass Greater NY, LLC

  (914) 650-1828

  41 Austin Place, Briarcliff Manor, NY 10510
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  /44

  $1,330,000

  • 4 Beds
  • 2.5 Baths
  • 3,568 Sq Ft

  30 Cottonwood Ln, Briarcliff Manor, NY 10510

  Charming classic Dutch Colonial offers transitional style throughout and is perfectly situated on a private 1.15-acre lot in a sought-after cul-de-sac. Formal living spaces include an expansive living room, a formal dining room and a family room with a wood burning fireplace, ideal for every day living or entertaining. A first-floor bonus room, once used to house an expansive train collection,

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  (914) 567-4698

  30 Cottonwood Ln, Briarcliff Manor, NY 10510
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  /23

  $210,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  147 Charter Cir Unit 147, Ossining, NY 10562

  Step into this fabulous duplex townhouse-style cooperative, boasting its own private entrance on a picturesque, tree-lined street. The main level unfolds into an inviting layout, featuring a bright and spacious living room, a dedicated dining room perfect for entertaining, and a well-appointed kitchen. Ascend to the second floor where you'll discover two generously sized bedrooms, each offering

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (914) 647-6619

  147 Charter Cir Unit 147, Ossining, NY 10562
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  /27

  $210,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  135 S Highland Ave Unit D1, Ossining, NY 10562

  Discover this charming, updated two-bedroom co-op in highly sought-after Highland Terrace. This unique unit offers the convenience of both a main building entrance and its own private entry. Inside, you'll find a spacious and bright primary bedroom with ample closet space, while the versatile second bedroom That is currently being utilized as a home office. Abundant windows fill the living areas

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (914) 409-9352

  135 S Highland Ave Unit D1, Ossining, NY 10562
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  /35

  $1,950,000

  • 4 Beds
  • 4.5 Baths
  • 5,400 Sq Ft

  2 Shadow Tree Ln, Briarcliff Manor, NY 10510

  Why Compromise on Luxury? Simplify—and Still Have It All at Trump National Golf Club, Briarcliff ManorWelcome to this exceptional villa-style townhome, set within the prestigious, gated grounds of Trump National Golf Club in Briarcliff Manor. Offering the ultimate in convenience and elegance, this turnkey residence delivers a lifestyle of luxury—without compromise.Filled with natural light, the

  

  Hillary Landau

  Compass Greater NY, LLC

  (914) 341-3203

  2 Shadow Tree Ln, Briarcliff Manor, NY 10510
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  /38

  $549,000

  • 2 Beds
  • 2.5 Baths
  • 1,470 Sq Ft

  707 Eagle Bay Dr, Ossining, NY 10562

  If you are seeking a carefree living space surrounded by nature, this exceptional home is for you! Step inside the freshly painted corner unit to discover 2 spacious bedrooms and 2.5 baths, complemented by a sunroom that feels like a tranquil treehouse escape. PROPERTY INCLUDES TWO DEEDED DETACHED GARAGES, steps away from the unit, offering ample storage and parking convenience. The full

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  (914) 326-0849

  707 Eagle Bay Dr, Ossining, NY 10562
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  /48

  $1,099,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 3,972 Sq Ft

  83 McDonald Rd, Ossining, NY 10562

  Stunning Colonial Home Set on 1.8 Acres in Westchester County, NYWelcome to your dream home! Nestled down a picturesque 300-foot driveway, this exquisite colonial-style residence offers the perfect blend of elegance and comfort on a serene 1.8-acre lot. With 5 spacious bedrooms and 3 full bathrooms, this 3,900 square foot home (with an additional 1,100 square foot finished walk out basement) is

  Karen Gilmore Redfin Real Estate

  83 McDonald Rd, Ossining, NY 10562
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  /50

  $1,700,000

  • 3 Beds
  • 3.5 Baths
  • 4,300 Sq Ft

  383 Illington Rd, Ossining, NY 10562

  Welcome to 383 Illington Road – an amazing, oversized colonial nestled on over 5 acres of picturesque, level land in the highly sought-after Yorktown Central School District. This exceptional property offers privacy, space, and convenience, just minutes from the Taconic Parkway. Inside, you’ll find a warm and inviting atmosphere featuring a stunning stone wood-burning fireplace as the centerpiece

  Annette Cicinelli Keller Williams Realty Partner

  383 Illington Rd, Ossining, NY 10562
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  /39

  $1,425,000

  • 4 Beds
  • 4.5 Baths
  • 4,002 Sq Ft

  96 Cherry Hill Ct, Briarcliff Manor, NY 10510

  Welcome to 96 Cherry Hill Court, a spacious Contemporary Colonial located on a sought-after cul-de-sac in the Briarcliff Manor school district. This expansive 4-bedroom home offers 4,000 square feet of living space set on .91 landscaped acres with privacy and spectacular views. Enter through the sun-drenched 2 story foyer, that maximizes natural light and spaciousness. The gourmet chef's

  Bruce Banks Coldwell Banker Realty

  96 Cherry Hill Ct, Briarcliff Manor, NY 10510
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  /35

  $1,525,000

  • 3 Beds
  • 4 Baths
  • 4,467 Sq Ft

  2 Lewiston Ct, Briarcliff Manor, NY 10510

  Welcome to 2 Lewiston Court, a beautifully updated residence nestled in the highly sought-after gated community of Rosecliff. This move-in-ready home features 3 spacious bedrooms, 2 full baths and 2 half-baths.As you enter this beautiful home, you will immediately notice the light pouring in from the skylights above the foyer. Just through the foyer you will enter the renovated kitchen featuring

  Allison Tintenfass Compass Greater NY, LLC

  2 Lewiston Ct, Briarcliff Manor, NY 10510
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  /27

  $569,000 Open Sun 1PM - 3PM

  • 1 Bed
  • 2.5 Baths
  • 1,652 Sq Ft

  263 Horseshoe Cir, Ossining, NY 10562

  Happy to present this fabulous Fox Hill one bedroom "A" unit that has many unique features! A full walkout finished basement (with a full bathroom), laundry room, pantry and TONS of storage spaces are unique to this unit. On the main level you have an open concept kitchen with stainless steel appliances and granite countertops. The living room has a fireplace, vaulted dining room ceiling and

  Jamie Fosgate Nestedge Realty

  263 Horseshoe Cir, Ossining, NY 10562
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  /36

  $649,000

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

  17 Spring Pond Dr, Ossining, NY 10562

  The Hamlet on Spring Pond offers a wonderful lifestyle for someone who loves peace, tranquility, easy, carefree maintenance, and great convenience. The desirability of the location alone is a rare attribute in the world of condo living. This home, being a corner unit on a cul-de-sac, provides you with quietude and privacy. Spring Pond consists of 81 townhouses where in the summertime you’ll

  Mary Case Friedner Corcoran Legends Realty

  17 Spring Pond Dr, Ossining, NY 10562
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  /37

  $1,550,000

  • 3 Beds
  • 3.5 Baths
  • 3,558 Sq Ft

  1 Berkley Ct, Briarcliff Manor, NY 10510

  Rosecliff stunner – this beautiful, 3,500+ SF home has been fully renovated; not just remodeled but redesigned, reconfigured and rebuilt. From the roof to the utilities, nothing has been overlooked. This home has been spray foamed throughout, new oak flooring throughout, new plumbing installed, electric upgraded, new roof, new Trex decking, Azek exterior trim, new furnace and AC (6 zones), Led

  Jamey Gelardi Houlihan Lawrence Inc.

  1 Berkley Ct, Briarcliff Manor, NY 10510
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  /40

  $1,049,000

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

  2 Greenwood Ct, Briarcliff Manor, NY 10510

  This stunning colonial-style home is located in the prestigious gated community of Rosecliff, offering both luxury and convenience.Step inside to find a grand living room with soaring cathedral ceilings and a wood-burning fireplace, creating a welcoming atmosphere perfect for entertaining or unwinding. Adjacent to the living space is a cozy study or den, also featuring its own wood-burning

  Christine Iarocci Coldwell Banker Realty

  2 Greenwood Ct, Briarcliff Manor, NY 10510
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  /45

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,876 Sq Ft

  125 Hawkes Ave, Ossining, NY 10562

  A peaceful escape awaits at 125 Hawkes Avenue. Tucked away on two lush acres, this charming Colonial-style home in Ossining welcomes you with warmth and serenity—a perfect full-time haven or relaxing weekend retreat just outside New York City. Outdoors, the property features a picturesque duck pond in the front yard and a fully fenced, private backyard—creating a tranquil oasis ideal for

  Lisa Cassella Compass Greater NY, LLC

  125 Hawkes Ave, Ossining, NY 10562
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  /43

  $1,100,000

  • 4 Beds
  • 4 Baths
  • 2,700 Sq Ft

  196 Pinesbridge Rd, Ossining, NY 10562

  **FREE EGGS!** Seize the opportunity to own this incredible farmhouse, perfectly designed for those who dream of expansive property, vibrant gardens, lush fresh berries, and the delight of raising chickens right in your backyard. This enchanting antique farmhouse, originally built in 1868, has undergone a meticulous renovation that seamlessly integrates modern conveniences while preserving the

  Cindy Kief Corcoran Legends Realty

  196 Pinesbridge Rd, Ossining, NY 10562
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  /36

  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  145 Cedar Ln, Ossining, NY 10562

  Eagle's Nest. Perched majestically on a breathtaking property overlooking the Hudson River, this historical architectural masterpiece will leave you amazed. A true marvel, this 5-bedroom, 4.5-bathroom single-family home was built for the legendary 1920s theater and film star, Jeanne Eagels. Prepare to be transported to a world of unparalleled charm and craftsmanship as you step into the

  Nancy Kennedy

  145 Cedar Ln, Ossining, NY 10562
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  /24

  $699,000

  • 5 Beds
  • 4 Baths
  • 2,000 Sq Ft

  33 Ann St, Ossining, NY 10562

  Two-Family Home!! Here is a wonderful opportunity for a picturesque Colonial home near the Hudson River in desirable Ossining. Originally built in 1902, the charming clapboard property with its cute green shutters has since been expanded and is currently configured as a two-family residence. The possibilities are endless!The home presents beautifully with its postcard-perfect fenced front yard

  Matthew Bizzarro Bizzarro Agency, LLC

  33 Ann St, Ossining, NY 10562
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  /40

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 2,585 Sq Ft

  38 Ganung Dr, Ossining, NY 10562

  Welcome to 38 Ganung Drive in Ossining, where flexibility, space, and location come together in one exceptional property. This 4-bedroom, 3.5-bath home offers a versatile layout that works beautifully for a variety of needs. Whether you're looking for a mother/daughter setup or need space for extended living with a separate in-law suite, this home provides options that are hard to find.Set in an

  Alex Mashkin Keller Williams Realty Partner

  38 Ganung Dr, Ossining, NY 10562
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  /46

  $799,000

  • 3 Beds
  • 2 Baths
  • 2,067 Sq Ft

  1002 Kitchawan Rd, Ossining, NY 10562

  Charming Farmhouse Retreat on Over an Acre – Next to IBMWelcome to your private wooded haven, perfectly situated on an acre of serene land just moments from IBM. This farmhouse-style beauty offers the perfect blend of rustic charm and modern updates, with a wraparound porch that invites peaceful morning coffees and evening relaxation.Inside, you'll find an updated kitchen with recessed lighting,

  Joanne Debellis Debellis Real Estate LLC

  1002 Kitchawan Rd, Ossining, NY 10562
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  /42

  $928,000

  • 2 Beds
  • 3.5 Baths
  • 2,745 Sq Ft

  17 Deertree Ln, Briarcliff Manor, NY 10510

  Welcome to this move-in ready end-unit townhome in the highly sought-after Wyndcrest community, crafted by GDC, in the charming village of Briarcliff Manor. Designed with a modern aesthetic and a thoughtful layout, this home offers comfort, style, and convenience in equal measure. The beautifully updated eat-in kitchen features granite countertops, a classic tile backsplash, stainless steel

  Suzan Zeolla Houlihan Lawrence Inc.

  17 Deertree Ln, Briarcliff Manor, NY 10510
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  /26

  $519,999

  • 2 Beds
  • 2.5 Baths
  • 1,265 Sq Ft

  608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510

  Welcome to 608 Kemeys Cove, a beautifully maintained 2-bedroom, 2.5-bathroom duplex condominium nestled in the sought-after Kemeys Cove community in Briarcliff Manor. Step inside to a spacious and thoughtfully designed layout that flows seamlessly between the living, dining, and kitchen areas—ideal for today’s lifestyle. The primary bedroom suite offers a serene retreat with a private bathroom

  Kareem Kirby Keller Williams Realty NYC Grp

  608 Kemeys Cove Unit 6-08, Briarcliff Manor, NY 10510
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  /46

  $435,000

  • 2 Beds
  • 2 Baths
  • 1,288 Sq Ft

  705 Briarcliff Dr S, Ossining, NY 10562

  Enjoy carefree living…Embrace comfort and convenience living in this large two-bedroom, two-full bath condominium in the desirable Briarcliff Woods community in prime northern Ossining location. Enjoy breathtaking views from this light and bright, spacious upper-level END UNIT with southern exposure. Features include beautiful hardwood-look laminate flooring, recessed ceiling lighting, formal

  Cindy Cassuto Corcoran Legends Realty

  705 Briarcliff Dr S, Ossining, NY 10562
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  /34

  $839,000

  • 3 Beds
  • 2.5 Baths
  • 2,741 Sq Ft

  401 Glenwood Dr, Briarcliff Manor, NY 10510

  Welcome to this inviting end unit townhome in the coveted Scarborough Glen community, offering a harmonious blend of space, style, and convenience. This residence boasts four fully finished levels and a serene, private wooded backyard. The sun-drenched, open-concept living and dining area is adorned with elegant hardwood floors, a cozy gas fireplace, and seamless access to a spacious private

  Stephen Lasko Compass Greater NY, LLC

  401 Glenwood Dr, Briarcliff Manor, NY 10510
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  /30

  $1,899,000

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

  205 River Rd, Briarcliff Manor, NY 10510

  Welcome to 205 River Road, a rare opportunity to own a fully renovated luxury home in Westchester County with breathtaking Hudson River views. This 5-bedroom, 3.5-bath colonial sits on a beautifully landscaped large lot in Briarcliff Manor’s highly desirable River Road neighborhood overlooking the majestic Hudson River, a quiet, tucked-away setting known for its natural beauty, privacy, and

  Lindsay DiLoreto Houlihan Lawrence Inc.

  205 River Rd, Briarcliff Manor, NY 10510
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  /23

  $235,000

  • 2 Beds
  • 1.5 Baths
  • 975 Sq Ft

  135 S Highland Ave Unit D4, Ossining, NY 10562

  Welcome to this beautiful, warm, and charming two-bedroom 1 1/2 bathroom updated coop. This home has an updated kitchen with white cabinets, a pantry, and grey/white granite counters. The primary bedroom suite is spacious and bright, with large closets and an en-suite half bathroom. The second bedroom has a large closet. The unit has numerous windows, filling the living space with abundant

  Raymond Lopez Howard Hanna Rand Realty

  135 S Highland Ave Unit D4, Ossining, NY 10562
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  /37

  $549,999

  • 2 Beds
  • 2.5 Baths
  • 1,444 Sq Ft

  50 Snowden Ave, Ossining, NY 10562

  Welcome to 50 Snowden Avenue, Ossining, NY, a distinguished end unit nestled in the heart of Westchester County. This property offers a harmonious blend of comfort and convenience, making it an ideal choice for discerning buyers. With 1,990 square feet of thoughtfully designed living space, this home features two bedrooms and two and a half bathrooms, including a spacious master suite that

  Cynthia Geiger Corcoran Legends Realty

  50 Snowden Ave, Ossining, NY 10562
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  /40

  $349,000

  • 1 Bed
  • 1 Bath
  • 1,284 Sq Ft

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

  Welcome to Scarborough Manor. Million-dollar views from every room of the Hudson River, overlooking the Palisades. Enjoy sailboats and gorgeous sunsets year-round from your outdoor balcony and any window in this unit. Parquet wood floors throughout, huge living room/dining room, office area, kitchen, hallway bath, oversized bedroom, and changing room with closets. Scarborough Manor is a vibrant

  Anna Hawley Howard Hanna Rand Realty

  16 Rockledge Ave Unit 3L-1, Ossining, NY 10562
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  /30

  $849,900

  • 3 Beds
  • 2 Baths
  • 2,658 Sq Ft

  459 Illington Rd, Ossining, NY 10562

  For Sale – Charming Colonial in Yorktown Heights' Sought-After Teatown Neighborhood.Move right into this charming three-bedroom colonial, beautifully situated in the highly desirable T-Town neighborhood. Set on two serene, park-like acres with protected, undeveloped land directly across the road, this home offers both privacy and natural beauty. The spacious interior includes a large eat-in

  Jonathan Gumowitz Coldwell Banker Signature Prop

  459 Illington Rd, Ossining, NY 10562
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  /21

  $275,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  352 N State Rd Unit 2H, Briarcliff Manor, NY 10510

  Welcome to Briar Hill — Briarcliff Manor’s Premier Co-op Community. Experience effortless, no-step living in this beautifully updated and move-in-ready unit. Step into a welcoming foyer that leads to the updated kitchen featuring granite countertops, stainless steel appliances, and abundant cabinet space. The spacious living room and dining area are filled with natural light and offers serene

  Linda Lyons Howard Hanna Rand Realty

  352 N State Rd Unit 2H, Briarcliff Manor, NY 10510
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  /19

  $280,000

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

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

  This beautifully spacious renovated co-op unit offers 3 bedroom, 2 full bath an open floor plan for easy living. Located in much desirable Highland Terrace community. Well maintained curb appeal landscaping. This unit offers beautiful vinyl floors throughout the unit and sun filled windows. Living room is complimented with private patio and garden for outdoor living to experiencing the natural

  Linda Williams Century 21 Alliance Realty Grp

  129 S Highland Ave Unit C-2, Ossining, NY 10562
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  /50

  $625,000

  • 2 Beds
  • 2.5 Baths
  • 2,188 Sq Ft

  7 Brooke Club Dr Unit 3, Ossining, NY 10562

  Absolutely stunning, three-story townhouse in the beautiful single family home development, The Brooke Club. This home has been updated throughout, with all of the amenities needed to live comfortably, entertain family and friends, and enjoy your time away from stresses and work! High end stainless steel appliances in the kitchen, oversized washer and dryer in the private laundry room, gorgeous

  Eric Lebenson ERA Insite Realty Services

  7 Brooke Club Dr Unit 3, Ossining, NY 10562
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  /37

  $645,900

  • 2 Beds
  • 2.5 Baths
  • 2,731 Sq Ft

  246 Horseshoe Cir, Ossining, NY 10562

  Welcome to this beautifully maintained end-unit townhouse-style condo offering the perfect blend of space, style, and convenience! This bright and spacious 2-bedroom, 2.5-bath home features a 2-car attached garage and a thoughtfully designed floor plan. The main level boasts a welcoming living room with a cozy fireplace, a formal dining room, and a den—ideal for a home office or library. The

  Mary Ann Tighe Houlihan Lawrence Inc.

  246 Horseshoe Cir, Ossining, NY 10562
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  /31

  $849,000

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

  19 Meadowbrook Dr, Ossining, NY 10562

  Enjoy sweeping Hudson River views from every room in this turnkey ranch. The sunlit living room features hardwood floors, a brick wood burning fireplace, and sliding doors to an expansive 62' balcony overlooking the river. Enjoy meals with a view from the dining area or new eat in kitchen complete with island breakfast bar, quartz countertops, stainless steel appliances, and recessed lighting. A

  Eric Stein RE/MAX Distinguished Hms.&Prop

  19 Meadowbrook Dr, Ossining, NY 10562
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  /24

  $298,222

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  95 Charter Cir, Ossining, NY 10562

  If you are looking for an extra large 2 bedroom unit with private entrance and no steps, look no further! This completely updated end unit has the benefits of being on one level, with a sliding door to a private grassy area, along with a front patio, a large laundry room with stackable front loaders in the unit, and an additional bonus room that can be a home office or serve other purposes.

  Mark Seiden Mark Seiden Real Estate Team

  95 Charter Cir, Ossining, NY 10562
• 

  

  /12

  $274,900

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

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

  Welcome home to this charming and affordable 2-bedroom, 1-bath co-op located in the heart of Briarcliff Manor. This well-maintained and professionally managed unit offers an abundance of natural light and a peaceful view of a parklike green from its second-floor.Step inside to find gleaming hardwood floors and an updated kitchen featuring newer cabinetry and granite countertops — perfect for

  Anthony Melella Vision Alliance Realty Inc.

  223 Schrade Rd Unit 2C, Briarcliff Manor, NY 10510
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  /20

  $799,900

  • 3 Beds
  • 1.5 Baths
  • 1,828 Sq Ft

  19 Leicester Rd, Briarcliff Manor, NY 10510

  Sundrenched in natural light this home offers an expansive single-level layout ready for your personal touch. Features living room with fireplace, large eat-in-kitchen, formal dining room with French doors overlooking private yard with pool, primary bedroom, two family sized bedrooms. In addition, full basement with high ceilings and laundry. 2 car garage for parking. The location cannot be

  Lena O'Neill Howard Hanna Rand Realty

  19 Leicester Rd, Briarcliff Manor, NY 10510
• 

  

  /27

  $599,001

  • 5 Beds
  • 2 Baths
  • 2,500 Sq Ft

  141 N Highland Ave, Ossining, NY 10562

  Great Opportunity in Ossining! This versatile 2-family home is ideal for a first-time buyer looking to offset their mortgage or an investor seeking solid rental income. The first-floor unit features 2 spacious bedrooms, a full bathroom, and a comfortable living room. The second unit offers 2 bedrooms, a large living room, a full bathroom, and a good-sized kitchen. Upstairs, you'll find an

  Cynthia Leite ERA Insite Realty Services

  141 N Highland Ave, Ossining, NY 10562
• 

  

  /21

  $358,000

  • 2 Beds
  • 1.5 Baths
  • 980 Sq Ft

  42 Campwoods Rd, Ossining, NY 10562

  "Won't you be my neighbor?" Step into a wonderful community where neighborhood means more than an address. Private updated 2 bedroom, 1.5 bath single family home with cathedral ceilings, new kitchen, bath, and carpet. Low taxes, low maintenance fee, and friendly neighbors/community. Close to parks and schools, walking distance to shops, and close to transportation, including the Metro-North into

  Rob Lowenthal Corcoran Legends Realty

  42 Campwoods Rd, Ossining, NY 10562
• 

  

  /15

  $480,000

  • 3 Beds
  • 1 Bath
  • 1,026 Sq Ft

  49 Pine Ave, Ossining, NY 10562

  Charming 3-Bedroom Ranch with endless potential in a desirable neighborhood!Discover the possibilities in this cozy 3-bedroom, 1-bath ranch nestled in a sought-after community. Featuring wood floors, an eat-in kitchen, and a full walkout basement, this home is brimming with potential. Freshly painted and ready for your personal touch, a little TLC will go a long way to make this the perfect place

  Kelly Molloy Coldwell Banker Realty

  49 Pine Ave, Ossining, NY 10562

Showing Results 1 - 40, Page 1 of 3

Why Live in Ossining

Ossining is a town in Westchester County with two villages, the Hudson River along the western edge and a growing downtown scene. The Sintsink Native American tribe lived in the area first, leading to the village’s first name — “Sing Sing.” The Sing Sing Prison caused controversy in the 20th century, so the town name was changed to Ossining in 1901 to separate the town from the prison’s reputation and avoid public confusion.

Greg Young has been an Ossining resident since 2020 and owns Ossining Riverworks, a local coworking community. “My wi ...

Learn more about living in Ossining

Frequently Asked Questions

What is the average home price in Ossining, NY?

Homes for sale in Ossining, NY have an average home price of $652,682.

How many homes have sold over the last 12 months in Ossining, NY?

249 homes have sold in Ossining, NY over the last 12 months.

Is Ossining, NY a safe city?

In general, the safest neighborhoods in Ossining, NY with lower crime scores are Briarcliff Manor Village and Ossining Village.

What are the most popular zip codes in Ossining, NY?

The most popular zip codes in Ossining, NY include 10463, 10471, 10583, 10708 and 10901.

What are the most popular neighborhoods in Ossining, NY?

The most popular neighborhoods in Ossining, NY with the most homes for sale are Briarcliff Manor Village, Crotonville and Ossining Village.

How much do you need to make to afford a house in Ossining?

The median home price in Ossining is $575,000. If you put a 20% down payment of $115,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,850 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $122K a year to afford the median home price in Ossining.

How are the schools in Ossining, NY?

Ossining, NY has highly rated public and private schools. Some of the best schools in Ossining based on Niche Grades are Briarcliff High School, Briarcliff Middle School and Todd Elementary School. The neighborhoods in Ossining with the highest rated schools are Briarcliff Manor Village, Crotonville and Ossining Village. Browse all the schools in Ossining, NY to learn more.

Home Trends in Ossining, NY

On average, homes in Ossining, NY sell after 40 days on the market compared to the national average of 49 days. The median sale price for homes in Ossining, NY over the last 12 months is $595,000, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$595,000

Median Single Family Sale Price

$700,000

Median Townhouse Sale Price

$605,000

Median 2 Bedroom Sale Price

$435,000

Median 1 Bedroom Sale Price

$349,000

Average Price Per Sq Ft

$345

Number of Homes for Sale

53

Last 12 months Home Sales

249

Months of Supply

2.60

Median List Price

$575,000

Median Change From 1st List Price

-3%

Median Home Sale Price YoY Change

9%