South Salem Real Estate

Welcome to South Salem, a charming hamlet nestled in the picturesque town of Lewisboro in Westchester County, New York. Just a stone’s throw away from the bustling city life of New York City, South Salem offers a delightful blend of tranquility and convenience, making it an ideal place for families, professionals, and anyone seeking a peaceful retreat.

Known for its stunning natural beauty, South Salem is surrounded by lush woodlands, serene lakes, and rolling hills, providing residents with ample opportunities for outdoor activities. Whether you enjoy hiking the scenic trails of the nearby Ward Pound Ridge Reservation or spending leisurely afternoons at the picturesque Lake Katonah, nature is always just a step away.

The community itself boasts a rich history, with charming colonial homes and a warm, welcoming atmosphere. South Salem is home to a variety of local shops, delightful eateries, and community events that foster a strong sense of belonging among residents. Families will appreciate the highly-rated schools, which are part of the esteemed Katonah-Lewisboro School District, ensuring that children receive a top-notch education.

For those who commute, South Salem offers easy access to major highways and the Metro-North Railroad, making it a convenient choice for city workers. With its unique blend of rural charm and suburban convenience, South Salem is not just a place to live—it's a place to thrive. Discover the allure of this hidden gem in Westchester County and experience the perfect harmony of nature, community, and modern living. Your dream home awaits in South Salem!

Newest Listings in South Salem

$599,999

3 Beds ⋅ 2 Baths ⋅ 1048782 MLS

SPACIOUS OAKRIDGE TOWNHOUSE. One of the largest available units and the original model. Spacious and bright living spaces with vaulted ceilings and sun-filled rooms. Living Room with vaulted ceiling and wood burning fireplace. Nicely scaled Dining Room. Maple Kitchen with granite counters, tile backsplash and updated appliances. Open Family Room with vaulted ceiling and doors to terrace surrounded by lawn. Primary Bedroom with built-ins, vaulted ceiling, ample closet space and private Bath. Two additional Bedrooms sharing Hall Bath. Straight staircase to loft Sitting Room and finished Bonus Room. Detached One-Car Garage and assigned parking space. Community Pool and Tennis Courts. Walking path around the lake. Walk to shops and restaurants. Convenient location with easy access to New Canaan, Ridgefield and the Merritt Parkway. Just listed!

1 Oakridge Drive, South Salem

$575,000

2 Beds ⋅ 1 Baths ⋅ 1050318 MLS

Welcome to this beautifully renovated two-level condominium offering the privacy and feel of a townhouse, with no neighbors above or below. Step inside to a welcoming entry foyer featuring a custom built-in bench and storage, setting the tone for the thoughtful updates found throughout the home. The spacious living room boasts soaring cathedral ceilings, abundant natural light, and a cozy wood-burning fireplace. The dining area flows seamlessly into the updated kitchen w/ ample counter space and new appliances, which opens to a warm and inviting family room featuring vaulted ceilings, a striking wood beam accent, and sliding glass doors leading to a private patio. The main level also features a generous primary bedroom with direct access to a beautifully updated bathroom complete with dual vanities. A second bedroom with a large closet, convenient first-floor laundry, and refinished hardwood floors throughout complete the main level. Upstairs, you'll find a versatile loft area perfect for a home office, guest space, or reading nook, along with an oversized walk-in storage room providing exceptional storage options. Outside, enjoy your own private patio and rear yard, ideal for relaxing or entertaining. Residents also have access to the community's newly renovated amenities, including a swimming pool, tennis courts, basketball court, and playground. Perfectly located in South Salem, NY, this home offers an ideal commute to both NY and Connecticut including Stamford, White Plains, and New York City. Enjoy the convenience of being within walking distance to local shopping, restaurants, and everyday amenities. This move-in-ready home combines style, comfort, privacy, and convenience in one exceptional package.

26 Oakridge Drive, South Salem

$1,750,000

4 Beds ⋅ 4 Baths ⋅ 1033318 MLS

Stunning, one-of-kind, octagonal lakefront residence on Truesdale Lake, with 4 bedrooms, 3.5 bathrooms, 2-car garage, breathtaking lake views, custom rustic décor, open floorplan, vaulted ceilings, custom woodwork, wide plank flooring, built-in bar, interior stone fireplace, wrap-around decking, on .57 acres. Don’t miss out on this opportunity!

33 Truesdale Lake Drive, South Salem

$1,999,000

3 Beds ⋅ 5 Baths ⋅ 1044320 MLS

Situated on 2.23 pristine acres near New Canaan, Pound Ridge, and Ridgefield, 6 Briscoe Road is a 4,482-square-foot turnkey Colonial - that lives like a 4 bedroom home - masterfully pairing timeless architectural integrity with modern mechanical excellence. Quality construction and refined finishes define the interior, with 10-foot ceilings, extensive millwork, raised paneling, crown molding, custom cabinetry and oversized true-divided-light windows. The gourmet kitchen is equipped with a 6-burner Viking range, Sub-Zero refrigerator, dual Bosch convection oven, custom cabinetry, and a walk-in pantry. The primary suite offers a serene retreat featuring corner windows, detailed moldings, and a spa-caliber marble bath with a soaking tub and walk-in shower. Two upper levels host flexible living, including a dedicated media room/gym, and a private third-floor guest suite with a full marble bath and lounge. Outdoor living centers on a heated Gunite saltwater pool with a brand-new electric cover, refreshed bluestone patio, and lush level lawn with split rail fence with deer-fence extension. Complete peace of mind is ensured with all-new electrical panels, new windows, a whole-house Generac generator, four-zone AC, a Level 2 EV charger in the oversized 3-car garage and enhanced security. Approximately 10 minutes from the New Canaan train station. Convenient to premier shopping, dining, schools, hiking and entertainment. A true oasis of privacy, craftsmanship, and resort-style living, this remarkable turnkey property is ready to be enjoyed from day one!

6 Briscoe Road, South Salem

$925,000

4 Beds ⋅ 4 Baths ⋅ 1045301 MLS

Lake days. Dinner reservations. The best of both worlds. This updated 4-bedroom, 3.1-bath Colonial offers 2,924 square feet and the relaxed rhythm of Truesdale Lake, just minutes from the restaurants, shopping, theater and acclaimed arts and entertainment venues in Ridgefield, Katonah and Danbury. Set on .47 acres of level property with lake views, TEA membership for private beach access and recreation, and a legal accessory apartment, this is a home that gives you plenty of ways to enjoy every day. A covered front porch welcomes you inside, where a tiled entry connects the kitchen, dining room and living room. Spacious rooms set the stage for easy entertaining, while hardwood floors, built-in bookshelves and a fireplace make the living room an inviting spot to settle in. The separate dining room is ready for casual dinners, holiday gatherings and evenings that call for a second bottle. Upstairs, the primary suite delivers room to truly spread out, with three walk-in closets and a generous alcove with built-in bookshelves—perfect for a reading lounge, home office or exercise space. A renovated marble-tiled primary bath features a spacious walk-in shower. Three additional bedrooms and a full hall bath complete the second floor. With its own entrance around back, the legal accessory apartment adds valuable flexibility for housing relatives, guests, a caregiver or potential rental use*. Outside, a level, partially-fenced backyard and stone patio offer space to play, entertain or simply enjoy a quiet evening at home. An attached two-car garage, storage and an on-demand generator with an automatic transfer switch round out the practical perks. Spend the afternoon at the private beach, head into town for dinner or a show, and enjoy HART shuttle service to the train from the area. More room, more options, and a lake lifestyle that keeps you close to everything you love.

46 Truesdale Lake Drive, South Salem

$599,000

2 Beds ⋅ 1 Baths ⋅ 1041674 MLS

The Perfect Hideaway! Private and Serene, stone terrace. Beautiful landscaping fire pit, pool, dining area and sitting area. Great for al fresco dining intimate or room for all! Must see something special !

43 Laurel Road, South Salem

$1,750,000

3 Beds ⋅ 3 Baths ⋅ 1038545 MLS

Welcome to 21 Twin Lakes Road — a stunning, complete renovation that is as close to new construction as you'll find. Every detail has been thoughtfully reimagined, from the sun-filled open floor plan to the gorgeous authentic reclaimed beams that give the home instant character and warmth. A separate 1st floor bonus room and finished basement offers flexible space for a home office, playroom, or gym, and the convenience of first-floor laundry makes everyday living effortless. Location is everything, and this one delivers: a highly sought-after neighborhood that offers direct lake access just across the street, where you'll find a playground, a small beach, and easy launch access for your kayak or paddle board. Whether you're starting your morning with coffee on the water or unwinding after a day on the lake, this home offers a rare blend of turnkey renovation and lakeside lifestyle. Move right in and start making memories at 21 Twin Lakes Road — don't miss this one.

21 Twin Lakes Road, South Salem

$629,000

2 Beds ⋅ 2 Baths ⋅ 1032550 MLS

Gorgeous, completely updated, two bedroom with office and open loft/den townhome in the Katonah Lewisboro School District. The open living space is flooded with light, calming colors, soaring ceilings and a wood burning fireplace. The recently renovated eat in kitchen featuring stainless steel appliances, an enormous center island and deck access is the perfect place to entertain. A primary bedroom with en suite bath, second bedroom, full hall bath and laundry complete the main level. The new staircase leads to the second level which offers an open loft / den and a skylit office with door and closets. Hot water heater, HVAC, windows, flooring, bathroom vanities, and kitchen appliances have all been replaced in the last few years. The Oakridge community has two recently refurbished outdoor pools, new tennis and basketball courts, and play area. This unit also includes a garage and two assigned parking spaces! Walking distance to shopping & dining in Oakridge Commons and just a few miles to New Canaan, Ridgefield and Katonah.

230 Lakeside Drive, South Salem

$894,999

4 Beds ⋅ 2 Baths ⋅ 1036838 MLS

Welcome to 9 Laurel Road, a spacious home set on 1.5 acres along a quiet residential street in the desirable South Salem area. Surrounded by mature trees and wooded views, the property offers a peaceful setting with plenty of privacy, a generous lawn, and expansive backyard space. The home features 4 bedrooms, hardwood floors, a spacious living room, dining area, eat-in kitchen, and a comfortable family room. The flexible layout on the second floor offers many additional options, including a home office, study, or guest room. The lower level offers ample space for storage, recreation, a workshop, or future use. The attached two-car garage comfortably accommodates two vehicles with plenty of additional space. Conveniently located with local restaurants, grocery shopping, and everyday amenities just down the road, you can enjoy the privacy of a quiet, wooded setting while remaining close to everything you need.

9 Laurel Road, South Salem

$150,000

1037060 MLS

As per the seller, had BOHA for a 4 bedroom home. The sale will be subject to buyer obtaining BOHA. In the process of obtaining more information.

Rt-123 Road, South Salem

$1,495,000

4 Beds ⋅ 4 Baths ⋅ 1035007 MLS

Step inside Tommy’s Lane, where understated architecture gives way to unforgettable design. From the curb, this timeless transitional Colonial sits quietly on just shy of two flat, sun-drenched private acres with a pool. Open the dramatic custom black glass front doors, however, and the entire experience changes. A dramatic two-story foyer introduces interiors that feel as though Restoration Hardware met a world-class luxury hotel. Sophisticated, glamorous, impeccably tailored, and unlike anything else on the market in South Salem. Every inch of this home has been thoughtfully reimagined with an uncompromising eye for design, craftsmanship, and quality. Everything in the home has been redone, with the owner completing an extensive top-to-bottom renovation in 2025. Rich hardwood floors flow throughout an airy, open floor plan created for both everyday living and effortless entertaining. Custom millwork, designer lighting, and bespoke finishes elevate every space, while the stunning family room is anchored by a beautiful wood-burning fireplace and a custom rich wood bar accented with elegant brass mesh detailing, functioning as both a striking focal point and a true piece of furniture. The chef’s kitchen rivals those found in substantially larger custom estates, featuring premium Sub-Zero refrigeration, a professional gas range, custom cabinetry, and dramatic two-inch-thick quartz countertops. Every selection was made with intention, resulting in a space that is as functional as it is beautiful. The principal suite is a true retreat, evoking the feeling of a boutique luxury hotel. The newly completed marble bath is extraordinary, showcasing brass fixtures, intricate mosaic marble flooring with brass inlay, a seamless glass shower, soaking tub, and refined spa-inspired finishes. A beautifully designed walk-in closet completes the suite. Three additional bedrooms complete the second floor and share a beautifully renovated hall bath finished with the same elevated, hotel-quality aesthetic found throughout the home. The lower level is designed entirely around entertaining. A spacious game room with pool table flows into a dedicated media lounge with theater seating, creating the perfect setting for movie nights or game days. A full wet bar, full bathroom, abundant natural light from windows, and direct access to the garage make this level every bit as practical as it is impressive. Outside, complete privacy surrounds the expansive backyard and large swimming pool, creating the perfect setting for summer gatherings, quiet afternoons, or evenings spent with family and friends. The property feels like a private resort while remaining exceptionally convenient. Perfectly positioned, Tommy’s Lane offers easy access to the Merritt Parkway, is approximately 10 minutes to New Canaan, 15 minutes to Ridgefield, and about 15 minutes to downtown Katonah, placing shopping, dining, and commuting all within easy reach. This is far more than a beautifully renovated home. It delivers the level of design, finish, and amenities typically reserved for much larger custom-built estates, while offering the warmth, comfort, and livability of a true family home. Every space has been elevated, every detail considered, and every finish curated. Move-in ready doesn’t begin to describe it. This home is simply walk-in stylish.

2 Tommys Lane, South Salem

$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

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