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$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

$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

$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

$1,695,000
5 Beds 6 Baths 1020960 MLS
Architecturally distinctive and beautifully connected to its natural surroundings, this custom cedar contemporary offers a refreshing alternative to the traditional colonial. Set on over 4 private acres in the heart of South Salem, the home blends dramatic volume, natural light, privacy, and flexible living spaces designed for modern living. The home’s layout flows easily from one inviting space to the next, creating a comfortable setting for both everyday living and entertaining. A welcoming entry opens to the formal dining room and wet bar, then leads into the heart of the home: a spacious kitchen and great room overlooking the backyard. The kitchen features a Viking range, Sub-Zero refrigerator, generous island, dining area, and an adjoining sitting area with fireplace. Walls of glass and oversized windows bring in beautiful natural light while framing views of the rolling lawn, mature trees, and charming barn beyond. The main level also includes a home office with full bath, as well as a separate guest wing with a bedroom, full bath, and laundry. Just off the entry, the formal living room is slightly elevated and offers hardwood floors, dramatic ceiling height, a wood-burning stove, and French doors to a deck overlooking the grounds. From the living room, stairs lead to the bedroom level, where the spacious primary suite feels like a private retreat with vaulted ceilings, fireplace, oversized walk-in closet, and spa-inspired bath. Three additional bedrooms complete this level, along with spiral stairs to a loft area ideal for a game room, creative space, storage, or secondary office. Above the garage, the private guest quarters offer exceptional flexibility for extended guests, multigenerational living, a refined work-from-home setup, or supplemental income potential. This space includes its own entry, living room, kitchen, two bedrooms, and a full bath. The lower level adds even more usable space with an additional bedroom and bath, home gym, storage, and walk-out access to the yard. Outside, expansive decks and patios overlook the rolling lawn and mature woodland, creating a peaceful setting for entertaining, quiet mornings, or simply enjoying the beauty of the property. A barn adds charm and function for the hobbyist, gardener, or outdoor enthusiast, and the grounds offer plenty of room for a pool. Additional highlights include a three-car attached garage, abundant storage, and numerous recent improvements, including a new roof, refinished cedar exterior, new garage doors, and meticulous maintenance throughout. Located within the Katonah-Lewisboro School District, this special South Salem retreat offers the ideal balance of privacy and convenience, just minutes from Metro-North, Ward Pound Ridge Reservation, local hamlets, shopping, dining, and major commuting routes.

South Salem

$2,499,000
1014508 MLS
Welcome to LaVista Restaurant in South Salem, NY — where a devastating tree fall has given rise to a stunning, extraordinary rebirth of this landmark restaurant. This is a rare and compelling opportunity to acquire both the prime real estate and the thriving business in one seamless transaction. This establishment will be delivered TURNKEY completely ready to open for business upon completion of construction, slated to be November 2026. Set on two acres of exceptional property, the brand-new ENTIRELY REBUILT building showcases impeccable all-new construction and thoughtful design. At its heart lies a new state-of-the-art kitchen equipped with brand-new modern appliances and a powerful hood system. The appointed dining areas comfortably welcome 100+ guests, complemented by a newly designed wine bar and a private VIP/Party Room for exclusive events, celebrations, and corporate meetings and gatherings. Situated on a high-visibility major thoroughfare with thousands of daily passersby, LaVista enjoys unmatched exposure in a desirable Westchester County location on the border of CT, attracting both NY and CT Patrons. A devoted, loyal customer base is already eagerly anticipating the reopening, providing an immediate foundation for strong revenue from day one. The building includes a two-bedroom residential apartment upstairs — ideal for an owner-operator or additional income. Whether you are a visionary restaurateur, seasoned investor, or entrepreneurial buyer seeking a turnkey lifestyle property, this is a rare chance to own a fully rebuilt, move-in-ready destination poised and proven for success. Additional highlights include: Ample on-site parking for over 100 vehicles, an expanded basement offering generous storage and operational flexibility, and an outdoor dining patio. LaVista awaits its next chapter — and the right steward to elevate it to even greater heights.

355 Smith Ridge Road, South Salem

$2,499,000
1014507 MLS
Welcome to LaVista Restaurant in South Salem, NY — where a devastating tree fall has given rise to a stunning, extraordinary rebirth of this landmark restaurant. This is a rare and compelling opportunity to acquire both the prime real estate and the thriving business in one seamless transaction. This establishment will be delivered TURNKEY completely ready to open for business upon completion of construction, slated to be November 2026. Set on two acres of exceptional property, the brand-new ENTIRELY REBUILT building showcases impeccable all-new construction and thoughtful design. At its heart lies a new state-of-the-art kitchen equipped with brand-new modern appliances and a powerful hood system. The appointed dining areas comfortably welcome 100+ guests, complemented by a newly designed wine bar and a private VIP/Party Room for exclusive events, celebrations, and corporate meetings and gatherings. Situated on a high-visibility major thoroughfare with thousands of daily passersby, LaVista enjoys unmatched exposure in a desirable Westchester County location on the border of CT, attracting both NY and CT Patrons. A devoted, loyal customer base is already eagerly anticipating the reopening, providing an immediate foundation for strong revenue from day one. The building includes a two-bedroom residential apartment upstairs — ideal for an owner-operator or additional income. Whether you are a visionary restaurateur, seasoned investor, or entrepreneurial buyer seeking a turnkey lifestyle property, this is a rare chance to own a fully rebuilt, move-in-ready destination poised and proven for success. Additional highlights include: Ample on-site parking for over 100 vehicles, an expanded basement offering generous storage and operational flexibility, and an outdoor dining patio. LaVista awaits its next chapter — and the right steward to elevate it to even greater heights.

355 Smith Ridge Road, South Salem

$4,500,000
4 Beds 5 Baths 986698 MLS
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 both everyday living and entertaining. High ceilings, unique designer chandeliers, and a marble fireplace framed by expansive windows create a dramatic yet inviting ambiance. The primary suite is a private retreat, complete with a serene seating area, walk-in closet, and spa-inspired bath with soaking tub and his-and-hers sinks. The top-floor laundry room ensures effortless convenience, while the fully finished basement boasts a gym, media/recreation room, full bath, and direct walk-out to a covered patio with speakers and ceiling fans. Outdoors, an entertainer’s dream awaits: a stunning in-ground pool and hot tub with a glass railing, outdoor kitchen, fire pit lounge, and professionally landscaped grounds with Kentucky bluegrass sod and Thuja trees, creating your own private oasis. This home has been extensively updated with new roofing, siding, windows, flooring, systems, and high-end finishes, combining elegance with modern functionality. Every element has been thoughtfully curated to offer a posh lifestyle, flawless entertaining, and refined daily living. Nestled within the prestigious Pine Hill Estates, this home offers access to the highly rated Katonah-Lewisboro School District. Commuting is effortless, with close proximity to major highways and multiple Metro-North stations, providing convenient access to New York City and surrounding areas. Beyond the home's luxurious features, the location offers a wealth of recreational opportunities. Just a short drive away, Ward Pound Ridge Reservation, Westchester County's largest park, provides over 4,300 acres of natural beauty. Enjoy hiking, fishing, and camping amidst scenic landscapes and diverse wildlife. For shopping and dining, Ridge Hill is nearby, offering a variety of retail stores, restaurants, and entertainment options. Additionally, Untermyer Gardens Conservancy and Lenoir Preserve offer tranquil settings for nature walks and exploration. This residence is not just a home; it is an elevated lifestyle of comfort, convenience, as well as curated leisure and recreation. Seize the opportunity to make it yours today!

45 Pine Hill Drive, South Salem

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.