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$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
$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
$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
$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
$2,375,000
5 Beds ⋅ 3 Baths ⋅ 980144 MLS
WILLOW FARM. Pristine Pre-Revolutionary Farmhouse. A Barrett Family homestead dating to 1750. Expanded in the 1930’s, with the addition of a handsome stone wing. Interior spaces replete with original details -- spectacular wide-plank floors, vintage millwork, built-in cupboards, windows salvaged from the old Katonah Library and three fireplaces. Beautifully proportioned Living Room with fireplace, ceiling beams, plaster walls and antique bow window. Formal Dining Room with American Chestnut floor. Beautifully renovated Kitchen with custom cabinetry, marble counters and high-end appliances. Breakfast Area with spectacular antique window. Family Room with fireplace and pond view. Choice of Offices for working remotely. Private Primary Suite with exposed beams, fireplace, Dressing Room and Bath. Two additional Bedrooms. Renovated Hall Bath. Located on a quiet country road, six bucolic acres with gorgeous open property, spectacular plantings and gardens and two scenic ponds. Private Swimming Pool. Separate Guest Cottage. Detached Garage with Guest/Office Suite. Two Antique Storage Barns. Conveniently close to the village of Katonah, the Metro North train and commuting arteries. A fabulous country retreat and truly special offering!

95 Croton Lake Road, Katonah
$915,000
4 Beds ⋅ 3 Baths ⋅ 961485 MLS
This private and spacious home sits on 2.5 acres of beautiful land in Pound Ridge, and is the ideal Westchester retreat. It has that perfect mix of "peace and quiet" without being completely off the grid. With 4 bedrooms and 3 full bathrooms, you’ll have plenty of room for everyone. The versatile floor plan offers endless possibilities to make the space your own. Enjoy a bright eat-in kitchen with skylights that fill the room with natural light—perfect for morning coffee. The large quartz-topped island is perfect for meal prep and entertaining, and features a gas cooktop. A wood-burning stove in the den is cozy and warm on cold nights. Large windows throughout the home create a light and airy atmosphere. This home features an elegant formal dining room—perfect for hosting holiday feasts and candlelit dinner parties. The living room centers around a classic fireplace, offering a warm, relaxing retreat for evenings at home. An unfinished space just off the living room offers exciting potential. Create a sunroom, screened-in porch, home office, or additional living area tailored to your vision. The newly built two-car garage (2022) provides ample storage. New roof in 2025. Whirlpool dishwasher 2021, Stove top on Island 2023, Oven and in-wall microwave 2020/2021. GE Refrigerator 2023. Taxes will have substantial reduction.

17 Highview Road, Pound Ridge
$2,500,000
6 Beds ⋅ 8 Baths ⋅ 928343 MLS
Set on over two spectacular acres in a premier location in Pound Ridge, this custom built Colonial offers an extraordinary blend of scale, craftsmanship, and complete privacy. Tucked along a quiet country road, this home has exquisite architectural detail throughout that includes extensive custom millwork, gleaming hardwood floors, soaring ceilings, and spacious rooms that create an atmosphere of elegance and ease. Enter through the impressive oversized foyer and immediately sense the grandeur. Sunlight pours through large windows, highlighting the home’s impeccable finishes and thoughtful design. The gourmet kitchen, appointed with granite countertops, opens seamlessly to the expansive living room which is ideal for both intimate gatherings and large celebrations. Additional main level spaces include a formal dining room, front and rear staircases, and a private home office with its own entrance. Upstairs, six spacious bedrooms offer exceptional comfort, each with oversized walk-in closets. Four bedrooms feature en-suite baths, while two share a classic Jack-and-Jill perfect for guests, or multi-generational living. Beautiful stone walls, natural rock outcroppings, lush lawns and wooded landscape frame the outdoor spaces. Relax on the expansive stone patio, unwind in the hot tub, or enjoy quiet evenings in the screened porch. There's even ample space for a pool. A semi-circular drive, 3-car garage, large recreation or game room, home gym, five fireplaces and whole-house generator complete this exceptional offering. Located minutes from Pound Ridge’s charming Scotts Corners and convenient to New Canaan, this home combines country serenity with everyday accessibility to shops and restaurants. A true retreat only 50 miles from Manhattan. Also available for rent at $20,000/month.

11 Lost Nations Road, Pound Ridge

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.