Bedford, NY Homes for Sale with Pool

Experience the timeless prestige of Bedford’s renowned horse country, paired with the outstanding offerings of the Byram Hills School District. Exceptional Location and Lifestyle with easy access to Bedford Village, Banksville and Greenwich, Connecticut and a 20-minute drive to Westchester County Airport.Set behind a long, meandering driveway, this 5+ acre estate offers a combination of

Cynthia Weil Howard Hanna Rand Realty

Introducing Old Post Retreat, a classic brick residence just moments from the heart of historic Bedford Village, where timeless charm meets effortless living. An expansive, high-ceilinged living room creates an impressive gathering space, complemented by a sun-filled eat-in kitchen and formal dining room. The main-level primary suite offers a private retreat with a sitting area, wood-burning

Sam Campolo Compass Greater NY, LLC

Custom built in 1987 as a country weekend retreat, this distinctive contemporary has been lovingly maintained by the same family for more than 30 years. Its architecture, generous entertaining spaces and exceptional outdoor amenities reflect the thoughtful craftsmanship of its era, while offering the next owner an opportunity to refresh and reimagine the interiors for today.The outdoor chef’s

Joanne Padawer Houlihan Lawrence Inc.

BEDFORD SOPHISTICATE. Impressive and elegant Colonial with perfectly scaled rooms, high ceilings and incredible millwork. Comfortable, yet refined, living space with fine detailing and craftsmanship throughout. Beautifully appointed interior with open layout perfect for today’s lifestyle. Stylish main rooms for formal entertaining. Heart-of-the-home Family Room open to gorgeous Chef’s Kitchen.

Kimberly Morris Ginnel Real Estate

Beyond private gates in coveted Back Country Bedford, this exceptional estate offers the perfect balance of privacy and convenience—just minutes to Bedford Village, Greenwich, the Merritt Parkway, and I-684. Bordering the protected Mianus River Gorge Preserve, the property enjoys an unparalleled natural setting with beautifully landscaped grounds, cascading waterfall and resort-style Shoreline

Beth Silfen Compass Greater NY, LLC

Buxton Pond Farm, tucked quietly along a country Lane just minutes from the train, shops and schools of Bedford Hills, is a rare offering. Set on 11 pastoral acres surrounded by historic stone walls with sweeping lawns, mature trees, established gardens that grow food and flowers, and open pastures for animals, this beautiful farm offers a lifestyle rooted in nature, security, and sustainable

Kristine Blake Sotheby's International Realty

9 Lewis Road is the most charming country compound in Pound Ridge. Tucked behind a white gate this completely fenced stone -and-shingle home is privately set on nearly three beautifully landscaped acres and offers a rare combination of character, privacy, and move-in-ready appeal. This jewel-box property welcomes you through a lovely foyer into a spacious living room with oversized windows and

Melissa Marcogliese Compass Greater NY, LLC

Katonah, swim at your private oasis, this multi-functional home with in-law capacity, entertainment amenities, and office workspace is nestled on almost 3 acres of lush parklike property. Enjoy the ease of being close to town, elementary school, and Metro-North; this exceptional 3,738 sqft residence offers the perfect blend of tranquility and commuter convenience. Designed with flexible home

Julia Lear Coldwell Banker Realty

Tucked away on a tranquil cul-de-sac in the prestigious Town of Bedford, this masterfully reimagined gated home defines the next generation ofBedford luxury real estate. Just a short, convenient jauntfrom the energy of Manhattan, 2 Barry Court provides a seamless transition from city living to serene countryside retreat, making it an idealresidence for those seeking fresh air,

Angela Kessel Houlihan Lawrence Inc.

Perfectly situated on one of Bedford's quintessential country roads, this exceptional renovated 4-bedroom three-and-a-half bath home offers the ideal combination of privacy, timeless charm, and modern updates. Set on a beautifully landscaped property surrounded by mature trees, you'll enjoy complete tranquility while relaxing by the in-ground pool or entertaining on the expansive wraparound deck.

Lisa Berliner Coldwell Banker Realty

Katonah Hamlet: This classic 4 Bedroom Colonial is full of timeless charm and ready for the next owner to bring their personal touches. Featuring beautiful hardwood floors throughout, crown molding, a custom fireplace in the family room and an updated Kitchen with stainless appliances, this home offers a warm and inviting atmosphere with a traditional layout ideal for everyday living and

Rita Carrozza Houlihan Lawrence Inc.

MILLSBROOK. Foremost Upper Hook Road estate area. Sophisticated and refined Country House, circa 1938. Beautifully proportioned rooms impeccably appointed by renowned designer. Gleaming hardwood floors, impressive millwork, upholstered walls, French doors and three fireplaces. True Center Hall Entry with French doors to rear terrace. Stunning Living Room with crown dentil molding, bay window and

Mary Dowdle Ginnel Real Estate

Set on more than four private acres at the end of a quiet Bedford Hills cul-de-sac, this five-bedroom custom contemporary was reimagined by NYC architect David Howell in collaboration with local architect Robert Robinowitz.Clean lines, custom woodwork, clerestory windows, expansive glass and wide, light-filled hallways define the home, anchored by a dramatic staircase and an open, airy sense

Elizabeth Ronel Coldwell Banker Realty

Exquisite offering in the Byram Hills School District — Private, Sophisticated, and Unmatched. Set at the end of a quiet cul-de-sac, this exceptional 5-bedroom, 5.5-bathroom home offers over 6,000 square feet of luxurious living, thoughtfully designed to balance grand entertaining spaces with intimate comfort. Every detail — from the gleaming hardwood floors to the beautifully appointed chef’s

Cate Hegarty Compass Greater NY, LLC

Rockridge is an extraordinary hilltop estate situated on one of the highest elevations in all of Bedford. Offering 25-mile panoramic vistas across The Hudson Valley to The Palisades of New York, the property is quite simply stunning. Gated, fenced, and accessed by a quarter-mile long driveway, the residence is perfectly sited on over 11 acres of spectacular rolling land. The house centers on a

David Turner Compass Greater NY, LLC

Just one hour from Manhattan, this extraordinary Bedford Corners estate offers the ultimate in privacy, scale, and resort-style living. Encompassing 14,000 square feet of custom design on 11.27 gated acres, the residence combines timeless sophistication with every modern amenity. Perfect for either a primary or weekend residence.A Retreat for Living, Working and EntertainingThe

Harlene Friedman Corcoran MH, LLC

STUNNNING & SOPHISTICATED. Striking re-imagination of a classic Deck House completely transformed and expanded in 2024. Stunning use of natural materials and sophisticated style. Desirable open floorplan highlighting the elements of the original design. Vaulted ceilings finished in wood, exposed beams and walls of windows create a sun-filled living space. Two-story Entrance Hall. Impressive

George D'Ambrosio Ginnel Real Estate

Set on more than 7 private acres, this distinctive woodland retreat offers an in ground pool, walking trails, flexible living space, and a separate cottage ready to be reimagined. Thoughtfully updated while preserving its rustic country character, the home features soapstone countertops, a stainless-steel gas range, a striking travertine stone fireplace, rich wood paneling, custom built-ins, and

Matthew Tallett Brown Harris Stevens

Welcome to “Apple Blossom Farm”, an extraordinary opportunity to own a remarkable private estate designed for grand-scale living, entertaining, and multi-generational enjoyment. Set on beautifully landscaped grounds in desirable Bedford Corners, this impressive 12,000-square-foot residence offers 8 bedrooms and an exceptional collection of indoor and outdoor amenities.Designed as the

Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

First time on the market in 60 years! This well-kept and cared for Bedford Village Cape Cod home offers 4 bedrooms and 2 baths on approximately one acre of beautiful park-like property. Located on a quiet cul-de-sac, and only moments away from the Town Park, charming village shops, fine restaurants, and the Bedford Playhouse. Bring your vision and update the interiors to reflect your personal

Maria LaGattuta Douglas Elliman Real Estate

Five-plus private acres. A century-old Georgian. Towering trees, beautiful gardens, charming guest cottage and a pool within an hour of NYC! Historic without feeling precious. Private without feeling remote. Grand enough for a proper dinner party, relaxed enough for barefoot afternoons by the pool.• Exceptional early-20th-century Georgian architecture by Delano & Aldrich• High

Christine Foster Corcoran Legends Realty

Offered for the first time by its original owners, this immaculate 4-bedroom Bedford Village contemporary sits on 4 picturesque acres along a sought-after country road, just minutes from town. Lovingly maintained throughout, the house has all hardwood floors, a new AC system, new windows, a rebuilt double tiered deck, a new steam washer/dryer, an epoxy finished garage floor and is freshly painted

Angela Kessel Houlihan Lawrence Inc.

Work is underway! An exceptional opportunity to own a newly built, ultra-luxury estate perfectly sited on over five pristine, private acres—just three minutes from Bedford Village. This chic, sun-drenched Modern Traditional features six ensuite bedrooms, a covered terrace, and a sparkling heated Shoreline pool and spa. The home is part of Hemlock Hills, an exclusive enclave of seven custom

Angela Kessel Houlihan Lawrence Inc.

INDOOR POOL! Primary on the main level. Set behind gates on more than 13 acres, with an indoor pool, this subdividable, thoughtfully renovated country property offers a rare combination of privacy, space, and convenience just minutes from the heart of Katonah. With over 4,000 square feet of updated living space, the home features a welcoming layout designed for comfortable everyday living and

Michael Neeley William Raveis-New York LLC

WOLSEY FARM. One of Bedford’s most iconic estate properties—first time offered in nearly 100 years. Remarkable Colonial Estate dating to 1810. Grand main rooms with incredibly preserved period detailing. Stunning interior with graciously proportioned rooms, high ceilings, period millwork, intricate moldings and spectacular quarter-sawn oak floors with black walnut inlays. Impressive Portico

Mary Dowdle Ginnel Real Estate

Two homes, one gorgeous estate. This exceptional property features two distinct residences—a stunning modern new-construction main home and a charming, fully renovated 2 bedroom cottage—situated together on a picturesque, private estate. Modern and European-inspired, this residence balances scale with sophistication. Thoughtfully crafted to blend clean architectural lines with warm, natural

Mark Boyland Keller Williams Realty Partner

Discover this beautifully designed, sunny, top-floor condominium in the desirable Woodcrest Village Development. Woodcrest is an exclusive 55-and-over community. This spacious residence features two bedrooms, two full bathrooms, and an inviting open-concept kitchen that is ideal for both everyday living and entertaining. The thoughtfully planned community offers an array of exceptional amenities

Cyndi David William Raveis-New York, LLC

Set on 2.07 private acres bordering a peaceful land preserve, this spacious 4-bedroom, 2.5-bath home offers a wonderful blend of comfort, privacy, and indoor-outdoor living in a fabulous neighborhood. Generously sized rooms, fabulous flow, and hardwood floors create a warm and inviting interior. The updated kitchen features quartz countertops, wood cabinetry, and stainless steel appliances and

Margo Lancia Houlihan Lawrence Inc.

Welcome to Woodcrest Village, a sought-after 55+ community offering the perfect combination of comfort, convenience, and low-maintenance living. This beautifully maintained and freshly painted second-floor corner unit is move-in ready and filled with natural light. Its desirable end-unit location provides added privacy and quiet, with the added benefit of no neighbors above. Step inside to a

Jamal Hadi Keller Williams Realty Group