2,440

Pound Ridge, NY Homes

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  • 233 Upper Shad Rd, Pound Ridge, NY 10576

    $1,211,000

    Sold Sep 12, 2025

    233 Upper Shad Rd, Pound Ridge, NY 10576

    • 4 Beds
    • 3.5 Baths
    • 3,123 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $388/SF
    • 22 Days On Market

    Current Estimated Value $1,232,559

    Last Listing Agent Elaine Voss Coldwell Banker Realty

    233 Upper Shad Rd, Pound Ridge, NY 10576
  • 59 Shad Rd W, Pound Ridge, NY 10576
    59 Shad Rd W, Pound Ridge, NY 10576
    59 Shad Rd W, Pound Ridge, NY 10576
    /33

    $850,000

    $70K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    59 Shad Rd W, Pound Ridge, NY 10576

    Welcome to 59 Shad Road West in Pound Ridge—a rare opportunity for New York City buyers seeking a seamless transition from urban living to a private, nature-rich retreat without sacrificing accessibility. Set on 2.3 tranquil acres, this 3-bedroom, 2-bath home offers the kind of space, quiet, and natural beauty that’s simply unattainable in the city. With deeded rights to the Lake just steps away,

    Richard Gutner Howard Hanna Rand Realty

    59 Shad Rd W, Pound Ridge, NY 10576
  • 139 Brook Farm Rd E, Pound Ridge, NY 10576

    $1,275,000

    Sold Jun 30, 2025

    139 Brook Farm Rd E, Pound Ridge, NY 10576

    • 4 Beds
    • 3 Baths
    • 3,014 Sq Ft
    • Built 1967

    Last Sold Summary

    • $423/SF
    • 20 Days On Market

    Current Estimated Value $1,297,052

    Last Listing Agent Kathleen Long Coldwell Banker Realty

    139 Brook Farm Rd E, 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
    • 44.21 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
  • 100 Salem Rd, Pound Ridge, NY 10576

    $1,050,000

    Sold May 29, 2026

    100 Salem Rd, Pound Ridge, NY 10576

    • 3 Beds
    • 1.5 Baths
    • 1,558 Sq Ft
    • Built 1935

    Last Sold Summary

    • 12% Below List Price
    • $674/SF
    • 128 Days On Market

    Current Estimated Value $1,106,700

    Last Listing Agent Nicole DiSalvo BHHS Hudson Valley Properties

    100 Salem Rd, Pound Ridge, NY 10576
  • 334 Pine Brook Rd, Pound Ridge, NY 11961
    334 Pine Brook Rd, Pound Ridge, NY 11961
    334 Pine Brook Rd, Pound Ridge, NY 11961
    /28

    $849,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft

    334 Pine Brook Rd, Pound Ridge, NY 11961

    THE PERFECT RETREAT. Overlooking a pristine pond and stream, charming Country House with elements of a European chalet. Striking interior spaces with vaulted and beamed ceilings and walls of glass to capture light and views. Dramatic Living Room with vaulted ceiling and floor-to-ceiling stone fireplace. Country Kitchen with Dining Area and fireplace. Three sun-filled Bedrooms. Two Baths.

    Mary Anne Condon Ginnel Real Estate

    334 Pine Brook Rd, Pound Ridge, NY 11961
  • 31 Winterbottom Ln, Pound Ridge, NY 10576

    $1,500,000

    Sold Jun 27, 2025

    31 Winterbottom Ln, Pound Ridge, NY 10576

    • 5 Beds
    • 5.5 Baths
    • 3,742 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Above List Price
    • $401/SF
    • 19 Days On Market

    Current Estimated Value $1,473,009

    Last Listing Agent Colette Dornblum Julia B Fee Sothebys Int. Rlty

    31 Winterbottom Ln, Pound Ridge, NY 10576
  • 58 Old Logging Rd, Bedford, NY 10506
    58 Old Logging Rd, Bedford, NY 10506
    58 Old Logging Rd, Bedford, NY 10506
    /34

    $1,995,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 4,842 Sq Ft

    58 Old Logging Rd, Bedford, NY 10506

    Elegant and timeless, this five-bedroom Georgian Colonial is set on a tranquil cul-de-sac, crowning a gentle rise amid sweeping meadows and striking rock outcroppings. Impeccably maintained, a two-story entry introduces interiors of classic elegance and finely crafted moldings, where gracious formal living and dining rooms unfold with ease. The magnificent music room showcases a cathedral ceiling

    David Turner Compass Greater NY, LLC

    58 Old Logging Rd, Bedford, NY 10506
  • 160 Barnegat Rd, Pound Ridge, NY 10576

    $1,758,000

    Sold Sep 29, 2025

    160 Barnegat Rd, Pound Ridge, NY 10576

    • 3 Beds
    • 2.5 Baths
    • 2,006 Sq Ft
    • Built 1800

    Last Sold Summary

    • 10% Below List Price
    • $876/SF
    • 18 Days On Market

    Current Estimated Value $1,545,344

    Last Listing Agent Suzanne Bowers Corcoran Legends Realty

    160 Barnegat 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
    /28

    $2,650,000

    • 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
  • 67 Old Logging Rd, Bedford, NY 10506

    $1,568,000

    Sold Aug 18, 2025

    67 Old Logging Rd, Bedford, NY 10506

    • 4 Beds
    • 3.5 Baths
    • 4,785 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $328/SF
    • 27 Days On Market

    Current Estimated Value $1,773,138

    Last Listing Agent Cheryl Neuburger Ginnel Real Estate

    67 Old Logging Rd, Bedford, NY 10506
  • 9 Lewis Rd Unit 17, Pound Ridge, NY 10576
    9 Lewis Rd Unit 17, Pound Ridge, NY 10576
    9 Lewis Rd Unit 17, Pound Ridge, NY 10576
    /34

    $1,999,999

    Pending
    • 3 Beds
    • 3 Baths
    • 2,600 Sq Ft

    9 Lewis Rd Unit 17, Pound Ridge, NY 10576

    THE PERFECT COUNTRY COMPOUND. Rare offering in one of Bedford's most sought-after neighborhoods. This truly move-in ready stone and shingle expanded farmhouse blends timeless country charm with the clean lines and sleek finishes of new construction — on nearly 3 beautifully landscaped acres along a private bucolic road with direct walking access to Ward Pound Ridge Reservation. Flexible

    Mindy Weil Ginnel Real Estate

    9 Lewis Rd Unit 17, Pound Ridge, NY 10576
  • 41 Old Mill River Rd, Pound Ridge, NY 10576

    $1,979,000

    Sold Sep 29, 2025

    41 Old Mill River Rd, Pound Ridge, NY 10576

    • 4 Beds
    • 3.5 Baths
    • 3,812 Sq Ft
    • Built 1978

    Last Sold Summary

    • 21% Below List Price
    • $519/SF
    • 54 Days On Market

    Current Estimated Value $1,895,358

    Last Listing Agent Angela Kessel Houlihan Lawrence Inc.

    41 Old Mill River Rd, Pound Ridge, NY 10576
  • 54 Cross Pond Rd, Pound Ridge, NY 10576
    54 Cross Pond Rd, Pound Ridge, NY 10576
    54 Cross Pond Rd, Pound Ridge, NY 10576
    /49

    $3,250,000

    • 4 Beds
    • 4.5 Baths
    • 5,386 Sq Ft

    54 Cross Pond Rd, Pound Ridge, NY 10576

    The Cross Pond Residence, designed by acclaimed architect Frank Lupo, FAIA, is a rare architect-designed estate set on 3.48 private acres overlooking a large pond in Pound Ridge. Conceived as a series of interconnected structures thoughtfully positioned within the landscape, the property offers a level of design, craftsmanship, and flexibility seldom found in residential architecture. The main

    Adam Hade Compass Greater NY, LLC

    54 Cross Pond Rd, Pound Ridge, NY 10576
  • 4 Brook Farm Cir, Pound Ridge, NY 10576

    $1,503,000

    Sold Sep 22, 2025

    4 Brook Farm Cir, Pound Ridge, NY 10576

    • 4 Beds
    • 3.5 Baths
    • 3,167 Sq Ft
    • Built 1968

    Last Sold Summary

    • 20% Above List Price
    • $475/SF
    • 18 Days On Market

    Current Estimated Value $1,489,778

    Last Listing Agent Mark Boyland Keller Williams Realty Partner

    4 Brook Farm Cir, Pound Ridge, NY 10576
  • 17 Highview Rd, Pound Ridge, NY 10576
    17 Highview Rd, Pound Ridge, NY 10576
    17 Highview Rd, Pound Ridge, NY 10576
    /23

    $919,000

    $6K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,851 Sq Ft

    17 Highview Rd, Pound Ridge, NY 10576

    This private and spacious home sits on 2.5 acres of beautiful land in Pound Ridge, and is the ideal Westchester retreat. It has that perfect mix of "peace and quiet" without being completely off the grid. With 4 bedrooms and 3 full bathrooms, you’ll have plenty of room for everyone. The versatile floor plan offers endless possibilities to make the space your own. Enjoy a bright eat-in kitchen

    Mark Boyland Keller Williams Realty Partner

    17 Highview Rd, Pound Ridge, NY 10576
  • 27 West Ln, Pound Ridge, NY 10576

    $1,650,000

    Sold Dec 16, 2025

    27 West Ln, Pound Ridge, NY 10576

    • 4 Beds
    • 3.5 Baths
    • 4,400 Sq Ft
    • Built 1945

    Last Sold Summary

    • 10% Below List Price
    • $375/SF
    • 65 Days On Market

    Current Estimated Value $1,667,977

    Last Listing Agent Paula Waldman Berkshire Hathaway NE Prop.

    27 West Ln, Pound Ridge, NY 10576
  • 186 High Ridge Rd, Pound Ridge, NY 10576
    186 High Ridge Rd, Pound Ridge, NY 10576
    186 High Ridge Rd, Pound Ridge, NY 10576
    /42

    $960,000

    • 4 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    186 High Ridge Rd, Pound Ridge, NY 10576

    Private updated retreat within minutes to Scott's Corners, and across the street from Pound Ridge Town Park. Enjoy the wood burning fireplace in the living room, updated kitchen with new appliances, updated baths, and hardwood floors throughout. Easy flow with rooms bathed in natural light and deck off kitchen makes entertaining, or basking in the sun, a breeze. This home sits on 2.81 private

    Jessica Watts Howard Hanna Rand Realty

    186 High Ridge Rd, Pound Ridge, NY 10576
  • 16 Gorge Ln, Pound Ridge, NY 10576

    $3,175,000

    Sold Dec 22, 2025

    16 Gorge Ln, Pound Ridge, NY 10576

    • 4 Beds
    • 5 Baths
    • 4,712 Sq Ft
    • Built 1997

    Last Sold Summary

    • 4% Below List Price
    • $674/SF
    • 112 Days On Market

    Current Estimated Value $3,251,453

    Last Listing Agent Julie Setterlund Julia B Fee Sothebys Int. Rlty

    16 Gorge Ln, Pound Ridge, NY 10576
  • 559 Pound Ridge Rd, Pound Ridge, NY 10576
    559 Pound Ridge Rd, Pound Ridge, NY 10576
    559 Pound Ridge Rd, Pound Ridge, NY 10576
    /21

    $1,699,000

    $196K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,908 Sq Ft

    559 Pound Ridge Rd, Pound Ridge, NY 10576

    RARE BEDFORD WATERFRONT. Overlooking the pristine waters of Blue Heron Lake. Sophisticated Modern with beautifully renovated spaces. Fresh and crisp interior with minimalist aesthetic. Walls of windows capture spectacular lake views. Dramatic open floor plan with sun-filled rooms, high ceilings and clean lines. Bright and airy living space offering the ease of one-level living. Impressive Great

    Mindy Weil Ginnel Real Estate

    559 Pound Ridge Rd, Pound Ridge, NY 10576
  • 30 Knapp Rd, Pound Ridge, NY 10576

    $2,075,000

    Sold Jan 28, 2026

    30 Knapp Rd, Pound Ridge, NY 10576

    • 5 Beds
    • 7 Baths
    • 7,970 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $260/SF
    • 54 Days On Market

    Current Estimated Value $2,077,110

    Last Listing Agent Beth Silfen Compass Greater NY, LLC

    30 Knapp Rd, Pound Ridge, NY 10576
  • 83 Upper Shad Rd, Pound Ridge, NY 10576
    83 Upper Shad Rd, Pound Ridge, NY 10576
    83 Upper Shad Rd, Pound Ridge, NY 10576
    /47

    $1,499,000

    Open Sun 12PM - 2PM $201K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,467 Sq Ft

    83 Upper Shad Rd, Pound Ridge, NY 10576

    A Modern Colonial Retreat, 83 Upper Shad Road, is situated on 2.25 private, level acres in the heart of Pound Ridge. Mature trees and professionally designed landscaping create a serene, park-like environment, with an in-ground pool and manicured green expanses that surround the home. (Did I forget to mention the babbling brook at the corner of the property?) The home features a primary bedroom

    Richard Esman Douglas Elliman Real Estate

    83 Upper Shad Rd, Pound Ridge, NY 10576
  • 119 Cross Pond Rd, Pound Ridge, NY 10576

    $1,505,000

    Sold Jul 31, 2025

    119 Cross Pond Rd, Pound Ridge, NY 10576

    • 4 Beds
    • 3.5 Baths
    • 3,186 Sq Ft
    • Built 1960

    Last Sold Summary

    • $472/SF
    • 15 Days On Market

    Current Estimated Value $1,464,311

    Last Listing Agent Michael Neeley William Raveis-New York LLC

    119 Cross Pond Rd, Pound Ridge, NY 10576
  • 120 Kitchawan Rd, Pound Ridge, NY 10576
    120 Kitchawan Rd, Pound Ridge, NY 10576
    120 Kitchawan Rd, Pound Ridge, NY 10576
    /40

    $1,525,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,804 Sq Ft

    120 Kitchawan Rd, Pound Ridge, NY 10576

    Experience true serenity in this stunning modern retreat in the woods of Pound Ridge. A dramatic entrance welcomes you into the home with vaulted cedar ceilings, Brazilian cherry floors, mahogany steps, and black cherry millwork. The free-flowing open floor plan connects skylit dining room, beautiful SieMatic custom kitchen, and two sunny living rooms, each with a wood burning fireplace. Main

    Christine Ricci Keller Williams NY Realty

    120 Kitchawan Rd, Pound Ridge, NY 10576
  • 440 Long Ridge Rd, Pound Ridge, NY 10576

    $4,500,000

    Sold May 01, 2026

    440 Long Ridge Rd, Pound Ridge, NY 10576

    • 4 Beds
    • 4.5 Baths
    • 6,854 Sq Ft
    • Built 1935

    Last Sold Summary

    • 29% Above List Price
    • $657/SF
    • 12 Days On Market

    Current Estimated Value $2,778,159

    Last Listing Agent Jody Rosen Julia B Fee Sothebys Int. Rlty

    440 Long Ridge Rd, Pound Ridge, NY 10576
  • 142 High Ridge Rd, Pound Ridge, NY 10576
    142 High Ridge Rd, Pound Ridge, NY 10576
    142 High Ridge Rd, Pound Ridge, NY 10576
    /23

    $795,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,363 Sq Ft

    142 High Ridge Rd, Pound Ridge, NY 10576

    SNUG HIll. Step into the past! Rare opportunity to acquire one of Pound Ridge’s Landmark antiques. Handsome 1860 Colonial, a former Hoyt Homestead. Incredible period details including aged Chestnut floors, raised paneling and a stone fireplace. Beautiful Living Room with fireplace. Formal Dining Room with chair rail. Renovated Kitchen with custom cabinets and updated appliances. Two, potentially

    George D'Ambrosio Ginnel Real Estate

    142 High Ridge Rd, Pound Ridge, NY 10576
  • 75 West Rd, Pound Ridge, NY 10576

    $875,000

    Sold Jul 31, 2025

    75 West Rd, Pound Ridge, NY 10576

    • 5 Beds
    • 2.5 Baths
    • 2,772 Sq Ft
    • Built 1964

    Last Sold Summary

    • 3% Below List Price
    • $316/SF
    • 56 Days On Market

    Current Estimated Value $949,265

    Last Listing Agent Vikktoria Cooper Coldwell Banker Realty

    75 West Rd, Pound Ridge, NY 10576

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