Bedford Hills Real Estate | Bedford Hills Single Family Homes for Sale

Steeped in history and timeless elegance, this exceptional circa-1800 Hiram Halle Colonial is set on four beautifully landscaped acres. Rich in period character, the home showcases signature Hiram Halle windows, hand-hewn wide-plank antique floors, distinctive pillow ceilings, and multiple wood-burning fireplaces throughout its gracious living spaces. A sun-filled living room, elegant dining room, expansive sunroom, and cherry-paneled library create an atmosphere of warmth and sophistication. The heart of the home is a chef’s kitchen featuring a large center island, custom coffee bar, gas fireplace, and inviting breakfast area with doors opening to the patios and gardens. The second level offers four spacious bedrooms, three full baths, and a dedicated laundry room, blending historic charm with modern convenience. Outside, the estate unfolds into a private retreat with a Gunite pool, mature trees, lush gardens, and exquisite plantings. A classic barn with a fireplace-enhanced upper level offers exceptional flex space with endless possibilities, such as a yoga studio, artist's studio, home office, wellness sanctuary, or gathering space! A rare offering, this remarkable property seamlessly combines historic significance, exceptional craftsmanship, and an extraordinary lifestyle setting.

516 Pound Ridge Road, Bedford

$4,125,000

5 Beds ⋅ 5 Baths ⋅ 987844 MLS

Refined and timeless, this gracious residence has been meticulously preserved and maintained for over a century. Approached by a gated, tree-lined gravel drive, the house is a distinguished example of early 20th-century Georgian architecture, offering exceptional privacy and a profound sense of tranquility. Set on over five acres in the heart of Bedford Hills, surrounded by majestic specimen trees and beautifully curated perennial gardens, the property embodies the essence of a classic country estate. Amenities include a heated pool, an enchanting guest cottage, a greenhouse, a caretaker’s residence, a detached two-car garage, and dedicated maintenance buildings. Inside, the house reflects the signature elegance and proportion associated with Delano & Aldrich; high ceilings, expansive openings between principal rooms, and refined architectural detailing create a seamless flow for both formal entertaining and relaxed living. Fireplaces anchor the generously scaled living and dining rooms, while framed-glass French doors open to a grand sunroom. This light-filled space extends to a stone terrace overlooking the gardens—ideal for summer gatherings or sunlit winter afternoons. The kitchen, complemented by an adjoining sitting room, offers an inviting setting for intimate meals and everyday living. Upstairs, the primary suite provides a serene retreat, complete with its own fireplace and a luxurious ensuite bath designed for quiet indulgence. A former sleeping porch has been thoughtfully reimagined as a charming playroom with adjoining guest quarters, accompanied by an additional spacious bedroom and hall bath. Each bedroom features its own distinctive fireplace and enjoys picturesque garden views through large casement windows. The third floor offers two substantial bedrooms, a classic bath, and a skylit artist’s studio filled with natural light, along with an adjoining atelier and generous storage. More land available.

328 McLain Street, Bedford Hills

$3,500,000

5 Beds ⋅ 6 Baths ⋅ 984817 MLS

New construction in the heart of Pound Ridge, this modern European-inspired residence is gracefully set on a picturesque property overlooking Pinebrook Road. Thoughtfully designed to blend clean architectural lines with warm, natural materials, the home is complemented by a charming, fully renovated two-bedroom, 861-square-foot cottage—ideal for guests, extended stays, or flexible living. Offering five bedrooms and five-and-a-half baths, the residence is designed with both scale and sophistication in mind. Ten-foot ceilings define the main level, while a dramatic 12-foot great room and vaulted second-floor ceilings create an airy, light-filled atmosphere throughout. Wide-plank, pre-finished walnut floors, custom millwork, and a curated mix of shiplap and reclaimed beams lend richness and character at every turn. The custom kitchen will feature refined white cabinetry, quartz countertops, and an expansive center island, complemented by a full appliance package—seamlessly blending function and style. The primary suite offers a tranquil retreat with a spa-like ensuite bath and walk-in closet. Each additional bathroom is appointed with heated floors, custom vanities, and marble finishes. An unfinished, above-grade lower level with nine-foot ceilings and rough plumbing provides approximately 1,500 square feet of opportunity for future living space. A separate 800-square-foot bonus area offers further flexibility for recreation, office, or guest accommodations. Exterior details are equally compelling, with Hardie siding and trim, a striking engineered slate roof, and oversized European windows designed to maximize natural light. Bluestone patios, professional landscaping, irrigation, and a heated gunite pool with surrounding stonework create a private outdoor retreat. A semi-circular pergola with open beams (no roof) serves as a distinctive architectural focal point, perfectly positioned to frame and enjoy the exterior side of the double-sided fireplace—an inviting setting for both intimate evenings and effortless entertaining. Located just minutes from top-rated schools, everyday shopping, and beautiful recreational spots like Bedford Village Memorial Park and the expansive Ward Pound Ridge Reservation.

515 Long Ridge Road, Bedford

$3,995,000

5 Beds ⋅ 6 Baths ⋅ 823299 MLS

Behind private gates, nearly six acres of bucolic countryside unfold around a spring-fed lake — a setting that feels worlds away, yet sits just one hour from Manhattan. Gut-renovated to the studs and reimagined from the ground up, this Pound Ridge estate blends Mid-Century Modern design with original stone construction and hand-hewn beams — a rare marriage of architectural integrity and contemporary refinement. The result is a home that feels both timeless and entirely of the moment. The main residence offers four bedrooms and has sweeping water views that define the property. A detached guest studio with two-car garage provides flexible accommodation for visitors or staff, while the heated gunite pool and pool house — complete with full bath, wet bar, and huge fireplace — create an effortless setting for both quiet evenings and elevated entertaining. An additional detached two car garage rounds out the offering. Outside, the grounds have been as thoughtfully curated as the interiors: new landscaping, artisan stonework, full irrigation system, patios, and mature tree work frame the lake and connect seamlessly to the Pound Ridge Land Conservancy — a permanent buffer that ensures the privacy and natural beauty of this property endure. Truly turnkey. Completely one-of-a-kind.

39 Old Snake Hill Road, Pound Ridge

$1,895,000

5 Beds ⋅ 4 Baths ⋅ 983422 MLS

Perfectly sited at the end of a quiet cul-de-sac, this Pound Ridge residence combines timeless charm with modern comfort on two beautifully landscaped acres. Surrounded by specimen plantings, gardens, and mature trees, the property offers exceptional privacy, a large level yard, a stone-lined koi pond, and a stunning slate patio with a fire pit - an ideal setting for entertaining or simply enjoying the outdoors. Inside, the home is rich with detail, featuring wide-board floors, custom moldings, and built-ins throughout. The heart of the home is the gorgeous kitchen, designed with marble countertops, a beadboard ceiling, brass pendant lighting, and a large center island that invites gathering. A commercial-grade range, separate full-size Sub-Zero refrigerator and freezer, and farmhouse sink make the space both beautiful and functional. The kitchen opens seamlessly to the family room, where exposed beams and a stone fireplace create a warm and inviting atmosphere. Additional features include new composite siding, a new roof, many new windows, central air, and a whole-house generator. The finished lower level (not included in the listed square footage) adds flexible living space, while the circular drive enhances curb appeal. With a potential pool site and peaceful setting just minutes from town, this property offers the best of country living-only about an hour from New York City.

33 Peters Lane, Pound Ridge

$849,000

3 Beds ⋅ 3 Baths ⋅ 973158 MLS

Experience the perfect blend of modern sophistication and outdoor luxury in this stunning 3-bedroom, 2.5-bathroom home. The interior shines with beautiful hardwood flooring and recessed lighting throughout, featuring an updated kitchen, a formal dining room, and a cozy family room with a wood-burning fireplace. Retreat to the primary suite complete with a stylishly updated en-suite. Outside, your private oasis awaits. Step out onto a freshly stained deck that leads to an above-ground pool site ready for your summer setup, complemented by an adjacent play area. Evenings are best spent gathered around the dedicated firepit, the perfect spot for roasting marshmallows and relaxing under the stars. Exceptional curb appeal and peace of mind are guaranteed with a newly re-paved driveway, Alside Ascend composite siding (Hardie board style), and a roof and gutters that are all less than 10 years old. This turnkey gem is ready for you to move in and enjoy!

168 Pound Ridge Road, Bedford

$1,499,000

3 Beds ⋅ 4 Baths ⋅ 975865 MLS

A Modern Colonial Retreat, 83 Upper Shad Road, is situated on 2.25 private, level acres in the heart of Pound Ridge. Mature trees and professionally designed landscaping create a serene, park-like environment, with an in-ground pool and manicured green expanses that surround the home. (Did I forget to mention the babbling brook at the corner of the property?) The home features a primary bedroom suite plus 2 additional, generously sized bedrooms, 3.5 bathrooms, living room, den, formal dining room and kitchen with center island. The finished lower level adds an open-plan living area with a large office, library, entertainment center, and full bath. The heart of the home is a breathtaking living room featuring double-height, vaulted ceilings and classic wood-burning fireplace. French doors open to the patio dining area and offer clear views of the private backyard and sparkling heated pool. Adjacent to the living room, a separate den and large dining room open onto each other, making the space perfect when hosting large gatherings. The Chef’s kitchen features a large central island and abundant cabinets with room for a cozy breakfast nook. The formal dining room adjoins the kitchen, while the kitchen backdoor flows directly onto a private deck--an ideal BBQ space overlooking the pool and gardens. Just beyond the deck is a large stone patio perfect for seasonal dinners. The gated sparkling gunite pool and expansive deck area are flanked by lush flowering landscaping including magnificent rhododendron, Japanese maples, hydrangeas, and an array of colorful flowering plantings. A cedar shed, an attached 2-car garage and Invisible fencing help keep your cars and tools snow-free and your pets secure. The total square footage of the home includes the large finished lower level. The location offers exceptional convenience, just minutes from shopping and dining in Pound Ridge, Bedford, New Canaan, Stamford and Ridgefield. Commuters will appreciate the easy access to the Merritt Parkway and I-684, as well as the nearby Metro-North stations.

83 Upper Shad Road, Pound Ridge

$2,999,000

6 Beds ⋅ 6 Baths ⋅ 979303 MLS

This Prime Bedford Estate, solidly built in 2005, is on over 9 acres of open, level land with a bridge crossing your private pond. The property is private and secluded. The house has a grand floor plan with gracious formal and family spaces for entertaining inside and out. This majestic house has an impressive two-story entry with a bifurcated staircase. There are six generously sized bedrooms, four full bathrooms, and two half bathrooms. The lower level contains a large wine room. There is a three car garage and a carport. Also available for rent at $19,000 monthly.

180 Stone Hill Road, Bedford

$4,900,000

6 Beds ⋅ 6 Baths ⋅ 978126 MLS

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 living. At the heart of the property stands a graciously preserved Colonial residence, rich in character and warmth with 6 bedrooms, 5 full bathrooms, 1 powder room, wide-board pine floors and original fireplaces. The grounds are a sanctuary of their own. The main home is complemented by a remarkable collection of historic outbuildings including a barn with a two bedroom residence for staff, guests or extended family, a greenhouse, an antique chicken house, a pond, and a stunning pool, creating a true compound designed for gathering, growing, and generational living. This enchanting estate captures the essence of Bedford's timeless beauty, where sweeping open lawns and distinguished Colonial architecture come together to create an unparalleled sanctuary of elegance and tranquility, all just minutes from the 87-acre Buxton Gorge Preserve. A legacy property of enduring grace, just 40 miles from Manhattan.

161 Buxton Road, Bedford Hills

$2,599,000

5 Beds ⋅ 7 Baths ⋅ 976870 MLS

Step into a slice of Mediterranean paradise at 105 Cross Pond Road, where timeless elegance meets modern luxury. This breathtaking villa, inspired by classic European architecture, boasts over 6,000 square feet of refined living space on 5.+ meticulously landscaped acres. From the iconic red clay roof to the graceful stucco and stately arches, this property exudes sophistication at every turn. Key Features That Will Steal Your Heart: Mediterranean Charm: The distinctive architectural elements create an enchanting, old-world aesthetic. Expansive Interiors: Multiple fireplaces, private terraces, and oversized balconies invite seamless indoor-outdoor living. Private Waterfront Oasis: Your very own lagoon offers tranquil views, waterside relaxation, and kayaking adventures just steps away. Luxurious Finishes Throughout: Marble and natural stone details bring warmth and elegance to every room. Nature’s Playground: Over 5+ acres of pristine grounds, complete with a private island, provide endless opportunities for outdoor entertaining and peaceful solitude. Inside the Villa: From the moment you enter, the grand scale and thoughtful design captivate. Open-concept spaces flow effortlessly, perfect for everything from quiet evenings to hosting grand gatherings. Marble and stone finishes elevate the interiors, while fireplaces add cozy charm. Step outside onto expansive terraces and balconies to savor al fresco dining or watch the sunset over your serene property. The home also offers flexible spaces ideal for a chef’s kitchen, wine room, home gym, or a luxurious primary suite. Unbeatable Location for a Coveted Lifestyle: Nestled on prestigious Cross Pond Road in Pound Ridge, this estate combines privacy with accessibility. It’s part of the highly regarded Bedford Central School District and offers convenient access to I-684, Saw Mill Parkway, and Metro-North stations for an effortless commute to Manhattan. Nature lovers will adore the proximity to Ward Pound Ridge Reservation for hiking, camping, and fishing, while the charming nearby towns of Katonah, Bedford, and Stamford, CT, provide boutique shopping, fine dining, and cultural experiences. For wine enthusiasts, local vineyards and specialty shops await to help you curate the perfect collection. A Once-in-a-Lifetime Opportunity: 105 Cross Pond Road isn’t just a home—it’s an experience. Whether you’re savoring lakeside mornings, hosting elegant, or simply enjoying the serene beauty of your surroundings, this estate offers a lifestyle of unparalleled luxury and tranquility. Don’t miss your chance to make this extraordinary retreat your own.

105 Cross Pond Road, Pound Ridge

$2,650,000

5 Beds ⋅ 7 Baths ⋅ 929177 MLS

Welcome to an incredible retreat in beautiful Bedford, NY! This stunning 5-bedroom, 6.5-bath home spans over 10,000 square feet of elegant living space on nearly two acres of private land. From the moment you arrive, you will feel the warmth and sophistication of this well-designed residence. Step inside to find a gracious formal living and dining room that sets the tone for memorable gatherings. The expansive family room flows easily into a chef’s kitchen, complete with high-end appliances, custom cabinetry, and access to a spacious deck overlooking the grounds. The first-floor en-suite guest bedroom provides comfort and privacy, while the dedicated office offers a quiet place to focus or create. Upstairs, the primary suite feels like a personal getaway—featuring a cozy fireplace, two walk-in closets, a private balcony, and a luxurious bathroom designed for total relaxation. Three additional en-suite bedrooms and a wonderful bonus room complete this level, ensuring everyone has their own space. The lower level adds even more to love, with a media room for movie nights, a private gym, a walk-in spa like sauna, and a large family/game room with a full bar and bath that opens directly to the pool area . Outside, you’ll find a resort-like setting with an infinity-edge pool, relaxing spa, outdoor kitchen, and fire pit—perfect for unwinding or hosting. Set just 10 minutes from Scott’s Corners and downtown Bedford, this home blends tranquility with convenience, offering the best of refined living in a private, peaceful location.

496 Long Ridge Road, Bedford

$890,000

3 Beds ⋅ 2 Baths ⋅ 939401 MLS

Nestled on a level, park-like 0.77-acre lot in the heart of Bedford Hills, this farmhouse-style Colonial offers approximately 3,000 square feet of sun-filled living space, combining timeless character with everyday convenience. Walk to Bedford Hills Metro-North in under a mile, with hourly direct service to Grand Central, making this an exceptional choice for commuters. One of the largest homes and largest lots in the neighborhood, the property offers a rare combination of space, privacy, and convenience that is increasingly difficult to find at this price point. Rich in character, the home welcomes you with original built-ins, hardwood floors, and thoughtfully preserved architectural details. The generous living room flows into a formal dining room, while the eat-in kitchen features wood cabinetry, a center island, and abundant natural light. A sunlit family room with double doors opening to a large deck, perfect for entertaining or simply enjoying the peaceful and private yard. An updated full bath with a separate shower completes the main level. Upstairs, the primary bedroom boasts a vaulted ceiling and a spacious closet. Additional well-sized bedrooms and a lovely full bath offer comfortable accommodations for family or guests. The finished walk-up attic features skylights, vaulted ceilings, and flexible bonus space ideal for a studio, office, playroom, or guest suite. A full walk-out basement provides excellent storage and expansion possibilities. The detached two-car garage with loft adds additional utility, and the long driveway allows for ample parking. The home is serviced by public water, oil heat with a radiant system, and a newer boiler (2023) for added peace of mind. Brand NEW roof installed on main house and garage!!! Minutes from local shops and dining. Bedford Hills Memorial Park, less than one mile from 484 Bedford Road, featuring a seasonal pool, playgrounds, tennis courts, athletic fields, and community recreation amenities. Note: The current owners purchased the home from close friends who had to relocate for a new job, and it served them beautifully while their primary home underwent renovations. They loved the home and enjoyed the convenience to Bedford Hills station, a perk they genuinely miss.

484 Bedford Road, Bedford Hills

$1,800,000

4 Beds ⋅ 5 Baths ⋅ 929013 MLS

Gorgeous, Colonial style home with 4-bedrooms, 4.5 bathrooms, living room w/ fireplace, den w/fireplace, 1st floor guest room/study w/ fireplace, (3) oversized 2nd floor bedrooms, including master bedroom suite w/ fireplace, finished basement with fireplace, 3-car garage on 4 acres. Don’t miss this opportunity!

110 Oliver Road, Bedford

$7,450,000

6 Beds ⋅ 10 Baths ⋅ 911214 MLS

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 Entertaining The grand entry opens to sunlit living spaces and a dramatic 20-foot ceiling family room, anchored by a soaring floor-to-ceiling stone wood burning fireplace. Expansive entertaining rooms flow seamlessly to outdoor terraces and landscaped grounds. A grand formal dining room accompanied by a newly renovated chef’s kitchen sets the stage for both intimate dining and large-scale entertaining. For work or study, a distinguished office /library, richly finished in teak wood, with a wood burning fireplace provides a warm and refined setting - ideal for remote work, private meetings or quiet reading. Luxurious Private Quarters The residence features six bedrooms, including a serene primary suite with a wood burning fireplace, private sitting room, enclosed porch, and dual custom dressing rooms. Two bedrooms are located on the main level for flexibility, while the upper level offers four additional bedrooms plus a bonus media/theater room. An elevator services all floors for effortless convenience. Resort-Style Amenities Designed for year-round enjoyment, the estate offers an unmatched collection of amenities: Outdoor pool & spa with expansive stone terraces Air-conditioned pool house with full kitchen and bath Indoor swimming pool & spa for four-season use Australian classic clay tennis court for the avid player Gated entry for privacy and security Custom windows & doors and plenty of closets and storage space. Recent Enhancements The property has been meticulously updated with a new roof, modernized mechanical systems, freshly painted and a renovated kitchen, ensuring turnkey comfort. An Exceptional Offering Perfectly blending country serenity with proximity to New York City, this Bedford Corners estate delivers a rare opportunity: a private compound with resort-level amenities just minutes from both the charming village of Bedford & the city of Mount Kisco with shopping, restaurants and a hospital. Private resort style living less than a one hour commute to Manhattan.

284 W Patent Road, Bedford

$2,850,000

5 Beds ⋅ 6 Baths ⋅ 909029 MLS

Welcome to 28 McLain, Bedford Corners NY - a modern villa set on over two acres of private , level land at the end of a serene cul de sac. Prestigious Bedford Corners community presents an exceptional lifestyle with access to renowned public and private schools, curated boutique shopping and a vibrant culinary scene unlike any other. Designed for both grand entertaining and intimate gatherings, this modern villa offers a seamless flow of open living spaces defined by soaring ceilings, walls of glass, and an effortless indoor-outdoor connection. Sun-drenched interiors create a vibrant yet sophisticated ambiance, while multiple lounge areas, a gourmet chef's kitchen and expansive terraces set the stage for unforgettable entertaining. Exquisite bedroom suites showcase soaring floor-to-ceiling windows, indulgent spa-like private baths and spacious walk in closets designed for the most discerning lifestyle. Every detail is curated to balance elegance with comfort, making the home equally suited for lively celebrations and serene everyday living. Creating an air tight thermal envelop around a home keeps the home high-performing and energy efficient. By paying close attention to ventilation and the flows of air, heat and moisture, this construction will keep the home free from mold, toxins and allergens. Conveniently just minutes from downtown Mt Kisco and Bedford Village, with its charming shops and restaurants, and offering an easy commute to New York City.

28 McLain Street, Bedford Corners

Bedford Hills Single Family Properties for Sale

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