Bedford Hills Real Estate | Bedford Hills Single Family Homes for Sale

Charming Cape offering an exceptional opportunity to renovate or move right in and update over time. Ideally situated on a well-established residential road just minutes from the heart of Bedford Village, this four-bedroom, two-bath home is filled with potential.The flexible floor plan includes the possibility of a first-floor primary bedroom, hardwood floors, and generously sized living spaces ready for your personal vision. Set on a picturesque property, the home offers a wonderful opportunity to create your dream residence in a highly desirable location. Enjoy convenient access to Bedford Village shops and restaurants, the Town Park and Pool, major commuting routes including I-684, and the award-winning Fox Lane School District. Whether you’re a first-time buyer, right-sizing, or looking for your next renovation project, this home presents outstanding value.

12 Gordon Avenue, Bedford

$675,000

2 Beds ⋅ 3 Baths ⋅ 1029242 MLS

Light and bright Durham Model, end unit townhouse located in convenient Guard Hill Manor. 2 bedrooms, 2 1/2 bathrooms. Hardwood floors. Storage in basement, utilities and door out to garage.

1804 Regent Drive, Mount Kisco

$1,650,000

3 Beds ⋅ 4 Baths ⋅ 1026460 MLS

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

10 Homestead Lane, Bedford

$750,000

3 Beds ⋅ 2 Baths ⋅ 1026738 MLS

Sought-after Mount Kisco home which is a commuter’s dream come true. This home is surrounded by lush greenery, offering a serene escape that is a hidden gem. This charming Cape Cod style home boasts 3 well-apportioned bedrooms and 2 full baths. Come inside to the inviting living room, which features a working wood-burning fireplace and bay window which brings in tons of natural sunlight. Off the living room there is a three-season room which steps out to the patio. The heart of the home is the spacious kitchen with white custom-made cabinets adorned with elegant molding perfectly complementing the white quartz counters and stainless-steel appliances, creating a stylish and modern culinary space with room for four to sit at the large island. Off the kitchen is a mudroom/office space connecting to the garage. Down the hall you will also find an updated full bathroom with shower that is right next to the first floor bedroom. Handsome staircase leading up to the second floor has an updated full bath with bathtub. Primary bedroom down the hall has two closets, plenty of windows for natural sunlight, and easily houses a king size bed. Another nice sized bedroom completes the second floor. The lower level of the home has a large family room which was recently finished, plus laundry room and mechanicals. Windows & doors have been replaced in 2018. Close proximity to town, train, shopping, and transportation. Extra bonus is that this home is zoned for West Patent Elementary or opt into Mount Kisco Elementary for the dual language program. Surrounding property is owned by the Guard Hill Townhouse Association to the north and protected greenspace to the south.

109 N Bedford Road, Mount Kisco

$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. Thoroughly modern Smart Home with total home automation system, LED lighting, advanced security system and whole-house generator. Over five acres, fenced for deer, in one of the area’s finest estate areas. Fabulous screened porch, terrace 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

$2,350,000

3 Beds ⋅ 3 Baths ⋅ 1019874 MLS

Originally built in 1860 as the Samuel Parker House, this extraordinary property has been thoughtfully transformed into a one-of-a-kind luxury live/work compound featuring a main residence, a street-level showroom, and a heated, air-conditioned barn with a private studio above. Set in the heart of Pound Ridge's charming hamlet, directly across from The Inn at Pound Ridge by Jean-Georges, it offers a rare blend of historic character, modern functionality, and exceptional lifestyle appeal. Following a complete, no-compromise 2019 renovation under acclaimed New York interior designer Jenny Wolf of The Huntress, every element, infrastructure, mechanical systems, and all interiors alike - was reimagined to honor the homes history while delivering modern luxury. The result adapts effortlessly to almost any life: full time residence, weekend retreat, designer showroom, creative studio, gallery, or true live/work estate, creating a home that is as functional as it is beautiful. The beautifully finished street-level space offers remarkable flexibility and may continue as an inspiring showroom or seamlessly become part of the residence, creating expansive living and entertaining areas. The private upper-level home is filled with warmth and character, where soaring vaulted beamed ceilings, abundant natural light, and timeless architectural details create an atmosphere of understated elegance. A spacious great room anchors the residence, complemented by a beautifully appointed kitchen with soapstone countertops, a serene primary suite with a walk-in closet, two additional bedrooms, and thoughtfully designed baths that reflect the home's refined aesthetic. Adding to the property's exceptional appeal is a heated and air-conditioned barn offering endless possibilities. With an expansive first level ideal for a showroom, studio, workshop, entertaining, business use, or storage, and a spacious second-level studio or office, it is a rare complement to an already extraordinary offering. Life here extends far beyond the property itself. Spend mornings walking the picturesque hamlet, enjoy world-class dining just steps away at The Inn at Pound Ridge by Jean-Georges, explore nearby hiking trails, nature preserves, and equestrian estates, or simply embrace the quiet beauty and timeless charm that define Pound Ridge. Located within the highly regarded Katonah-Lewisboro School District and just over an hour from Manhattan, this is a rare opportunity to experience a lifestyle where history, design, creativity, and modern luxury exist in perfect harmony. Properties of this caliber rarely come to market. Rich in history, impeccably renovated, and genuinely unlike anything else available today, this is a singular opportunity to own one of Pound Ridge's most distinctive homes.

259 Westchester Avenue, Pound Ridge

$849,000

3 Beds ⋅ 2 Baths ⋅ 1027725 MLS

Captain Merritt's Hill Colonial - Welcome to this charming 3 bedroom home, picturesquely set on a lovely dead-end street perfect for bike rides, evening strolls, neighborhood games, and enjoying the outdoors. With inviting curb appeal, a beautifully maintained lawn, and a detached two-car garage, this home offers warmth and functionality both inside and out. Inside, re-finished wood floors flow throughout much of the home, creating a warm and inviting atmosphere. The spacious living room is centered around a cozy fireplace, while the formal dining room is ideal for hosting family dinners and holiday celebrations. The eat-in kitchen provides plenty of space for casual meals and everyday living, and the bright sunroom offers the perfect spot to enjoy your morning coffee, unwind with a good book, or take in peaceful views. The expansive backyard is a true highlight, creating a peaceful retreat with exceptional privacy and year-round beauty. Ideally situated just moments from the Village, you'll enjoy easy access to the train, local shops, restaurants, parks, and schools, making everyday living both convenient and connected. Whether you're relaxing on the patio, exploring the nearby trails, or taking advantage of the vibrant downtown amenities, this home offers the perfect blend of classic Colonial charm, outdoor enjoyment, and walkable village living.

13 Washburn Road, Mount Kisco

$1,095,000

3 Beds ⋅ 2 Baths ⋅ 1027886 MLS

Few houses in Bedford carry a name as well as their years. The Thomas Hanford Raymond House, has stood on Succabone Road since the earliest days of its township.This turn-of-the-century farmhouse lovingly preserved and restored with unwavering respect for its antique heritage.The front porch features gingerbread fretwork, turned posts, and shallow arches, alongside a center brick chimney and original six-over-six windows. Original clapboard siding, hand-hewn beams, and a red cedar roof (~10 years old) keep the home’s character intact.Inside: 3 bedrooms, 1.1 baths, white pine wide-plank floors throughout, cylinder glass windows, a period hearth, and wrought-iron lift-latch hardware. The kitchen has custom cabinets and maple butcher block counters. Built in 2007, a detached garage/barn was added and serves as a full workshop.The grounds include mature plantings, blooming perennials, a fenced garden, and stone landscape details. This is a house for someone who wants history you can actually live in. Minutes to Bedford Village, riding trails, preserves, and Metro-North —

412 Succabone Road, Bedford Corners

$725,000

3 Beds ⋅ 2 Baths ⋅ 1020037 MLS

Welcome to this charming 3-bedroom, 2-bath ranch nestled on 1.21 private, wooded acres in desirable Bedford, NY. Offering the ease of one-level living, this well-maintained home features a functional layout and inviting living spaces in a peaceful, natural setting. The bright living room is highlighted by a large picture window and flows seamlessly into the eat-in kitchen. A spacious dining room provides the perfect setting for entertaining, while the sun-filled family room overlooks the tranquil property. Two generously sized bedrooms share a beautifully renovated hall bath, while the private primary suite is thoughtfully situated on the opposite side of the home and features an en-suite bath. Hardwood floors run throughout the home, and the full basement offers abundant storage and future potential. A detached one-car garage provides convenient parking, additional storage, or space for a workshop. Surrounded by mature trees and lush natural landscaping, the property offers exceptional privacy while remaining just minutes from Bedford Village, top-rated schools, parks, shopping, dining, and major commuting routes. This is a wonderful opportunity to enjoy the charm, convenience, and natural beauty that make Bedford one of Westchester's most sought-after communities.

136 Pound Ridge Road, Bedford

$725,001

3 Beds ⋅ 2 Baths ⋅ 1012900 MLS

Welcome to this inviting split-level home, ideally located just minutes from vibrant downtown Mount Kisco. Offering 3 bedrooms, 1 full bath, and 1 half bath, this home combines comfort, functionality, and opportunity. Freshly painted throughout, featuring recently refinished floors and an updated half bath, the interior provides a bright, move-in-ready canvas for you to add your own personal style. The sun-filled main level offers an easy flow between the den, dining room, kitchen, and spacious living room. The living room impresses with soaring ceilings, oversized windows that flood the space with natural light, and sliding glass doors that open to the backyard perfect for indoor-outdoor living and entertaining. Upstairs, you’ll find three well-proportioned bedrooms and a full hall bath, providing comfortable accommodations for family or guests. Outside, the private backyard offers plenty of space to relax, garden, or host gatherings. Completing the home is a convenient one-car attached garage. Perfectly situated near shopping, dining, parks, schools, and Metro-North, this home offers an exceptional combination of location, comfort, and potential. Don’t miss the opportunity to make it yours!

24 Valley View Terrace, Mount Kisco

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 1024318 MLS

Beautifully renovated split-level home with a charming front porch in the heart of extremely sought after Captain Merritt's Hill Neighborhood, just minutes to town, Metro-North, shops, and restaurants. Offering over 4,000 square feet of living space, this spacious home features five bedrooms, including a primary suite, multiple home office/work areas, and a flexible floor plan ideal for extended family, guests, or a live-in nanny. The main level offers an easy flow with a living room, dining room with French doors, family room, and open eat-in kitchen. The second level features three bedrooms, a hall bath, and the primary suite, while the third level includes a private office, built-in study area, oversized bedroom or second primary suite, full bath, and walk-in closet. The walk-out lower level offers a mudroom, playroom, laundry room, pantry, powder room, and abundant storage. Set on nearly one-half acre of level, fenced property with plenty of room for outdoor entertaining, recreation, or a future pool. Attached two-car garage. The current owners have done many upgrades over the last few years: Roof (1 year); Two new AC Compressors; New Stone Patio and Trex Decking (1 year); New Sprinkler System (1 year); Landscape Lighting (1 year); Updated Electrical Panel (2 years); New hi-hat lighting (2 years); New Second Floor Bathroom (1 year).

51 Croton Avenue, Mount Kisco

$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 spa-inspired bath and walk-in closet—an ideal retreat for guests or multigenerational living. Upstairs, the luxurious primary suite features a spacious bedroom, spa bath, private sitting room or office, and door to finished attic space perfect for a home gym or 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, app controlled Google Nest smart detectors and a security system for added peace of mind. Offering exceptional privacy in a spectacular Bedford setting, this is country living at its finest. Professional photos of interior & exterior will be added by 7/15.

230 E Middle Patent Road, Bedford

$2,750,000

5 Beds ⋅ 8 Baths ⋅ 1005206 MLS

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

9 Oregon Road, Bedford Corners

$675,000

2 Beds ⋅ 1 Baths ⋅ 1020682 MLS

Nestled on a picturesque three-quarter-acre in the heart of Bedford Village, this charming country cottage blends historic character with thoughtful modern updates. The two-bedroom, (originally 3) one-bath home features antique wide-plank wood floors, quartz countertops, and an expansive deck overlooking beautifully landscaped gardens. A renovated accessory dwelling unit (ADU) offers exceptional flexibility with a full kitchen and bath. (an additional 282 sq ft.) Legally rentable, it's also ideal as a guest house, private home office or artist's studio. Rich in local history, the property occupies the original site of Bedford's first schoolhouse and sits across from the historic stagecoach stop, offering an opportunity to enjoy the timeless charm of village living.

189 Pound Ridge Road, Bedford

$1,400,000

4 Beds ⋅ 3 Baths ⋅ 1019993 MLS

Located on one of Bedford's most desirable streets, this classic four-bedroom, two-and-a-half-bath Colonial offers the perfect combination of charm, comfort, and convenience. Set on a level, private one-acre property in a quiet neighborhood, this home is designed for both everyday living and memorable gatherings. The annual Halloween block party is a special event for residents. The spacious interior features hardwood floors, two fireplaces, and a thoughtful floor plan filled with natural light. Generous living and entertaining spaces flow effortlessly to the private backyard, where the expansive lawn offers plenty of room for recreation, gardening, or relaxing in a peaceful setting. Additional 800 square feet finished in LL with cedar closet. Ideally located just minutes from local schools, the Bedford Village Green, and Bedford Village Memorial Park, this home provides easy access to the heart of the community while offering the privacy and serenity that make Bedford so special. Additional features include a whole-house standby generator, installed in 2014, providing comfort and peace of mind throughout the seasons. A wonderful opportunity to enjoy classic Colonial living in one of Bedford's most sought-after locations. Note the low taxes.

29 Appleby Drive, Bedford

$1,349,000

3 Beds ⋅ 5 Baths ⋅ 1022546 MLS

Welcome to 55 Harris Road, an exceptional Colonial where timeless architecture meets modern luxury. Set on beautifully landscaped grounds, this remarkable residence offers a private, tranquil setting while remaining conveniently located near town, shopping, restaurants, parks, and the train station. The covered front porch creates a timeless first impression and provides a peaceful retreat to enjoy morning coffee or unwind at the end of the day. Thoughtfully designed for both elegance and everyday living, the home features a formal front entrance and separate mudroom entry. The welcoming foyer showcases a sweeping staircase and beautiful sight-lines throughout the main level. A well-appointed mudroom offers the perfect drop zone for coats, shoes, bags, and everyday essentials. The formal dining room provides an elegant space for entertaining, while the spacious living room features a large picture window overlooking the serene backyard. The gourmet kitchen serves as the heart of the home, featuring a generous center island, abundant cabinetry, brand-new Sub-Zero refrigerator, and exceptional workspace. The kitchen flows seamlessly into the inviting family room with a gas fireplace, custom built-ins, oversized windows, and a spacious breakfast area overlooking the picturesque grounds. The expansive Trex deck extends the living space outdoors, offering the perfect setting for entertaining or enjoying the peaceful surroundings. The oversized two-car garage features a professionally finished epoxy flake floor, custom cabinets and wall storage system. The second level offers an exceptional layout with two generously sized bedrooms, two full bathrooms, and a versatile open space ideal for a home office, sitting area, or future laundry space. The luxurious primary suite features soaring ceilings, two closets, abundant natural light, and a spacious en-suite bathroom. A separate office provides access to the expansive unfinished attic, offering exceptional storage space and potential for future expansion. The finished lower level adds exceptional versatility with space for a recreation room, media room, home gym, or playroom. This level also includes a full bathroom, utility room, and abundant storage. Direct access to the covered patio, fire pit, and professionally landscaped backyard creates a seamless indoor-outdoor living experience. Additional highlights include a whole-house generator, security system, updated HVAC system, renovated flooring, garage improvements, and thoughtful enhancements throughout. Beautifully maintained and thoughtfully designed, 55 Harris Road presents a rare opportunity to own a sophisticated Colonial offering timeless elegance, modern amenities, and exceptional comfort.

55 Harris Road, Katonah

$1,450,000

4 Beds ⋅ 4 Baths ⋅ 1021861 MLS

Tucked away at the end of a quiet cul-de-sac, this exceptional home offers the perfect blend of privacy, luxury, and effortless indoor-outdoor living on 2.30 beautifully landscaped acres. The heated Gunite pool, with a premium Luna Quartz finish, creates a true resort-style oasis, while the screened-in porch and expansive rear deck overlook professionally landscaped grounds, providing the perfect setting for relaxing or entertaining. Inside, this thoughtfully updated home features 4 bedrooms, 3.5 baths, and an office on the first floor that could be used as a first-floor guest suite with a full bath. The beautifully renovated kitchen is the heart of the home, showcasing premium Thermador appliances, striking quartzite countertops, abundant cabinetry, and generous prep space. Sun-filled living areas, enhanced by hardwood floors and two fireplaces, offer warm and inviting spaces for everyday living and entertaining. Perfectly positioned on a coveted cul-de-sac, and bordered by protected conservation land, this turnkey property also offers the peace of mind of an automatic whole-house generator, ensuring comfort and convenience year round.

10 Woodland Court S, Bedford

$600,000

4 Beds ⋅ 2 Baths ⋅ 957556 MLS

Charming 1965 Cape Cod offering timeless character and endless potential. This three level home features a traditional layout with well proportional rooms, hardwood floors, and classic architectural details reflective of its era. The main level includes sun filled living room, dining area, kitchen, and comfortable bedrooms or flexible office space. The upper level offer additional bedrooms with sloped ceilings and good closet space. The lower level provides versatile space for storage, utilities or future finishing. Recent improvements include a newly replaced roof and gutters, providing peace of mind and added value. Enhancing its appeal, a scenic pathway runs parallel to the Saw Mill River at the rear of the property ideal for long strolls, fishing, walking your dog, or a peaceful evening surrounded by nature. Being sold as is, this property, presents a prime opportunity for investor, builders, or end users looking to renovate and build equity. Excellent opportunity to maximize ARV in desirable setting.

76 Beverly Road, Mount Kisco

$2,409,990

4 Beds ⋅ 6 Baths ⋅ 1019164 MLS

Antique lovers... A near impossible to find rare gem set on a small quiet back road of only a handful of homes - step into the timeless 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, gunite pool 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. Seller Financing Available. Property is available fully furnished (with the exception of a few family heirlooms/antiques) including most furniture, wall art, lighting and televisions.

35 Old Snake Hill Road, Pound Ridge

$3,150,000

4 Beds ⋅ 3 Baths ⋅ 1019643 MLS

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

28 Bayberry Lane, Bedford Corners

$799,000

4 Beds ⋅ 2 Baths ⋅ 1015914 MLS

Nestled on a quiet cul-de-sac in the heart of Mount Kisco, this charming 4-bedroom, 2-bath Cape offers the perfect blend of comfort, convenience, and modern updates. Thoughtfully maintained and move-in ready, the home features a beautifully updated kitchen with contemporary finishes, ample cabinetry, and a functional layout ideal for everyday living and entertaining. The flexible floor plan offers four generously sized bedrooms and two full baths, providing plenty of space for family, guests, a home office, or multi-generational living. Sun-filled living spaces create a warm and inviting atmosphere throughout, while the home's classic Cape Cod character adds timeless appeal. Enjoy outdoor living in the private yard, property backs up to protected green space, perfect for relaxing, gardening, or hosting gatherings. Situated on a peaceful cul-de-sac, yet just minutes from downtown Mount Kisco, residents will appreciate easy access to local shops, restaurants, parks, major highways, and the Metro-North train station for a convenient commute to Manhattan. A wonderful opportunity to own a beautifully maintained home in one of Northern Westchester's most desirable communities.

105 High Street Extension, Mount Kisco

$5,495,000

5 Beds ⋅ 7 Baths ⋅ 1010043 MLS

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

20 Meeting House Road, Bedford Corners

$569,000

3 Beds ⋅ 1 Baths ⋅ 1016847 MLS

Contract Vendee, As-Is, 3 Bedroom Cape Requires Extensive renovations in Bedford SD!

46 Greenwich Road, Bedford

$5,880,000

8 Beds ⋅ 10 Baths ⋅ 1012962 MLS

Welcome to “Apple Blossom Farm”, an extraordinary opportunity to own a remarkable private estate designed for grand-scale living, entertaining, and multi-generational enjoyment. Set on beautifully landscaped grounds in desirable Bedford Corners, this impressive 12,000-square-foot residence offers 8 bedrooms and an exceptional collection of indoor and outdoor amenities. Designed as the ultimate compound, the property comfortably accommodates both intimate gatherings and large groups, making it ideal as a private retreat, wellness destination, luxury vacation residence, or year-round estate. Expansive living and entertaining spaces create the perfect balance of grandeur, comfort, and privacy. A stunning glass-enclosed sunroom adjacent to the music room fills the home with natural light and showcases beautiful views of the surrounding property, creating a serene space for relaxation and entertaining. The lower-level fitness center offers ample space for a professional-caliber gym, easily accommodating strength-training equipment, cardio machines, and dedicated yoga or Pilates areas. Resort-style amenities abound, including a tennis court, sparkling swimming pool, and extensive outdoor spaces designed for recreation, relaxation, and unforgettable gatherings. Whether enjoying summer weekends by the pool, holiday celebrations with friends, or extended stays in a peaceful country setting, the estate delivers an unparalleled lifestyle experience. Beyond its exceptional residential appeal, Apple Blossom Farm has a proven history as a successful investment property, generating impressive returns while offering substantial income-producing potential for investors and owners alike. A truly rare offering that seamlessly combines luxury, versatility, and investment opportunity in one exceptional Bedford Corners estate. “Apple Blossom Farm” presents a unique chance to own a destination property where recreation, wellness, and hospitality come together in spectacular fashion.

196 McLain Street, Bedford Corners

$999,000

4 Beds ⋅ 3 Baths ⋅ 1015117 MLS

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

88 Pines Bridge Road, Mount Kisco

$1,895,000

5 Beds ⋅ 4 Baths ⋅ 1012163 MLS

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

736 Croton Lake Road, Bedford Corners

$629,000

2 Beds ⋅ 2 Baths ⋅ 1006042 MLS

Charming one-level living in a highly convenient location! Set on a private lot, this well-maintained 2-bedroom, 2-bath home offers comfort, character, and numerous updates including: new roof (2026), new gutters (2026), installed mini split system (2020), oil burner (2019), water heater (2019), oil tank (2017). Hardwood floors flow throughout the main living areas, while a cozy wood-burning fireplace creates a warm and inviting focal point. Enjoy the perfect balance of privacy and accessibility with easy access to shopping, dining, and a short walk to the train for a convenient commute. A wonderful opportunity for those seeking easy, single-level living in a desirable setting.

341 Cherry Street, Bedford Hills

$1,750,000

4 Beds ⋅ 3 Baths ⋅ 1011862 MLS

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

66 Pound Ridge Road, Bedford

$819,000

4 Beds ⋅ 2 Baths ⋅ 1000911 MLS

Welcome home to this beautifully renovated Cape Cod, with thoughtful design and modern finishes throughout. The heart of the home is the brand-new kitchen featuring white cabinetry, quartz countertops, and stainless-steel appliances, seamlessly opening to the living room and a sun-filled dining room with a large picture window. The inviting living room showcases a charming fireplace with a stylish painted brick accent wall. Wood floors flow throughout the home, adding warmth and continuity. The main level also offers two comfortable bedrooms and a beautifully updated full bath with a tub/shower. A practical mudroom leads to a relaxing screened-in porch, ideal for enjoying quiet mornings or warm summer nights. Upstairs, you’ll find a spacious primary bedroom complete with a walk-in closet/office, an additional bedroom, and a new hall bath featuring a walk-in shower. A convenient laundry closet with brand-new washer and dryer completes the upper level. This prime location home is set on a private, level property framed by mature shrubs and trees, offering both tranquility and room to enjoy. Ideally located close to shopping, dining, highway, train and everyday conveniences. A perfect blend of classic charm and modern living—just unpack and enjoy!

94 E East Way, Mount Kisco

$2,650,000

5 Beds ⋅ 6 Baths ⋅ 1001204 MLS

Fabulous Country Retreat. Absolute serenity! Long drive through scenic woodlands to peaceful privacy. Fabulous high site with glorious sunset views. Beautifully landscaped grounds with an array of fine and flowering plantings, fenced for deer. Free-form Swimming Pool with spa and two waterfalls. Perfectly positioned Tennis Court. Architect-designed Country House with contemporary and traditional elements. Stunning interior spaces with beautifully scaled rooms, vaulted ceilings and walls of windows. Exceptional craftsmanship with substantial millwork, wide board oak floors and high-end finishes. Nearly 5700 square feet of finely appointed living space. Fabulous open floorplan with impressive main rooms for entertaining. Chef’s Kitchen with center island, custom cabinetry, marble counters and high-end appliances. Five Bedrooms include a spectacular Primary Suite with Dressing Room, Office, Gym and Two Baths. Lower level Recreation Room. The ultimate estate for the most discerning buyer.

17 Eastwoods Road, Pound Ridge

$729,000

3 Beds ⋅ 2 Baths ⋅ 1008998 MLS

Look no further. Here is your opportunity to own a fully 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. New septic 2026.

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

$999,000

4 Beds ⋅ 3 Baths ⋅ 1004197 MLS

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

88 Pines Bridge Road, Bedford Corners

$1,198,000

3 Beds ⋅ 3 Baths ⋅ 1007115 MLS

Nestled on two private acres, The Owl’s Nest is a striking 3-bedroom, 2-bath mid-century modern chalet that blends architectural character, privacy, and modern convenience. Surrounded by nature, the home feels like a secluded retreat while remaining easily accessible to nearby towns and commuting routes. The heart of the home is a dramatic living room with soaring 18-foot ceilings and wall-to-wall windows that flood the space with natural light and bring the outdoors in. Warm wood tones, clean lines, and custom doors reflect the timeless appeal of mid-century design, while wraparound, treehouse-like decks create a seamless indoor-outdoor living experience. Outside, the property features a pool, landscape lighting, and a traditional wood-fired sauna, creating a private oasis perfect for entertaining or quiet evenings under the stars. The home also includes upgraded systems throughout, including a modern boiler, water pump, smart home controls, and a full-house Kohler generator for year-round peace of mind. Conveniently located with easy access to the Merritt Parkway and Interstate 684, The Owl’s Nest is just 15 minutes from the train station in Stamford, with additional nearby access in Mount Kisco and Bedford Hills for convenient travel to New York City and beyond. More than a home, The Owl’s Nest is a private sanctuary with timeless design, modern comforts, and an extraordinary connection to nature.

380 Long Ridge Road, Pound Ridge

$960,000

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. For the car and storage fanatics, this home boasts a two car garage on the main house and another three car detached garage on property with the option of 24' ceilings. Perfect for car enthusiasts who want lifts, or mutliple car storage, or to lease out as 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

$2,995,000

6 Beds ⋅ 7 Baths ⋅ 1005901 MLS

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

254 McLain Street, Bedford Corners

$5,700,000

5 Beds ⋅ 7 Baths ⋅ 1000934 MLS

Discover your ultimate hideaway: a private, gated custom rebuilt 10,000 square foot Colonial nestled on over five majestic acres in Pound Ridge. While the impressive amenities are abundant, it is the serene setting that will truly capture your attention and your heart. Tucked behind a mature landscape, the property offers a retreat filled with quiet, tranquil spots. The grounds are thoughtfully designed for both relaxation and recreation, featuring a pool set off the side of the house and a secluded tennis court in the back. Inside, light floods the glass sunroom off the kitchen, and private decks extend from multiple rooms, including the luxurious primary suite. The heart of the home is the family room, boasting a dramatic, soaring ceiling height and anchored by one of three cozy wood-burning fireplaces. Welcome home!

63 Old Mill River Road, Pound Ridge

$3,150,000

5 Beds ⋅ 6 Baths ⋅ 934693 MLS

Beyond private gates in coveted Back Country Bedford, this exceptional estate offers the perfect balance of privacy and convenience—just minutes to Bedford Village, Greenwich, the Merritt Parkway, and I-684. Bordering the protected Mianus River Gorge Preserve, the property enjoys an unparalleled natural setting with beautifully landscaped grounds, cascading waterfall and resort-style Shoreline pool and spa. Elegant yet welcoming interiors feature a stunning finished mahogany dining room, richly appointed cherry-paneled family room, bespoke millwork, and a thoughtfully designed layout for everyday living and entertaining. The chef’s kitchen opens to expansive outdoor terraces, while the luxurious primary suite, first-floor guest suite, wine cellar, media room, heated three-car garage, and whole-house generator complete this extraordinary offering. A rare opportunity for peaceful country living with effortless access to both Bedford and Greenwich. Available for sale or lease.

10 Hopes Farm Lane, Bedford

$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. 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

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 1000762 MLS

First time on the market from the original owner, 80 Hack Green Road is a rare opportunity to own a timeless and rare in Pound Ridge Tudor-style house, where exceptional craftsmanship, architectural character, and beautifully landscaped grounds come together. Privately set behind a classic stone wall on a rare 2.6 acres of impeccably landscaped, flat level land between Scotts Corners and New Canaan, this distinctive custom brick-and-stucco Tudor is immediately recognizable by its striking rooflines and timeless curb appeal. Built by a professional contractor well beyond standard specifications, this 4,015 sq.f. home offers five bedrooms, three three and half bathroom bathrooms, and timeless character throughout. A sweeping semicircular driveway provides a gracious arrival and generous parking for entertaining. Inside, 13 unique custom stained-glass windows serve as stunning architectural focal points throughout the home. The spacious eat-in kitchen flows seamlessly into the dramatic great room with a soaring 16-foot ceiling, skylights, French doors to the outside, and a custom wet bar. A richly appointed wood-paneled office overlooks the gardens, while the recreation room with a high-efficiency cast-iron wood-burning fireplace offers a warm and inviting gathering space. A whole-house central audio system enhances everyday living and entertaining. The second floor features a spacious primary suite with an updated en-suite bathroom, four additional bedrooms, and an updated hall bathroom. One of the bedrooms, with vaulted ceilings, is currently configured as a spacious den/playroom and can easily be converted back into a bedroom. The finished walk-out lower level with a full bathroom provides flexible recreation and media space, ideal for a home gym, game room, or movie nights. The extraordinary grounds have been cultivated over decades and feature an exceptional collection of mature specimen trees, including Japanese maples, Atlas cedar, Japanese umbrella pine, and weeping evergreens. The expansive, level lawn, with lights and uplighted trees, is a true rarity in Pound Ridge - offering endless opportunities for recreation, sports, relaxation, and outdoor enjoyment, as well as for entertainment. The outdoor patio features rare pink granite cobblestone, handcrafted by Italian masons, overlooking a tranquil koi pond with twin waterfalls. A charming playhouse, professional-grade swing set, half basketball court, and exceptional privacy complete this remarkable property. New above-oil tank, full house generator, updated bathrooms, new GE Cafe refrigerator, new GE Profile induction cooktop, and many more updates throughout. Ideally located just minutes from New Canaan, Grace Farms, Scotts Corners, Pound Ridge amenities, area preserves and parks, St. Luke's School, and the New Canaan train station, this exceptional home offers the perfect balance of peaceful country living and everyday convenience within the Bedford Central School District. Timeless. Refined. Exceptional.

80 Hack Green Road, Pound Ridge

$1,250,000

4 Beds ⋅ 4 Baths ⋅ 995768 MLS

Set in the picturesque, highly sought-after Captain Merritt’s Hill neighborhood, this timeless 1915 Victorian blends historic charm with everyday convenience in the heart of Mount Kisco. Offering 4 bedrooms, 2 full baths & 2 1/2 baths, and approximately 3,300 square feet of living space, the home features gracious living areas, high ceilings, original details, and endless potential to create your dream home. The home also offers a dedicated office/den and a lower level that can easily be utilized as a kids’ playroom, recreation space, gym, or additional flexible living area. Situated on a beautiful half-acre property with remarkably low taxes, the home is ideally located just moments from the vibrant village, shops, restaurants, and walkable to Mount Kisco Metro-North Station for an easy NYC commute. Offering exceptional space, character, and location, this home presents an incredible value and a rare opportunity to own a true village Victorian in one of Mount Kisco's most beloved neighborhoods.

54 Hillside Avenue, Mount Kisco

$3,095,000

4 Beds ⋅ 7 Baths ⋅ 996255 MLS

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

68 Quarry Lane, Bedford

$2,425,000

5 Beds ⋅ 6 Baths ⋅ 969675 MLS

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

233 Long Ridge Road, Bedford

$6,400,000

6 Beds ⋅ 5 Baths ⋅ 992131 MLS

WOLSEY FARM. One of Bedford’s most iconic estate properties—first time offered in nearly 100 years. Remarkable Colonial Estate dating to 1810. Grand main rooms with incredibly preserved period detailing. Stunning interior with graciously proportioned rooms, high ceilings, period millwork, intricate moldings and spectacular quarter-sawn oak floors with black walnut inlays. Impressive Portico supported by massive Corinthian columns. Center Entrance Hall. Living Room with fireplace and doors to covered porch for alfresco entertaining. Formal Dining Room for entertaining. Country Kitchen with breakfast area. Family Room with doors to terrace. Library and Office for working remotely. Six Bedrooms including Primary Suites. Spectacular terrace and covered porch for alfresco entertaining. Heated Pool with Spa. Over eighteen spectacular acres with incredible trees and flowering plantings in the heart of Bedford. Gate House with fireplace-the ideal artists’s or writer’s studio. Two Bedroom Guest Cottage. Second “Superintendent’s” Cottage with two Bedrooms. Numerous barns and farm buildings including large Chicken Coop. Six fenced paddocks, an orchard, a spring-fed pond and open meadows. A once in a lifetime opportunity!

345 McLain Street, Bedford Hills

$2,795,000

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

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