Ossining, NY Homes for Sale

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  /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
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  /38

  $774,000

  • 3 Beds
  • 3.5 Baths
  • 2,650 Sq Ft

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510

  Spacious End Unit Townhome in Scarborough Glen – 4 Levels, Renovated Kitchen, Private Wooded Backyard. Welcome to this sun-filled end unit townhome in desirable Scarborough Glen, featuring four finished levels and a private, wooded backyard oasis. The spacious open-concept Living and Dining Room offers gleaming hardwood floors, a charming wood-burning fireplace, custom built-in cabinetry, and

  Jared Wiener Berkshire Hathaway HS NY Prop

  701 Pheasant Woods Rd, Briarcliff Manor, NY 10510
• 

  

  

  /34

  $730,000

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  11C Piping Rock Dr, Ossining, NY 10562

  Nestled at the end of the serene and private Piping Rock Drive, this stunning colonial home offers a perfect blend of elegance, comfort, and convenience. As you approach, the expansive driveway ensures ample parking, while the attached one-car garage provides seamless access to the property. To the side of the garage, a charming, covered patio invites you to enjoy morning coffee or unwind in the

  Paige Castiello Keller Williams Realty Group

  11C Piping Rock Dr, Ossining, NY 10562
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  /44

  $948,000

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

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

  It doesn't get any better than this! You can't find these panoramic, year-round river views, this space and this new condition in Hudson Harbor or NYC for this price!!! One of a kind-completely renovated top-of-the line showpiece home--a huge 3 BR, corner unit with year-round unobstructed Hudson River Views from all Rooms! Vacation at home and watch the boats sail by. Private Balcony off Living

  Susan Strawgate Code Houlihan Lawrence Inc.

  16 Rockledge Ave Unit 5D-2, Ossining, NY 10562
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  /32

  $599,900 Open Sun 1PM - 3PM

  • 6 Beds
  • 2 Baths
  • 2,243 Sq Ft

  6 Agate Ave, Ossining, NY 10562

  Welcome to this charming vintage front porch Colonial with modern upgrades throughout. Entry hall presents detailed woodworking and stained glass windows. Impressive high ceilings and hardwood floors on the first floor lead into a large living room with crown molding and formal dining room or flexible space. These dual formal rooms are also ideal for a more casual centered lifestyle.

  Penny Carino Houlihan Lawrence Inc.

  6 Agate Ave, Ossining, NY 10562
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  /37

  $569,111

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft

  60 Revolutionary Rd, Ossining, NY 10562

  Once in a LIFETIME opportunity to buy a piece of Westchester County history. This updated historic 1800 Sparta Farmhouse has tons of character, easy walk to the Scarborough Station to Manhattan, , walk to Starbucks and shopping. L shaped private yard is great for kids or the garden enthusiast. This home comes with TONS of upgrades: Newer basement/garage supports, full porch roof rebuild, historic

  Justin Landon Howard Hanna Rand Realty

  60 Revolutionary Rd, Ossining, NY 10562
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  /26

  $675,000

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

  58 Yale Ave, Ossining, NY 10562

  Exceptional Two-Family Opportunity in Ossining, NY! This versatile property offers a fantastic chance for first-time buyers or investors to maximize their investment. With one unit freshly vacated, move right in and rent out the second to help cover your mortgage. The home features an attached two-car garage, providing ample parking and storage space. What truly sets this property apart is the

  Chaim Lebrecht eRealty Advisors, Inc

  58 Yale Ave, Ossining, NY 10562
• 

  

  /19

  $529,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,102 Sq Ft

  88 Broadway Unit 4, Ossining, NY 10562

  Experience the perfect blend of historic charm and modern comfort in this sun-drenched 2 bed, 2.5 bath condo located in a beautifully converted antique schoolhouse. This distinctive residence pairs original architectural character with contemporary finishes. Soaring vaulted ceilings with exposed beams and oversized windows flood the space with natural light, enhancing the open, airy ambiance. The

  Sandra Santos-Lacey Coldwell Banker Realty

  88 Broadway Unit 4, Ossining, NY 10562
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  /31

  $749,000

  • 3 Beds
  • 1.5 Baths
  • 1,767 Sq Ft

  10 Crest Dr, Briarcliff Manor, NY 10510

  Set on a picturesque, tree-lined street in the highly sought-after village of Briarcliff Manor, 10 Crest Drive is a striking Tudor brimming with curb appeal. Step into the screened-in porch, where a serene atmosphere invites you to relax and unwind for hours. Inside, you're welcomed by a charming foyer that leads into a beautifully appointed living room, featuring a wood-burning fireplace,

  Mark Nadler Berkshire Hathaway HS NY Prop

  10 Crest Dr, Briarcliff Manor, NY 10510
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  /19

  $550,000

  • 3 Beds
  • 1 Bath
  • 1,138 Sq Ft

  24 Briarbrook Rd, Ossining, NY 10562

  HOME SWEET HOME!! Welcome to this beautiful 3 bedroom, 1 bathroom RANCH style home - sitting on a CUL-DE-SAC in the "Birchbrook Estates" neighborhood! Enter into the Living room, and you will appreciated the oak hardwood floors, and the front facing bay window. The Dining area boasts oak hardwood floors, and a bay window also. The Eat-in-Kitchen has solid wood cabinetry, pantry, along with access

  Elizabeth Kamp Kane & Associates

  24 Briarbrook Rd, Ossining, NY 10562
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  /40

  $209,900

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft

  16 Rockledge Ave Unit 4MM2, Ossining, NY 10562

  Just in time to enjoy the summer at the inground Heated Swimming Pool and all the Amenities Scarborough Manor offers Both Indoor and Outdoor! A Luxurious Gated Community on the Hudson in a Tranquil Setting but yet a stones throw away to Stores, Buses and Scarborough Train station. This Junior Size One Bedroom, One Bath has Southern Exposure creating a Very Cheerful Environment and featuring

  Marguerite Conte Corcoran Legends Realty

  16 Rockledge Ave Unit 4MM2, Ossining, NY 10562
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  /38

  $410,000

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

  2 Briarcliff Dr S Unit 10, Ossining, NY 10562

  Welcome to Your Move-In Ready Oasis! This COMPLETELY renovated, ground-level home in the sought-after Briarcliff Woods community is ready for its next lucky owner. From the moment you arrive, the reserved parking spot just steps from your front door sets the stage for effortless, convenient living. Inside, you’ll find a thoughtfully designed layout featuring two spacious bedrooms and two updated

  Lisa DaRos Houlihan Lawrence Inc.

  2 Briarcliff Dr S Unit 10, Ossining, NY 10562
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  /45

  $874,999

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

  11 Pond View Ln, Ossining, NY 10562

  Inside the quiet, gated community of Mystic Pointe high above the Hudson River, this pristine three-level end-unit townhouse is airy, sunlit and designed for easy living. Updated six years ago and beautifully maintained since, it’s completely move-in ready. The main level features a chef’s kitchen with stainless steel appliances and a gazebo-windowed dining area that catches the morning light.

  Bill D'Ambrosio Compass Greater NY, LLC

  11 Pond View Ln, Ossining, NY 10562
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  /36

  $499,222

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  612 Kemeys Ave Unit 12, Briarcliff Manor, NY 10510

  First floor unit with Hudson river views at pet-friendly Kemeys Cove offers a balcony to sit and enjoy river views and spectacular sunsets. This inviting home has an open modern layout designed for today’s lifestyle. The seamless flow between the living, dining, and kitchen areas are perfect for everyday living. The built-in seating in the dining area provides additional storage and the built-in

  Mark Seiden Mark Seiden Real Estate Team

  612 Kemeys Ave Unit 12, Briarcliff Manor, NY 10510
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  /45

  $1,323,000

  • 4 Beds
  • 3 Baths
  • 2,950 Sq Ft

  320 Illington Rd, Ossining, NY 10562

  Kitchawan Farmhouse built approx. 1850 featuring all up-to-date amenities. Stylish Kitchen w/cherry wood cabinetry, granite counters, Wolf gas stove, Subzero Refrig. & additional 2 refrigerator draws in cabinets.. Enter the Formal Dining Room and extra large Living Room with wood burning original fireplace and freshly stained & polished wide plank floors. Continue on to the Family Room,

  Janet Auer Coldwell Banker Realty

  320 Illington Rd, Ossining, NY 10562
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  /46

  $1,200,000

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

  1121 Estates Dr, Ossining, NY 10562

  Discover your dream home at 1121 Estates Drive in Ossining, NY! Nestled on a picturesque 1.8-acre lot, this amazingly renovated gem offers the perfect blend of modern amenities and serene suburban living within the highly sought-after Yorktown School District.Step inside and be captivated by the gleaming, newly refinished hardwood floors and the light-filled, oversized rooms, perfect for

  Annette Cicinelli Keller Williams Realty Partner

  1121 Estates Dr, Ossining, NY 10562
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  /34

  $510,000

  • 2 Beds
  • 2 Baths
  • 1,283 Sq Ft

  83 Hudson Point Ln, Ossining, NY 10562

  Welcome to your next home - a stylish 2-bedroom condo where modern living meets comfort, and where your four-legged family members are warmly welcomed! Hudson Point is a lovely pet friendly complex overlooking the historic Hudson. Enjoy stunning sunsets in this 2 bedroom, 2 bath end unit with partial seasonal river views. Step inside and discover an open-concept living space filled with natural

  Luba Sydor Houlihan Lawrence Inc.

  83 Hudson Point Ln, Ossining, NY 10562
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  /36

  $849,000 Open Sat 12PM - 2PM

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

  37 Secor Rd, Ossining, NY 10562

  A Multi Family and Single family being sold as a package. Left side is a 2 Bedroom, One Bath Single family (one level - like an apartment) home with a garage below and basement. Multi family is a 1Bedroom over 1 Bedroom w/ access to basement. Basement extends full length of both homes and is unfinished. Above ground Oil tank. One furnace, 3 Meters. Garage parking for 1 to 2 cars. Unobstructed

  Monica Cooper THD Homes LLC

  37 Secor Rd, Ossining, NY 10562
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  /34

  $585,000

  • 4 Beds
  • 2 Baths
  • 1,488 Sq Ft

  16 Forest Ave, Ossining, NY 10562

  Welcome to 16 Forest Avenue, an elegant retreat nestled in the charming enclave of Ossining, NY. This beautifully appointed residence offers an exquisite blend of sophistication and comfort across a generous 1,488 square feet.Step inside and be greeted by gleaming hardwood floors that lead you through a spacious layout featuring four well-appointed bedrooms and two pristine bathrooms.

  Korab Krasniqi Compass Greater NY, LLC

  16 Forest Ave, 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 pool, a

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  335 Croton Dam Rd, Ossining, NY 10562
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  /33

  $899,222

  • 4 Beds
  • 2.5 Baths
  • 3,551 Sq Ft

  1 Noel Dr, Ossining, NY 10562

  Sprawling Cape Cod style home with first floor primary suite on a fabulous, private setting. Kitchen has stainless appliances and stone counters, formal dining room has large bay window looking out at the fenced-in property, and living room has high ceilings and a fireplace. Sun Room off the kitchen has 3 skylights and the covered patio off the kitchen overlooks the lush landscaping, backing up

  Mark Seiden Mark Seiden Real Estate Team

  1 Noel Dr, Ossining, NY 10562
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  /38

  $875,000

  • 8 Beds
  • 4 Baths
  • 2,380 Sq Ft

  39 Terrace Ave, Ossining, NY 10562

  Welcome to 39 Terrace Avenue, a well-maintained and versatile three-family property nestled on a 0.20-acre lot in the vibrant Village of Ossining. With a total of 2,380 square feet across three distinct residential units—including a detached rear cottage—this offering is perfect for primary residency AND investors seeking strong income potential and long-term upside.**Unit 1 – First Floor

  James Schunk Schunk Realty Group

  39 Terrace Ave, 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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  /26

  $499,000

  • 3 Beds
  • 1 Bath
  • 1,031 Sq Ft

  8 Samstag Ave, Ossining, NY 10562

  Charming ranch offers a bright and spacious living room with built-in shelves, an eat-in-kitchen with an island, granite counters and stainless steel appliances. Privacy abounds in this spacious, fenced-in yard. One car garage. Storage room in the basement. Ample off-street parking in the driveway. Close to shops, parks, and transportation. The Croton Aqueduct Trail is one block away. Three

  Maureen McEnroe Joyce Realty Corp

  8 Samstag Ave, Ossining, NY 10562
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  /36

  $515,000

  • 3 Beds
  • 1 Bath
  • 1,526 Sq Ft

  25 Belleview Ave, Ossining, NY 10562

  Choose your Hudson view from your front porch or second floor enclosed balcony in this superb village stunner. This 3 bedroom home has preserved its vintage charm, thanks to the owner's care, with an attractive and artistic color scheme, hardwood floors, sconce lights, and artisan early 20th century millwork. The kitchen has a breakfast bar, and a pass through to the formal dining room,

  J. Philip Faranda Howard Hanna Rand Realty

  25 Belleview Ave, Ossining, NY 10562
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  /5

  $150,000

  • Land
  • 0.10 Acre
  • $1,500,000 per Acre

  5-7 Hill St, Ossining, NY 10562

  Rare level vacant lot located on quiet dead end street. Potential for seasonal vista views of Hudson & Palisades. Zoning allows for Two-family or Single-family home. Sidewalk, municipal sewer & water, electric, gas, and cable in immediate proximity of subject property. Planning & ZBA approval required!

  Greg Kane Kane & Associates

  5-7 Hill St, Ossining, NY 10562
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  /33

  $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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  /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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  /37

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  255 Chadeayne Rd, Ossining, NY 10562

  Yorktown municipality, Yorktown Schools in the Kitchawan area. Set back from the road sits this stately home. Rich hardwood floors open floor plan and gorgeous natural light. The lower-level area is absolutely enormous and can accommodate ping pong, pool table and with the intimate fireplace, the entertainment options are limitless. With four bedrooms upstairs and an office downstairs could be

  Douglas Dill Houlihan Lawrence Inc.

  255 Chadeayne Rd, 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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  /4

  $279,000

  • Land
  • 0.27 Acre
  • $1,033,333 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 home,

  Debra Tricarico Houlihan Lawrence Inc.

  50 Hunter St, Ossining, NY 10562
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  /49

  $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 living.The home

  Timothy Hegarty Houlihan Lawrence Inc.

  177 Old Briarcliff Rd, Briarcliff Manor, NY 10510
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  /18

  $135,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  127 S Highland Ave Unit 2A4, Ossining, NY 10562

  Sunny move-in ready unit in Highland Terrace garden-style complex. 1st floor unit with only a few steps to door. Spacious living area. Oversized kitchen with window and pantry closet. Dining alcove. Large sunny bedroom with multiple windows and large closet. Bathroom with window. Flooring is a combination of hardwood floor, carpeting, and tiles. Large laundry room conveniently located inside the

  Paola Cortona Keller Williams NY Realty

  127 S Highland Ave Unit 2A4, 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

  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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  /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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  /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
• 

  /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
• 

  

  /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
• 

  

  /39

  $649,999 Open Sat 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,661 Sq Ft

  4 Hudson Watch Dr, Ossining, NY 10562

  Welcome to Your Dream Townhome in the Highly Coveted Hudson Watch Community! Experience carefree living in one of Ossining’s most desirable communities—Hudson Watch. Here, the HOA takes care of the beautifully maintained grounds and amenities, so you can focus on what matters most: enjoying life. Say goodbye to mowing the lawn, shoveling snow, or maintaining a pool—this is low-maintenance living

  Melvin Ramos Coldwell Banker Realty

  4 Hudson Watch Dr, Ossining, NY 10562

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