Ossining Homes with Ossining School district

Welcome to Ossining, New York, a vibrant community nestled in the heart of Westchester County. Known for its rich history and picturesque landscapes, Ossining is not just a place to live; it’s a place to thrive. One of the standout features of this charming town is its highly regarded school district, which plays a pivotal role in attracting families to the area.

The Ossining School District is celebrated for its commitment to academic excellence and holistic student development. With a diverse range of educational programs, dedicated educators, and a strong emphasis on community involvement, the district ensures that every child receives a well-rounded education. From innovative STEM initiatives to robust arts programs, Ossining schools foster creativity and critical thinking, preparing students for success in an ever-evolving world.

Families residing in the Ossining School District benefit from a close-knit community atmosphere, where parents, teachers, and students collaborate to create a nurturing educational environment. The district's schools boast modern facilities, engaging extracurricular activities, and a supportive network, making it an ideal setting for children to learn and grow.

When it comes to housing, Ossining offers an array of options that cater to various lifestyles and budgets. From charming historic homes to contemporary developments, there’s something for everyone. Living in Ossining means not only enjoying the comforts of home but also being part of a community that values education and invests in its future.

Explore the possibilities of finding your dream home in the Ossining School District, where quality education and a welcoming community await you!

Newest Ossining Homes with Ossining School district

$849,999

4 Beds ⋅ 2 Baths ⋅ 1033351 MLS

Offered for the first time in over 60 years and a rare opportunity to own a piece of history! This historic mid-nineteenth century farmhouse sits on 1.3 private acres bordering the protected land of Ryder Park, ensuring permanent privacy and an undisturbed natural setting. This four bedroom, one and a half bathroom home has charm and character everywhere you look. Exposed beams, wood flooring, original wanescoting, barnwood, stonework, two fireplaces and more. The front porch is used as a three season room and is the perfect place to watch the birds and drink your morning coffee. Oversized two car garage can easily an double as a work shop. All of this set on 1.3 acres with 3/4 acre zoning, offering future potential to split and create an additional building lot (buyer to verify with the town). The property features mature trees, historic stone walls and rolling hills surrounded by natural woodlands. Walk out your back door and onto the Ryder Park Walking Trail enjoy all of the features Ryder Park has to offer including baseball fields, tennis courts, summer camp, pavilion and more! Do not miss this unique opportunity to own a piece of history!

97 Morningside Drive, Ossining

$675,000

2 Beds ⋅ 3 Baths ⋅ 939652 MLS

Welcome to this well maintained 2-bedroom 2.5 bathroom end-unit townhouse in the Woods where comfort, space and easy-living come together. Freshly painted throughout and featuring brand new carpeting, this home offers a clean, move in ready interior with a bright and welcoming atmosphere. Discover the added privacy and abundance of natural light that comes with an end-unit location. Recent updates include a new central air conditioner, water heater, and washer and dryer all replaced within the last year, as well as a new boiler installed within the last few years. Step inside to a two-story entry with a soaring ceiling that creates an immediate sense of openness. The light-filled eat-in kitchen features granite countertops, ample cabinetry and plenty of space for casual dining. Just beyond, the spacious living and dining room are ideal both for everyday living and entertaining. Sliding glass doors from the dining room open to a private patio, providing a perfect spot to relax or dine outdoors. Completing the main level is a convenient powder room, access to the garage and a bonus room which may be used as an office, sitting room or guest space. The second level features a spacious primary bedroom with an ensuite bathroom, a large dressing area and access to a private balcony. A versatile loft provides flexible space for home office, den or sitting area. A well sized second bedroom, full bathroom, and a conveniently located second floor laundry complete the upper level. Residents of the Woods enjoy a variety of community amenities including a fabulous pool, tennis/pickleball courts, scenic walking paths, a tranquil pond, and professionally maintained grounds offering a relaxed, low-maintenance lifestyle. Ideally located just minutes from the Croton-Harmon Metro North train station, major parkways, an abundance of delicious dining options, wonderful shops and the scenic Hudson River waterfront. Enjoy easy access to the many amenities of nearby Croton on Hudson and Briarcliff Manor.

56 Pond View Court, Ossining

$599,000

2 Beds ⋅ 3 Baths ⋅ 1032305 MLS

Make this two story, spacious condo your new home with stunning Hudson River views in Briarcliff Manor! This beautiful Gramercy - 2 floor condo features a renovated open concept kitchen/living room, two generously sized bedrooms, two full baths (including primary en-suite updated bathroom), and a renovated half bath—perfect for guests. The large primary bedroom provides plenty of natural light as well as ample space for creating your ultimate work from home or exercise routine. The updated kitchen shines with Samsung appliances and elegant quartz countertops, while the private balcony provides the perfect spot to enjoy the river views with a fresh cup of coffee or unwind after a long day. Additional highlights include in-unit laundry, assigned parking with abundant visitor spaces, and an extra storage unit for all your needs. Residents of Kemeys Cove Condominiums enjoy exceptional amenities, including a community pool, a Clubhouse for hosting events, an updated fitness center with saunas and showers, tennis, basketball courts, a playground, a community garden, 2 dog parks, gas grill by pool, and a scenic fire pit area overlooking the Hudson River. It’s a perfect spot for commuters with a less than a 10-minute stroll to Metro North - Scarborough station. You are just minutes from shops, restaurants, schools, and all that the Hudson Valley River towns have to offer! HOA includes heat, hot water, landscaping, exterior maintenance, trash and snow plowing. NEW RESIDENTS ARE SUBJECT TO MANAGEMENT APPROVAL.

623 Kemeys Avenue Unit #6-23, Briarcliff Manor

$259,900

2 Beds ⋅ 1 Baths ⋅ 1031248 MLS

Welcome to 150 Charter Circle! A beautiful two-bedroom, one-bath Townhouse-style Co-op in the sought after High Meadow Complex. This desirable co-op features private easy entry-level access, a spacious open floor plan that provides generous living space, creating an inviting atmosphere for everyday living and entertaining. The first floor has new laminate flooring throughout the living room and dining room, a well appointed kitchen with ample cabinet space, stainless steel appliances, stackable washer/dryer, and many windows for an abundance of natural light. Venture upstairs and you will find the fully updated bathroom, generous size hall closet, the oversized primary bedroom and nice size 2nd bedroom. The entire home has been freshly painted. This Townhouse is ideally located just one mile from the Scarborough Metro-North Station and close to shopping, restaurants, and local conveniences. It offers the best of both worlds—tranquil living and easy access to everyday amenities, providing both comfort and accessibility. One outdoor parking space (#5) is included in the lot that is to the left of the building. Garages are available via waitlist, plus there is ample street parking for guests. Overnight street parking is allowed once you obtain a permit from the town. Maintenance fees includes taxes, heat, hot water, trash collection, and beautifully maintained grounds, adding exceptional value and convenience. Residents also enjoy access to a shared storage room, a dedicated laundry facility, and outstanding community amenities, including multiple basketball courts, several playgrounds, live-in super, and a community room available to rent for private gatherings and special events. Don’t miss this opportunity to own a well-located home in a vibrant community with fantastic amenities and easy commuting options. This one is not to be missed! Co-op financial requirements are a minimum credit score of 675, minimum down payment of 10%, DTI must be 35% or less, must have at least one year maintenance plus one year of mortgage payments in liquid assets available at time of closing.

150 Charter Circle Unit #150, Ossining

$124,900

1 Baths ⋅ 1031793 MLS

Welcome to The Parkview! This large studio at 117 South Highland Avenue lives like a one-bedroom, with a separate room comfortably fitting a full-size bed. The kitchen was fully renovated with stainless steel appliances, custom cabinetry, a large island, and quartz countertops. Oversized windows fill the space with natural light and frame wonderful Hudson River views year-round. The bathroom has also been remodeled, with a custom-built glass shower door, and hardwood floors run throughout. This unit comes with a guaranteed assigned parking spot. Building amenities include an in-ground pool, on-site fitness center, and a recently renovated lobby laundry room and main entrance. Located close to the train, shopping, and restaurants. Come see why Parkview residents love calling this home!

117 Highland Unit #4F, Ossining

$539,999

1 Beds ⋅ 2 Baths ⋅ 1030990 MLS

Discover your dream home at 93 Bridle Path Road, nestled within the highly sought after Fox Hill Condominiums in Ossining, NY. This charming 2 level townhouse features a spacious 1 bedroom and a versatile loft, perfect for an office or study area. The first level boasts a modern galley kitchen with stainless steel appliances, a cozy living room with a wood burning fireplace, and a dining area that opens to a tranquil deck ideal for relaxing or entertaining. Enjoy the benefits of hardwood floors throughout, recessed lighting, and recently renovated kitchen and bathrooms. With a one car garage and additional driveway space, this property offers both convenience and comfort. Embrace the pet-friendly lifestyle and the serene, park-like setting of Fox Hill, which spans 45 wooded acres and includes amenities such as a pool, tennis court, basketball court, and playground. Located just 30 miles from New York City, with easy access to the Metro North rail line making your commute approximately 55 minutes, this home perfectly balances suburban tranquility with urban convenience. Don't miss the opportunity to make this peaceful retreat your own!

93 Bridle Path Road, Ossining

$700,000

2 Beds ⋅ 3 Baths ⋅ 1030619 MLS

Welcome to effortless living in the highly desirable Scarborough Glen community. Beautifully updated and impeccably maintained, this move-in ready home offers the perfect combination of spacious living and a private natural setting. Step inside to discover hardwood floors throughout the main living areas, complemented by brand new carpeting in the bedrooms, loft, and finished lower level. The kitchen has been refreshed with brand new appliances, while a brand new roof and brand new skylights with remote-controlled shades provide both peace of mind and an abundance of natural light. The impressive primary suite is a true retreat, featuring soaring cathedral ceilings, a spacious walk-in closet, and an expansive loft that is perfect for a home office, reading nook, fitness area, or additional living space. The finished lower level offers exceptional flexibility for a recreation room, media room, home gym, or guest space. Sliding glass doors provide seamless access to a private stone patio, creating the perfect indoor-outdoor living space for relaxing, entertaining, or enjoying your morning coffee. Perfectly positioned within the community, the home enjoys one of Scarborough Glen's most desirable settings. Visitor parking is conveniently located directly across from the home, making it easy for family and friends to visit. Rather than looking into neighboring homes, your front view overlooks a tranquil brook and lush greenery, providing a rare sense of privacy and a peaceful natural backdrop. With extensive updates, a versatile floor plan, and a premium location, this exceptional home offers the comfort, convenience, and serene lifestyle that today's buyers have been searching for. Enjoy the ease of maintenance-free living while being just minutes from the village, shopping, restaurants, parks, and Metro-North for an easy commute to New York City.

34 Briarbrook Drive, Briarcliff Manor

$899,000

4 Beds ⋅ 3 Baths ⋅ 1024630 MLS

A charming split-level home set on land that was once part of the historic Waldheim Estate of James and Ellin Speyer. Tucked into a peaceful setting just minutes from the heart of Briarcliff Manor, this inviting property reflects the area's rich history while offering the comfort of everyday living. Offering 4 bedrooms and 3 bathrooms, the home is filled with warmth, character, and a wonderful connection between indoor and outdoor living. From the moment you arrive, the tranquil surroundings make a lasting impression. Mature trees, established gardens, and natural landscaping provide exceptional privacy and create a beautiful backdrop that changes with the seasons—from colorful spring blooms to vibrant autumn foliage. Thoughtfully maintained over the years, the gardens offer a peaceful retreat that's as beautiful as it is easy to enjoy. Inside, soaring ceilings and abundant natural light enhance the home's welcoming atmosphere. The main living area is centered around a beautiful fireplace, creating a cozy gathering place, while large windows bring the beauty of the outdoors inside. The comfortable layout flows effortlessly to the outdoor living spaces, making everyday living and entertaining equally enjoyable. Step outside to the flagstone patio, where you can enjoy outdoor dining, entertain family and friends, or simply relax while taking in the peaceful surroundings. The in-ground cement pool complements the backyard, providing the perfect setting for warm summer days. Whether hosting gatherings or enjoying a quiet morning coffee surrounded by nature, the outdoor spaces offer endless opportunities to relax and unwind. Lovingly cared for over the years, the home presents an opportunity for its next owner to bring their own vision while enjoying its timeless charm, generous living space, and exceptional setting. Located just minutes from the many amenities of Briarcliff Manor, you'll enjoy access to Briarcliff Manor Recreation, nearby parks, scenic hiking trails, top-tier golf courses, charming shops, and local restaurants. The nearby Scarborough Train Station provides a convenient Hudson River commute to New York City, making this peaceful retreat as practical as it is picturesque. 54 Holbrook Road is more than a home—it's a place where nature, comfort, and community come together in one of Westchester's most desirable locations.

54 Holbrook Road, Briarcliff Manor

$950,000

4 Beds ⋅ 3 Baths ⋅ 1023457 MLS

Welcome to 61 Underhill! Expanded in approximately 2008, this spacious home offers far more space than first meets the eye. The substantial rear addition nearly doubled the size of the home, creating a layout that blends the character of the original residence with a newer, expansive living area featuring generous room sizes and an open feel. While the original portion of the home is ready for updating, the addition provides comfortable living today, offering buyers the opportunity to modernize over time while building equity. The thoughtfully designed layout creates two distinct living areas within the home, offering exceptional flexibility for extended family, long-term guests or those simply looking for additional space and privacy. The full unfinished basement offers excellent ceiling height and abundant square footage, presenting outstanding potential for future finished living space, recreation, storage or a workshop. Outside, the terraced backyard features multiple levels, a storage shed and a charming playhouse, offering plenty of outdoor space to restore and personalize. Conveniently located near shopping, restaurants, parks and major commuting routes, this is an excellent opportunity for buyers with vision to unlock the full potential of a home with exceptional space and versatility.

61 Underhill Road, Ossining

$624,000

1029679 MLS

Freshly refurbished and move-in ready, individually owned, Professional Condo! This prime first-floor two unit professional suite, formerly two separate adjacent medical offices, offers a versatile layout perfect for healthcare, therapy, or high-end administrative use. The space features two individual welcoming reception and administrative areas, private offices, a break room, and ample storage. Designed for efficiency, the units include ten office rooms, several equipped with its own sanitary station and two separate reception/waiting rooms for maximum privacy. Use one and lease out the other or bring your entire practice to this new professional location. Situated in a prestigious, high-visibility location, your business will benefit from maximum exposure with signage opportunities directly on busy Route 9. Don’t miss this opportunity to position your practice in one of Ossining’s most accessible and sought-after professional corridors.

100 S Highland, Ossining

$4,500,000

1029548 MLS

An exceptional investment opportunity at 37 Old Albany Post Road in Ossining, New York, featuring three industrial buildings situated on a spacious 1.9416-acre lot. The property comprises approximately 11,600 square feet of building space and is currently configured with five income-producing units, providing a diversified tenant base and multiple revenue streams. Additional income is generated through on-site parking, including a separate parking area with 16 spaces. The property currently produces approximately $30,455 in combined monthly building and parking income, totaling approximately $365,460 annually, with scheduled rent increases offering further income-growth potential. Current annual operating expenses are estimated at approximately $61,109, resulting in a projected net operating income of approximately $304,351. With substantial land, multiple buildings, strong existing cash flow, parking income and future upside, this property presents a compelling opportunity for investors seeking a well-located commercial asset in Westchester County. Bring an offer.

37 Old Albany Post Road, Ossining

$125,000

1 Beds ⋅ 1 Baths ⋅ 1027696 MLS

It's oh so quiet. This High Meadows top floor one bedroom, one bath is fresh and ready to go. Hard wood floors throughout, A sun filled living room with dining nook, new stove and refrigerator, lot's of closet space. A small hall leads to extra closets and the bedroom. High Meadows Cooperative features a common laundry and storage space around the back. 2 playgrounds and a basketball court are available as well. Reserved spot number 5 is a short walk to the door, street parking with permit. This gem is tucked away, off route 9, with easy access and close proximity to shopping, fitness center, trails, public transport, and highways, just 2 miles to the train station. The best of both worlds. Peaceful oasis, and convenient to the business district.

50 Charter Circle Unit #C, Ossining

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