Lewisboro, NY Homes for Sale

Set on 3.73 acres this elegant 4-bedroom, 2.5-bath colonial offers soaring ceilings, expansive windows and exceptional privacy. A dramatic double-height entry welcomes you into the home. A formal living room and a stunning great room with cathedral ceilings both featuring wood-burning fireplaces. The spacious kitchen is complete with a center island, breakfast nook, and access to a full house

Patricia Hinkley Coldwell Banker Realty

Privately set on 4.5 acres along coveted East Ridge Road in the heart of Waccabuc, this beautifully updated residence offers an exceptional balance of tranquility, comfort, and refined country living.Sunlight fills the home’s open, inviting layout, designed for both relaxed everyday living and effortless entertaining. The residence features four bedrooms and three-and-a-half baths,

Angela Kessel Houlihan Lawrence Inc.

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

Think the exterior is impressive? Wait until you see what’s behind the front door.

Eva Casoria eXp Realty

SUMMER BY THE POOL. Picture perfect Cape! Enjoy your own private backyard oasis at this beautifully renovated 4BR/2BA home. Tucked away at the end of a quiet cul-de-sac on over one level acre with a 20’x40’ in-ground salt-water pool, this property offers the perfect blend of comfort, chic style, and outdoor enjoyment. Located in the award-winning Katonah-Lewisboro school district! Renovated in

Joanne Monteleone Ginnel Real Estate

Turn-Key Classic Colonial with extensive renovations and improvements. The current owners have continued with a series of updates. Open and fluid design for entertaining with light and sunny interior spaces. Beautifully proportioned rooms complimented by crown moldings. Thoughtfully designed Chef's Kitchen with custom cabinetry, center island with wood cap, quartz counters, and a large Breakfast

Jana Peterson Ginnel Real Estate

COUNTRY PERFECTIONThoughtfully sited upon over two beautifully landscaped acres against a scenic wooded backdrop, this meticulously maintained, updated five-bedroom classic colonial offers the perfect combination of peace, privacy, convenience, nature, and award-winning Katonah-Lewisboro schools in a quiet country setting. Move right in with nothing to do but plan your summer garden of

Anne-Marie Nordgren Coldwell Banker Realty

A truly exceptional property situated high above Milne Lake. This residence offers breathtaking 180-degree water views, soaring ceilings, and abundant natural light throughout. Set on 4.13 acres, the estate is surrounded by nature and features a variety of premium amenities, including private walking paths, Zen gardens, bridges over streams, a dedicated pond and waterfall, and a tennis court. For

Hannelore Kaplan William Raveis Real Estate

Set on one of South Ridgefield's most desirable cul-de-sac settings, this classic Connecticut Center Hall Colonial is a timeless residence steeped in charm, character & understated sophistication. Beautifully maintained + thoughtfully updated, the home blends enduring architecture w/today's elevated lifestyle. Rich in architectural detail, highlights include handsome millwork, custom built-ins,

Karla Murtaugh Compass Connecticut, LLC

Some homes simply have it — and this one has it in abundance. From the moment you are inside, gleaming hardwood floors set the tone: warm, luminous, and flowing effortlessly through every inch of the main level. The heart of the home is a state-of-the-art kitchen designed for those who love to cook, entertain, or simply linger — with seamless access to the deck, so summer dinners have a natural

Ellen Schwartz Julia B Fee Sothebys Int. Rlty

From the moment you turn down the long, secluded driveway toward 1 Sabbathday Hill Drive, the feeling is unmistakable: this is a retreat built for those who prize privacy, elevation, and quiet grandeur. Perched atop its own hill and surrounded by mature trees, the home sits back from the road with views visible from the wide front porch—a space that feels like your own private veranda overlooking

Alex Mashkin Keller Williams Realty Partner

Sold as is, house needs total renovation. Cash buyers only. Backs up to the Leon Levy Preserve, access to Lake Kitchawan Lake. Tucked away along the quiet shoreline of Lake Kitchawan, this modest cape presents a rare chance to reimagine a home in one of Northern Westchester most natural settings. Set on a small parcel that backs directly onto the protected woodlands of the Leon Levy Preserve. The

Cecilia Heller Houlihan Lawrence Inc.

Western View. Over one park-like acre with rolling lawns, flowering plantings and towering trees. First time listed in years, distinctive Country House with elements of a classic deck house. Warm interior spaces with hardwood floors and vaulted ceilings finished in wood. Sun-filled Living Room with fireplace and doors to front deck, ideal for relaxation. Dining Room with vaulted ceiling. Country

Peter Michaelis Ginnel Real Estate

This wonderful, open-concept Contemporary/Split home enjoys a cozy, private setting, and includes vaulted ceilings, hardwood floors, and an abundance of natural light creating a bright and airy atmosphere. Enter into the light filled foyer with a soaring ceiling and views into the main and lower levels. The main level includes the living room, dining room, and kitchen, all flowing together under

Gerry Weil Keller Williams Realty Partner

Calling all investors, builders, and contractors. 10 Beech Road presents a prime value-add opportunity on a quiet dead-end road in the desirable Lake Kitchawan community. This 3-bedroom home situated on approximately 0.43 acres is ready for renovation and ideal for cash buyers or purchasers using a rehab loan looking to create value. As a member of the Lake Kitchawan Association, owners enjoy

Anna Proctor Compass Greater NY, LLC

If you’ve been dreaming of a chic, nature-filled retreat with modern upgrades and the rare convenience of WALKING to the train, this is the one that captures it all. Tucked into a breathtaking .78 acre setting with sweeping mountain views, this picture-perfect Colonial—FULLY renovated in 2023—offers a rare blend of refined style and serene. Nature-filled living in the highly coveted Goldens

Lisa DaRos Houlihan Lawrence Inc.

Nestled on a picturesque 1.25-acre setting in sought-after Pound Ridge, this updated Ranch-style residence offers thoughtfully renovated spaces throughout. Impeccably maintained, the home features 4 Bedrooms, 2.5 baths, and 2,576 square feet of comfortable, well-designed living space. A recently remodeled Chef's Kitchen serves as the heart of the home, blending style and functionality with modern

Sally Walter Compass Greater NY, LLC

Beautifully maintained 3 bedrooms, 2.5 bath home in desirable Goldens Bridge, ideally positioned as a corner unit with a private, serene, wooded setting. The open-concept main level is enhanced by high ceilings, creating a bright and airy atmosphere through-out the living room and dining area. Sliding glass doors lead to an expansive deck, offering perfect setting for indoor-outdoor living and

Melissa DeFeo Howard Hanna Rand Realty

Welcome to 158 Mead Street — offered for the first time, this custom-designed sanctuary is nestled in the heart of Waccabuc. Privately sited on over four park-like acres, this elegant residence is surrounded by mature trees, creating a serene retreat just minutes from town, train, and everyday conveniences. Inside, the home seamlessly blends rustic elegance with sophisticated comfort. The

Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

A Sprawling 2.68 Acre Haven with Majestic Rock Gardens! Discover this beautiful, private Ranch-style home nestled on 2.68 tranquil acres. This property offers a perfect blend of peaceful seclusion and versatile living spaces, all surrounded by stunning, mature landscaping. Exquisite Outdoor Sanctuary. The expansive, professionally landscaped grounds feature mature plantings, majestic rock

AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

Set along the shoreline of Lake Oscaleta, this direct waterfront home offers a rare combination of privacy, natural beauty, and truly usable lakefront property in the heart of South Salem. Occupying .564 acres with sweeping frontage on one of the area’s most peaceful glacial lakes, the setting is defined by something increasingly hard to find - an expansive, level lawn that extends all the way to

Adam Hade Compass Greater NY, LLC

Welcome to your own private sanctuary—a meticulously maintained and thoughtfully updated home. Featuring a 1,620-square-foot retreat where nature meets elegance at every turn. Built in 1946 and lovingly cared for, this exceptional South Salem property offers the rare combination of tranquil seclusion and premier location in the sought-after Katonah-Lewisboro school district. A fabulous setting

AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

This move-in ready colonial offers a functional layout for everyday living and entertaining, in a serene setting. The home’s orientation provides leafy views of the woodsy property, pond, and old stone walls. On the main floor, there is a newly updated eat-in kitchen, a large family room with a cozy fireplace, large living and dining rooms, outdoor space on the deck, and access to a two-car

Larry Mango Giner Real Estate Inc.

Welcome to 45 Pine Hill Drive, where modern luxury meets timeless sophistication. This fully renovated 4-bedroom, 4.5-bath residence has been transformed into a true showpiece, offering every amenity for elevated living. Inside, discover a breathtaking open-concept kitchen by Leicht (Germany) with premium electric stainless steel appliances, dual sinks, and a striking oversized island—perfect for

Joseph Lukic Compass Greater NY, LLC

Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our Appraisal describe the property as a SFR (colonial) built in 1980. It has a GLA of approx. 2100 and has 3 bedrooms and

Christopher Rose REALHome Services & Solutions

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

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

Refined Silver Spring colonial offering rare 4 bd 3.5ba functionality, expansive living space, open grounds, and seamless room flow for modern family life. Minutes to town, schools, and train. Set within a sought after cul de sac once part of the Firestone Family Estate, this property delivers a peaceful setting while still feeling connected and convenient. Inside, the main level is built for

Kim Burke Berkshire Hathaway NE Prop.

Location is everything-and this one delivers. Nestled on a quiet cul-de-sac in the sought-after West Lane section of Ridgefield, this property offers the ultimate combination of privacy, neighborhood charm, and unmatched convenience. Just 15 minutes to the Katonah Metro-North line, one hour to NYC by car, minutes to downtown New Canaan, Ridgefield & nearby NY/CT state parks, this is one of the

Kyle Neumann Houlihan Lawrence