Architecturally distinctive and beautifully integrated into its natural surroundings, this custom cedar contemporary offers a refreshing alternative to the traditional colonial. Set on 4.42 private acres in the heart of South Salem, the home combines dramatic volume, abundant natural light, and exceptional privacy with the comfort and functionality today's buyers desire. Designed for effortless everyday living and memorable entertaining, the home's flowing floor plan features expansive gathering spaces, multiple fireplaces, and a seamless connection to the surrounding landscape. Expansive walls of glass and oversized windows flood the interior with natural light while framing peaceful woodland views throughout every season. Privately tucked away, the spacious primary suite serves as a true retreat, complete with vaulted ceilings, a fireplace, an oversized walk-in closet, and a spa-inspired bath. A beautifully integrated private guest wing offers exceptional flexibility for multigenerational living, extended family, long-term guests, or a sophisticated home office. Complete with its own private entrance, living room, kitchen, two bedrooms, and a full bath, this thoughtfully designed space also presents an outstanding opportunity for supplemental rental income. Outside, expansive decks and patios overlook rolling lawns and mature woodland, creating an idyllic setting for entertaining, quiet mornings with coffee, or simply enjoying the peaceful beauty of the surrounding landscape. Additional highlights include a three-car attached garage, abundant storage, and numerous recent improvements, including a new roof, a beautifully refinished cedar exterior, new garage doors, and meticulous maintenance that reflects true pride of ownership. Located within the award-winning Katonah-Lewisboro School District, this remarkable country retreat offers the perfect balance of privacy and convenience, just minutes from Metro-North, Ward Pound Ridge Reservation, local hamlets, fine dining, and approximately one hour from Manhattan.
This home truly stands apart. A turnkey five-bedroom Colonial set on nearly three private acres, privately located at the end of a quiet cul-de-sac. Thoughtfully expanded from its original design, the home features an exceptional layout with remarkable versatility, perfect for entertaining, working from home, play areas, all designed to meet your lifestyle. At the heart of the home is a custom, top-of-the-line renovated kitchen, outfitted with high-end appliances including a commercial-grade Viking range. The main level showcases oversized, sun-filled rooms, beautiful wood floors, and custom built-ins throughout, creating a seamless flow with endless flexibility. Upstairs, the spacious primary suite is a serene retreat, complete with a sitting/dressing area and a beautifully renovated bath. Four additional bedrooms and two full bathrooms complete the upper level. Extensively updated inside and out, the home also includes a generator and new roof and gutters (2022). Located in the desirable Conant Valley Estates neighborhood in the Katonah-Lewisboro School District, with easy access to the New Canaan train station and just minutes from shopping and dining in Pound Ridge, New Canaan, and Vista.
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!
A rare, design-forward opportunity to build a modern, mid-century inspired residence in a thoughtfully planned enclave of similar new construction homes. Set on a beautiful one-acre lot along a private gated road in peaceful South Salem, this single-level design emphasizes clean lines, natural light, and seamless indoor-outdoor living. Walls of glass and an open layout bring the surrounding landscape into the home, creating a bright, tranquil living experience. Buyers have the unique ability to work directly with the builder to customize finishes and tailor the design to their personal vision. The proposed residence offers approximately 3,000 square feet with four bedrooms and three and a half baths. Geothermal heating provides energy-efficient comfort and sustainability. Located within the Katonah-Lewisboro school district, this offering blends privacy, thoughtful design, and a serene setting with convenient access to shopping, dining, schools, and outdoor recreation.
Welcome to 169 Jay Court, a beautifully updated and meticulously maintained end-unit townhome in the highly sought-after Meadows community. Thoughtfully renovated with timeless finishes and an exceptional attention to detail, this move-in ready residence offers stylish living among three finished levels. The inviting main level features rich hardwood flooring, elegant crown molding, and a stunning coffered ceiling that enhances the open-concept living and dining areas. The updated kitchen boasts white shaker cabinetry, subway tile backsplash, stainless steel appliances, sophisticated countertops. and a bright breakfast nook filled which will bask you in sunshine. The spacious living room is centered around a fireplace and flows seamlessly to a private deck overlooking a tranquil wooded setting, perfect for entertaining or simply relaxing in the fresh air. An immaculate half bath completes this level. Upstairs, the generously sized primary suite boasts hardwood flooring and an updated bath with a beautifully tiled walk-in shower. A spacious secondary bedroom is also equipped with its own updated bathroom. The pull-down attic provides ample storage. The finished lower level provides outstanding flexibility with a bonus room that is perfect for a home office, gym or media area. The in-unit laundry and additional storage also are perks of this unit. The convenient 1 car garage is located under this elevated style of townhome which allows for a whole extra wall of windows if you are a fan of natural light. Residents of the Meadows enjoy exceptional amenities including a clubhouse, pool, tennis and basketball courts, fitness center, playground, and impeccably maintained grounds. The Meadows offers all this while being conveniently located near shopping, dining, and major commuting routes. This is a rare opportunity to enjoy truly turnkey living in one of Northern Westchester's most desirable communities.
Welcome to South Salem! Nestled on a picturesque 1.09 acre, this inviting split-level home offers the perfect combination of privacy, and everyday convenience on a spacious private lot. The main level features a bright and open design with a modern eat-in kitchen, dining area, and a living room anchored by a fireplace — creating the ideal setting for both quiet evenings and effortless entertaining. The upper level offers a comfortable primary suite with a hall full bath along with an additional bedroom. The lower level adds valuable storage space with a bedroom plus a dedicated laundry area. Beyond the home itself, enjoy the added lifestyle benefit providing opportunities to relax, explore, and enjoy the outdoors throughout the seasons. A wonderful South Salem retreat ready to welcome its next owner.
Unique opportunity to own a 3-bedroom, 2-bath home offering flexibility and future possibilities in the Goldens Bridge Lake Community, also known as The Colony. Property presents an opportunity for significant improvement or possibly new construction. One of the home's most exciting features is the approximately 480 sq. ft. walk-up attic, a truly unique space with endless potential. Whether envisioned as a future primary suite, home office, studio, recreation room, or simply exceptional storage, it's one of the most distinctive and appealing areas of the home. Community spans approximately 150 acres with 17 acres of preserved open space. Amenities include a lake with private beach, swimming, paddle boats, canoes, sand volleyball court, playground, basketball court, and The Barn. A special feature of this close-knit community, The Barn serves as the social hub of The Colony, hosting folk dancing, day camp, banquets, plays, musical performances, and a variety of community events throughout the year. Located in the Katonah-Lewisboro School District. Convenient to Metro-North, I-684, and NYC. Low taxes.
RIVERBEND FARM. Remarkable frontage on the rushing Waccabuc River. The original Adams Dairy Farm--an absolutely breathtaking property with level lawns lined by old stone walls, specimen trees and vibrant flowering perennials. Incredible gardens of Daffodils, Tulips, Iris, wild Roses, Lilac, Wysteria, Allium, and Peonies along with fragrant and flowering Magnolia, Apple, and Viburnum. Raised bed, fenced gardens for seasonal produce. A former working farm with Craftsman restored dairy barn, hen house/chicken coop and old icehouse. Rare antique Farmstead dating to 1792. Beautifully scaled room with high ceilings, hardwood floors and vintage millwork. Formal Entrance Hall with front staircase and incredible newel post. Sun-filled front Parlor. Dining Room with fireplace, bay window and door to delightful, covered porch. Spacious Country Kitchen with new appliances and breakfast area incorporating an antique Boyton & Lakewood cooking stove. Warm and inviting Family Room. Second floor with Three Bedrooms, one with en suite Sitting Room with fireplace, Office and Nursery. Spectacular Party Barn with loft and game room, formerly a horse barn, brimming with endless possibilities. Over five spectacular acres. A remarkable offering -- own part of the past!
Nestled on one of South Salem's most picturesque country lanes, 78 Old Church Lane offers a beautiful blend of privacy, comfort, and timeless style. Set on 4.6 magical, level acres surrounded by classic architecture and rolling countryside, this beautifully maintained residence is move-in-ready and designed for effortless living. Completely renovated in 2004, the home features sun-filled interiors, rich wood floors, a fabulous fireplace, and an excellent floor plan for everyday living and entertaining. At the heart of the home is a classic Poggenpohl kitchen, as functional and elegant today as when it was first installed, opening seamlessly to inviting gathering spaces filled with natural light. Offering three bedrooms and three-and-a-half baths, the home lives comfortably with generous entertaining areas, excellent indoor flow, and peaceful views of the spacious deck and surrounding property. The expansive grounds provide exceptional privacy and ample room for a pool, creating the opportunity to further enhance this special setting. A rare offering in a coveted South Salem location, 78 Old Church Lane is ready to be enjoyed from day one.
Welcome to 5 Diane Court, a thoughtfully updated Colonial nestled on a quiet cul-de-sac with views and access to a private, tranquil lake. This 6-bedroom, 3 full bath home provides an exceptional lifestyle both inside and out. The heart of the home is the updated kitchen, featuring a Sub-Zero refrigerator, a Viking 6-burner stove, and sliding doors that open directly to a deck. The main level also includes a first floor bedroom and full bathroom, a living room with a fireplace, a formal sitting room, and a dining room with doors leading to a charming screened porch overlooking the lake beyond. Upstairs you’ll find a spacious primary suite with its own private bath, plus four secondary bedrooms that share a hall bathroom and a laundry room. The walkout lower level (not included in the square footage) expands your living space with a versatile recreation room, a thoughtfully designed mudroom with built-in closets, a pantry, utility room and direct access to the 2-car garage and whole home generator. Outdoors, enjoy your own herb and vegetable garden and beautifully maintained mature landscaping. The property includes shared lake access with neighboring homes. Part of the Katonah-Lewisboro School System. Minutes to major highways and the Katonah and Goldens Bridge train stations.
Perfect as a year-round residence or a private weekend retreat, this charming home offers comfortable living in a super convenient location. It sits on a quiet country road surrounded by nature, yet it is close to the highway (7 miles to I-684); train (8 miles to Katonah MTA Metro North station with direct trains to Grand Central), schools, and other everyday conveniences. This well-loved home features a contemporary open floor plan on the main level, eat-in-kitchen with access to an expanded deck, spacious dining and living rooms, comfortable family room with a fireplace, 3 large bedrooms (all on the same floor), and incredible multi-use flexible space on a lower level… A serene private setting will make you feel a world away from the hustle and bustle of urban life, and yet you are only a short drive away from Katonah and/or Ridgefield with a variety of shopping and dining options. Looking to get outside? Lewisboro town park is just 1.5 miles down Rt 35 (with swimming pools, baseball fields, volleyball and basketball courts, concert stage, walking trails, and many events and activities for residents), Ward Pound Ridge Reservation is 5.3 miles away (largest park in Westchester county with trails that are used for walking, hiking, cross-country skiing and horseback riding), and Wolf Conservation Center is 1.5 miles away. Looking to get some culture in? Katonah Museum of Art and Caramoor Center for Music are both about 7 miles away! What a perfect find! Don’t miss on an opportunity to check out this home and make it yours!
Nestled on a private, picturesque 1-acre property, this move-in-ready home offers the perfect blend of comfort, convenience, and natural beauty. Freshly painted throughout, the home features newly refinished hardwood floors that shine with warmth and character. The spacious interior boasts two fireplaces, creating inviting gathering spaces for every season, while a beautiful bay window fills the home with natural light and frames peaceful views. The updated kitchen is equipped with stainless steel appliances, including a recently replaced dishwasher and microwave, making everyday living both stylish and practical. The primary suite offers a generous walk-in closet, and central air conditioning ensures year-round comfort. For added peace of mind, the home is generator-ready and includes a spacious two-car garage. Step outside and enjoy the stunning wraparound two-tier deck, perfect for entertaining, dining al fresco, or simply relaxing while taking in the seasonal water views and serene surroundings. A charming white fence enhances the property's curb appeal and sense of privacy. Ideally located just off Route 35, this exceptional home offers easy access to the Goldens Bridge Metro-North station on the Harlem Line, providing a convenient commute to New York City. The station also offers ample parking, making travel effortless. With its private setting, thoughtful updates, and desirable location, this beautifully maintained home is ready for its next owner to move right in and enjoy. Enjoy Seasonal lake views.
Welcome to 3 Old Shop Road, a beautifully updated farmhouse that perfectly captures the essence of relaxed country living in a highly coveted Cross River address. Set on a picturesque, park-like parcel with sweeping lawns and mature trees, this five-bedroom, five-bath residence offers a seamless blend of historic character, modern comfort, and premium amenities. Designed for both effortless entertaining and comfortable daily living, the property features three distinct bluestone patios providing multiple vignettes for outdoor relaxation. The fully fenced backyard includes a completely separate, secure enclosure for the sparkling in-ground gunite pool, creating an ideal and private backdrop for summer enjoyment. Inside, the home retains its timeless farmhouse warmth while embracing contemporary conveniences. The inviting kitchen features custom cabinetry, a functional layout, and ample space for casual dining. The current living room is anchored by a handsome fireplace and flooded with natural light, creating an inviting atmosphere throughout the seasons. Steeped in history, the first-floor guest suite served as the farmhouse's original living room. Today, it offers a peaceful main-level retreat, boasting its own cozy fireplace and elegant French doors that open directly to a private bluestone patio and the beautifully landscaped grounds. Located in one of Westchester County's most desirable communities, 3 Old Shop Road offers the very best of country living with room to relax, entertain, and enjoy.
Welcome to 31 Spring Street South in beautiful South Salem, NY — a lovingly maintained expanded ranch being offered for the first time in decades. Nestled on a private, sun-drenched property with mature landscaping and estate-like grounds, this special residence offers the perfect blend of tranquility, space, and opportunity. Featuring 4 bedrooms/2 full bathrooms, this picturesque property also includes potential for a private mother/daughter setup or guest quarters. Additional features include a chef’s kitchen with stainless steel appliances and a Kohler whole house generator, creating a peaceful retreat in every season. Outside, enjoy lush gardens, expansive outdoor space, and the privacy of a serene setting while remaining conveniently located just minutes from John Jay High School, local shops, dining, and Metro-North train access for an easy commute to New York City. Whether you are searching for your forever home, multi-generational living potential, or a property you can make uniquely your own, 31 Spring Street South presents a rare opportunity in one of Westchester County’s most desirable communities.
Welcome to 158 Mead Street — offered for the first time, this custom-designed sanctuary is nestled in the heart of Waccabuc and lives like four bedrooms (4 bedroom septic). 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 dramatic living room is anchored by vaulted ceilings, authentic rustic beams, and a wood-burning fireplace, creating a warm yet refined gathering space. For today’s remote lifestyle, a handsome den/home office with custom paneling and built-ins offers the perfect work-from-home setting. At the heart of the home is the expansive kitchen, uniquely warmed by a double-sided wood-burning fireplace. Entertain effortlessly in the character-filled formal dining room or unwind in the sun-drenched sunroom, which opens directly to the sprawling rear patio and picturesque grounds beyond. A rare and highly sought-after feature, the luxurious first-floor primary suite offers exceptional convenience and privacy, complete with two oversized walk-in closets and a spa-like bath. The second level provides incredible flexibility with two additional bedrooms, two full bathrooms, a dedicated second office, and an expansive playroom or media/recreation space. Experience the quiet luxury of Northern Westchester living in a home that truly has it all.
THE ONE YOU HAVE BEEN WAITING FOR! Move-in ready and surrounded by nature, this beautifully updated Colonial is tucked away on a quiet cul-de-sac. Enjoy a peaceful setting that's ideal for morning coffee on the deck, scenic dog walks, and neighborhood bike rides, while still offering a highly convenient location close to shopping, schools, parks, and commuting routes. From the moment you arrive, you'll appreciate the care and investment throughout, including NEW HARDWOOD FLOORS, A RENOVATED EAT-IN KITCHEN with a coffee bar and NEW APPLIANCES, NEW HARDWOOD FLOORS, UPDATED BATHROOMS, and BRAND-NEW CENTRAL AIR CONDITIONING AND HVAC. Designed for comfortable everyday living and effortless entertaining, the main level features a spacious family room with a classic WOOD-BURNING BRICK FIREPLACE and sliding glass doors to the deck, creating a seamless connection to the outdoors. A formal dining room and an elegant living room with French doors provide flexible spaces for gatherings, holidays, or a home office. Upstairs are four bedrooms, including a primary suite featuring a walk-in closet with a custom organization system and a beautifully renovated ensuite bath. The finished lower level expands your living space with endless possibilities for a recreation room, fitness area, playroom, or media room. An oversized two-car garage, abundant closet space, and an attic provide exceptional storage. Every major improvement has already been completed — simply move in and start enjoying a home that combines modern comfort, natural beauty, and everyday convenience.
Sold as is, house needs total renovation. Can get a construction loan if you qualify. 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. Seller is negotiable. Seller is negotiable. The existing structure requires a complete renovation and the potential is undeniable. The location is truly special. Lake Kitchawan spans over 100 acres and is part of a protected ecological corridor know for its biodiversity and natural beauty. Just beyond your backyard, miles of preserved land wind through forest, wetlands, and historic stone features, offering endless opportunities for hiking and quiet exploration.
A rare opportunity in the charming Truesdale Lake community of South Salem. This quaint cottage is in need of renovation and is being sold as-is, offering outstanding potential for restoration, investment, or new construction. Truesdale Lake is an 83-acre private lake community known for its peaceful setting, natural beauty, and long-established neighborhood character. Located in the Town of Lewisboro near the Connecticut border, the property offers access to the quiet appeal of Northern Westchester while remaining convenient to Ridgefield, Pound Ridge, Katonah, New Canaan, and surrounding towns. Ideal for builders, contractors, investors, or end users with vision. Buyer to verify all property details, lake rights, association membership, condition, permits, and building potential. Spend year round at one of Westchester's most coveted Lake communities. Buyer to do due diligence.

Lewisboro is located in New York. Lewisboro, New York has a population of 12,221. Lewisboro is more family-centric than the surrounding county with 39.05% of the households containing married families with children. The county average for households married with children is 35.32%.
The median household income in Lewisboro, New York is $178,780. 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 Lewisboro is 46.7 years.
The average high temperature in July is 83.1 degrees, with an average low temperature in January of 18.6 degrees. The average rainfall is approximately 51.3 inches per year, with 37.5 inches of snow per year.