Katonah-Lewisboro Homes for Sale

Welcome to the picturesque Katonah-Lewisboro School District, nestled in the heart of Westchester County, New York. Known for its commitment to academic excellence, this district serves families in the charming communities of Katonah, Lewisboro, and surrounding areas. With a strong emphasis on fostering a love for learning, the district boasts a variety of innovative programs and extracurricular activities that nurture students' talents and interests. Parents can rest assured knowing their children are receiving a top-tier education from dedicated educators in well-equipped facilities.

The Katonah-Lewisboro School District is renowned for its small class sizes, ensuring personalized attention for each student. The district offers a comprehensive curriculum that includes Advanced Placement courses, arts, and athletics, preparing students for success in their future endeavors. With a strong sense of community, families often find themselves engaged in school events, fostering relationships that last a lifetime.

For those considering a move to this idyllic region, there are a variety of homes for sale that cater to diverse lifestyles and preferences. From charming colonial homes to modern new builds, the real estate options in Katonah and Lewisboro are as varied as the families who call it home. Enjoy the serene surroundings, picturesque landscapes, and a welcoming community atmosphere, all while being a part of a school district that prioritizes educational excellence.

Discover your dream home in the Katonah-Lewisboro area today and become a part of a vibrant community that values education, family, and a bright future!

Newest Katonah-Lewisboro Homes for Sale

$895,000

4 Beds ⋅ 3 Baths ⋅ 1029451 MLS

Elegant Retreat tucked in the heart of South Salem nestled on nearly 3 acres of scenic countryside. This beautifully maintained center hall Colonial offers the perfect blend of space, comfort, and modern convenience. Classic style with all 4 generous bedrooms on the second level, this home boasts a recently updated country kitchen & all new hardwood floors throughout. Dual fireplace with vaulted great room and equally impressive living room on either side of the house. A partially finished basement operates as a flex space with a seamless walk out to the lower deck and entry through the garage. Enjoy the tranquility of South Salem while remaining close to shopping, dining, and major highways for an easy commute. Experience the best of suburban living in this move-in-ready home. Schedule your private tour today!

50 Elmwood Road, South Salem

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 1015735 MLS

Fresh, stylish, and thoughtfully designed, this exceptional new construction offers inviting spaces, abundant natural light, and carefully selected finishes. Set within a natural woodland setting, this home is well sited on a corner lot with a circular driveway approach and is nicely set back from the road. A dramatic foyer with clerestory windows welcomes you in, with extended sightlines through the home and an abundance of windows creating a bright, open feel. Light red oak floors, crisp architectural details, and a fresh, timeless palette enhance the interiors. The stunning kitchen features crisp white cabinetry, Taj Mahal quartz countertops and backsplash, stainless steel appliances, a waterfall island, walk-in pantry, Butler's pantry with wine refrigerator, and sliders to the deck. The living room offers a versatile windowed alcove, ideal for a home office, reading nook, or quiet retreat. The vaulted primary suite features dramatic windows, a spa-inspired bath, open walk-in closet with built-ins, and window seat. Two corner bedrooms with windows on two walls share a beautifully finished hall bath. The walk-out lower level provides additional living space with a recreation room, full bath, laundry, walk-in closet, and sliders to a patio overlooking natural rock outcroppings and a separate level area perfect for play or outdoor enjoyment. Located in the highly regarded Katonah-Lewisboro School District and minutes to Meadow Pond Elementary School, New Canaan shops, restaurants, Metro-North, and nearby everyday conveniences.

18 Laurel Road, South Salem

$699,000

4 Beds ⋅ 2 Baths ⋅ 1027327 MLS

Opportunity awaits in the heart of Katonah! Nestled on a quiet cul-de-sac in the highly sought-after Katonah-Lewisboro School District, this 4-bedroom, 2-bath Cape Cod offers the perfect opportunity to create your dream home in one of Northern Westchester's most desirable communities. Ideally located just minutes from Katonah Elementary School, Katonah Village, Metro-North, shopping, restaurants, parks, tennis courts, and town amenities, this home combines an exceptional location with outstanding potential. Features include a spacious layout, walk-out basement, and attached one-car garage. This property offers an excellent opportunity for buyers looking to renovate and customize the home to their own taste and style. Ideal for homeowners, contractors, or investors, it presents tremendous upside in a neighborhood where homes rarely become available. Improvements made to the property have the potential to significantly enhance its value. Enjoy all that Katonah has to offer, from charming boutiques and dining along Katonah Avenue to community pools, playgrounds, parks, and convenient Metro-North access for an easy commute to New York City. A rare opportunity to own in one of Westchester's most sought-after villages. Bring your vision and make this Katonah gem your own!

15 Nightingale Road, Katonah

$1,150,000

3 Beds ⋅ 3 Baths ⋅ 1027772 MLS

Through a gated entrance framed by stone pillars awaits one of South Salem's most enchanting hidden treasures. Circa 1802, this extraordinary residence has been thoughtfully restored and impeccably maintained, blending authentic period character with the comforts of modern living. Set on a level, manicured acre, the grounds are magical, with lush lawns, specimen trees, mature hemlocks, hydrangeas, perennial gardens, a gentle stream with a charming bridge, stone patios, an arbor, white picket fencing, and exceptional privacy. Inside, the home evokes the warmth of a fine New England inn with wide-plank floors, exposed beams, granite stone fireplaces, and custom built-ins. The chef's kitchen with Viking range opens to the inviting family room with fireplace and sliding doors to the deck. A gracious office with bay window and full bath complete the main level. Upstairs, charming bedrooms, an additional full bath, and a luxurious primary suite with vaulted ceiling, fireplace, walk-in closet, spa bath with oversized steam shower, and adjacent laundry provide comfort and privacy. Complete with two-zone central air, whole-house generator, sprinkler system, detached garage, and Pella windows, this rare turnkey offering is just one minute to shopping and only ten minutes to the New Canaan train.

336 Smith Ridge Road, South Salem

$780,000

4 Beds ⋅ 3 Baths ⋅ 1026527 MLS

Nestled in the charming hamlet of Katonah, this inviting four-bedroom home offers the perfect blend of comfort, privacy and natural beauty. Surrounded by mature trees and peaceful scenery, you’ll enjoy a tranquil setting that feels like a private retreat while remaining close to everything Katonah has to offer. Inside, a bright open floor plan creates an effortless flow for everyday living and entertaining. The spacious eat-in kitchen with custom wood cabinetry, granite counters and a generous center island serve as the heart of the home, opening to the dining area where sliding glass doors lead to a deck – perfect for morning coffee, outdoor dining or simply taking in the serene surroundings. The welcoming living room features a wood-burning fireplace, creating a warm gathering space throughout the seasons. A spacious primary bedroom with an en-suite bath, two additional bedrooms and a hall bath complete the main level. The walkout lower level expands the home’s living space with a large family room featuring sliding glass doors to the deck and backyard, providing an ideal setting for relaxing, entertaining, or hosting guests. This level also includes a fourth bedroom, powder room, laundry area, and direct access to the attached garage. Whether you’re looking for peaceful everyday living or a home designed for gathering with family and friends, this exceptional property delivers both. Experience the charm of Katonah, the beauty of nature, and a home you’ll love coming back to every day. The home also features hardwood floors throughout the main level, roof and furnace only 10 years old.

99 Lakeside Drive, Katonah

$975,000

4 Beds ⋅ 3 Baths ⋅ 1026664 MLS

Nestled on a picturesque road in the heart of South Salem, this beautifully maintained 4-bedroom, 3-full-bath home offers the perfect balance of privacy, comfort, and convenience. Lovingly cared for by only its second owner, this exceptional home has been thoughtfully updated over the years while maintaining its warmth and charm. Set amid mature woodlands, the hilltop retreat offers a peaceful backdrop with exceptional privacy while remaining just minutes from everything you need. Designed for both everyday living and entertaining, the light-filled interior features a spacious, flowing layout with oversized windows that fill the home with natural light. The inviting living room is anchored by a cozy fireplace, creating the perfect gathering space, while the generous living areas seamlessly connect to an expansive oversized deck for effortless indoor-outdoor living. Whether hosting friends and family or enjoying a quiet morning surrounded by nature, the outdoor spaces are equally inviting. As the day winds down, unwind on the charming front porch and take in spectacular sunset views. Numerous improvements have been made throughout the years, including a beautifully renovated spa-inspired primary bathroom, an updated first-floor full bathroom, significant mechanical upgrades and many other thoughtful enhancements that provide peace of mind for years to come. The versatile lower level, currently configured as a recording studio, offers endless possibilities and can easily be transformed into a home office, recreation room, fitness studio, playroom, or creative space to fit your lifestyle. Ideally located just minutes from the charming hamlets of South Salem, Ridgefield and Katonah, you'll enjoy convenient access to boutique shopping, award-winning restaurants, wellness studios, parks, golf courses, hiking trails, and year-round recreation. Commuters will appreciate the nearby Katonah Metro-North Station with direct service to Grand Central Terminal, as well as easy access to I-684, I-84, and the Saw Mill River Parkway. Westchester County Airport is approximately 30 minutes away, making business and leisure travel effortless. The home is also conveniently located near highly regarded public schools. Whether you're seeking peaceful country living, an easy commute, or convenient access to vibrant town centers, this exceptional South Salem home offers the best of Westchester County living in one of its most desirable locations.

1 Sabbathday Hill Road, South Salem

$1,550,000

3 Beds ⋅ 3 Baths ⋅ 1025934 MLS

Escape to your own private waterfront retreat on Lake Oscaleta! This natural glacial lake offers peaceful scenery and year-round recreation. The updated, 2,226-square-foot lakehouse combines quiet privacy with the warmth of a welcoming lake community. A private dock and sandy shallows provide gradual water entry, creating an ideal place for summer swimming, launching a kayak, fishing or simply relaxing at the water's edge. As the seasons change, the lake becomes a backdrop for boating, brilliant fall foliage, winter ice skating, spring birdwatching, and countless opportunities to reconnect with nature. Entertain outdoors on the slate patio and spacious lawn, or enjoy the ever-changing lake views from inside the home. Life on Lake Oscaleta is more than waterfront living -- it is a rare opportunity to experience the beauty, recreation, and sense of escape that only a lake community can offer. The open-concept kitchen, dining, and living areas are designed to maximize the views, anchored by hardwood floors and a wood-burning fireplace. A primary bedroom, full bathroom, versatile den or study, and second bathroom complete the main floor. Upstairs, a second primary bedroom and adjacent sitting room offer expansive vistas in any season, while a third bedroom and another full bathroom complete the upper level. A practical breezeway connects the home and garage, offering an additional sheltered outdoor space. Downstairs, a large unfinished basement is ready for storage and calls out for a home gym or a future recreation room. Whole-house emergency generator (propane). Katonah-Lewisboro School District, Twin Lakes Village/Two Lake Club HOA. Additional photos to follow... This property will not last—come see it for yourself before it is too late!

56 Twin Lakes Road, South Salem

$1,150,000

3 Beds ⋅ 2 Baths ⋅ 978344 MLS

A special opportunity to own a piece of Westchester's sought after private lake communities! Beautifully sited on 83 acre Lake Truesdale. It has a large deck and dock overlooking the water, along with a private driveway. This 1930 antique colonial is full of character - beamed ceilings, a fireplace and glass doors opening to a deck built for lakeside living. The spacious living room with fireplace/dining room combo offers a wonderful layout to reimagine. Bring your vision and updates to transform this classic retreat into your dream home. Residents enjoy swimming, fishing, boating (electric motors only), sailing, paddle boarding and kayaking in warmer months, and ice skating and ice fishing in winter. All this and a private beach! Convenient to schools, shopping and town park. Ideal for full time living or a weekend getaway, this is a canvas ready for it's next chapter.

42 Gilbert Street, South Salem

$2,750,000

4 Beds ⋅ 4 Baths ⋅ 1023010 MLS

A rare opportunity to own a custom-designed home in Silvermine Preserve, an exclusive enclave of architecturally distinctive residences in South Salem. Set on 1.33 private acres at the entrance to Sachem Way, this exceptional residence was envisioned by the builder in collaboration with acclaimed architect Teo Siguenza, inspired by the enduring character of the farmhouse and reimagined through a modern-rustic architectural lens. Clean, elegant architecture is paired with earthy, natural materials—including rich stained wood siding, handcrafted stone, iron, and concrete—creating a home that is both timeless and distinctive. Expansive walls of glass fill the thoughtfully designed interiors with natural light and capture peaceful backyard views. Built for exceptional comfort, performance, and sustainability, the home features geothermal heating and cooling, rooftop solar, insulated concrete form (ICF) construction, and premium European triple-pane windows and doors. Thoughtfully designed living spaces include a dramatic great room with fireplace, a beautifully appointed kitchen with breakfast area and terrace access, a formal dining room, an expansive primary suite with dressing room and spa-inspired bath, and a walkout lower level. Located in the highly regarded Katonah-Lewisboro School District, this is a rare opportunity to own a home where inspired architecture, exceptional craftsmanship, and energy-conscious living come together.

Lot 13 Sachem Way, South Salem

$899,000

4 Beds ⋅ 3 Baths ⋅ 1022032 MLS

Nestled on two private, wooded acres, this beautifully updated 4-bedroom, 2.5-bath contemporary home offers the perfect blend of modern comfort and natural serenity. With walls of windows and elevated views of the surrounding trees, the home has the peaceful, airy feel of a luxury tree house, bringing the beauty of nature indoors in every season. Access to Mt. Holly Preserve is granted right outside for hiking and relaxing. The thoughtfully updated interior features spacious, light-filled living areas with an open, flowing floor plan ideal for both everyday living and entertaining. The renovated kitchen and baths combine timeless style with today's conveniences, while generous bedrooms provide comfortable retreats for family and guests. Step outside to enjoy the privacy and tranquility of your own wooded oasis, where expansive decks and outdoor living spaces invite morning coffee, evening gatherings, or simply relaxing among the treetops. Despite its secluded setting, this exceptional home is just minutes from schools, shopping, dining, and Metro North, offering an easy commute while providing a true escape from the everyday. Experience the rare combination of contemporary design, turnkey updates, and a one-of-a-kind setting that makes this home as inspiring as it is convenient.

231 Increase Miller Road, Katonah

$2,295,000

3 Beds ⋅ 5 Baths ⋅ 1018990 MLS

Gracious Country Colonial! Originally built in 1932 and thoughtfully renovated, this timeless antique Colonial seamlessly blends historic character with modern updates. Offering approximately 2,800 square feet of beautifully appointed living space, the home features hardwood floors, period millwork, abundant natural light, French doors, and nicely proportioned rooms throughout. Former owner Liz Lange engaged noted designer Jonathan Adler to appoint the interior. The chef's kitchen features all Viking appliances, custom cabinetry, marble countertops, a center island with breakfast bar, and provides easy access to the outdoor terrace—ideal for everyday living and entertaining. Expansive, level lawns lead to hidden walking trails at the rear of the property, while a private in-ground pool and cabana create a peaceful outdoor retreat. This home is brimming with charm and distinctive character throughout. Additional highlights include a formal dining room, an elegant living room with a fireplace and custom built-ins, a sweet sunroom, and a versatile den/home office. The second-floor features three beautifully appointed bedrooms, an additional office, and a spacious primary suite with an ensuite bath. Professionally landscaped grounds enhance the property's setting, offering a peaceful and picturesque backdrop. Conveniently located just minutes from the Villages of Katonah and Ridgefield, with easy access to major commuting arteries. This home is located within the award-winning Katonah-Lewisboro School District. This is one you won't want to miss!

137 Boway Road, South Salem

$2,595,000

4 Beds ⋅ 4 Baths ⋅ 1020428 MLS

INDOOR POOL! Primary on the main level. Set behind gates on more than 13 acres, with an indoor pool, this subdividable, thoughtfully renovated country property offers a rare combination of privacy, space, and convenience just minutes from the heart of Katonah. With over 4,000 square feet of updated living space, the home features a welcoming layout designed for comfortable everyday living and entertaining. Seasonal glimpses of the reservoir complement the property's natural setting. The home includes four bedrooms - primary on the main level; four renovated baths; an updated kitchen; expansive gathering spaces; and a heated indoor pool that provides year-round enjoyment -- an amenity rarely found in the area. Large windows bring in abundant natural light and frame views of the surrounding landscape. Recent improvements, including a new roof, energy-efficient windows, all-new plumbing, durable Hardie(R)Plank siding, and extensive interior renovations, provide the benefits of modern updates along with peace of mind. Whether as a full-time residence or a weekend retreat, this distinctive property offers generous acreage with easy access to Katonah Village, Metro-North, schools, and major commuting routes. A unique opportunity to enjoy updated country living in one of northern Westchester's most desirable locations.

380 Cross River Road, Katonah

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