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Pound Ridge, NY Homes for Sale with Garage

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  • /40

    $2,650,000

    $125K PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 10,035 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 gatherings.

    Agent Photo

    Robin Bartholomew

    Berkshire Hathaway NE Prop.

    (914) 350-2136

    496 Long Ridge Rd, Bedford, NY 10506
  • /35

    $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
  • /33

    $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
  • /34

    $1,999,999

    Coming Soon
    • 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
  • /47

    $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
  • /22

    $2,499,000

    • 3 Beds
    • 2.5 Baths
    • 4,225 Sq Ft

    259 Westchester Ave, Pound Ridge, NY 10576

    INVESTMENT OR END-USER OPPORTUNITY......Directly across the street from one of the most notable restaurants in Northern Westchester - The Inn at Pound Ridge by Jean-Georges is this mixed-use offering composed of three unique spaces. A mixed-use property perfect for an end user or Investor!PROPERTY OFFERING AT A GLANCE: (1) A fully renovated main building/showroom/retail with a 1.5M infusion

    Justin Pieragostini Coldwell Banker Realty

    259 Westchester Ave, Pound Ridge, NY 10576
  • /3

    $3,500,000

    • 5 Beds
    • 5.5 Baths
    • 3,800 Sq Ft

    515 Long Ridge Rd, Bedford, NY 10506

    New construction in the heart of Pound Ridge, this modern European-inspired residence is gracefully set on a picturesque property overlooking Pinebrook Road. Thoughtfully designed to blend clean architectural lines with warm, natural materials, the home is complemented by a charming, fully renovated two-bedroom, 861-square-foot cottage—ideal for guests, extended stays, or flexible living.

    Mark Boyland Keller Williams Realty Partner

    515 Long Ridge Rd, Bedford, NY 10506
  • /33

    $2,999,000

    • 6 Beds
    • 6 Baths
    • 8,000 Sq Ft

    180 Stone Hill Rd, Bedford, NY 10506

    This Prime Bedford Estate, solidly built in 2005, is on over 9 acres of open, level land with a bridge crossing your private pond. The property is private and secluded. The house has a grand floor plan with gracious formal and family spaces for entertaining inside and out.This majestic house has an impressive two-story entry with a bifurcated staircase. There are six generously sized

    Anthony DiLullo D & D Real Estate Services Grp

    180 Stone Hill Rd, Bedford, NY 10506
  • /2

    $1,299,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,456 Sq Ft

    41 Pheasant Rd, Pound Ridge, NY 10576

    A chance to own in one of the most sought after neighborhoods in Pound Ridge. This colonial is a recreation lovers dream. Set on over two private acres, this home features a private pond, with flat manicured spaces made for indoor/outdoor living. Oversized windows enhance the view from every room and bathe the rooms in natural light; while the thoughtful floor plan provides generous living and

    Jessica Watts Howard Hanna Rand Realty

    41 Pheasant Rd, Pound Ridge, NY 10576
  • /14

    $11,499,000

    • 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
  • /40

    $1,100,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    23 Pound Ridge Rd, Pound Ridge, NY 10576

    Experience the character of the historic Partridge Thatcher House (c.1788), thoughtfully updated for today's lifestyle. This well-maintained home offers a flexible floor plan with a sun filled living room with fireplace, dining room with original fireplace and pizza oven, along with a first-floor guest suite. The renovated kitchen (2020) features stainless steel appliances, granite countertops,

    Kate White Houlihan Lawrence Inc.

    23 Pound Ridge Rd, Pound Ridge, NY 10576
  • /31

    $1,595,000

    $200K PRICE DROP
    • 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
  • /22

    $925,000

    • 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
  • /48

    $1,700,000

    Open Sun 1PM - 3PM
    • 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
  • /40

    $1,525,000

    • 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
  • /23

    $795,000

    • 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
  • /50

    $3,250,000

    • 4 Beds
    • 4.5 Baths
    • 5,575 Sq Ft

    127 Boutonville Rd, Pound Ridge, NY 10576

    Welcome to Brooke Hollow, a private and refined country estate set on over 8.7 acres along one of Pound Ridge’s most desirable roads. Tucked behind a gated entrance, the property unfolds into a quiet, beautifully composed landscape of rolling lawns, mature plantings, three serene ponds, and wooded walking paths that create a true sense of privacy and permanence. The grounds are thoughtfully

    Samuel Berek Serhant LLC

    127 Boutonville Rd, Pound Ridge, NY 10576
  • /30

    $1,895,000

    • 4 Beds
    • 4.5 Baths
    • 4,421 Sq Ft

    71 Old Stone Hill Rd, Pound Ridge, NY 10576

    Set high on a hill overlooking the Pound Ridge Reservation, 71 Old Stone Hill Road is a dramatic Modern positioned to capture natural light and distant views. Constructed in 1987 housing approximately 4420 square feet of living space, the interior is stunning. The floorplan is open and fluid allowing for seamless entertaining. Clean, crisp lines, walls of windows, high ceilings, lots of glass,

    Lisa Fitz Ginnel Real Estate

    71 Old Stone Hill Rd, Pound Ridge, NY 10576
  • /49

    $2,699,000

    • 5 Beds
    • 6.5 Baths
    • 6,018 Sq Ft

    105 Cross Pond Rd, Pound Ridge, NY 10576

    Step into a slice of Mediterranean paradise at 105 Cross Pond Road, where timeless elegance meets modern luxury. This breathtaking villa, inspired by classic European architecture, boasts over 6,000 square feet of refined living space on 5.+ meticulously landscaped acres. From the iconic red clay roof to the graceful stucco and stately arches, this property exudes sophistication at every turn.

    Korab Krasniqi Compass Greater NY, LLC

    105 Cross Pond Rd, Pound Ridge, NY 10576
  • /50

    $1,595,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,545 Sq Ft

    80 Hack Green Rd, Pound Ridge, NY 10576

    First time on the market from the original owner, this rare and uniquely captivating estate, 80 Hack Green Road, perfectly reflects its prestigious address. Privately set on almost three impeccably landscaped, completely flat acres between Scotts Corner and New Canaan, this distinguished brick and stucco colonial Tudor offers approximately 4,000 square feet of exceptional craftsmanship and

    Natalia Wixom Compass Greater NY, LLC

    80 Hack Green Rd, Pound Ridge, NY 10576
  • /36

    $1,599,000

    • 5 Beds
    • 3.5 Baths
    • 3,975 Sq Ft

    44 Scofield Rd, Pound Ridge, NY 10576

    Beautifully set on 2.29 private acres, this updated Colonial blends classic design with modern comfort, offering expansive living spaces and a highly functional layout. A stone-pillar entrance leads to a meticulously maintained home featuring a dramatic two-story foyer, formal living and dining rooms, and an updated chef’s kitchen with refinished cabinetry, professional-grade stainless steel

    Margo Lancia Houlihan Lawrence Inc.

    44 Scofield Rd, Pound Ridge, NY 10576
  • /46

    $1,499,000

    • 4 Beds
    • 3.5 Baths
    • 3,909 Sq Ft

    29 Kinnicutt Rd E, Pound Ridge, NY 10576

    Calling all nature lovers! This award winning (American Institute of Architects Design Award) farmhouse, is a woodland paradise. Set at the end of a private road, with stone outcroppings and it's own mini trail system, this is a quiet retreat with all the updates. An entertainer's dream; this home is equipped with a chef's kitchen featuring custom cabinets, vaulted ceilings, a new butcher block

    Jessica Watts Howard Hanna Rand Realty

    29 Kinnicutt Rd E, Pound Ridge, NY 10576
  • /42

    $1,149,900

    • 5 Beds
    • 3 Baths
    • 3,024 Sq Ft

    8 Upper Shad Rd, Pound Ridge, NY 10576

    This hilltop sanctuary features proximity to Scott's Corners (1 min drive, 5 min walk) combined with complete privacy. Nestled in the trees, the contemporary style embraces nature at every turn. Featuring vaulted ceilings, open floor plan in the main living space, three wood burning stoves, and a freshly updated back deck (highlighting one of the giant trees on property) this is an entertainers

    Jessica Watts Howard Hanna Rand Realty

    8 Upper Shad Rd, Pound Ridge, NY 10576
  • /42

    $2,700,000

    • 6 Beds
    • 7.5 Baths
    • 8,900 Sq Ft

    11 Lost Nations Rd, Pound Ridge, NY 10576

    Set on over two spectacular acres in a premier location in Pound Ridge, this custom built Colonial offers an extraordinary blend of scale, craftsmanship, and complete privacy. Tucked along a quiet country road, this home has exquisite architectural detail throughout that includes extensive custom millwork, gleaming hardwood floors, soaring ceilings, and spacious rooms that create an atmosphere of

    Nikki McMann William Raveis-New York LLC

    11 Lost Nations Rd, Pound Ridge, NY 10576
  • /39

    $1,890,000

    • 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. New Roof, New kitchen and appliances including

    Sarah Stone The Higgins Group Inc

    17 Spyrock Rd, Pound Ridge, NY 10576
  • /37

    $4,350,000

    $645K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 4,718 Sq Ft

    39 Old Snake Hill Rd, Pound Ridge, NY 10576

    Behind private gates, nearly six acres of bucolic countryside unfold around a spring-fed lake — a setting that feels worlds away, yet sits just one hour from Manhattan.Gut-renovated to the studs and reimagined from the ground up, this Pound Ridge estate blends Mid-Century Modern design with original stone construction and hand-hewn beams — a rare marriage of architectural integrity and

    Angela Kessel Houlihan Lawrence Inc.

    39 Old Snake Hill Rd, Pound Ridge, NY 10576
  • /42

    $1,895,000

    $100K PRICE DROP
    • 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
  • /15

    $1,600,000

    $14M PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,936 Sq Ft

    7 Samuel Dann Way, Pound Ridge, NY 10576

    A rare gem in Pound Ridge, this expansive 5-bed, 4-bath colonial is your chance to own a grand estate built in 2001, boasting nearly 5,750 sq. ft. on a serene cul-de-sac. Though occupied there are no showings, this is a prime opportunity for savvy buyers ready to close with cash. Imagine the potential secure this stately home and make it your own Don t miss out on this rare Pound Ridge offering.

    Arafat Ibrahim AI Realty Brokerage LLC

    7 Samuel Dann Way, Pound Ridge, NY 10576
  • /47

    $3,950,000

    • 6 Beds
    • 9 Baths
    • 6,873 Sq Ft

    17 Great Hill Farms Rd, Bedford, NY 10506

    The pinnacle of Modern Colonial elegance in Pound Ridge: timelessclassicism elevated to a grand scale, featuring spacious rooms, prestigeamenities and luxury finishes crafted for contemporary comfort. Set on 3.7acres on exclusive Great Hill Farms Road, it’s minutes from both BedfordVillage and Stamford and an hour to Manhattan. Sunlight streams through the double-height entry,

    Katherine Biddle Houlihan Lawrence Inc.

    17 Great Hill Farms Rd, Bedford, NY 10506
  • /37

    $2,750,000

    • 4 Beds
    • 4.5 Baths
    • 6,272 Sq Ft

    240 Eastwoods Rd, Pound Ridge, NY 10576

    Cozy-chic country Colonial thoughtfully reimagined from top to bottom by an award-winning international designer. Many details reflect quality materials and a highly curated aesthetic. The heart of the home is a bespoke chef's kitchen anchored by striking Viola Fantastico marble, a deVOL English sink, professional-grade ILVE range, Waterworks fixtures, Apparatus lighting, custom Vermont oak

    Michael Neeley William Raveis-New York LLC

    240 Eastwoods Rd, Pound Ridge, NY 10576
  • /28

    $875,000

    • 3 Beds
    • 2 Baths
    • 2,046 Sq Ft

    245 Salem Rd, Pound Ridge, NY 10576

    Welcome to 245 Salem Rd. in pastoral Pound Ridge, NY. This updated ranch sits atop a gently rolling hill amid a park-like setting with beautiful views from every window. The property has been recently updated with a new energy efficient heat pump system that provides year round cooling and heating. A partially finished basement includes walk-out access and a spacious home office. The warm

    Jonathan Minerick HomeCoin.com

    245 Salem Rd, Pound Ridge, NY 10576
  • /50

    $75,000,000

    • 8 Beds
    • 14 Baths
    • 15,944 Sq Ft

    1233 Rock Rimmon Rd, Stamford, CT 06903

    An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled

    Leslie McElwreath Sotheby's International Realty

    1233 Rock Rimmon Rd, Stamford, CT 06903
  • /50

    $2,499,000

    • 5 Beds
    • 5.5 Baths
    • 6,350 Sq Ft

    233 Long Ridge Rd, Bedford, NY 10506

    Some properties simply cannot be recreated.They are collected over centuries. Layer by layer. Story by story. Stone by stone.Set behind towering trees and abutting hundreds of protected acres of the Mianus River Gorge Preserve, this exceptional Bedford estate offers a rare opportunity to own a thoughtfully restored historic property surrounded by natural beauty and privacy.Dating back

    Kile Boga-Ibric Houlihan Lawrence Inc.

    233 Long Ridge Rd, Bedford, NY 10506

Home Trends in Pound Ridge, NY

Housing Trends

Median Sale Price
$1,650,000
Median Single Family Sale Price
$1,650,000
Average Price Per Sq Ft
$484
Number of Homes for Sale
29
Last 12 months Home Sales
60
Months of Supply
5.80
Median List Price
$1,599,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
24%
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