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$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

$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

$3,150,000
5 Beds 6 Baths 934693 MLS
Beyond private gates in coveted Back Country Bedford, this exceptional estate offers the perfect balance of privacy and convenience—just minutes to Bedford Village, Greenwich, the Merritt Parkway, and I-684. Bordering the protected Mianus River Gorge Preserve, the property enjoys an unparalleled natural setting with beautifully landscaped grounds, cascading waterfall and resort-style Shoreline pool and spa. Elegant yet welcoming interiors feature a stunning finished mahogany dining room, richly appointed cherry-paneled family room, bespoke millwork, and a thoughtfully designed layout for everyday living and entertaining. The chef’s kitchen opens to expansive outdoor terraces, while the luxurious primary suite, first-floor guest suite, wine cellar, media room, heated three-car garage, and whole-house generator complete this extraordinary offering. A rare opportunity for peaceful country living with effortless access to both Bedford and Greenwich. Available for sale or lease.

10 Hopes Farm Lane, Bedford

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

160 Long Ridge Road, Bedford

$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

$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

$649,000
994710 MLS
Exceptional 3-acre level lot in the heart of Bedford Corners, offering a rare opportunity to create your dream home. Set well back from McLain Street, the property lends itself to a gracious, private approach with the potential for a stunning entrance. With expansive, usable land, there is ample room to incorporate luxury amenities such as a pool, tennis court, or outdoor entertaining spaces. Significant infrastructure is already in place, including the road, cul-de-sac, site drainage, and underground conduit, streamlining the path to construction. Town approvals have been secured for a residence of up to five bedrooms, making this truly ready to build. Ideally located just minutes from shopping, dining, schools, and the hospital, with convenient access to Metro-North for an easy commute to New York City, this property combines privacy, convenience, and endless potential.

28 McLain - LOT 2 Street, Bedford Corners

$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

$2,350,000
4 Beds 4 Baths 984642 MLS
Steeped in history and timeless elegance, this exceptional circa-1800 Hiram Halle Colonial is set on four beautifully landscaped acres. Rich in period character, the home showcases signature Hiram Halle windows, hand-hewn wide-plank antique floors, distinctive pillow ceilings, and multiple wood-burning fireplaces throughout its gracious living spaces. A sun-filled living room, elegant dining room, expansive sunroom, and cherry-paneled library create an atmosphere of warmth and sophistication. The heart of the home is a chef’s kitchen featuring a large center island, custom coffee bar, gas fireplace, and inviting breakfast area with doors opening to the patios and gardens. The second level offers four spacious bedrooms, three full baths, and a dedicated laundry room, blending historic charm with modern convenience. Outside, the estate unfolds into a private retreat with a Gunite pool, mature trees, lush gardens, and exquisite plantings. A classic barn with a fireplace-enhanced upper level offers exceptional flex space with endless possibilities, such as a yoga studio, artist's studio, home office, wellness sanctuary, or gathering space! A rare offering, this remarkable property seamlessly combines historic significance, exceptional craftsmanship, and an extraordinary lifestyle setting.

516 Pound Ridge Road, Bedford

$4,125,000
5 Beds 5 Baths 987844 MLS
Refined and timeless, this gracious residence has been meticulously preserved and maintained for over a century. Approached by a gated, tree-lined gravel drive, the house is a distinguished example of early 20th-century Georgian architecture, offering exceptional privacy and a profound sense of tranquility. Set on over five acres in the heart of Bedford Hills, surrounded by majestic specimen trees and beautifully curated perennial gardens, the property embodies the essence of a classic country estate. Amenities include a heated pool, an enchanting guest cottage, a greenhouse, a caretaker’s residence, a detached two-car garage, and dedicated maintenance buildings. Inside, the house reflects the signature elegance and proportion associated with Delano & Aldrich; high ceilings, expansive openings between principal rooms, and refined architectural detailing create a seamless flow for both formal entertaining and relaxed living. Fireplaces anchor the generously scaled living and dining rooms, while framed-glass French doors open to a grand sunroom. This light-filled space extends to a stone terrace overlooking the gardens—ideal for summer gatherings or sunlit winter afternoons. The kitchen, complemented by an adjoining sitting room, offers an inviting setting for intimate meals and everyday living. Upstairs, the primary suite provides a serene retreat, complete with its own fireplace and a luxurious ensuite bath designed for quiet indulgence. A former sleeping porch has been thoughtfully reimagined as a charming playroom with adjoining guest quarters, accompanied by an additional spacious bedroom and hall bath. Each bedroom features its own distinctive fireplace and enjoys picturesque garden views through large casement windows. The third floor offers two substantial bedrooms, a classic bath, and a skylit artist’s studio filled with natural light, along with an adjoining atelier and generous storage. More land available.

328 McLain Street, Bedford Hills

$3,500,000
5 Beds 6 Baths 984817 MLS
New construction in the heart of Pound Ridge, this modern European-inspired residence is gracefully set on a picturesque property overlooking Pinebrook Road. Thoughtfully designed to blend clean architectural lines with warm, natural materials, the home is complemented by a charming, fully renovated two-bedroom, 861-square-foot cottage—ideal for guests, extended stays, or flexible living. Offering five bedrooms and five-and-a-half baths, the residence is designed with both scale and sophistication in mind. Ten-foot ceilings define the main level, while a dramatic 12-foot great room and vaulted second-floor ceilings create an airy, light-filled atmosphere throughout. Wide-plank, pre-finished walnut floors, custom millwork, and a curated mix of shiplap and reclaimed beams lend richness and character at every turn. The custom kitchen will feature refined white cabinetry, quartz countertops, and an expansive center island, complemented by a full appliance package—seamlessly blending function and style. The primary suite offers a tranquil retreat with a spa-like ensuite bath and walk-in closet. Each additional bathroom is appointed with heated floors, custom vanities, and marble finishes. An unfinished, above-grade lower level with nine-foot ceilings and rough plumbing provides approximately 1,500 square feet of opportunity for future living space. A separate 800-square-foot bonus area offers further flexibility for recreation, office, or guest accommodations. Exterior details are equally compelling, with Hardie siding and trim, a striking engineered slate roof, and oversized European windows designed to maximize natural light. Bluestone patios, professional landscaping, irrigation, and a heated gunite pool with surrounding stonework create a private outdoor retreat. A semi-circular pergola with open beams (no roof) serves as a distinctive architectural focal point, perfectly positioned to frame and enjoy the exterior side of the double-sided fireplace—an inviting setting for both intimate evenings and effortless entertaining. Located just minutes from top-rated schools, everyday shopping, and beautiful recreational spots like Bedford Village Memorial Park and the expansive Ward Pound Ridge Reservation.

515 Long Ridge Road, Bedford

$3,995,000
5 Beds 6 Baths 823299 MLS
Behind private gates, nearly six acres of bucolic countryside unfold around a spring-fed lake — a setting that feels worlds away, yet sits just one hour from Manhattan. Gut-renovated to the studs and reimagined from the ground up, this Pound Ridge estate blends Mid-Century Modern design with original stone construction and hand-hewn beams — a rare marriage of architectural integrity and contemporary refinement. The result is a home that feels both timeless and entirely of the moment. The main residence offers four bedrooms and has sweeping water views that define the property. A detached guest studio with two-car garage provides flexible accommodation for visitors or staff, while the heated gunite pool and pool house — complete with full bath, wet bar, and huge fireplace — create an effortless setting for both quiet evenings and elevated entertaining. An additional detached two car garage rounds out the offering. Outside, the grounds have been as thoughtfully curated as the interiors: new landscaping, artisan stonework, full irrigation system, patios, and mature tree work frame the lake and connect seamlessly to the Pound Ridge Land Conservancy — a permanent buffer that ensures the privacy and natural beauty of this property endure. Truly turnkey. Completely one-of-a-kind.

39 Old Snake Hill Road, Pound Ridge

$1,895,000
5 Beds 4 Baths 983422 MLS
Perfectly sited at the end of a quiet cul-de-sac, this Pound Ridge residence combines timeless charm with modern comfort on two beautifully landscaped acres. Surrounded by specimen plantings, gardens, and mature trees, the property offers exceptional privacy, a large level yard, a stone-lined koi pond, and a stunning slate patio with a fire pit - an ideal setting for entertaining or simply enjoying the outdoors. Inside, the home is rich with detail, featuring wide-board floors, custom moldings, and built-ins throughout. The heart of the home is the gorgeous kitchen, designed with marble countertops, a beadboard ceiling, brass pendant lighting, and a large center island that invites gathering. A commercial-grade range, separate full-size Sub-Zero refrigerator and freezer, and farmhouse sink make the space both beautiful and functional. The kitchen opens seamlessly to the family room, where exposed beams and a stone fireplace create a warm and inviting atmosphere. Additional features include new composite siding, a new roof, many new windows, central air, and a whole-house generator. The finished lower level (not included in the listed square footage) adds flexible living space, while the circular drive enhances curb appeal. With a potential pool site and peaceful setting just minutes from town, this property offers the best of country living-only about an hour from New York City.

33 Peters Lane, Pound Ridge

$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

$4,900,000
6 Beds 6 Baths 978126 MLS
Buxton Pond Farm, tucked quietly along a country Lane just minutes from the train, shops and schools of Bedford Hills, is a rare offering. Set on 11 pastoral acres surrounded by historic stone walls with sweeping lawns, mature trees, established gardens that grow food and flowers, and open pastures for animals, this beautiful farm offers a lifestyle rooted in nature, security, and sustainable living. At the heart of the property stands a graciously preserved Colonial residence, rich in character and warmth with 6 bedrooms, 5 full bathrooms, 1 powder room, wide-board pine floors and original fireplaces. The grounds are a sanctuary of their own. The main home is complemented by a remarkable collection of historic outbuildings including a barn with a two bedroom residence for staff, guests or extended family, a greenhouse, an antique chicken house, a pond, and a stunning pool, creating a true compound designed for gathering, growing, and generational living. This enchanting estate captures the essence of Bedford's timeless beauty, where sweeping open lawns and distinguished Colonial architecture come together to create an unparalleled sanctuary of elegance and tranquility, all just minutes from the 87-acre Buxton Gorge Preserve. A legacy property of enduring grace, just 40 miles from Manhattan.

161 Buxton Road, Bedford Hills

$2,599,000
5 Beds 7 Baths 976870 MLS
Step into a slice of Mediterranean paradise at 105 Cross Pond Road, where timeless elegance meets modern luxury. This breathtaking villa, inspired by classic European architecture, boasts over 6,000 square feet of refined living space on 5.+ meticulously landscaped acres. From the iconic red clay roof to the graceful stucco and stately arches, this property exudes sophistication at every turn. Key Features That Will Steal Your Heart: Mediterranean Charm: The distinctive architectural elements create an enchanting, old-world aesthetic. Expansive Interiors: Multiple fireplaces, private terraces, and oversized balconies invite seamless indoor-outdoor living. Private Waterfront Oasis: Your very own lagoon offers tranquil views, waterside relaxation, and kayaking adventures just steps away. Luxurious Finishes Throughout: Marble and natural stone details bring warmth and elegance to every room. Nature’s Playground: Over 5+ acres of pristine grounds, complete with a private island, provide endless opportunities for outdoor entertaining and peaceful solitude. Inside the Villa: From the moment you enter, the grand scale and thoughtful design captivate. Open-concept spaces flow effortlessly, perfect for everything from quiet evenings to hosting grand gatherings. Marble and stone finishes elevate the interiors, while fireplaces add cozy charm. Step outside onto expansive terraces and balconies to savor al fresco dining or watch the sunset over your serene property. The home also offers flexible spaces ideal for a chef’s kitchen, wine room, home gym, or a luxurious primary suite. Unbeatable Location for a Coveted Lifestyle: Nestled on prestigious Cross Pond Road in Pound Ridge, this estate combines privacy with accessibility. It’s part of the highly regarded Bedford Central School District and offers convenient access to I-684, Saw Mill Parkway, and Metro-North stations for an effortless commute to Manhattan. Nature lovers will adore the proximity to Ward Pound Ridge Reservation for hiking, camping, and fishing, while the charming nearby towns of Katonah, Bedford, and Stamford, CT, provide boutique shopping, fine dining, and cultural experiences. For wine enthusiasts, local vineyards and specialty shops await to help you curate the perfect collection. A Once-in-a-Lifetime Opportunity: 105 Cross Pond Road isn’t just a home—it’s an experience. Whether you’re savoring lakeside mornings, hosting elegant, or simply enjoying the serene beauty of your surroundings, this estate offers a lifestyle of unparalleled luxury and tranquility. Don’t miss your chance to make this extraordinary retreat your own.

105 Cross Pond Road, Pound Ridge

$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

$890,000
3 Beds 2 Baths 939401 MLS
Nestled on a level, park-like 0.77-acre lot in the heart of Bedford Hills, this farmhouse-style Colonial offers approximately 3,000 square feet of sun-filled living space, combining timeless character with everyday convenience. Walk to Bedford Hills Metro-North in under a mile, with hourly direct service to Grand Central, making this an exceptional choice for commuters. One of the largest homes and largest lots in the neighborhood, the property offers a rare combination of space, privacy, and convenience that is increasingly difficult to find at this price point. Rich in character, the home welcomes you with original built-ins, hardwood floors, and thoughtfully preserved architectural details. The generous living room flows into a formal dining room, while the eat-in kitchen features wood cabinetry, a center island, and abundant natural light. A sunlit family room with double doors opening to a large deck, perfect for entertaining or simply enjoying the peaceful and private yard. An updated full bath with a separate shower completes the main level. Upstairs, the primary bedroom boasts a vaulted ceiling and a spacious closet. Additional well-sized bedrooms and a lovely full bath offer comfortable accommodations for family or guests. The finished walk-up attic features skylights, vaulted ceilings, and flexible bonus space ideal for a studio, office, playroom, or guest suite. A full walk-out basement provides excellent storage and expansion possibilities. The detached two-car garage with loft adds additional utility, and the long driveway allows for ample parking. The home is serviced by public water, oil heat with a radiant system, and a newer boiler (2023) for added peace of mind. Brand NEW roof installed on main house and garage!!! Minutes from local shops and dining. Bedford Hills Memorial Park, less than one mile from 484 Bedford Road, featuring a seasonal pool, playgrounds, tennis courts, athletic fields, and community recreation amenities. Note: The current owners purchased the home from close friends who had to relocate for a new job, and it served them beautifully while their primary home underwent renovations. They loved the home and enjoyed the convenience to Bedford Hills station, a perk they genuinely miss.

484 Bedford Road, Bedford Hills

$795,000
937855 MLS
Just Listed: Experience a rare chance to build in one of Pound Ridge’s most desirable settings at Joshua Hobby Farm. Lot 5 is a newly listed flat lot at the end of the cul-de-sac, lightly wooded and offers over three acres of natural beauty, framed by rock outcroppings, mature trees, and long views across protected open space. Peaceful and private, yet moments to Pound Ridge, Bedford, and the Merritt Parkway, the location blends seclusion with everyday convenience. The property is part of an exclusive collection of ten estate lots, each thoughtfully positioned to maximize light, landscape, and privacy. Backing directly to the Westchester Wilderness Walk, it enjoys enduring protection and a rich habitat of birds and wildlife. With Board of Health approval for a five-bedroom residence, the lot provides an exceptional foundation for a custom build—whether a modern escape, classic country home, or architectural statement. A unique opportunity to create your own retreat in one of Pound Ridge’s most captivating natural environments.

32 Joshua Hobby Lane, Pound Ridge

$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

$2,850,000
5 Beds 6 Baths 909029 MLS
Welcome to 28 McLain, Bedford Corners NY - a modern villa set on over two acres of private , level land at the end of a serene cul de sac. Prestigious Bedford Corners community presents an exceptional lifestyle with access to renowned public and private schools, curated boutique shopping and a vibrant culinary scene unlike any other. Designed for both grand entertaining and intimate gatherings, this modern villa offers a seamless flow of open living spaces defined by soaring ceilings, walls of glass, and an effortless indoor-outdoor connection. Sun-drenched interiors create a vibrant yet sophisticated ambiance, while multiple lounge areas, a gourmet chef's kitchen and expansive terraces set the stage for unforgettable entertaining. Exquisite bedroom suites showcase soaring floor-to-ceiling windows, indulgent spa-like private baths and spacious walk in closets designed for the most discerning lifestyle. Every detail is curated to balance elegance with comfort, making the home equally suited for lively celebrations and serene everyday living. Creating an air tight thermal envelop around a home keeps the home high-performing and energy efficient. By paying close attention to ventilation and the flows of air, heat and moisture, this construction will keep the home free from mold, toxins and allergens. Conveniently just minutes from downtown Mt Kisco and Bedford Village, with its charming shops and restaurants, and offering an easy commute to New York City.

28 McLain Street, Bedford Corners

$795,000
846446 MLS
Discover an exclusive opportunity to build your dream home at Joshua Hobby Farm, on the Westchester Wilderness Walk, in one of Pound Ridge’s most sought-after locations. Lot 10 at number 22 Joshua Hobby Road is a five plus acre lot nestled amidst rock outcroppings and rolling hills with spectacular vistas of open space, offering a serene retreat while remaining conveniently close to Pound Ridge, Bedford, the Merritt Parkway, and key amenities. Lot 10 is one of ten estate lots, ranging from three to seven acres, some with breathtaking lake views. Lot 10 has Board of Health approval for a five bedroom home. The land abuts the Westchester Land Trust’s protected conservation land, The Westchester Wilderness Walk, ensuring privacy, tranquility, and a connection to nature. Birds and wildlife flourish in this peaceful setting, creating a harmonious blend of luxury and natural beauty. With ample acreage and an unparalleled location, the land presents the perfect canvas for bespoke new construction. Whether you envision a timeless estate, a modern retreat among nature, or a country sanctuary, this is a rare chance to craft something truly extraordinary in Pound Ridge. Don’t miss this prime opportunity to create a legacy home in an unrivaled setting.

22 Joshua Hobby Lane, Pound Ridge

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.