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$1,795,000
4 Beds 3 Baths 1046215 MLS
Welcome to 10 Hickory Lane, a charming 4-bedroom, 3-bath offering a perfect blend of warmth, character, and functional design. Set back from the road behind a private driveway, this inviting residence features thoughtfully maintained outdoor spaces surrounded by lush plantings, multiple entertaining areas, and sunset views. Inside, bright and airy living space awaits. Cathedral ceilings and wooden beams define the living room, anchored by a cozy stone fireplace and framed by wide windows that fill the home with natural light. Beautiful French doors transition seamlessly to a screened-in porch, ideal for indoor-outdoor living. The heart of the home is a spacious, light-filled kitchen, complemented by a dedicated office space bathed in sunlight, and separate wing featuring a large main floor bedroom and full bath.. The primary, and 2 additional bedrooms boast vaulted ceilings, enhancing the sense of open space throughout. Shutters provide custom privacy, while abundant storage options—both inside and outdoors—ensure maximum functionality. Ideally located just five minutes from the heart of Bedford Village, this location offers exceptional convenience for commute and travel throughout Northern Westchester and nearby Fairfield County, including quick access toward Greenwich, Stamford, and New Canaan.

10 Hickory Lane, Bedford

$299,000
2 Beds 2 Baths 1046804 MLS
Move right into this beautifully updated 2-bedroom, 2-bath corner unit in the heart of downtown Mount Kisco. Freshly painted throughout, this bright and spacious residence features a modern open-concept living and dining area, enhanced by abundant natural light from multiple exposures. The living room opens to a private balcony where you can enjoy peaceful treetop views and stunning western sunsets. The renovated kitchen offers quartz countertops, stainless steel appliances (2025), and ample cabinetry, while both bathrooms have been tastefully updated, including a one full bath featuring a beautifully tiled walk-in shower. Additional highlights include new luxury vinyl floors, crown moldings, updated ceiling light fixtures with ceiling fans, and a thoughtfully designed layout that combines comfort and style. Residents of Diplomat Towers enjoy an exceptional array of amenities, including a new security system with key fob entry, security cameras, new windows being installed starting this fall, a laundry room conveniently located on the same floor, an indoor pool, exercise room and sauna in Building 100, and a gymnasium/basketball court in Building 200. Guests are welcomed through the beautifully updated lobby, while outdoor amenities include a swimming pool, children's pool, patio with dining tables, playground, community garden, and ample visitor parking lot. Ideally located within walking distance to downtown Mount Kisco's shops, restaurants, and Metro-North train station, this home also offers easy access to the Saw Mill Parkway, I-684, and Taconic State Parkway, making commuting a breeze. Enjoy the perfect blend of convenience, comfort, and carefree living in one of Northern Westchester's most desirable communities

100 Diplomat Drive Unit #6C, Mount Kisco

$749,999
3 Beds 3 Baths 1047169 MLS
Move right into this beautiful townhome, perfectly situated in the heart of Mount Kisco. The open-concept first floor features a newly renovated eat-in kitchen with custom cabinetry and quartz countertops. Relax in the spacious living room, complete with a cozy wood-burning fireplace and sliding glass doors that open to your private TimberTech deck. The main level also includes a formal dining room, a powder room, and convenient garage access. Upstairs, the second floor offers a tranquil primary suite featuring a stunning en suite bathroom, a large walk-in closet, and an additional secondary closet. Two generously sized bedrooms and a renovated hall bath with laundry facilities complete this level. The fully finished lower level provides flexible extra space with sliding doors leading out to a patio, plus ample storage and utility space. Recent updates throughout ensure move-in readiness, including a natural gas conversion, new windows, HVAC, and hot water heater. Beautiful hardwood floors and elegant marble vanities add a touch of luxury. Enjoy maintenance-free living in a peaceful, wooded setting within a community that features a heated in-ground pool and tennis courts. This home offers the perfect balance of serenity and convenience, with low taxes and an ideal location near major highways, Leonard Park, Metro North (just one hour to NYC), local dining, and shopping.

11 Timber Ridge Unit #11, Mount Kisco

$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

$2,550,000
4 Beds 5 Baths 1043448 MLS
Spacious, immaculate white center hall Colonial perched beautifully on 2 sweeping landscaped acres with a beautiful heated gunite saltwater pool. This home enjoys a top Bedford location with quick access to everything. High ceilings, custom millwork, abundant natural light, 2 wood burning fireplaces and a level backyard out directly from the house for true indoor/outdoor living. Upstairs, the primary suite includes dual walk-in closets and a renovated marble bath with a freestanding soaking tub, three additional bedrooms, a laundry room and a walk-up attic for great storage. The finished walk out lower level adds a recreation room, full bath, nanny room, additional home office, gym, wine room, and ample storage — space for everything. New roof, well pump and all-new mechanicals adds to the value. Privacy, comfort, and convenience — all in one address.

218 McLain Street, Bedford Corners

$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

$2,900,000
4 Beds 4 Baths 1042389 MLS
The Epitome of Mid-Century Modern Architecture: Streamlined wood and glass MCM home exudes warmth and ease-of-living layout in its private , preserve-like setting. Minimalist design details and its turn-key condition will attract the mid-century modern enthusiast which includes 21st century digital updates. High-beamed ceilings and open social spaces inclusive of dining & living areas present vistas of lush, well designed grounds. The fenced outdoors has thoughtfully designed landscaping and the swimming pool is outfitted with a sun-shelf, electric cover and spa. There is a 2 car, climate controlled attached garage in addition to a newly built 2 car garage which is also climate controlled. Both have dual EV electric charging units. Offered fully furnished except for artwork.

14 Cradle Rock Road E, Pound Ridge

$2,150,000
4 Beds 4 Baths 1036619 MLS
Set behind private gates on bucolic, quiet property, this fully renovated 4-bedroom mid-century modern is a rare turn-key retreat. The custom kitchen anchors the home with a Wolf 6-burner gas range with griddle, 42” Sub-Zero refrigerator, and a quartzite double-waterfall island, all set atop new 7” wide-plank white oak floors with radiant heat throughout. New skylights draw natural light through freshly renovated interiors, backed by all-new HVAC, plumbing, electrical, roof, and a full-house generator. Outside, new landscaping and hand-laid stone walls frame a resort-worthy 62’ x 28’ pool with cabana. A detached barn/guest studio offers a recreation room, full bath, sleeping loft, its own new HVAC system, and a 2-car garage — ideal for guests, staff, or creative studio space.

39 Lower Shad Road, Pound Ridge

$525,000
2 Beds 2 Baths 1036503 MLS
Welcome to Woodcrest Village, a sought-after 55+ community offering the perfect combination of comfort, convenience, and low-maintenance living. This beautifully maintained and freshly painted second-floor corner unit is move-in ready and filled with natural light. Its desirable end-unit location provides added privacy and quiet, with the added benefit of no neighbors above. Step inside to a bright and inviting open-concept living and dining area designed for both comfortable everyday living and easy entertaining. Beautiful laminate flooring and neutral finishes create a warm, welcoming backdrop ready to complement any style. The spacious living area flows seamlessly into the dining space, while a French slider opens to a large private balcony overlooking the community pool and pool house. Whether enjoying your morning coffee, reading a book, or unwinding at the end of the day, this private outdoor space is a wonderful extension of the home. The adjoining kitchen offers ample cabinetry and counter space along with a convenient breakfast bar that keeps the kitchen connected to the main living area. The kitchen appliances are less than two years old, adding to the home's move-in-ready appeal. A newer washer and dryer, also less than two years old, provide additional convenience. The home features two generously sized bedrooms and two full baths, offering flexibility for overnight guests, a home office, or additional living space. The spacious primary bedroom is a peaceful retreat with plenty of natural light, while custom blinds throughout add both style and functionality. Woodcrest Village offers residents an array of amenities designed to enhance an active and enjoyable lifestyle, including an outdoor swimming pool and pool house, a fully equipped fitness center, and beautifully landscaped grounds. The community's convenient location puts shopping, restaurants, medical care, and the hospital within easy reach, while nearby parks within walking distance provide additional opportunities to enjoy the outdoors.

100 Woodcrest Lane Unit #124, Mount Kisco

$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

$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

$15,000,000
4 Beds 4 Baths 1027475 MLS
Award winning and architecturally significant residence designed by KieranTimberlake and masterfully built by Prutting & Company, is a rare collectible work of modern architecture. Privately set, high on a knoll, encompassing 19.5 acres of dramatic granite outcroppings, forest and meadows, and bordered on two sides by approximately 40 acres of land conservancy, the home is seamlessly woven into its natural surroundings. A striking composition of glass, zinc-coated copper and stainless steel reflects the changing light and seasons, while soaring ceilings, gallery-like interiors, floating staircases and walls of glass blur the distinction between indoors and out. Designed with geothermal heating, exceptional energy efficiency, custom walnut millwork, an Eggersmann kitchen, a 2,400-bottle wine cellar, outdoor kitchen and professionally engineered media room, every element reflects uncompromising craftsmanship and innovation. Published internationally, this is more than a luxury residence, it is a once-in-a-generation architectural masterpiece offering exceptional privacy, timeless design and enduring legacy.

51 Old Stone Hill 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

$725,000
2 Beds 3 Baths 1033296 MLS
Welcome to Timber Ridge, one of Mount Kisco's most desirable communities. Nestled in a tranquil wooded setting, this beautifully renovated end-unit townhome offers 2 bedrooms, 2.5 baths, exceptional privacy, and a peaceful side yard ideal for relaxing or enjoying the outdoors. The sun-filled main level features an inviting living room and dining area with a fireplace, a beautifully updated kitchen with quartz countertops, stainless steel appliances, and a convenient powder room. Upstairs, the spacious primary suite includes a renovated en-suite bath, while a generously sized second bedroom and an additional full bath complete the second level. The finished walk-out lower level provides flexible living space, perfect for a family room, home office, gym, or recreation area, and includes an on-demand water feature. New windows and New Roof. An unattached one-car garage offers added convenience and storage. Timber Ridge residents enjoy outstanding amenities including a community pool and tennis courts, all within minutes of Metro-North, the Saw Mill River Parkway, I-684, and the shopping and dining of downtown Mount Kisco. Nearby Leonard Park, nature preserves, and scenic hiking trails provide abundant recreational opportunities, while the highly regarded Bedford Central School District adds to the appeal. Combining stylish updates, a private setting, and an exceptional location, this move-in-ready home offers the perfect balance of comfort, convenience, and lifestyle.

13 Timber Ridge, Mount Kisco

$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

$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

$2,320,000
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

$539,000
2 Beds 2 Baths 1009502 MLS
Enjoy easy, low-maintenance living in this beautifully updated top floor 2-bedroom, 2-bath end unit condo, nestled in the sought after 55+ community of Sutton Manor, (where at least one resident must be 55+). The bright open floor plan features sunny tree-top views, freshly painted interiors, new white oak flooring, new lighting fixtures, and designer finishes throughout. The elevated chefs kitchen showcases all new white quartz counter tops, LG stainless steel appliances and open breakfast bar that transitions seamlessly into the living/dining spaces for effortless entertaining. Relax in the spacious primary bedroom featuring an ensuite bath, cozy window nook, and generous walk in closet. The second bedroom with adjacent full bath can easily accommodate guests or serve as a home office. The enclosed in unit washer and dryer further enhances the comfort and convenience of this special offering. Residents of the building enjoy direct elevator access to their assigned indoor garage space no matter the weather, use of the community room that features a full kitchen with dining room, living area, outdoor patio with seating, separate fitness room, and additional outdoor parking. In addition, heat, hot water, & snow removal are also included in the association fees, and the building is equipped with a back up generator. Ideally located near Metro North transit, shopping, restaurants, medical centers, and numerous recreational opportunities, this move-in-ready residence offers the perfect balance of serene comfort and active 55+ living.

314 Sutton Drive Unit #314, 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

$1,550,000
3 Beds 3 Baths 963148 MLS
A storybook country retreat in the heart of Bedford. Tucked into a landscape that feels plucked from the English countryside, this stone and stucco residence offers a rare blend of romantic character and modern comfort. The property is just moments from the charm of Bedford Village and includes a picturesque pond and a bridge over a babbling brook. Inside, original arched doorways and exposed stone walls tell the story of exceptional craftsmanship, while the country kitchen invites gatherings with its wood-beamed ceiling, stone fireplace, and professional Vulcan range. Step outside to the stone terrace perfectly positioned to take in the natural landscape. Primary bedroom suite options on both the main level as well as the second floor (both with brand new baths). Fresh paint throughout means you can move right in and simply enjoy. A two-car attached garage completes the picture.

160 Long Ridge Road, Bedford

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

74 Lake Marie Lane Unit #74, Bedford Hills

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

240 Eastwoods Road, Pound Ridge

$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

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

496 Haines Road, Bedford Corners

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

515 Long Ridge Road, Bedford

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