Ossining Homes under $800,000

Welcome to Ossining, New York – a captivating riverside community nestled in the heart of Westchester County. Known for its rich history, diverse culture, and picturesque landscapes, Ossining offers a perfect blend of suburban charm and urban convenience. With the Hudson River as its backdrop, residents enjoy stunning views, outdoor activities, and a vibrant local arts scene.

Ossining is not just a place to live; it's a community where neighbors become friends. The town boasts an array of parks, including the scenic Louis Engel Waterfront Park, perfect for picnics, jogging, or simply soaking in the breathtaking river views. The Ossining Farmers Market is a local favorite, showcasing fresh produce and artisanal goods, fostering a sense of community and supporting local businesses.

For those seeking a home in Ossining, you'll be delighted to discover a variety of properties available for under $800,000. This price range offers a fantastic selection of charming single-family homes, cozy townhouses, and modern condos, catering to various lifestyles and family sizes. Many of these homes feature spacious yards, updated interiors, and easy access to public transportation, making commuting to New York City a breeze.

With its excellent schools, vibrant community events, and a strong sense of belonging, Ossining is an ideal place to call home. Whether you're a first-time buyer or looking to downsize, the real estate opportunities here are as inviting as the community itself. Come explore Ossining and find your perfect home in this enchanting riverside town!

Newest Ossining Homes under $800,000

$280,000

2 Beds ⋅ 1 Baths ⋅ 1057825 MLS

What an absolutely excellent opportunity! Come see this adorable cottage in the charming, unique, and AMAZING 44-home community that is Campwoods Grounds! As you walk through the property, you will notice the care that owners put into their homes...The attention to detail, the personal landscaping - in addition to the common areas, and the overall meticulousness is evident across the grounds. This two-bedroom cottage is ready for the lucky buyer(s) to add THEIR own personal touches, but plenty of wonderful features are already in place: A nice-sized eat in kitchen, beautiful hardwood floors downstairs, and a 120-square foot screened in porch are just some of these highlights. There are also two split heat/ac systems for efficiency, one up and one downstairs, as well as a gas furnace if desired for those absolutely frigid winter days/nights. The Campwoods Grounds community also boasts an extensive community garden, LARGE auditorium for neighborhood functions and other events, and a schedule of neighbohood get togethers to enjoy when you want to stay close to home. All of this, so convenient to all, and at a superb price point for the Ossining School District! Taxes with the STAR discount would be $4302/yr.

30 Campwoods Grounds, Ossining

$578,000

3 Beds ⋅ 2 Baths ⋅ 1022233 MLS

A Rare Piece of History with Original Character & Separate Barn. Own a piece of history with this truly special historic home, built circa 1888 in the town of New Castle, lovingly cared for by the same family for decades. Filled with wonderful memories and timeless character, this antique home offers a rare opportunity to enjoy original details while creating your own story for generations to come. Drenched in natural light, the home welcomes you with beautiful original wood floors, period details, and a warm wood-burning fireplace that creates an inviting gathering space in every season. The open-flow layout provides an easy connection between living spaces and is perfectly suited for entertaining family and friends. Beyond the main residence is a separate detached barn structure with a loft, offering exceptional flexibility for today's lifestyle. Imagine a private artist studio, yoga or Pilates space, creative workshop, home office, or work-from-home retreat. The additional building provides room to pursue your passions, accommodate hobbies, or simply create a peaceful escape. Set against a backdrop of rolling hills, this distinctive property combines historic charm, original craftsmanship, versatile spaces, and a sense of place that is increasingly hard to find. A special home. A remarkable history. A separate barn full of possibilities. Your chance to own a piece of the past while making it your own

115 Somerstown Road, Ossining

$679,000

4 Beds ⋅ 2 Baths ⋅ 1056019 MLS

Picture yourself unwinding by the fireplace, hosting summer dinners on your large deck, and gathering around the firepit under the stars. This inviting two-story Colonial on a cul-de-sac in Ossining offers 4 bedrooms, 2 bathrooms, a garage, and a basement. The backyard has room to play, entertain, and enjoy outdoor activities, with raised garden beds and a peach tree, blueberry and blackberry bush ready to inspire your green thumb. With supermarkets, schools, highway and the train close by, everyday convenience complements the comfort of home. Come see the possibilities and make this home your own!

7 Bradshaw Drive, Ossining

$465,000

2 Beds ⋅ 2 Baths ⋅ 1051559 MLS

Welcome to this updated top-floor, end-unit condo offering privacy, light, and effortless living. A private balcony provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. The inviting living room features a fireplace, skylight, and direct access to the balcony, creating a bright and welcoming gathering space. The newly renovated eat-in kitchen offers stylish updates and functionality, while two spacious bedrooms each feature their own walk-in closet. Two beautifully updated baths add to the comfort and convenience. A washer and dryer are located within the unit. Additional highlights include assigned parking plus ample visitor parking. Enjoy an array of community amenities including a swimming pool, clubhouse, and sports court. A complimentary shuttle provides convenient access to the Croton-Harmon Metro-North Railroad Station, making commuting a breeze. A wonderful opportunity to enjoy turnkey condominium living in a well-appointed community.

10 Briarcliff Drive S Unit #5, Ossining

$550,000

3 Beds ⋅ 2 Baths ⋅ 1055776 MLS

This one is a true delight. Lovingly cared for by the same family for 50 years, this beautifully maintained 1912 Ossining home has been thoughtfully expanded over time, with additions that feel completely seamless and create an easy, natural flow throughout its 2,217 square feet. A welcoming foyer opens to a generous living room and separate sitting room, offering wonderful spaces to gather, relax, and entertain. The eat-in kitchen connects easily to the formal dining room, where a charming built-in corner cabinet adds just the right touch of character. Also on the main level is a beautifully renovated full bath with a step-in shower, along with a flexible room currently used as an office that could easily serve as a fourth bedroom, guest room, or den. Upstairs are three spacious bedrooms with excellent closet space and a pristine full hall bath. The lower level takes care of the practical side with laundry, utilities, a workbench area, and plenty of storage. Outside, the level .12-acre property offers a lovely yard and ample driveway parking. Immaculate, inviting, and wonderfully comfortable, this is one of those homes that simply feels good the moment you walk in. A true Ossining cream puff, ready for its next chapter.

53 Upper Croton Avenue, Ossining

$225,000

2 Beds ⋅ 1 Baths ⋅ 1041072 MLS

Opportunity awaits at this 2-bedroom, 1-bath bi-level co-op in the High Meadow Cooperative! This home offers comfortable, functional living that has been lovingly lived-in and ready for your personal touch, it's a great chance to build equity and make it your own. The monthly maintenance covers heat, hot water, sewer, trash, and grounds — a simple, low-hassle way to own. Commuters will love the location: about 1 mile to the Scarborough Metro-North station for an easy 45-minute ride to Grand Central, plus shopping and restaurants nearby. Don't miss this value-priced opportunity in a convenient location! Make your appointment today!

4 Charter Circle Unit #4, Ossining

$455,000

2 Beds ⋅ 2 Baths ⋅ 1053845 MLS

Tucked away above the Hudson River in the private Liberty Knoll community, this two bedroom renovated end-unit townhouse offers approximately 1,452 square feet across three levels. Dual exposures bring abundant natural light throughout, while the main level features a renovated kitchen, bright living and dining areas, a powder room and a rear deck. Upstairs, a spacious primary bedroom is joined by a renovated full bathroom and an additional bedroom offering flexible living space. An attached one-car garage opens directly into the finished basement, adding everyday convenience and additional space for a rec room or office. Liberty Knoll residents enjoy a community pool and clubhouse, plus a weekday reimbursement program for transportation to the nearby Scarborough Metro-North station. Close to shopping, the Hudson River and the Rivertowns, 13 Knoll View offers the ease of townhouse living with the space, flexibility and updates that make it an exceptional find.

13 Knoll View, Ossining

127-1 S Highland Avenue Unit #B5, Ossining

$228,000

2 Beds ⋅ 1 Baths ⋅ 1051780 MLS

Bring your furniture and move right into this beautiful top-floor co-op in Highland Terrace! From the moment you enter, you will appreciate the spacious foyer with hardwood floors, suitable as a entryway drop zone, office space, or breakfast nook. Just beyond is the open galley-style kitchen, featuring granite countertops, a tile backsplash, and a double-basin sink with an under-sink water filtration system. The kitchen opens seamlessly to the living and dining area, complete with a breakfast bar that’s perfect for casual meals or entertaining. The living space features BRAND NEW carpeting, which continues into both bedrooms, and the entire unit has been freshly painted. Down the hallway, you will find a tiled bathroom with a BRAND NEW vanity, toilet, medicine cabinet, and light fixture, plus a bathtub that has just been reglazed. The primary bedroom offers ample closet space, and the second bedroom can function as a guest room, home office, or additional living space. Outside, enjoy the beautifully landscaped grounds, complete with a swimming pool and direct access to the Old Croton Aqueduct Trail. Bring your four-legged companions, as Highland Terrace is a pet-friendly community. Enjoy the best of both convenience and surroundings with this ideally situated home, just under two miles from the Ossining Metro-North station and close to the many attractions, recreation, and natural beauty of the Hudson River area. Come see it today!

127-1 S Highland Avenue Unit #B5, Ossining

$399,000

1 Beds ⋅ 1 Baths ⋅ 1051520 MLS

Welcome to Hudson View Hills community in Ossining, NY! This adorable 1-bedroom, 1-bath unit offers approximately 832 square feet of comfortable, open-concept living. The inviting layout features a spacious living room, dining area, and kitchen, along with the convenience of in-unit laundry. Enjoy plenty of natural light throughout and step out onto your private, freshly painted unit, deck—perfect for relaxing or enjoying your morning coffee. Additional features include an updated bathroom, ample storage located beneath the unit that is shared, and a private outdoor carport included with the home. The pet-friendly community also offers a pool for residents to enjoy. Conveniently located near Metro-North, the historic Hudson River waterfront, shopping, restaurants, and more. With low common charges and a self-managed HOA, this is a wonderful opportunity to own instead of rent. Come see for yourself why this charming unit is a must-see! Great location for commuting with train within close proximity, restaurants, shopping and tons of Ossining community events through out the year.

58 Hudson View Hill, Ossining

$535,000

2 Beds ⋅ 3 Baths ⋅ 1052914 MLS

Set in the heart of a neighborly community, 3 Brooke Club Drive, Unit 4, is on the cusp of two great worlds. Just minutes from transportation, restaurants and schools, yet in its own private oasis on a non-thru street, surrounded by natural beauty, this is the home you have been looking for. Park in the large driveway, large enough for two vehicles, or the garage, which contains the updated mechanical systems of the home. Approach the front door through the gate and down the plant lined path, passing a quiet sitting area as you do. Entering the home, you will find an expansive living room, with windows looking out to the trees beyond. A wood-burning fireplace at the head of the living room is a perfect spot for the approaching fall months. Sliding doors in the dining area, which is wonderfully open to the living room, lead to a rear deck - a perfect place to sit and watch nature beyond. Turning around, find the the bright kitchen with plenty of counter space and updated cabinets that meet all of your storage dreams. Toward the back, a convenient laundry closet and beyond, the garage. Also on this level is the updated hall bathroom and a deep closet, which can hold many treasured items. Up the architecturally striking staircase, illuminated by shafts of light from a wall of windows, you will find a large loft space, suitable for an office, den or more. The cathedral ceiling here soars twelve fee above. Past the loft is the deep primary bedroom with extra closets and its own vaulted ceiling. The ensuite bathroom features a tiled bathtub, glass shower and skylight. Also on this floor is the bright second bedroom, with its own attached full bathroom. Beyond what is inside this wonderful home, we are just a short jaunt to the clubhouse, with a wonderful indoor pool and convenient gym. All of this, just three minutes to the Croton Harmon Train station and moments to downtown Ossining, with all of its shops and attractions. You are a stone's throw from the Hudson river and scenic trails and just fifty minutes from Grand Central Terminal. What more could you ask for?

3 Brooke Club Drive Unit #4, Ossining

$635,000

3 Beds ⋅ 1 Baths ⋅ 1037979 MLS

Welcome to 1 Mundet Drive! This lovingly updated, no-step ranch sits on a desirable cul-de-sac near the Briarcliff Manor border, with easy access to everything you need. Gorgeous and move-in ready, the home features three well-proportioned bedrooms, an updated full bath, hardwood floors, crown molding, a wood-burning fireplace, and lots of charm throughout! The spacious backyard seamlessly extends the living space, offering plenty of room for play, gardening, outdoor dining, and entertaining. Step outside to the attached covered patio, creating a comfortable three-season space that flows naturally to the expansive deck - perfect for relaxing and enjoying the outdoors. A newly resurfaced driveway adds curb appeal, while the large backyard shed provides ample storage and convenient laundry space. Additional improvements include closed-cell spray-foam insulation in the crawl space, plus new attic insulation and plywood flooring for extra storage. The location is convenient to the Metro-North train station, including express service to NYC, as well as shops, restaurants, cafes, supermarkets, schools, parks, the town's recreation center, and public library. With its easy one-level layout, curb appeal, level yard, usable outdoor spaces, and thoughtful improvements, 1 Mundet Drive offers a wonderful opportunity for comfortable one-level living in Ossining.

1 Mundet Drive, Ossining

$150,000

1 Beds ⋅ 1 Baths ⋅ 1050807 MLS

ATTENTION BUILDERS & FLIPPERS. Almost a blank canvas to create your masterpiece in a "ONE OF A KIND" community. One bedroom, one bath, cozy cottage. With some work you can bring back all the charm of days gone by for yourself or as an investment. Ownership includes two parking spaces (one assigned, one unassigned). Community social hall, and community garden. Don't just talk about being neighborly, be neighborly in a community that values the word neighbor. Location, location, location, close to transportation, shops, and downtown. CASH DEALS ONLY. Interior viewing by appointment with release form.

54 Campwoods Ground, Ossining

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