Ossining, NY Homes for Sale

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  /16

  $174,999

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  119 S Highland Ave Unit 1B, Ossining, NY 10562

  This beautifully updated 2-bedroom, 1-bathroom co-op offers a bright, spacious layout with durable vinyl flooring and fresh paint throughout. The renovated kitchen features stainless steel appliances and sleek countertops, while the updated bathroom combines modern style and functionality. Enjoy ample closet space and added storage, plus access to on-site laundry, parking, and amenities including

  Alexiss Hernandez YourHomeSold Guaranteed Realty

  119 S Highland Ave Unit 1B, Ossining, NY 10562
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  /36

  $649,000

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft

  61 Cedar Ln, Ossining, NY 10562

  This inviting ranch-style home offers breathtaking Hudson River views from the moment you step inside. The open, flowing floor plan is perfect for modern living. The light-filled dining room leads into a newly renovated kitchen (2022) with quartz countertops, stainless steel appliances, and direct access to the outdoors. The spacious living room features a cozy brick fireplace, and the

  Zachary Zweibon Compass Greater NY, LLC

  61 Cedar Ln, Ossining, NY 10562
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  /39

  $2,999,000

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

  104 Marlborough Rd, Briarcliff Manor, NY 10510

  The Roy O. Allen House on Marlborough Road is arguably one of the most renowned modern homes in Westchester County and a celebrated icon of mid-century glass architecture worldwide. Featured prominently in Architectural Digest, Dwell, GQ, The New York Times, and TV shows like Fallout and Hunters (Amazon Prime), this 1957 International Style pavilion is a masterwork of design. (In fact, these

  Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  104 Marlborough Rd, Briarcliff Manor, NY 10510
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  $385,000

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

  16 Rockledge Ave Unit 7J, Ossining, NY 10562

  Breathtaking Hudson River views and stunning sunsets from every room from this spacious 2-bedroom, 2-bath Scarborough Manor apartment. This unit features 9’ ceilings, an updated kitchen, generous closet space, ideal for downsizing or easy living. Enjoy morning coffee on the covered balcony overlooking the Palisades. The primary bedroom suite offers a dressing area, four closets, one is

  Janet Brand Houlihan Lawrence Inc.

  16 Rockledge Ave Unit 7J, Ossining, NY 10562
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  /28

  $719,900 Open Sat 2PM - 4PM

  • 6 Beds
  • 2 Baths
  • 1,944 Sq Ft

  94 Linden Ave, Ossining, NY 10562

  Welcome to this legal 2 family Stucco Colonial home style in the heart of it all! Great opportunity for those looking to owner-occupy one unit, and rent the other unit to offset some of your carrying cost or a great investment opportunity! This unique property offers character, charm, and details one expects from this vintage. Unit 1: The main floor: the gracious entry leads you to an enclosed

  Maria Vele Keller Williams Realty Partner

  94 Linden Ave, Ossining, NY 10562
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  /2

  $3,000,000

  • Land
  • 6 Acres
  • $506,757 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

  Barry Synnott Coldwell Banker Realty

  0 van Wyck St Unit KEY834077, Ossining, NY 10562
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  /21

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  3 Belleview Ave, Ossining, NY 10562

  Great project! Perfect for a new flipper! Lots of work has already been done. Located close to everything downtown Ossining has to offer. Lower level includes a large flex space plus a full bath with tub. Wonderful backyard space will be perfect for entertaining friends and family. Stairs/Walkway and garage require extensive work. House sold "As-Is" with violations on garage. Please be

  Derek Greene Greene Realty Group

  3 Belleview Ave, Ossining, NY 10562
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  /12

  $225,000

  • Land
  • 0.99 Acre
  • $227,434 per Acre

  48 Gordon Ave, Briarcliff Manor, NY 10510

  Located on a wooded hilltop in the Briarcliff PO/Ossining area, this property offers the perfect setting for your dream home with electricity and septic on site. Enjoy privacy, natural surroundings, and scenic vistas while still being close to local restaurants, parks, trails, and transportation. Whether you envision a modern retreat or a classic home, this scenic location provides the ideal

  Eric Stein RE/MAX Distinguished Hms.&Prop

  48 Gordon Ave, Briarcliff Manor, NY 10510
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  /31

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  3 Sherman Place, Ossining, NY 10562

  New Construction Home – 3 Sherman Pl, Ossining, NY – 65% Complete!Situated on a quiet street, this spacious home features 4 bedrooms and 2.5 bathrooms, an open-concept layout, The sun-drenched living area boasts large windows, high ceilings, and sleek hardwood floors, creating an inviting atmosphere for relaxation and entertaining. Upstairs, the primary suite offers a generously sized and

  Arif Baksh YourHomeSold Guaranteed Realty

  3 Sherman Place, Ossining, NY 10562
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  /4

  $299,000

  • Land
  • 0.27 Acre
  • $1,107,407 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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  /41

  $4,300,000

  • 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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  /20

  $788,888

  • 4 Beds
  • 3.5 Baths
  • 2,742 Sq Ft

  15 Cooper Dr, Ossining, NY 10562

  Nestled in a peaceful and picturesque neighborhood in Ossining, NY, 15 Cooper Drive offers a beautiful blend of comfort and convenience. This spacious 5-bedroom, 4 1/2 -bathroom home is perfect for families seeking a retreat that still provides easy access to everything you need. With generous living space, this home provides an ideal layout for both relaxation and entertaining.The

  Bopaul Sookdeo YourHomeSold Guaranteed Realty

  15 Cooper Dr, Ossining, NY 10562
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  /49

  $3,300,000

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

  36 Revolutionary Rd, Briarcliff Manor, NY 10510

  Luxury Meets History: Discover 36 Revolutionary Road, a true Westchester Treasure. Welcome to this private 3.83-acre estate that is perfectly positioned between the Hudson River and Sleepy Hollow Country Club. World-class dining, shopping and train are nearby, blending convenience with serene privacy. The stately home boasts five spacious ensuite bedrooms, including a spectacular primary

  Elaine Wasserman Houlihan Lawrence Inc.

  36 Revolutionary Rd, Briarcliff Manor, NY 10510
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  /50

  $849,999

  • 5 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  18 Somerstown Rd, Ossining, NY 10562

  Welcome Home!To this beautifully maintained five-bedroom, three-bathroom home which offers ample space and modern amenities for comfortable living and entertaining. Located in a serene neighborhood, it blends timeless charm with contemporary features.Key Features:- Spacious bedrooms, including a main suite with a private bathroom and ample closet space.- Two full bathrooms and a half bath with

  Feliciano Ortiz Call it Closed Intl. Realty

  18 Somerstown Rd, Ossining, NY 10562
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  /19

  $210,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  135 S Highland Ave Unit B5, Ossining, NY 10562

  The seller will give $3,000 to the buyer at closing towards new appliances. Bright, spacious, and inviting, this two-bedroom, one-bathroom co-op is a great home in a great location. The dining area and hall have beautiful hardwood floors and plenty of closets throughout the unit. It has great sun exposure, with the living room and kitchen facing West. Its well-kept grounds, with a pool and

  Raymond Lopez Howard Hanna Rand Realty

  135 S Highland Ave Unit B5, Ossining, NY 10562
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  /41

  $1,950,000

  • 4 Beds
  • 4.5 Baths
  • 5,356 Sq Ft

  2 Shadow Tree Ln, Briarcliff Manor, NY 10510

  Welcome to this stunning townhome nestled within the prestigious grounds of the Trump National Golf Course in Briarcliff Manor, Westchester. This exquisite property offers a luxurious lifestyle with exceptional features and amenities. Bright and airy interior adorned with floor-to-ceiling windows, high ceilings, and custom walk-in California closets throughout. The main level boasts a lavish

  Hillary Landau Compass Greater NY, LLC

  2 Shadow Tree Ln, Briarcliff Manor, NY 10510
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  $1,999,999

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

  205 River Rd, Briarcliff Manor, NY 10510

  Experience Refined Luxury and Unparalleled Lifestyle in Briarcliff Manor. Discover this exceptional 5-bedroom, 3.5-bath colonial, masterfully reimagined by prominent Westchester County builder with exquisite attention to detail. Perfectly situated on a large lot in the prestigious River Road neighborhood, this home offers a seamless blend of elegance, comfort, and modern living. Step inside to

  Lindsay DiLoreto Houlihan Lawrence Inc.

  205 River Rd, Briarcliff Manor, NY 10510
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  /30

  $734,900

  • 4 Beds
  • 3 Baths
  • 3,016 Sq Ft

  6 Cedar Lane Terrace, Ossining, NY 10562

  Classic Stoneface Ideal Colonial Cape on Lovely .25 acre lot with Stone Patio and Large Outdoor Masonry Ovens to make your Outdoor Entertaining Epic! This 3,000 s/f House has a Full Bathroom on each of the Three levels. First Floor Bedroom and Bath, Kitchen with nice Cabinetry with New Stainless Appliances & Granite Counters, Formal Dining Room, Living Room with Fireplace and Beautiful Sun Porch

  Thomas Nigro Schatz Realty Group

  6 Cedar Lane Terrace, Ossining, NY 10562
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  /30

  $725,000

  • 3 Beds
  • 3 Baths
  • 2,178 Sq Ft

  59 Old Albany Post Rd, Ossining, NY 10562

  Waterfront!!! Experience your own slice of paradise in this charming colonial with direct Croton River frontage and access. This well-maintained home features spacious rooms, a renovated kitchen, and a walk-up attic, combining comfort and character. The level yard is ideal for outdoor activities, with kayaking, fishing, and bird watching just steps away. Ideally situated minutes from the Aqueduct

  Ken Wile Redfin Real Estate

  59 Old Albany Post Rd, Ossining, NY 10562
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  /36

  $2,900,000

  • 14 Beds
  • 7.5 Baths
  • 15,530 Sq Ft

  139 Scarborough Rd, Briarcliff Manor, NY 10510

  Seize this rare opportunity to own an iconic estate rich in history, dating back to the 1890s. This distinguished property, known as “The Manor House,” was built for and live in by Walter Law, the founder of The Village of Briarcliff Manor. Constructed on Brier Cliff Farms, originally acquired from James Stillman, then-President of National City Bank (now Citibank), the estate at 139 Scarborough

  Elana Zimmerman Julia B Fee Sothebys Int. Rlty

  139 Scarborough Rd, Briarcliff Manor, NY 10510
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  /20

  $599,000

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  58 Yale Ave, Ossining, NY 10562

  Welcome to this fantastic 2-family multi-family home in the heart of Ossining, NY! Enjoy the perfect blend of convenience and comfort in this exceptional property. Located in a prime spot, you'll be just steps away from shops, restaurants, and entertainment, with easy access to trains and public transportation. Great investment opportunity with potential for rental income and long-term

  Chaim Lebrecht eRealty Advisors, Inc

  58 Yale Ave, 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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  /33

  $750,000

  • 6 Beds
  • 2.5 Baths
  • 3,720 Sq Ft

  33 Ryder Rd, Ossining, NY 10562

  Calling all antique lovers! On the hilltop of Ryder Road in Ossining sits an historic property going back centuries, on the market for the first time in decades. The 33 Ryder Road 1826 farmhouse, claimed to be Ossining's oldest residence by The Citizen Register of 1936, is oozing with original charm, including its huge rocking chair front porch, 7' high ceilings, wide plank hardwood floors and

  Lynn Harmonay North Country Sothebys Int Rlt

  33 Ryder Rd, Ossining, NY 10562
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  /13

  $585,000

  • Land
  • 7 Acres
  • $87,970 per Acre

  1801 Spring Valley Rd, Ossining, NY 10562

  Build the house of your dreams on 6.49 acres in a serene setting! Welcomed by romantic stone walls and a long driveway, tucked away from the road is a "Board of Health Approved" lot for a 4+ Bedroom home, with 5-acre zoning privacy & room for pool and tennis. Conveniently located between Route 9A and Taconic State Parkway, just 7 minutes away are the Croton MetroNorth train station and Village

  Carina Sierra North Country Sothebys Int Rlt

  1801 Spring Valley Rd, Ossining, NY 10562
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  /2

  $398,200

  • 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,

  Christopher Rose REALHome Services & Solutions

  4 William St, Ossining, NY 10562
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  /8

  $679,000 Pre-Foreclosure

  • 3 Beds
  • 3.5 Baths
  • 2,820 Sq Ft

  37 Washington Ave, Ossining, NY 10562

  Large 2 family Great location older victorian style 9 ft ceilings Across street from scenic park

  Louis Zazzarino ZAZZARINO LOUIS

  37 Washington Ave, Ossining, NY 10562
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  /18

  $529,000 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,474 Sq Ft

  3 Ward Place, Ossining, NY 10562

  Charming Tudor on a tree-lined street with tons of potential. Rooms live large - huge living room with fireplace, kitchen with center island, study/den bonus room on the main level. Full sized unfinished basement where the possibilities are endless, and a full-height attic. Two-car detached garage is perfect for a workshop. Oversized deck and great yard. Don't miss the opportunity to turn this

  Tracy Salciccia ERA Insite Realty Services

  3 Ward Place, Ossining, NY 10562
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  /14

  $285,000

  • 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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  /41

  $3,500,000

  • 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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