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$4,250,000
6 Beds 6 Baths 1027243 MLS
A circular drive leads to this exceptional 6-bedroom, white clapboard Colonial set atop one of the area’s most coveted estate streets. Thoughtfully designed and fully renovated for entertaining or relaxed weekends, the home blends sophisticated craftsmanship with modern luxury in a breathtaking, park-like setting. The home showcases the enduring appeal of classic Bedford living. At the heart of the home, the gourmet kitchen is appointed with a La Cornue range, Sub-Zero refrigeration, including three dedicated for wine, custom millwork, and an expansive layout. A gracious floorplan includes a spectacular sunroom that fills the home with natural light and offers wide views of the surrounding landscape and pool. Fully refinished across four levels, the home includes five fireplaces, a full-home audio system, and high-end lighting. The primary suite includes a dressing room with floor-to-ceiling custom closets and a San Dona marble spa bath with a Bain Ultra ThermoMasseur soaking tub, oversized double shower with audio, and Lefroy Brooks fixtures. Four additional bedrooms feature en suite Bain Ultra spa tubs and Carrara marble baths. The third floor includes a dedicated, private guest suite. The property is a true showstopper with a level yard anchored by a spectacular heated pool and framed by landscaped patios, a garden gazebo, specimen and fruit trees, and flowering pathways. Adjacent to the Bedford Riding lanes for riding and hiking and moments from Bedford’s train, shops, and restaurants, this home is an exceptional, turnkey Bedford estate that offers gracious living within a private oasis.

54 W Patent Road, Bedford Hills

$995,000
4 Beds 3 Baths 1023733 MLS
Set on a peaceful country road in bucolic Pound Ridge, this move in ready 4 bedroom Colonial is impeccable and filled with natural light. The formal living room and dining room (with bay window) offer classic scale, while the updated kitchen features white cabinetry, quartz counters, and stainless steel appliances. The family room, anchored by a fireplace, opens through French doors to the rear deck — perfect for indoor-outdoor living. Lovely hardwood floors and fresh Farrow & Ball paint run throughout. Outside, nearly three bucolic acres unfold in level lawns, old stone walls, and wooded privacy. This home is just minutes to the New Canaan train station for direct service to NYC as well as to the charming towns of Scotts Corners and Bedford. Recent updates include a brand new Bosch 2 zone heat pump, a new mini-split heat pump in the basement, a new hot water heater, and attic insulation. New roof and well pump 10/23. A charming, fully updated home offering the best of country living!

78 Hack Green Road, Pound Ridge

$599,999
3 Beds 3 Baths 1028453 MLS
Desirable Timber Ridge Condominiums! Beautifully renovated corner townhouse offering 3 bedrooms and 2.5 baths in a prime location. The main level features new LVP flooring, an updated kitchen with stainless steel appliances, wood cabinetry, granite countertops, extended breakfast bar, and separate breakfast area/office/den, formal dining room with sliding glass doors to the side yard. Spacious living room with recessed lighting and custom floor-to-ceiling stone fireplace. Renovated powder room and convenient garage access complete the main level. Upstairs, new carpeting leads to a spacious primary en-suite with dressing area, walk-in closet, and custom-fitted closet, plus two additional bedrooms and hall bath with laundry hookups. Full unfinished basement offers potential for approximately 756 additional square feet. Pool and tennis amenities. Conveniently located near Metro-North, shopping, restaurants, parks, and more. A true Hidden Gem in Mount Kisco! Metal storage cabinets and tool cabinet in basement are included. All furnished photos are VIRTUALLY STAGED.

42 Timber Ridge, Mount Kisco

$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

$555,000
3 Beds 2 Baths 1023493 MLS
A rare opportunity to own one of the most sought-after residences at The Mews! This exceptional second-floor, three-bedroom home is one of the community's most desirable offerings, complete with a coveted wood-burning fireplace. Designed for comfortable living and effortless entertaining, the gracious floor plan features an open-concept living room, dining area, and kitchen that flow seamlessly together. The private primary suite, with its own bath, is thoughtfully separated from the two additional bedrooms and hall bath, creating an ideal layout. A spacious loft provides wonderful flexibility as a home office, studio, or additional storage. Enjoy the convenience of in-unit laundry and unwind on the charming balcony overlooking beautifully landscaped green space. The Mews offers an outstanding lifestyle with exceptional amenities, including a swimming pool, clubhouse, playground, basketball court, and a fenced dog run. Easy access to shopping, trains or schools.

208 Harris Road Unit #GB3, Bedford Hills

$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

$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

$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

$460,000
2 Beds 2 Baths 1004189 MLS
Welcome to effortless, elegant living at Sutton Manor, one of Mount Kisco’s most sought-after 55+ communities! This bright second-floor condo offers easy single-story living with a spacious primary suite with walk-in closet and full bath, a second bedroom, a second full bathroom, in-unit laundry, and a private balcony. The stylish kitchen features granite countertops, a breakfast bar, and GE stainless steel appliances. All air conditioning will be replaced with brand-new systems within the next couple of weeks, a valuable upgrade already in motion for the next owner’s peace of mind. The elevator building offers secure garage parking, a resident lounge, fitness center, and clubhouse, with the HOA covering heat and hot water for truly low-maintenance living. Conveniently located just minutes from shopping, restaurants, medical offices, Target, and Metro-North. Per HOA rules, at least one occupant must be 55 or older. Whether you’re downsizing or ready for a more relaxed lifestyle, Sutton Manor delivers the comfort, convenience, and community you deserve!

206 Sutton Drive, Mount Kisco

$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

$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

$1,100,000
4 Beds 3 Baths 1011933 MLS
Ideally located just moments from downtown Mount Kisco, this charming Colonial multifamily home offers over 3,000 square feet of living space on a beautiful property with endless possibilities. Perfect for investors, owner-occupants, or those seeking a multigenerational living arrangement. The first-floor unit features 2 spacious bedrooms, a large eat-in kitchen, and a generous dining room, creating a comfortable and inviting living space. The second-floor unit offers an additional 2-bedroom layout with abundant natural light and functional living areas. The third floor presents tremendous potential for expansion, storage, workspace, or future customization, subject to local approvals. Outside, the picturesque property provides ample outdoor space and is complemented by a detached 3-car garage, offering excellent parking, storage, or workshop opportunities. Conveniently situated near shops, restaurants, parks, transportation, and all that vibrant downtown Mount Kisco has to offer, this rare multifamily property combines character, flexibility, and future potential in a highly desirable location. Don't miss this unique opportunity to own a versatile income-producing property with room to grow.

51 Grove Street, 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

$539,000
2 Beds 2 Baths 1009502 MLS
Welcome home to this pristine top floor 2-bedroom, 2-bath end unit condo, nestled in the vibrant 55+ community of Sutton Manor, (where at least one resident must be 55+). The open layout features sunny tree-top views, freshly painted interiors, new white oak flooring, updated baths and designer finishes throughout. Enjoy easy meal prep in the elevated chefs kitchen with all new white quartz counter tops, LG stainless steel appliances and open breakfast bar that transitions seamlessly into the living/dining spaces for effortless gatherings and entertaining. Relax in the spacious primary bedroom featuring a generous walk in closet, ensuite bath and a cozy window nook. The second bedroom with adjacent bath can easily accommodate guests or serve as a home office. The enclosed multi function washer and dryer further enhances the comfort and convenience of this special offering. Residents of the building enjoy direct elevator access to their assigned indoor garage space, use of the community room that features a full kitchen with dining room, living area, outdoor patio with seating, separate fitness room, and additional outdoor parking. Heat, hot water, water, snow removal, and trash are included in the association fees, while the building is equipped with a back-up generator. Ideally located near Metro North, shopping, restaurants, medical facilities and a multitude of recreational opportunities render this an opportunity not to be missed!

314 Sutton Drive Unit #314, Mount Kisco

$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

$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

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

160 Long Ridge Road, Bedford

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

74 Lake Marie Lane Unit #74, Bedford Hills

$2,750,000
4 Beds 5 Baths 993992 MLS
Cozy-chic country Colonial thoughtfully reimagined from top to bottom by an award-winning international designer. Many details reflect quality materials and a highly curated aesthetic. The heart of the home is a bespoke chef's kitchen anchored by striking Viola Fantastico marble, a deVOL English sink, professional-grade ILVE range, Waterworks fixtures, Apparatus lighting, custom Vermont oak cabinetry, and radiant-heated Belgium bluestone floors. French doors lead to a large deck overlooking level lawns and stone walls. Designed for both entertaining and comfortable daily living, the main level offers exceptional flow through the living room with marble fireplace, formal dining room, expansive great room with stone fireplace, and a sun-filled conservatory. Retreat to the primary suite with a lounge, dedicated office, window seat nooks, and a spa-inspired bath with Waterworks fixtures and a Penhaglion soaking tub. Three more bedrooms, one that can be used as a second primary, round out the second level. The finished walkout lower level adds an additional 1,737 square feet of flexible recreation, fitness, or work space. 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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