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$499,900
2 Beds ⋅ 1 Baths ⋅ 1049500 MLS
Set on approximately a quarter of an acre, this well-located home offers a wonderful combination of comfort, convenience, and future potential. The property is conveniently situated close to schools and trains, making commuting and everyday living easy and accessible. Inside, the home features a brand-new kitchen and central air conditioning, providing modern comfort and style. There is also possible room for expansion, offering an exciting opportunity to customize the home to suit your needs and vision. Outside, the property provides plenty of parking with a spacious driveway, adding to the convenience of the home. The basement offers additional possibilities and can be finished to create valuable living or recreational space, with means of egress already available. Whether you are looking for a comfortable home in a convenient location or a property with the potential to grow and expand, this home is worth a closer look. Come see all that this property has to offer and envision the possibilities for yourself. Schedule your showing today and come prepared to put in an offer!

151 Babbitt Road, Bedford Hills
$2,250,000
4 Beds ⋅ 4 Baths ⋅ 1048139 MLS
OVER 14 PEACEFUL ACRES. Located off a quiet country lane, the perfect private refuge. Exquisite setting with level lawns, Ornamental Grasses and remarkable plantings. Incredible Weeping Cherry, Cut-leaf Maple, Dogwoods, Mountain Laurel, Lilac and Andromeda. Heated, gunite Swimming Pool surrounded by colorful perennials. Classic Country Colonial with warm and inviting living space. Beautifully scaled Living Room with fireplace. Library with extensive built-ins – the perfect spot for reading or working remotely. Comfortable Great Room with fireplace and wet bar. Skylit Sunroom, with window seat, brick floor and doors to the deck for easy indoor-outdoor entertaining. Well-designed Kitchen with center island, pantry and breakfast area. Spacious Primary Suite with fireplace and Bath. Guest Suite with Bedroom and Bath. Two additional Bedrooms. Multi-purpose Bonus Room with rear staircase. Garages for four cars. Convenient location moments to Scotts Corners, the town park, local schools and the library. Easy drive to New Canaan, Stamford and Bedford Village as well as I-684, the Merritt Parkway and Metro North trains. First time listed in over 40 years!

29 Bender Way, Pound Ridge
$1,175,000
4 Beds ⋅ 2 Baths ⋅ 1045260 MLS
First time on the market in 60 years! This well-kept and cared for Bedford Village Cape Cod home offers 4 bedrooms and 2 baths on approximately one acre of beautiful park-like property. Located on a quiet cul-de-sac, and only moments away from the Town Park, charming village shops, fine restaurants, and the Bedford Playhouse. Bring your vision and update the interiors to reflect your personal style while preserving the charm and character that make this property so special. Hardwood floors throughout, new kitchen appliances, full unfinished basement with a walkout. A wonderful opportunity for village living!

5 Spruce Pond Lane, Bedford
$1,249,000
4 Beds ⋅ 3 Baths ⋅ 1041403 MLS
Set on 2.07 private acres bordering a peaceful land preserve, this spacious 4-bedroom, 2.5-bath home offers a wonderful blend of comfort, privacy, and indoor-outdoor living in a fabulous neighborhood. Generously sized rooms, fabulous flow, and hardwood floors create a warm and inviting interior. The updated kitchen features quartz countertops, wood cabinetry, and stainless steel appliances and opens to the family room with a wood-burning fireplace, creating a comfortable gathering space. A spacious living room with walls of windows provides access to an expansive deck overlooking the heated Gunite pool—perfect for entertaining, dining al fresco, or simply enjoying the private surroundings. A mini-split A/C system comfortably cools the entire first floor. Numerous improvements include a roof approximately 7 years old, replacement windows throughout, an updated kitchen, a portable generator, and an electric car charger. This special property offers exceptional space and privacy, all within minutes of shops, schools, and parks.

149 Brook Farm Road E, Bedford
$530,000
4 Beds ⋅ 2 Baths ⋅ 1039977 MLS
Colonial Style Home. This Home Features 4 Bedrooms, 2 Full Baths, Eat In Kitchen & Driveway Parking. Centrally Located To All. Don't Miss This Opportunity!

20 Rome Avenue, Bedford Hills
$1,989,000
4 Beds ⋅ 4 Baths ⋅ 1031198 MLS
Custom built in 1987 as a country weekend retreat, this distinctive contemporary has been lovingly maintained by the same family for more than 30 years. Its architecture, generous entertaining spaces and exceptional outdoor amenities reflect the thoughtful craftsmanship of its era, while offering the next owner an opportunity to refresh and reimagine the interiors for today. The outdoor chef’s kitchen, bar, heated Gunite pool and expansive patios are thoughtfully positioned among natural rock outcroppings and lush landscaping on 3 acres. An abundance of privacy, flat usable land and multiple gathering areas create a relaxed country lifestyle designed for gatherings, and enjoying the outdoors. The first-floor layout lends itself to easy living and entertaining. The kitchen with bar seating creates the heart of the home, flowing naturally into the family room with fireplace and solid honey toned built-ins. French doors lead directly to the pool, extending the kitchen and living spaces outdoors. The large solarium, with three sides of glass, provides a wonderful setting for dining while taking in views of the surrounding landscape and pool. The formal dining room, with oversized windows, flows to the formal living room, two steps down and designed as a versatile multi-function space. A substantial fireplace is flanked by French doors opening to the side patio, while oversized windows and a dramatic beamed ceiling enhance the room’s architectural character. The first-floor ensuite primary bedroom is one step down and features two separate doors providing access to the large private rear stone patio, and to the side lawn and pool. Two additional steps down lead to a private office with custom cabinetry. The second floor includes an ensuite bedroom and two additional bedrooms share a full hall bath. The lower level offers multiple storage rooms, a 536 finished SF is currently used as a workout area, and a substantial wine storage room. The heated two-car garage is finished with a custom wall and flooring system. A distinctive property with exceptional outdoor amenities, thoughtful original craftsmanship and tremendous potential. Ideally positioned near the Bedford/Pound Ridge border, the property offers the convenience of Bedford with the relaxed country character of Pound Ridge.

55 Old Logging Road, Bedford
$160,000
1 Beds ⋅ 1 Baths ⋅ 1044311 MLS
Welcome to comfortable, low-maintenance living at Bedford Plaza. This spacious one bedroom, one bathroom co-op home features an easy flow with a dedicated dining foyer highlighted by hardwood floors and a built-in display hutch and bar area. The efficiently designed kitchen is appointed with wood cabinetry, granite countertops, tile backsplash, gas range, dishwasher, and a built-in microwave. The living room offers abundant space for relaxing and entertaining, while the generously sized bedroom includes dual double closets for exceptional storage. A clean, classic white tiled full bathroom completes the interior. Residents of Bedford Plaza enjoy an array of community amenities, including an outdoor swimming pool, patio with picnic tables, on-site playground, fully equipped fitness center, and large laundry facilities. Convenient on-site parking and close proximity to shopping, dining, and transportation make this home an ideal choice.

60 Barker Unit #323, Mount Kisco
$1,550,000
3 Beds ⋅ 3 Baths ⋅ 1023810 MLS
A Storied Colonial. A Picturesque Pond. A Rare Piece of Pound Ridge History. Set in the heart of Pound Ridge’s historic hamlet, the Horace Reynolds House is an extraordinary 18th-century Colonial that beautifully marries the romance of the past with the elegance of today. Originally built in 1784 and later thoughtfully renovated by renowned philanthropist Hiram Halle in the 1930s, this exceptional residence is steeped in the history and character of old Pound Ridge. Today, the home has been exquisitely and thoughtfully decorated by a renowned local interior designer, creating an atmosphere that is sophisticated yet inviting, polished yet entirely at home in its historic setting. Inside, original architectural deals take center stage -- wide board floors, high ceilings, hand hewn beams, beautifully aged paneling and multiple fireplaces lend warmth and authenticity throughout. Gracious proportions, beautifully considered space for both everyday living and entertain. Large windows draw you outward to the property's most enchanting feature -- a picturesque pond of more than two acres, complete with private dock. 18 Salem Road is more than an antique home - it is a beautifully preserved slice of Pound Ridge history, reimagined with extraordinary style and surrounded by a timeless landscape.

18 Salem Road, Pound Ridge
$899,000
4 Beds ⋅ 3 Baths ⋅ 1043043 MLS
SITUATED IN BEDFORD CORNERS! Welcome to 88 Pines Bridge Road, a beautifully appointed home in the sought-after Bedford School District, privately set back from the road and offering an ideal blend of quality, comfort, and convenience. Refined throughout with crown molding, custom cabinetry, granite kitchen and bath finishes, walk-in closets, and high-end appliances, the home features fully renovated bathrooms with modern, high-end fixtures and a sophisticated design. Recent improvements include exterior re-siding (approx. 4 years ago), a new retaining wall, a hot water heater (approx. 5 years), and a forced hot-air oil furnace (approx. 10 years). A three-car garage provides excellent storage and flexibility, with approximately 1,000 square feet of additional space above offering strong future potential. Conveniently located near Metro-North, major highways, shopping, and daily amenities, yet set in a private, tranquil setting, this home delivers space, craftsmanship, and location in one compelling package. 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, Mount Kisco
$789,000
2 Beds ⋅ 1 Baths ⋅ 1040756 MLS
Welcome to this beautifully updated and inviting Ranch, perfectly situated in a peaceful neighborhood where comfort, privacy and convenience come together. Set on a level, fully new fenced and exceptionally usable property, the home is surrounded by newly planted trees that create a wonderful sense of privacy, while sidewalks and easy access to shops, restaurants, the train and elementary school make everyday living effortless. Step inside to a bright, open floor plan designed for today’s lifestyle. The beautifully renovated open plan kitchen serves as the heart of the home and flows seamlessly into the warm and welcoming living room, highlighted by a classic wood-burning fireplace. Hardwood floors add character throughout, while sliding glass doors extend the living space outdoors to an expansive deck—an ideal setting for entertaining, outdoor dining or simply relaxing and enjoying the private surroundings. The home features two generously sized bedrooms, both enhanced with new Andersen windows, bringing in plenty of natural light and adding comport and energy efficiency. The lower level is a true bonus, offering approximately 660 additional square feet not included in the home’s stated square footage. The basement space offers a versatile space and provides endless possibilities for a recreation room, home office, media room or additional living area. Looking for even more potential? The attic presents an exciting opportunity to further expand the home with an additional bedroom and bathroom. Thoughtful modern conveniences include a dedicated EV charging station, ideally positioned alongside the driveway. ** Beautifully updated, wonderfully private and filled with possibilities, this special home offers easy one-level living with exceptional indoor and outdoor spaces—all in a convenient and desirable location. Move right in and enjoy! ** Taxes do not reflect the STAR exemption. Additional Information: Heating Fuel: Oil, Above Ground. Electric Charger located on the left side of the house, near the driveway.

16 Brook Street, Mount Kisco
$3,200,000
4 Beds ⋅ 4 Baths ⋅ 1032314 MLS
A landmark Pound Ridge residence, this circa-1769 Amon Marshall Homestead was expanded over generations and has now been masterfully restored with remarkable sensitivity to its architectural heritage. Set on nearly four acres of lawns, gardens, woodland, stone walls and a picturesque pond, the home preserves its centuries-old character while offering exceptional modern comfort. Original hand-hewn beams, wood walls, historic doors and hearths were carefully restored and complemented by Venetian plaster, Marmorino, limewash, bespoke millwork, custom stonework and vintage European lighting. The chef’s kitchen pairs Cristallo marble with custom cabinetry, an AGA range and Sub-Zero appliances, while gracious living and dining spaces showcase wide-plank and herringbone floors, beautifully restored fireplaces and remarkable architectural detail. The four-bedroom layout includes a serene first-floor bedroom. The upper level offers a primary suite with custom closets and a luxurious marble bath with freestanding tub and restored steam shower. Outside, historic gardens and mature rhododendrons were revived, woodland reclaimed, stone walls repaired and the pond restored. A beautiful cedar-shake barn and possible pool site complete this singular setting. The result feels neither newly renovated nor frozen in the past, but as though it has evolved beautifully over generations, a rare property of authenticity, craftsmanship and enduring character.

156 Old Stone Hill Road, Pound Ridge
$3,950,000
5 Beds ⋅ 6 Baths ⋅ 1035090 MLS
Designed by Vuko Tashkovich, one of Westchester's defining modernist architects, this home is privately sited on over 3 acres, offering 7,500+ square feet across three finished levels. Artfully refined while retaining the character of its original design, the home is defined by long horizontal lines, cylindrical forms, clerestory windows and walls of glass that connect the interiors to the surrounding landscape. A gallery-like entry introduces expansive, light-filled rooms with built-ins, tile work and exquisitely restored herringbone floors. The spacious living room is anchored by a stone fireplace, custom bookcase wall, and wet bar, with an adjoining sitting area that opens onto the broad outdoor terrace. The dining room with floor-to-ceiling windows and kitchen with attached breakfast room overlook the lush grounds, specimen trees and newly poured gunite pool with spa. Four bedrooms on the upper level include a spacious primary suite with fireplace, bath and private terrace. Additionally, the ease of single-level living is available with a desirable first-floor primary suite option. The finished lower level adds a newly completed gym, full bath and flexible recreation or office space. This private modernist retreat combines architectural character with modern livability. 50 miles to NYC.

10 Dogwood Hills Road, Pound Ridge
$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 with no expense spared. A pool permit is in progress. 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
$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
$695,000
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
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 1023671 MLS
Perfectly situated on one of Bedford's quintessential country roads, this exceptional renovated 4-bedroom three-and-a-half bath home offers the ideal combination of privacy, timeless charm, and modern updates. Set on a beautifully landscaped property surrounded by mature trees, you'll enjoy complete tranquility while relaxing by the in-ground pool or entertaining on the expansive wraparound deck. Recently reconstructed retaining walls, seasonal gardens, and a brand-new perimeter fence further enrich the picturesque setting. A dramatic two-story entry welcomes you with a floating staircase and striking fieldstone chimney, creating an unforgettable first impression. Inside, soaring ceilings, abundant natural light and hardwood floors, create a bright and inviting atmosphere further enhanced by the addition of remote-controlled window shades throughout the home . The thoughtfully designed open floor plan is ideal for both everyday living and entertaining. At the heart of the home is the tastefully updated kitchen with door to fabulous wrap around deck. The Kitchen is open to the formal dining room on one side and family room, warmed by a pellet stove, adding comfort and character during the cooler months, on the other side. The flexible floor plan includes a desirable main-level primary suite complete with a fireplace, spa-inspired bath and huge walk-in closet—an ideal retreat for guests or multigenerational living. Upstairs, the luxurious primary suite features a spacious bedroom, spa bath, gym or office, and door to finished attic space for additional storage. Two additional bedrooms, a full bath, and an open balcony overlooking the foyer complete the upper level. Additional highlights include a detached three-car garage with potential for future expansion above, a whole-house propane generator, and a security system for added peace of mind. Offering exceptional privacy in a spectacular Bedford setting, this is country living at its finest. Please note that pictures have been digitally staged.

230 E Middle Patent Road, Bedford
$2,299,995
4 Beds ⋅ 6 Baths ⋅ 1019164 MLS
Antique lovers... A near impossible to find rare gem set on a quiet back road of only a handful of homes - step into the charm of the landmarked Sarles-Bode house, a quintessential c.1750 home in Pound Ridge, NY. This is a rare offering where timeless character and everyday livability come together in the main house, guest house, and extensive outdoor entertainment areas. Layered with history, the original 18th-century main residence, later expanded in both the 19th and 20th centuries, retain its original charm throughout a complete and careful top to bottom renovation (2023-2026) This remarkable property showcases beautifully preserved wide plank flooring and hand hewn beams throughout the interior. The exterior is complemented by extensive dry stone walls, exceptional stonework patios, and amazing rock outcroppings. All rooms offer their own charm, highlighted by built ins, bookcases and distinctive wooden doors- each with its own character and paired with original materials that create a true sense of history. The living room features a wood-burning fireplace and built-ins, while the dining room offers a second fireplace. The primary bedroom sits privately at the back of the main residence featuring his and her baths, a huge lounge area and amazing sunset views. The large 2 story guest cottage is private from the main house yet easily accessible to the pool and property featuring 2 full baths, a great room downstairs and oversized guest bedroom upstairs. Set on over 2 beautiful, private professionally landscaped acres, this one of a kind cherished residence seamlessly blends historic character with the modern-day comforts of today. If buyer wishes, property is available furnished (with the exception of a few family heirlooms/antiques) including most furniture, wall art, lighting and televisions. Seller financing available.

35 Old Snake Hill Road, Pound Ridge
$660,000
1009631 MLS
Rare Commercial property in heart of Commercial district in Mount Kisco. First floor garage with small office area. Second floor contains 3 private offices, common area and full bathroom. Attic for storage. Parking for at least 6 cars. Close to Downtown and Metro North

23 Kiscona Road, Mount Kisco
$699,000
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
$15,000,000
5 Beds ⋅ 6 Baths ⋅ 1007263 MLS
EASTLAKE. Nearly 39 serene acres offering the ultimate in privacy. Long, gated drive over rushing stream and through manicured grounds. Remarkable estate compound owned for years by renowned fashion designer as a family residence. Impressive architect-designed Stone and Country House positioned to overlook a private eight-acre lake. Striking and sophisticated Contemporary with elements of a Mid-Century Modern. Impressive rooms with natural finishes of fine woods and hand-cut stone. 5500 square feet of airy, loft-like living space positioned to capture views of the water. Beautifully scaled main rooms with vaulted ceilings, finished in warm woods, stone and hardwood floors and walls of glass. Striking Living Room with stone fireplace and vaulted ceiling lit by a modern cupola. Doors to wrap-around porch for fantastic indoor-outdoor living. Open-concept Dining Area also with water view, perfectly scaled for entertaining. Sleek Kitchen designed for the consummate chef. Private Office with conference area and wet bar. Lower Level Family Room for more casual everyday living. Spacious first floor Primary Suite with ample closets and private Bath. Four additional Bedrooms, most with en-suite Baths. Breathtaking grounds amid dramatic rock outcroppings with stone walls and terraces, an incredible array of flowering plantings, rare and specimen trees and rolling lawns down to the water. Fenced garden for flowers and seasonal produce. Lakefront dock, heated Swimming Pool with Pool House and privately sited Tennis Court make for an incredible sporting lifestyle. Separate building complex with a Three-Bedroom, fully equipped Guest House, Garages for six-plus cars and equipment storage. The perfect, peaceful refuge.

164 Eastwoods Road, Pound Ridge
$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
$940,000
4 Beds ⋅ 3 Baths ⋅ 1007052 MLS
Private updated retreat within minutes to Scott's Corners, and across the street from Pound Ridge Town Park. Enjoy the wood burning fireplace in the living room, updated kitchen with new appliances, updated baths, and hardwood floors throughout. Easy flow with rooms bathed in natural light and deck off kitchen makes entertaining, or basking in the sun, a breeze. This home sits on 2.81 private acres, with a long driveway and mature trees. Finished basement provides additional space with walk out, and is also accessible through attached two car garage. This home boasts a total of 5 garage spaces (2 attached, 3 detached) with the option of 24' ceilings. Perfect for families with lots of storage needs, car enthusiasts, or those wanting to lease out the extra garage space. Recent updates include: New roof 2016, new septic fields 2021, new windows, new driveway, new bib in garage, newly done retaining wall, and freshly painted! Don't miss this hilltop charmer!

186 High Ridge Road, Pound Ridge
$1,195,000
5 Beds ⋅ 4 Baths ⋅ 1007911 MLS
Nestled in sought-after Pound Ridge, this exceptional 5BR/3.5BTH residence offers an extraordinary blend of sophisticated living and natural tranquility. Spanning over 3,600 sq ft, this home presents an ideal sanctuary for discerning buyers seeking both luxury and comfort in one of Westchester's most coveted locations. Upon entering, you are immediately struck by the dramatic architectural elements that define the home's character. Soaring sky-high ceilings create a sense of space and grandeur, while exposed wood beams add warmth and rustic elegance throughout the interior. The thoughtfully designed floor plan maximizes both functionality and flow, accommodating the needs of modern life while maintaining distinct spaces for relaxation and entertainment. Five generously sized bedrooms provide ample accommodation offering comfortable sleeping quarters and tons of natural light. The primary bedroom serves as a true retreat, featuring the tastefully renovated ensuite bathroom (2025) that showcases high-end materials and modern amenities. Three and a half bathrooms throughout the home ensure convenience and privacy for all occupants, with each space thoughtfully appointed. The additional half bathroom provides practical functionality for entertaining and daily use, conveniently located off of the mudroom. The heart of the home encompasses inviting living spaces that seamlessly blend comfort with style. Whether hosting intimate gatherings or large celebrations, the open and airy layout accommodates various entertainment needs while maintaining a sense of warmth and intimacy. The exposed beam details and soaring ceilings create architectural character that distinguishes this property from typical suburban offerings. Boasting nearly 2.25 acres, the outdoor space extends the home's living area seamlessly into the natural environment which provide the canvas for year-round outdoor living experiences. While tucked away on a quite cul-de-sac, the location still offers an enviable combination of small-town charm and NYC accessibility. Just one mile from the charming Pound Ridge Village, residents can explore local shops, restaurants, and tons of community events. Nature enthusiasts will appreciate the proximity to De La Torre Preserve, offering hiking trails, wildlife observation and peaceful spaces for outdoor recreation. New Canaan Metro North located just a short 12 minute drive makes your NYC commute easy, with just a 68 minute express train to Grand Central Station. First time on the market in over 25 years, this truly stunning home is just waiting for its new owners!

22 Peters Lane, Pound Ridge
$685,000
3 Beds ⋅ 2 Baths ⋅ 1002753 MLS
Charming village Colonial is just a short walk to the train, local shops, dining and village amenities. This inviting home offers classic character with comfortable living spaces, perfect for everyday living. The main level has a spacious living room, eat-in kitchen and convenient first floor primary bedroom. Upstairs offers two additional bedrooms with a shared hall bath plus a sitting alcove for office or study space. A finished lower level of approx. 420 sf provides versatility for a recreation room and 4th bedroom.

116 Carpenter Avenue, Mount Kisco
$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
$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
$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

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