Pound Ridge, NY Homes

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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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  Explore Pound Ridge

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  $5,900 per month

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • House for Rent

  277 Stone Hill Rd, Pound Ridge, NY 10576

  Beautiful, completely redone colonial with character and charm on over 2 private acres on a picturesque country road with a large living room with wood burning fireplace, a sun room that would make a great office, sitting room, or playroom. A spacious new kitchen with stainless steel appliances is open to the dining room which features sliding glass doors to a stone patio. There is also a

  Katherine Biddle Houlihan Lawrence Inc.

  277 Stone Hill Rd, Pound Ridge, NY 10576
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  $1,211,000 Sold Sep 12, 2025

  • 3,123 Sq Ft
  • $388/SF
  • 22 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1973

  233 Upper Shad Rd, Pound Ridge, NY 10576

  Discover an exceptional lifestyle at 233 Upper Shad Road, a picture-perfect 4-bedroom, 3.5-bath Colonial set on 2 beautifully landscaped acres in one of Pound Ridge’s most scenic and serene settings. This private haven blends classic architecture with resort-style amenities and thoughtful updates—offering the best of both worlds: peaceful country living with city convenience. From the moment you

  Elaine Voss Coldwell Banker Realty

  233 Upper Shad Rd, Pound Ridge, NY 10576
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  Est $3,967,351 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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  $3,250,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 5,575 Sq Ft

  127 Boutonville Rd, Pound Ridge, NY 10576

  Sophisticated & Serene. The perfect country retreat. Over eight, peaceful acres along a desirable country road. Gated drive to private oasis with gorgeous plantings, three ponds, rolling lawns and woodland walking paths. Infinity edge salt-water swimming pool with spa and your own tennis court. Meticulous stone and shingle Country House with 5500 square feet of sun-filled living space. Fabulous

  Mary Anne Condon Ginnel Real Estate

  127 Boutonville Rd, Pound Ridge, NY 10576
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  $5,500 per month

  • 4 Beds
  • 2 Baths
  • 2,750 Sq Ft
  • House for Rent

  157 Salem Rd, Pound Ridge, NY 10576

  Escape to this stunning 4-bedroom, 2-bathroom furnished rental in the heart of Pound Ridge, NY. Nestled in a serene, wooded setting, this expansive 2,750-square-foot home offers the perfect blend of modern comfort and rustic charm.Designed for open-concept living, the home features spacious interiors filled with natural light, thanks to thoughtfully placed skylights throughout. Trendy

  Mark Sanford Berkshire Hathaway HS NE Prop.

  157 Salem Rd, Pound Ridge, NY 10576
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  $1,595,000 Sold Sep 11, 2025

  • 2,932 Sq Ft
  • $544/SF
  • 14 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1860

  382 Long Ridge Rd, Pound Ridge, NY 10576

  Elegant and timeless modern farmhouse on 5 acres with beautiful sunset views. Full gut renovation in 2014 while retaining original details. This impressive home features a stunning barn style open kitchen which was once featured on the HGTV show, The Property Brothers. Soaring ceilings, custom cabinetry, commercial grade appliances and marble countertops invite friends and family to convene

  Sonya O'Donnell Houlihan Lawrence Inc.

  382 Long Ridge Rd, Pound Ridge, NY 10576
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  Est $373,225 Not Listed For Sale

  82 Indian Hill Rd, Pound Ridge, NY 10576

  82 Indian Hill Rd, Pound Ridge, NY 10576
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  $3,475,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 4,890 Sq Ft

  21 Black Spring Rd, Pound Ridge, NY 10576

  As you pass through the gate and glimpse 21 Black Spring in the distance, its presence is unmistakable, like a modern Scandinavian retreat with charcoal siding and a clever leveled entryway. Up the sweeping drive, past the pond and pool, you begin to get a sense of the nearly six acres of privacy, quiet, and natural beauty.Inside, the house is pure Brooklyn meets Bedford, completely

  Julia Klagsbrun Corcoran Legends Realty

  21 Black Spring Rd, Pound Ridge, NY 10576
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  $7,900 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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  $1,850,000 Sold Sep 09, 2025

  • 3,660 Sq Ft
  • $505/SF
  • 249 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 2024

  26 Pound Ridge Rd, Pound Ridge, NY 10576

  SOPHISTICATED EUROPEAN WARMTH - Modern Farmhouse with stunning interior spaces design and built by high-end local design firm, Deborah Schmidt Design Studio. Sun-filled rooms with high ceilings, crisp lines, custom lighting and rift and quartered, white oak floors. Easy, open floorplan designed for today’s lifestyle. Dramatic Great Room with soaring ceiling and glass doors to Mahogany deck. Sleek

  Mary Dowdle Ginnel Real Estate

  26 Pound Ridge Rd, Pound Ridge, NY 10576
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  Est $1,340,942 Not Listed For Sale

  84 Indian Hill Rd, Pound Ridge, NY 10576

  84 Indian Hill Rd, Pound Ridge, NY 10576
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  $3,600,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 7.5 Baths
  • 5,399 Sq Ft

  41 Ebenezer Ln, Pound Ridge, NY 10576

  Spectacular new luxury construction by one the top builders in Greenwich. Five en-suite bedrooms (or primary suite with dual baths and dual closet rooms plus 3 additional bedroom suites), beautiful kitchen with Subzero and top-of-the-line appliances, 7.1 designer baths, wide plank white oak floors and fabulous steel case glass doors, custom made in LA. The primary suite with gorgeous bath and

  Angela Kessel Houlihan Lawrence Inc.

  41 Ebenezer Ln, Pound Ridge, NY 10576
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  $4,650 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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  $1,390,000 Sold Sep 04, 2025

  • 5,020 Sq Ft
  • $277/SF
  • 33 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  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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  Est $653,968 Not Listed For Sale

  223 Westchester Ave, Pound Ridge, NY 10576

  223 Westchester Ave, Pound Ridge, NY 10576
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  $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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  $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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  $1,175,000 Sold Aug 27, 2025

  • 2,632 Sq Ft
  • $446/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1981

  39 Indian Hill Rd, Pound Ridge, NY 10576

  Step into your dream home! Set in the hamlet of Pound Ridge, this charming Yates Colonial is sited on 2.53 gently rolling acres with complete privacy and just minutes to the heart of Pound Ridge shopping, restaurants, Pound Ridge schools and the town park. The first floor offers a bright and spacious living room with beautiful bay windows that bring in light from both the front and back of

  Kathleen Usherwood Compass Greater NY, LLC

  39 Indian 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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  $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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  $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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  $1,255,000 Sold Aug 22, 2025

  • 2,098 Sq Ft
  • $598/SF
  • 17 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1958

  8 Maclean Dr, Pound Ridge, NY 10576

  East Coast farmhouse meets California bungalow style! This newly updated home is a mix of East Coast farmhouse and West Coast chic, re-imagined by a well known Laguna Beach interior designer. Every space is curated and perfected, with white walls, sophisticated black frame windows, elegant arched doorways and matte finished wood floors in a natural powdered brown. Perfect for a weekend

  Kathleen Usherwood Compass Greater NY, LLC

  8 Maclean Dr, Pound Ridge, NY 10576
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  Est $1,058,294 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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  $2,400,000 Open Sat 1PM - 3PM

  • 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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  /25

  $18,000 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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  $1,568,000 Sold Aug 18, 2025

  • 4,785 Sq Ft
  • $328/SF
  • 27 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  67 Old Logging Rd, Bedford, NY 10506

  Serenity and sophistication in Bedford. This wonderful home has so much to offer as a perfect weekender or year-round residence; the floor plan is ideal for entertaining yet comfortable for everyday living. Vaulted ceilings, a large screened porch, walls of windows, hardwood floors, custom built-ins, and trussed beams with floor-to-ceiling stone fireplace are just a few of the special features. A

  Cheryl Neuburger Ginnel Real Estate

  67 Old Logging Rd, Bedford, NY 10506
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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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  $925,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,537 Sq Ft

  98 Park View Rd S, Pound Ridge, NY 10576

  Welcome to West-Running Brook. There are idyllic settings and then there are properties like this. Only 1 hour from Manhattan, you’ll find breathtaking views and unmatched tranquility. From the moment you arrive, you will be captivated by the sweeping panoramic views, professionally designed gardens, rocky outcroppings, and a private pond with perimeter walking trail. All of this seamlessly

  Nikki McMann William Raveis-New York LLC

  98 Park View Rd S, Pound Ridge, NY 10576
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  /25

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • House for Rent

  176 Rd, Pound Ridge, NY 10576

  Beautiful setting nestled on 16 plus acres close to Ward Pound Ridge Sanctuary long walks into the woods! Private country living. Full house generator. Fun place to live!

  Linda Cady Ginnel Real Estate

  176 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 $2,033,557 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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  $1,100,000

  • 3 Beds
  • 2 Baths
  • 3,127 Sq Ft

  51 Major Lockwood Ln, Pound Ridge, NY 10576

  Welcome to this custom-built Contemporary home built by & lived in by the original owner. Offering 3 bedrooms & 2 bath nestled near the end of a cul-de-sac. There are multiple levels of living with balconies & decks surrounding the home. Inside you will be greeted by the new kitchen featuring Bosch appliances, granite counters & a dining area which overlooks nature. The expansive living room with

  Michele Rios BHHS Hudson Valley Properties

  51 Major Lockwood Ln, 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 $939,563 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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  $1,400,000

  • 4 Beds
  • 3.5 Baths
  • 3,212 Sq Ft

  20 Salem Rd, Pound Ridge, NY 10576

  Historic home on two acres- back on market with new owner!Most recently a flower farm, the property features mature landscaping, plenty of garden beds, and wildflower meadows. The gourment kitchen is the heart of the home, along with three working fireplaces and plenty of outdoor access makes this an entertaining dream. The bonus, is the accessory studio above the barn. Featuring 750 sq

  Jessica Watts Howard Hanna Rand Realty

  20 Salem 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 $900,702 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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  $1,700,000

  • 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 a

  Paula Waldman Berkshire Hathaway NE Prop.

  27 West Ln, 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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