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Homes for Sale in 10590

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  • /49

    $1,795,000

    • 4 Beds
    • 6 Baths
    • 5,288 Sq Ft

    30 Pine Hill Dr, South Salem, NY 10590

    Offered for the first time since it was built by the original owners, 30 Pine Hill Drive is a private and beautifully maintained residence on 3.95 acres along one of Lewisboro’s sought-after streets. Beyond the home, the property itself is a treasure—wooded on three sides, offering exceptional privacy, a beautiful usable yard, stone walls and even a peaceful brook along the rear of the

    Agent Photo

    Nikki McMann

    William Raveis-New York LLC

    30 Pine Hill Dr, South Salem, NY 10590
  • /41

    $575,000

    • 2 Beds
    • 1 Bath
    • 1,318 Sq Ft

    26 Oakridge Dr, South Salem, NY 10590

    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

    Agent Photo

    Sharon Sheil

    Coldwell Banker Realty

    26 Oakridge Dr, South Salem, NY 10590
  • /12

    $835,000

    • 2 Beds
    • 1.5 Baths
    • 1,487 Sq Ft

    8 Hoyt St, South Salem, NY 10590

    A rare opportunity in the charming Truesdale Lake community of South Salem. This quaint cottage is in need of renovation and is being sold as-is, offering outstanding potential for restoration, investment, or new construction. Truesdale Lake is an 83-acre private lake community known for its peaceful setting, natural beauty, and long-established neighborhood character. Located in the Town of

    Jessica Lane

    Serhant LLC

    8 Hoyt St, South Salem, NY 10590
  • /20

    $599,999

    • 3 Beds
    • 2 Baths
    • 1,895 Sq Ft

    1 Oakridge Dr, South Salem, NY 10590

    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

    George D'Ambrosio Ginnel Real Estate

    1 Oakridge Dr, South Salem, NY 10590
  • /45

    $1,499,000

    $1K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,964 Sq Ft

    18 Laurel Rd, South Salem, NY 10590

    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

    Michael Neeley William Raveis-New York LLC

    18 Laurel Rd, South Salem, NY 10590
  • /7

    $75,000

    • Land
    • 3.63 Acres
    • $20,661 per Acre

    0 Laurie Ln Unit KEY000152, Lewisboro, NY 10590

    Selling as is. Amazing opportunity to build new construction on 3.6 acres in the town of Lewisboro. Quiet neighborhood setting. Prior BOHA approval is dated 1986. Old BOHA is located in Documents

    Jayne Morelock Howard Hanna Rand Realty

    0 Laurie Ln Unit KEY000152, Lewisboro, NY 10590
  • /14

    $894,999

    • 4 Beds
    • 1.5 Baths
    • 2,500 Sq Ft

    9 Laurel Rd, South Salem, NY 10590

    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

    Blaise Nastasio Manhattan Network Inc

    9 Laurel Rd, South Salem, NY 10590
  • /34

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 2,248 Sq Ft

    9 Cross Pond Rd, South Salem, NY 10590

    Move-in ready and beautifully maintained, 9 Cross Pond Road offers refined country living in a private South Salem setting. Beautiful landscaping, stonework, hardwood flooring throughout, and a newly resealed driveway create a welcoming first impression. A privacy fence and direct proximity to the Leon Levy Preserve provide a serene, natural backdrop. The updated kitchen and beautifully renovated

    Beth Silfen Compass Greater NY, LLC

    9 Cross Pond Rd, South Salem, NY 10590
  • /50

    $925,000

    • 4 Beds
    • 3.5 Baths
    • 2,924 Sq Ft

    46 Truesdale Lake Dr, South Salem, NY 10590

    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

    Hope Ross Mazzola Coldwell Banker Realty

    46 Truesdale Lake Dr, South Salem, NY 10590
  • /22

    $629,000

    • 2 Beds
    • 2 Baths
    • 1,468 Sq Ft

    230 Lakeside Dr, South Salem, NY 10590

    Gorgeous, updated, two bedroom townhome that lives like a three bedroom! The light-filled, open-concept living area features a cozy wood-burning fireplace and flows seamlessly into the recently renovated eat-in kitchen. Perfect for entertaining, the kitchen boasts stainless steel appliances, an oversized center island, and direct access to the deck. The main level includes a spacious primary

    Patricia Hinkley Coldwell Banker Realty

    230 Lakeside Dr, South Salem, NY 10590
  • /28

    $1,999,000

    $396K PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 2,812 Sq Ft

    137 Boway Rd, South Salem, NY 10590

    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

    Cheryl Neuburger Ginnel Real Estate

    137 Boway Rd, South Salem, NY 10590
  • /27

    $1,295,000

    $300K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,665 Sq Ft

    78 Old Church Ln, Pound Ridge, NY 10576

    Nestled on one of South Salem's most picturesque country lanes, 78 Old Church Lane offers a beautiful blend of privacy, comfort, and timeless style. Set on 4.6 magical, level acres surrounded by classic architecture and rolling countryside, this beautifully maintained residence is move-in-ready and designed for effortless living. Completely renovated in 2004, the home features sun-filled

    Jody Rosen Julia B Fee Sothebys Int. Rlty

    78 Old Church Ln, Pound Ridge, NY 10576
  • /36

    $700,000

    • 3 Beds
    • 2.5 Baths
    • 2,320 Sq Ft

    257 Smith Ridge Rd, South Salem, NY 10590

    Offered for sale for the first time, this three-bedroom, two-and-a-half-bath home is set back from the road on two private acres. Beautifully cared for throughout, the kitchen and baths have a fresh, updated feel, complementing the home's comfortable proportions and easy floor plan. Outside, mature trees and open lawn create a peaceful setting with plenty of room to garden, gather or simply enjoy

    Spencer Matthews Houlihan Lawrence Inc.

    257 Smith Ridge Rd, South Salem, NY 10590
  • /21

    $629,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    9 Stewart Rd, South Salem, NY 10590

    This lake community home has deeded access to Truesdale Lake and is located in the award-winning Katonah-Lewisboro School District. Located on a quiet cul-de-sac, this expanded cape cod-style home has good bones and great potential. Upon entering, the front parlor includes a hearth. Beyond, the kitchen opens to a dining room and an expanded family room with a working stone fireplace, home

    Larry Mango Giner Real Estate Inc.

    9 Stewart Rd, South Salem, NY 10590
  • /45

    $1,695,000

    $54K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 4,952 Sq Ft

    Unlisted Address

    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

    Danielle Raguzin Re-Max Experience

    Unlisted Address
  • /14

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    42 Gilbert St, South Salem, NY 10590

    A special opportunity to own a piece of Westchester's sought after private lake communities! Beautifully sited on 83 acre Lake Truesdale. It has a large deck and dock overlooking the water, along with a private driveway. This 1930 antique colonial is full of character - beamed ceilings, a fireplace and glass doors opening to a deck built for lakeside living. The spacious living room with

    Barbara Tremain Houlihan Lawrence Inc.

    42 Gilbert St, South Salem, NY 10590
  • /50

    $4,395,000

    $455K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,161 Sq Ft

    45 Pine Hill Dr, South Salem, NY 10590

    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

    Joseph Lukic Compass Greater NY, LLC

    45 Pine Hill Dr, South Salem, NY 10590
  • /2

    $576,100

    $182K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    1203 Old Post Rd, South Salem, NY 10590

    Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our Appraisal describe the property as a SFR (colonial) built in 1980. It has a GLA of approx. 2100 and has 3 bedrooms and

    Christopher Rose REALHome Services & Solutions

    1203 Old Post Rd, South Salem, NY 10590
  • /7

    $2,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    Lot 6 Sachem Way, South Salem, NY 10590

    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

    Michael Neeley William Raveis-New York LLC

    Lot 6 Sachem Way, South Salem, NY 10590
  • /30

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 3,778 Sq Ft

    33 Truesdale Lake Dr, South Salem, NY 10590

    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!

    Todd Yovino Island Advantage Realty LLC

    33 Truesdale Lake Dr, South Salem, NY 10590
  • /38

    $1,495,000

    $195K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,326 Sq Ft

    2 Tommys Ln, South Salem, NY 10590

    Open the door to 2 Tommy’s Lane, where thoughtful design, beautiful finishes, and effortless living come together. 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

    Melissa Marcogliese Compass Greater NY, LLC

    2 Tommys Ln, South Salem, NY 10590
  • /10

    $2,750,000

    • 4 Beds
    • 3.5 Baths
    • 5,600 Sq Ft

    Lot 13 Sachem Way, South Salem, NY 10590

    A rare opportunity to own a custom-designed home in Silvermine Preserve, an exclusive enclave of architecturally distinctive residences in South Salem. Set on 1.33 private acres at the entrance to Sachem Way, this exceptional residence was envisioned by the builder in collaboration with acclaimed architect Teo Siguenza, inspired by the enduring character of the farmhouse and reimagined through a

    Michael Neeley William Raveis-New York LLC

    Lot 13 Sachem Way, South Salem, NY 10590
  • /31

    $2,250,000

    • 4 Beds
    • 4 Baths
    • 3,220 Sq Ft

    28 Twin Lakes Rd, South Salem, NY 10590

    Direct waterfront on Lake Oscaleta! This completely reimagined 4-bedroom home is a perfect blend of modern luxury and timeless lakefront living. Gut renovated from top to bottom, it is designed to maximize the breathtaking water views through expansive Marvin windows that fill the interiors with natural light. At the heart of the home is a dramatic two-story great room with soaring wood ceilings

    Angela Kessel Houlihan Lawrence Inc.

    28 Twin Lakes Rd, South Salem, NY 10590
  • /24

    $975,000

    • 4 Beds
    • 3 Baths
    • 2,490 Sq Ft

    1 Sabbath Day Hill Rd, South Salem, NY 10590

    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

    Karen Susan Savir Coldwell Banker Realty

    1 Sabbath Day Hill Rd, South Salem, NY 10590
  • /7

    $1,500,000

    • Land
    • 4.3 Acres
    • $348,837 per Acre

    0 Church Tavern Rd Unit KEY995093, South Salem, NY 10590

    Rare opportunity to build a custom estate on an exceptional property with sweeping, long-range, breathtaking sunset views. This remarkable parcel offers a stunning setting to create a home tailored to your vision. Utility services are already in place, and the Board of Health has approved the 4.3-acre parcel for a five-bedroom residence. A truly special offering with endless possibilities.

    Susan Stillman Houlihan Lawrence Inc.

    0 Church Tavern Rd Unit KEY995093, South Salem, NY 10590
  • /50

    $2,750,000

    $500K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,575 Sq Ft

    127 Boutonville Rd, Pound Ridge, NY 10576

    Welcome to Brooke Hollow, a private and refined country estate set on over 8.7 acres along one of Pound Ridge’s most desirable roads. Tucked behind a gated entrance, the property unfolds into a quiet, beautifully composed landscape of rolling lawns, mature plantings, three serene ponds, and wooded walking paths that create a true sense of privacy and permanence.The grounds are

    Samuel Berek Serhant LLC

    127 Boutonville Rd, Pound Ridge, NY 10576
  • /40

    $1,567,000

    • 5 Beds
    • 3.5 Baths
    • 3,533 Sq Ft

    136 Flat Rock Dr, Ridgefield, CT 06877

    Imagine the privacy and convenience of this South Ridgefield 5 BR Colonial, showcasing a modern open floor plan, numerous renovations and great outdoor spaces for recreation and entertaining! Welcome to 136 Flat Rock Dr, set on 4.45 acres close to Ridgefield's vibrant downtown & just minutes from the NY border. Enter the home to a spacious Family Room with wood-burning fireplace framed by custom

    Dianne DeWitt Berkshire Hathaway NE Prop.

    136 Flat Rock Dr, Ridgefield, CT 06877
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