Ossining Real Estate

Welcome to Ossining, New York – a vibrant gem nestled in the heart of Westchester County. This picturesque village, located along the scenic banks of the Hudson River, seamlessly blends rich history with modern living, making it an ideal place for families, professionals, and retirees alike.

Ossining boasts a diverse community with a welcoming atmosphere, where residents can enjoy an array of local shops, delicious eateries, and cultural experiences. The village's historic downtown area is dotted with charming boutiques and cafes, perfect for a leisurely afternoon stroll or a cozy weekend brunch. Don't miss the chance to visit the renowned Sing Sing Prison Museum, which offers a fascinating glimpse into the area's storied past.

Nature lovers will find plenty to adore in Ossining, thanks to its abundance of parks and outdoor spaces. With the stunning Hudson River waterfront at your doorstep, residents can partake in various recreational activities, from hiking and biking along scenic trails to kayaking on the river. The nearby Croton Point Park offers expansive green spaces, picnic areas, and breathtaking views of the Hudson, perfect for family outings or quiet moments of reflection.

Ossining is also well-connected, with easy access to Metro-North trains that whisk you into Manhattan in under an hour, making it an excellent choice for commuters seeking a balance between urban convenience and suburban tranquility.

With its rich history, vibrant community, and stunning natural beauty, Ossining is not just a place to live; it’s a place to thrive. Come discover the charm and warmth of this delightful village – your new home awaits!

Newest Listings in Ossining

$925,000

4 Beds ⋅ 3 Baths ⋅ 1047406 MLS

Exceptional value in a spectacular setting. Welcome to this beautifully renovated Dutch Colonial, an elegant blend of timeless architectural character, refined modern updates, and Hudson River views. Bathed in natural light and thoughtfully designed for both gracious living and entertaining, this exceptional home offers a rare combination of style, comfort, and an extraordinary setting. The beautifully renovated chef’s kitchen serves as the heart of the home, featuring crisp white cabinetry, quartz countertops, generous storage, and a seamless connection to the dining spaces. The inviting living room is anchored by a beautiful fireplace and enhanced by elegant French doors opening to a covered patio. Beyond, the expansive west-facing deck captures spectacular Hudson River vistas and provides an idyllic setting for outdoor entertaining, quiet relaxation, and magnificent sunsets. A private office or study, with sliding glass doors leading to the deck, offers an inspiring workspace surrounded by beautiful views. A beautifully renovated full bath completes the main level. Upstairs, the spacious primary suite is a serene retreat, featuring a generous walk-in dressing area and a luxurious, spa-inspired bath with a soaking tub, separate shower, and picturesque views. Three additional well-proportioned bedrooms and another beautifully updated full bath provide exceptional flexibility for family and guests. Additional amenities include a built-in speaker system throughout much of the home, an expansive yard, abundant parking, an oversized garage, and a full basement offering substantial storage and versatile possibilities for recreation, hobbies, etc... A rare opportunity at an attractive price, this beautifully renovated home pairs exceptional Hudson River views with sophisticated updates, generous living spaces, and an extraordinary setting.

27 Ryder Road, Ossining

$895,000

2 Beds ⋅ 3 Baths ⋅ 1045247 MLS

There is something very special about Mystic Pointe, you feel it as soon as you enter through the gates. 33 Mystic Drive is a tri-level, end unit, Biscayne model home in the heart of Mystic, overlooking the Nature Trail. It offers a traditional layout with an eat-in kitchen, living and dining areas with sliding glass doors to one of the decks, a powder room, and access to the two-car garage all on the main level. The upper level has two generous bedrooms, two full baths, and a den/office room. The lower level is a wonderful all-around everything room, with sliding glass doors to the oversized deck, a generous walk-in storage closet, a laundry room, plus an additional storage room and utility room. One of the few homes with double decks for double entertaining! And Mystic Pointe has so much to offer: two pools, one adult and one for children; a clubhouse with a full kitchen and gym; a tennis/pickleball court; and a warm, welcoming community with weekly bridge nights, book club, and so much more. And since you don't have to mow the lawn, shovel the snow, or repair the exterior of your home, you will have plenty of time to enjoy it all.

33 Mystic Drive, Ossining

$610,000

3 Beds ⋅ 2 Baths ⋅ 1044920 MLS

GREAT INVESTMENT OPPORTUNITY — TREMENDOUS UPSIDE POTENTIAL! Calling all investors, contractors, and skilled DIYers! This property presents an excellent opportunity to build equity through renovation and improvements. With the right vision and workmanship, there is significant potential to transform this property into a beautiful home or profitable investment. Bring your tools, ideas, and contractor and take advantage of the opportunity to add substantial value. Whether you're looking to renovate and resell, create a rental property, or build sweat equity for yourself, this property offers plenty of possibilities. Priced with the work in mind and being sold as-is. Don't miss this chance to turn a diamond in the rough into a valuable investment! House is being sold "AS IS" please submit all written offers with proof of funds or pre-approval.

92 Linden Avenue, Ossining

$375,000

1 Beds ⋅ 2 Baths ⋅ 1044918 MLS

Discover an exceptional opportunity within the highly sought-after Liberty Knoll Town Home Community. Whether you are a first-time homebuyer seeking an entry into the Westchester market, a commuter desiring convenience with a walk to the Metro North Train Station or looking to downsize without compromising on quality and community, 3 Davids Lane presents a sophisticated, low-maintenance lifestyle. The main level boasts gleaming stainless-steel appliances in the kitchen updated powder room and built-in cabinetry with beverage center. The open layout extends to a private balcony which is perfect for al fresco dining or enjoying quiet moments. The upper level provides a tranquil retreat, featuring a generous sized bedroom with a large walk-in closet, a well-appointed updated full bathroom and a dedicated laundry area complete with washer and dryer. The home also has exceptional storage in the lower level. Residents enjoy access to an outdoor pool and well-equipped clubhouse. A children's playground and picnic facilities ensure endless outdoor enjoyment. The complex is proudly pet friendly. You're just moments away from the bustling Arcadian Shopping Center, home to essentials like Stop & Shop, CVS, various banks and popular eateries. 2 assigned parking spaces are directly in front of the home for easy access.

3 Davids Lane, Ossining

$699,500

4 Beds ⋅ 2 Baths ⋅ 1044513 MLS

Welcome to 9 Somerstown Road, nestled in a sought-after Ossining neighborhood with deep local history. This beautifully maintained home has had only two owners in its history, with the recent family here for over fifty years. The spacious layout offers four bedrooms and two full baths: three bedrooms upstairs, plus a fourth in the finished lower level, which doubles as a mother-daughter suite with a washer/dryer, its own living area with an added room for extra space, a functioning wood-burning stove set within a full brick wall, topped with a marble mantle, and just a kitchen away from full independence. Upstairs, beautiful cabinetry with a dishwasher anchors the updated kitchen, complemented by a formal dining room as well as a second dining space brightened by a built-in skylight with nearly floor-to-ceiling windows. Central air runs throughout the home, as well as hardwood floors. Generous closet space and abundant natural light create a bright, welcoming feel in every room. A full-length attic offers additional storage space. Recent updates include new gutters and a brand-new hot water tank. Outside a spacious backyard and patio are complemented by a gentle brook running along the edge of the property, very peaceful throughout the year. The driveway fits three cars comfortably. Location is a true highlight, with easy access to the Taconic State Parkway and Route 9A, plus an express Metro-North commute to Grand Central in about 45 minutes. Downtown Ossining's Main Street offers walkable restaurants, cafes and shops, along with Hudson River waterfront parks. The home falls within the Ossining School District. Within a short drive you can enjoy Teatown Lake Reservation, the New Croton Dam, Stone Barns Center for Food and Agriculture, and the Rockefeller State Park Preserve. After decades of memories.

9 Somerstown Road, Ossining

$799,999

3 Beds ⋅ 2 Baths ⋅ 1044028 MLS

Set back from the road and perched high on the hill, this move-in-ready 3-bedroom, 2-bath Raised Ranch offers privacy, scenic views, and a spacious 0.46-acre property with a large, level backyard. The bright and inviting main level features an open-concept living and dining area, an eat-in kitchen, and beautifully refinished hardwood floors throughout. Large windows provide abundant natural light, while the living space is enhanced by a newly added fireplace, creating a warm and welcoming focal point. The kitchen offers a great flow for everyday living and entertaining and includes a new refrigerator. Additional recent improvements include a new high-efficiency A/C heat pump system and a new hot water heater, providing added comfort and efficiency for the next owner. The primary bedroom offers private access to the full hall bathroom, with two additional bedrooms completing the main level. Downstairs, the large finished lower level provides flexible additional living space ideal for a family room, recreation room, home office, gym, or gaming/TV area. It also features a second full bathroom, laundry room, and direct access to the attached two-car garage. Enjoy indoor-outdoor living with dual access to the partially covered oversized deck overlooking the expansive backyard—offering plenty of room for a pool, gardens, play area, entertaining, or outdoor recreation. Conveniently located approximately five minutes from both the Ossining and Croton-Harmon Metro-North stations, providing express service to Manhattan, and close to restaurants, shopping, major thoroughfares, Teatown Lake Reservation, the Hudson River waterfront and marinas. Major updates, move-in-ready condition, refinished hardwood floors, a new fireplace, new A/C heat pump, new hot water heater, and new refrigerator make this home ready for its next owner to simply move in and enjoy.

6 Reeback Drive, Ossining

$350,000

1043333 MLS

Lot three is a beautiful 1.5 acre lot with level building site and part of a newly approved three-lot subdivision. Lots one and two are also available-all are approved for four bedrooms. Roughed in driveway leads up from the road to all three sites. Owner will also build to suit.

96 Somerstown Road, Ossining

$865,000

3 Beds ⋅ 2 Baths ⋅ 1033213 MLS

Modern, Lindal Cedar Home! If you are looking for a special, well-built home with privacy but also convenience, this is it! Open floor plan with 3 bedrooms, 2 baths, lots of windows, beamed ceilings, 2-car attached heated garage and rec room/office. Expansive flat yard has room for pool, if so desired. This 2.2-acre property is located just minutes to RR Station and under an hour commute to Manhattan. Also close to major highways and Teatown Preserve for nature hikes and wonderful summer camp for youngsters. Recent improvements are: new roof 2024, driveway, new Trex back deck, above ground oil tank October 2025, AC upgrade March 2025, exterior painted June 2024, interior painted July 2026, front walkway redone June 2026, remodeled bathrooms on the main floor and master bedroom suite. Also included are a fire sprinkler system, central vacuum, water filtration system. The house also has a transfer switch and wiring for a compatible portable generator for any power outages.

3 Little Lake Ridge, Ossining

$425,000

1 Beds ⋅ 2 Baths ⋅ 1041117 MLS

Welcome to LIBERTY KNOLL. . . This attractive 1 BEDROOM, 1.5 BATHS Tri-level townhouse is ready for its next owner! The Eat-in-Kitchen has ceramic tile flooring, a Frigidaire gas oven/range/microwave & dishwasher. The large Living Room leads to an inviting Deck that overlooks the rear yard. You'll find the Powder Room as well. The upper level showcases a generous size Bedroom that offers a walk-in closet and second closet. The clothes Washer/Dryer are located in the adjacent hall closet and next to the full Bathroom that offers a much appreciated double sink vanity. The Lower Level offers unfinished storage and potential living space at some point. Driveway parking along with an assigned space diagonally across the driveway is yours as well. Professionally maintained grounds, community pool, clubhouse and playground area amenities included. The Arcadian Shopping Center is across the way from the complex. And, the Scarborough Train Station is a stones throw (.6 miles) away providing timely access to GSC. Historic Sparta homes and Hudson River views are around the corner too.

17 Davids Lane, Ossining

$418,000

2 Beds ⋅ 1 Baths ⋅ 1036660 MLS

A home is something so special, it can be difficult to put into words. It’s not simply the structure, the place, or the house—it’s the feeling you experience within it. It’s being surrounded by the people you love, sharing meaningful moments, and creating memories that last a lifetime. This beautifully updated two-bedroom, one-bath cottage offers that feeling from the moment you step through the door. Thoughtfully renovated while preserving its original character, the home combines modern comfort with timeless charm, creating a warm, intimate space that feels truly special. Located in the historic Campwoods community, this is a place where “neighbor” means so much more than someone who lives next door. It’s a step back to a simpler time, when people said hello, stopped to chat, and looked out for one another. With its community garden, social hall, and calendar of gatherings and events, Campwoods offers a genuine sense of connection and belonging. Step into yesterday today—and make this charming cottage your home.

50 Campwoods Grounds Unit #50, Ossining

$839,000

3 Beds ⋅ 3 Baths ⋅ 1038194 MLS

Welcome to 61 Ganung Drive, a spacious 3-bedroom, 3-bath home situated on .65 acres in the Town of Ossining. Offering privacy, versatility, and exceptional outdoor living, this property has so much to offer. Step inside to a welcoming sunken living room with skylights and a dining room featuring a wood-burning fireplace, filling the space with natural light while creating a warm and inviting atmosphere. The downstairs offers additional living space with its own private entrance, full bath, living room, office, and wood-burning stove, making it ideal for a variety of uses. A Certificate of Occupancy is currently in progress for a possible fourth bedroom on the lower level, offering even more flexibility and potential. Central air adds comfort throughout the warmer months. The backyard is where this home truly shines. Ryder Park borders the rear of the property, creating a wonderfully private setting with no homes directly behind you. The fenced-in yard is designed for entertaining and everyday enjoyment, featuring a heated above-ground pool, two decks, gazebo, basketball court, and plenty of space to relax and gatherings. A newer shed, approximately four years old, provides additional outdoor storage. A two-car garage, cobblestone-lined half-moon driveway, and ample parking add to the home’s convenience. Enjoy your own private retreat while remaining conveniently located just 2 miles from the train station. With its spacious property, incredible outdoor entertaining areas, privacy, flexible living space, and commuter-friendly location, 61 Ganung Drive is a home that truly needs to be experienced.

61 Ganung Drive, Ossining

$660,000

3 Beds ⋅ 1 Baths ⋅ 1015069 MLS

Charming on the outside but updated and modern on the inside! Spacious living room has large bay window and also boasts a fireplace for those cold winter nights. Through the oversized doorway is the dining room which is large enough to host friends and family for both informal occasions and the holidays. The updated kitchen (2024) with heated flooring will make any chef happy. From the kitchen you can access the idyllic back yard - recently fenced in and landscaped. Beautiful original hardwood flooring throughout. Upstairs you will find three bedrooms and updated hall bath with dual sinks and heated flooring. Stairs up to large usuable attic. Full unfinished basement will solve all your storage needs. Central air and a detached two car garage are the finishing touches for this great home! Minutes to Metro North which gets you into Grand Central Station in under an hour, close to highways, shopping and downtown Ossining. A perfect blend of privacy and a prime location.

7 Brook Place, Ossining

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.