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$1,650,000
3 Beds ⋅ 4 Baths ⋅ 1026460 MLS
Tucked in the heart of Bedford Village, this picture-perfect, fully renovated home offers true turnkey living in one of the area’s most sought-after locations. With 4 bedrooms (3-bedroom septic) and 3.1 baths, the house has been meticulously updated, leaving nothing to do but move right in. Highlights include a new roof, a new chef’s kitchen, a primary suite with radiant heated spa bath, a home office, a mudroom, fresh paint throughout, and gorgeous refinished wide-plank floors. Outside, enjoy a bluestone terrace and pergola, a side deck, and professionally landscaped grounds with an updated irrigation system. Set on a quiet cul-de-sac, the home offers total privacy while remaining just a short walk to cafes, restaurants, shops, the Bedford Playhouse, the library, and the park. Low maintenance, low taxes and 100% carefree living!

10 Homestead Lane, Bedford
$750,000
1012881 MLS
Exceptional opportunity to own a well-positioned property in the heart of Mount Kisco. Located in a vibrant and growing community, this property offers excellent accessibility, dedicated parking, and a convenient setting close to shopping, dining, transportation, and local amenities. Mount Kisco is known for its strong community appeal, thriving downtown, cultural attractions, and recreational opportunities. Currently configured as three separate office spaces, the property offers exceptional flexibility and redevelopment potential. Seller indicates that discussions with the town have suggested the possibility of a three-townhome development. A rare opportunity for investors, developers, or end users to acquire a property with multiple potential uses in one of Northern Westchester's most desirable and evolving locations.

239 Lexington Avenue, Mount Kisco
$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
$3,095,000
4 Beds ⋅ 7 Baths ⋅ 996255 MLS
A rare offering where extraordinary craftsmanship, uncompromising luxury, and complete privacy converge to create a residence without equal. Hidden behind a gated entrance and framed by magnificent stone walls in prestigious Bedford, this exceptional estate makes an unforgettable first impression long before you arrive at the front door. Step inside and discover a world designed to elevate everyday living—where soaring ceilings, dramatic open spaces, and walls of glass create a breathtaking interplay of natural light and architectural beauty. Every inch of this remarkable home has been masterfully crafted with an unwavering commitment to quality, seamlessly blending timeless sophistication with modern comfort. The main level is designed for both grand-scale entertaining and effortless daily living, featuring expansive gathering spaces, a beautifully renovated chef’s kitchen, and a private guest or in-law suite offering comfort and flexibility for extended stays. Outside, a resort-caliber setting awaits. A spectacular covered terrace is anchored by a grand outdoor fireplace on one end and a built-in grilling station on the other, with generous spaces in between for elegant entertaining or quiet evenings under the stars. Beyond, an extraordinary custom stone infinity-edge pool, separate stone spa, and sweeping terraces create a private sanctuary that feels more like a five-star resort than a private residence. Return indoors to enjoy the private steam sauna and Finnish spa on the main level—bringing a true wellness experience into your daily life. The second floor is dedicated to luxurious private living, highlighted by an exquisite primary suite designed as a personal sanctuary, along with three additional en-suite bedrooms that offer exceptional comfort and privacy for guests. The lower level redefines home entertainment with an experience rivaling premier private clubs—featuring a custom-designed full bar, a state-of-the-art home theater, fitness studio, and expansive recreation spaces ideal for billiards, celebrations, or unforgettable gatherings. For the automobile enthusiast, the heated garage comfortably accommodates six vehicles. Perfectly positioned in Bedford, New York—renowned for its historic charm, estate properties, and timeless appeal—this extraordinary residence offers the ultimate escape from the demands of everyday life while remaining close to exceptional dining, boutique shopping, and equestrian pursuits. This is more than a home—it is a destination, a retreat, and a once-in-a-lifetime opportunity for buyers seeking nothing less than perfection.

68 Quarry Lane, Bedford
$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
$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
$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

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.