Pound Ridge NY Real Estate & Homes for Sale

24 Properties Found

Sort Results:
1–24 of 24 properties displayed
Refine Property Search
Page 1 of 1    Prev | Next
Beds:
3
Baths:
2.00
Sq.Ft.:
1,644
Status:
NEW LISTING
MLS#:
979458
Type:
Single Family
Lot size:
3 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Ginnel Real Estate 914-234-9234
View additional info

ADDITIONAL INFORMATION

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. Incredible wrap-around deck overlooking the pond and waterfall. Three serene acres with spring-time blooms and Mountain Laurel. Conveniently located and just minutes from Bedford Village, Scotts Corners and Stamford Connecticut. First time offered!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,909
Status:
NEW LISTING
MLS#:
994577
Type:
Single Family
Lot size:
2.42 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 914-328-0333
View additional info

ADDITIONAL INFORMATION

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 island, and both a front porch and back deck. Oversized windows create natural light and stunning views throughout. This spacious interior creates ultimate flexibility. With the first floor en-suite opening to a stone patio, and the second level primary featuring custom walk in closets, and updated spa bath. This feels like a 5 bedroom (or more). Additional features include: The lower level with a walk-out, two laundry options, and multiple flex spaces. It is ready for what you need. Recent updates include: Whole house automatic generator, new hot water tank, water filtration systems, new HVAC system, exterior lighting, and a brand new driveway with ample parking.

Beds:
4
Baths:
6.00
Sq.Ft.:
5,085
Status:
Active
MLS#:
992045
Type:
Single Family
Lot size:
2.29 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Ginnel Real Estate 914-234-9234
View additional info

ADDITIONAL INFORMATION

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 two-story Entrance Hall with vaulted ceiling finished in Mahogany. Sun-filled Living Room with fireplace. Perfectly proportioned Dining Room with raised paneling. Chef’s Kitchen, designed by Bilotta, with Breakfast Area. Family Room with stone fireplace and high ceiling with wood finish. Private Primary Suite with fireplace, two Walk-in Closets and luxurious Bath. Three additional Bedrooms all with private Baths. Lower Level Recreation Room with full Bath. Covered Porch and Mahogany deck for easy outdoor entertaining. Near the Westchester Wilderness Walk and the Zofnass Family Preserve, over two quiet acres with verdant lawns, gorgeous plantings and specimen trees and old stone walls. Picturebook pond with foot bridge. Peaceful privacy in the heart of Pound Ridge!

Beds:
4
Baths:
4.00
Sq.Ft.:
4,012
Status:
Active
MLS#:
992203
Type:
Single Family
Lot size:
3.45 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-234-9099
View additional info

ADDITIONAL INFORMATION

Lovely and inviting 4 bedroom house, set on a remarkable property adjoining Ward Pound Ridge Reservation. This property offers quiet privacy, scenic views, and direct access to thousands of acres of protected parkland. The property features a large spring-fed pond, two streams, and immediate access to miles of multi-use trails for year-round recreation. Generous living spaces provide a comfortable layout for everyday living and entertaining, while the attractive and spacious rear deck and three-season sun porch overlook the natural surroundings and a charming barn. A detached garage includes approximately 750 square feet of finished space above, offering flexible use options. Conveniently located near main roads, Metro-North, shopping, dining, and parks, the property combines a peaceful setting with access to everyday amenities. The house is serviced by a full house generator, creating peace of mind and convenience.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,656
Status:
Active
MLS#:
991515
Type:
Single Family
Lot size:
2 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 914-328-0333
View additional info

ADDITIONAL INFORMATION

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, the property invites a lifestyle centered around relaxation, fresh air, and year-round outdoor enjoyment. The home’s layout is both functional and inviting, featuring a cozy kitchen, a spacious dining room perfect for hosting weekend dinners, and a large living room anchored by a wood-burning stone fireplace—ideal for unwinding after a busy week. Whether you're working remotely or escaping for the weekend, the atmosphere is equally comfortable and restorative. Outdoor living is where this property truly shines. A wraparound deck and screened-in porch create effortless indoor-outdoor flow—perfect for morning coffee, evening cocktails, or casual entertaining. The rooftop deck offers a unique vantage point to take in the peaceful surroundings, while a private path leads directly to the lake, making it easy to enjoy kayaking, nature walks, or simply disconnecting from city life. Despite its serene setting, the home is within easy reach of major roadways, offering a manageable commute to New York City when needed. Nearby local restaurants as well as Scotts Corners provides charming local shops, and everyday essentials, giving you the best of both worlds—rural tranquility with convenient amenities. An unfinished lower-level basement adds valuable storage and potential for customization, whether you envision a home gym, studio, or additional living space. For those looking to trade noise for nature, and congestion for calm, 59 Shad Road West delivers a compelling lifestyle upgrade—without leaving the orbit of the city.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,800
Status:
Active
MLS#:
984817
Type:
Single Family
Lot size:
2 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Keller Williams Realty Partner 914-234-4444
View additional info

ADDITIONAL INFORMATION

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 cottage—ideal for guests, extended stays, or flexible living. Offering five bedrooms and five-and-a-half baths, the residence is designed with both scale and sophistication in mind. Ten-foot ceilings define the main level, while a dramatic 12-foot great room and vaulted second-floor ceilings create an airy, light-filled atmosphere throughout. Wide-plank, pre-finished walnut floors, custom millwork, and a curated mix of shiplap and reclaimed beams lend richness and character at every turn. The custom kitchen will feature refined white cabinetry, quartz countertops, and an expansive center island, complemented by a full appliance package—seamlessly blending function and style. The primary suite offers a tranquil retreat with a spa-like ensuite bath and walk-in closet. Each additional bathroom is appointed with heated floors, custom vanities, and marble finishes. An unfinished, above-grade lower level with nine-foot ceilings and rough plumbing provides approximately 2,000 square feet of opportunity for future living space. A separate 800-square-foot bonus area offers further flexibility for recreation, office, or guest accommodations. Exterior details are equally compelling, with Hardie siding and trim, a striking engineered slate roof, and oversized European windows designed to maximize natural light. Bluestone patios, professional landscaping, irrigation, and a heated gunite pool with surrounding stonework create a private outdoor retreat. A semi-circular pergola with open beams (no roof) serves as a distinctive architectural focal point, perfectly positioned to frame and enjoy the exterior side of the double-sided fireplace—an inviting setting for both intimate evenings and effortless entertaining. Located just minutes from top-rated schools, everyday shopping, and beautiful recreational spots like Bedford Village Memorial Park and the expansive Ward Pound Ridge Reservation.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,975
Status:
Active
MLS#:
992821
Type:
Single Family
Lot size:
2.29 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-234-9099
View additional info

ADDITIONAL INFORMATION

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 appliances, and a Brazilian cherry center island. The kitchen opens to a sun-filled breakfast area and a vaulted family room with a fireplace and French doors. Enjoy seamless indoor-outdoor living with a newly refinished deck overlooking the private, park-like setting, plus a bright four-season sunroom for year-round use. The first floor includes a private in-law/guest suite with a separate living area, gas fireplace, bedroom, full bath, and its own laundry—ideal for extended family, au pair, or home office. Upstairs features a spacious primary suite, three additional bedrooms, a full bath, and second-floor laundry. Extensive recent updates include: freshly painted interior and exterior spaces (2025), siding and trim improvements (2025), two new AC compressors (2025), refinished hardwood floors, updated kitchen finishes, and a newer roof (2020). Additional highlights include a whole-house generator, water softener and pH system, heated garage, new sod, bluestone walkway, custom fire pit area, and outdoor lighting. Private yet convenient to town, shopping, schools, and commuting routes—move-in ready with significant upgrades throughout.

Beds:
5
Baths:
5.00
Sq.Ft.:
5,500
Status:
Active
MLS#:
991143
Type:
Single Family
Lot size:
6.5 Acres
Year built:
1979
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-232-7000
View additional info

ADDITIONAL INFORMATION

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 by Ted Sorenson, JFK's speechwriter, the unique estate is ideal as a year-round home, weekend retreat or secluded hideaway with Belgian block and chestnut floors, stone columns (the stone of which was excavated from the site), tongue-in-groove cedar walls, soaring beamed ceilings, 22 skylights and custom windows. Custom stair railings designed by renowned rustic artist, Daniel Mack. Enjoy lavish entertaining in impressive living spaces with floor-to-ceiling fireplaces and windows. The stunning dining room seats 16, the masterful kitchen with copper counter tops, accommodates gatherings of any size. Upper-level primary suite, main-floor two-bedroom suite is joined by a home gym, media room sauna and office with custom desk made of one solid piece of hundreds of years old Boabab tree. The lower level en suite bunk room provides ample accommodations, with private entrance. Resort-like grounds and a bucolic location make this an exceptional country estate. Bespoke properties like this don't come up very often. This is truly a one-of-a-kind offering.

Beds:
5
Baths:
6.00
Sq.Ft.:
4,718
Status:
Active
MLS#:
823299
Type:
Single Family
Lot size:
5.78 Acres
Year built:
1967
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 914-234-9099
View additional info

ADDITIONAL INFORMATION

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 contemporary refinement. The result is a home that feels both timeless and entirely of the moment. The main residence offers four bedrooms and has sweeping water views that define the property. A detached guest studio with two-car garage provides flexible accommodation for visitors or staff, while the heated gunite pool and pool house — complete with full bath, wet bar, and huge fireplace — create an effortless setting for both quiet evenings and elevated entertaining. An additional detached two car garage rounds out the offering. Outside, the grounds have been as thoughtfully curated as the interiors: new landscaping, artisan stonework, full irrigation system, patios, and mature tree work frame the lake and connect seamlessly to the Pound Ridge Land Conservancy — a permanent buffer that ensures the privacy and natural beauty of this property endure. Truly turnkey. Completely one-of-a-kind.

Beds:
5
Baths:
6.00
Sq.Ft.:
6,461
Status:
Active
MLS#:
912066
Type:
Single Family
Lot size:
5.77 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-232-7000
View additional info

ADDITIONAL INFORMATION

Looking for a private and expansive luxury home in Pound Ridge with a pool and open protected land? Set at the end of a long, gravel drive, this sun-filled residence offers exceptional privacy and an easy indoor-outdoor lifestyle on big land. High ceilings, hardwood floors, and French doors from the principal rooms open seamlessly to an expansive entertaining deck. The thoughtfully renovated and expanded kitchen is elegantly appointed with custom cabinetry, stone countertops, an oversized island, a Wolf 8-burner range with double ovens, and a full Sub-Zero refrigerator and freezer. A reverse osmosis water system and integrated Sonos sound complete the space. The adjacent gracious gathering room anchored by a wood stove opens directly to the deck, creating a natural flow for both intimate living and larger scale entertaining. Outdoors, a solar-heated pool and expanded wrap around deck with a pizza oven from Tarry Lodge offer a relaxed open setting in the quiet of nature. The primary suite is a peaceful retreat, featuring a covered porch and a marble spa bath with radiant heated floors. A wide hallway, front and rear stairs leading to multiple guest bedrooms and full laundry room make up the second floor. The fully finished lower level (approx. 2,400 sq ft) dressed with wood finish wainscoting is designed for flexibility, with a full bar and kitchenette, multiple flex spaces, a private guest or office room with radiant heat. The full bath with laundry hookup and separate entrance complete the large space. Bordering protected conservation land, the property offers tranquility while remaining just minutes to Scotts Corners, Bedford Village and Stamford. A wonderful Pound Ridge home where privacy, scale, and effortless living come together seamlessly.

Beds:
4
Baths:
5.00
Sq.Ft.:
5,015
Status:
Active
MLS#:
988221
Type:
Single Family
Lot size:
4.24 Acres
Year built:
1988
A broker reciprocity listing Courtesy: The Higgins Group Inc 203-658-8282
View additional info

ADDITIONAL INFORMATION

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, beautifully renovated kitchen and baths, exposed beams and high vaulted ceilings showcase the highest level of craftsmanship throughout. Highlights include custom millwork and cabinetry, rich hardwood floors, romantic fireplaces, top-tier appliances and 3 car garage. The expansive primary suite is a true WOW, with vaulted ceilings, walk in closet and lovely fireplace seating area complemented by 3 additional sun-filled bedrooms. A separate guest house with kitchen and bath—ideal as a studio, pool house, or private workspace—adds versatility to the property. Outdoors, a sparkling heated pool is perfectly set within a picturesque, beautifully landscaped retreat, creating a true country escape.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,736
Status:
Active
MLS#:
986648
Type:
Single Family
Lot size:
4.61 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Julia B Fee Sothebys Int. Rlty 914-967-4600
View additional info

ADDITIONAL INFORMATION

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 back yard. A spectacular 2 story living room with great wall space to display art and photos, with large glass windows that offer plenty of natural light, a formal dining room, first floor bedroom with a full bath, laundry and powder room complete the main level. The second floor has has a spacious primary bedroom and bath with 2 sinks, soaking tub, shower and make up area. Another bedroom, hall bathroom, and 4th bedroom/office complete the second floor. The lower level is great space with plenty of room for storage and can be finished. Additional amenities include, house generator, brand new roof, 2 car garage, water filtration system, flat private property with plenty of room for a pool.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,819
Status:
Active
MLS#:
983422
Type:
Single Family
Lot size:
2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

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 enjoying the outdoors. Inside, the home is rich with detail, featuring wide-board floors, custom moldings, and built-ins throughout. The heart of the home is the gorgeous kitchen, designed with marble countertops, a beadboard ceiling, brass pendant lighting, and a large center island that invites gathering. A commercial-grade range, separate full-size Sub-Zero refrigerator and freezer, and farmhouse sink make the space both beautiful and functional. The kitchen opens seamlessly to the family room, where exposed beams and a stone fireplace create a warm and inviting atmosphere. Additional features include new composite siding, a new roof, many new windows, central air, and a whole-house generator. The finished lower level (not included in the listed square footage) adds flexible living space, while the circular drive enhances curb appeal. With a potential pool site and peaceful setting just minutes from town, this property offers the best of country living-only about an hour from New York City.

Beds:
4
Baths:
4.00
Sq.Ft.:
6,070
Status:
Active
MLS#:
985050
Type:
Single Family
Lot size:
3 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-228-2656
View additional info

ADDITIONAL INFORMATION

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 all-new appliances opens to a Family Room with a stone fireplace and built-ins. The first floor also includes a Library with built-in desk, updated powder room, and a spacious mudroom. Upstairs, the Primary Bedroom features two custom walk-in closets and a private bath. A guest suite with en-suite bath, two additional bedrooms, a hall bath, and a large Bonus Room complete the level. The finished lower level offers 1,292 sq ft of flexible space for play, exercise, and storage. Additionally a generator.

Beds:
8
Baths:
10.00
Sq.Ft.:
13,746
Status:
Active
MLS#:
984903
Type:
Single Family
Lot size:
60.9 Acres
Year built:
1929
A broker reciprocity listing Courtesy: Ginnel Real Estate 914-234-9234
View additional info

ADDITIONAL INFORMATION

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 complete renovation. Equestrian facilities are comprised of a Stable, paddocks and a site for a riding ring. Pool. Tennis Court. Three Bedroom Caretakers Cottage. Abutting a 4700-acre preserve with miles of trails. Opportunity to bring this Estate back to its glory. Additional Information: Amenities:Guest Quarters,Tennis,HeatingFuel:Oil Above Ground,

Beds:
5
Baths:
5.00
Sq.Ft.:
5,994
Status:
Active
MLS#:
972968
Type:
Single Family
Lot size:
3.63 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-228-2656
View additional info

ADDITIONAL INFORMATION

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 area with soaring fireplace. There are multiple work from home areas, including separate offices on the first and second floors. The primary suite is a personal retreat, featuring generous closet space, new carpeting and a spa-like en-suite bathroom. Additional bedrooms are well-sized and versatile. There is also a separately accessed guest suite with bedroom, bonus room and full bathroom. The walk out lower level provides recreational areas and plentiful storage. The elevated residence with lovely land is a true sanctuary with sprawling lawn and space for a pool. Most appealing, the property is privately set and surrounded by woodlands. Located just moments to charming Scott's Corners and to New Canaan, with shops, parks and restaurants, 10 Samuel Dann Way offers the perfect blend of convenience and tranquility.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,467
Status:
Active
MLS#:
975865
Type:
Single Family
Lot size:
2.25 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-234-4590
View additional info

ADDITIONAL INFORMATION

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 suite plus 2 additional, generously sized bedrooms, 3.5 bathrooms, living room, den, formal dining room and kitchen with center island. The finished lower level adds an open-plan living area with a large office, library, entertainment center, and full bath. The heart of the home is a breathtaking living room featuring double-height, vaulted ceilings and classic wood-burning fireplace. French doors open to the patio dining area and offer clear views of the private backyard and sparkling heated pool. Adjacent to the living room, a separate den and large dining room open onto each other, making the space perfect when hosting large gatherings. The Chef’s kitchen features a large central island and abundant cabinets with room for a cozy breakfast nook. The formal dining room adjoins the kitchen, while the kitchen backdoor flows directly onto a private deck--an ideal BBQ space overlooking the pool and gardens. Just beyond the deck is a large stone patio perfect for seasonal dinners. The gated sparkling gunite pool and expansive deck area are flanked by lush flowering landscaping including magnificent rhododendron, Japanese maples, hydrangeas, and an array of colorful flowering plantings. A cedar shed, an attached 2-car garage and Invisible fencing help keep your cars and tools snow-free and your pets secure. The total square footage of the home includes the large finished lower level. The location offers exceptional convenience, just minutes from shopping and dining in Pound Ridge, Bedford, New Canaan, Stamford and Ridgefield. Commuters will appreciate the easy access to the Merritt Parkway and I-684, as well as the nearby Metro-North stations.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,878
Status:
Active
MLS#:
975644
Type:
Single Family
Lot size:
2.34 Acres
Year built:
1954
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-232-7000
View additional info

ADDITIONAL INFORMATION

Looking for an easy living home in Pound Ridge, New York with land, privacy, and a pool, plus a touch of celebrity history?This Cape/Colonial residence—visited by super model, Stephanie Seymour—offers pristine interiors, a first-floor primary suite, and resort-style outdoor living on beautifully usable land. A glorious setting with rock outcroppings, a flat usable yard, pond with resident wild ducks, and a free-form heated Shoreline gunite pool, this property blends nature, privacy, and livability on one of Pound Ridge’s most desirable roads. Inside, the home is designed for effortless daily living and entertaining. A Shaker-style kitchen in "au courant" soft beige and light blue accents anchors the main level, complemented by oversized windows that flood the space with natural light and create seamless indoor-outdoor flow. The layout supports both quiet routines and larger gatherings without compromise including a whole house generator. The first floor primary suite features vaulted ceilings, a walk-in closet, two additional closets offering ample space and functionality. Upstairs, three flexible rooms can serve as bedrooms, office space, and flex space or a combination depending on your needs. Throughout the property, thoughtful stonework ties the aesthetic together from the front entry path to the back patio and pool surround creating a cohesive, timeless feel. Carefully chosen mature Azaleas, Lilacs, Rhododendrons, Mountain Laurels along with the kitchen garden beds add to the lifestyle appeal for those who value connection to the land. If you’ve been waiting for a property that balances privacy, easy living, and functionality in Pound Ridge, this is it.

Beds:
4
Baths:
5.00
Sq.Ft.:
5,386
Status:
Active
MLS#:
979591
Type:
Single Family
Lot size:
3.2 Acres
Year built:
1994
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
View additional info

ADDITIONAL INFORMATION

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 grounds and pond, creating a seamless connection between architecture and landscape. A separate, climate-controlled six-car garage, a detached studio space, home theater, and thoughtfully designed ancillary areas further enhance the property’s versatility and appeal.

Beds:
5
Baths:
7.00
Sq.Ft.:
6,018
Status:
Active
MLS#:
976870
Type:
Single Family
Lot size:
5.04 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-752-8763
View additional info

ADDITIONAL INFORMATION

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. Key Features That Will Steal Your Heart: Mediterranean Charm: The distinctive architectural elements create an enchanting, old-world aesthetic. Expansive Interiors: Multiple fireplaces, private terraces, and oversized balconies invite seamless indoor-outdoor living. Private Waterfront Oasis: Your very own lagoon offers tranquil views, waterside relaxation, and kayaking adventures just steps away. Luxurious Finishes Throughout: Marble and natural stone details bring warmth and elegance to every room. Nature’s Playground: Over 5+ acres of pristine grounds, complete with a private island, provide endless opportunities for outdoor entertaining and peaceful solitude. Inside the Villa: From the moment you enter, the grand scale and thoughtful design captivate. Open-concept spaces flow effortlessly, perfect for everything from quiet evenings to hosting grand gatherings. Marble and stone finishes elevate the interiors, while fireplaces add cozy charm. Step outside onto expansive terraces and balconies to savor al fresco dining or watch the sunset over your serene property. The home also offers flexible spaces ideal for a chef’s kitchen, wine room, home gym, or a luxurious primary suite. Unbeatable Location for a Coveted Lifestyle: Nestled on prestigious Cross Pond Road in Pound Ridge, this estate combines privacy with accessibility. It’s part of the highly regarded Bedford Central School District and offers convenient access to I-684, Saw Mill Parkway, and Metro-North stations for an effortless commute to Manhattan. Nature lovers will adore the proximity to Ward Pound Ridge Reservation for hiking, camping, and fishing, while the charming nearby towns of Katonah, Bedford, and Stamford, CT, provide boutique shopping, fine dining, and cultural experiences. For wine enthusiasts, local vineyards and specialty shops await to help you curate the perfect collection. A Once-in-a-Lifetime Opportunity: 105 Cross Pond Road isn’t just a home—it’s an experience. Whether you’re savoring lakeside mornings, hosting elegant, or simply enjoying the serene beauty of your surroundings, this estate offers a lifestyle of unparalleled luxury and tranquility. Don’t miss your chance to make this extraordinary retreat your own.

Beds:
3
Baths:
3.00
Sq.Ft.:
4,225
Status:
Active
MLS#:
977138
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1860
A broker reciprocity listing Courtesy: Coldwell Banker Realty 914-232-7000
View additional info

ADDITIONAL INFORMATION

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 in improvements. (2) Three-bedroom 2-bath exquisite residential rental and (3) Two-story renovated barn. CAN BE delivered tenant occupied with signed leases as an investment, or vacant for end user! INVESTMENT: Income-producing property suited as an investment offering a strong return with long-term tenants in place and room for additional income in the huge, newly renovated storage barn. All tenants to continue leases, encouraging years of guaranteed income. OR an end user can come in and make this their own with the benefit of added rent from the apartment. Now let’s get to the property details: (1) RETAIL SHOWROOM: Expansive showroom and large retail offering with appointed kitchen and bath- this very large open space features wide plank reclaimed hardwood flooring, ample lighting, and an inviting area for work or retail or general office. (2) RESIDENTIAL APARTMENT: Private entry and appointed private outdoor patio space. Incredible design and details with a large great room with a vaulted ceiling. Primary Bedroom showcases a vaulted ceiling, primary bath with claw-foot tub and a walk-in closet. Two bedrooms share an appointed bathroom. (3) TWO STORY BARN: Entire space has new Heat and AC with first floor garage/storage space/utility room. The second floor offers and large expansive space/studio/office and can possibly be converted to residential. Space is currently storage with options for added rent that can be office/residential. THE STORY: Located in the heart of the historic hamlet of Pound Ridge, this building was the former Samuel Parker house that was built in 1860. The mixed-use building was the old Schelling’s Market, and Samuel Parker Cafe. After a complete interior and exterior renovation, it currently features, The Huntress, a high-end Interior Design and retail home furnishings store. This unusual offering has high visibility on the corners of Routes 124, 172 and 137. Right next door is the town-owned Conant Hall and nearby to the Hiram Halle Library and Pound Ridge Historical Society. Ample on-site parking.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,851
Status:
Active
MLS#:
961485
Type:
Single Family
Lot size:
2.5 Acres
Year built:
1956
A broker reciprocity listing Courtesy: Keller Williams Realty Partner 914-234-4444
View additional info

ADDITIONAL INFORMATION

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 with skylights that fill the room with natural light—perfect for morning coffee. The large quartz-topped island is perfect for meal prep and entertaining, and features a gas cooktop. A wood-burning stove in the den is cozy and warm on cold nights. Large windows throughout the home create a light and airy atmosphere. This home features an elegant formal dining room—perfect for hosting holiday feasts and candlelit dinner parties. The living room centers around a classic fireplace, offering a warm, relaxing retreat for evenings at home. An unfinished space just off the living room offers exciting potential. Create a sunroom, screened-in porch, home office, or additional living area tailored to your vision. The newly built two-car garage (2022) provides ample storage. New roof in 2025. Whirlpool dishwasher 2021, Stove top on Island 2023, Oven and in-wall microwave 2020/2021. GE Refrigerator 2023.

Beds:
6
Baths:
8.00
Sq.Ft.:
8,900
Status:
Active
MLS#:
928343
Type:
Single Family
Lot size:
2.05 Acres
Year built:
2003
A broker reciprocity listing Courtesy: William Raveis-New York LLC 914-401-9111
View additional info

ADDITIONAL INFORMATION

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 elegance and ease. Enter through the impressive oversized foyer and immediately sense the grandeur. Sunlight pours through large windows, highlighting the home’s impeccable finishes and thoughtful design. The gourmet kitchen, appointed with granite countertops, opens seamlessly to the expansive living room which is ideal for both intimate gatherings and large celebrations. Additional main level spaces include a formal dining room, front and rear staircases, and a private home office with its own entrance. Upstairs, six spacious bedrooms offer exceptional comfort, each with oversized walk-in closets. Four bedrooms feature en-suite baths, while two share a classic Jack-and-Jill perfect for guests, or multi-generational living. Beautiful stone walls, natural rock outcroppings, lush lawns and wooded landscape frame the outdoor spaces. Relax on the expansive stone patio, unwind in the hot tub, or enjoy quiet evenings in the screened porch. There's even ample space for a pool. A semi-circular drive, 3-car garage, large recreation or game room, home gym, five fireplaces and whole-house generator complete this exceptional offering. Located minutes from Pound Ridge’s charming Scotts Corners and convenient to New Canaan, this home combines country serenity with everyday accessibility to shops and restaurants. A true retreat only 50 miles from Manhattan. Also available for rent at $20,000/month.

Beds:
4
Baths:
4.00
Sq.Ft.:
5,000
Status:
Active
MLS#:
916708
Type:
Single Family
Lot size:
3.22 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Michael J. Kaplan 914-874-4888
View additional info

ADDITIONAL INFORMATION

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 neo-classical post-and-beam design is a unique dwelling with no comparison in its stature and setting. Situated high on a rock ledge with immaculate mature landscaping and ornate trees—from mighty Oaks and tall Hemlocks to Japanese Maples and Weeping Cherries—the property is a nature lover’s dream. The property features a 3,500 sq ft main house with 3 bedrooms and 3.5 bathrooms, flexibility for a 4th bedroom in main house, and a 1,500 SF 1-bedroom, 1-bath guest cottage with a separate driveway. Perfect for guests, staff living quarters, and/or rental income. The main house features grand stone piers surrounding a large outdoor wrap-around deck with metal railing and Ipe wood, as well as a spacious stone patio overlooking a 13-foot-deep heated pool with spillover spa, all surrounded by stone. The stone patio includes a built-in stainless steel BBQ, also encased in stone, with an outdoor Viking refrigerator and built-in outdoor speakers for the pool area and patio. Large stone steps lead to the patio and pool area, with a secluded wood walkway and level park-like lawn leading to the guest cottage. The pool area feels completely separate and extremely private, yet remains visible from the main house. A large spring-fed pond is great for canoeing and kayaking, and the property includes lake rights to Lake Kitchawan, just a short walk down the private road. The immaculate and well-maintained interior is anchored by a free-floating cantilevered staircase that serves all three floors of the home and becomes an artistic focal point of the house. It features a sunken living room with an open floor plan, plenty of natural light, a stone-faced wood-burning fireplace—French doors open to the wrap around porch and patio ideal for hosting guests and parties. The main bedroom feels like a separate guest suite, part of the 2013 addition. This spacious room boasts 20-foot ceilings, pond views, marble bath and a walk-in closet. A built-in music system is installed throughout most of the home, along with modern top-of-the-line appliances: Viking range, Miele dishwasher & Liebherr refrigerator. The kitchen features granite countertops and is flooded with natural light from three skylights and 20-foot ceilings. Wood floors run throughout the house, with a marble-tiled floor in the front entrance. The home is equipped with propane heat and central air, served by one 1,000-gallon buried tank with stone surround for the main house, and another 1,000-gallon buried tank for the guest cottage and pool/spa heat. Additional features include an outdoor shower, steam shower in the third-floor bathroom, fire pit, fenced dog pen, shed, gravel driveways, well with water treatment system, gas fireplace with stone surround on the first floor. A wonderful retreat not to be missed.

Refine Property Search
Page 1 of 1    Prev | Next
1–24 of 24 properties displayed
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Pound Ridge Real Estate

Pound Ridge is located in New York. Pound Ridge, New York has a population of 5,063. Pound Ridge is less family-centric than the surrounding county with 28.15% of the households containing married families with children. The county average for households married with children is 35.32%.

The median household income in Pound Ridge, New York is $225,833. The median household income for the surrounding county is $105,387 compared to the national median of $69,021. The median age of people living in Pound Ridge is 51.5 years.

Pound Ridge Weather

The average high temperature in July is 81.9 degrees, with an average low temperature in January of 19 degrees. The average rainfall is approximately 51.2 inches per year, with 32.9 inches of snow per year.

Pound Ridge Map

Pound Ridge Real Estate Market Conditions

  • Median sales price

    $1,912,500
    10.6%
    change since last quarter
  • # Active listings

    36
    30-day change

Pound Ridge Schools and Demographics

Education near Pound Ridge, NY

City County
High School Graduates 99.41 88.85
College Degree - 2 year 4.72 6.61
College Degree - 4 year 74.34 50.65
Graduate Degree 22.37 17.54
Expenditures per Student 31,362 31,362
Students per Teacher 12.7 12.7

Elementary Schools near Pound Ridge, NY

Grades Students P/T Ratio ZIP
Bedford Hills Elementary School KG - 05 290 10.3 10507
Bedford Village Elementary School KG - 05 333 12.3 10506
Meadow Pond Elementary School KG - 05 384 12.4 10590
Pound Ridge Elementary School KG - 05 341 12.5 10576
West Patent Elementary School KG - 05 358 11.7 10507

Middle Schools near Pound Ridge, NY

Grades Students P/T Ratio ZIP
Fox Lane Middle School 06 - 08 986 13.2 10506
John Jay Middle School 06 - 08 777 11.8 10518
Lewisboro Elementary School KG - 05 365 13.7 10590

High Schools near Pound Ridge, NY

Grades Students P/T Ratio ZIP
Fox Lane High School 09 - 12 1,423 13.7 10506
John Jay High School 09 - 12 1,147 13.2 10518

Demographics near Pound Ridge, NY

City County
Neighborhood Type Small town
Population 5,063 999,723
Population Density 224 2,322
Median Age 51.5 41.2
People per Household 2.9 2.7
Median Household Income 225,833 105,387
Average Income per Capita 126,323 61,830

Real estate near Pound Ridge