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$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

$2,350,000
4 Beds 4 Baths 1033840 MLS
This classic Colonial farmhouse is tucked in on one of Bedford’s most coveted streets in the Guard Hill estate area. The four bedroom home was just completely reimagined and blends timeless character with brand-new, gut-renovated interiors. It was re-built with no expense spared. The picturesque drive leads to level land that sets the stage, leading to a classic rocking chair front porch that hints at the warmth inside. Beyond the front door, light streams through every room, and wide-plank white oak floors flow throughout, anchoring a home that is as thoughtfully engineered as it is beautifully finished. The renovation included all new plumbing, electrical, and mechanicals (including super high efficiency heat pump for heat/central AC), a designer kitchen with Subzero and Wolff appliances, 4 new baths and custom built-ins throughout. Set back from the road for total privacy, yet just a walk to the Bedford Hills train station and village — the rare combination of quiet country living and easy commuter access. Move-in ready. Nothing to do but unpack.

81 Springhurst Road, Bedford Hills

$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

$1,425,000
3 Beds 2 Baths 1024754 MLS
Set on more than 7 private acres, this distinctive woodland retreat offers an in ground pool, walking trails, flexible living space, and a separate cottage ready to be reimagined. Thoughtfully updated while preserving its rustic country character, the home features soapstone countertops, a stainless-steel gas range, a striking travertine stone fireplace, rich wood paneling, custom built-ins, and renovated bathrooms. A newer addition provides versatile space for a bedroom, home office, or gym. Even with its its peaceful and private setting, the property remains remarkably convenient: 7 minutes from Bedford Village, 9 minutes from DeCicco & Sons, 21 minutes from the Mount Kisco train station, and 75 minutes from Midtown Manhattan. Offering privacy, acreage, and accessibility, this is a true country retreat that can be enjoyed as it stands or further customized and expanded.

183 Hickory Kingdom Road, Bedford

$2,785,000
4 Beds 6 Baths 1026033 MLS
BEDFORD SOPHISTICATE. Impressive and elegant Colonial with perfectly scaled rooms, high ceilings and incredible millwork. Comfortable, yet refined, living space with fine detailing and craftsmanship throughout. Beautifully appointed interior with open layout perfect for today’s lifestyle. Stylish main rooms for formal entertaining. Heart-of-the-home Family Room open to gorgeous Chef’s Kitchen. Elegant Primary Suite with spa Bath. Three additional Bedrooms. Spacious Bonus Room with Guest Room. Lower Level with Recreation Room and Home Theater. Whole house generator. Over five acres, fenced for deer, in one of the area’s finest estate areas. Fabulous screened porch and swimming pool for outdoor entertaining. A great outdoor lifestyle with walking trails down to a pond and stream. Convenient location just minutes from the shops of Katonah, Bedford Village and Bedford Hills. Easy access to Metro-North trains, the Sawmill Parkway and I-684. The perfect offering!

487 Bedford Center Road, Bedford

$725,000
3 Beds 2 Baths 1020037 MLS
Welcome to this charming and beautifully maintained 3-bedroom, 2-bath ranch nestled on 1.21 private, wooded acres in desirable Bedford, NY. Offering the ease and convenience of true one-level living, this warm and inviting home features a thoughtfully designed layout, spacious living areas, and a peaceful natural setting that provides the perfect blend of comfort, privacy, and tranquility. The bright and welcoming living room is highlighted by an oversized picture window that fills the space with natural light and showcases views of the picturesque property. The well-appointed eat-in kitchen offers a functional and inviting space for everyday living, while the spacious formal dining room creates an elegant setting for entertaining family and friends. The sun-filled family room provides a cozy retreat overlooking the serene, wooded surroundings. The generous floor plan features two spacious bedrooms with a beautifully renovated hall bathroom, while the private primary suite is thoughtfully positioned on the opposite side of the home for added privacy and includes a stylish en-suite bath. Rich hardwood floors extend throughout the home, adding warmth and timeless character. The full basement offers abundant storage space and exciting potential for future expansion. Outside, enjoy the peaceful beauty of mature trees, lush natural landscaping, and a private backyard oasis perfect for relaxing, gardening, or enjoying the changing seasons. The detached one-car garage provides convenient parking, additional storage, or a versatile workshop space. Ideally located just minutes from charming Bedford Village, highly regarded schools, scenic parks, local shopping, exceptional dining, and major commuting routes, this delightful property offers the rare combination of peaceful country living and everyday convenience. Experience the privacy, charm, and timeless appeal that make Bedford one of Westchester’s most coveted communities.

136 Pound Ridge Road, Bedford

$2,750,000
5 Beds 8 Baths 1005206 MLS
Set on nearly seven acres in the prime estate area of the bucolic Bedford countryside, this gated country compound offers privacy, charm, and endless possibilities. The setting is absolutely picturesque with rolling lawns lined with stone walls. The main residence was extensively updated in 2020 with a new chef’s kitchen, all new bathrooms, a new roof, and a new HVAC system. The estate extends well beyond the main residence and includes a heated pool, two guest cottages, a four-car garage with a caretaker’s apartment above, an apple orchard, an old greenhouse, and an original storage barn. The property offers opportunities for extended family, guests, staff, or rental options. The square footage noted includes the guest cottages (main residence 5600 sf). This home enjoys complete privacy amid magnificent neighboring estates, yet is under 50 minutes to NYC and less than 10 minutes to train, town, and major highways.

9 Oregon Road, Bedford Corners

$675,000
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

$3,150,000
4 Beds 3 Baths 1019643 MLS
A rare offering in the heart of Bedford horse country, this exceptional country estate is set on five idyllic, level acres with direct access to the coveted BRLA riding trails. Quiet, private, and surrounded by nature, the property offers an extraordinary sense of peace where sweeping lawns, mature specimen trees, handcrafted stone walls, and timeless landscaping create a setting of remarkable beauty. Beautifully renovated and rich in character, the residence blends historic charm with modern luxury. Reclaimed wood beams, custom millwork, and an antique fireplace anchor the dramatic great room, while four fireplaces throughout the home add warmth and timeless elegance. Thoughtfully renovated in 2008, with a stunning kitchen, mudroom, and butler's pantry completed in 2021, every space has been designed with exceptional craftsmanship and comfort in mind. Radiant heated floors in the mudroom and the spa-inspired primary bath provide an added touch of everyday luxury. The main residence offers four bedrooms and three full baths, including a serene primary suite overlooking the rolling grounds. The home is served by a five-bedroom septic system, offering flexibility for future needs and stand by generator. Designed for effortless indoor-outdoor living, the estate features a heated saltwater gunite pool and spa (2021), expansive stone terraces, a fire pit for gathering beneath the stars, and a charming fenced garden perfect for flowers, herbs, or seasonal vegetables—capturing the essence of refined country living. A separate carriage house offers exceptional versatility with a private one-bedroom guest residence complete with a full kitchen, full bath, laundry, private deck, and its own dedicated septic system—ideal for guests, extended family, an au pair, or a home office. It's 880 square feet and included in total square footage. The approach is as memorable as the home itself. A circular gravel driveway, highlighted by a picturesque wishing well, welcomes guests to the estate. A detached two-car garage with custom mahogany doors is complemented by covered parking for two additional vehicles, providing ample space while enhancing the property's timeless country appeal. More than a home, 28 Bayberry Lane is a private retreat where timeless craftsmanship, luxurious amenities, equestrian access, and the quiet beauty of Bedford come together in one truly distinctive offering. Rarely does a property so effortlessly combine character, privacy, and modern comfort in one of Westchester's most coveted locations.

28 Bayberry Lane, Bedford Corners

$5,495,000
5 Beds 7 Baths 1010043 MLS
Rockridge is an extraordinary hilltop estate situated on one of the highest elevations in all of Bedford. Offering 25-mile panoramic vistas across The Hudson Valley to The Palisades of New York, the property is quite simply stunning. Gated, fenced, and accessed by a quarter-mile long driveway, the residence is perfectly sited on over 11 acres of spectacular rolling land. The house centers on a brand-new award winning Leicht kitchen. The great room with a massive stone fireplace is under an exposed beam and cathedral ceiling. The first floor primary suite is a private wing and includes separate walk-in dressing rooms and partner bathrooms. A wonderful outdoor salt-water pool shimmers amid pristine stone terraces ideally scaled for coffee, cocktails, dining and large scale entertaining. Separate from the main estate are a two-bedroom guest house, an apple and pear orchard and a raised bed vegetable garden. This is a rare and incredible opportunity to live the dream at your own private oasis just 30 miles from Midtown Manhattan.

20 Meeting House Road, Bedford Corners

$1,895,000
5 Beds 4 Baths 1012163 MLS
STUNNING RENOVATION. Crisp clean lines and sun-filled spaces. Creative re-imagination of a traditional ranch. Bleached oak floors with a matte finish, clean white walls create a fresh living space. Light and airy spaces with walls of windows showcasing property views. Warm and inviting Living Room with fireplace. Formal Dining Room with picture window overlooking the grounds. Absolutely stunning Kitchen with custom cabinetry with mitered Quartz counters, high-end appliances, a center island and doors open to a stone porch for easy indoor-outdoor entertaining. Spacious Family Room with stone fireplace and wet bar. Five Bedrooms include Primary Suite with luxurious Bath. Gym/Yoga Room, Home Office. Two Laundry rooms, one on each level. Oversized 3 car garage with 12 ft Ceilings. Large flagstone terrace with covered dining/seating area. Over two finely landscaped acres with incredible stonework, rolling lawns and flowering perennials. Incredible free-form swimming pool with spa awaiting restoration. Located in the heart of Bedford Corners, just moments from the shops of Bedford Hills, Mount Kisco and Katonah. Easy access to the Sawmill Parkway and the Metro North train.

736 Croton Lake Road, Bedford Corners

$1,750,000
4 Beds 3 Baths 1011862 MLS
The John Kinkel House | Circa 1872 Available publicly for the first time in more than 51 years, The John Kinkel House is a rare opportunity to steward one of Bedford Village’s most historically significant and architecturally distinctive residences. Built circa 1872 and prominently situated within the Bedford Village Historic District, the home is a handsome example of Victorian Second Empire architecture, distinguished by its mansard roof, arched dormers, decorative brackets, molded cornices, and elegant proportions. Set beneath a canopy of mature specimen trees, the residence retains a remarkable collection of original details, including wide-plank floors, period millwork, graceful bay windows, and beautifully scaled rooms illuminated by natural light throughout the day. Generations of thoughtful stewardship have preserved the home’s authenticity, warmth, and enduring sense of place, creating an atmosphere that feels both timeless and deeply connected to Bedford’s past. The property’s provenance is equally compelling. John Adams Kinkel, known locally as “Mr. Bedford,” served the town for nearly seven decades as constable, highway superintendent, park commissioner, and the first chief of the Bedford Fire Department. Later, the home was occupied by acclaimed novelist Sloan Wilson, author of The Man in the Grey Flannel Suit. Beyond the main residence stands an extraordinary detached artist’s studio—an increasingly rare amenity and a defining feature of the property. Bathed in natural light and framed by soaring ceilings, exposed timber structure, and a dramatic lofted workspace, the studio offers an inspiring environment for artists, designers, architects, writers, and creative pursuits of every kind. Moments from the Bedford Village Green yet feeling worlds apart, The John Kinkel House is more than a residence—it is a piece of Bedford’s architectural and cultural legacy. A property of exceptional character, provenance, and rarity, offered publicly for the first time in over half a century.

66 Pound Ridge Road, Bedford

$729,000
3 Beds 2 Baths 1008998 MLS
Look no further. Here is your opportunity to own a beautifully renovated home in the sought-after Bedford School District. Set on a quiet country lane adjacent to a sidewalk-lined street leading to town, train, and Bedford Hills Elementary, this sun-filled ranch combines classic charm with modern comfort. The stunning quartz kitchen features a farmhouse sink, stainless steel appliances, abundant natural light, large dining area with a cozy fireplace. The spacious living room offers a bay window and a second fireplace, while three bedrooms, two new bathrooms, and a private office complete the first level. The serene primary suite includes three closets, a door to the backyard, and a luxurious marble and quartz ensuite with dual vanities and a rain pan shower. Updates throughout including new siding, all new doors, trim, cabinetry, lighting, and appliances including washer and dryer, this home blends fresh, move-in-ready living with timeless style. New septic tank and new driveway. Leave the car at home, Bedford Hills Elementary is just 0.4 miles away, and town and Metro North are only 0.8 miles away. Easy highway access, nearby schools, shops, pickleball, tennis, swim, and fitness make this Bedford living at its best.

27 Winding Lane, Bedford Hills

$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

$999,000
4 Beds 3 Baths 1004197 MLS
Welcome to this lovingly updated home at 88 Pines Bridge Road, offering the perfect blend of charm, space, and future potential. Featuring 4 oversized bedrooms plus an additional den ideal for a home office, guest space, or playroom, this home has been thoughtfully maintained and updated for comfortable living. The home boasts beautifully updated bathrooms with stylish finishes and modern touches, creating a warm and inviting feel throughout. Generous room sizes and a flexible layout provide comfort and functionality for today’s lifestyle. A standout feature is the oversized 3-car garage with an additional approximately 1,000 square feet of unfinished space above, presenting an incredible opportunity for future expansion. This space is capable of being connected to the second floor of the home, making it ideal for a potential guest suite, home office, recreation area, studio, or extended living space. With its oversized rooms, updated interiors, and endless possibilities for customization and expansion, this property offers a rare combination of move-in-ready comfort and future value.

88 Pines Bridge Road, Bedford Corners

$2,995,000
6 Beds 7 Baths 1005901 MLS
Built at the turn of the century, when craftsmanship and architectural integrity were paramount, this majestic Shingle Style Colonial Revival embodies timeless elegance and enduring comfort. Constructed circa 1900, the home was thoughtfully designed for both gracious entertaining and everyday living, with soaring ceilings, multiple fireplaces, and beautifully proportioned rooms throughout. A welcoming front porch sets the tone, while the expansive country kitchen serves as the heart of the home — warm, inviting, and perfectly suited for gatherings large and small. With abundant bedrooms and living spaces, the residence offers exceptional flexibility for family and guests alike. Set amidst 22 acres of serene privacy, the property enjoys the rare balance of peaceful seclusion with convenient access to schools, shops/restaurants and transportation.

254 McLain Street, 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

$849,500
3 Beds 4 Baths 999831 MLS
Over $100,000+ less than recent sales in Lake Marie! 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

$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

$2,425,000
5 Beds 6 Baths 969675 MLS
Some properties simply cannot be recreated. They are collected over centuries. Layer by layer. Story by story. Stone by stone. Set behind towering trees and abutting hundreds of protected acres of the Mianus River Gorge Preserve, this exceptional Bedford estate offers a rare opportunity to own a thoughtfully restored historic property surrounded by natural beauty and privacy. Dating back to 1825, the historic main residence was once part of a larger Long Ridge Road estate and formerly operated as the Wilkenloh Hotel in the early 19th century. Today, the home has been tastefully renovated and refreshed, blending timeless architectural character with modern comfort and functionality. As you enter through two dramatic stone entry boulders, a winding gravel driveway leads to the main residence, separate cottage and expansive grounds featuring rolling lawns, mature trees and historic stone walls. Set on over 5.5 acres, the property offers a peaceful setting with scenic landscape views in every season. Inside the main residence, original wide plank floors, a natural stone fireplace and gracious living spaces showcase craftsmanship rarely found today. Walls of windows and glass doors fill the home with natural light while framing picturesque views of the surrounding property. The open-concept kitchen, dining and family room create an ideal layout for everyday living and entertaining. A covered rocking-chair porch supported by stately pillars overlooks the property and provides a tranquil setting to enjoy the changing seasons of Bedford. Outdoor amenities include a restored 22x44 heated gunite pool with updated mechanicals and an expansive 1,400+ square foot pool house featuring wraparound decking, outdoor fireplace, screened-in entertaining area with fireplace, wet bar, ice machine, full bath, kitchenette and flexible guest or recreation space. The separate cottage offers its own private driveway entrance and features cathedral ceilings, a palladium window, kitchen, full bath, garage, additional flexible-use rooms and extensive storage space, ideal for guests, home office use, or extended living arrangements. Additional highlights include bluestone patios, restored landscape features and a private three-acre trail system suitable for walking, jogging, mountain biking and outdoor recreation. Conveniently located near Bedford, major roadways, shopping, dining and Metro North train access, this unique Westchester County property offers a rare combination of historic character, updated amenities, flexible living space and exceptional natural surroundings. square footage consitst of: 4017sqft of total living space includes 5 bedrooms, 3.5 baths, cottage (independent assessor 834sqft attached documents) includes kitchen, bath, 2 rooms with garage below and separate driveway entrance. Pool house, 2 car garage below, heat pump air, playroom, bath, kitchenette, 3/4 wrap-around deck overlooking pool, screened in stone patio with fireplace (1469 sqft

233 Long Ridge Road, 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

$2,350,000
4 Beds 4 Baths 984642 MLS
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

$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

$3,500,000
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

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