Pound Ridge, NY Homes

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  $1,895,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 5,994 Sq Ft

  10 Samuel Dann Way, Pound Ridge, NY 10576

  Welcome to 10 Samuel Dann Way, a refreshed, classic center hall Colonial set on a peaceful cul-de-sac in a sought after neighborhood. The large living areas filled with natural light flow effortlessly, offering the perfect backdrop for entertaining or relaxing at home. The kitchen is complete with sleek countertops, double ovens, two dishwashers, ample cabinetry and is open to the informal living

  Patti Howard Compass Greater NY, LLC

  10 Samuel Dann Way, Pound Ridge, NY 10576
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  $18,000 per month

  • 4 Beds
  • 4.5 Baths
  • 4,825 Sq Ft
  • House for Rent

  97 Westchester Ave, Pound Ridge, NY 10576

  A Modern Retreat. A fresh take on a 1940’s Colonial. Stunning interior spaces with wide white oak floors, white walls, vaulted ceiling, Rais Danish stoves and sliding barn doors. Sun-filled rooms with easy, open floorplan designed for today’s lifestyle. Cheery Living Room with fireplace. Fabulous open-concept Dining Room and Kitchen with high-end finishes, vintage and custom lighting and

  Cheryl Neuburger Ginnel Real Estate

  97 Westchester Ave, Pound Ridge, NY 10576
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  $2,100,000 Sold Jul 16, 2025

  109 Old Church Ln, Pound Ridge, NY 10576

  • 3 Beds
  • 3 Baths
  • 3,042 Sq Ft
  • Built 1950

  Last Sold Summary

  • 14% Above List Price
  • $690/SF
  • 15 Days On Market

  Current Estimated Value $2,012,396

  Last Listing Agent Brian Milton Compass Greater NY, LLC

  109 Old Church Ln, Pound Ridge, NY 10576
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  Est $447,938 Not Listed For Sale

  82 Indian Hill Rd, Pound Ridge, NY 10576

  82 Indian Hill Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 28% Above List Price
  • 246 Days On Market

  • Last Sold Price $350,000
  • Jul 10, 2024

  Last Listing Agent Mary Brokate
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  $2,350,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,186 Sq Ft

  93 Cross Pond Rd, Pound Ridge, NY 10576

  Rare lakefront privacy in this charming 1940's vintage home with lakeside pool and almost 3 acres of flat, usable land. A stunning site, bordered by a forever green land preserve, broad lawns and water. The glacier formed lake is crystal clear, attracting an amazing display of birds and wildlife. Fabulous fishing, paddling, swimming, sailing. Not a cottage but a true house, the home is solidly

  Eric Rosenfeld William Raveis-New York LLC

  93 Cross Pond Rd, Pound Ridge, NY 10576
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  $7,495 per month

  • 3 Beds
  • 2.5 Baths
  • 2,309 Sq Ft
  • House for Rent

  9 Cedar Hill Ln, Pound Ridge, NY 10576

  A Sopihsticated Country Retreat in the Heart of Pound RidgePrivately set on over two acres of picturesque grounds, 9 Cedar Hill Lane presents a rare opportunity to enjoy refined country living with absolute ease. Thoughtfully renovated, this inviting Country Ranch-Style home blends timeless character with modern comfort—offering a lifestyle defined by simplicity, warmth, and understated

  Elaine Voss Coldwell Banker Realty

  9 Cedar Hill Ln, Pound Ridge, NY 10576
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  $1,300,000 Sold May 16, 2025

  25 Highview Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 3.5 Baths
  • 3,552 Sq Ft
  • Built 1986

  Last Sold Summary

  • 10% Below List Price
  • $366/SF
  • 127 Days On Market

  Current Estimated Value $1,354,674

  Last Listing Agent Anthony DeBellis Douglas Elliman Real Estate

  25 Highview Rd, Pound Ridge, NY 10576
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  Est $486,781 Not Listed For Sale

  84 Indian Hill Rd, Pound Ridge, NY 10576

  84 Indian Hill Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 22% Above List Price
  • 159 Days On Market

  • Last Sold Price $400,000
  • Apr 11, 2024

  Last Listing Agent Mary Brokate
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  $2,995,000

  • 5 Beds
  • 5 Baths
  • 5,500 Sq Ft

  217 Trinity Pass Rd, Pound Ridge, NY 10576

  This one-of-a-kind 5 bedroom, 5 full bathroom rustic Adirondack-style residence on one of the toniest roads in Pound Ridge sits on 6.5 private acres, complete with a pool, tennis court and treehouse. Situated in a resort like setting, the home's exquisite indoor-outdoor flow and abundant natural materials, you'll feel worlds away, but is just 3 minutes from town and an hour from NYC. Once owned

  Elizabeth Ronel Coldwell Banker Realty

  217 Trinity Pass Rd, Pound Ridge, NY 10576
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  $17,000 per month

  • 4 Beds
  • 6 Baths
  • 5,886 Sq Ft
  • House for Rent

  17 Fox Run Rd, Pound Ridge, NY 10576

  Welcome to your picturesque and dream rental, with breathtaking falling waters overlooking the rushing Mill River and one of the Twin Ponds. Water views and stunning interior design come together to create an unforgettable getaway experience. Contemporary home designed by noted architect Vuko Tashkovich who worked for the architects Eliot Noyes, John M. Johansen and I. M. Pei & Partners then

  Lindsay Matthews Houlihan Lawrence Inc.

  17 Fox Run Rd, Pound Ridge, NY 10576
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  $1,350,000 Sold Jul 15, 2025

  98 Hack Green Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 3.5 Baths
  • 3,134 Sq Ft
  • Built 1945

  Last Sold Summary

  • 13% Above List Price
  • $431/SF
  • 9 Days On Market

  Current Estimated Value $1,407,540

  Last Listing Agent Joanne Padawer Houlihan Lawrence Inc.

  98 Hack Green Rd, Pound Ridge, NY 10576
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  Not Listed For Sale

  0 Old Logging Rd Unit KEY835507, Bedford, NY 10506

  0 Old Logging Rd Unit KEY835507, Bedford, NY 10506

  Last Sold Summary

  • 19 Days On Market

  • Last Sold Price $450,000
  • Apr 08, 2025

  Last Listing Agent Joanne Padawer Houlihan Lawrence Inc.
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  $1,795,000

  • 4 Beds
  • 3.5 Baths
  • 3,736 Sq Ft

  78 Old Church Ln, Pound Ridge, NY 10576

  Magnificent home set on 4.6 acres of land offering privacy with panoramic views and a pristine modern interior. The first floor of this home features a custom Poggenpohl kitchen with center island and high end appliances that flows to a casual dining and sitting area with a fireplace. The family room boasts a tray ceiling with sliding glass doors to an expansive deck overlooking the beautiful

  Joseph Stilo Julia B Fee Sothebys Int. Rlty

  78 Old Church Ln, Pound Ridge, NY 10576
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  $14,000 per month

  • 4 Beds
  • 4.5 Baths
  • 4,866 Sq Ft
  • House for Rent

  448 Long Ridge Rd, Pound Ridge, NY 10576

  A rare short term rental escape where privacy, nature, and timeless elegance meet. Set on over six private acres bordering the Mianus River Preserve, this classic country home offers a serene retreat with uninterrupted views of the surrounding landscape. Rolling lawns, historic stonewalls, mature plantings, and beautifully designed gardens create a peaceful, park-like setting, with sweeping views

  Lindsay Matthews Houlihan Lawrence Inc.

  448 Long Ridge Rd, Pound Ridge, NY 10576
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  $1,795,000 Sold Jul 07, 2025

  26 Autumn Ridge Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 5 Baths
  • 6,178 Sq Ft
  • Built 1994

  Last Sold Summary

  • $291/SF
  • 20 Days On Market

  Current Estimated Value $1,898,820

  Last Listing Agent Lisa Fitz Ginnel Real Estate

  26 Autumn Ridge Rd, Pound Ridge, NY 10576
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  Est $1,409,179 Not Listed For Sale

  141 Parkview Rd N, Pound Ridge, NY 10576

  • 5 Beds
  • 3.5 Baths
  • 4,327 Sq Ft
  • Built 1971

  141 Parkview Rd N, Pound Ridge, NY 10576

  Last Sold Summary

  • 11% Above List Price
  • $295/SF
  • 55 Days On Market

  • Last Sold Price $1,275,000
  • Dec 13, 2024

  Last Listing Agent Adam Hade Compass Greater NY, LLC
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  $1,995,000

  • 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
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  $18,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,534 Sq Ft
  • House for Rent

  106 Old Stone Hill Rd, Pound Ridge, NY 10576

  Gracefully sited on almost 10 acres of pastoral property with pool, tennis and amazing gardens. Five bedroom home is the perfect country estate. Spectacular setting for both grand and intimate everyday living. Gorgeous views of the property and Pound Ridge Reservation.

  Mary Dowdle Ginnel Real Estate

  106 Old Stone Hill Rd, Pound Ridge, NY 10576
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  $1,585,000 Sold Jul 01, 2025

  8 Hemlock Hill Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 3 Baths
  • 3,772 Sq Ft
  • Built 1968

  Last Sold Summary

  • 35% Above List Price
  • $420/SF
  • 10 Days On Market

  Current Estimated Value $1,601,990

  Last Listing Agent Katie Durfee Corcoran Legends Realty

  8 Hemlock Hill Rd, Pound Ridge, NY 10576
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  Est $2,620,949 Not Listed For Sale

  63 Autumn Ridge Rd, Pound Ridge, NY 10576

  • 5 Beds
  • 4.5 Baths
  • 5,904 Sq Ft
  • Built 1997

  63 Autumn Ridge Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 3% Below List Price
  • $457/SF
  • 23 Days On Market

  • Last Sold Price $2,700,000
  • Jan 23, 2025

  Last Listing Agent Michael Neeley William Raveis-New York LLC
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  $2,775,000

  • 5 Beds
  • 6.5 Baths
  • 7,052 Sq Ft

  496 Long Ridge Rd, Bedford, NY 10506

  Welcome to an incredible retreat in beautiful Bedford, NY! This stunning 5-bedroom, 6.5-bath home spans over 10,000 square feet of elegant living space on nearly two acres of private land. From the moment you arrive, you will feel the warmth and sophistication of this well-designed residence.Step inside to find a gracious formal living and dining room that sets the tone for memorable

  Robin Bartholomew Berkshire Hathaway HS NE Prop.

  496 Long Ridge Rd, Bedford, NY 10506
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  $4,200 per month

  • 2 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • House for Rent

  4 Lower Trinity Pass Rd, Pound Ridge, NY 10576

  Welcome to this beautifully renovated home nestled in one of Westchester County’s most scenic and sought-after communities. From the moment you arrive, the classic red exterior and manicured grounds set the tone for what awaits inside. Step through the door of this charming home, in the heart of Pound Ridge and into a stunning open-concept main level where mid-century modern design meets timeless

  Tristen Sierra Coldwell Banker Realty

  4 Lower Trinity Pass Rd, Pound Ridge, NY 10576
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  $1,650,000 Sold May 30, 2025

  198 Barnegat Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 3.5 Baths
  • 4,786 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $345/SF
  • 19 Days On Market

  Current Estimated Value $1,765,008

  Last Listing Agent Nikki McMann William Raveis-New York LLC

  198 Barnegat Rd, Pound Ridge, NY 10576
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  Est $1,875,235 Not Listed For Sale

  86 West Rd, Pound Ridge, NY 10576

  • 5 Beds
  • 7 Baths
  • 5,220 Sq Ft
  • Built 2007

  86 West Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 13% Above List Price
  • $317/SF
  • 55 Days On Market

  • Last Sold Price $1,655,000
  • Feb 28, 2025

  Last Listing Agent Christine Ricci Keller Williams NY Realty
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  $3,250,000

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

  54 Cross Pond Rd, Pound Ridge, NY 10576

  A published, site-specific modern residence designed by Frank Lupo and Daniel Rowen, set on nearly 3.5 private waterfront acres in iconic Pound Ridge. Conceived as two self-sufficient wings connected by a dramatic cantilevered, arched roof, the home offers a rare balance of architectural integrity, privacy, and flexibility. Expanses of glass draw in natural light and frame long views across the

  Adam Hade Compass Greater NY, LLC

  54 Cross Pond Rd, Pound Ridge, NY 10576
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  $2,380,000 Sold Dec 26, 2025

  23 Kendall Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 4.5 Baths
  • 5,090 Sq Ft
  • Built 1998

  Last Sold Summary

  • 8% Above List Price
  • $468/SF
  • 15 Days On Market

  Current Estimated Value $2,307,080

  Last Listing Agent Lisa Fitz Ginnel Real Estate

  23 Kendall Rd, Pound Ridge, NY 10576
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  Est $1,132,912 Not Listed For Sale

  78 Hack Green Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 2.5 Baths
  • 2,155 Sq Ft
  • Built 1968

  78 Hack Green Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 28% Above List Price
  • $412/SF
  • 35 Days On Market

  • Last Sold Price $887,500
  • Jan 22, 2024

  Last Listing Agent Mary Anne Condon Ginnel Real Estate
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  $2,995,000

  • 4 Beds
  • 3.5 Baths
  • 5,000 Sq Ft

  12 Bishop Park Rd, Pound Ridge, NY 10576

  Generational Compound with all the luxuries & amenities one desires. Cascading pool with waterfall spa, guest house, pond, gardens and private property. Set down a quiet lane this resort-style estate is prime living-just one hour from NYC. A tranquil place to call home for the discerning buyer who can spot special custom home. A thoughtful and tasteful full renovation was completed in 2013. The

  Michael Kaplan Michael J. Kaplan

  12 Bishop Park Rd, Pound Ridge, NY 10576
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  $1,400,000 Sold Jul 18, 2025

  9 Winterbottom Ln, Pound Ridge, NY 10576

  • 4 Beds
  • 2.5 Baths
  • 2,477 Sq Ft
  • Built 1979

  Last Sold Summary

  • 17% Above List Price
  • $565/SF
  • 6 Days On Market

  Current Estimated Value $1,406,453

  Last Listing Agent Lisa Fitz Ginnel Real Estate

  9 Winterbottom Ln, Pound Ridge, NY 10576
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  Est $2,498,938 Not Listed For Sale

  236 Eastwoods Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 3.5 Baths
  • 4,901 Sq Ft
  • Built 1860

  236 Eastwoods Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 14% Above List Price
  • $449/SF
  • 17 Days On Market

  • Last Sold Price $2,200,000
  • May 24, 2024

  Last Listing Agent Michael Neeley William Raveis-New York LLC
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  $1,700,000 Open Sun 12PM - 4PM

  • 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
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  $1,365,000 Sold Dec 11, 2025

  20 Salem Rd, Pound Ridge, NY 10576

  • 4 Beds
  • 3.5 Baths
  • 3,212 Sq Ft
  • Built 1800

  Last Sold Summary

  • 2% Below List Price
  • $425/SF
  • 97 Days On Market

  Current Estimated Value $1,362,125

  Last Listing Agent Jessica Watts Howard Hanna Rand Realty

  20 Salem Rd, Pound Ridge, NY 10576
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  Est $1,086,079 Not Listed For Sale

  34 Siscowit Rd, Pound Ridge, NY 10576

  • 3 Beds
  • 2.5 Baths
  • 2,220 Sq Ft
  • Built 1978

  34 Siscowit Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 9% Above List Price
  • $449/SF
  • 13 Days On Market

  • Last Sold Price $996,000
  • Jan 27, 2025

  Last Listing Agent Mary Anne Condon Ginnel Real Estate
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  $1,825,000

  • 4 Beds
  • 3.5 Baths
  • 6,070 Sq Ft

  26 Major Tallmadge Ln, Pound Ridge, NY 10576

  Set gracefully back from a cul-de-sac on 3 private acres, this well-maintained Colonial offers custom details from the original owner. The backyard is a summer oasis with a sparkling pool, multiple lounging areas, and BBQ space, all surrounded by lush, flowering landscaping. Inside, the Living and Dining Rooms share a two-sided fireplace for easy flow and entertaining. The white kitchen with

  Maryellen Walsh Compass Greater NY, LLC

  26 Major Tallmadge Ln, Pound Ridge, NY 10576
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  $753,000 Sold Jun 24, 2025

  161 Parkview Rd N, Pound Ridge, NY 10576

  • 3 Beds
  • 2.5 Baths
  • 2,116 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Above List Price
  • $356/SF
  • 40 Days On Market

  Current Estimated Value $831,083

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  161 Parkview Rd N, Pound Ridge, NY 10576
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  Est $1,027,488 Not Listed For Sale

  47 Hack Green Rd, Pound Ridge, NY 10576

  • 3 Beds
  • 2.5 Baths
  • 2,658 Sq Ft
  • Built 1969

  47 Hack Green Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 37% Above List Price
  • $283/SF
  • 25 Days On Market

  • Last Sold Price $751,000
  • Aug 01, 2024

  Last Listing Agent Francie Malina Compass Greater NY, LLC
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  $2,150,000

  • 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
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  $1,390,000 Sold Sep 04, 2025

  32 Pine Dr, Pound Ridge, NY 10576

  • 4 Beds
  • 3.5 Baths
  • 5,020 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $277/SF
  • 33 Days On Market

  Current Estimated Value $1,509,397

  Last Listing Agent Barbara Araujo Coldwell Banker Realty

  32 Pine Dr, Pound Ridge, NY 10576
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  Est $1,259,248 Not Listed For Sale

  102 Conant Valley Rd, Pound Ridge, NY 10576

  • 3 Beds
  • 3 Baths
  • 2,710 Sq Ft
  • Built 1938

  102 Conant Valley Rd, Pound Ridge, NY 10576

  Last Sold Summary

  • 19% Above List Price
  • $390/SF
  • 10 Days On Market

  • Last Sold Price $1,058,000
  • Jun 03, 2024

  Last Listing Agent Michael Neeley William Raveis-New York LLC
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  $1,890,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 5,015 Sq Ft

  17 Spyrock Rd, Pound Ridge, NY 10576

  This beautifully appointed, grand and stylish Colonial seamlessly blends grand-scale entertaining with intimate everyday living. Highly sought after location at the end of a quiet cul-de-sac, the home offers exceptional privacy while remaining just minutes from Bedford Village, Scotts Corners, and acclaimed Jean-Georges’ Inn at Pound Ridge. Thoughtfully laid out with a designers aesthetic,

  Sarah Stone The Higgins Group Inc

  17 Spyrock Rd, Pound Ridge, NY 10576

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