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$1,999,999
4 Beds ⋅ 3 Baths ⋅ 1045155 MLS
Embrace an indoor-outdoor lifestyle within the sought after Byram Hills School District living in this home privately positioned on 2.50 acres in the neighborhood of CastleBrook Estates. This premier Westchester County property is the perfect combination of comfort and sophistication offering a two-story, marble entry foyer/high ceiling, a formal, yet comfortable living room/fireplace which opens out to a screened-in sunporch (which extends to the backyard deck), formal dining room, and a modern eat-in kitchen featuring a center island opening up to the family room/fireplace. Both the kitchen and family room open out to a backyard deck. In addition, there is a bonus room/high ceiling off the front foyer that gives you countless options to fit your lifestyle. The laundry room, pantry and powder room complete the main level. The primary bedroom suite including a skylit marble bath with walk-in closets plus dressing area, 3 generously sized bedrooms, full bath, and a loft/workspace overlooking the foyer complete the upper level. Additional highlights include hardwood floors, recessed lighting, Andersen windows with French Doors to porches and decks, attached three-car garage, bluestone walkway and a spectacular front porch, large storage area on the lower level, 12KW Kohler propane generator (keeping utilities working if the power goes out), and security system for added peace of mind. Offering exceptional privacy in a spectacular Bedford neighborhood, this is country living at its best. CastleBrook Estates is a community comprised of approximately 45 private and pristine homes located on Greenwich Road in the town of North Castle, New York, approximately one mile from the New York/ Connecticut border. Her prestigious setting is convenient to both to I-684 and the Merritt Parkway. The Westchester County Airport is also nearby, and New York City is approximately a 20-mile drive or a 40-minute express commute from the Metro-North train station in North White Plains.

11 Smith Farm Road, Bedford
$3,790,000
7 Beds ⋅ 7 Baths ⋅ 1044768 MLS
Experience the timeless prestige of Bedford’s renowned horse country, paired with the outstanding offerings of the Byram Hills School District. Exceptional Location and Lifestyle with easy access to Bedford Village, Banksville and Greenwich, Connecticut and a 20-minute drive to Westchester County Airport. Set behind a long, meandering driveway, this 5+ acre estate offers a combination of privacy, and resort-style amenities in one of Westchester County’s most coveted enclaves. The home is equipped with new state-of-the-art Hyper Heat Pumps (ducted and ductless) totaling to 20-tons, 400-Amp electrical service, new 26kW Generac, 5 propane-fired fireplaces, new PEX plumbing. Also, so much new in the house, UHDZ Timberline roof, kitchen, Zline appliances, driveway, pool equipment, Anderson windows, solid hardwood flooring, tiling, bathrooms. Sculptural bullnosed wall corners have prefinished trims and custom radiused moldings. The result is a true masterclass in contemporary architectural design. Multitude of windows lets abundant natural light in and creates a connection to the surrounding landscape. The expansive floor plan of this contemporary residence features 7 bedrooms, 6 full bathrooms, and 1 powder room, including a luxurious primary suite designed as a private retreat with a spacious blank canvas ready to become the wardrobe room of your dreams. Besides the living room, dining room, sun room, and kitchen, there is a game room on the main level. Second floor has an additional space and a balcony for easy outdoor view from the upper level. The room off the garage which has a bathroom is an ideal home office with a separate entrance. Every square foot of this entirely above-grade home has been beautifully reimagined for modern comfort. A laundry room with One-&-Done on each floor for convenience. The barn-garage has space for a workshop/bench and a storage loft area. Ideal home for the extended family as there is parking for nearly 8 cars in the circular parking court/driveway. Outside, nature becomes the ultimate backdrop for a luxury lifestyle. A resort-style Gunite pool serves as the centerpiece of the outdoor entertaining area, surrounded by an expansive slate patio and a pool house—creating an idyllic setting for summer gatherings, quiet afternoons, and elegant entertaining. Tennis Court Opportunity For the discerning buyer, the property also offers a remarkable pre-existing, tennis court needing repair, discreetly positioned away from the main residence. Avoid the arduous process of starting from scratch with clearing, grading, and site preparation. This existing canvas is ready for your vision, whether that means creating a state-of-the-art championship tennis court, a private pickleball complex, or another recreational amenity. Adjacent 2 acre parcel pending BOHA that is listed separately and "right of first refusal" is offered to the purchaser of this property. See listing # 1048984 2.01 Acre $600k

50 Hickory Kingdom Road, Bedford
$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
$3,295,000
5 Beds ⋅ 6 Baths ⋅ 1047494 MLS
Exquisite offering in the Byram Hills School District — Private, Sophisticated, and Unmatched. Set at the end of a quiet cul-de-sac, this exceptional 5-bedroom, 5.5-bathroom home offers over 6,000 square feet of luxurious living, thoughtfully designed to balance grand entertaining spaces with intimate comfort. Every detail — from the gleaming hardwood floors to the beautifully appointed chef’s kitchen with expansive island, custom banquette, double sinks, and top-tier Wolf range — speaks to refined taste and effortless living. The main level features a formal living room, formal dining room, a family room with wood-burning fireplace and access to the back patio, a private home office, and a mudroom with direct entry to the 3-car garage. Upstairs, the expansive primary suite is a true retreat, complete with a spa-inspired bath and dual walk-in closets. Two additional en-suite bedrooms, two more bedrooms sharing a hall bath, a spacious bonus room, and a cozy sitting nook near the back staircase provide flexibility for family and guests alike. The fully finished lower level elevates the living experience, with a dedicated gym, bonus living space, wine cellar, and an additional full bathroom — offering something for everyone, whether relaxation or recreation. Step outside to a flat, fenced-in backyard, stylish patio with a full outdoor kitchen and a stunning 20x40 heated gunite pool with built-in spa and lounge area. Perfectly located just 15 minutes to Greenwich, 10 minutes to Armonk, and 10 minutes to Bedford, this home offers a rare blend of privacy, convenience, and prestige.

6 Round House Court, 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
$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 3.1 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
$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
$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
$2,320,000
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
$849,000
3 Beds ⋅ 3 Baths ⋅ 973158 MLS
Experience the perfect blend of modern sophistication and outdoor luxury in this stunning 3-bedroom, 2.5-bathroom home. The interior shines with beautiful hardwood flooring and recessed lighting throughout, featuring an updated kitchen, a formal dining room, and a cozy family room with a wood-burning fireplace. Retreat to the primary suite complete with a stylishly updated en-suite. Outside, your private oasis awaits. Step out onto a freshly stained deck that leads to an above-ground pool site ready for your summer setup, complemented by an adjacent play area. Evenings are best spent gathered around the dedicated firepit, the perfect spot for roasting marshmallows and relaxing under the stars. Exceptional curb appeal and peace of mind are guaranteed with a newly re-paved driveway, Alside Ascend composite siding (Hardie board style), and a roof and gutters that are all less than 10 years old. This turnkey gem is ready for you to move in and enjoy!

168 Pound Ridge Road, Bedford
$2,650,000
5 Beds ⋅ 7 Baths ⋅ 929177 MLS
Welcome to an incredible retreat in beautiful Bedford, NY! This stunning 5-bedroom, 6.5-bath home spans over 10,000 square feet of elegant living space on nearly two acres of private land. From the moment you arrive, you will feel the warmth and sophistication of this well-designed residence. Step inside to find a gracious formal living and dining room that sets the tone for memorable gatherings. The expansive family room flows easily into a chef’s kitchen, complete with high-end appliances, custom cabinetry, and access to a spacious deck overlooking the grounds. The first-floor en-suite guest bedroom provides comfort and privacy, while the dedicated office offers a quiet place to focus or create. Upstairs, the primary suite feels like a personal getaway—featuring a cozy fireplace, two walk-in closets, a private balcony, and a luxurious bathroom designed for total relaxation. Three additional en-suite bedrooms and a wonderful bonus room complete this level, ensuring everyone has their own space. The lower level adds even more to love, with a media room for movie nights, a private gym, a walk-in spa like sauna, and a large family/game room with a full bar and bath that opens directly to the pool area . Outside, you’ll find a resort-like setting with an infinity-edge pool, relaxing spa, outdoor kitchen, and fire pit—perfect for unwinding or hosting. Set just 10 minutes from Scott’s Corners and downtown Bedford, this home blends tranquility with convenience, offering the best of refined living in a private, peaceful location.

496 Long Ridge Road, Bedford
$7,450,000
6 Beds ⋅ 10 Baths ⋅ 911214 MLS
Just one hour from Manhattan, this extraordinary Bedford Corners estate offers the ultimate in privacy, scale, and resort-style living. Encompassing 14,000 square feet of custom design on 11.27 gated acres, the residence combines timeless sophistication with every modern amenity. Perfect for either a primary or weekend residence. A Retreat for Living, Working and Entertaining The grand entry opens to sunlit living spaces and a dramatic 20-foot ceiling family room, anchored by a soaring floor-to-ceiling stone wood burning fireplace. Expansive entertaining rooms flow seamlessly to outdoor terraces and landscaped grounds. A grand formal dining room accompanied by a newly renovated chef’s kitchen sets the stage for both intimate dining and large-scale entertaining. For work or study, a distinguished office /library, richly finished in teak wood, with a wood burning fireplace provides a warm and refined setting - ideal for remote work, private meetings or quiet reading. Luxurious Private Quarters The residence features six bedrooms, including a serene primary suite with a wood burning fireplace, private sitting room, enclosed porch, and dual custom dressing rooms. Two bedrooms are located on the main level for flexibility, while the upper level offers four additional bedrooms plus a bonus media/theater room. An elevator services all floors for effortless convenience. Resort-Style Amenities Designed for year-round enjoyment, the estate offers an unmatched collection of amenities: Outdoor pool & spa with expansive stone terraces Air-conditioned pool house with full kitchen and bath Indoor swimming pool & spa for four-season use Australian classic clay tennis court for the avid player Gated entry for privacy and security Custom windows & doors and plenty of closets and storage space. Recent Enhancements The property has been meticulously updated with a new roof, modernized mechanical systems, freshly painted and a renovated kitchen, ensuring turnkey comfort. An Exceptional Offering Perfectly blending country serenity with proximity to New York City, this Bedford Corners estate delivers a rare opportunity: a private compound with resort-level amenities just minutes from both the charming village of Bedford & the city of Mount Kisco with shopping, restaurants and a hospital. Private resort style living less than a one hour commute to Manhattan.

284 W Patent Road, Bedford

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.