Ossining, NY Real Estate Search

Ossining, NY Recently Sold Homes

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Newest Ossining, NY Recently Sold Homes for Sale

$3,000
3 Beds 2 Baths 866222 MLS
Welcome to 119 S Highland Avenue, Unit 3D, located in the charming village of Ossining, NY. This spacious three-bedroom, two-bathroom condominium offers a perfect blend of comfort and convenience, ideal for those seeking a serene suburban lifestyle with easy access to urban amenities. Upon entering, you are greeted by a bright and open living space that seamlessly connects to the dining area, providing an inviting atmosphere for both relaxation and entertainment. The well-appointed kitchen features modern appliances and ample cabinetry, catering to all your culinary needs. The primary bedroom offers a private retreat with an en-suite bathroom, ensuring a tranquil space for unwinding after a long day. Two additional bedrooms provide flexibility for family, guests, or a home office, while the second bathroom is conveniently located to serve these rooms. Situated close to the village, this property offers the advantage of proximity to local shops, dining, and cultural attractions, enhancing your living experience with vibrant community engagement. The location also provides easy access to public transportation and major highways, making commuting to New York City and surrounding areas straightforward and efficient. Residents of 119 S Highland Avenue benefit from a well-maintained building with secure entry, ensuring peace of mind and privacy. The surrounding area boasts scenic parks and recreational facilities, perfect for outdoor enthusiasts and families alike. Schedule a viewing today to explore the possibilities this property has to offer.

119 S Highland Ave Unit #3D, Ossining

$500,000
3 Beds 2 Baths 939400 MLS
Welcome to Briarcliff Woods—one of Ossining’s most sought-after condominium communities! This rare and expansive 3-bedroom, 2-bath end unit offers an exceptional blend of style, comfort, and convenience. The updated eat-in kitchen features granite countertops and ample cabinetry, while the massive living room with a perfectly appointed fireplace and custom built-ins sets the tone for gracious living. Sunlight pours in through large windows throughout, and a spacious balcony off living room, where grilling is permitted, invites you to relax outdoors. A large dining room flows seamlessly for easy entertaining. All bedrooms are generously sized, each with its own walk-in closet, including the oversized primary suite boasting a private full bath and additional walk-in closet. The entry walk-in closet offers immense space for all of your storage needs. Beautifully set on pristine maintained, mature grounds, Briarcliff Woods offers resort-style amenities: a sparkling in-ground pool, tennis and basketball courts, and an on-site superintendent! Enjoy a dedicated parking spot right in front of the building, plus FREE jitney service to the Croton-Harmon Train Station, with the Ossining station also nearby. Minutes away are all of your shopping needs, dining options, and major roadways. A fantastic perk right down the road is Senasqua Park & Croton River Walk—perfect for sunsets, concerts, movies on the beach, and year-round recreation. A three-bedroom home of this size and caliber rarely becomes available in Briarcliff Woods. Don’t miss this outstanding new offering!

7 Briarcliff Drive S Unit #13, Ossining

$950,000
3 Beds 3 Baths 937683 MLS
Picturesque Country Setting.. Colonial Farmhouse on 2.5 Beautiful Acres Adjacent to the 1,000 Acre Teatown Lake Reservation Preserve.. Light and Bright with Picture Windows Overlooking the Private Waterfront on Lincoln Pond with Boat Dock and Expansive Views.. Custom Kitchen with Island and Wolf Range, Plenty of Cabinetry with Underlighting, Granite Counters, Tile Backsplash and Tile Flooring, Recessed Lighting and Stainless Steel Appliances.. Sliding Glass Door to the Screened Sun Room and Front Patio.. Updated Powder and Laundry Rooms, Both with Quartz Counters, Additional Cabinetry and Mechanical's Room Access.. Formal Dining Room and Entry Foyer to a Spacious Living Room with Wood Burning Fireplace, Wood Flooring and Recessed Lighting Throughout.. Stairs Up to a Second Level Landing and Hallway with Pulldown Staircase to Attic Storage.. High Ceiling Primary Bedroom Suite with 3 Exposures and a Walk in Closet with Storage Built ins.. Large Primary Bathroom with Separate Glass Enclosed Shower, Twin Sinks, Extensive Tilework and Skylight.. 2 Additional Bedrooms and Updated Hall Bathroom with Quartz Counter, Glass Enclosed Shower, Decorative Tilework and Skylight.. Den - Home Office with a Wall of Windows, Skylight and a Door Out to the Backyard Patio.. Wood Flooring and Recessed Lighting Throughout the Second Level.. Updates - Upgrades Inclusive of the Kitchen and Bath's.. Plumbing and Electrical, Central Air Conditioning, Refinished Flooring, Hemp Wool Attic Insulation, Internal and External Painting.. 2 Car Garage with New Doors and Openers and Plenty of Parking for Residents and Guests.. Convenient to All in the Charming River Towns of Ossining and Croton.. Shopping Centers, Dining and Deli's, Schools and Libraries, Parks and Recreation, Train Stations.. All Close, with Quick Access to Major Highways and an Easy NYC Commute.

1364 Spring Valley Road, Ossining

$721,000
3 Beds 2 Baths 899938 MLS
Bring your vision to this ranch-style home on an oversized, flat 1.17-acre lot in Ossining. This well-maintained 3-bedroom, 2-bathroom home offers approximately 1,528 square feet of living space, perfectly blending comfort and functionality. Step inside to find gleaming hardwood floors and a bright, open layout that invites relaxation and easy living. The cozy living room features a classic wood-burning fireplace, ideal for cool evenings and entertaining guests. The spacious kitchen is equipped with essential appliances - all thoughtfully integrated into the homes practical design. Enjoy the ease of single-level living, with all bedrooms and bathrooms conveniently located on the main floor. Downstairs, a full basement with laundry area and attic access via pull-stairs offers additional storage or potential flex space. Step outside to your own private oasis, a lush, expansive backyard anchored by a sparkling in-ground pool, perfect for warm-weather enjoyment, entertaining, or unwinding after a long day. A 2-car garage and generous driveway provide ample parking for residents and guests alike. Located within the Ossining School District and just minutes from shops, dining, and major commuter routes, this home offers the ideal balance of privacy and convenience. Whether you're starting out, downsizing, or seeking a peaceful retreat with room to grow, 9 Possum Road delivers timeless charm in a sought-after Westchester setting.

9 Possum Road, Ossining

$505,000
1 Beds 2 Baths 911799 MLS
Welcome to this charming townhome In Fox Hill with one bedroom plus a den. The first floor features a tiled powder room and a well-appointed kitchen with granite counters, recessed lighting, a breakfast bar, and GE Profile and KitchenAid appliances. The open and airy dining room boasts hardwood floors, a skylight, and a sliding glass door that leads to a private wood deck, perfect for outdoor entertaining. The inviting living room also features hardwood floors, recessed lighting, and a cozy wood-burning fireplace. Additionally, the laundry room with Maytag washer and dryer has direct access to the attached garage. A walk-in closet/pantry provides extra storage space. Upstairs, you'll find a den/sitting room with a ceiling fan, recessed lights, and another skylight, creating a bright and relaxing atmosphere. The primary bedroom is spacious with hardwood floors, a double closet, and a ceiling fan, offering a tranquil retreat. The adjoining primary bathroom is beautifully tiled and features a bathtub and a skylight for natural light. Additional highlights include custom blinds throughout, a one-car attached garage with built-in shelves, and two backyard decks, offering plenty of space for outdoor living and relaxation. Extra square footage in the walk-out basement with private wooded views. Enjoy the amazing amenities in Fox Hill including pool, tennis, and clubhouse. Close to parks, train, shopping and restaurants. Less than 1 hour to NYC.

283 Horseshoe Circle, Ossining

$1,300,000
6 Beds 7 Baths 879380 MLS
Panoramic Hudson River Views | Custom Architecture | Resort-Style Amenities | Discover an extraordinary sanctuary, where every detail has been carefully curated to create an unparalleled living experience. This architecturally stunning residence seamlessly blends sophisticated design with the natural beauty of its coveted river view location. Make a memorable entrance through the property’s dramatic 20-foot custom fountain, surrounded by meticulously maintained professional landscaping. The hand-laid Delaware distinctive stonework and thoughtful architectural details create an immediate sense of arrival, setting the tone for the luxury that awaits within. Flooded with natural light, the generous living spaces feature an intuitive open-concept layout that effortlessly transitions from intimate family moments to grand-scale entertaining. Soaring ceilings and expansive windows frame the ever-changing Hudson River vistas, bringing the beauty of the outdoors seamlessly inside. The master suite and guest bathrooms have been transformed into private wellness sanctuaries, complete with luxurious Jacuzzi tubs and premium finishes. These serene spaces invite you to unwind while taking in peaceful water views, creating your own personal spa experience at home. This exceptional property offers the rare combination of luxury and convenient accessibility. Whether you’re hosting elegant gatherings, enjoying peaceful moments overlooking the river, or simply living day-to-day with elevated convenience and style, this rare property delivers an unmatched residential experience. Perfect for discerning buyers seeking: - Unobstructed Hudson River views - Custom architectural details - Premium entertaining spaces - Spa-like amenities - Professionally landscaped grounds - Move-in ready luxury - SMART Home System

9 Gualtiere Lane, Ossining

$1,330,000
4 Beds 3 Baths 922416 MLS
Accepted offer. Enter through stately stone pillars and wrought iron gates to this exquisite Center Hall Colonial, perfectly set on nearly one acre of stunning, level, and fully fenced property. Every inch of this residence has been thoughtfully designed to offer an extraordinary combination of elegance, comfort, and functionality. The magnificent gourmet kitchen is a chef’s dream, featuring an 11-foot center island, Wolf range, dual dishwashers, wine refrigerator, warming drawer, and double sinks—an entertainer’s paradise with every amenity imaginable. The kitchen flows seamlessly into an oversized family room, a grand yet inviting space anchored by a beautiful fireplace and framed by serene wooded views—perfect for relaxing or gathering with family and friends. Upstairs, retreat to the luxurious primary suite with a spa-inspired bath and spacious walk-in closets. The home also features a generous bonus room above the garage, accessible from both the main level and the primary suite—ideal for a private home office, gym, or creative studio. Additional bedrooms on the second level provide comfort and style for family and guests alike. Step outside to your own private oasis, where the beautifully landscaped grounds include a charming gardening area, an in-ground pool, and a built-in grill and dining area—perfect for alfresco entertaining and summer gatherings. Expansive lawns provide plenty of space for play or relaxation, while an additional driveway offers ample parking for hosting large events or special occasions. The expansive lower level offers exceptional space for recreation, fitness, or media enjoyment, along with abundant storage. Additional highlights include a new five-zone Buderus furnace and an attached two-car garage. From the grand entry to the manicured grounds, this remarkable property embodies timeless sophistication, resort-style amenities, and the perfect balance of privacy and luxury living.

11 Knollwood Drive, Ossining

$2,900
2 Beds 1 Baths 946400 MLS
Come see this FULLY RENOVATED Immaculate 2BR Apartment located on Main Street in downtown Ossining! The unit is teeming with elegance and offers many great amenities, including Central Air, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 2nd floor and has lovely light quality and views from the bedrooms. Enjoy Hardwood Floors in bedrooms, Imported Stone Tile Floors in living/kitchen, and entry hall, Marble Countertops in Kitchen and Bathroom Vanity, plus Custom Wood Cabinets with Under Cabinet and lighting! All of the appliances are new and High Efficiency, including a Gas Range, Dishwasher, full-sized washer and dryer (inside the unit), large refrigerator, and over-range microwave with a Built-in Hood. The apartment also features a large pantry closet with built-in Shelves, and the Closets in the Bedroom have built-in storage as well. Stow away suitcases and seasonal clothes in the Overhead Storage units in Bedrooms. Safety features include a Doorbell Buzzer System and Secured hallways with code locks at two locations. The unit also has high-speed Internet access, Wired for Optimum, and Verizon. You'll enjoy a bustling downtown area with proximity to the Metro North Train Station, as well as Markets, Restaurants, Cafes, a Pharmacy, a Bookstore, and a Post Office. Parking is Municipal by the Village of Ossining (you will need to get a tag for your car - not expensive!), with Multiple lots within 1 block. Ossining is an Artsy and Upcoming Community located along the majestic Hudson River with beautiful views! Tenant is responsible for all utilities. Apply via RentSpree!

125 Main Street Unit #2A, Ossining

$510,000
3 Beds 2 Baths 909265 MLS
Welcome to Scarborough Manor, a premier Hudson River co-op community in Ossining offering resort-style amenities and spacious living. This rare three-bedroom, two-bath apartment in Building 1 spans 2,050 sq ft—one of the largest layouts in the complex—and is just minutes from the Scarborough Metro-North station. The oversized living room opens to a private terrace with Hudson River views, while the dining area flows into a kitchen with white cabinetry, ample storage, and a breakfast nook. The private wing features a primary suite with walk-in closet and en-suite bath, plus two additional bedrooms with double closets and a full hall bath. Gleaming hardwood floors installed ~8 years ago remain in pristine condition, and the entire apartment was freshly repainted at a cost of over $10,000, offering a true move-in ready home. Monthly maintenance includes central A/C via the building’s fan coil unit system, providing year-round comfort with air conditioning costs covered. A scenic river-view walk from Building 1 leads to the clubhouse with fitness center, billiards, event space, library, and lobby lounge. Residents also enjoy a riverside pool, landscaped walking paths, and multiple seating areas. Parking includes two unassigned outdoor spaces and no waitlist for a garage spot. Additional features: • Private terrace with Hudson River views • Ceiling fans in bedrooms included in the sale • 24-hour gatehouse and security; building locked nightly with intercom access • Park-like grounds with mature landscaping • Easy access to Metro-North, Route 9, Ossining & Briarcliff shops and dining. This is more than just an apartment—it’s a lifestyle, combining space, amenities, and Hudson River views in one of Westchester’s most sought-after co-op communities.

16 Rockledge Avenue Unit #3E-1, Ossining

$515,000
3 Beds 1 Baths 916422 MLS
Just over half of a mile, on sidewalk flanked streets, from the Ossining train station and an equal distance to the village's downtown, this wonderful home is perfectly situated for buyers that are looking for convenience, character and comfort. Perched on a verdant, partially wooded lot, with views of the Hudson River, this Cape Cod home is the one you've been looking for. Park in the driveway, which has room for at least two cars. Up a short flight of steps, past hedges and groundcover, is the front entrance. Come inside to find a good sized living room, with wood floors and abundant natural light flooding in from the large bay window. From another window you can look out to views of the river. The living room opens to the dining area, where you will find an original built-in hutch. The kitchen is efficiently laid out, with a newer fridge and stove. It's well designed for preparing a meal after a long day. The door off the kitchen opens out to the private rear deck, but we'll return to that later. Also on the first floor are two good sized bedrooms and a full hall bathroom, with tub/shower and tile. Upstairs, you will find a third private bedroom with views of its own. An even larger office with extra storage space on this floor is a great bonus. Ceiling fans throughout the living spaces keep air flowing. In the basement you will find an additional large finished space. How might you use this space? A family room, den, cave or just for the extra storage that we all need? Outside again, you can look from the expansive deck to the plantings on your right, the patio on your left, or straight ahead to the steps that wend up the hill to paths which overlook the grounds and look out to the river. All of this, just moments from an express stop to NYC and down the hill from the shops and restaurants of the village of Ossining. Stop by to see all of the possibilities here.

61 Snowden Avenue, Ossining

$2,250
1 Beds 1 Baths 948051 MLS
Come see this FULLY RENOVATED Immaculate 1BR Apartment located on Main Street in DT Ossining! The unit is teeming with elegance and offers many great amenities, including Central Air, BIG Closets, and Hi-End Finishes. Just 48 minutes by Train to GCS, and Close to restaurants, recreation, and shopping! The apartment is on the 3rd floor and has lovely light quality and views from the bedroom. Enjoy Hardwood Floors in bedrooms, Imported Stone Tile Floors in living/kitchen, and entry hall, Marble Countertops in Kitchen and Bathroom Vanity, plus Custom Wood Cabinets with Under Cabinet and lighting! All of the appliances are new and High Efficiency, including a Gas Range, Dishwasher, Washer & Dryer (inside the unit), Large refrigerator, and over-range microwave with Hood Built-in. The apartment also has a Large Pantry Closet with built-in Shelves, and the Closets in the Bedroom have built-in storage as well! Stow away suitcases and seasonal clothes in the Overhead Storage units in Bedrooms. Safety features include a Doorbell Buzzer System and Secured hallways with code locks at two locations. The unit also has high-speed Internet access, Wired for Optimum, and Verizon. You'll enjoy a bustling downtown area with proximity to the Metro North Train Station (45 minutes to Grand Central), as well as Markets, Restaurants, Cafes, a Pharmacy, a Bookstore, and a Post Office. Parking is Municipal by the Village of Ossining (you will need to get a tag for your car - not expensive!), with Multiple lots within 1 block. Ossining is an Artsy and Upcoming Community located along the majestic Hudson River with beautiful views! Tenant is responsible for utilities. Apply via RentSpree!

125 Main Street Unit #3B, Ossining

$715,000
3 Beds 2 Baths 926711 MLS
Step into timeless elegance with this 1931 Tudor, where old-world charm meets modern sophistication and abundant natural light fills every room. This three-bedroom, one-and-a-half-bath home has been thoughtfully updated while honoring its original craftsmanship and character. Expansive new windows flood the home with light, highlighting rich woodwork, built-in bookcases, and inviting spaces that exude warmth and style. The living room flows gracefully through an arched doorway into a spacious dining room, where French doors open to a deck and private backyard—perfect for entertaining or soaking up the afternoon sun. The stunning, fully renovated kitchen is a true showpiece, featuring a custom tile backsplash, high-end appliances including an induction cooktop and built-in refrigerator, and sleek modern cabinetry that complements the home’s classic architecture. A first-floor bonus room and convenient half bath offer flexible living options, with potential for conversion to a full bath. Upstairs, you’ll find three bright bedrooms and a beautifully updated full bath with custom tilework, a modern vanity, and premium fixtures—creating a serene, spa-like retreat. Every detail has been carefully considered, from refinished hardwood floors and all new windows to upgraded electrical, a new energy-efficient boiler, and a fully waterproofed basement for added peace of mind. A separate bonus room off the back patio, with its own entrance, provides endless possibilities for a home office, studio, or guest suite. Outside, professionally landscaped wildflower gardens bloom across three seasons, framing custom bluestone patios, a lighted pergola, and lush green space—your own private oasis in the heart of Ossining. Just minutes from Main Street’s shops and restaurants and an easy train ride to New York City, this sun-filled Tudor perfectly blends history, design, and modern living—ready to welcome its next owner.

11 Sutton 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.