Ossining Homes with Maintenance Grounds Amenities

Ossining Homes with Maintenance Grounds Amenities

Welcome to Ossining, New York—a charming village that beautifully blends history, nature, and community spirit. Nestled in Westchester County along the banks of the Hudson River, Ossining is renowned for its picturesque landscapes, vibrant downtown, and rich cultural heritage. With its convenient location just 50 miles north of Manhattan, residents enjoy the perfect balance of suburban tranquility and urban accessibility.

Ossining boasts a variety of recreational opportunities, including scenic parks, walking trails, and waterfront activities that make it a haven for nature enthusiasts. The village is also home to the historic Sing Sing Correctional Facility, which adds a unique chapter to its storied past. Residents can explore the bustling local shops, indulge in delicious dining options, and participate in community events that foster a strong sense of belonging.

When it comes to real estate, Ossining offers a diverse selection of homes that cater to various lifestyles. For those seeking a low-maintenance lifestyle, many properties feature maintenance grounds amenities. These homes not only provide beautiful, landscaped surroundings but also relieve homeowners from the burdens of yard work and upkeep, allowing you to spend more time enjoying the community and its surroundings.

Whether you’re a first-time buyer, looking to downsize, or seeking a family-friendly neighborhood, Ossining’s welcoming atmosphere and well-maintained homes with maintenance grounds amenities make it an ideal place to call home. Discover the charm of Ossining and find your perfect sanctuary today!

Newest Ossining Homes with Maintenance Grounds Amenities

$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

$675,000
3 Beds 2 Baths 1013329 MLS
Make every day, one of leisure and delight. Perched above the Hudson River, discover this impeccably maintained, spacious 3 bedroom, 2 full bath, at the highly coveted Scarborough Manor. High on the 6th floor, this corner unit has 9ft ceiling and oversized rooms, creating a most expansive and tranquil oasis. Its light wood floors, custom blinds/shades, sleek kitchen, and renovated baths mingle luxury with practicality. Best of all, you can enjoy majestic vistas from your private terrace and banquet of large windows. Allow yourself to be treated to a daily lifestyle that nurtures your spirit, as you enjoy the many amenities the complex offers: Clubhouse with fitness center, sauna, billiards, library, ping-pong, and event space • Outdoor Heated Pool surrounded by mature trees with Hudson River views • Beautiful Park-Like Grounds with walking paths and benches • 24/7 Gated Security for peace of mind and to accept your packages • Free Outdoor Parking for all (Indoor parking is wait listed at $85 per month) • Full Generator no power outages. Hallways redecorated one year ago with contemporary wallpaper and carpeting • Unique Features: Convenient laundry on each floor • New HVAC units in LR, Dining Room, and Bedrooms • New windows throughout • New lobby restoration underway • Storage units are on a wait list and the rent is ($30-$50/month). Scarborough Manor offers the best of both worlds – a tranquil, riverside setting with easy access to both the Scarborough and Ossining Metro-North stations, Route 9, and nearby shops and restaurants.

16 Rockledge Avenue Unit ##6E-1, Ossining

$625,000
3 Beds 3 Baths 1013828 MLS
A tri-level gem, just minutes from downtown Ossining, this three bedroom home is perfect for those who need more space, but want less maintenance. Park either in the driveway or pull into the garage (with extra storage space). There is additional parking shortly down the street. Entering the home on the first floor, you will find a flexible bonus room, great for storage, an office or more. There are multiple closets here as well. Up one level is the open living and dining room. Centered on a wood-burning fireplace with granite hearth and featuring new floors, this is a wonderful space. There are sliding doors here, out to the rear deck and tree ensconced lawn beyond. The eat-in kitchen is well laid out, with good counter and cabinet space. Off of the kitchen, find the large balcony - a great place to enjoy a cup of tea in the early morning, or something a little stronger at the end of the day. Also on this floor is the hall bathroom and the large laundry closet. Up one more level, we reach the bedrooms. The primary bedroom, with an ensuite bathroom that has a tub and a shower, has a deep walk-in closet. In this room, and every bedroom, natural light shines through oversized windows with views out to trees. The second and third bedrooms share a full hall bath with a tub. In Ossining, there are few options for three bedroom condominiums. The Deerfield community has a beautiful, large pool - a perfect place to sunbathe even if you don't swim. There are also walking trails, easily accessible from this unit. All of this, just a short drive to shopping, restaurants and parks, and easily accessible to commuting by train or highway. What more can you ask for?

83 Deerfield Lane, Ossining

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