Ossining Homes with Maintenance Grounds Amenities

Ossining Homes with Maintenance Grounds Amenities

Welcome to Ossining, New York—a charming community nestled in the picturesque Westchester County. Renowned for its rich history and vibrant culture, Ossining boasts a highly regarded school district that prioritizes academic excellence and holistic development. The Ossining Union Free School District is committed to fostering a nurturing environment, where students are encouraged to explore their passions and reach their full potential. With dedicated educators and a diverse curriculum, the district consistently ranks among the top in the state, making it an ideal choice for families seeking quality education.

In addition to its educational offerings, Ossining is known for its stunning homes that come equipped with maintenance grounds amenities. Imagine stepping into your backyard oasis, where beautifully manicured lawns and lush landscapes are maintained for you, allowing you to spend more time enjoying your home and less time worrying about upkeep. These properties provide the perfect balance of comfort and convenience, ensuring you can savor the serene surroundings without the hassle of regular maintenance.

Living in Ossining means embracing a lifestyle that combines the tranquility of suburban living with easy access to urban amenities. The area is dotted with charming shops, delightful eateries, and scenic parks, all within a short distance. Whether you’re taking a stroll along the Hudson River or enjoying a community event, Ossining offers a warm and welcoming atmosphere that makes it feel like home. Discover the perfect blend of education, community, and convenience in Ossining—where your dream home awaits!

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

$1,100,000
3 Beds 3 Baths 1021711 MLS
"Living at Beechwood has been a truly special experience. The beauty, serenity, and wonderful sense of community make it a place that feels like home from the moment you arrive. Some of my favorite memories have been simply sitting on the balcony, watching breathtaking sunsets paint the sky, greeting the peaceful sunrise with a cup of coffee, and enjoying the quiet glow of the moonlight in the evenings. The natural beauty that surrounds the home changes with every season, creating a tranquil retreat that is both inspiring and relaxing. Combined with the warmth and kindness of the lovely neighbors, Beechwood offers a rare lifestyle where every day feels peaceful, welcoming, and connected to nature." (Seller's words) 32 Beechwood Way is part of an 80-acre private parkland. Beechwood was designed by Frederick Law Olmsted (who also designed Central Park in NYC and Prospect Park in Brooklyn). Its expansive lawns, grove of large beech trees, imported trees, and Italianate Garden with an alcove, fountain, and small pool with wisteria-covered gazebo have been well-preserved. Serene, tranquil, alluring is at the essence of Beechwood. Natural light abounds from large windows in living room and sky lights in entrance foyer. The primary bedroom has en-suite bath, double walk-in closet (it is a room all its own!), walk-in-shower for ease in entry/exit, & private terrace with seasonal Hudson River views. Scarborough Station/Metro North is less than a mile away (.9 miles). Working remotely? Two additional bedrooms on main & lower level easily accommodate your lifestyle. Efficient & responsive resident property manager. Entire house painted within the year. Floors refinished and stained in the last 2 years. Whole-house water filtration system installed less than a year ago. Roof less than 3 years old. Residents at Beechwood may avail themselves of the Olympic-size pool, library, & elegant formal ballroom to celebrate life events in style.

32 Beechwood Way, Briarcliff Manor

$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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