Pound Ridge, NY Homes

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  $2,700,000

  • 6 Beds
  • 7.5 Baths
  • 8,900 Sq Ft

  11 Lost Nations Rd, Pound Ridge, NY 10576

  Set on over two spectacular acres in a premier location in Pound Ridge, this custom built Colonial offers an extraordinary blend of scale, craftsmanship, and complete privacy. Tucked along a quiet country road, this home has exquisite architectural detail throughout that includes extensive custom millwork, gleaming hardwood floors, soaring ceilings, and spacious rooms that create an atmosphere of

  Nikki McMann William Raveis-New York LLC

  11 Lost Nations 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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  $1,395,000 Sold Nov 25, 2025

  • 3,449 Sq Ft
  • $404/SF
  • 44 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1784

  18 Salem Rd, Pound Ridge, NY 10576

  Step into the Past! Rare opportunity to acquire one of Pound Ridge’s finest antiques. Handsome 1784 Colonial, the Horace Reynolds House, renovated by Hiram Halle in the 1930’s. Incredible period details including hand-hewn beams, warm, aged paneling, wide board floors, 9’ ceilings and four fireplaces. Beamed Living Room with fireplace, cooking crane, beehive oven and Parson’s cupboard. Formal

  Kimberly Morris Ginnel Real Estate

  18 Salem Rd, Pound Ridge, NY 10576
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  Est $4,001,107 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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  $2,350,000

  • 3 Beds
  • 3 Baths
  • 3,186 Sq Ft

  93 Cross Pond Rd, Pound Ridge, NY 10576

  Rare lakefront privacy in this charming 1940's vintage home with lakeside pool and almost 3 acres of flat, usable land. A stunning site, bordered by a forever green land preserve, broad lawns and water. The glacier formed lake is crystal clear, attracting an amazing display of birds and wildlife. Fabulous fishing, paddling, swimming, sailing. Not a cottage but a true house, the home is solidly

  Eric Rosenfeld William Raveis-New York LLC

  93 Cross Pond Rd, 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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  $1,050,000 Sold Oct 31, 2025

  • 2,537 Sq Ft
  • $414/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  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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  Est $407,835 Not Listed For Sale

  82 Indian Hill Rd, Pound Ridge, NY 10576

  82 Indian Hill Rd, Pound Ridge, NY 10576
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  $3,150,000

  • 4 Beds
  • 3.5 Baths
  • 5,000 Sq Ft

  12 Bishop Park Rd, Pound Ridge, NY 10576

  Generational Compound with all the luxuries & amenities one desires. Cascading pool with waterfall spa, guest house, pond, gardens and private property. Set down a quiet lane this resort-style estate is prime living-just one hour from NYC. A tranquil place to call home for the discerning buyer who can spot special custom home. A thoughtful and tasteful full renovation was completed in 2013. The

  Michael Kaplan Michael J. Kaplan

  12 Bishop Park Rd, Pound Ridge, NY 10576
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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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  $1,510,000 Sold Oct 24, 2025

  • 3,261 Sq Ft
  • $463/SF
  • 22 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1976

  12 Hemlock Hill Rd, Pound Ridge, NY 10576

  Tucked beside a peaceful pond in Pound Ridge, this contemporary retreat feels like living inside a work of art. Expansive floor-to-ceiling windows create a striking photo effect, framing dramatic rock outcroppings and serene water views like living photographs. Inside, the modern kitchen features island seating and open flow for easy entertaining. The three bedrooms and three and a half baths

  Lindsay Matthews Houlihan Lawrence Inc.

  12 Hemlock Hill Rd, Pound Ridge, NY 10576
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  Est $1,286,813 Not Listed For Sale

  84 Indian Hill Rd, Pound Ridge, NY 10576

  84 Indian Hill Rd, Pound Ridge, NY 10576
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  $3,250,000

  • 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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  $750,000 Sold Oct 21, 2025

  • 2,548 Sq Ft
  • $294/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1970

  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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  Est $661,590 Not Listed For Sale

  223 Westchester Ave, Pound Ridge, NY 10576

  223 Westchester Ave, Pound Ridge, NY 10576
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  $3,600,000

  • 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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  $1,700,000 Sold Oct 06, 2025

  • 3,348 Sq Ft
  • $508/SF
  • 67 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1956

  280 Salem Rd, Pound Ridge, NY 10576

  Quintessential Mid-Century Style. Classic Modern designed by David Henken, a disciple of Frank Lloyd Wright. Stunning interior spaces with a soothing, urbane aesthetic. Slate and wood floors, seamless mahogany paneling and ceilings and rare mitered glass windows. Beautifully scaled rooms with remarkable light and views. Phenomenal Great Room with vaulted ceiling and fireplace. Sleek Kitchen. Den

  Mary Dowdle Ginnel Real Estate

  280 Salem Rd, Pound Ridge, NY 10576
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  Est $1,047,857 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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  $2,695,000

  • 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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  $1,758,000 Sold Sep 29, 2025

  • 2,006 Sq Ft
  • $876/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1800

  160 Barnegat Rd, Pound Ridge, NY 10576

  Pound Ridge Perfection. Impeccably renovated in 2021 with a gorgeous covered patio added in 2025, this historic farmhouse offers a rare blend of sophistication and tranquility on two landscaped acres with lush gardens, pool, and a quiet pond on one of Pound Ridge’s most scenic roads. Once home to Barker’s Basket Shop, the property features a chic chef’s kitchen, luxurious baths, gorgeous hardwood

  Suzanne Bowers Corcoran Legends Realty

  160 Barnegat Rd, Pound Ridge, NY 10576
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  Est $2,363,895 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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  $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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  $1,979,000 Sold Sep 29, 2025

  • 3,812 Sq Ft
  • $519/SF
  • 54 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1978

  41 Old Mill River Rd, Pound Ridge, NY 10576

  Fully renovated modern on storybook land in Pound Ridge with picturesque pond, walking trails, footbridges, natural rock outcroppings, and a gorgeous Shoreline Pool with built in spa and automatic cover. This home has a brand new designer kitchen, all new baths, new windows, flooring and roof. The property is tucked away on a country road and enjoys complete privacy and quiet and has beautiful

  Angela Kessel Houlihan Lawrence Inc.

  41 Old Mill River Rd, Pound Ridge, NY 10576
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  Est $1,886,760 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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  $2,900,000

  • 5 Beds
  • 5.5 Baths
  • 5,662 Sq Ft

  17 Eastwoods Rd, Pound Ridge, NY 10576

  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

  Mary Dowdle Ginnel Real Estate

  17 Eastwoods Rd, Pound Ridge, NY 10576
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  $1,503,000 Sold Sep 22, 2025

  • 3,167 Sq Ft
  • $475/SF
  • 18 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1968

  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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  Est $926,544 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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  $2,400,000 Pending

  • 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 light

  Cynthia Mas Corcoran Legends Realty

  383 Pine Brook Rd, Bedford, NY 10506
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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 $892,299 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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  $2,200,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 5,090 Sq Ft

  23 Kendall Rd, Pound Ridge, NY 10576

  HIGHEST and BEST due 10/14 by 12pm.SOPHISTICATED FARMHOUSE - Impeccably appointed and sophisticated Country Farmhouse. Stunning spaces with beautifully proportioned rooms, high ceilings and virtual window walls to capture natural light and views. Neutral walls complement hardwood floors in a deep dark stain. Open floorplan allows for easy entertaining and everyday family living. Gracious

  Lisa Fitz Ginnel Real Estate

  23 Kendall 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 $1,192,963 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,710 Sq Ft

  102 Conant Valley Rd, Pound Ridge, NY 10576

  102 Conant Valley Rd, Pound Ridge, NY 10576
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  $1,200,000

  • 3 Beds
  • 1.5 Baths
  • 1,558 Sq Ft

  100 Salem Rd, Pound Ridge, NY 10576

  Presenting a Pound Ridge home where timeless historic elegance meets refined modern living. Nestled in the heart of Pound Ridge on a sprawling 9.87 acres, this charming 1835 O'Brien & Kinkel Colonial gem has been lovingly restored and updated to create a seamless blend of vintage charm and modern comfort. The home offers 3 bedrooms, 1.5 bathrooms, gourmet kitchen with a pantry, charming breakfast

  Nicole DiSalvo BHHS Hudson Valley Properties

  100 Salem 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 $4,589,045 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,102 Sq Ft

  140 Eastwoods Rd, Pound Ridge, NY 10576

  140 Eastwoods Rd, Pound Ridge, NY 10576
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  /19

  $849,500

  • Land
  • 3.01 Acres
  • $282,226 per Acre

  32 Joshua Hobby Ln, Pound Ridge, NY 10576

  Just Listed: Experience a rare chance to build in one of Pound Ridge’s most desirable settings at Joshua Hobby Farm. Lot 5 is a newly listed flat lot at the end of the cul-de-sac, lightly wooded and offers over three acres of natural beauty, framed by rock outcroppings, mature trees, and long views across protected open space. Peaceful and private, yet moments to Pound Ridge, Bedford, and the

  Brendon DeSimone Compass Greater NY, LLC

  32 Joshua Hobby Ln, 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 $883,833 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,511 Sq Ft

  1 Old Mill River Rd, Pound Ridge, NY 10576

  1 Old Mill River Rd, Pound Ridge, NY 10576
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  $600,000

  • Land
  • 3.19 Acres
  • $188,088 per Acre

  17 Spring House Rd, Pound Ridge, NY 10576

  Build your dream home, or create even more privacy if purchased with 21 Spring House (MLS #932202). This lot offers a quiet retreat in one of the most sought after areas in Pound Ridge. Backs onto the Ward of Pound Ridge, and can connect into that trail system as well as the BRLA. Own driveway can be created from the road already in place.

  Jessica Watts Howard Hanna Rand Realty

  17 Spring House Rd, Pound Ridge, NY 10576

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