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$349,900
1 Beds 1 Baths 1047960 MLS
Set among the mature landscaping and beautifully maintained grounds of Briarcliff Woods, this one-bedroom condo offers a peaceful setting for easy Hudson Valley living. The comfortable one-level layout features a spacious living room centered around a wood-burning fireplace, with sliding glass doors opening to a private balcony — a wonderful extension of the living space for relaxing outdoors. A dedicated dining area, separate kitchen, in-unit laundry, and excellent storage, including a generously sized walk-in closet, add everyday functionality, while the bedroom offers plenty of room to create a comfortable private retreat. One reserved parking space completes the package. Beyond the front door, Briarcliff Woods feels more like a landscaped retreat than a typical condo community, with a beautiful in-ground pool, tennis courts, clubhouse, an on-site superintendent, and well-cared-for grounds to enjoy throughout the seasons. Commuters will appreciate the convenient proximity to Croton-Harmon, with weekday jitney service from Briarcliff Woods to the station, express Metro-North service to Grand Central Terminal and Amtrak service to Penn Station, while the Ossining Metro-North station is also nearby. And when it’s time to stay closer to home, some of the best of the Hudson River Valley is just minutes away — waterfront parks, scenic walking and hiking trails, restaurants, shopping, seasonal events and the vibrant riverfront communities of Ossining and Croton-on-Hudson. It’s a wonderful combination of comfortable condo living, outdoor space, community amenities and easy access to everything that makes this corner of Westchester so appealing.

1 Briarcliff Drive S Unit #4, 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

$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

$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

$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

$230,000
2 Beds 1 Baths 1036334 MLS
Welcome to this spacious and sun-filled two bedroom co-op in the beautiful Highland Terrace! Step into a welcoming foyer, currently arranged as a home office but easily adaptable as a dining area or flexible bonus space. The generously sized kitchen offers abundant cabinet storage and stainless-steel appliances. Just beyond, the bright and airy living room features large windows that fill the space with natural light. Down the hallway, you will find a spacious primary bedroom with ample closet space, along with a second bedroom that functions as a guest room, home office, or additional living space. The tiled bathroom is complete with a full bathtub. Outdoor enthusiasts will especially love the direct access to the historic Old Croton Aqueduct Trail from the property. This community is pet friendly, so your four-legged companion can enjoy the surroundings with you. Enjoy scenic and peaceful time in nature without having to get in the car. Return home and cool off in the beautiful swimming pool. Located less than two miles from the Ossining Metro-North station, this unit offers convenient access to transportation while keeping you close to the natural beauty and vibrant energy of the Hudson River area. Spacious, well located, and pet friendly, this co-op is an exciting opportunity you will not want to miss!

129-1 S Highland Avenue Unit #B3, Ossining

$1,350,000
5 Beds 4 Baths 1034206 MLS
A once-in-a-lifetime opportunity to own Maplehurst Farm, originally known as the Conklin-Chadeayne Farmhouse, an irreplaceable Antique Farmhouse Colonial estate dating back to the 1730s, nestled on five irreplaceable acres in the highly sought-after community of New Castle. Rich in history and timeless character, this extraordinary property preserves many of its original architectural details, including wide-plank pine floors, original farm doors, hand-crafted millwork, and three fireplaces. Offering exceptional versatility, the estate is ideally suited as a private country retreat, equestrian property, or multi-generational residence. Set on over five picturesque acres, the grounds are a true sanctuary. Enjoy peaceful mornings on the multi-level stone patios surrounded by mature landscaping and native plantings, or gather with family and friends on the expansive covered front porch. Equestrian enthusiasts will appreciate the six-stall horse barn, multiple paddocks, and riding arena, while the heated 20' x 50' in-ground pool, complete with its own stone patio and custom-built pergola, provides the perfect setting for summer relaxation. Historic stone walls, crafted from stones found on the property, and impressive steps built from reclaimed West Point stone further showcase the estate's remarkable heritage. A gracious front porch welcomes you into the center hall. The main level features a living room with a wood-burning fireplace, an intimate reading room, formal dining room, eat-in kitchen with its own fireplace, powder room, family room, laundry room, and walk-in pantry. The second level features a spacious primary suite, three additional bedrooms, and a full bath highlighted by a timeless clawfoot tub. The approximately 1,200-square-foot finished walk-out lower level offers exceptional flexibility, featuring a spacious living and dining area with wide-plank flooring, a former tiled summer kitchen, two bedrooms with hardwood flooring—one with a fireplace—a storage/mechanical room, and multiple exterior entrances, creating an ideal space for extended family, guests, or a potential mother/daughter arrangement with the appropriate approvals. While this private estate feels like a world away, it is just minutes from the Village of Ossining, the scenic Hudson River waterfront, and an array of restaurants, shops, parks, hiking trails, and recreational activities that make the Hudson Valley such a sought-after destination. Located approximately 45 minutes from New York City, this extraordinary estate presents a rare opportunity to own an authentic piece of American history while enjoying the privacy, beauty, and lifestyle of a truly exceptional country property. Estates of this significance, craftsmanship, and versatility are exceedingly rare and simply cannot be replicated.

15 Inningwood Road, Ossining

$3,100,000
3 Beds 5 Baths 1019351 MLS
No words or photos will justify the Magical beauty of this luxurious home. The woodwork in this custom built home was done by craftsman Mark Pedley, a very talented carpenter/joiner from Vermont who previously worked in Palaces in Jordan. The home is flawless and impeccable with spa like bathrooms, a gourmet kitchen, outdoor grilling area, sauna, steam bath and jacuzzi, with marble, granite and superior hardware throughout. The woods in the house are too numerous to list, but some of them are Mahogany, Red Maple, Pecky Cypress, White Oak, Utile (Mahogany type), Amboyna, Birch, Curly Birch, Bubinga, Red Birch, Maple, Maple Burl, and Walnut. All of the baseboards are double or triple layered with different wood species. All of the light fixtures, window dressings, and appliances stay with the home. The gourmet kitchen contains a steam oven, double drawer freezer full-size refrigerator, built in microwave, warming drawer, six burner stove, double oven, ice maker, separate built-in vacuum cleaning system. Additional square footage is on the basement level. This is a wonderful home surrounded by greenery to entertain guests or enjoy your privacy. Please see video link for a virtual tour.

23 Inningwood Road, Ossining

$3,995,000
7 Beds 6 Baths 1012192 MLS
Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular 7-bedroom main residence, where grand, light-filled rooms showcase timeless craftsmanship and sweeping vistas from nearly every window. Multiple primary suites and en suite bedrooms provide exceptional comfort and flexibility for hosting overnight guests. The property also features a 5-bedroom, 2 bath, caretaker’s home and a historic carriage house with a 5-car garage, horse stalls, a chicken house, and a sheep house—ideal for equestrian pursuits, hobby farming, or simply enjoying the pastoral lifestyle. Whether you envision a private compound, event venue, or generational retreat, this setting offers endless possibilities. With its rich heritage, refined elegance, and serene privacy, Old Dam Farm is more than a property—it’s a place to create memories that will last a lifetime.

433 Arcady Road, Ossining

$1,750,000
9 Beds 8 Baths 1005133 MLS
Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities. The beautifully renovated 5,337-square-foot Main House features 5 spacious bedrooms and 3.5 bathrooms, showcasing refined craftsmanship and sophisticated updates throughout. At the center of the home is a stunning chef’s kitchen equipped with premium Sub-Zero appliances, designed for both everyday living and elegant entertaining. Recent upgrades include new windows, a new roof, and solar panels on the Main House, offering enhanced efficiency and sustainability. Beyond the main residence, the estate includes a charming 1,020-square-foot Guest House with 3 bedrooms and 2 bathrooms, ideal for long term guests, or private office space. A separate Gate House with 2 bedrooms and 2 bathrooms adds even more versatility and privacy. Surrounded by lush grounds and mature landscaping, the property offers resort-style amenities including an in-ground swimming pool and private tennis courts, creating a true retreat just outside the city. A rare opportunity to own a distinguished estate that delivers privacy, luxury, and convenience in one of Westchester County’s most coveted locations.

51 Pinesbridge Road, Ossining

$234,500
2 Beds 1 Baths 987888 MLS
Spacious two bedroom light & airy updated END-unit in heart of town offers easy affordable living in a quiet, pet-friendly community. Common charges include taxes, heat, water, buildings/grounds and pool maintenance, insurance & parking. This low-maintenance one-level unit is located on the first floor. Features include an updated Kitchen with quartz countertops, white cabinetry, natural gas cooking stove; high-hat lighting and wiring for Verizon Fios/Spectrum/Cablevision. Multiple ceiling fans and windows in every room; multiple a/c units included. Corner location offers more windows and privacy than most and lets in more natural sunlight. Lovely landscaping, basketball/sports court, outdoor in-ground pool & common-use patios with BBQ set ups, along with well-maintained outdoor seating areas. Ossining's award-winning Schools are known for having the most Intel Science winners year after year along with great Robotics & STEM Programs. This is one of a very limited number of co-op complexes that is pet friendly (2 pet limit). Walk to the Arcadian Shopping Center's stores, banks and restaurants (i.e., McDonald's, Verizon, Starbucks, Capri Pizza, Valley Bank, Stop & Shop Supermarket +) all for your dining & shopping pleasure. If you work in the City, or want to head up north to Bear Mountain and beyond, Highland Terrace Co-ops has easy access to all main thoroughfares. You're only minutes from Metro-North's Hudson train line with less than an hour's commute to Manhattan. Nelson Park is just a block away. Scenic Aqueduct walking trails are nearby; and only seconds from riverfront options to fish or sail on the Hudson! Who needs anything more? Why not say "Welcome Home" to Unit #B3 today.

127-1 South Highland Avenue Unit #B3, Ossining

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.