Ossining, NY Real Estate Search

Ossining, NY Recently Sold Homes

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Newest Ossining, NY Recently Sold Homes for Sale

$710,000
3 Beds 2 Baths 856056 MLS
Mid-Century Ranch Retreat in Teatown, Ossining. Discover the perfect blend of mid-century charm and modern comfort in this spacious 3-bedroom, 2-bathroom ranch nestled in the coveted Teatown area of Ossining. With 0.68 park-like acres, this home offers privacy, tranquility, and picturesque surroundings. Step into the inviting living room, where a stunning stone fireplace with a built-in wood cubby serves as the focal point. A wall of windows floods the space with natural light and provides serene views of the covered front porch and lush front yard. Adjacent to the living room, the den is a book lover’s dream, featuring floor-to-ceiling bookcases and direct access to the side porch—a perfect nook for reading, work, or relaxation. The spacious eat-in kitchen, complete with a bay window, offers seamless flow to the large deck over the garage and back patio, creating an effortless indoor-outdoor lifestyle. The dining room, with built-in shelving and a large window, connects beautifully to both the kitchen and living room, making entertaining a breeze. Enjoy the ease of single-floor living with a generous primary suite, featuring an en-suite bath with a stand-up shower and sliding glass doors leading to the back patio and yard—your own private retreat. Two additional comfortable bedrooms and a full bath with dual vanity and tub-shower combo complete the main floor. The lower level provides additional versatile bonus space, housing the laundry, mechanicals, and abundant storage, ensuring both convenience and functionality. Beyond the home itself, Ossining offers a vibrant and welcoming community. The charming downtown area is full of local boutiques, cozy cafes, and fantastic restaurants, creating the perfect environment for exploration and connection. The town’s rich history and diverse cultural scene make it a dynamic place to call home, while nearby parks, hiking trails, and the scenic Hudson River provide endless opportunities for outdoor enjoyment. Commuters will appreciate easy access to major highways and Metro-North, allowing for a smooth ride into New York City. Additionally, the home is just minutes from Croton, offering even more amenities, shopping, and scenic beauty. With Croton-Harmon Metro-North station nearby, you’ll enjoy quick access to both upstate retreats and direct trains to Grand Central. Surrounded by Teatown Lake Reservation’s natural beauty and the energy of Ossining’s thriving downtown—along with the convenience of Croton—this home is a rare mid-century gem not to be missed!

15 Riverview Farm Road, Ossining

$770,000
2 Beds 3 Baths 860163 MLS
Welcome to this beautifully maintained end-unit townhouse-style condo offering the perfect blend of space, style, and convenience! This bright and spacious 2-bedroom, 2.5-bath home features a 2-car attached garage and a thoughtfully designed floor plan. The main level boasts a welcoming living room with a cozy fireplace, a formal dining room, and a den—ideal for a home office or library. The eat-in kitchen is a chef’s delight with brand-new stainless steel appliances, granite countertops, and a skylight that fills the space with natural light. Upstairs, the generous primary suite offers a private retreat with its own full bath, dressing area, and access to a private deck. The second bedroom also features an en-suite bath, providing comfort and privacy for guests or family. The full finished walk-out basement adds incredible versatility with a spacious family room, office, and ample storage. Enjoy outdoor living on the large extended deck—perfect for entertaining or relaxing. Located in a desirable community offering fantastic amenities including a pool, tennis courts, basketball court, and playground. Recent complex-wide improvements include new vinyl siding, road paving, roof replacements, and installation of a new sprinkler system—adding long-term value and peace of mind. Close to train, highway and hiking trails at Teatown Lake Reservation. Don't miss the opportunity to make this move-in-ready gem your own!

246 Horseshoe Circle Unit #246, Ossining

$660,000
3 Beds 2 Baths 845806 MLS
Welcome to this truly special 3-bedroom, 2-bathroom Victorian home, gracefully nestled in the heart of Ossining’s desirable Chilmark neighborhood. A rare blend of timeless charm and modern updates, this residence invites you to step into a world where classic craftsmanship meets today’s comfort and style. From the moment you arrive, the home’s character captivates — a nod to its historic roots with intricate architectural details, yet thoughtfully enhanced for contemporary living. The striking facade hints at the beauty within, where original trims, carved moldings, and soaring 9’5” ceilings create a sense of grandeur and airiness throughout. Inside, rich hardwood floors flow seamlessly from room to room, complemented by oversized windows that bathe each space in natural light. Vintage-inspired paint tones lend warmth and charm, while beadboard trims, wainscoting, and a stunning carved wood staircase tell stories of the past with elegance and grace. The home’s signature stained glass window casts a kaleidoscope of color that dances in the sunlight — a perfect example of its one-of-a-kind character. The inviting living and dining areas are perfect for both intimate gatherings and lively entertaining. Whether you’re hosting a dinner party or relaxing with a book, these rooms strike the perfect balance between sophistication and comfort. At the heart of the home, the kitchen opens up to a lovely back deck, offering an easy flow for indoor-outdoor living. Imagine morning coffee or evening meals al fresco, with views of the flat, fenced-in backyard — ideal for gardening, play, pets, or simply enjoying nature’s quiet moments. The home features three bedrooms, each with its own unique charm and abundant natural light. Two fully renovated bathrooms have been tastefully updated, blending period details with contemporary fixtures to create serene and stylish retreats. Additional highlights include central air conditioning for year-round comfort, a brand-new roof for peace of mind, and thoughtful upgrades that enhance both form and function without compromising the home's original soul. Set on a quiet, tree-lined street in the friendly Chilmark neighborhood, this home offers the perfect blend of tranquility and convenience. You’re just minutes from Ossining’s vibrant downtown, Metro-North train station for an easy NYC commute, shops, restaurants, parks, and the beautiful Hudson River waterfront. This is more than a home — it’s a lifestyle, a story, and a legacy. Fall in love with the perfect mix of vintage beauty and modern convenience. Homes with this level of charm and character rarely come to market — don’t miss your chance to own a piece of Ossining’s history.

23 Brookville Avenue, Ossining

$999,000
4 Beds 4 Baths 846399 MLS
**FREE EGGS!** Seize the opportunity to own this incredible farmhouse, perfectly designed for those who dream of expansive property, vibrant gardens, lush fresh berries, and the delight of raising chickens right in your backyard. This enchanting antique farmhouse, originally built in 1868, has undergone a meticulous renovation that seamlessly integrates modern conveniences while preserving the classic architectural details that give it timeless appeal. This spacious and inviting four-bedroom, four-bath Colonial farmhouse is nestled on a vast 3.75 acres of beautifully landscaped, park-like grounds. Its prime location offers the best of both worlds—tranquil country living combined with convenient access to major highways, making your commute to White Plains, NYC, and all of Westchester County a breeze. Step into the heart of the home, where a newly renovated chef's kitchen awaits, equipped with stainless steel appliances and ample counter space, perfect for preparing gourmet meals. After dinner, relax in the comfort of one of the two cozy fireplaces, creating a warm ambiance for gatherings in the living room or den. During the warmer months, the outdoor experience delights with a fully equipped kitchen that invites you to host summer cookouts, all while enjoying views of the expansive yard. Take a refreshing dip in the stunning gunite pool—your personal oasis for relaxation and fun. This unique home goes beyond traditional expectations, featuring a finished lower level designed for entertainment and leisure, complete with a spacious home gym, a cozy movie-watching area, and inviting spaces for relaxation or hobbies. Every corner of this exquisite home boasts impeccable stonework, original moldings, and fine craftsmanship—details that showcase artistry that simply can't be replicated in today's construction. Explore the nearby attractions of Millbrook, Teatown, and Croton, all easily accessible for leisurely strolls or short drives. This exceptional property is more than just a house; it’s a lifestyle waiting for you. Don’t miss your chance to experience a home that embodies charm, comfort, and endless possibilities—it's truly a must-see!

196 Pinesbridge Road, Ossining

$850,000
3 Beds 2 Baths 844163 MLS
Welcome to 43 Ganung Drive, a beautifully updated home nestled in the heart of Ossining—just a 10-minute drive to the Metro-North station for a quick and easy commute to Grand Central. Located near the scenic Hudson River, this home perfectly blends charm and modern style. Step into the heart of the home—a renovated open-plan kitchen thoughtfully designed for the home chef. Outfitted with modern appliances and abundant counter space, it opens directly onto a spacious deck, ideal for weekend alfresco dining and entertaining in your private, park-like backyard sanctuary. Adjacent to the kitchen, the dining area features a cozy wood-burning fireplace, setting the tone for warm, inviting gatherings. This home offers three generously sized bedrooms and two full bathrooms, creating comfortable spaces for rest and relaxation. The lower level provides additional flexible space, perfect for a home office, guest room, or creative studio. The finished recreation room offers an additional 491 square feet with endless possibilities—imagine a home theater, gym, or music studio tailored to your lifestyle. Throughout the home, hardwood floors add warmth and timeless elegance. Enjoy the comfort and efficiency of split-level air conditioning and solar panels for energy savings. Step outside and explore all that the neighborhood has to offer—Ryder Park is just around the corner, featuring tennis courts, a playground, ball fields, and a picnic area. The fully fenced, expansive backyard is a true retreat, perfect for relaxing or entertaining, making every moment at home something special.

43 Ganung Drive, Ossining

$1,386,000
4 Beds 3 Baths 857290 MLS
Meticulously updated colonial located on a spacious level 1 acre lot on a quiet cul-de-sac in the serene town of New Castle. This 4 bedroom 2.5 bath home boasts modern finishes, including newly updated bathrooms and an open concept gourmet kitchen. This home is in impeccable move in condition. Close to transport, perfect location. A must see! This property features a beautifully remodeled kitchen with soapstone countertops, new double wall ovens and a center island with a quartzite countertop, which is perfect for entertaining and gatherings with friends and family. It seamlessly connects to the living space and the sunny landscaped backyard. Outside you are invited to a spacious patio with mature landscaping which creates a private oasis perfect for entertaining or relaxing. The laundry area doubles as a butler’s pantry with custom designed storage, quartz countertop and a French door refrigerator. The elegant formal living room is enhanced by a vaulted ceiling, and a large picture window overlooking the natural beauty of the flourishing landscape. The spacious primary bedroom suite offers northern and southern exposures with a boutique style windowed dressing area with ample custom designed storage. Additionally, the newly updated primary bath has modern finishes, a luxurious soaking tub and a calming color palette creating a serene and relaxing atmosphere. There are 3 additional bedrooms and a newly updated hall bath with double sinks and quartz countertops. Many recent updates, including newly installed central air conditioning, furnace and hot water heater, as well as a Wifi controlled outdoor irrigation system and landscape lighting. Low Town of New Castle taxes 3 Metro North stations minutes away - Chappaqua, Pleasantville & Ossining

6 Derby Lane, Ossining

$827,000
4 Beds 3 Baths 847155 MLS
Welcome to 25 Highview Road, a charming and well-maintained colonial-style home nestled on a picturesque cul-de-sac in the desirable New Castle area of Ossining. Making its debut on the market, this hidden gem seamlessly blends space, comfort, and accessibility, offering an ideal setting for your next chapter! Resting on a green acre, the property boasts abundant outdoor space for relaxation and recreation, just minutes from popular local destinations like Gedney Park, DeCicco's, and Tazza Cafe. Step inside to discover 2,460 square feet of thoughtfully crafted living spaces. The home features four generous bedrooms, offering ample room for relaxation or work-from-home needs, two full bathrooms, and a powder room for added convenience. The ground-floor laundry room enhances the home's functionality while the basement adds ample additional space. The heart of this residence is two spacious living room areas, perfect for both entertaining guests and everyday living. The eat-in kitchen seamlessly opens into the dining room, making it an ideal space to use every day and celebrate special occasions. Large windows invite natural light, creating a warm and bright atmosphere throughout. Outside, the expansive deck and yard present endless possibilities for outdoor activities, gardening, or simply enjoying the tranquility of nature. Situated just minutes from the Taconic Parkway, with easy access to New York City and a short drive to the Metro North train station, 25 Highview Road offers unparalleled convenience to transportation, local amenities, dining, and recreational opportunities. Don't miss this rare chance to make this exceptional property your new home!

25 Highview Road, Ossining

$1,065,000
4 Beds 3 Baths 832664 MLS
Welcome to 3 Waterview Drive, an elegant Colonial nestled in the prestigious Waterview Estates of Ossining. This recently constructed, light-filled gem spans over 3,400 square feet and embodies sophisticated modern living at its finest. Enjoy seasonal river views from the windows of your primary suite, relax on the charming porch or back patio, or venture out to the nearby Aqueduct Trail and Teatown Lake Reservation for outdoor adventures. The main floor, easily accessible from the spacious two-car garage, boasts a chic powder room and a spacious open-plan kitchen. Featuring modern cabinetry, a matching pantry, and a large island, the kitchen seamlessly opens up to the impressive dining and living areas, complete with a cozy gas fireplace. Upstairs, you'll find four bedrooms and two full bathrooms, including an expansive primary suite with a luxurious en-suite bath, a sizable walk-in closet, and a laundry room for maximum convenience. With its impressive 9-foot ceilings, the walkout basement adds an extra layer of appeal you can use and enjoy. This home also features a high-end Hydro Air heating system, a high-efficiency gas boiler, and a 50-gallon Burnham Indirect water heater for low utility cost. There is also an unfinished attic that provides ample storage space. Conveniently located near shopping centers and the Metro North, this residence offers a perfect balance of privacy and accessibility. Discover the ultimate in elegance and comfort in this extraordinary home. Minutes to Ossining and Croton-Harmon Train stations, about a 50-minute train ride to NYC.

3 Waterview Drive, Ossining

$700,000
3 Beds 2 Baths 844351 MLS
Welcome to 21 Calam Avenue! Picture yourself unwinding on your front porch with your morning coffee. This charming Bungalow, a true example of 1920s craftsmanship, is a treasured piece of Ossining's architectural history. This is A Sears, Roebuck and Co. home and is one of 102 homes originally built in Ossining between 1908 and 1939. This home truly has it all, featuring a convenient main floor bedroom and full bath with radiant heated floor—so practical! You'll love the updated eat-in kitchen and formal dining room, perfect for hosting Thanksgiving this year. The spacious living room invites you to binge-watch your favorite shows and create lasting memories with friends and family. Head upstairs to find two generous bedrooms and another full bath. And here's the best part: you can beat the heat with 2-zone ductless air-conditioning that’s both quiet and efficient. The basement offers endless possibilities. Whether you need storage, a laundry area, or a great finished space currently set up as an office (153 SF), it’s all there without affecting your living space. Now, let’s discuss the great outdoors: a fully fenced yard and a 1-car garage provide ample space for your vehicles with an attached shed space for storage. The lot, sized at .16 acres, has plenty of room for a fun game of frisbee, a picnic, swings—the options are limitless. Imagine setting up a fire pit to roast marshmallows, watch fireflies, or just gaze up at the stars. The versatile stone patio with retaining wall create an inviting space for alfresco dining, just steps away from the kitchen.

21 Calam Avenue, Ossining

$620,000
3 Beds 2 Baths 843983 MLS
Enter into the charm of this beautifully maintained Sears and Roebuck Cape-Cod, where timeless character meets modern comfort. Nestled in a welcoming and desirable Ossining neighborhood, with charming window boxes that add warmth and enhance the curb appeal. Inside, original hardwood floors flow throughout the bright, sun-filled spaces, perfectly positioned to capture the breathtaking glow of the sunset from the west. The fully remodeled farm-style kitchen is a showstopper, featuring white quartz countertops, shaker style cabinetry, reclaimed wood for open shelving and adjacent, open-concept dining area. The formal (yet casual) living room is spacious and ideal for entertaining and a powder room on this level for added convenience. There are 3-bedrooms and a full bathroom on the upper level with attic space for additional storage. The home is outfitted with new windows (installed in 2020 including the basement). Outdoors, a gardener's dream awaits - perennial gardens include irises, peonies, roses, dahlias, hibiscus, and berry bushes, plus over 500 tulips that bloom each spring. The backyard patio offers a tranquil retreat, perfect for relaxing under the stars with the company of fireflies on summer nights. The unfinished basement includes a small workshop room and attached garage providing vehicle parking, ample storage or space for a home gym plus a driveway for off-street parking. Conveniently located minutes from the train station, you can be in Grand Central in approximately 40 minutes or travel north to enjoy the scenic Hudson Valley. Close to parks, schools, downtown Ossining, and the waterfront, this home offers the perfect blend of bucolic serenity and suburban convenience. Don't miss your chance to make this enchanting home your own!

26 Calam Avenue, Ossining

$3,500
1 Beds 2 Baths 877835 MLS
A luxury rental you can't afford to miss in the desirable Eagle Bay condominium complex nestled along the scenic Hudson River! Discover your perfect oasis in this beautifully furnished one-bedroom condo that lives like a 2-bedroom home, offering a generous 1378 sq ft of living space. The main floor boasts a modern kitchen with granite counters opening to an expansive living and dining area, highlighted by gleaming marble flooring, a wood-burning fireplace and soaring ceilings. Step outside to your private deck, ideal for outdoor relaxation while enjoying the seasonal river views that never disappoint. Completing this level is a full bathroom with dual sinks and a large bedroom with tons of closet space, including a walk-in with closet organizer. Ascend the spiral staircase to the 2nd floor versatile loft area with an abundance of space plus a separate room perfect as a home office, a full bathroom, and ample storage. Additional features include central air-conditioning, in-unit laundry, recessed lighting, attractive ceiling fans, a covered front porch, one assigned outdoor parking space AND a private garage! Enjoy a wealth of community amenities including a clubhouse w/ sauna, exercise room with showers, outdoor pool with Jacuzzi, two tennis courts, a basketball practice court and childrens’ playground. The location is highly convenient being minutes from the Croton-on-Hudson or Ossining train station and just a short drive or leisurely walk to a variety of shopping, specialty stores, and dining options. This move-in-ready home makes your transition effortless - so just bring your toothbrush and start enjoying a vibrant and relaxing country club lifestyle that you SO deserve!

904 Eagle Bay Drive, Ossining

$878,000
5 Beds 4 Baths 837115 MLS
This sun-drenched, picture-perfect 5-bedroom, 3.5 bath colonial is ideally situated on a beautiful, tree-lined street. Truly turn-key and ready for you to move right in! Step inside and you're greeted by a gracious foyer. To the right, an expansive dining room comfortably seats 10 or more-perfect for hosting holidays or intimate dinner parties. To the left, a spacious living room floods with natural light, offering the perfect setting for relaxing or entertaining. At the heart of the home is the kitchen, thoughtfully designed with ample counter space, stainless steel appliances, and a sightline into the stunning great room. With its beamed, cathedral ceiling, cozy fireplace, and walls of windows overlooking the lush, landscaped grounds, this space is nothing short of breathtaking. Step outside to a generous patio, ideal for summer BBQs, evening cocktails, or weekend fun with family and friends. Upstairs, you'll find a serene primary suite with an en-suite bath and large closets, plus two additional generously sized bedrooms and a full hall bath. The walk-out lower level offers incredible flexibility with a full laundry room, space for a home gym or playroom, and two additional bedrooms-perfect for a home office, guest suite, or in-law/au pair setup and a kitchen. Conveniently close to shopping centers, schools, and train stations. With its blend of space, style, and modern amenities, this home checks every box. Don't miss your chance to make it yours!

14 Reeback Drive, Ossining

$490,000
1 Beds 2 Baths 832974 MLS
Come relax and enjoy the serenity of this special updated townhome located in Ossining’s sought-after gated Hudson River front condominium complex. From this upper level END UNIT, with front porch and back deck, you will not only enjoy seasonal river and wooded views, you will bask in the privacy of the unit’s location within the complex with its garage and assigned parking space just footsteps away. This sizable 1,378 sq.ft. one-bedroom townhome model, with two full baths, lives large. Once inside you enter a beautiful open Great Room with a vaulted ceiling with recessed LED lighting. The Living Room side has a triple Marvin sliding glass door out to the deck which provides plenty of natural daylight and outdoor viewing visibility, as well as a lovely wood burning fireplace with mantle. From the Living Room side, you can look up to see a large skylight and the huge opening from the Loft above. The other side of the Great Room is its Dining Room area with a large triple window, also providing a lot more natural light, plus additional recessed LED lighting accented with a fabulous contemporary LED dining fixture. Its gorgeous updated Eat-in-Kitchen boasts custom cabinetry, all Bosch stainless steel appliances, granite countertops including a Bosch washer and dryer with interior venting. The Bedroom on the main floor has a large walk-in closet, and a well-appointed Bathroom just outside. An attractive spiral staircase leads you to the upper level where you will find a giant versatile Loft area with skylight that can be tailored to your own personal needs i.e., den/office/study/family room/game room/media room/hobby room/art room. There’s also another smaller room, currently being used as an office, with an adjoining door to a full bath that also connects from the Loft's hallway... and a huge bonus walk-in attic/storage area. Other noticeable features include: all Marvin windows, granite countertops, grass cloth wall-paper, Nest thermostats, Ring door, remote garage opener and key panel, new garage door. Eagle Bay’s community amenities include a clubhouse with indoor gym and recreational area, outdoor pool and hot tub, tennis/pickleball and basketball courts and a children’s playground area, and an on-site super. Conveniently located near transportation, restaurant and shopping. Approximate 45 minute express commute to Grand Central Station from either Ossining or Croton-Harmon Metro North train stations. Must see to appreciate!

1010 Eagle Bay Drive, 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.