South Salem Real Estate

Welcome to South Salem, a picturesque hamlet nestled in the heart of Westchester County, New York. Known for its charming rural ambiance and rich history, South Salem offers a unique blend of serene living and vibrant community spirit. With its rolling hills, lush landscapes, and tranquil lakes, this quaint town is a haven for nature lovers and outdoor enthusiasts alike.

South Salem is steeped in history, with roots dating back to the 18th century. The area is home to several historic sites, including the iconic John Jay Homestead, the former estate of Founding Father John Jay. The town's commitment to preserving its heritage is evident in its well-maintained architecture and community events that celebrate its rich past.

For those who seek an active lifestyle, South Salem boasts a variety of recreational opportunities. Enjoy hiking along the scenic trails of the nearby Ward Pound Ridge Reservation, or spend a leisurely afternoon fishing at one of the local lakes. The community is also known for its equestrian culture, with several stables and riding schools that cater to horse enthusiasts.

Families will appreciate the top-rated schools in the area, which are part of the esteemed Katonah-Lewisboro School District. With a strong emphasis on education and community involvement, South Salem fosters a nurturing environment for children to thrive.

Culinary delights await at local eateries, where you can savor farm-to-table dishes made with fresh, local ingredients. The warm and welcoming atmosphere of South Salem makes it an ideal place to call home, where neighbors become friends and life unfolds at a perfect pace. Discover the charm of South Salem, where every day feels like a retreat.

Newest Listings in 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

$775,000

3 Beds ⋅ 2 Baths ⋅ 1034574 MLS

Move right into the lake lifestyle! Completely renovated and thoughtfully designed, this turn-key, contemporary ranch offers the perfect blend of modern comfort and easy one-level living. Nestled in the sought-after Truesdale Lake area of South Salem, this sun-drenched three-bedroom, two-full-bath home is just a short stroll to the lake and beach. An inviting open floor plan creates an easy flow for both everyday living and entertaining, while beautiful hardwood floors run throughout the home. At the heart of the home is the renovated chef’s kitchen (2024), featuring granite countertops, new appliances, and generous workspace. The kitchen opens seamlessly to the dining area, making everything from casual meals to entertaining feel effortless. The spacious primary suite offers a private retreat, while two additional main-level bedrooms provide comfortable accommodations for family, guests, or a home office. The family room is designed for relaxed living, with partial lake views and sliders opening directly to a beautiful bluestone patio—perfect for morning coffee, sunset cocktails, or memorable al fresco dinners. Extensive updates include: Roof, furnace, water heater, above-ground oil tank, and central air (2024). Energy-efficient radiant heat beneath all floors adds an extra layer of comfort. Electrical and plumbing systems were upgraded in 2024/2025. Bathrooms feature updated fixtures, and the laundry room includes a new LG washer and dryer (2025). Outside, the level, landscaped yard offers lovely plantings and partial lake views. The spacious basement has been waterproofed and insulated, with exciting potential to create a recreation room, gym, home office, or keep as is for abundant storage. It's the perfect opportunity for a full-time residence or a weekend getaway - close to NYC, trains and schools.

3 Bouton Street, 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

$1,495,000

3 Beds ⋅ 4 Baths ⋅ 1037656 MLS

Stunning post-modern contemporary w/ cathedral ceilings, private professionally landscaped back yard with mature plantings. Featuring a large deck, in-ground free form gunite pool with screened-in gazebo, fully fenced backyard with separately fenced dog-run. Large living room with a fieldstone wall, majestic raised hearth fireplace and hobnailed wood floor. Formal dining room w/ bluestone floor, sunken den with large two story windows and exposed beam cathedral ceiling. Den w/ third office space. Eat in kitchen w/ cathedral ceilings, large deck with capacity for 20-40 guests. Newly updated primary bedroom suite w/ cathedral ceiling, exposed beams with uplighting and sliders to an outdoor deck. There is a fieldstone fireplace, W/D/kitchenette room, a walk in storage closet and a massive master closet. Master bath w/ large soaking tub, walk-in shower, double sink and a Kohler Purewash toilet. 2-car garage with a 2 room office space above. Close to shopping, highways and Metro North.

257 Kitchawan 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

Start Your Search

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.