Nestled on one of South Salem's most picturesque country lanes, 78 Old Church Lane offers a beautiful blend of privacy, comfort, and timeless style. Set on 4.6 magical, level acres surrounded by classic architecture and rolling countryside, this beautifully maintained residence is move-in-ready and designed for effortless living. Completely renovated in 2004, the home features sun-filled interiors, rich wood floors, a fabulous fireplace, and an excellent floor plan for everyday living and entertaining. At the heart of the home is a classic Poggenpohl kitchen, as functional and elegant today as when it was first installed, opening seamlessly to inviting gathering spaces filled with natural light. Offering three bedrooms and three-and-a-half baths, the home lives comfortably with generous entertaining areas, excellent indoor flow, and peaceful views of the spacious deck and surrounding property. The expansive grounds provide exceptional privacy and ample room for a pool, creating the opportunity to further enhance this special setting. A rare offering in a coveted South Salem location, 78 Old Church Lane is ready to be enjoyed from day one.
Tucked away on four breathtaking acres in Bedford with the Katonah Lewisboro school system, complete with a tranquil pond and peaceful woods, this five bedroom country home offers a rare combination of scenic privacy and exceptional convenience. Inside, the craftsmanship shines. Beautiful windows flood the home with an abundance of natural light providing serene views from every room. Stunning millwork and coffered ceilings grace both the formal dining room and majestic great room-a bright welcoming oasis featuring a handsome fireplace and effortless flow through sliding glass doors to a sleek Hamptons style deck. The state of the art kitchen is a chef's dream, complete with a 6 burner Viking range, a massive center island, and abundant storage. The intelligent floor plans offers everything you need for modern living, including a first floor laundry room and a flexible first floor bedroom/office with its own separate entrance, ensuring total privacy. Outside, the property is an absolute dreamscape featuring mulitple outdoor living zones. With the Bedford Riding Lanes and Ward Pound Reservation right nearby seeing horses can become a delightful part of the day. This ideal location sits perfectly positioned 10-12 minutes from the coveted hubs of Katonah, Katonah elementary school Bedford Village, Cross River, Scott's corners, a short drive to New Canaan, Ridgefield and Mt Kisco! Complete with lower property taxes, 10 years young roof, 9 years young siding, a full house generator, this country home is ready for its next chapter!
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.
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.
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!
Handsome and classic 5 bedroom center hall colonial set along much sought after Old Stone Hill Road. Superbly crafted, the house is flooded with natural light through abundant oversized windows. At the heart of the home is a wonderful family room with fieldstone fireplace. Adjacent is the center island kitchen with stainless steel gas Viking cooktop and Viking double wall ovens. The two story entry is flanked by the formal living room with adjoining butler's pantry and formal dining room adjacent to a built-in wine center. The primary suite is under a tray ceiling and features two walk-closets-outfitted in custom cabinetry, a luxurious primary bath with double sinks, shower, and soaking tub and a private office. Four additional second floor bedrooms all have adjoining baths. The lower level centers on a nicely finished playroom with gas fireplace, home exercise room, full bath and storage rooms. A lovely two-level stone terrace with fire pit is surrounded by established perennial gardens and a naturalized wildflower meadow. Just minutes from Pound Ridge's vibrant hamlet of Scotts Corners and the 4,000 acre Ward Pound Reservation, 77 Old Stone Hill is a wonderful opportunity to live your best life in beautiful Pound Ridge.
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.
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. Use for storage galore, to work on cars, or even rent out the additional space to car enthusiasts. 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.
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!
A rare gem in Pound Ridge, this expansive 5-bed, 4-bath colonial is your chance to own a grand estate built in 2001, boasting nearly 5,750 sq. ft. on a serene cul-de-sac. Though occupied there are no showings, this is a prime opportunity for savvy buyers ready to close with cash. Imagine the potential secure this stately home and make it your own Don t miss out on this rare Pound Ridge offering. This property is sold as-is, with no access or showings, and requires cash or specialty financing—conventional financing will not be accepted. Do not disturb occupants. Subject is being sold in an upcoming Xome auction. Subject property is being sold occupied with any and all occupants in AS IS/WHERE IS condition. The seller can not verify the existence of any lease agreement, either written or verbal, or any rental amount being paid, due or owing. Please DO NOT disturb the occupants. Access for inspections or other purposes is NOT guaranteed. Buyer is assuming ALL responsibility for any necessary eviction action.
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.
First time on the market from the original owner, 80 Hack Green Road is privately set on almost three impeccably landscaped and flat acres between Scotts Corner and New Canaan. This distinguished brick and stucco colonial Tudor offers approximately 4,000 square feet of exceptional craftsmanship and timeless architectural character. Built by a professional contractor well beyond standard specifications, the home reflects enduring quality and meticulous updates throughout. A grand semicircular driveway welcomes guests with ample parking for up to twenty cars, creating a gracious arrival for grand-scale entertaining. Inside, thirteen custom-stained-glass windows infuse the interiors with remarkable artistry and warmth. The heart of the home features a sunlit eat-in kitchen perfectly positioned between the mudroom and the expansive great room with a 16-foot-high ceiling, which boasts dramatic skylights and a custom wet bar that opens seamlessly to the outdoor patio. A wood-paneled home office with built-in bookcases offers a quiet retreat overlooking the gardens, while a cozy recreation room features a high-efficiency cast-iron wood-burning fireplace. A whole-house central audio system effortlessly serves the main living spaces, making it highly functional for both vibrant social gatherings and quiet everyday living. The residence offers four bedrooms (originally 5) and three-and-a-half beautifully updated bathrooms. A vaulted upper-level bonus room, originally designed as a fifth bedroom, offers exceptional versatility as a playroom, creative studio, or guest suite. The finished lower level adds flexible square footage, featuring designated recreation and media areas perfect for a home gym or secondary entertaining space. The extraordinary bucolic grounds, cultivated over decades, with rare trees, including Japanese maples, weeping evergreens, Atlas cedar, and Japanese umbrella pine, feature an expansive, level lawn that is an absolute rarity in the area and ideal for grand-scale recreation. A standout feature is the rare pink granite cobblestone patio, masterfully crafted by Italian masons, which overlooks a tranquil fishpond accented by twin waterfalls. This outdoor oasis is completed by a playhouse, professional-grade swing set, and a half-court basketball area, all enveloped in absolute privacy. Ideally located just minutes from New Canaan, Grace Farms, several preserves and parks, Scotts Corners and Pound Ridge towns, St. Luke’s School, and the New Canaan train station, this property offers a peaceful retreat within the Bedford Central School District. Timeless. Refined. Exceptional.
Set high on a hill overlooking the Pound Ridge Reservation, 71 Old Stone Hill Road is a dramatic Modern positioned to capture natural light and distant views. Constructed in 1987 housing approximately 4420 square feet of living space, the interior is stunning. The floorplan is open and fluid allowing for seamless entertaining. Clean, crisp lines, walls of windows, high ceilings, lots of glass, hardwood floors, a fireplace and custom built-ins. Doors open to two terraces, perfect for indoor/outdoor entertaining. Living Room - a dramatic space with soaring ceiling, walls of glass, clerestories usher in natural light & views. Dining Area with custom built-ins, open to Living Room & Entry. Kitchen with Breakfast Area with access to outdoor Terrace. First Floor Primary Bedroom with doors out & Primary Bath. Second Floor offers Two Bedrooms sharing a skylit Bathroom an additional Fourth Bedroom with private Bath. Comprised of approximately 3.3 acres, the grounds are beautifully landscaped with mature trees, level lawns & dramatic outcropping. A free-form Swimming Pool offers a private refuge. While quiet & private, the property is conveniently located, just moments from town park, local schools, shops & restaurants of Scotts Corners & Bedford Village.
This hilltop sanctuary features proximity to Scott's Corners (1 min drive, 5 min walk) combined with complete privacy. Nestled in the trees, the contemporary style embraces nature at every turn. Featuring vaulted ceilings, open floor plan in the main living space, three wood burning stoves, and a freshly updated back deck (highlighting one of the giant trees on property) this is an entertainers dream. Come see this turn-key stunner today!
RARE BEDFORD WATERFRONT. Overlooking the pristine waters of Blue Heron Lake. Sophisticated Modern with beautifully renovated spaces. Fresh and crisp interior with minimalist aesthetic. Walls of windows capture spectacular lake views. Dramatic open floor plan with sun-filled rooms, high ceilings and clean lines. Bright and airy living space offering the ease of one-level living. Impressive Great Room with open, loft-like feel: seating area with fireplace, spacious dining area and sleek Kitchen. Three Bedrooms include a private Primary Suite with fireplace and Bath. Central air and generator. Separate Studio for Yoga, Office or Artist. Four breathtaking acres with gorgeous plantings, private dock and beach. Swim, Paddleboard, Kayak or Sail all summer. A truly exceptional offering!
Welcome to Brooke Hollow, a private and refined country estate set on over 8.7 acres along one of Pound Ridge’s most desirable roads. Tucked behind a gated entrance, the property unfolds into a quiet, beautifully composed landscape of rolling lawns, mature plantings, three serene ponds, and wooded walking paths that create a true sense of privacy and permanence. The grounds are thoughtfully designed to enhance both beauty and livability. The three ponds are supported by aerator systems that maintain water quality, circulation, and ecological balance, allowing them to remain vibrant and visually striking year-round. A wireless deer fence system, along with perimeter fencing, helps preserve the integrity of the landscape and plantings, ensuring the setting remains peaceful, natural, and undisturbed. The result is an environment that feels both curated and effortless, offering a true sense of calm and connection to nature. Outdoor living is elevated with an infinity-edge saltwater pool and spa positioned to overlook the property, a full tennis court, and multiple outdoor spaces designed for both entertaining and quiet relaxation. The residence, a meticulously maintained stone and shingle Country House, offers over 5,500 square feet of light-filled living space. A two-story entrance hall introduces the home, leading into a series of elegant yet comfortable interiors defined by high ceilings, custom millwork, and walls of windows that bring the outdoors in. At the center of the home, a dramatic great room with a soaring ceiling and fireplace anchors the main living level, flowing seamlessly into a chef’s kitchen with a large center island and adjoining breakfast area. Formal living and dining rooms provide a more classic setting, while the overall layout remains open and adaptable for modern living. The home offers four bedrooms, including a first-floor primary suite designed as a true private retreat. The suite features a double-sided fireplace, a spa-like en-suite bath, and custom walk-in closets, along with direct access to the grounds, creating a seamless connection between indoor comfort and the surrounding landscape. Additional spaces include a large playroom, multiple offices, and flexible bonus rooms suited for today’s lifestyle. A screened porch and expansive rear terrace extend the living spaces outdoors, creating a natural flow for entertaining or quiet evenings overlooking the property. Complete with a three-car garage and surrounded by preserved land and natural beauty, this is a home that offers both substance and ease. Just minutes to Katonah, Bedford Village, Ridgefield CT and Metro-North, yet entirely removed, this is Pound Ridge at its best: understated, private, and enduring.
Calling all nature lovers! This award winning (American Institute of Architects Design Award) farmhouse, is a woodland paradise. Set at the end of a private road, with stone outcroppings and it's own mini trail system, this is a quiet retreat with all the updates. An entertainer's dream; this home is equipped with a chef's kitchen featuring custom cabinets, vaulted ceilings, a new butcher block island, and both a front porch and back deck. Oversized windows create natural light and stunning views throughout. This spacious interior creates ultimate flexibility. With the first floor en-suite opening to a stone patio, and the second level primary featuring custom walk in closets, and updated spa bath. This feels like a 5 bedroom (or more). Additional features include: The lower level with a walk-out, two laundry options, and multiple flex spaces. It is ready for what you need. Recent updates include: Whole house automatic generator, new hot water tank, water filtration systems, new HVAC system for main and lower levels, exterior lighting, and a brand new driveway with ample parking.
Beautifully set on 2.29 private acres, this updated Colonial blends classic design with modern comfort, offering expansive living spaces and a highly functional layout. A stone-pillar entrance leads to a meticulously maintained home featuring a dramatic two-story foyer, formal living and dining rooms, and an updated chef’s kitchen with refinished cabinetry, professional-grade stainless steel appliances, and a Brazilian cherry center island. The kitchen opens to a sun-filled breakfast area and a vaulted family room with a fireplace and French doors. Enjoy seamless indoor-outdoor living with a newly refinished deck overlooking the private, park-like setting, plus a bright four-season sunroom for year-round use. The first floor includes a private guest suite with a separate living area, gas fireplace, bedroom, full bath, and its own laundry—ideal for a guest suite or home office. Upstairs features a spacious primary suite, three additional bedrooms, a full bath, and second-floor laundry. Extensive recent updates include: freshly painted interior and exterior spaces (2025), siding and trim improvements (2025), two new AC compressors (2025), refinished hardwood floors, updated kitchen finishes, and a newer roof (2020). Additional highlights include a whole-house generator, water softener and pH system, heated garage, new sod, bluestone walkway, custom fire pit area, and outdoor lighting. Private yet convenient to town, shopping, schools, and commuting routes—move-in ready with significant upgrades throughout.
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.
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.
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.
A Modern Colonial Retreat, 83 Upper Shad Road, is situated on 2.25 private, level acres in the heart of Pound Ridge. Mature trees and professionally designed landscaping create a serene, park-like environment, with an in-ground pool and manicured green expanses that surround the home. (Did I forget to mention the babbling brook at the corner of the property?) The home features a primary bedroom suite plus 2 additional, generously sized bedrooms, 3.5 bathrooms, living room, den, formal dining room and kitchen with center island. The finished lower level adds an open-plan living area with a large office, library, entertainment center, and full bath. The heart of the home is a breathtaking living room featuring double-height, vaulted ceilings and classic wood-burning fireplace. French doors open to the patio dining area and offer clear views of the private backyard and sparkling heated pool. Adjacent to the living room, a separate den and large dining room open onto each other, making the space perfect when hosting large gatherings. The Chef’s kitchen features a large central island and abundant cabinets with room for a cozy breakfast nook. The formal dining room adjoins the kitchen, while the kitchen backdoor flows directly onto a private deck--an ideal BBQ space overlooking the pool and gardens. Just beyond the deck is a large stone patio perfect for seasonal dinners. The gated sparkling gunite pool and expansive deck area are flanked by lush flowering landscaping including magnificent rhododendron, Japanese maples, hydrangeas, and an array of colorful flowering plantings. A cedar shed, an attached 2-car garage and Invisible fencing help keep your cars and tools snow-free and your pets secure. The total square footage of the home includes the large finished lower level. The location offers exceptional convenience, just minutes from shopping and dining in Pound Ridge, Bedford, New Canaan, Stamford and Ridgefield. Commuters will appreciate the easy access to the Merritt Parkway and I-684, as well as the nearby Metro-North stations.
The Cross Pond Residence, designed by acclaimed architect Frank Lupo, FAIA, is a rare architect-designed estate set on 3.48 private acres overlooking a large pond in Pound Ridge. Conceived as a series of interconnected structures thoughtfully positioned within the landscape, the property offers a level of design, craftsmanship, and flexibility seldom found in residential architecture. The main residence is organized around dramatic living spaces that embrace the surrounding landscape through expansive walls of glass, soaring ceilings, and carefully framed views of the water and grounds. The primary living area flows seamlessly to dining and kitchen spaces, creating an environment equally suited for everyday living and entertaining. The upper level serves as a private retreat with a spacious primary suite, while the lower level provides additional recreation and gathering space. Complementing the main residence is a fully self-contained secondary living quarters featuring its own living room, dining area, kitchen, bedroom, elevator, and private primary suite. Ideal for extended family, guests, live-in staff, or multigenerational living, it offers complete independence while remaining architecturally integrated with the overall composition. Additional structures include a substantial heated studio building with exceptional flexibility for creative work, hobbies, fitness, collector use, or additional vehicle storage, as well as a detached six-car garage with front and rear access, providing ample space for automobiles, equipment, and storage. Constructed with a level of detail and material quality rarely seen today, the residence incorporates steel framing, glulam beams, commercial-grade window systems, lead-coated copper roofing, standing-seam metal roofing, cedar siding, radiant heating, humidity control, and a hydraulic elevator. The result is a home designed not only for visual impact, but for longevity and performance. The grounds are equally compelling, with expansive lawns, mature trees, exposed rock outcroppings, gardens, and a large pond that serves as the focal point of the property. The landscape was conceived as an extension of the architecture, creating a seamless relationship between built form and nature. For buyers seeking additional outdoor amenities, the property offers attractive opportunities for a future pool installation. Conceptual plans have been prepared illustrating both a garage-side pool pavilion overlooking the pond and a more secluded pool retreat adjacent to the studio building, allowing future owners to tailor the outdoor experience to their lifestyle and entertaining preferences. Published in The New American House 2: Innovations in Residential Design and Construction, The Cross Pond Residence represents a rare opportunity to own an architecturally significant estate where design, landscape, and function exist in complete harmony.
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.
INVESTMENT OR END-USER OPPORTUNITY......Directly across the street from one of the most notable restaurants in Northern Westchester - The Inn at Pound Ridge by Jean-Georges is this mixed-use offering composed of three unique spaces. A mixed-use property perfect for an end user or Investor! PROPERTY OFFERING AT A GLANCE: (1) A fully renovated main building/showroom/retail with a 1.5M infusion in improvements. (2) Three-bedroom 2-bath exquisite residential rental and (3) Two-story renovated barn. CAN BE delivered tenant occupied with signed leases as an investment, or vacant for end user! INVESTMENT: Income-producing property suited as an investment offering a strong return with long-term tenants in place and room for additional income in the huge, newly renovated storage barn. All tenants to continue leases, encouraging years of guaranteed income. OR an end user can come in and make this their own with the benefit of added rent from the apartment. Now let’s get to the property details: (1) RETAIL SHOWROOM: Expansive showroom and large retail offering with appointed kitchen and bath- this very large open space features wide plank reclaimed hardwood flooring, ample lighting, and an inviting area for work or retail or general office. (2) RESIDENTIAL APARTMENT: Private entry and appointed private outdoor patio space. Incredible design and details with a large great room with a vaulted ceiling. Primary Bedroom showcases a vaulted ceiling, primary bath with claw-foot tub and a walk-in closet. Two bedrooms share an appointed bathroom. (3) TWO STORY BARN: Entire space has new Heat and AC with first floor garage/storage space/utility room. The second floor offers and large expansive space/studio/office and can possibly be converted to residential. Space is currently storage with options for added rent that can be office/residential. THE STORY: Located in the heart of the historic hamlet of Pound Ridge, this building was the former Samuel Parker house that was built in 1860. The mixed-use building was the old Schelling’s Market, and Samuel Parker Cafe. After a complete interior and exterior renovation, it currently features, The Huntress, a high-end Interior Design and retail home furnishings store. This unusual offering has high visibility on the corners of Routes 124, 172 and 137. Right next door is the town-owned Conant Hall and nearby to the Hiram Halle Library and Pound Ridge Historical Society. Ample on-site parking.

Pound Ridge is located in New York. Pound Ridge, New York 10576has a population of 5,063. Pound Ridge 10576 is less family-centric than the surrounding county with 26.94% of the households containing married families with children. The county average for households married with children is 35.32%.
The median household income in Pound Ridge, New York 10576 is $225,833. The median household income for the surrounding county is $105,387 compared to the national median of $69,021. The median age of people living in Pound Ridge 10576 is 51.5 years.
The average high temperature in July is 81.9 degrees, with an average low temperature in January of 19 degrees. The average rainfall is approximately 51.2 inches per year, with 32.9 inches of snow per year.