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$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

$849,500
3 Beds 4 Baths 999831 MLS
Over $100,000+ less than recent sales in Lake Marie! Why this discounted price? That is because what is the point of redoing everything only to find that you will be changing it after you have paid 100,00 - 150,000 more? Make it your own! Great downsizer! Largest Condo In Lakeside, Lake Views from 3 floors. Best location on Lake Marie Lane - No pedestrian traffic to the park & ball fields. Higher elevation - never flooded. Adjacent to Town Pool & Tennis & Day Camps. End Unit w/Private Entrance. Large Kitchen & Pantry with charming Breakfast Nook. Spacious 2 car garage with door to Kitchen. Large Open Dining Room & Living Room. Windows Galore on 3 Sides. Gleaming Wood Floors. Marble Corner woodburning Fireplace in Living Room. Sliding glass door out to Trex deck with Lake views. Many large Closets + Storage on each floor. Huge Primary Suite with soaring ceilings, Built-in Wall of Storage, Loft and door out to Trex balcony deck. Luxurious Primary Bath w/Double Vanity, Stall Shower & Whirlpool Bath. Two additional bedrooms on the second floor with Hall Bath. Lower Level is fully finished with slider out with powder room, laundry storage & utilities. 2 Full Baths, 2 Half Baths total. Close To Town & Train Station, Saw Mill River Pkwy, 684.

74 Lake Marie Lane Unit #74, Bedford Hills

$2,750,000
4 Beds 5 Baths 993992 MLS
Cozy-chic country Colonial thoughtfully reimagined from top to bottom by an award-winning international designer. Many details reflect quality materials and a highly curated aesthetic. The heart of the home is a bespoke chef's kitchen anchored by striking Viola Fantastico marble, a deVOL English sink, professional-grade ILVE range, Waterworks fixtures, Apparatus lighting, custom Vermont oak cabinetry, and radiant-heated Belgium bluestone floors. French doors lead to a large deck overlooking level lawns and stone walls. Designed for both entertaining and comfortable daily living, the main level offers exceptional flow through the living room with marble fireplace, formal dining room, expansive great room with stone fireplace, and a sun-filled conservatory. Retreat to the primary suite with a lounge, dedicated office, window seat nooks, and a spa-inspired bath with Waterworks fixtures and a Penhaglion soaking tub. Three more bedrooms, one that can be used as a second primary, round out the second level. The finished walkout lower level adds an additional 1,737 square feet of flexible recreation, fitness, or work space. Brand new roof; AC; and gutters. The property abuts more than 70 acres of protected watershed land, offering an exceptional sense of privacy and tranquility. Set on a quiet country lane, yet just moments from the shops, restaurants, hiking trails and amenities in Scotts Corners and New Canaan -- including the New Canaan train. One hour to Manhattan.

240 Eastwoods Road, Pound Ridge

$649,000
994710 MLS
Exceptional 3-acre level lot in the heart of Bedford Corners, offering a rare opportunity to create your dream home. Set well back from McLain Street, the property lends itself to a gracious, private approach with the potential for a stunning entrance. With expansive, usable land, there is ample room to incorporate luxury amenities such as a pool, tennis court, or outdoor entertaining spaces. Significant infrastructure is already in place, including the road, cul-de-sac, site drainage, and underground conduit, streamlining the path to construction. Town approvals have been secured for a residence of up to five bedrooms, making this truly ready to build. Ideally located just minutes from shopping, dining, schools, and the hospital, with convenient access to Metro-North for an easy commute to New York City, this property combines privacy, convenience, and endless potential.

28 McLain - LOT 2 Street, Bedford Corners

$6,400,000
6 Beds 5 Baths 992131 MLS
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 supported by massive Corinthian columns. Center Entrance Hall. Living Room with fireplace and doors to covered porch for alfresco entertaining. Formal Dining Room for entertaining. Country Kitchen with breakfast area. Family Room with doors to terrace. Library and Office for working remotely. Six Bedrooms including Primary Suites. Spectacular terrace and covered porch for alfresco entertaining. Heated Pool with Spa. Over eighteen spectacular acres with incredible trees and flowering plantings in the heart of Bedford. Gate House with fireplace-the ideal artists’s or writer’s studio. Two Bedroom Guest Cottage. Second “Superintendent’s” Cottage with two Bedrooms. Numerous barns and farm buildings including large Chicken Coop. Six fenced paddocks, an orchard, a spring-fed pond and open meadows. A once in a lifetime opportunity!

345 McLain Street, Bedford Hills

$2,795,000
5 Beds 5 Baths 991143 MLS
This one-of-a-kind 5 bedroom, 5 full bathroom rustic California inspired residence on one of the toniest roads in Pound Ridge sits on 6.5 private acres, complete with a pool, tennis court and treehouse. Situated in a resort like setting, the home's exquisite indoor-outdoor flow and abundant natural materials, you'll feel worlds away, but is just 3 minutes from town and an hour from NYC. Once owned by Ted Sorenson, JFK's speechwriter, the unique estate is ideal as a year-round home, weekend retreat or secluded hideaway with Belgian block and chestnut floors, stone columns (the stone of which was excavated from the site), tongue-in-groove cedar walls, soaring beamed ceilings, 22 skylights and custom windows. Custom stair railings designed by renowned rustic artist, Daniel Mack. Enjoy lavish entertaining in impressive living spaces with floor-to-ceiling fireplace and windows. The rustic dining room seats 16, the masterful kitchen with original copper bar counter, accommodates gatherings of any size. Upper-level primary suite, main-floor two-bedroom suite, home gym, media room, sauna and office with custom desk made of one solid piece of hundreds of years old Baobab tree. The lower level en suite bunk room provides ample accommodations, with private entrance. Resort-like grounds and a bucolic location make this an exceptional country estate. Custom, high level properties like this don't come up very often.

217 Trinity Pass, Pound Ridge

$3,825,000
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

$5,500,000
5 Beds 8 Baths 922795 MLS
A new build echoing the great modern masters, Haines House spans across nearly six pristine Bedford acres. While its spirit evokes the harmony often associated with Frank Lloyd Wright, its identity is rooted in the modernist vision of his contemporary, Frank Dushin. This turnkey estate includes walls of glass wrapped in warm cedar, sculptural rooflines tracing the hillside, and natural bluestone. Within the main residence, the great room opens as a sweeping expanse of glass anchored by a central fireplace. A glass enclosed elevator glides from the garage to the primary suite, reaching every level and framing the estate at each stop. The suite crowns the top floor with dual baths, a sitting room, an office, and private terraces set among the treetops. The additional bedroom suites unfold as retreats of their own. The separate guest pavilion, a light-filled structure of two suites joined by a luminous glass corridor, forms a second residence. Together the two living spaces are generous and flexible for both residents and guests, including studio spaces for creative work. Internal garages include a rare drive through bay, and there is expansive guest parking. Beyond the residences, newly relandscaped grounds unfold in broad, level gardens and lawns rolling to a tranquil pond, a shimmering saltwater pool, and a sports court. Wide open and gently sculpted, the grounds invite play, gathering, and quiet exploration alike, a private world to roam from morning to evening. Enveloped in its own green canopy, the estate offers rare privacy and security. A newly installed three zone high velocity cooling/heating system, with additional underfloor heating ensures comfort year-round. Turnkey and unique, Haines House sits minutes from Bedford Village and within easy reach of Manhattan.

496 Haines Road, Bedford Corners

$2,995,000
5 Beds 6 Baths 984817 MLS
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 materials, the home features 10-foot ceilings on the main level, a dramatic 12-foot great room, and vaulted ceilings on the second floor that create an airy, light-filled atmosphere throughout. The interior is finished with wide-plank walnut floors, custom millwork, and a curated mix of shiplap and reclaimed beams, lending richness and character at every turn. The kitchen serves as the heart of the home, featuring refined white cabinetry, quartz countertops, an expansive center island. The primary suite is a private retreat with a spa-like ensuite and walk-in closet, while each additional bath is appointed with heated floors and custom finishes. An unfinished, above-grade lower level with nine-foot ceilings provides 1,500 square feet of potential for future expansion, accompanied by a separate 800-square-foot bonus space perfect for an office, studio, or recreation room. Completing the estate is a delightful, fully renovated 861 square foot, two-bedroom cottage with its own 2 car garage. Offering total independence, it serves as the ideal setup for guests, extended family, or a dedicated home office, adding incredible versatility to the property. Exterior details are equally compelling, featuring Hardie siding, a striking engineered slate roof, and oversized European windows. The grounds are designed for leisure, with bluestone patios, professional landscaping, a full irrigation system, and a heated gunite pool framed by stonework. A semi-circular pergola with open beams serves as a unique architectural focal point, perfectly positioned to enjoy the exterior side of the home’s double-sided fireplace—the ideal setting for intimate evenings and effortless entertaining. Located just minutes from top-rated schools, local shopping, and outdoor gems like Bedford Village Memorial Park and the Ward Pound Ridge Reservation, this estate offers the perfect balance of privacy, luxury, and convenience. Total (taxable living area) square footage includes the cottage square footage.

515 Long Ridge Road, Bedford

$3,500,000
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. Canoe and Kayak directly from the property! Truly turnkey. Completely one-of-a-kind.

39 Old Snake Hill Road, 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

$4,500,000
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

$795,000
937855 MLS
Just Listed: Experience a rare chance to build in one of Pound Ridge’s most desirable settings at Joshua Hobby Farm. Lot 5 is a newly listed flat lot at the end of the cul-de-sac, lightly wooded and offers over three acres of natural beauty, framed by rock outcroppings, mature trees, and long views across protected open space. Peaceful and private, yet moments to Pound Ridge, Bedford, and the Merritt Parkway, the location blends seclusion with everyday convenience. The property is part of an exclusive collection of ten estate lots, each thoughtfully positioned to maximize light, landscape, and privacy. Backing directly to the Westchester Wilderness Walk, it enjoys enduring protection and a rich habitat of birds and wildlife. With Board of Health approval for a five-bedroom residence, the lot provides an exceptional foundation for a custom build—whether a modern escape, classic country home, or architectural statement. A unique opportunity to create your own retreat in one of Pound Ridge’s most captivating natural environments.

32 Joshua Hobby Lane, Pound Ridge

$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

$795,000
846446 MLS
Discover an exclusive opportunity to build your dream home at Joshua Hobby Farm, on the Westchester Wilderness Walk, in one of Pound Ridge’s most sought-after locations. Lot 10 at number 22 Joshua Hobby Road is a five plus acre lot nestled amidst rock outcroppings and rolling hills with spectacular vistas of open space, offering a serene retreat while remaining conveniently close to Pound Ridge, Bedford, the Merritt Parkway, and key amenities. Lot 10 is one of ten estate lots, ranging from three to seven acres, some with breathtaking lake views. Lot 10 has Board of Health approval for a five bedroom home. The land abuts the Westchester Land Trust’s protected conservation land, The Westchester Wilderness Walk, ensuring privacy, tranquility, and a connection to nature. Birds and wildlife flourish in this peaceful setting, creating a harmonious blend of luxury and natural beauty. With ample acreage and an unparalleled location, the land presents the perfect canvas for bespoke new construction. Whether you envision a timeless estate, a modern retreat among nature, or a country sanctuary, this is a rare chance to craft something truly extraordinary in Pound Ridge. Don’t miss this prime opportunity to create a legacy home in an unrivaled setting.

22 Joshua Hobby Lane, Pound Ridge

$4,500,000
H6302491 MLS
Exceptional 44-Acre Estate or Development Opportunity in Pound Ridge Build your dream estate, spacious compound, or luxury residential enclave on this extraordinary 44-acre property just one hour from New York City. Set in the unspoiled natural beauty of Pound Ridge, the land is defined by the Mill River meandering through a landscape of mountain laurel, pine, and hemlock, creating a setting of unmatched tranquility and forever privacy. This rare offering includes 10 building lots, offering endless possibilities for developers, builders, or an end user seeking to create a singular private retreat or multi-residence compound. The gentle topography, wooded vistas, and protected natural surroundings provide a stunning backdrop for architectural vision and modern country living. Ideally located just minutes from Scotts Corners shops and dining, and a short drive to New Canaan and Stamford, CT, the Merritt Parkway, I-95, and Metro-North, this is a once-in-a-generation opportunity to own prime estate acreage in one of Westchester County’s most coveted communities. Bring your architect, builder, and imagination - this property offers the ultimate blend of privacy, natural beauty, and accessibility.

Rolling Meadow Lane, Pound Ridge

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.