Ossining, NY Homes for Sale

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  $1,100,000

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

  70 Spring Valley Rd, Ossining, NY 10562

  Tucked away on 5 private acres near the Teatown Preserve, 70 Spring Valley Road is one of the area's oldest homes — a storied farmhouse blending early American history with thoughtful modern updates. Originally built around a natural spring, this rare property offers a truly restorative setting just 45 minutes from Manhattan and only 6 minutes to the Croton-Harmon train station.Inside,

  Melissa Colabella Compass Greater NY, LLC

  70 Spring Valley Rd, Ossining, NY 10562
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  /45

  $679,900

  • 2 Beds
  • 3 Baths
  • 1,784 Sq Ft

  41 Bridle Path Rd, Ossining, NY 10562

  Welcome to this highly sought after Condominium Townhome at Fox Hill! This exceptional Model "C" end unit features a spacious open floor plan filled with natural light from abundant windows and skylights. Grand hardwood floors, a designer eat-in kitchen with an inviting breakfast area, stainless-steel appliances, granite and leathered granite countertops, 1st floor office/den which opens to a

  Theodore Weinstein REO Edge LLC

  41 Bridle Path Rd, Ossining, NY 10562
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  /9

  $399,000

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  135 N Highland Ave, Ossining, NY 10562

  Great Investment Opportunity in the Heart of Ossining! This 2-bedroom, 1-bath single-family home is perfect for contractors, investors, or handy buyers looking to build equity. Perfect opportunity to design, renovate and add value. Zoned for a two-family home, this property offers the opportunity for future expansion and conversion (buyer to verify). Conveniently located near local shops,

  Wendy Galvan Century 21 Marciano

  135 N Highland Ave, Ossining, NY 10562
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  /37

  $635,000

  • 4 Beds
  • 2 Baths
  • 2,049 Sq Ft

  7 Birchbrook Rd, Ossining, NY 10562

  PRICED TO SELL!!! THIS ONE WON'T LAST!!! Welcome to this charming cape with 4 bedroom and 2 full bathroom home with open yard located in the heart of Ossining, New York. The home features a living room, a kitchen, a family room, dining room. There are four well-appointed bedrooms, providing flexibility for family, guests, or a home office and two full bathrooms add ease and functionality for

  John Buoninfante Real Broker NY LLC

  7 Birchbrook Rd, Ossining, NY 10562
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  $1,150,000

  • 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

  Frank Petrella eXp Realty

  200 Route 9a, Ossining, NY 10562
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  $5,500,000

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

  433 Arcady Rd, Ossining, NY 10562

  Old Dam Farm — A Rare Hudson Valley LegacySet 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

  Nancy Kennedy

  433 Arcady Rd, Ossining, NY 10562
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  /27

  $1,100,000

  • 4 Beds
  • 2.5 Baths
  • 2,841 Sq Ft

  2 Creighton Ln, Briarcliff Manor, NY 10510

  Located in the sought-after River Road enclave of Briarcliff Manor, situated near the Aqueduct Trail and Rockefeller State Park Preserve, this immaculate colonial offers timeless charm and modern comfort.A spacious entry foyer welcomes you into a well-designed layout featuring a formal living room, inviting family room, and elegant dining room. Enjoy seasonal views of the river from several

  Elaine Wasserman Houlihan Lawrence Inc.

  2 Creighton Ln, Briarcliff Manor, NY 10510
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  /28

  $529,000

  • 3 Beds
  • 1.5 Baths
  • 1,276 Sq Ft

  90 State St, Ossining, NY 10562

  Charming colonial awaits in coveted Ossining location! This well-maintained two-story home offers three comfortable bedrooms and one and a half baths, perfectly positioned near the scenic Hudson River and just steps from downtown's vibrant shops and dining. Built with classic colonial character, this home welcomes you with a delightful front porch - perfect for morning coffee or evening

  Brian Perez Century 21 Hire Realty

  90 State St, Ossining, NY 10562
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  /21

  $629,900

  • 4 Beds
  • 2 Baths
  • 1,935 Sq Ft

  90 Broadway, Ossining, NY 10562

  This Colonial TWO-FAMILY dwelling is located in the heart of the village. The large 3BR Apartment is the entire 2.5 story dwelling! High first floor ceilings, generous Living & Dining areas, and a covered side porch are noted amenities. The Kitchen counter is granite, and the adjacent laundry area is a welcomed convenience. The bedrooms and hall bath are on the second floor. The walk-up Attic

  Greg Kane Kane & Associates

  90 Broadway, Ossining, NY 10562
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  /34

  $709,000

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  26-28 Lincoln Place, Ossining, NY 10562

  EXCEPTIONAL Ossining legal 2 family: Unbeatable Location near the bustling downtown.This duplex built in 1989 offers ideal owner occupy.......live in One unit and rent the second to help carry costs...or a great opportunity for investor.. 3 level unit with cozy fireplace, family room and wood deck for summer entertaining.. The second unit has 2 bedrooms and bath..But the perks don’t stop

  Jayne Begley William Raveis Real Estate

  26-28 Lincoln Place, Ossining, NY 10562
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  /33

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  2 N Water St Unit 1A, Ossining, NY 10562

  Beautiful riverfront SOHO style loft in converted 1800s brick schoolhouse facing the Hudson River, close to train, restaurants, riverfront, marinas, summer concerts on the river and all that glorious Hudson Valley riverfront life has to offer. Enjoy one level living in this fabulous open plan unit at the best corner spot in the building, with 14 foot ceilings and 10 foot windows, facing the

  Lynn Harmonay North Country Sothebys Int Rlt

  2 N Water St Unit 1A, Ossining, NY 10562
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  /36

  $760,000

  • 5 Beds
  • 3 Baths
  • 2,840 Sq Ft

  37 Secor Rd, Ossining, NY 10562

  Why buy just a single family home when you can buy a single family and two family in a bundle. Live on once side and rent the other or rent the whole building. Two tax lots on ONE deed. Enjoy spectacular unobstructed views of the Hudson river. Convenient Garage parking below the single family side and Municipal lot parking behind the building for your tenants. The basement offers tons of

  Monica Cooper THD Homes LLC

  37 Secor Rd, Ossining, NY 10562
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  /50

  $3,300,000

  • 5 Beds
  • 7 Baths
  • 7,931 Sq Ft

  36 Revolutionary Rd, Briarcliff Manor, NY 10510

  The Essence of Westchester Luxury. A Grand Briarcliff Manor Estate Nestled on 3.83 Private Acres. Perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and Metro North train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary suite with a cozy

  Elaine Wasserman Houlihan Lawrence Inc.

  36 Revolutionary Rd, Briarcliff Manor, NY 10510
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  /27

  $1,250,000

  • 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
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  /27

  $699,000

  • 5 Beds
  • 3 Baths
  • 2,100 Sq Ft

  20 Pine Ave, Ossining, NY 10562

  This huge 5-bedroom, 3-bathroom home, is beautifully maintained and tucked away on a quiet, tree-lined residential street in the heart of Ossining has 2 bedrooms conveniently located on the main level for folks not wanting to walk up steps, guest accommodations, or a private home office setup.Even more room downstairs, the fully renovated basement which has a separate entrance and full

  Marc Giles eXp Realty

  20 Pine Ave, Ossining, NY 10562
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  /5

  $550,000

  • 3 Beds
  • 1 Bath
  • 1,276 Sq Ft

  14 Gates Ave, Ossining, NY 10562

  Welcome to 14 Gates Avenue, a unique opportunity in the heart of Ossining. This charming single-family home is being sold as-is, offering endless potential for renovation, expansion, or investment. Included in the sale is a valuable additional parcel of land, providing added privacy, space, or future development possibilities.Set on a quiet, tree-lined street, this property features a

  Tim Rothman Compass Greater NY, LLC

  14 Gates Ave, Ossining, NY 10562
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  /50

  $1,499,000

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

  383 Illington Rd, Ossining, NY 10562

  Welcome to 383 Illington Road – an amazing, oversized 3 bedroom colonial that lives like a 4 bedroom, with 10 foot ceilings, 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, including an additional lot with an adorable treehouse for everyone to enjoy. All just minutes

  Annette Cicinelli Keller Williams Realty Partner

  383 Illington Rd, Ossining, NY 10562
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  /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
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  /17

  $440,000

  • 1 Bed
  • 1.5 Baths
  • 1,064 Sq Ft

  10 Sparta View Unit 30, Ossining, NY 10562

  Perfectly maintained townhouse in the Liberty Knoll complex, offering a modern touch with peaceful living. Hardwood flooring, recessed lighting, custom California closet, full half bath, private laundry. The lower levels offers more space as a finished rec room with hardwood flooring, office or possible bedroom. Leading to a walkout patio and backyard offers awesome and peaceful relaxation. It

  Amarish J. Khan Apollo Real Properties, Inc.

  10 Sparta View Unit 30, Ossining, NY 10562
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  /2

  $2,100,000

  • Land
  • 5.92 Acres
  • $354,730 per Acre

  0 van Wyck St Unit KEY834077, Ossining, NY 10562

  Property located at Snowden Avenue & van Wyck Street. Site plan approval required. Plans available to review see attached flyer.Planned and designed for 48 unit four story building with views of Hudson River. 36 two bedroom & 16 one bedroom. Roof-top terrace overlooking the Hudson River, swimming pool, fitness area, pedestrian path connecting Van Wyck Street through the site and connecting to

  Barry Synnott Coldwell Banker Realty

  0 van Wyck St Unit KEY834077, Ossining, NY 10562
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  /15

  $259,000

  • Land
  • 0.27 Acre
  • $959,259 per Acre

  50 Hunter St, Ossining, NY 10562

  Located in the heart of Ossining, this .27-acre vacant lot offers incredible potential with stunning, unobstructed views of the Hudson River. Situated just moments from the train station, shopping, and dining options, this centrally located property is perfect for a variety of development possibilities (buyers must verify with the town).Whether you're looking to build a luxury single-family

  Debra Tricarico Houlihan Lawrence Inc.

  50 Hunter St, Ossining, NY 10562
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  /49

  $3,900,000

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

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510

  Welcome to Boxwood: A Timeless RetreatBoxwood 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

  Timothy Hegarty Houlihan Lawrence Inc.

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
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  /17

  $372,600

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  4 William St, Ossining, NY 10562

  The property is occupied so all potential buyers are asked to check with city and tax records to determine actual bedroom, bathroom counts and all details on this property listed above to their satisfaction. This is an AS-IS foreclosed/REO property. Do not disturb occupants or walk on property. Buyers’ premium paid at closing by buyer. *** Seller makes no guarantees about property’s condition,

  Jamarr Zellner REALHome Services & Solutions

  4 William St, Ossining, NY 10562
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  /2

  $195,000

  • Land
  • 1.69 Acres
  • $115,385 per Acre

  7 Hawkes Ave, Ossining, NY 10562

  Partially wooded 1.69 acre lot in Ossining.

  Anthony Matra Hudson Edge Real Estate LLC

  7 Hawkes Ave, Ossining, NY 10562
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  /25

  $329,900

  • 5 Beds
  • 1.5 Baths
  • 2,880 Sq Ft

  20 Maple Place, Ossining, NY 10562

  According to the Town Of Ossining this house is uninhabitable and it is unsafe to enter. As such, interior showings are not permitted. Sold Strictly As Is. Buyer will be responsible for any and all debris removal. Buyer will be responsible for any and all Open Permits and/or Violations. Buyer to pay NY State Transfer Tax. Again, interior inspections are not available due to deteriorating property

  Gary Leogrande Keller Williams NY Realty

  20 Maple Place, Ossining, NY 10562
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  /14

  $240,000

  • 2 Beds
  • 1 Bath
  • 951 Sq Ft

  135 Main St Unit 203, Ossining, NY 10562

  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 of "fair and affordable"

  Igor Krasnoperov Rising Star Realty

  135 Main St Unit 203, Ossining, NY 10562
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  $1,325,000

  • 3 Beds
  • 2.5 Baths
  • 3,078 Sq Ft

  12 Country Club Ln N, Briarcliff Manor, NY 10510

  Elegant 3-Bedroom Retreat with Hudson River Views near Sleepy Hollow Country Club. Nestled on a peaceful cul-de-sac, this stately 3 bedroom, 2.5 bath home offers refined living with breathtaking views of the Hudson River. Step inside to discover a sun-drenched formal living room featuring a beautiful bay window for taking in the view. The spacious family room was made for cozy nights, anchored by

  Michael Criscuolo Houlihan Lawrence Inc.

  12 Country Club Ln N, Briarcliff Manor, NY 10510
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  $3,400,000

  • 6 Beds
  • 5.5 Baths
  • 6,754 Sq Ft

  24 Country Club Ln, Briarcliff Manor, NY 10510

  Experience breathtaking, panoramic views of the majestic Hudson River from this exceptional sanctuary in Briarcliff Manor, NY. Reimagined and completely rebuilt in 2011, this unique home seamlessly blends elegance with serenity, offering a true connection between indoor and outdoor living. The property is designed to immerse you in nature’s beauty, with every space thoughtfully crafted to elevate

  Elizabeth Hargraves Julia B Fee Sothebys Int. Rlty

  24 Country Club Ln, Briarcliff Manor, NY 10510

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