Pound Ridge, NY Homes

• 

  

  

  /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
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  $1,175,000 Sold Sep 03, 2025

  • 2,485 Sq Ft
  • $473/SF
  • 47 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1972

  99 High Ridge Rd, Pound Ridge, NY 10576

  MUST SEE TO APPRECIATE LIVES LIKE A FOUR BEDROOM! Distinctive Modern. Architectural designed with a fresh modern vibe. Clean, crisp spaces positioned to capture natural light. Built in 1971 and carefully renovated to maintain architectural integrity of the original design. Welcoming Entry Foyer with slate floor. Sleek Kitchen with custom cabinetry, Quartzite counters and high-end appliances.

  Nancy Lacavalla Ginnel Real Estate

  99 High Ridge Rd, Pound Ridge, NY 10576
• 

  Est $1,180,091 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,170 Sq Ft

  61 Eastwoods Rd, Pound Ridge, NY 10576

  61 Eastwoods Rd, Pound Ridge, NY 10576
• 

  

  

  /3

  $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
• 

  $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
• 

  Est $1,946,032 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 5,950 Sq Ft

  5 Winterbottom Ln, Pound Ridge, NY 10576

  5 Winterbottom Ln, Pound Ridge, NY 10576
• 

  

  /15

  $690,000

  • 2 Beds
  • 1 Bath
  • 1,806 Sq Ft

  98 Eastwoods Rd, Pound Ridge, NY 10576

  Endless possibilities await - restore, rebuild, or reimagine this serene Pound Ridge property and create the lifestyle you’ve been dreaming of. This remarkable 7-acre property, once home to horses and still featuring the remnants of a paddock and two-stall barn, is nestled near the end of a stonewall-lined driveway. The existing two-bedroom, one-bath residence with an unfinished modern addition

  Deborah Cuiffo Coldwell Banker Realty

  98 Eastwoods Rd, Pound Ridge, NY 10576
• 

  $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
• 

  Est $1,601,107 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,591 Sq Ft

  21 Beech Hill Ln, Pound Ridge, NY 10576

  21 Beech Hill Ln, Pound Ridge, NY 10576
• 

  

  /40

  $1,995,000

  • 5 Beds
  • 3.5 Baths
  • 3,819 Sq Ft

  33 Peters Ln, Pound Ridge, NY 10576

  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

  Adam Hade Compass Greater NY, LLC

  33 Peters Ln, Pound Ridge, NY 10576
• 

  $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
• 

  Est $1,940,045 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,550 Sq Ft

  178 Trinity Pass Rd, Pound Ridge, NY 10576

  178 Trinity Pass Rd, Pound Ridge, NY 10576
• 

  

  /38

  $2,100,000

  • 5 Beds
  • 7 Baths
  • 7,970 Sq Ft

  30 Knapp Rd, Pound Ridge, NY 10576

  Ensuring privacy with in town convenience, this Pound Ridge home is beautifully sited on over 3 acres with incredible vistas, deeded lake rights, bordering 35 acres of protected Pound Ridge Conservation Land. This thoughtfully designed home combines timeless style with modern comforts. Breathtaking views frame the open, integrated living spaces, breakfast room with adjoining lounge area, and cozy

  Beth Silfen Compass Greater NY, LLC

  30 Knapp Rd, Pound Ridge, NY 10576
• 

  $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
• 

  Est $1,119,602 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  9 Salem Rd, Pound Ridge, NY 10576

  9 Salem Rd, Pound Ridge, NY 10576
• 

  

  /21

  $899,000

  • 5 Beds
  • 3 Baths
  • 2,303 Sq Ft

  229 Trinity Pass Rd, Pound Ridge, NY 10576

  Acceptable Offer - Inspections Complete. Hiram Halle Restoration. Charming Mid-19th Century Antique near the historic hamlet owned by the same family for years. Restored by noted philanthropist Hiram Halle in the 1930’s. Fabulous antique features carefully preserved marrying the past with Halle’s vision. Sun-filled spaces with wide plank floors, period millwork, exposed beams and a signature bow

  Mary Anne Condon Ginnel Real Estate

  229 Trinity Pass Rd, Pound Ridge, NY 10576
• 

  $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
• 

  Est $2,214,678 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,706 Sq Ft

  265 Westchester Ave, Pound Ridge, NY 10576

  265 Westchester Ave, Pound Ridge, NY 10576
• 

  

  /5

  $679,000

  • Land
  • 5.68 Acres
  • $119,458 per Acre

  0 Brook Farm Rd E, Pound Ridge, NY 10576

  Meandering long drive past dramatic rock outcroppings and open lightly wooded spaces leads to a totally private and dramatic home site and pool site. Rarely found, a 5 acre parcel in an established area bordering Pound Ridge and Bedford. Previous BOH approval expired, perc tests recently done successfully with two different options for septic location. Architectural plans available.

  Lisa Fitz Ginnel Real Estate

  0 Brook Farm Rd E, Pound Ridge, NY 10576
• 

  $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
• 

  Est $1,619,206 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,165 Sq Ft

  256 Trinity Pass Rd, Pound Ridge, NY 10576

  256 Trinity Pass Rd, Pound Ridge, NY 10576
• 

  

  /34

  $5,900,000

  • 6 Beds
  • 9 Baths
  • 10,000 Sq Ft

  25 Col Sheldon Ln, Pound Ridge, NY 10576

  A MODERN MASTERPIECE - Impressive and dramatic with soaring ceilings, phenomenal light and artistic angles. Impeccably appointed 10,000 square feet with beautifully proportioned rooms—perfect for entertaining on the grand scale. Incredible Atrium Entry. Stunning Living Room with herringbone oak floor, massive stone-faced fireplace and tiger maple built-in with wet bar. Library with Fireplace.

  Mary Dowdle Ginnel Real Estate

  25 Col Sheldon Ln, Pound Ridge, NY 10576
• 

  $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
• 

  Est $1,281,544 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,587 Sq Ft

  45 Indian Hill Rd, Pound Ridge, NY 10576

  45 Indian Hill Rd, Pound Ridge, NY 10576
• 

  

  /37

  $1,050,000

  • 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
• 

  $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
• 

  Est $1,166,097 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,526 Sq Ft

  59 Indian Hill Rd, Pound Ridge, NY 10576

  59 Indian Hill Rd, Pound Ridge, NY 10576
• 

  

  /5

  $250,000

  • Land
  • 3.07 Acres
  • $81,433 per Acre

  00 Scofield Rd, Pound Ridge, NY 10576

  Opportunity to build on 3+ acres on a quiet country road in an established Pound Ridge neighborhood. The property abuts the 35 acre Thalheim Preserve, is lightly wooded and slopes toward the back of the property which is bordered by a small stream. The location offers quick and easy access to schools, shops, town park and library. Property includes a NYSEG easement.

  Mary Anne Condon Ginnel Real Estate

  00 Scofield Rd, Pound Ridge, NY 10576
• 

  $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
• 

  Est $1,355,018 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 2,812 Sq Ft

  77 Indian Hill Rd, Pound Ridge, NY 10576

  77 Indian Hill Rd, Pound Ridge, NY 10576
• 

  

  /19

  $849,500

  • 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
• 

  $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
• 

  Est $830,323 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,434 Sq Ft

  28 Pound Ridge Rd, Pound Ridge, NY 10576

  28 Pound Ridge Rd, Pound Ridge, NY 10576
• 

  

  /34

  $4,300,000

  • 3 Beds
  • 3.5 Baths
  • 5,342 Sq Ft

  49 Indian Hill Rd, Pound Ridge, NY 10576

  MAGNIFICENT CONTEMPORARY MASTERPIECEA Fully Renovated/Rebuilt Perfectly Scaled Sanctuary with Indoor Swimming Pool & Exquisite Gardens Inspired by Japanese Design, Just 1 Hour From Manhattan Elevated on a gentle rise and approached by a long private drive, this modern classic estate offers complete privacy and tranquility in a serene, wooded setting. Placed quietly in the company of tall,

  Melissa Marcogliese Compass Greater NY, LLC

  49 Indian Hill Rd, Pound Ridge, NY 10576
• 

  $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
• 

  Est $1,698,827 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,805 Sq Ft

  234 Westchester Ave, Pound Ridge, NY 10576

  234 Westchester Ave, Pound Ridge, NY 10576
• 

  

  /10

  $4,500,000

  • Land
  • 44.21 Acres
  • $101,787 per Acre

  0 Rolling Meadow Ln Unit ONEH6302491, Scotts Corners, NY 10576

  Exceptional 44-Acre Estate or Development Opportunity in Pound RidgeBuild your dream estate, spacious compound, or luxury residential enclave on this extraordinary 44-acre property just one hour from New York City. Set in the unspoiled natural beauty of Pound Ridge, the land is defined by the Mill River meandering through a landscape of mountain laurel, pine, and hemlock, creating a setting

  Catherine Workman Coldwell Banker Realty

  0 Rolling Meadow Ln Unit ONEH6302491, Scotts Corners, NY 10576
• 

  $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
• 

  Est $1,139,938 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  192 Westchester Ave, Pound Ridge, NY 10576

  192 Westchester Ave, Pound Ridge, NY 10576
• 

  

  /28

  $3,500,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 6,854 Sq Ft

  440 Long Ridge Rd, Pound Ridge, NY 10576

  A storybook country retreat on 12 spectacular acres with two shimmering spring fed ponds, this 1930's waterfront estate blends historic charm with modern luxury. Every room offers sweeping water views, from the open chef's kitchen to the sunlit living areas. The main residence showcases timeless craftsmanship, wide plank white oak floors, hand-hewn beams and custom millwork throughout, paired

  Jody Rosen Julia B Fee Sothebys Int. Rlty

  440 Long Ridge Rd, Pound Ridge, NY 10576

Showing Results 41 - 80, Page 2 of 18