Bedford Homes with Attached Parking features

Welcome to Bedford, New York, a picturesque town nestled in the heart of Westchester County. Known for its stunning landscapes, charming communities, and exceptional quality of life, Bedford is not just a place to live; it’s a lifestyle. One of the town's standout features is its highly regarded school district, which consistently ranks among the best in the state. The Bedford Central School District offers a robust curriculum, dedicated educators, and a variety of extracurricular activities that foster both academic and personal growth for students of all ages. Families are drawn to the area not only for its top-tier education but also for the strong sense of community and support that permeates throughout.

In addition to its educational excellence, Bedford boasts a range of beautiful homes, many of which come with attached parking features—an invaluable asset in the bustling New York suburbs. Imagine coming home to your spacious residence with the convenience of a garage or driveway, providing easy access and peace of mind, especially during those snowy winter months.

Whether you’re searching for a cozy family home or a luxurious estate, Bedford offers diverse real estate options that cater to various lifestyles. With its blend of natural beauty, top-notch schools, and convenient living, it's no wonder that Bedford is a highly sought-after destination for families and professionals alike. Explore the charm and opportunities that await you in this remarkable town, where your dream home is just around the corner!

Newest Bedford Homes with Attached Parking features

$725,000

3 Beds ⋅ 2 Baths ⋅ 1050409 MLS

INCREDIBLE OPPORTUNITY. One of Pound Ridge’s foremost estate areas. Over two peaceful, level acres with towering trees, verdant lawns and mature plantings. Solidly built Country Ranch brimming with potential. Originally built in 1955, expanded in 1993. An easy renovation or foundation to build anew. Nicely scaled rooms and hardwood floors. Large picture windows to capture natural light and woodland views. Well-proportioned Living Room with stone fireplace, raised hearth and a mahogany-paneled wall. Sun-filled space Dining Room with two built-in side hutches and doors to the deck. Oak Kitchen with Corian counters. Family Room with extensive built-ins and pine paneling. Three Bedrooms include a private Primary Suite. Large deck -- the perfect spot for alfresco entertaining. First time offered!

28 S Bedford Road, Pound Ridge

$2,250,000

4 Beds ⋅ 4 Baths ⋅ 1048139 MLS

OVER 14 PEACEFUL ACRES. Located off a quiet country lane, the perfect private refuge. Exquisite setting with level lawns, Ornamental Grasses and remarkable plantings. Incredible Weeping Cherry, Cut-leaf Maple, Dogwoods, Mountain Laurel, Lilac and Andromeda. Heated, gunite Swimming Pool surrounded by colorful perennials. Classic Country Colonial with warm and inviting living space. Beautifully scaled Living Room with fireplace. Library with extensive built-ins – the perfect spot for reading or working remotely. Comfortable Great Room with fireplace and wet bar. Skylit Sunroom, with window seat, brick floor and doors to the deck for easy indoor-outdoor entertaining. Well-designed Kitchen with center island, pantry and breakfast area. Spacious Primary Suite with fireplace and Bath. Guest Suite with Bedroom and Bath. Two additional Bedrooms. Multi-purpose Bonus Room with rear staircase. Garages for four cars. Convenient location moments to Scotts Corners, the town park, local schools and the library. Easy drive to New Canaan, Stamford and Bedford Village as well as I-684, the Merritt Parkway and Metro North trains. First time listed in over 40 years!

29 Bender Way, Pound Ridge

$2,900,000

4 Beds ⋅ 4 Baths ⋅ 1042389 MLS

The Epitome of Mid-Century Modern Architecture: Streamlined wood and glass MCM home exudes warmth and ease-of-living layout in its private , preserve-like setting. Minimalist design details and its turn-key condition will attract the mid-century modern enthusiast which includes 21st century digital updates. High-beamed ceilings and open social spaces inclusive of dining & living areas present vistas of lush, well designed grounds. The fenced outdoors has thoughtfully designed landscaping and the swimming pool is outfitted with a sun-shelf, electric cover and spa. There is a 2 car, climate controlled attached garage in addition to a newly built 2 car garage which is also climate controlled. Both have dual EV electric charging units. Offered fully furnished except for artwork.

14 Cradle Rock Road E, Pound Ridge

$3,000,000

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

$3,950,000

5 Beds ⋅ 6 Baths ⋅ 1035090 MLS

Designed by Vuko Tashkovich, one of Westchester's defining modernist architects, this home is privately sited on over 3 acres, offering 7,500+ square feet across three finished levels. Artfully refined while retaining the character of its original design, the home is defined by long horizontal lines, cylindrical forms, clerestory windows and walls of glass that connect the interiors to the surrounding landscape. A gallery-like entry introduces expansive, light-filled rooms with built-ins, tile work and exquisitely restored herringbone floors. The spacious living room is anchored by a stone fireplace, custom bookcase wall, and wet bar, with an adjoining sitting area that opens onto the broad outdoor terrace. The dining room with floor-to-ceiling windows and kitchen with attached breakfast room overlook the lush grounds, specimen trees and newly poured gunite pool with spa. Four bedrooms on the upper level include a spacious primary suite with fireplace, bath and private terrace. Additionally, the ease of single-level living is available with a desirable first-floor primary suite option. The finished lower level adds a newly completed gym, full bath and flexible recreation or office space. This private modernist retreat combines architectural character with modern livability. 50 miles to NYC.

10 Dogwood Hills Road, Pound Ridge

$15,000,000

4 Beds ⋅ 4 Baths ⋅ 1027475 MLS

Award winning and architecturally significant residence designed by KieranTimberlake and masterfully built by Prutting & Company, is a rare collectible work of modern architecture. Privately set, high on a knoll, encompassing 19.5 acres of dramatic granite outcroppings, forest and meadows, and bordered on two sides by approximately 40 acres of land conservancy, the home is seamlessly woven into its natural surroundings. A striking composition of glass, zinc-coated copper and stainless steel reflects the changing light and seasons, while soaring ceilings, gallery-like interiors, floating staircases and walls of glass blur the distinction between indoors and out. Designed with geothermal heating, exceptional energy efficiency, custom walnut millwork, an Eggersmann kitchen, a 2,400-bottle wine cellar, outdoor kitchen and professionally engineered media room, every element reflects uncompromising craftsmanship and innovation. Published internationally, this is more than a luxury residence, it is a once-in-a-generation architectural masterpiece offering exceptional privacy, timeless design and enduring legacy.

51 Old Stone Hill Road, Pound Ridge

$649,000

2 Beds ⋅ 1 Baths ⋅ 1020682 MLS

Nestled on a picturesque three-quarter-acre in the heart of Bedford Village, this charming country cottage blends historic character with thoughtful modern updates. The two-bedroom, (originally 3) one-bath home features antique wide-plank wood floors, quartz countertops, and an expansive deck overlooking beautifully landscaped gardens. A renovated accessory dwelling unit (ADU) offers exceptional flexibility with a full kitchen and bath. (an additional 282 sq ft.) Legally rentable, it's also ideal as a guest house, private home office or artist's studio. Rich in local history, the property occupies the original site of Bedford's first schoolhouse and sits across from the historic stagecoach stop, offering an opportunity to enjoy the timeless charm of village living. *Note: By appointment only. Please do not enter property unless accompanied by an agent.

189 Pound Ridge Road, Bedford

$2,299,995

4 Beds ⋅ 6 Baths ⋅ 1019164 MLS

Antique lovers... A near impossible to find rare gem set on a quiet back road of only a handful of homes - step into the charm of the landmarked Sarles-Bode house, a quintessential c.1750 home in Pound Ridge, NY. This is a rare offering where timeless character and everyday livability come together in the main house, guest house, and extensive outdoor entertainment areas. Layered with history, the original 18th-century main residence, later expanded in both the 19th and 20th centuries, retain its original charm throughout a complete and careful top to bottom renovation (2023-2026) This remarkable property showcases beautifully preserved wide plank flooring and hand hewn beams throughout the interior. The exterior is complemented by extensive dry stone walls, exceptional stonework patios, and amazing rock outcroppings. All rooms offer their own charm, highlighted by built ins, bookcases and distinctive wooden doors- each with its own character and paired with original materials that create a true sense of history. The living room features a wood-burning fireplace and built-ins, while the dining room offers a second fireplace. The primary bedroom sits privately at the back of the main residence featuring his and her baths, a huge lounge area and amazing sunset views. The large 2 story guest cottage is private from the main house yet easily accessible to the pool and property featuring 2 full baths, a great room downstairs and oversized guest bedroom upstairs. Set on over 2 beautiful, private professionally landscaped acres, this one of a kind cherished residence seamlessly blends historic character with the modern-day comforts of today. If buyer wishes, property is available furnished (with the exception of a few family heirlooms/antiques) including most furniture, wall art, lighting and televisions. Seller financing available.

35 Old Snake Hill Road, Pound Ridge

$5,880,000

8 Beds ⋅ 10 Baths ⋅ 1012962 MLS

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 ultimate compound, the property comfortably accommodates both intimate gatherings and large groups, making it ideal as a private retreat, wellness destination, luxury vacation residence, or year-round estate. Expansive living and entertaining spaces create the perfect balance of grandeur, comfort, and privacy. A stunning glass-enclosed sunroom adjacent to the music room fills the home with natural light and showcases beautiful views of the surrounding property, creating a serene space for relaxation and entertaining. The lower-level fitness center offers ample space for a professional-caliber gym, easily accommodating strength-training equipment, cardio machines, and dedicated yoga or Pilates areas. Resort-style amenities abound, including a tennis court, sparkling swimming pool, and extensive outdoor spaces designed for recreation, relaxation, and unforgettable gatherings. Whether enjoying summer weekends by the pool, holiday celebrations with friends, or extended stays in a peaceful country setting, the estate delivers an unparalleled lifestyle experience. Beyond its exceptional residential appeal, Apple Blossom Farm has a proven history as a successful investment property, generating impressive returns while offering substantial income-producing potential for investors and owners alike. A truly rare offering that seamlessly combines luxury, versatility, and investment opportunity in one exceptional Bedford Corners estate. “Apple Blossom Farm” presents a unique chance to own a destination property where recreation, wellness, and hospitality come together in spectacular fashion.

196 McLain Street, Bedford Corners

$49,500,000

8 Beds ⋅ 10 Baths ⋅ 000006 MLS

ONE OF NEW YORK'S MOST COVETED ESTATES. Enter a world where timeless elegance meets state-of-the-art luxury. Originally built in 1901 for renowned financier J. Borden Harriman, this legendary estate - historically known as Devonshire, and earlier as Uplands - stands as a rare example of Gilded Age grandeur, reimagined for modern living. Over its long history, the estate has been owned by some of the nation’s most distinguished families, including relatives of the Vanderbilt dynasty and other notable private owners. When it last sold in 2012, it set a record as the highest residential sale in Westchester County history - an extraordinary testament to its significance and stature. Set on more than 100 acres of pristine landscape, the property offers exceptional scale, privacy, and breathtaking natural beauty, all within easy reach of Manhattan. Rolling meadows, sweeping vistas, and picturesque terrain create an unparalleled setting suited for equestrian pursuits, recreation, and refined country living. A substantial expansion is already underway, offering the next steward a rare opportunity to complete the vision, by selecting finishes, materials, and design elements tailored to their unique lifestyle. Architectural highlights include the iconic grand staircase crowned by its attributed original Tiffany stained-glass ceiling, a defining centerpiece of the home. Several accessory buildings include a carriage house, caretaker's cottage, barn with apartment, elegant gated entry and cloister with apartment, and a spectacular 33,000 sq. ft. collector car gallery designed to accommodate more than 66 automobiles. Estates of this magnitude, provenance, and proximity seldom become available. More than a grand residence, this is a legacy property and enduring asset ready to be shaped for generations to come. 2-Acre Zoning. Square Footage is for main house only and does not include outbuildings.

Bedford Corners

$3,150,000

5 Beds ⋅ 6 Baths ⋅ 934693 MLS

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 pool and spa. Elegant yet welcoming interiors feature a stunning finished mahogany dining room, richly appointed cherry-paneled family room, bespoke millwork, and a thoughtfully designed layout for everyday living and entertaining. The chef’s kitchen opens to expansive outdoor terraces, while the luxurious primary suite, first-floor guest suite, wine cellar, media room, heated three-car garage, and whole-house generator complete this extraordinary offering. A rare opportunity for peaceful country living with effortless access to both Bedford and Greenwich. Available for sale or lease.

10 Hopes Farm Lane, Bedford

$1,550,000

3 Beds ⋅ 3 Baths ⋅ 963148 MLS

A storybook country retreat in the heart of Bedford. Tucked into a landscape that feels plucked from the English countryside, this stone and stucco residence offers a rare blend of romantic character and modern comfort. The property is just moments from the charm of Bedford Village and includes a picturesque pond and a bridge over a babbling brook. Inside, original arched doorways and exposed stone walls tell the story of exceptional craftsmanship, while the country kitchen invites gatherings with its wood-beamed ceiling, stone fireplace, and professional Vulcan range. Step outside to the stone terrace perfectly positioned to take in the natural landscape. Primary bedroom suite options on both the main level as well as the second floor (both with brand new baths). Fresh paint throughout means you can move right in and simply enjoy. A two-car attached garage completes the picture.

160 Long Ridge Road, Bedford

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