2,446

Westchester, NY Homes

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  • 8 Hemlock Hill Rd, Pound Ridge, NY 10576

    $1,585,000 Sold Jul 01, 2025

    • 3,772 Sq Ft
    • $420/SF
    • 10 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1968

    8 Hemlock Hill Rd, Pound Ridge, NY 10576

    Welcome to "Pond View", a sunlit contemporary ranch in the heart of Pound Ridge. This 4 bedroom house is a private, tranquil oasis with beautiful waterfront views. Complete privacy on more than two acres, walking distance to the village of Pound Ridge. The open floor plan has oversized windows overlooking the natural landscape and pond. There are two wood burning fireplaces. There are three

    Katie Durfee Corcoran Legends Realty

    8 Hemlock Hill Rd, Pound Ridge, NY 10576
  • 20 Salem Rd, Pound Ridge, NY 10576
    20 Salem Rd, Pound Ridge, NY 10576
    20 Salem Rd, Pound Ridge, NY 10576
    /48

    $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
  • 139 Brook Farm Rd E, Pound Ridge, NY 10576

    $1,275,000 Sold Jun 30, 2025

    • 3,014 Sq Ft
    • $423/SF
    • 20 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1967

    139 Brook Farm Rd E, Pound Ridge, NY 10576

    Nestled on 2.00 acres of lush, park-like grounds that backup to 69+ acre Clark Preserve, part of the Pound Ridge Land Conservancy, this traditional home, built in 1967, offers a perfect blend of modern amenities and timeless charm. With 4 spacious bedrooms and 3 full baths, this residence is designed for comfortable living and entertaining.The open kitchen seamlessly flows into the family

    Kathleen Long Coldwell Banker Realty

    139 Brook Farm Rd E, Pound Ridge, NY 10576
  • 233 Upper Shad Rd, Pound Ridge, NY 10576
    233 Upper Shad Rd, Pound Ridge, NY 10576
    233 Upper Shad Rd, Pound Ridge, NY 10576
    /50

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 3,123 Sq Ft

    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
  • 31 Pheasant Rd, Pound Ridge, NY 10576

    $1,665,000 Sold Jun 30, 2025

    • 3,290 Sq Ft
    • $506/SF
    • 20 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1965

    31 Pheasant Rd, Pound Ridge, NY 10576

    Nestled in the heart of Pound Ridge, this exceptional 4-bedroom, 3.5-bathroom home offers the perfect blend of modern updates and serene living. Step inside to find a beautifully updated kitchen and baths, designed with both style and functionality in mind.The spacious primary suite is a true retreat, featuring vaulted ceilings that create an airy, expansive feel. An attached bonus room

    Lindsay Matthews Houlihan Lawrence Inc.

    31 Pheasant Rd, Pound Ridge, NY 10576
  • 41 Old Mill River Rd, Pound Ridge, NY 10576
    41 Old Mill River Rd, Pound Ridge, NY 10576
    41 Old Mill River Rd, Pound Ridge, NY 10576
    /31

    $1,999,000

    • 4 Beds
    • 3.5 Baths
    • 3,812 Sq Ft

    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
  • 31 Winterbottom Ln, Pound Ridge, NY 10576

    $1,500,000 Sold Jun 27, 2025

    • 3,742 Sq Ft
    • $401/SF
    • 19 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1979

    31 Winterbottom Ln, Pound Ridge, NY 10576

    Serene Contemporary designed by Vuko Tashkovich privately sited on terraced, wooded hillside lot with panoramic views. This significant property consists of guest/studio and additional studio space. The Main house (4 br/3 ba) features sun filled, open living areas with vaulted ceilings, walls of windows and a wraparound deck to enjoy the expansive views providing indoor/outdoor living as well as

    Colette Dornblum Julia B Fee Sothebys Int. Rlty

    31 Winterbottom Ln, Pound Ridge, NY 10576
  • 280 Salem Rd, Pound Ridge, NY 10576
    280 Salem Rd, Pound Ridge, NY 10576
    280 Salem Rd, Pound Ridge, NY 10576
    /22

    $1,595,000

    • 2 Beds
    • 3 Baths
    • 3,348 Sq Ft

    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
  • 309 Salem Rd, Pound Ridge, NY 10576

    $673,000 Sold Jun 27, 2025

    • 3,621 Sq Ft
    • $186/SF
    • 127 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1961

    309 Salem Rd, Pound Ridge, NY 10576

    Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our appraisal describe the property as a SFR (CONTEMPORARY) built in 1961. It has a GLA of approx. 3,621 and has 4 bedroom

    Christopher Rose REALHome Services & Solutions

    309 Salem Rd, Pound Ridge, NY 10576
  • 17 Eastwoods Rd, Pound Ridge, NY 10576
    17 Eastwoods Rd, Pound Ridge, NY 10576
    17 Eastwoods Rd, Pound Ridge, NY 10576
    /33

    $3,250,000

    • 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
  • 161 Parkview Rd N, Pound Ridge, NY 10576

    $753,000 Sold Jun 24, 2025

    • 2,116 Sq Ft
    • $356/SF
    • 40 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1966

    161 Parkview Rd N, Pound Ridge, NY 10576

    Nestled on a private 2.06-acre lot, this spacious 3 bedroom split ranch lives like 4 bedrooms and offers a serene retreat with plenty of room to grow. A beautiful bluestone pathway leads to the front entrance, where the entryway welcomes you into a charming living room and formal dining room that flows easily to the kitchen. Just off the kitchen, a cozy breakfast area provides the perfect spot

    Mark Boyland Keller Williams Realty Partner

    161 Parkview Rd N, Pound Ridge, NY 10576
  • 00 Scofield Rd, Pound Ridge, NY 10576
    00 Scofield Rd, Pound Ridge, NY 10576
    /2

    $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
  • 16 Old Pound Rd, Pound Ridge, NY 10576

    $2,552,170 Sold Jun 18, 2025

    • 5,223 Sq Ft
    • $489/SF
    • 13 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1999

    16 Old Pound Rd, Pound Ridge, NY 10576

    This stunning center hall Colonial has been extensively updated to create a luxurious private oasis in the heart of Pound Ridge. Thoughtfully designed for both comfort and elegance, this home features a spectacular pool and spa addition with attractive stone surround, set within a fully fenced and level property perfect for outdoor enjoyment. The Ipe deck provides a beautiful setting for

    Alaina Bainlardi William Raveis-New York LLC

    16 Old Pound Rd, Pound Ridge, NY 10576
  • 62 Kitchawan Rd, Pound Ridge, NY 10576
    62 Kitchawan Rd, Pound Ridge, NY 10576
    62 Kitchawan Rd, Pound Ridge, NY 10576
    /49

    $3,195,000

    • 4 Beds
    • 4 Baths
    • 4,127 Sq Ft

    62 Kitchawan Rd, Pound Ridge, NY 10576

    Arrive through a tree-lined drive to discover a hidden gem of stone walls, terraced landscapes,vibrant perennial gardens, serene vernal ponds, long views, and sweeping meadows —wrapped by the forever-protected 47-acre Thalheim Preserve; this is a place of exceptional beauty.At the heart of the property – first settled in 1863 – stands a stunning four-bedroom, four-bathColonial

    Harriet Norris Douglas Elliman Real Estate

    62 Kitchawan Rd, Pound Ridge, NY 10576
  • 23 Miller Rd, Pound Ridge, NY 10576

    $2,800,000 Sold Jun 16, 2025

    • 8,354 Sq Ft
    • $335/SF
    • 7 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1999

    23 Miller Rd, Pound Ridge, NY 10576

    This gracious Pound Ridge home is private, quiet and has lovely land and amenities. The beautiful landscape, heated gunite pool, spa, and expansive covered pavilion with outdoor kitchen and stone fireplace makes for resort-like living. The gated and fully fenced property is located on a premier, cul-de-sac amidst other beautiful homes, all within easy reach of everything. The residence has a

    Angela Kessel Houlihan Lawrence Inc.

    23 Miller Rd, Pound Ridge, NY 10576
  • 22 Joshua Hobby Ln, Pound Ridge, NY 10576
    22 Joshua Hobby Ln, Pound Ridge, NY 10576
    22 Joshua Hobby Ln, Pound Ridge, NY 10576
    /19

    $949,000

    • Land
    • 6 Acres
    • $170,683 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
  • 62 Cross Pond Rd, Pound Ridge, NY 10576

    $1,417,500 Sold Jun 16, 2025

    • 4,350 Sq Ft
    • $326/SF
    • 35 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1994

    62 Cross Pond Rd, Pound Ridge, NY 10576

    Welcome to 62 Cross Pond Rd., a stunning Traditional Center Hall Colonial, lives like a 5 bedroom home. This property boasts a beautiful flat, usable yard, featuring an incredible in-ground pool with slide, hot tub, outdoor chef's kitchen, spacious entertaining area & mature landscaping adorned with vibrant hydrangeas. The main floor includes a welcoming foyer, formal living & dining rooms, a

    Jodi Levy eXp Realty

    62 Cross Pond Rd, Pound Ridge, NY 10576
  • 34 Boutonville Rd S, Pound Ridge, NY 10576
    34 Boutonville Rd S, Pound Ridge, NY 10576
    34 Boutonville Rd S, Pound Ridge, NY 10576
    /10

    $7,999,999

    • 6 Beds
    • 10 Baths
    • 13,746 Sq Ft

    34 Boutonville Rd S, Pound Ridge, NY 10576

    Linden Farm. Reminiscent of the great old estates of Europe. Spectacular distant views from over 50 breathtaking acres with natural ponds, lush lawns, gardens and a multitude of magnificent age-old and specimen trees. Long, gated drive to the manor house built in 1929 in need of complete restoration and renovation. Being sold "as is." Structure has been taken down to the studs and is ready for a

    Mindy Weil Ginnel Real Estate

    34 Boutonville Rd S, Pound Ridge, NY 10576
  • 197 Upper Shad Rd, Pound Ridge, NY 10576

    $1,925,000 Sold Jun 11, 2025

    • 4,273 Sq Ft
    • $451/SF
    • 13 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1999

    197 Upper Shad Rd, Pound Ridge, NY 10576

    Welcome to Pound Ridge! First time in MLS. Built in 1999, in move in condition. 5 bedrooms, 3.1 bathrooms. Stunning light and bright center hall Colonial with spacious rooms, high ceilings and large windows. Hardwood floors throughout. Large unfinished basement with stairs to 3 car garage. Beautiful pool, pool gazebo, oversized deck on level 3.13 acres. Backyard fenced. Great location! Generator.

    Karen Burchetta Houlihan Lawrence Inc.

    197 Upper Shad Rd, Pound Ridge, NY 10576
  • 49 Indian Hill Rd, Pound Ridge, NY 10576
    49 Indian Hill Rd, Pound Ridge, NY 10576
    49 Indian Hill Rd, Pound Ridge, NY 10576
    /34

    $5,250,000

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

    49 Indian Hill Rd, Pound Ridge, NY 10576

    EXQUISITE CONTEMPORARY MASTERPIECEA Fully Renovated/Rebuilt Perfectly Scaled Sanctuary with Indoor Swimming Pool & Magnificent Gardens Inspired by Japanese Design, Just 1 Hour From ManhattanElevated 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. Nestled among soaring trees, this

    Melissa Marcogliese Compass Greater NY, LLC

    49 Indian Hill Rd, Pound Ridge, NY 10576
  • 168 Park View Rd N, Pound Ridge, NY 10576

    $1,325,000 Sold Jun 06, 2025

    • 3,292 Sq Ft
    • $402/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    168 Park View Rd N, Pound Ridge, NY 10576

    Nestled in a breathtaking natural setting, this fabulous updated 3-bedroom, 2.5-bath contemporary home offers modern comfort and seamless indoor-outdoor living. In addition to the bedrroms, two spacious offices are perfect for working at home! Expansive windows flood the two-story living room with natural light, framing stunning views of the surrounding landscape.Designed for both relaxation and

    Lindsay Matthews Houlihan Lawrence Inc.

    168 Park View Rd N, Pound Ridge, NY 10576
  • 26 Pound Ridge Rd, Pound Ridge, NY 10576
    26 Pound Ridge Rd, Pound Ridge, NY 10576
    26 Pound Ridge Rd, Pound Ridge, NY 10576
    /35

    $1,950,000

    • 3 Beds
    • 5 Baths
    • 3,660 Sq Ft

    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
  • 5 Doe View Ln, Pound Ridge, NY 10576

    $1,355,500 Sold Jun 05, 2025

    • 3,147 Sq Ft
    • $431/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1967

    5 Doe View Ln, Pound Ridge, NY 10576

    Perched proudly above the cul de sac road, with its grand wrap around Mahogany front porch this classic center hall colonial 4 bedroom home embodies an air of comfortable elegance and timeless beauty. In one of the most desirable neighborhoods, you can hide away on your property or take in the quiet paved road neighborhood with a stroll, jog, bike ride, or any way you choose. You are mere minutes

    Elizabeth Ronel Coldwell Banker Realty

    5 Doe View Ln, Pound Ridge, NY 10576
  • 34 Boutonville Rd S, Pound Ridge, NY 10576
    34 Boutonville Rd S, Pound Ridge, NY 10576
    34 Boutonville Rd S, Pound Ridge, NY 10576
    /14

    $11,750,000

    • 8 Beds
    • 10 Baths
    • 13,746 Sq Ft

    34 Boutonville Rd S, Pound Ridge, NY 10576

    Linden Farm. Reminiscent of the great old estates of Europe. Spectacular distant views from over 60 breathtaking acres with natural ponds, lush lawns, gardens and a multitude of magnificent age-old and specimen trees. Long, gated drive to the manor house built in 1929 in need of complete restoration and renovation. Being sold "as is." Structure has been taken down to the studs and is ready for a

    Mindy Weil Ginnel Real Estate

    34 Boutonville Rd S, Pound Ridge, NY 10576
  • 198 Barnegat Rd, Pound Ridge, NY 10576

    $1,650,000 Sold May 30, 2025

    • 4,786 Sq Ft
    • $345/SF
    • 19 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1998

    198 Barnegat Rd, Pound Ridge, NY 10576

    This stunning front porch colonial offers sophistication, privacy, and breathtaking natural beauty on historic Barnegat Road, one of Pound Ridge’s prestigious locales and one of the oldest streets in town. Just an hour from Manhattan, you can enjoy the serenity of nature in this picturesque country setting. Nestled on a spectacular lot, this exquisite home captures spectacular views of its lush

    Nikki McMann William Raveis-New York LLC

    198 Barnegat Rd, Pound Ridge, NY 10576
  • 0 Rolling Meadow Ln Unit ONEH6302491, Scotts Corners, NY 10576
    0 Rolling Meadow Ln Unit ONEH6302491, Scotts Corners, NY 10576
    0 Rolling Meadow Ln Unit ONEH6302491, Scotts Corners, NY 10576
    /10

    $4,500,000

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

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

    Build your dream home or compound surrounded by the natural beauty of this stunning 44-acre property located within one hour drive to NYC. The Mill River meanders through a landscape filled with mountain laurel, pine, and hemlock in this unspoiled corner of Pound Ridge. This incredible offering includes 10 building lots providing endless possibilities for development and a stunning backdrop to

    Catherine Workman Coldwell Banker Realty

    0 Rolling Meadow Ln Unit ONEH6302491, Scotts Corners, NY 10576
  • 10 Beech Hill Ln, Pound Ridge, NY 10576

    $3,350,000 Sold May 16, 2025

    • 5,830 Sq Ft
    • $575/SF
    • 21 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1974

    10 Beech Hill Ln, Pound Ridge, NY 10576

    A Zen-Like Oasis Within Reach of the City. Designed by renowned architect Vuko Tashkovich (trained under I.M. Pei & Eliot Noyes), this exquisite yet inviting five-bedroom contemporary home offers a seamless blend of modern elegance and natural tranquility. Nestled on 3.27 acres of lushly landscaped grounds, this private retreat features a serene lake with a dock—perfect for kayaking and fishing—a

    Maryellen Walsh Compass Greater NY, LLC

    10 Beech Hill Ln, Pound Ridge, NY 10576

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