150 houses for sale in South Salem, Lewisboro town Westchester County New York

Designed by Vuko Tashkovich, one of Westchester's defining modernist architects, this home is privately sited on over 3 acres, offering 7,500+ square feet across three finished levels. Artfully refined while retaining the character of its original design, the home is defined by long horizontal lines, cylindrical forms, clerestory windows and walls of glass that connect the interiors to the surrounding landscape. A gallery-like entry introduces expansive, light-filled rooms with built-ins, tile work and exquisitely restored herringbone floors. The spacious living room is anchored by a stone fireplace, custom bookcase wall, and wet bar, with an adjoining sitting area that opens onto the broad outdoor terrace. The dining room with floor-to-ceiling windows and kitchen with attached breakfast room overlook the lush grounds, specimen trees and newly poured gunite pool with spa. Four bedrooms on the upper level include a spacious primary suite with fireplace, bath and private terrace. Additio

Award winning and architecturally significant residence designed by KieranTimberlake and masterfully built by Prutting & Company, is a rare collectible work of modern architecture. Privately set, high on a knoll, encompassing 19.5 acres of dramatic granite outcroppings, forest and meadows, and bordered on two sides by approximately 40 acres of land conservancy, the home is seamlessly woven into its natural surroundings. A striking composition of glass, zinc-coated copper and stainless steel reflects the changing light and seasons, while soaring ceilings, gallery-like interiors, floating staircases and walls of glass blur the distinction between indoors and out. Designed with geothermal heating, exceptional energy efficiency, custom walnut millwork, an Eggersmann kitchen, a 2,400-bottle wine cellar, outdoor kitchen and professionally engineered media room, every element reflects uncompromising craftsmanship and innovation. Published internationally, this is more than a luxury residence,

Welcome home to this wonderful Traditional Design home. This style merges classic, traditional comfort with clean, contemporary lines. This house has 4 bedrooms with 3 full bathrooms and 2 half baths at the end of a cul-de-sac. This brand-new home sits on 3-acres with privacy. Every part of this house has been thoughtfully crafted with designer finishes and attention to detail. As you enter the home there is a large covered front porch. There are 9 feet ceilings throughout the whole house. The oversized kitchen/family room is great for entertaining that has a stone fireplace and 2 entrances to the oversized deck. A large mudroom off the 2-car attached garage adds everyday functionality. A dedicated home office provides the perfect work-from-home setup. Built for comfort and efficiency, the home features spray foam insulation, Hardie board siding, central air, energy efficient systems and an on-demand propane gas water heater. The luxurious primary suite has a walk-in closet that have b

Tucked away on a tranquil cul-de-sac in the prestigious Town of Bedford, this masterfully reimagined gated home defines the next generation of Bedford luxury real estate. Just a short, convenient jaunt from the energy of Manhattan, 2 Barry Court provides a seamless transition from city living to serene countryside retreat, making it an ideal residence for those seeking fresh air, privacy, and refined relaxation. More than just a home, this is a lifestyle property located near the historic Bedford Village Green, the scenic Bedford Riding Lanes, and the vibrant Katonah boutique district. Set on four manicured acres with mature trees and open sky, the estate invites you to unwind in total tranquility—whether for weekends or for full time living. Designed by revered architect Teo Siguenza and developed by the esteemed Grasso Development Corporation, the residence blends timeless character with modern luxury. Inside, a two-story foyer opens to light-filled, 10’ high living spaces, while a c

A rare opportunity to own a Silvermine Preserve home where sophisticated design, exceptional craftsmanship and thoughtful technology come together. Engineered as a high-performance home, it incorporates geothermal heating and cooling along with advanced energy-efficient building systems that enhance year-round comfort, efficiency, and long-term value. Set within an exclusive enclave of architecturally distinctive new homes in South Salem, this modern, mid-century inspired residence offers a fresh interpretation of contemporary living. Nestled on a private one-acre site along a gated road, the single-level floor plan embraces clean architectural lines, expansive glass, and a seamless connection to the surrounding landscape. Offering approximately 3,000 square feet, the proposed home features four bedrooms and three-and-one-half baths, with the opportunity to collaborate directly with the builder to personalize interior finishes and selections. Located within the Katonah-Lewisboro School

Steeped in history and timeless elegance, this exceptional circa-1800 Hiram Halle Colonial is set on four beautifully landscaped acres. Rich in period character, the home showcases signature Hiram Halle windows, hand-hewn wide-plank antique floors, distinctive pillow ceilings, and multiple wood-burning fireplaces throughout its gracious living spaces. A sun-filled living room, elegant dining room, expansive sunroom, and cherry-paneled library create an atmosphere of warmth and sophistication. The heart of the home is a chef’s kitchen featuring a large center island, custom coffee bar, gas fireplace, and inviting breakfast area with doors opening to the patios and gardens. The second level offers four spacious bedrooms, three full baths, and a dedicated laundry room, blending historic charm with modern convenience. Outside, the estate unfolds into a private retreat with a Gunite pool, mature trees, lush gardens, and exquisite plantings. A classic barn with a fireplace-enhanced upper lev

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!

Eastlake. Nearly 39 serene acres offering the ultimate in privacy. Long, gated drive over rushing stream and through manicured grounds. Remarkable estate compound owned for years by renowned fashion designer as a family residence. Impressive architect-designed Stone and Country House positioned to overlook a private eight-acre lake. Striking and sophisticated Contemporary with elements of a Mid-Century Modern. Impressive rooms with natural finishes of fine woods and hand-cut stone. 5500 square feet of airy, loft-like living space positioned to capture views of the water. Beautifully scaled main rooms with vaulted ceilings, finished in warm woods, stone and hardwood floors and walls of glass. Striking Living Room with stone fireplace and vaulted ceiling lit by a modern cupola. Doors to wrap-around porch for fantastic indoor-outdoor living. Open-concept Dining Area also with water view, perfectly scaled for entertaining. Sleek Kitchen designed for the consummate chef. Private Office with

Set on a manicured 1.78-acre lot, this beautifully updated 4-bedroom, 2.5-bath Colonial located in the sought after community of Michelle Estates, is a must see. Step inside to a grand, two-story foyer, featuring high ceilings and an elegant open staircase. To the right, is a private home office with French doors and to the left a formal living room which flows seamlessly into the dining room. The heart of the home is the completely updated chef’s kitchen, complete with Thermador appliances, a wine fridge, and a light filled, breakfast nook with direct access to the deck. The kitchen opens to a dramatic two-story great room, highlighted by skylights, a wood-burning fireplace, and a second staircase leading to the upper floor. A powder room, laundry room, and access to the attached two car garage, complete the main level. Upstairs, the expansive primary suite offers a private sitting/office area, 2 walk-in closets, a dressing/vanity area, and a spacious en-suite bath featuring a jetted

Private updated retreat within minutes to Scott's Corners, and across the street from Pound Ridge Town Park. Enjoy the wood burning fireplace in the living room, updated kitchen with new appliances, updated baths, and hardwood floors throughout. Easy flow with rooms bathed in natural light and deck off kitchen makes entertaining, or basking in the sun, a breeze. This home sits on 2.81 private acres, with a long driveway and mature trees. For the car and storage fanatics, this home boasts a two car garage on the main house and another three car detached garage on property with the option of 24' ceilings. Perfect for car enthusiasts who want lifts, or mutliple car storage, or to lease out as extra garage space. Recent updates include: New roof 2016, new septic fields 2021, new windows, new driveway, new bib in garage, newly done retaining wall, and freshly painted! Don't miss this hilltop charmer

Set on a peaceful country road in bucolic Pound Ridge, this move in ready 4 bedroom Colonial is impeccable and filled with natural light. The formal living room and dining room (with bay window) offer classic scale, while the updated kitchen features white cabinetry, quartz counters, and stainless steel appliances. The family room, anchored by a fireplace, opens through French doors to the rear deck — perfect for indoor-outdoor living. Lovely hardwood floors and fresh Farrow & Ball paint run throughout. Outside, nearly three bucolic acres unfold in level lawns, old stone walls, and wooded privacy. This home is just minutes to the New Canaan train station for direct service to NYC as well as to the charming towns of Scotts Corners and Bedford. Recent updates include a brand new Bosch 2 zone heat pump, a new mini-split heat pump in the basement, a new hot water heater, and attic insulation. New roof and well pump 10/23. A charming, fully updated home offering the best of country living!

This charming brick-and-clapboard cape is a fantastic opportunity in a prime location. It's incredibly walkable to the center of Ridgefield, giving you easy access to everything: The Prospector, ACT, restaurants, the library, and all the local shopping. The house has great bones and is ready for your personal touch. Inside, you'll find classic hardwood floors, a wood-burning stove, a cozy sunroom, and a large, functional & charming kitchen ready for a modern update. Upstairs, there are 3 bedrooms and a tiled bathroom with a tubu002Fshower. Outside, the property is beautifully landscaped with mature plantings, a winding path, and a private brick terrace in the rear for relaxing. You also have an oversized detached garage at the end of the driveway. This is a rare find and your chance to make this fantastic home truly your own

This picturesque ca 1780 farmhouse retains all of its historic charm but has been updated & expanded for today including significant 3 car garage addition with magnificent great room above. Stunning 2.09 acres with scenic pond for kayaking & skating, rolling lawn, front porch, rear screened porch & deck, electrified cottageu002Fshed, chicken coop, horse barn with one stall, fruit trees including pear, apple, & grape vines, plus former paddock converted to fenced in vegetable garden with automatic sprinkler. Total 3,467 sf with 3 fireplaces & 2 wood burning stoves, exposed beams, & delightful options for gracious living & entertaining. The inviting kitchen features a wood stove, seating peninsula, exposed beams, slate floor, & sunny dining area overlooking the pond with fountain. So many choices to relax & enjoy: the lovely living room with gas fireplace; adjoining screened porch; den with vaulted timbered ceiling, second wood stove, & sliders to the deck; family room addition with wood

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 hom

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 guest suite with a separate living area, gas fireplace, bedroom, full bath, and its own laundry—ideal for a guest suite or home office. Upstairs features a spacious primary suite, three additional bedrooms, a full bath, and second-floor laundry.

Handsome and classic 5 bedroom center hall colonial set along much sought after Old Stone Hill Road. Superbly crafted, the house is flooded with natural light through abundant oversized windows. At the heart of the home is a wonderful family room with fieldstone fireplace. Adjacent is the center island kitchen with stainless steel gas Viking cooktop and Viking double wall ovens. The two story entry is flanked by the formal living room with adjoining butler's pantry and formal dining room adjacent to a built-in wine center. The primary suite is under a tray ceiling and features two walk-closets-outfitted in custom cabinetry, a luxurious primary bath with double sinks, shower, and soaking tub and a private office. Four additional second floor bedrooms all have adjoining baths. The lower level centers on a nicely finished playroom with gas fireplace, home exercise room, full bath and storage rooms. A lovely two-level stone terrace with fire pit is surrounded by established perennial garde

Set high on a hill overlooking the Pound Ridge Reservation, 71 Old Stone Hill Road is a dramatic Modern positioned to capture natural light and distant views. Constructed in 1987 housing approximately 4420 square feet of living space, the interior is stunning. The floorplan is open and fluid allowing for seamless entertaining. Clean, crisp lines, walls of windows, high ceilings, lots of glass, hardwood floors, a fireplace and custom built-ins. Doors open to two terraces, perfect for indoor/outdoor entertaining. Living Room. A dramatic space with soaring ceiling, walls of glass, clerestories usher in natural light & views. Dining Area with custom built-ins, open to Living Room & Entry. Kitchen with Breakfast Area with access to outdoor Terrace. First Floor Primary Bedroom with doors out & Primary Bath. Second Floor offers Two Bedrooms sharing a skylit Bathroom an additional Fourth Bedroom with private Bath. Comprised of approximately 3.3 acres, the grounds are beautifully landscaped wit

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 beach access, lake privileges, and water access, including a private sandy beach and lakeside dock for non-motorized boating, kayaking, and paddleboarding. Conveniently located near Ridgefield, major commuter routes, and Metro-North, offering both investment upside and lifestyle appeal. Please note the oil gravity furnace is currently not functioning. The home does have supplemental electric heat that is operational. Cooking and hot water are fueled by propane (120-gallon rented tank). Property being sold strictly as-is. Taxes with no exemption reflect $6,246.36

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

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 incl

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 awaits as you step outside to discover the professional landscaping, quiet, private deck, and mature specimen planting. The expansive deck is perfect for morning coffee, afternoon tea, or evening entertaining. A paved driveway with Belgian block edging and a detached one-car garage complete the welcoming arrival experience. Every season reveals new beauty in this thoughtfully designed landscape. Exceptional Interior Living… Enjoy the updated eat-in kitchen with granite countertops, custom cabinets, and a coffee bar. Full first-floor bathroom, first-floor den/bedroom, dining room, plus a lovely li

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 s

This completely renovated 4-bedroom, 4-bath Colonial is set on 3 picturesque acres at the end of a private, wooded cul-de-sac. A true turn-key offering, the home features a Control4 smart home system for easy management of lighting, security, audio/video, and climate, along with an automated and secure gate system. The gourmet eat-in kitchen is the heart of the home, showcasing new countertops, high. End stainless steel appliances, and sliders that open to the patio and backyard—perfect for indoor/outdoor living. A sun-filled breakfast area creates a bright and inviting space. The expansive patio features an outdoor grill with rotisserie, cooktop, and refrigerator. Ideal for dining al fresco. Sunlit interiors highlight hardwood floors throughout, complemented by quality finishes including French doors and detailed moldings. The center hall layout includes a beautifully scaled living room with fireplace, formal dining room, a spacious family room, and a full bath. Updated interior light

Set on 2 acres in Cross River this home was made for outdoor living and entertaining, your own private resort. This large home features 4 bedrooms, 2.5 baths, eat in kitchen, numerous family rooms, a chef's garden, plus a heated saltwater pool feels secluded yet just minutes from Metro North, John Jay campus, Ward Pound Reservation and shopping centers. Step outside to enjoy 2 levels of decks overlooking a wooded oasis and the pool. A rare combination, this property delivers a lifestyle that is rare to find. A commuter friendly location in Northern Westchester, roughly an hour from the city

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