Westchester, NY Homes

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  $1,499,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 5,020 Sq Ft

  32 Pine Dr, Pound Ridge, NY 10576

  Nestled at the end of a peaceful cul-de-sac and just a short walk to town, this bright and inviting 4-bedroom, 3.5-bath home offers comfort, charm, and space across three finished levels. Set on 2.25 landscaped acres, it feels like a private retreat—complete with a sunlit deck, fire pit, and serene outdoor spaces perfect for relaxing or entertaining.Inside, soaring ceilings, skylights,

  Barbara Araujo Coldwell Banker Realty

  32 Pine Dr, Pound Ridge, NY 10576
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  Explore Pound Ridge

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  /16

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  153 Salem Rd, Pound Ridge, NY 10576

  Enjoy easy one-floor living just minutes from Scott’s Corners, Ward Pound Ridge Reservation, and the elementary school. This home offers an open-concept layout where the kitchen, dining area, and living room seamlessly connect—perfect for modern living and entertaining. Beautiful wood floors and a cozy wood-burning stove add warmth and character throughout. Step out onto the expansive deck,

  153 Salem Rd, Pound Ridge, NY 10576
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  $2,400,000 Sold Jul 31, 2025

  • 5,494 Sq Ft
  • $437/SF
  • 18 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1930

  51 Trinity Pass Rd, Pound Ridge, NY 10576

  Experience the English countryside just 45 miles from midtown Manhattan. This beautiful 5,494 sq ft stone and shingle residence in Pound Ridge, NY, exudes timeless charm. Originally built in 1930 and thoughtfully expanded and modernized for 21st-century living, the home offers 5 bedrooms and 5.5 baths. The primary suite features a private sitting area and a spa-like master bath. Additional living

  Adam Hade Compass Greater NY, LLC

  51 Trinity Pass Rd, Pound Ridge, NY 10576
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  Est $3,912,060 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 6,202 Sq Ft

  227 Honey Hollow Rd, Pound Ridge, NY 10576

  227 Honey Hollow Rd, Pound Ridge, NY 10576
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  $1,249,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,167 Sq Ft

  4 Brook Farm Cir, Pound Ridge, NY 10576

  This distinguished Colonial residence, offering 4 bedrooms, 3.5 baths and gracefully approached by a circular driveway. Set amidst beautifully landscaped grounds, it provides a level of privacy and elegance rarely found. The property is further enhanced by four wood-burning fireplaces, infusing warmth and character into its elegant design. The manicured grounds include a flagstone patio

  Mark Boyland Keller Williams Realty Partner

  4 Brook Farm Cir, Pound Ridge, NY 10576
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  $6,450 per month

  • 4 Beds
  • 2.5 Baths
  • 2,462 Sq Ft
  • House for Rent

  8 Old Pound Rd, Pound Ridge, NY 10576

  Refreshed and move-in ready. Conveniently located on a quiet cul-de-sac within the heart of Pound Ridge and just moments from the hamlet, library and elementary school on 3.5 level park-like acres in a beautiful country setting with stonewalls, specimen trees, mature shrubs, rolling lawns and woodland views. A flexible floor plan is ideal for today's lifestyle of casual living, entertaining and

  Michael Neeley William Raveis-New York LLC

  8 Old Pound Rd, Pound Ridge, NY 10576
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  $1,505,000 Sold Jul 31, 2025

  • 3,186 Sq Ft
  • $472/SF
  • 15 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1960

  119 Cross Pond Rd, Pound Ridge, NY 10576

  Magically set on a lagoon on Lake Kitchawan, this special home has been renovated inside and out. Walls of glass enhance the views of this glorious setting. More than 3 acres with specimen trees, mature shrubs, flat land and an island in the waterway. A true oasis with a flexible floor plan ideal for today's lifestyle of casual living, entertaining and working from home. Fabulous chef's

  Michael Neeley William Raveis-New York LLC

  119 Cross Pond Rd, Pound Ridge, NY 10576
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  Est $363,516 Not Listed For Sale

  82 Indian Hill Rd, Pound Ridge, NY 10576

  82 Indian Hill Rd, Pound Ridge, NY 10576
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  /48

  $3,300,000

  • 4 Beds
  • 5 Baths
  • 4,712 Sq Ft

  16 Gorge Ln, Pound Ridge, NY 10576

  Welcome to “The Tea House” a one-of-a-kind architectural sanctuary perched above Gorge Lake in Pound Ridge, where timeless craftsmanship and natural beauty converge in perfect harmony.Rebuilt in 1997 with inspiration drawn from the classic Japanese Tea House, this remarkable estate spans 4.79 acres of private, lakefront land bordered by the protected 738-acre Mianus River Gorge. Expertly

  Julie Setterlund Julia B Fee Sothebys Int. Rlty

  16 Gorge Ln, Pound Ridge, NY 10576
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  $8,900 per month

  • 5 Beds
  • 4 Baths
  • 3,400 Sq Ft
  • House for Rent

  118 Old Mill River Rd, Pound Ridge, NY 10576

  Totally Renovated 4-Bedroom Carriage House-Ideal for Extended Families. This 4BR, 4Bth Carriage House offers 3,400 sqft. of thoughtfully designed living space. Nestled on an expansive and picturesque 5-acre park-like property, this distinctive home blends classic charm with modern luxury-perfect for extended family living. Upstairs features: Two spacious en-suites bedrooms, each with generous

  Carol Court Howard Hanna Rand Realty

  118 Old Mill River Rd, Pound Ridge, NY 10576
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  $875,000 Sold Jul 31, 2025

  • 2,772 Sq Ft
  • $316/SF
  • 56 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1964

  75 West Rd, Pound Ridge, NY 10576

  Perfectly situated just a stone's throw from Route 123, walking distance to the renowned Grace Farms, and a short drive to both Ridgefield and New Canaan, this cherished home has been lovingly maintained by its owner for over 30 years.Step into a generously sized foyer and a spacious living and dining area filled with warmth and natural light. The sun-drenched, walk-out kitchen complete with

  Vikktoria Cooper Coldwell Banker Realty

  75 West Rd, Pound Ridge, NY 10576
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  Est $428,307 Not Listed For Sale

  84 Indian Hill Rd, Pound Ridge, NY 10576

  84 Indian Hill Rd, Pound Ridge, NY 10576
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  $2,950,000

  • 3 Beds
  • 2.5 Baths
  • 4,225 Sq Ft

  259 Westchester Ave, Pound Ridge, NY 10576

  Rare Mixed-Use Opportunity. 259 Westchester Avenue is part of Pound Ridge’s rich past. Located in the heart of the historic hamlet, it was the former Samuel Parker house. Built in 1860, this mixed-use building has housed the old Schelling’s Market, as well as the Samuel Parker Café. It currently is home to The Huntress, a high-end design and retail store. Located across the street from Jean

  Cristina Civetta Ginnel Real Estate

  259 Westchester Ave, Pound Ridge, NY 10576
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  $4,950 per month

  • 3 Beds
  • 1 Bath
  • 1,386 Sq Ft
  • House for Rent

  62 Pound Ridge Rd, Pound Ridge, NY 10576

  Charming, renovated private cottage situated in stunning surroundings. Head up your own driveway to the open lawn with the 2-3 bedroom fully renovated home. Upon entry, the living room boasts vaulted ceilings, an oversize fireplace, gorgeous slate floor, and a huge picture window. The kitchen has been updated with brand new stainless appliances, an island and work desk. The home is a three

  Gabrielle Gearhart Julia B Fee Sothebys Int. Rlty

  62 Pound Ridge Rd, Pound Ridge, NY 10576
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  $2,101,100 Sold Jul 30, 2025

  • 3,526 Sq Ft
  • $596/SF
  • 15 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1890

  56 West Ln, Pound Ridge, NY 10576

  3/31/2025- AO. The former Breuninger estate spanning two generations. 56 West Lane was the first home on the Lane, surrounded by picturesque rolling fields and farmland. Built in 1890 as a caretaker’s cottage and remodeled during the great depression in 1934. The current owners (the second family to own) have beautifully reimagined this iconic property while maintaining its bucolic Pound Ridge

  Caroline Shepherd Houlihan Lawrence Inc.

  56 West Ln, Pound Ridge, NY 10576
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  Est $636,814 Not Listed For Sale

  223 Westchester Ave, Pound Ridge, NY 10576

  223 Westchester Ave, Pound Ridge, NY 10576
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  $2,850,000

  • 5 Beds
  • 6 Baths
  • 4,585 Sq Ft

  383 Pine Brook Rd, Bedford, NY 10506

  "Sardana" - Discover unmatched serenity and total privacy at this wonderful stone and shingle estate, tucked away on 22 acres with a private lake, 2-bedroom guest cottage, and greenhouse.Set well back from Pine Brook Road, the main residence offers five bedrooms including a ground-floor primary suite. Expansive windows throughout capture views of the lake, flooding the home with natural

  Cynthia Mas Corcoran Legends Realty

  383 Pine Brook Rd, Bedford, NY 10506
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  $6,500 per month

  • 4 Beds
  • 3 Baths
  • 2,335 Sq Ft
  • House for Rent

  38 Bishop Park Rd, Pound Ridge, NY 10576

  ALSO AVAILABLE FOR FULL SUMMER RENTAL @ $15,000/MONTH. Fully furnished; fully equipped. 1 hour from mid-town Manhattan. Direct lakefront. Beautiful, expanded ranch. Large deck for al fresco dining and lake viewing. Gorgeous updated kitchen. 3 bedrooms, 2 full baths on main floor. Addt'l bedroom & full bath downstairs, plus sauna, den, tons of natural light and full walk-out with sliding glass

  Cindy Aqeel William Raveis-New York LLC

  38 Bishop Park Rd, Pound Ridge, NY 10576
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  $3,362,500 Sold Jul 22, 2025

  • 4,260 Sq Ft
  • $789/SF
  • 36 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2023

  26 Hemlock Hill Rd, Pound Ridge, NY 10576

  Stunning new modern construction by award winning Architect and Builder team. Located within a private enclave of lakefront homes on a quiet cul-de-sac, the property is extraordinary; just over two elevated acres with 120 feet of waterfront with a dock. The new home design is an open plan mid-century modern with lots of stone and glass. Floor to ceiling windows bring the stunning landscape

  David Turner Compass Greater NY, LLC

  26 Hemlock Hill Rd, Pound Ridge, NY 10576
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  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,583 Sq Ft

  9 Lewis Rd Unit 17, Pound Ridge, NY 10576

  9 Lewis Rd Unit 17, Pound Ridge, NY 10576
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  $4,250,000

  • 4 Beds
  • 6 Baths
  • 4,964 Sq Ft

  54 Old Stone Hill Rd, Pound Ridge, NY 10576

  Two Ponds. Long, gated drive to perfect privacy. Spectacular Arts & Crafts Style Estate. Handsome Stone and Shingle facade with peaked roof and massive pillars. Designed by local architect Ralph Mackin and built by Danny Devito in 2002. Approximately 5000 square feet of living space. Stunning interior spaces with fabulous detailing, floor-to-ceiling stone fireplaces, raised paneling and

  Mary Dowdle Ginnel Real Estate

  54 Old Stone Hill Rd, Pound Ridge, NY 10576
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  /23

  $7,400 per month

  • 3 Beds
  • 3 Baths
  • 2,392 Sq Ft
  • House for Rent

  194 Westchester Ave, Pound Ridge, NY 10576

  Enjoy the sounds and sights of nature in this private, yet accessible, lovely, Pound Ridge home. This oversized, contemporary, 3 Bedroom, 3 full bath home with an additional office/den can live like a 4 bedroom. Conveniently located directly across from the Pound Ridge town park, this home's location is a dream come true. Take advantage of seasonal activities, concerts, ball fields, tennis,

  Patricia Hinkley Coldwell Banker Realty

  194 Westchester Ave, Pound Ridge, NY 10576
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  $1,400,000 Sold Jul 18, 2025

  • 2,477 Sq Ft
  • $565/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1979

  9 Winterbottom Ln, Pound Ridge, NY 10576

  Peaceful and Private. Striking Country Contemporary set high on a hill. Open and airy interior with easy open floorplan perfect for today’s lifestyle. Skylit two-story Entry. Dramatic Living Room with soaring ceiling, and stone fireplace. Great Room with fireplace and open-concept Dining Area. Doors to deck and Screened Porch for easy outdoor entertaining. Jaw-dropping new Kitchen with custom

  Lisa Fitz Ginnel Real Estate

  9 Winterbottom Ln, Pound Ridge, NY 10576
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  Est $964,519 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,155 Sq Ft

  78 Hack Green Rd, Pound Ridge, NY 10576

  78 Hack Green Rd, Pound Ridge, NY 10576
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  $4,200,000

  • 6 Beds
  • 9 Baths
  • 6,873 Sq Ft

  17 Great Hill Farms Rd, Bedford, NY 10506

  The pinnacle of Modern Colonial elegance in Pound Ridge: timelessclassicism elevated to a grand scale, featuring spacious rooms, prestigeamenities and luxury finishes crafted for contemporary comfort. Set on 3.7acres on exclusive Great Hill Farms Road, it’s minutes from both BedfordVillage and Stamford and an hour to Manhattan. Sunlight streams through the double-height entry,

  Katherine Biddle Houlihan Lawrence Inc.

  17 Great Hill Farms Rd, Bedford, NY 10506
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  $35,000 per month

  • 5 Beds
  • 8 Baths
  • 6,156 Sq Ft
  • House for Rent

  27 S Bedford Rd, Pound Ridge, NY 10576

  Spectacular Waterfront. A breathtaking backdrop with tennis court and pool!! Stunning and Sophisticated Country House dramatically sited overlooking the clean waters of a private pond. Incredible spaces, exquisitely appointed, with wonderful light and views. Center Entrance Hall with French doors out to waterfront terrace. Dramatic Great Room with dining and reception areas. Formal Living Room

  Mary Dowdle Ginnel Real Estate

  27 S Bedford Rd, Pound Ridge, NY 10576
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  $2,100,000 Sold Jul 16, 2025

  • 3,042 Sq Ft
  • $690/SF
  • 15 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1950

  109 Old Church Ln, Pound Ridge, NY 10576

  Welcome to 109 Old Church Lane, a refined modern farmhouse combining timeless stone and clapboard architecture with contemporary design. Situated on 11 tranquil acres, this property boasts beautiful surroundings, complete with views of peaceful twin ponds, creating a private and serene retreat.Step into the inviting foyer, where gleaming hardwood floors, arched doorways, and detailed millwork

  Brian Milton Compass Greater NY, LLC

  109 Old Church Ln, Pound Ridge, NY 10576
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  Est $2,213,006 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,901 Sq Ft

  236 Eastwoods Rd, Pound Ridge, NY 10576

  236 Eastwoods Rd, Pound Ridge, NY 10576
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  $2,295,000

  • 5 Beds
  • 6.5 Baths
  • 5,869 Sq Ft

  199 Upper Shad Rd, Pound Ridge, NY 10576

  Stately Shingle Colonial. Impressive and beautifully finished interior with high ceilings, beautiful hardwoods, substantial moldings and two fireplaces. Two-Story Entrance Hall. Formal Living and Dining Rooms for elegant entertaining. Chef’s Kitchen with center island and breakfast area open to spacious Family Room. Library/Office perfect for working remotely. Private Primary Suite with two

  Lisa Fitz Ginnel Real Estate

  199 Upper Shad Rd, Pound Ridge, NY 10576
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  $30,000 per month

  • 4 Beds
  • 4.5 Baths
  • 4,825 Sq Ft
  • House for Rent

  97 Westchester Ave, Pound Ridge, NY 10576

  A Modern Retreat. A fresh take on a 1940’s Colonial. Stunning interior spaces with wide white oak floors, white walls, vaulted ceiling, Rais Danish stoves and sliding barn doors. Sun-filled rooms with easy, open floorplan designed for today’s lifestyle. Cheery Living Room with fireplace. Fabulous open-concept Dining Room and Kitchen with high-end finishes, vintage and custom lighting and

  Cheryl Neuburger Ginnel Real Estate

  97 Westchester Ave, Pound Ridge, NY 10576
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  $1,350,000 Sold Jul 15, 2025

  • 3,134 Sq Ft
  • $431/SF
  • 9 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1945

  98 Hack Green Rd, Pound Ridge, NY 10576

  The perfect blend of traditional colonial details with an open flow farmhouse style. The 2-acre flat useable lot sets the tone for graceful country living. Surrounded by stone walls, mature growth trees, specimen plantings, relaxing koi pond garden & a woodland fitness trail. The large front covered porch entry opens into a two-story height foyer with views through the dining room to windows

  Joanne Padawer Houlihan Lawrence Inc.

  98 Hack Green Rd, Pound Ridge, NY 10576
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  Est $1,920,548 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 6,322 Sq Ft

  240 Eastwoods Rd, Pound Ridge, NY 10576

  240 Eastwoods Rd, Pound Ridge, NY 10576
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  /50

  $1,829,500

  • 4 Beds
  • 3.5 Baths
  • 4,400 Sq Ft

  27 West Ln, Pound Ridge, NY 10576

  Beyond the stonewalls lies a magical property at 27 West Lane. On almost 4 acres of exquisitely landscaped property with sweeping lawns and luscious flowering bushes, fruit bearing trees, bees and hummingbirds, where nature abounds in all its glory & just 3 minutes to amazing Scott’s Corner and wonderful shopping. This lovingly expanded Cape with over 3900 sq. ft, four bedrooms, 3 1/2 bath with

  Paula Waldman Berkshire Hathaway HS NE Prop.

  27 West Ln, Pound Ridge, NY 10576
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  $25,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,534 Sq Ft
  • House for Rent

  106 Old Stone Hill Rd, Pound Ridge, NY 10576

  Gracefully sited on almost 10 acres of pastoral property with pool, tennis and amazing gardens. Five bedroom home is the perfect country estate. Spectacular setting for both grand and intimate everyday living. Gorgeous views of the property and Pound Ridge Reservation.

  Mary Dowdle Ginnel Real Estate

  106 Old Stone Hill Rd, Pound Ridge, NY 10576
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  $1,565,000 Sold Jul 14, 2025

  • 2,632 Sq Ft
  • $595/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1979

  268 Trinity Pass Rd, Pound Ridge, NY 10576

  This meticulously maintained four bedroom, modern country Colonial is privately set on almost 3 acres convenient to the elementary school, town park, library, shops and restaurants in Scotts Corners. The property is a perfect retreat to enjoy the outdoors and/or entertain with a heated pool with spa, gardens, lawn and deck off the family room. The sun-filled interior with hardwood floors, updated

  Patti Howard Compass Greater NY, LLC

  268 Trinity Pass Rd, Pound Ridge, NY 10576
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  Est $883,264 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,658 Sq Ft

  47 Hack Green Rd, Pound Ridge, NY 10576

  47 Hack Green Rd, Pound Ridge, NY 10576
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  /27

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  20 Boutonville Rd, South Salem, NY 10590

  Discover the charm of this beautifully maintained home offering spacious, sunlit interiors and a peaceful setting. The newly renovated kitchen flows seamlessly into a bright formal dining room and an elegant living room featuring a classic brick fireplace and access to a screened-in deck—perfect for indoor-outdoor living. Entertain with ease in the expansive family room, complete with sliding

  Alexander Marks William Raveis-New York LLC

  20 Boutonville Rd, South Salem, NY 10590
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  $1,795,000 Sold Jul 07, 2025

  • 6,178 Sq Ft
  • $291/SF
  • 20 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1994

  26 Autumn Ridge Rd, Pound Ridge, NY 10576

  Beautifully built Colonial with great attention to detail. Immaculate home with a fabulous floorplan for entertaining and everyday living. Large, level front yard and back yard with a potential pool site. Architecturally distinctive interior with vaulted ceilings, incredible millwork and custom built-ins. Two-story Entrance Hall. Dramatic Great Room with soaring ceiling and fireplace. Doors

  Lisa Fitz Ginnel Real Estate

  26 Autumn Ridge Rd, Pound Ridge, NY 10576
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  Est $884,409 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  226 Eastwoods Rd, Pound Ridge, NY 10576

  226 Eastwoods Rd, Pound Ridge, NY 10576
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  /50

  $4,995,000

  • 5 Beds
  • 6.5 Baths
  • 7,900 Sq Ft

  16 Col Sheldon Ln, Pound Ridge, NY 10576

  Welcome to 16 Col Sheldon, a newly completed and designer finished modern masterpiece set on four private acres in the heart of Pound Ridge. This stunning 5-bedroom, 6.5-bath home combines cutting-edge design with luxurious comfort, offering the ultimate in indoor-outdoor living.Step inside to soaring 23-foot ceilings and a light-filled open-concept layout, perfect for both everyday

  Chelsea Hammerschmidt Julia B Fee Sothebys Int. Rlty

  16 Col Sheldon Ln, Pound Ridge, NY 10576

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