Pound Ridge, NY Homes

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  /49

  $2,699,000

  • 5 Beds
  • 6.5 Baths
  • 6,018 Sq Ft

  105 Cross Pond Rd, Pound Ridge, NY 10576

  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.

  Korab Krasniqi Compass Greater NY, LLC

  105 Cross Pond Rd, Pound Ridge, NY 10576
• 

  $1,850,800

  Sold Dec 18, 2025

  21 Spring House Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 4 Baths
  • 2,767 Sq Ft
  • Built 1998

  Last Sold Summary

  • 23% Above List Price
  • $669/SF
  • 13 Days On Market

  Current Estimated Value $1,782,850

  Last Listing Agent Jessica Watts Howard Hanna Rand Realty

  21 Spring House Rd, Pound Ridge, NY 10576
• 

  Est $1,839,433

  Not Listed For Sale

  62 Autumn Ridge Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 3.5 Baths
  • 3,420 Sq Ft
  • Built 1999

  62 Autumn Ridge Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 15 Days On Market
• 

  

  

  /41

  $1,425,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,192 Sq Ft

  5 S Bedford Rd, Pound Ridge, NY 10576

  This midcentury retreat in the heart of Pound Ridge is sited on over three sprawling acres, featuring a light-filled 1966 post-and-beam main residence by architect Carl Koch and a detached, two-level, guest house. The main house (2,322 sq. ft.) fully remodeled, offers three bedrooms, three bathrooms, an open floor plan, beamed ceilings, and floor-to-ceiling walls of glass that span the first

  Colette Dornblum Julia B Fee Sothebys Int. Rlty

  5 S Bedford Rd, Pound Ridge, NY 10576
• 

  $1,255,000

  Sold Aug 22, 2025

  8 Maclean Dr, Pound Ridge, NY 10576

  • 4 Beds
  • 2.5 Baths
  • 2,098 Sq Ft
  • Built 1958

  Last Sold Summary

  • $598/SF
  • 17 Days On Market

  Current Estimated Value $1,230,541

  Last Listing Agent Kathleen Usherwood Compass Greater NY, LLC

  8 Maclean Dr, Pound Ridge, NY 10576
• 

  Est $4,556,712

  Not Listed For Sale

  15 Col Sheldon Ln, Pound Ridge, NY 10576

  • 6 Beds
  • 7 Baths
  • 8,147 Sq Ft
  • Built 1999

  15 Col Sheldon Ln, Pound Ridge, NY 10576

  Last Sold Summary

  • 34 Days On Market
• 

  

  /49

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 3,545 Sq Ft

  80 Hack Green Rd, Pound Ridge, NY 10576

  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

  Natalia Wixom Compass Greater NY, LLC

  80 Hack Green Rd, Pound Ridge, NY 10576
• 

  $2,995,000

  Sold Mar 31, 2026

  64 Pound Ridge Rd, Pound Ridge, NY 10576

  • 3 Beds
  • 3.5 Baths
  • 11,339 Sq Ft
  • Built 2001

  Last Sold Summary

  • $264/SF
  • 33 Days On Market

  Current Estimated Value $2,935,180

  Last Listing Agent Caroline Shepherd Houlihan Lawrence Inc.

  64 Pound Ridge Rd, Pound Ridge, NY 10576
• 

  Est $2,198,094

  Not Listed For Sale

  6 Hoyt Rd, Pound Ridge, NY 10576

  • 5 Beds
  • 7 Baths
  • 4,606 Sq Ft
  • Built 1972

  6 Hoyt Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 22 Days On Market
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  /36

  $1,599,000

  • 5 Beds
  • 3.5 Baths
  • 3,975 Sq Ft

  44 Scofield Rd, Pound Ridge, NY 10576

  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

  Margo Lancia Houlihan Lawrence Inc.

  44 Scofield Rd, Pound Ridge, NY 10576
• 

  $750,000

  Sold Oct 21, 2025

  20 Boutonville Rd, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Below List Price
  • $294/SF
  • 31 Days On Market

  Current Estimated Value $806,815

  Last Listing Agent Alexander Marks William Raveis-New York LLC

  20 Boutonville Rd, South Salem, NY 10590
• 

  Est $1,439,331

  Not Listed For Sale

  22 Twin Fawn Ln, Pound Ridge, NY 10576

  • 4 Beds
  • 3.5 Baths
  • 3,380 Sq Ft
  • Built 1974

  22 Twin Fawn Ln, Pound Ridge, NY 10576

  Last Sold Summary

  • 27 Days On Market
• 

  

  /21

  $789,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,274 Sq Ft

  15 Laurel Rd, Pound Ridge, NY 10576

  *4/20/26 Best and final offers due on Tuesday 4/21 at 12 noon.* Owned by the same family for more than 50 years, this light-filled 4-bedroom, 2.5 bath home offers a spacious, easy flow. Mostly original to its build date, it's complimented by hardwood floors throughout and a stylishly renovated primary bath. Set on 2 acres in the heart of Pound Ridge, the property delivers a sense of privacy with

  Caroline Shepherd Houlihan Lawrence Inc.

  15 Laurel Rd, Pound Ridge, NY 10576
• 

  $1,595,000

  Sold Sep 11, 2025

  382 Long Ridge Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 3.5 Baths
  • 2,932 Sq Ft
  • Built 1860

  Last Sold Summary

  • $544/SF
  • 14 Days On Market

  Current Estimated Value $1,596,308

  Last Listing Agent Sonya O'Donnell Houlihan Lawrence Inc.

  382 Long Ridge Rd, Pound Ridge, NY 10576
• 

  Est $1,213,376

  Not Listed For Sale

  32 Hoyt Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 2.5 Baths
  • 2,670 Sq Ft
  • Built 1979

  32 Hoyt Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 66 Days On Market
• 

  

  /43

  $1,399,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 3,774 Sq Ft

  21 Kitchawan Rd, Pound Ridge, NY 10576

  Turnkey and beautifully updated, this exceptional Center Hall Colonial offers 3 bedrooms that lives like a 4-bedroom home, with expansive, light-filled living spaces designed for both everyday comfort and effortless entertaining. Privately set at the end of a long driveway on over 5 bucolic acres, the property is surrounded by level lawns and borders hundreds of acres of protected watershed land,

  Cindy Glynn Compass Greater NY, LLC

  21 Kitchawan Rd, Pound Ridge, NY 10576
• 

  $1,850,000

  Sold Mar 20, 2026

  19 Sherwood Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 4.5 Baths
  • 4,060 Sq Ft
  • Built 1960

  Last Sold Summary

  • 10% Above List Price
  • $456/SF
  • 19 Days On Market

  Current Estimated Value $1,738,922

  Last Listing Agent Deborah Cuiffo Coldwell Banker Realty

  19 Sherwood Rd, Pound Ridge, NY 10576
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  Est $1,248,886

  Not Listed For Sale

  53 Major Lockwood Ln, Pound Ridge, NY 10576

  • 3 Beds
  • 2.5 Baths
  • 2,343 Sq Ft
  • Built 1980

  53 Major Lockwood Ln, Pound Ridge, NY 10576

  Last Sold Summary

  • 78 Days On Market
• 

  

  /19

  $849,500

  $100K PRICE DROP

  • Land
  • 5.56 Acres
  • $152,788 per Acre

  22 Joshua Hobby Ln, Pound Ridge, NY 10576

  Discover an exclusive opportunity to build your dream home at Joshua Hobby Farm, on the Westchester Wilderness Walk, in one of Pound Ridge’s most sought-after locations. Lot 10 at number 22 Joshua Hobby Road is a five plus acre lot nestled amidst rock outcroppings and rolling hills with spectacular vistas of open space, offering a serene retreat while remaining conveniently close to Pound Ridge,

  Brendon DeSimone Compass Greater NY, LLC

  22 Joshua Hobby Ln, Pound Ridge, NY 10576
• 

  $725,000

  Sold Jun 15, 2026

  9 Cradle Rock Rd E, Pound Ridge, NY 10576

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft
  • Built 1962

  Last Sold Summary

  • 16% Above List Price
  • $475/SF
  • 7 Days On Market

  Current Estimated Value $680,816

  Last Listing Agent Christine Foster Corcoran Legends Realty

  9 Cradle Rock Rd E, Pound Ridge, NY 10576
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  Est $1,367,580

  Not Listed For Sale

  53 Deerfield Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 4 Baths
  • 3,089 Sq Ft
  • Built 1968

  53 Deerfield Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 19 Days On Market
• 

  

  /36

  $2,150,000

  Pending

  • 4 Beds
  • 5.5 Baths
  • 5,085 Sq Ft

  137 Upper Shad Rd, Pound Ridge, NY 10576

  ARTS & CRAFTS STYLE. Impressive Arts & Crafts Colonial with handsome stone and shingle facade. Custom built in 2005 with meticulously detailed spaces. Large and formal rooms with high ceilings, large and formal rooms, Brazilian cherry floors, substantial moldings. 5085 square feet with designed for entertaining and comfortable everyday living. Portico-covered main entrance opening to the

  Lisa Fitz Ginnel Real Estate

  137 Upper Shad Rd, Pound Ridge, NY 10576
• 

  $1,334,514

  Sold May 15, 2026

  28 Cradle Rock Rd, Pound Ridge, NY 10576

  • 3 Beds
  • 3 Baths
  • 2,385 Sq Ft
  • Built 1957

  Last Sold Summary

  • 16% Above List Price
  • $560/SF
  • 19 Days On Market

  Current Estimated Value $1,128,758

  Last Listing Agent Alaina Bainlardi William Raveis-New York LLC

  28 Cradle Rock Rd, Pound Ridge, NY 10576
• 

  Est $1,324,897

  Not Listed For Sale

  148 Brook Farm Rd E, Pound Ridge, NY 10576

  • 5 Beds
  • 4 Baths
  • 3,180 Sq Ft
  • Built 1973

  148 Brook Farm Rd E, Pound Ridge, NY 10576

  Last Sold Summary

  • 22 Days On Market
• 

  

  /4

  $159,000

  • Land
  • 2 Acres
  • $79,500 per Acre

  0 Salem Rd, Pound Ridge, NY 10576

  Tucked away in the scenic town of Pound Ridge, this expansive 2-acre parcel offers a rare opportunity to own a substantial stretch of undeveloped land in one of northern Westchester’s most sought-after communities. Surrounded by natural beauty and mature landscape, the property provides a peaceful, private setting with the character and charm that define Pound Ridge. Conveniently located near

  Gregory Dallinga Coldwell Banker Realty

  0 Salem Rd, Pound Ridge, NY 10576
• 

  $729,000

  Sold May 27, 2026

  110 Cross Pond Rd, Pound Ridge, NY 10576

  • 3 Beds
  • 3 Baths
  • 1,781 Sq Ft
  • Built 1980

  Last Sold Summary

  • $409/SF
  • 20 Days On Market

  Current Estimated Value $765,630

  Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

  110 Cross Pond Rd, Pound Ridge, NY 10576
• 

  Est $1,291,715

  Not Listed For Sale

  12 Doeview Ln, Pound Ridge, NY 10576

  • 5 Beds
  • 3 Baths
  • 3,764 Sq Ft
  • Built 1967

  12 Doeview Ln, Pound Ridge, NY 10576

  Last Sold Summary

  • 40 Days On Market
• 

  

  /46

  $1,400,000

  $99K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 3,909 Sq Ft

  29 Kinnicutt Rd E, Pound Ridge, NY 10576

  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

  Jessica Watts Howard Hanna Rand Realty

  29 Kinnicutt Rd E, Pound Ridge, NY 10576
• 

  $1,850,000

  Sold Feb 06, 2026

  383 Pine Brook Rd, Bedford, NY 10506

  • 5 Beds
  • 6 Baths
  • 4,585 Sq Ft
  • Built 1939

  Last Sold Summary

  • 35% Below List Price
  • $403/SF
  • 138 Days On Market

  Current Estimated Value $2,193,000

  Last Listing Agent Cynthia Mas Corcoran Legends Realty

  383 Pine Brook Rd, Bedford, NY 10506
• 

  Est $1,402,640

  Not Listed For Sale

  20 Buck Hill Ln, Pound Ridge, NY 10576

  • 4 Beds
  • 4 Baths
  • 2,976 Sq Ft
  • Built 1966

  20 Buck Hill Ln, Pound Ridge, NY 10576

  Last Sold Summary

  • 53 Days On Market
• 

  

  /26

  $2,995,000

  Pending

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

  21 Black Spring Rd, Pound Ridge, NY 10576

  Perfectly turn-key modern stunner available in time to enjoy the pool this summer! Completely reimagined and renovated. Every detail is impeccable. Sunlight streams in from floor-to-ceiling mahogany windows/doors that open onto the expansive deck. New rift-sawn wide-plank oak floors and meticulously refinished ceilings add warmth and character. Thoughtfully designed throughout. Modern

  Julia Klagsbrun Corcoran Legends Realty

  21 Black Spring Rd, Pound Ridge, NY 10576
• 

  $2,650,000

  Sold Jun 10, 2026

  24 Miller Rd, Pound Ridge, NY 10576

  • 5 Beds
  • 5.5 Baths
  • 6,461 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $410/SF
  • 27 Days On Market

  Current Estimated Value $2,712,399

  Last Listing Agent Elizabeth Ronel Coldwell Banker Realty

  24 Miller Rd, Pound Ridge, NY 10576
• 

  Est $1,175,423

  Not Listed For Sale

  3 Tatomuck Rd E, Pound Ridge, NY 10576

  • 5 Beds
  • 3.5 Baths
  • 3,298 Sq Ft
  • Built 1967

  3 Tatomuck Rd E, Pound Ridge, NY 10576

  Last Sold Summary

  • 37 Days On Market
• 

  

  /37

  $2,150,000

  • 5 Beds
  • 4.5 Baths
  • 5,652 Sq Ft

  77 Old Stone Hill Rd, Pound Ridge, NY 10576

  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

  David Turner Compass Greater NY, LLC

  77 Old Stone Hill Rd, Pound Ridge, NY 10576
• 

  $3,200,000

  Sold Dec 19, 2025

  41 Ebenezer Ln, Pound Ridge, NY 10576

  • 5 Beds
  • 7.5 Baths
  • 5,399 Sq Ft
  • Built 2025

  Last Sold Summary

  • 11% Below List Price
  • $593/SF
  • 91 Days On Market

  Current Estimated Value $3,129,956

  Last Listing Agent Angela Kessel Houlihan Lawrence Inc.

  41 Ebenezer Ln, Pound Ridge, NY 10576
• 

  Est $822,944

  Not Listed For Sale

  97 Hack Green Rd, Pound Ridge, NY 10576

  • 2 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1900

  97 Hack Green Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 19 Days On Market
• 

  

  /42

  $1,149,900

  • 5 Beds
  • 3 Baths
  • 3,024 Sq Ft

  8 Upper Shad Rd, Pound Ridge, NY 10576

  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

  Jessica Watts Howard Hanna Rand Realty

  8 Upper Shad Rd, Pound Ridge, NY 10576
• 

  $2,101,100

  Sold Jul 30, 2025

  56 West Ln, Pound Ridge, NY 10576

  • 3 Beds
  • 3 Baths
  • 3,526 Sq Ft
  • Built 1890

  Last Sold Summary

  • 15% Above List Price
  • $596/SF
  • 15 Days On Market

  Current Estimated Value $2,023,917

  Last Listing Agent Caroline Shepherd Houlihan Lawrence Inc.

  56 West Ln, Pound Ridge, NY 10576
• 

  Est $1,278,837

  Not Listed For Sale

  11 Peters Ln, Pound Ridge, NY 10576

  • 4 Beds
  • 4 Baths
  • 3,028 Sq Ft
  • Built 1971

  11 Peters Ln, Pound Ridge, NY 10576

  Last Sold Summary

  • 11 Days On Market
• 

  

  /47

  $5,700,000

  • 5 Beds
  • 7 Baths
  • 9,841 Sq Ft

  63 Old Mill River Rd, Pound Ridge, NY 10576

  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

  Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

  63 Old Mill River Rd, Pound Ridge, NY 10576

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