Bedford Real Estate

Welcome to Bedford, a picturesque town nestled in Westchester County, New York. Known for its charming rural character and stunning landscapes, Bedford offers a peaceful retreat from the hustle and bustle of city life.

With its historic village center, rolling hills, and horse farms, Bedford exudes a timeless appeal that attracts residents and visitors alike. The town is home to a tight-knit community that values its rich history and natural beauty.

In addition to its idyllic setting, Bedford boasts top-rated schools, upscale dining options, and a variety of outdoor recreational activities. Whether you enjoy hiking in nature preserves, exploring local boutiques, or attending community events, there is something for everyone in Bedford.

Real estate in Bedford ranges from historic colonial homes to modern estates, providing a diverse selection for potential buyers. Whether you are looking for a cozy cottage or a spacious farmhouse, Bedford offers a range of housing options to suit your preferences.

Experience the best of country living in Bedford, where small-town charm meets modern convenience. Come discover why so many people choose to call this beautiful town home.

Newest Listings in Bedford

$849,000

3 Beds ⋅ 3 Baths ⋅ 1062362 MLS

A Private Bedford Retreat with Modern Updates and Timeless Character. Set on approximately 1.1 acres in the heart of Bedford, 168 Pound Ridge Road offers a rare combination of privacy, comfort, and effortless country living. Thoughtfully updated and beautifully maintained, this inviting 3-bedroom, 2.5-bath home provides an ideal setting for both relaxed everyday living and entertaining. From the moment you arrive, the property feels distinctly private and welcoming. Mature landscaping surrounds the home, while the expansive grounds provide plenty of space to enjoy the outdoors. A generous deck extends the living space into the backyard, creating a natural setting for summer gatherings, outdoor dining, morning coffee, and quiet evenings at home. Inside, warm hardwood floors, abundant natural light, and thoughtful updates create a comfortable and sophisticated atmosphere. The renovated kitchen features granite countertops, stainless steel appliances, generous cabinetry, and an open connection to the home’s dining and living areas. A formal dining room provides an elegant space for entertaining, while the inviting family room centers around a wood-burning fireplace. The primary suite offers a peaceful private retreat with an updated en-suite bath and generous closet space. Two additional bedrooms provide flexibility for guests, a home office, or additional living space. The home has been extensively cared for and enhanced with meaningful improvements, including Alside Ascend composite siding, a recently repaved driveway, updated roof and gutters, and other improvements throughout the property. An attached two-car garage adds everyday convenience and valuable storage. Beyond the house, the property captures what makes Bedford so desirable: space, privacy, natural beauty, and a relaxed country lifestyle, while remaining conveniently located near Bedford Village, local shops and restaurants, schools, and major commuter routes. With its private setting, extensive updates, inviting interiors, and exceptional outdoor living, 168 Pound Ridge Road presents a wonderful opportunity to make your home in one of Westchester County’s most sought-after communities.

168 Pound Ridge Road, Bedford

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 1058971 MLS

Set along a picturesque Bedford road, this two acre property offers an exceptional opportunity to create a distinctive country residence. With approximately 2,568 square feet, four bedrooms three bathrooms, the existing home provides a versatile foundation for a thoughtful renovation, complemented by a gated entrance, mature trees and a naturally beautiful setting. Outdoor features include a semi-private pond and an in- ground Gunite pool, offering the potential to create inviting spaces for relaxation and entertaining. Ideally situated moments from the charm of Bedford Village, the property offers convenient access to the historic Bedford Playhouse, boutique shopping, restaurants. This property presents an opportunity to bring a personal vision to life in a quintessential country setting. " Conceptual renderings of a select rooms / exteriors are provided to showcase the home's potential for a thoughtful renovation and design transformation."

25 Hissarlik Way, Bedford

$1,595,000

4 Beds ⋅ 3 Baths ⋅ 1046921 MLS

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 inside and out. The property is totally private and is centered around a free-form heated saltwater pool that blends seamlessly into the landscape. This home is streaming with natural light and the sunroom is simply magical. The kitchen includes a Subzero refrigerator and a high-end Advantium oven. The basement adds extra space (not included in the square footage) for theater, playroom or gym and also has a 1000 bottle, temperature controlled wine cellar.

76 Pine Brook Road, Bedford

$899,000

5 Beds ⋅ 3 Baths ⋅ 1015457 MLS

Tucked near the end of a private, tree-lined cul-de-sac in Bedford, this meticulously maintained 5-bedroom, 2.5-bath colonial/hi-ranch combines versatile living spaces with standout modern infrastructure. The main level showcases a sunlit layout designed for effortless entertaining, featuring a formal living room, an elegant dining room, and an eat-in kitchen with direct walk-out access to a private rear deck. Downstairs, the finished walk-out lower level offers exceptional flexibility—anchored by an inviting family room with a focal-point fireplace, a private bedroom, and a dedicated bonus room configured for a home office, fitness gym, or media room. Glass sliders transition directly outside to a secluded stone patio and lush, manicured grounds framed by a tranquil wooded backdrop. Premium functional upgrades set this property apart, including a whole-house automatic generator and upper-level central air conditioning. Car enthusiasts and hobbyists will be captivated by the state-of-the-art, custom-upgraded two-car garage equipped with durable GarageTek wall systems and flawless, high-grade flooring.

56 Holmes Lane, Bedford

$1,638,000

4 Beds ⋅ 4 Baths ⋅ 1052839 MLS

Privately set on 1.2 pristine acres in a desirable community, this beautifully renovated 4-bedroom residence with a den, bonus room, and 4 full baths blends refined design with modern comfort. Impeccably updated throughout, the home features a brand-new kitchen, renovated baths, new flooring, new windows and doors, updated electrical, new heating and central air systems, spray foam attic insulation for enhanced energy efficiency, a new water softener system, sprinkler system, outdoor lighting, and a newly constructed stone patio overlooking the peaceful backyard. Offering 3,500 SqFt above grade plus a 1,327 SqFt finished walk-out lower level, the home provides generous proportions, abundant natural light, and flexible living and entertaining spaces. Smart home features, including a Ring security system, add convenience and peace of mind. Ideally located near major highways, shopping, dining, and approximately 1 mile from Metro-North with service to Manhattan.

10 Tall Pines Lane, Bedford

$1,875,000

4 Beds ⋅ 3 Baths ⋅ 1045155 MLS

Move right in and embrace an indoor-outdoor lifestyle within the sought after Byram Hills School District living in this meticulously kept home privately positioned on over 2.50 acres in the neighborhood of CastleBrook Estates. This premier Westchester County pristine property is the perfect combination of comfort and sophistication. It offers an extensive front porch, two-story, impressive marble entry foyer/high ceiling, a formal, yet comfortable living room/fireplace (which opens out to a screened-in sunporch and extends to the backyard deck), formal dining room, and a modern eat-in kitchen featuring tiled backsplash, Corian countertops and a center island, opening up to the family room/fireplace. Both the kitchen and family room open out to a backyard deck. In addition, there is a bonus room/high tray ceiling off the front foyer that gives you countless options to fit your lifestyle. The laundry room, pantry and powder room complete the main level. The primary bedroom suite including a skylit marble bath and his and her walk-in closets, 3 generously sized bedrooms, full bath with double vanities, and a loft/workspace overlooking the foyer complete the upper level. Additional highlights include hardwood floors, recessed lighting, Andersen windows with French Doors to porches and decks, attached three-car garage, bluestone walkway and a spectacular front porch, large storage room in the partial basement, 12KW Kohler propane generator (keeping utilities working if the power goes out), and security system for added peace of mind. Offering exceptional privacy in a spectacular Bedford neighborhood, this is country living at its best. CastleBrook Estates is a community comprised of approximately 45 private and pristine homes located on Greenwich Road in the town of North Castle, New York, approximately one mile from the New York/ Connecticut border. Her prestigious setting is convenient to both I-684 and the Merritt Parkway. The Westchester County Airport is also nearby, and New York City is approximately a 20-mile drive or a 40-minute express commute from the Metro-North train station in North White Plains.

11 Smith Farm Road, Bedford

$600,000

1048984 MLS

Build your dream estate on this premier 2-acre building parcel, perfectly situated in the prestigious Town of North Castle with a coveted Bedford mailing address. This rare offering provides a seamless, fast-tracked path to construction once we get approvals. Application for 5 BR home is in process. Positioned within the award-winning Byram Hills School District, the property features a private, estate-like setting enveloped by nature, offering the ultimate canvas for an architectural masterpiece. Enjoy the convenience of the location; you are just minutes from the vibrant shops and fine dining of downtown Armonk, Bedford Village, and Greenwich, Connecticut. Commuters will love the easy access to major highways and nearby Metro-North train stations for one a hour 10 minute ride into New York City Via Metro North Harlem line . Easy to show—schedule a walking tour of the lot. Easy to show—schedule a walking tour of the lot. The Bedford Hills Station, which is just a 10-minute drive from 54 Hickory Kingdom Road. From there, the direct Metro-North Railroad takes approximately 1 hour and 10 minutes to reach Grand Central Terminal in New York City - Appointments are required to walk the property so be sure to make arrangements with your realtor.

54 Hickory Kingdom Road, Bedford

$1,675,000

4 Beds ⋅ 3 Baths ⋅ 1046215 MLS

Welcome to 10 Hickory Lane, a charming 4-bedroom, 3-bath offering a perfect blend of warmth, character, and functional design. Set back from the road behind a private driveway, this inviting residence features thoughtfully maintained outdoor spaces surrounded by lush plantings, multiple entertaining areas, and sunset views. Inside, bright and airy living space awaits. Cathedral ceilings and wooden beams define the living room, anchored by a cozy stone fireplace and framed by wide windows that fill the home with natural light. Beautiful French doors transition seamlessly to a screened-in porch, ideal for indoor-outdoor living. The heart of the home is a spacious, light-filled kitchen, complemented by a dedicated office space bathed in sunlight, and separate wing featuring a large main floor bedroom and full bath.. The primary, and 2 additional bedrooms boast vaulted ceilings, enhancing the sense of open space throughout. Shutters provide custom privacy, while abundant storage options—both inside and outdoors—ensure maximum functionality. Ideally located just five minutes from the heart of Bedford Village, this location offers exceptional convenience for commute and travel throughout Northern Westchester and nearby Fairfield County, including quick access toward Greenwich, Stamford, and New Canaan.

10 Hickory Lane, Bedford

$1,700,000

4 Beds ⋅ 4 Baths ⋅ 1031198 MLS

This distinctive contemporary on 3.0 acres was originally built as a country weekend retreat and 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 kitchen, bar, heated Gunite pool and expansive patios are thoughtfully positioned among natural rock outcroppings and lush landscaping on 3 acres. An abundance of privacy, flat usable land and multiple gathering areas create a relaxed country lifestyle designed for gatherings, and enjoying the outdoors. The first-floor layout lends itself to easy living and entertaining. The kitchen with bar seating creates the heart of the home, flowing naturally into the family room with fireplace and solid honey toned built-ins. French doors lead directly to the pool, extending the kitchen and living spaces outdoors. The large solarium, with three sides of glass, provides a wonderful setting for dining while taking in views of the surrounding landscape and pool. The formal dining room, with oversized windows, flows to the formal living room, two steps down and designed as a versatile multi-function space. A substantial fireplace is flanked by French doors opening to the side patio, while oversized windows and a dramatic beamed ceiling enhance the room’s architectural character. The first-floor ensuite primary bedroom is one step down and features two separate doors providing access to the large private rear stone patio, and to the side lawn and pool. Two additional steps down lead to a private office with custom cabinetry. The second floor includes an ensuite bedroom and two additional bedrooms share a full hall bath. The lower level offers multiple storage rooms, a 536 finished SF is currently used as a workout area, and a substantial wine storage room. The heated two-car garage is finished with a custom wall and flooring system. A distinctive property with exceptional outdoor amenities, thoughtful original craftsmanship and tremendous potential. Ideally positioned near the Bedford/Pound Ridge border, the property offers the convenience of Bedford with the relaxed country character of Pound Ridge.

55 Old Logging Road, Bedford

$2,925,000

4 Beds ⋅ 5 Baths ⋅ 1035942 MLS

Welcome home to this wonderful Transitional Design home. This style merges classic, traditional comfort with clean, contemporary lines. This house has 4 bedrooms with 3 full bathrooms and 2 half baths at the end of a cul-de-sac. This brand-new home sits on 3-acres with privacy. Every part of this house has been thoughtfully crafted with designer finishes and attention to detail. As you enter the home there is a large covered front porch. There are 9 feet ceilings throughout the whole house. The oversized kitchen/family room is great for entertaining that has a stone fireplace and 2 entrances to the oversized deck. A large mudroom off the 2-car attached garage adds everyday functionality. A dedicated home office provides the perfect work-from-home setup. Built for comfort and efficiency, the home features spray foam insulation, Hardie board siding, central air, energy efficient systems and an on-demand propane gas water heater. The luxurious primary suite has a walk-in closet that have built-ins and it overlooks the woods. There is also 3 additional bedrooms with 2 full bathrooms. The finished walk-out lower level has 9 ft ceilings with a half bathroom completes the home, offering the perfect balance of privacy, luxury and convenience. The lower level is fully above grade with an abundance of natural light.

86 Old Logging Road, Bedford

$5,650,000

6 Beds ⋅ 7 Baths ⋅ 935005 MLS

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 residences, showcasing masterful construction by award-winning luxury builders Simone Development. Privacy is assured in perpetuity, as Hemlock Hills adjoins the protected open land of the Rockefeller Preserve. This spectacular new build blends the best of comfort, convenience, and cutting-edge amenities—while giving buyers the opportunity to custom-design the finishes in their dream living space. Every inch reflects exceptional craftsmanship, from immaculate white oak floors and oversized, high-end Marvin windows to dramatic double sets of French doors and exquisite stonework. Impeccable infrastructure and precision engineering are a Simone signature—even the mechanical room is a marvel. Designed for effortless living and entertaining, the open floor plan enhances flow and blurs the line between indoors and out. The kitchen, with ten-foot ceilings, is a showstopper—anchored by a Wolf range, Sub-Zero refrigerator, custom cabinetry, and a dedicated coffee bar. From here, the layout sweeps through the dining room and great room to a covered veranda —heaven for year-round gatherings. The foyer offers a panoramic front-to-back introduction to the home, including views. Upstairs, the primary suite is a retreat with a spa-worthy bath featuring custom cabinetry, an oversized shower, soaking tub and massive dual walk in closets. A three-car garage, with separate heating and AC, boasts a durable epoxy floor and an EV charging outlet. Buyers can opt for personalized upgrades such as a custom cabana, outdoor kitchen and bar, and lower-level golf simulator. All this is just minutes from Bedford Village.

2 Hemlock Hill Lane, Bedford

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 1023671 MLS

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. Recently reconstructed retaining walls, seasonal gardens, and a brand-new perimeter fence further enrich the picturesque setting. A dramatic two-story entry welcomes you with a floating staircase and striking fieldstone chimney, creating an unforgettable first impression. Inside, soaring ceilings, abundant natural light and hardwood floors, create a bright and inviting atmosphere further enhanced by the addition of remote-controlled window shades throughout the home . The thoughtfully designed open floor plan is ideal for both everyday living and entertaining. At the heart of the home is the tastefully updated kitchen with door to fabulous wrap around deck. The Kitchen is open to the formal dining room on one side and family room, warmed by a pellet stove, adding comfort and character during the cooler months, on the other side. The flexible floor plan includes a desirable main-level primary suite complete with a fireplace, spa-inspired bath and huge walk-in closet—an ideal retreat for guests or multigenerational living. Upstairs, the luxurious primary suite features a spacious bedroom, spa bath, gym or office, and door to finished attic space for additional storage. Two additional bedrooms, a full bath, and an open balcony overlooking the foyer complete the upper level. Additional highlights include a detached three-car garage with potential for future expansion above, a whole-house propane generator, and a security system for added peace of mind. Offering exceptional privacy in a spectacular Bedford setting, this is country living at its finest. Please note that pictures have been digitally staged.

230 E Middle Patent Road, Bedford

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Bedford Real Estate

Newest Listings in Bedford

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