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$575,000
1 Beds ⋅ 2 Baths ⋅ 1049345 MLS
Welcome to The Brooke Club, an established residential community offering a wonderful combination of comfort, amenities, and convenience. Beautifully upgraded and thoughtfully maintained, this attached single-family home offers a flexible and distinctive floor plan complemented by a substantial list of meaningful improvements. On the main level, at the heart of the home, is a renovated chef's kitchen featuring quartz countertops, updated flooring, and a suite of Bosch appliances. Separate living and dining areas provide wonderful spaces for everyday living and entertaining as well as a fireplace. There is also a renovated full bathroom, separate laundry closet, pantry and direct access to the attached garage. The 2nd level offers an impressive primary suite providing a private retreat, complete with a beautifully renovated full bathroom and custom cedar-lined walk-in closet. The dramatic lofted mezzanine is multi-functional with cathedral ceilings adding architectural interest and valuable living space, plus a bonus room which can easily serve as a second bedroom. The home lives comfortably like a 2-bedroom, with excellent flexibility for guests, a home office or den. The private rear patio provides an inviting extension of the living space for outdoor dining, entertaining, or simply relaxing with park-like views and breathtaking seasonal sunsets. An attached garage plus 2 in driveway, offer the convenience of 3-car parking. Numerous upgrades and improvements have created a truly turn-key home designed to be enjoyed today and grown into for the long term, allowing its next owner to move in with confidence and make it their own for years to come. Residents of The Brooke Club enjoy updated community amenities, including an indoor pool complex and fitness center. Conveniently positioned near major parkway access and Metro-North, this location provides easy connections throughout Westchester, to New York City, and points north and south.

5-03 Brooke Club Drive, 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
$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
$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
$620,000
1 Beds ⋅ 2 Baths ⋅ 1012405 MLS
Beautifully renovated one-bedroom townhouse with loft and attached garage in desirable Hudson Watch, tucked away on a cul-de-sac. This sun-filled home features hardwood floors, a stunning stone fireplace in the living room, and an open-concept floor plan perfect for modern living. The updated kitchen boasts white cabinetry, stainless steel appliances, quartz countertops, and recessed lighting, seamlessly flowing into the living and dining areas. Sliding doors lead to a private deck, ideal for relaxing or entertaining. Additional highlights include new central air conditioning and skylights (approximately 4 years old), bringing abundant natural light throughout. The spacious loft provides flexible additional living space, perfect for a home office, guest area, family room, or fitness space. Enjoy all that Hudson Watch has to offer, including a community pool and playground. Conveniently located close to the Croton-Harmon train station for an easy commute to NYC and just minutes from the Peekskill and Ossining waterfront with its restaurants, shops, and entertainment.

42 Hudson Watch Drive, Ossining
$229,222
2 Beds ⋅ 1 Baths ⋅ 1032252 MLS
Move right into this beautifully updated 2-bedroom unit featuring stylish finishes and modern upgrades throughout. New luxury waterproof vinyl flooring, new interior doors and hardware, and a renovated kitchen and bath create a fresh, contemporary feel. The updated kitchen boasts new cabinetry, butcher block countertops, a subway tile backsplash, and stainless steel appliances, including a built-in microwave and gas range. The open-concept living and dining area is filled with natural light and opens to a private balcony—perfect for relaxing and enjoying beautiful sunset views. The renovated bathroom features classic subway tile, a bathtub with a rainfall showerhead, and an updated vanity. Ceiling fans in both bedrooms and the living room provide added comfort, while the large picture window and generous closet space enhance the bright, spacious layout. Residents enjoy excellent amenities, including an outdoor pool, fitness center, on-site laundry, assigned parking, secure building entry with a security camera system, and an on-site superintendent for added convenience. Ideally located near parks, schools, the village, shopping, dining, and public transportation, this exceptionally well-maintained home offers comfort, style, and convenience in one desirable package. There are no audio recording devices inside this property.

119 S Highland Avenue Unit #5E, 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
$1,079,000
4 Beds ⋅ 3 Baths ⋅ 1002953 MLS
Set on two peaceful acres in the desirable New Castle area, this thoughtfully updated home offers a rare balance of privacy, space, convenience, and flexibility. Positioned on a corner lot and set far back from the road, the property provides a quiet and secluded feel while still being conveniently located approximately 15 minutes from downtown Chappaqua, the Chappaqua Train Station, shopping, dining, and everyday essentials. The Croton-Harmon Train Station is even closer, while convenient access to Route 9A and the Taconic State Parkway makes commuting throughout Westchester and beyond easily accessible. Thoughtfully redesigned and extensively reconstructed under architectural plans, the home features spacious light-filled living areas, a dramatic vaulted great room ceiling, and an architect-designed wall of glass that brings natural light and the surrounding landscape into the heart of the home. Multiple Marvin door systems were designed to create seamless indoor-outdoor flow and future deck integration. The home was designed with a similar footprint across both levels, resulting in an exceptionally large lower level that dramatically expands the usable space of the home and offers substantial flexibility for workshop space, storage, recreation, future finishing, home business use, gym space, or other expanded uses rarely found in the area. The kitchen and main living spaces were rebuilt from the foundation up during the 2008 reconstruction and create a true chef’s kitchen experience, featuring radiant heated flooring beneath large-format tile, custom-built cabinetry, an oversized 5’ x 7’ island, a large built-in KitchenAid refrigerator, KitchenAid dishwasher, and a Thermador professional oven. The kitchen was intentionally designed with exceptional spacing and flow for cooking, entertaining, and everyday living, creating an openness rarely found in homes of this style. A large high-ceiling lower level was also added during the reconstruction, offering excellent flexibility as a workshop, workspace, storage area, gym, hobby space, or potential future finished area. The lower level also includes a second laundry setup with an additional washer and dryer. The spacious primary suite addition includes a large ensuite bath with jacuzzi tub, oversized shower, and private water closet. A second primary-style bedroom offers its own ensuite bathroom with shower and direct access to the backyard, creating excellent flexibility for guests, extended family, multigenerational living, or private workspace use. A second primary bathroom was also fully renovated in 2025. The rare 4-car tandem garage configuration, expansive multi-driveway parking setup with space for approximately 20 vehicles, and oversized lower level create exceptional flexibility for car enthusiasts, collectors, hobbyists, workshop use, home business needs, or anyone seeking substantial additional storage and utility space rarely found in northern Westchester. Additional highlights include a central vacuum system with multiple in-wall outlets and kitchen kick-plate crumb sweeper, fireplace-ready buildout with propane option, generator-ready electrical infrastructure, alarm system, updated water systems, and numerous structural and mechanical improvements completed over the years. A unique opportunity to enjoy peaceful acreage, architectural character, exceptional utility space, commuter convenience, and a level of flexibility rarely found in one property.

54 Allapartus Road, Ossining
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 1002298 MLS
Phase Two at Moradia is now offering a fabulous to-be-built new modern on Lot One. Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is a brand-new community of high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. MIES is the second of three luxury residences to be offered. Set on two acres and encompassing four bedrooms and three and one half bathrooms the house is designed to take advantage of the natural surroundings. Rendered in open plan, the kitchen, dining and living rooms are surrounded by large windows and three outdoor exposures-all centered on a free standing, wood burning fireplace. 9 1/2 to 14 foot ceilings with high clerestory windows and skylights flood the interior with sunlight. A covered deck is adjacent to the living area. High quality finishes include wood clad Andersen windows, Restoration hardware bathroom vanities, Herman Miller lighting, five-panel solid fir interior doors, and five-inch white oak floors. A dedicated laundry closet, kitchen pantry, two-car garage are additional amenities. Designed and built by local Westchester developers, Atelier Atlantic, the new community is conceived as modern homes for the new century. Principals Jennifer and Pascal Smith Couti, who live and work in the Ossining, are leveraging their extensive experience as home designers to bring the project to life and to skillfully integrate the residences into a cohesive and elegant new community. The project is an extraordinary opportunity to fulfill the dream of purchasing a newly-built modern home on a wonderful parcel of beautiful land.

94 Somerstown Road, Ossining
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 933442 MLS
Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is a brand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first of three luxury residences to be offered. Set on two acres and encompassing four bedrooms and three and 1/2 baths, the house is designed all on one level. Rendered in open plan, the kitchen, dining and living rooms are surrounded by floor to ceiling windows and three outdoor exposures-all centered on a free standing, wood burning fireplace. 9 1/2 to 10 1/2 foot ceilings with high clerestory windows and skylights flood the interior with natural light. High quality finishes include wood clad Andersen windows, Restoration hardware bathroom vanities, Herman Miller lighting, five-panel solid fir interior doors, and five-inch white oak floors. A dedicated laundry room, walk-in kitchen pantry, two-car garage and roof top deck are additional amenities. Designed and being built by local Westchester developers, Atelier Atlantic, the new community is conceived as modern homes for the new century. Principals Jennifer and Pascal Smith Couti, who live and work in the Ossining, are leveraging their extensive experience as home designers to bring the project to life and to skillfully integrate the residences into a cohesive and elegant new community. The project is an extraordinary opportunity to fulfill the dream of purchasing a newly-built modern home on a wonderful parcel of beautiful land.

94-3 Somerstown Road, 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.