Katonah-Lewisboro Real Estate

Welcome to the Katonah-Lewisboro School District, a gem nestled in the picturesque Westchester County of New York. This exceptional school district is renowned for its commitment to academic excellence, fostering a nurturing environment that inspires students to achieve their highest potential.

Spanning the charming communities of Katonah, Lewisboro, and surrounding areas, the district serves students from kindergarten through high school, offering a comprehensive curriculum that emphasizes critical thinking, creativity, and collaboration. With a strong focus on individualized instruction, educators strive to meet the diverse needs of every student, ensuring that they not only excel academically but also develop into well-rounded individuals.

The district boasts a variety of award-winning programs, including advanced placement courses, arts, athletics, and extracurricular activities that enrich the educational experience. Parents and guardians can take pride in knowing that their children are learning in a safe and supportive environment, where dedicated teachers and staff go above and beyond to foster a love for learning.

In addition to its stellar academic reputation, the Katonah-Lewisboro School District is surrounded by the natural beauty of Westchester County, offering countless opportunities for outdoor adventures and community engagement. Families can enjoy nearby parks, hiking trails, and cultural events that bring the community together.

Choosing a home in the Katonah-Lewisboro area means investing in a bright future for your children, where quality education meets a vibrant community. Discover the charm of this region and experience the unparalleled educational opportunities that await your family!

Newest Listings in Katonah-Lewisboro

$3,500,000

1028341 MLS

Gas Station & Auto Repair Business AND PROPERTY 1.7839 ACRES for Sale! Rare opportunity to acquire a highly profitable, well-established gas station with a strong reputation in the affluent Northern Westchester market. Located on highly traveled Smith Ridge Road, this successful business has built a loyal customer base over many years and is known for its exceptional service and dependable operations. The property features a thriving fuel business along with a well-known foreign and European auto repair shop that generates consistent repeat business and referrals. The experienced repair operation provides a stable and diversified income stream in addition to fuel sales. There is significant upside potential for a new owner through increasing repair capacity, or adding convenience store offerings. This is an ideal opportunity for an owner-operator, mechanic, or investor seeking a turnkey business with immediate cash flow and long-term growth potential. Property Highlights: Established, highly profitable gas station Prime Westchester County location Well-known foreign & European auto repair business Strong reputation with loyal, repeat clientele Multiple revenue streams from fuel sales and automotive services Excellent opportunity to increase revenue through expansion Turnkey operation with proven financial performance Financials available to qualified buyers

390 Smith Ridge Road, South Salem

$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

$338,159

3 Beds ⋅ 2 Baths ⋅ 1022536 MLS

Rare opportunity to own a beautifully updated 3-bedroom, 1.5 bathroom condo in a highly desirable location with the added benefit of reduced property taxes and low common charges, making homeownership more attainable. This move-in ready residence is offering exceptional value for both owner-occupants and investors, as the property may be rented as an income-producing investment, subject to program requirements. Step inside to discover a bright and welcoming interior featuring a renovated kitchen with granite countertops, abundant cabinetry, and modern finishes. Hardwood floors add warmth and character throughout the main living areas, while the spacious layout provides comfortable everyday living with generous-sized bedrooms, ample closet space, additional storage, and plenty of natural light. Whether you're entertaining guests or enjoying a quiet evening at home, this residence offers the perfect balance of comfort and functionality. Ideally located in the award-winning Katonah-Lewisboro School District, the home is just minutes from downtown Katonah and New Canaan, as well as shopping, restaurants, parks, Metro-North train stations, the Merritt Parkway, I-684, and major commuter routes. Enjoy the convenience of nearby recreational opportunities while still being within easy reach of both Westchester County and Fairfield County amenities. This property is part of the Middle Income Housing Program. Purchasers must meet program eligibility requirements

268 Maplewood Drive, South Salem

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.