Westchester, NY Homes

• 

  Est $1,124,063 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,098 Sq Ft

  74 Indian Hill Rd, Pound Ridge, NY 10576

  74 Indian Hill Rd, Pound Ridge, NY 10576
• 

  

  

  /41

  $1,595,000 Pending

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

  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
• 

  $1,300,000 Sold May 16, 2025

  • 3,552 Sq Ft
  • $366/SF
  • 127 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1986

  25 Highview Rd, Pound Ridge, NY 10576

  The one you’ve been waiting for has arrived—just in time for the holidays! This spectacular sun-drenched contemporary residence in Pound Ridge sits on 4.11 glorious acres and has been meticulously maintained and thoughtfully updated by the current owner, blending modern elegance with tranquil living. Nestled in a serene, private setting, this home offers both luxury and nature at its finest. From

  Anthony DeBellis Douglas Elliman Real Estate

  25 Highview Rd, Pound Ridge, NY 10576
• 

  Est $1,501,768 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,906 Sq Ft

  34 Fox Run Rd, Pound Ridge, NY 10576

  34 Fox Run Rd, Pound Ridge, NY 10576
• 

  

  

  /26

  $1,250,000 Pending

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

  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
• 

  $916,900 Sold May 13, 2025

  • 3,049 Sq Ft
  • $301/SF
  • 12 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1967

  39 Old Snake Hill Rd, Pound Ridge, NY 10576

  Imagine an Arts and Craft style home with wood beamed ceilings and matching classic wood flooring, walls of windows showcasing the spectacular views, a detached 2 car garage featuring a finished bonus room above, heated in-ground pool, a pool house with a floor to ceiling brick fireplace and wet bar, a detached barn, a huge pond, boat house for a canoe, and all this nestled on 5+ sprawling acres

  Theodore Weinstein REO Edge LLC

  39 Old Snake Hill Rd, Pound Ridge, NY 10576
• 

  Est $1,608,327 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
• 

  

  /33

  $1,300,000 Pending

  • 2 Beds
  • 3 Baths
  • 2,485 Sq Ft

  99 High Ridge Rd, Pound Ridge, NY 10576

  Distinctive Modern. Architectural - designed with a modern vibe. Clean crisp spaces positioned to capture natural light. Sleek Kitchen with custom cabinetry and high-end appliances. Open concept dining area with access to deck. Dramatic living room with fireplace and Custom built- ins. Primary bedroom with Opulent Bath. Additional bedroom, Hall Bath/linen closet. Lower- level Family Room with

  Nancy Lacavalla Ginnel Real Estate

  99 High Ridge Rd, Pound Ridge, NY 10576
• 

  $1,450,000 Sold May 06, 2025

  • 3,768 Sq Ft
  • $385/SF
  • 11 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1993

  31 Major Tallmadge Ln, Pound Ridge, NY 10576

  Experience tranquil living at 31 Major Tallmadge Lane, where spacious interiors meet the natural beauty of preserved surroundings. Expansive 3768 square foot home set on over 2 private, peaceful acres, abutting 29 acres of Pound Ridge conservancy land and trails. Enjoy the distant, western sunset views from a sprawling deck or relaxing in the three seasons room. Step inside this well designed

  Beth Silfen Compass Greater NY, LLC

  31 Major Tallmadge Ln, Pound Ridge, NY 10576
• 

  Est $1,082,373 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
• 

  

  /37

  $1,595,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,785 Sq Ft

  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
• 

  $845,001 Sold Apr 29, 2025

  • 3,516 Sq Ft
  • $240/SF
  • 50 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1995

  13 White Birch Rd, Pound Ridge, NY 10576

  This Charming cape is tucked into the woods, yet convenient to all. The house needs some work. Great floor plan with master bedroom on the first floor. Open floor plan in kitchen and family room with a cathedral ceiling and balcony to the second floor. Second floor has 3 bedrooms, two bathrooms and a large bonus room over the garage. Sold Strictly As Is. Buyer to pay NY State Transfer

  Gary Leogrande Keller Williams NY Realty

  13 White Birch Rd, Pound Ridge, NY 10576
• 

  Est $2,396,070 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,188 Sq Ft

  69 West Ln, Pound Ridge, NY 10576

  69 West Ln, Pound Ridge, NY 10576
• 

  

  /28

  $1,075,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,632 Sq Ft

  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
• 

  $2,100,000 Sold Apr 24, 2025

  • 4,998 Sq Ft
  • $420/SF
  • 74 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1998

  25 Spring House Rd, Pound Ridge, NY 10576

  Refined Country Colonial. Impressive and beautifully finished interior with high ceilings, beautiful hardwoods and substantial moldings. 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. Private Primary Suite with Sitting Room, two Walk-in Closets and spacious Bath. Three additional

  Lisa Fitz Ginnel Real Estate

  25 Spring House Rd, Pound Ridge, NY 10576
• 

  Est $1,186,772 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,086 Sq Ft

  145 Old Stone Hill Rd, Pound Ridge, NY 10576

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

  $1,950,000 Sold Apr 11, 2025

  • 4,000 Sq Ft
  • $488/SF
  • 143 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1769

  156 Old Stone Hill Rd, Pound Ridge, NY 10576

  Live the dream! Private Country Living at its finest. House is better than new. steeped in history and charm this wonderful circa 1769 landmark remains a true historic home. The modern addition has been completely renovated. Clean, fresh, lovingly updated & restored with the highest of standards. New kitchen with top of the line appliances, Sub Zero, Wolfe, pantry, built in wine fridge, second

  Michael Winter

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

  Est $1,793,284 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,114 Sq Ft

  81 Old Stone Hill Rd, Pound Ridge, NY 10576

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

  $2,250,000 Sold Apr 10, 2025

  • 6,014 Sq Ft
  • $374/SF
  • 158 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2006

  266 Salem Rd, Pound Ridge, NY 10576

  Discover your own private retreat nestled in breathtaking surroundings, complete with an exquisite in-ground pool, wine cellar and media room. This magnificent home offers 5 spacious bedrooms and 4.5 luxurious baths. This home stands as a testament to meticulous planning and attention to detail, ensuring every aspect of your living experience is perfectly curated. Step into a chef's dream with

  Mark Boyland Keller Williams Realty Partner

  266 Salem Rd, Pound Ridge, NY 10576
• 

  Est $1,591,968 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,657 Sq Ft

  239 Stone Hill Rd, Pound Ridge, NY 10576

  239 Stone Hill Rd, Pound Ridge, NY 10576
• 

  $975,000 Sold Apr 09, 2025

  • 3,719 Sq Ft
  • $262/SF
  • 53 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1962

  8 Bayberry Way, Pound Ridge, NY 10576

  RARE OPPORTUNITY! Prime location, walking distance to town, park and all the community festivities that take place all year long. This home has not been on the market in 40 years. This 5 bedroom home sits peacefully on a pond with sunny views from every angle. Located on a sought after cul de sac, this well loved home is ready for its next owner. The possibilities are endless. Come with your

  Sonya O'Donnell Houlihan Lawrence Inc.

  8 Bayberry Way, Pound Ridge, NY 10576
• 

  Est $1,266,972 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,970 Sq Ft

  84 Salem Rd, Pound Ridge, NY 10576

  84 Salem Rd, Pound Ridge, NY 10576
• 

  $450,000 Sold Apr 08, 2025

  • Land
  • 3.00 Acres
  • $150,000 per Acre

  • 19 Days On Market

  0 Old Logging Rd Unit KEY835507, Bedford, NY 10506

  Board of Health approved including septic featuring 4 bedrooms. Engineer proposed buildable envelope includes garages and walk-out basement. A great opportunity to build your dream home in Pound Ridge with a Bedford P.O. This prime 3 acre, wooded, slightly sloping lot is privately positioned on a quiet cul-de-sac. Centrally located to schools, Scotts Corners and Bedford Village, shopping,

  Joanne Padawer Houlihan Lawrence Inc.

  0 Old Logging Rd Unit KEY835507, Bedford, NY 10506
• 

  Est $1,463,521 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,648 Sq Ft

  9 Patterson Rd, Pound Ridge, NY 10576

  9 Patterson Rd, Pound Ridge, NY 10576
• 

  $1,325,719 Sold Mar 31, 2025

  • 3,380 Sq Ft
  • $392/SF
  • 27 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1974

  22 Twin Fawn Ln, Pound Ridge, NY 10576

  SPACIOUS COUNTRY COLONIAL. Thoughtfully designed with a floorplan ideal for entertaining! Beautifully proportioned Living Room, with fireplace, and large formal Dining Room. Cherry Kitchen with granite and stainless. Sun-filled Breakfast Area open to Family Room with Fireplace. Private Office/Library ideal for working remotely. Private Primary Suite with fireplace, two Walk-in Closets, deck

  Lisa Fitz Ginnel Real Estate

  22 Twin Fawn Ln, Pound Ridge, NY 10576
• 

  Est $1,618,777 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  26 Patterson Rd, Pound Ridge, NY 10576

  26 Patterson Rd, Pound Ridge, NY 10576
• 

  $1,199,000 Sold Mar 28, 2025

  • 3,446 Sq Ft
  • $348/SF
  • 122 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1969

  85 Eastwoods Rd, Pound Ridge, NY 10576

  Welcome to the Tree House!!! Enjoy this beautiful 3 bedroom home, that lives like a 4 bedroom and blends in with the natural beauty of Pound Ridge. A contemporary farmhouse where you can enjoy your Chefs Kitchen with ILVE Majestic oven/range with induction cooktop, farmhouse bathroom, 2 fireplaces, Pole Barn, Chickens, Multi-Level Deck and woodland backyard with Beautiful enclosed porch that

  Gina Cooney Giner Real Estate Inc.

  85 Eastwoods Rd, Pound Ridge, NY 10576
• 

  Est $1,066,300 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 2,952 Sq Ft

  11 Patterson Rd, Pound Ridge, NY 10576

  11 Patterson Rd, Pound Ridge, NY 10576
• 

  $1,350,000 Sold Mar 21, 2025

  • 2,856 Sq Ft
  • $473/SF
  • 34 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1981

  3 Blacksmith Ln, Pound Ridge, NY 10576

  1/5/25 AO.This modern home features a striking double-door entrance that leads into an expansive foyer with a sweeping staircase, setting the tone for the dramatic living spaces. The living room is bathed in natural light from a large bay window, complemented by a vaulted ceiling that enhances the sense of space. The formal dining room also boasts a bay window and a stunning beamed ceiling.

  Maryellen Walsh Compass Greater NY, LLC

  3 Blacksmith Ln, Pound Ridge, NY 10576
• 

  Est $980,018 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,632 Sq Ft

  21 Deerfield Rd, Pound Ridge, NY 10576

  21 Deerfield Rd, Pound Ridge, NY 10576
• 

  $910,000 Sold Mar 20, 2025

  • 2,498 Sq Ft
  • $364/SF
  • 12 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1969

  27 Davids Ln, Pound Ridge, NY 10576

  Escape to tranquility in this 4-bedroom, 2-bath Raised Ranch, perfectly situated on a quiet, tree-lined cul-de-sac. The main level welcomes you into a spacious living room, where a striking stone wood-burning fireplace takes center stage, flanked by three sets of sliding glass doors that lead to a wraparound deck, creating a seamless indoor-outdoor flow. Adjacent is a formal dining room, also

  Mark Boyland Keller Williams Realty Partner

  27 Davids Ln, Pound Ridge, NY 10576
• 

  Est $1,114,794 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,012 Sq Ft

  11 Tatomuck Rd, Pound Ridge, NY 10576

  11 Tatomuck Rd, Pound Ridge, NY 10576
• 

  $1,495,000 Sold Mar 11, 2025

  • 2,591 Sq Ft
  • $577/SF
  • 114 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1803

  66 Eastwoods Rd, Pound Ridge, NY 10576

  Federal Style. A step into Pound Ridge’s past! Circa 1803 Colonial Farmhouse gracefully restored. Carefully preserved period details including antique wideboard floors, millwork and raised paneling. Wonderful floorplan for entertaining and everyday living. Sun-filled Living Room with fireplace and extensive built-ins. Open Dining Room with large Sitting Room off the Country Kitchen with Breakfast

  Mary Anne Condon Ginnel Real Estate

  66 Eastwoods Rd, Pound Ridge, NY 10576
• 

  Est $3,566,303 Not Listed For Sale

  • 7 Beds
  • 8.5 Baths
  • 7,376 Sq Ft

  330 Stone Hill Rd, Pound Ridge, NY 10576

  330 Stone Hill Rd, Pound Ridge, NY 10576
• 

  $1,655,000 Sold Feb 28, 2025

  • 5,220 Sq Ft
  • $317/SF
  • 55 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2007

  86 West Rd, Pound Ridge, NY 10576

  Welcome to this stunning 5-bed, 7-bath Colonial style home set on 3.73 picturesque acres in Pound Ridge, NY. With over 5,200 sq ft of living space, this home offers modern comfort for today's lifestyle. Enter into the grand two-story entry foyer that flows into the formal living spaces. The thoughtfully designed layout features a gracious living room with a fireplace, a formal dining room, and a

  Christine Ricci Keller Williams NY Realty

  86 West Rd, Pound Ridge, NY 10576
• 

  Est $1,900,877 Not Listed For Sale

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

  62 Autumn Ridge Rd, Pound Ridge, NY 10576

  62 Autumn Ridge Rd, Pound Ridge, NY 10576
• 

  $950,000 Sold Feb 28, 2025

  • 3,450 Sq Ft
  • $275/SF
  • 77 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1981

  47 Indian Hill Rd, Pound Ridge, NY 10576

  Bright and airy four-bedroom contemporary set on a 2.2 acre knoll within a peaceful neighborhood is ready to be refreshed. The open flow and flexible floor plan are perfect for today's lifestyle of casual living, entertaining and working from home. Take in the natural light as you enter the open-concept living room with cathedral ceiling, oversized windows and skylights providing an instant wow

  Michael Neeley William Raveis-New York LLC

  47 Indian Hill Rd, Pound Ridge, NY 10576
• 

  Est $1,961,660 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,946 Sq Ft

  47 Autumn Ridge Rd, Pound Ridge, NY 10576

  47 Autumn Ridge Rd, Pound Ridge, NY 10576
• 

  $1,250,000 Sold Jan 30, 2025

  • 2,854 Sq Ft
  • $438/SF
  • 173 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1968

  106 Westchester Ave, Pound Ridge, NY 10576

  Stunning contemporary home in one of the most desirable, centrally located Pound Ridge settings. Just across from the walking path, effortlessly stroll into town, the parks, and more. YES, it truly is a walkable location. This home is complemented by oversized windows integrating the beauty of nature into every room. HW floors lead to the walkout living room with an eye-catching fireplace.

  Vikktoria Cooper Coldwell Banker Realty

  106 Westchester Ave, Pound Ridge, NY 10576
• 

  Est $1,832,166 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,093 Sq Ft

  35 Autumn Ridge Rd, Pound Ridge, NY 10576

  35 Autumn Ridge Rd, Pound Ridge, NY 10576

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