Ossining Homes with On Street Parking features

Welcome to Ossining, New York—a charming town nestled in Westchester County, where picturesque landscapes meet a vibrant community spirit. This delightful area is not only known for its scenic views along the Hudson River but also for its exceptional school district, which plays a pivotal role in attracting families to the neighborhood.

The Ossining Union Free School District is renowned for its commitment to academic excellence and holistic student development. With a diverse array of programs and extracurricular activities, students are encouraged to explore their interests and talents. The district boasts a dedicated team of educators who strive to create an engaging learning environment, ensuring that every child receives the support they need to thrive. Parents can take comfort knowing their children have access to quality education, with schools that prioritize both academic achievement and personal growth.

In addition to its excellent educational offerings, Ossining’s real estate landscape includes homes with on-street parking—a convenient feature that enhances the overall living experience. Families can enjoy the ease of parking right outside their doors, making daily routines and gatherings a breeze. Whether you’re hosting friends or simply returning home after a long day, the accessibility of on-street parking adds a layer of comfort to your lifestyle.

Living in Ossining means embracing a community that values education, convenience, and a welcoming atmosphere. Explore the homes available in this charming town and discover the perfect place for your family to grow and thrive!

Newest Ossining Homes with On Street Parking features

$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

$242,000

2 Beds ⋅ 2 Baths ⋅ 1021738 MLS

Last AO fell thru. Fully available as of 7/31. Welcome to Highland Terrace, a desirable co-op community in the heart of Ossining. This 2-bedroom, 1.5-bath residence offers comfortable living space with plenty of natural light, spacious rooms, and great storage throughout. Enjoy the convenience of common laundry, assigned parking, and access to the community pool. Highland Terrace is close to Metro-North, shops, restaurants, schools, parks, hiking trails, highways, and the Ossining Riverfront. Maintenance includes taxes, heat, hot water, building maintenance, landscaping, snow removal, and pool access. Board approval required. Pets allowed subject to building policy.

135 S Highland Avenue Unit #5D6, Ossining

$750,000

3 Beds ⋅ 2 Baths ⋅ 1021208 MLS

Welcome to 39 Secor Road. Being sold strictly as-is and as a buy one get one with 37 Secor Road ( offered @ $85K CASH ONLY). You cannot pass on this deal. Get this rare investment opportunity for this two bedroom over 1-bedroom multi- family home that offers street parking or with the purchase of municipal parking pass, tenants can park right behind the building in the municipal lot. This home boasts unobstructed windows of the Hudson River views from both units and the windows in the basement. Priced to be sold as a package with the adjoining Single-family home at 37 Secor road. These two homes are on one deed with two separate tax lots, but they are adjoined with ONE furnace and one oil tank. The single-family home is being sold for cash only while a buyer can obtain financing for the two-bedroom multi-family home. This is an amazing opportunity for a first time or veteran investor. Both units are being sold strictly AS IS but boast two new rooves. The unfinished basement extends the length of both homes. Street parking for the multi-family home, but there is a municipal lot located behind the homes. They are a short distance to the Ossining training station and down-town Ossining alike. Both homes have access to basements. Unfinished basements have windows and exterior access if a buyer would like

39 Secor Road, Ossining

$249,000

2 Beds ⋅ 1 Baths ⋅ 1013780 MLS

Opportunity knocks in the heart of Ossining. Best value home on the market right now!!! This 2-bedroom, 1-bath Colonial offers tremendous potential for investors, contractors, renovators, and buyers seeking a value-add project. The home is ready for its next chapter and presents the chance to restore, reimagine, or redevelop to suit your vision. Featuring a traditional Colonial layout and a manageable lot size, this property provides a rare opportunity to create value in a desirable Westchester County location. Conveniently located near local amenities, transportation, shopping, dining, and major commuter routes. Property is being sold strictly as-is. Cash buyers, renovation loan purchasers, and experienced investors will appreciate the possibilities this property presents. Bring your imagination and unlock the potential of this Ossining opportunity.

126 Croton Avenue, Ossining

$699,000

5 Beds ⋅ 2 Baths ⋅ 1013271 MLS

Well-maintained two-unit property in the heart of Ossining, fully renovated in 2020 and offering a strong combination of space, convenience, and versatility. The building features a spacious three-bedroom second floor unit that is ready for immediate occupancy over a two-bedroom unit, providing an ideal opportunity for owner-occupants or investors. Both units benefit from updated finishes completed during the 2020 renovation, offering modern functionality while maintaining a practical layout. The second floor unit has a back enclosed porch with access to a fenced in back yard. The property is located within one mile of two Metro-North Hudson Line train stations, providing convenient access for commuters. Ideally situated close to local shops, parks, schools, major highways, and public transportation, this property offers excellent accessibility and everyday convenience. A solid option for those seeking a turnkey multi-family home in a well-connected Westchester location.

1 Edward Street, Ossining

$585,000

3 Beds ⋅ 1 Baths ⋅ 978657 MLS

Income-producing duplex in a desirable location! Has 5 bedrooms and two baths total. 3 bedrooms 1 bath in one unit, 2 bedrooms 1 bath in second unit. This well-maintained property offers two units with strong rental history and consistent cash flow. Ideal for investors or owner-occupants looking to offset their mortgage. Features include separate utilities, spacious layouts, and convenient access to transportation, shopping, and major highways. A rare opportunity to own a turnkey investment in a growing market.

58 State Street, Ossining

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