22

Homes for Sale in 10590

Section Image Section Image
  • /35

    $1,690,000

    Coming Soon
    • 4 Beds
    • 4 Baths
    • 3,326 Sq Ft

    2 Tommys Ln, South Salem, NY 10590

    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

    Melissa Marcogliese Compass Greater NY, LLC

    2 Tommys Ln, South Salem, NY 10590
  • /46

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,936 Sq Ft

    50 Elmwood Rd, South Salem, NY 10590

    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

    Giancarlo Pecora eXp Realty

    50 Elmwood Rd, South Salem, NY 10590
  • /44

    $1,500,000

    Open Sat 12PM - 2PM
    • 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
  • /37

    $1,550,000

    • 3 Beds
    • 3 Baths
    • 2,216 Sq Ft

    56 Twin Lakes Rd, South Salem, NY 10590

    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

    Larry Mango Giner Real Estate Inc.

    56 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
  • /28

    $2,295,000

    $100K 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
  • /14

    $1,150,000

    Open Sun 1PM - 3PM
    • 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
  • /8

    $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
  • /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 space

    Danielle Raguzin Re-Max Experience

    Unlisted Address
  • /22

    $649,000

    $30K 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, a fireplace warms the front parlor and living room. Beyond, the kitchen opens to a dining room and an expanded family room with a stone fireplace, home

    Larry Mango Giner Real Estate Inc.

    9 Stewart Rd, South Salem, NY 10590
  • /23

    $650,000

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    4 Lorraine Rd, South Salem, NY 10590

    Golden Opportunity. Welcome to South Salem! Nestled on a picturesque 1.09 acre, this inviting split-level home offers the perfect combination of privacy, and everyday convenience on a spacious private lot.The main level features a bright and open design with a modern eat-in kitchen, dining area, and a living room anchored by a fireplace — creating the ideal setting for both quiet evenings and

    Carine Nowak Compass Greater NY, LLC

    4 Lorraine 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
  • /33

    $1,795,000

    Open Sat 11AM - 2PM $100K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 3,307 Sq Ft

    121 Post Office Rd, South Salem, NY 10590

    RIVERBEND FARM. Remarkable frontage on the rushing Waccabuc River. The original Adams Dairy Farm--an absolutely breathtaking property with level lawns lined by old stone walls, specimen trees and vibrant flowering perennials. Incredible gardens of Daffodils, Tulips, Iris, wild Roses, Lilac, Wysteria, Allium, and Peonies along with fragrant and flowering Magnolia, Apple, and Viburnum. Raised bed,

    Jennie Doukas Ginnel Real Estate

    121 Post Office Rd, South Salem, NY 10590
  • /27

    $1,595,000

    • 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
  • /35

    $849,000

    • 3 Beds
    • 2.5 Baths
    • 1,825 Sq Ft

    58 Gilbert St, South Salem, NY 10590

    Nestled on a private, picturesque 1-acre property, this move-in-ready home offers the perfect blend of comfort, convenience, and natural beauty. Freshly painted throughout, the home features newly refinished hardwood floors that shine with warmth and character. The spacious interior boasts two fireplaces, creating inviting gathering spaces for every season, while a beautiful bay window fills the

    Maria Tomaselli Howard Hanna Rand Realty

    58 Gilbert St, South Salem, NY 10590
  • /22

    $809,900

    Open Sat 12PM - 2PM $90K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,189 Sq Ft

    98 Smith Ridge Rd, South Salem, NY 10590

    Beautifully updated and move-in ready, this 4-bedroom home is set on 2 private acres in the highly desirable Katonah-Lewisboro School District. Thoughtfully renovated throughout, the home features refinished hardwood floors, fresh neutral interiors, brand-new stainless steel appliances, 2 full bathrooms, and an updated powder room.The light-filled open layout offers comfortable everyday

    Sari Shaw Compass Greater NY, LLC

    98 Smith Ridge Rd, South Salem, NY 10590
  • /50

    $2,995,000

    $255K 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 thoughtfully

    Samuel Berek Serhant LLC

    127 Boutonville Rd, Pound Ridge, NY 10576
  • /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
  • /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
  • /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
  • /50

    $4,500,000

    $350K 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

    $583,700

    $174K 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
How to Buy a Home How to Finance a Home How to Sell a Home