32

Lewisboro, NY Homes for Sale

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  • /38

    $699,900

    • 3 Beds
    • 2 Baths
    • 2,112 Sq Ft

    48 Lockwood Rd, South Salem, NY 10590

    Elegance & Tranquility in the Heart of South Salem, welcome to 48 Lockwood!Discover the perfect harmony of refined living and peaceful seclusion in this beautifully renovated residence, gracefully sited on 3.48 acres of lush, private land. Tucked away in one of South Salem’s most desirable locations—just minutes from top-rated schools, charming shops, dining, and the train—this home offers

    Agent Photo

    Pino Masucci

    River Realty Services, Inc.

    (914) 785-6711

    48 Lockwood Rd, South Salem, NY 10590
  • /32

    $425,000

    • 2 Beds
    • 1 Bath
    • 872 Sq Ft

    3 Lake Ave, South Salem, NY 10590

    Welcome to the charm of the Lake Kitchawan community with deeded lake rights offering a private beach, boat dock (no motor boats), picnic area, playground and clubhouse only a short distance away. This updated two bedroom, one bath home with attached 1 car garage has had many updates over the years including mostly new Anderson windows, roof (2 years ago), bath with marble flooring (one year

    Janyce Selkin Howard Hanna Rand Realty

    3 Lake Ave, South Salem, NY 10590
  • /34

    $2,000,000

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

    33 Truesdale Lake Dr, South Salem, NY 10590

    Welcome to a unique sanctuary that marries expert design with masterful craftsmanship in every detail. This lakefront home greets you with a welcoming lodge-style entry, leading to an open and flexible floor plan that epitomizes resort-style living. Architectural highlights include exposed structural wood beams, vaulted ceilings, walls of windows, French doors, reclaimed dark wood flooring, and

    Jonathan Gineo Jonathan D. Gineo

    33 Truesdale Lake Dr, South Salem, NY 10590
  • /30

    $1,200,000

    • 3 Beds
    • 3.5 Baths
    • 3,548 Sq Ft

    7 Hunt Farm Rd, Waccabuc, NY 10597

    Hunt Farm, an idyllic community of traditional homes built around beautiful open green space and preserved woodlands. Lush landscaping, old stone walls, walkable private roads all maintained by The Hunt Farm Home Owners Association to preserve the warm character of this community. This 3 bedroom 3 1/2 bath colonial has 3,500 square feet of sun filled living spaces including family room open to

    Susan Berman

    7 Hunt Farm Rd, Waccabuc, NY 10597
  • /19

    $1,325,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    6 Hunt Farm Rd, Waccabuc, NY 10597

    Tucked within the quiet hamlet of Waccabuc, this charming expanded Cape Cod in Hunt Farm offers an ideal retreat for any modern family configuration or weekenders seeking a respite from the bustling city. Thoughtfully designed with the primary suite on the main floor, the house combines comfort and convenience with easy, open living. Sunlight fills the interiors, and both the living room and

    Christine Foster Corcoran Legends Realty

    6 Hunt Farm Rd, Waccabuc, NY 10597
  • /37

    $1,475,000

    • 5 Beds
    • 3 Baths
    • 4,882 Sq Ft

    64 Lambert Ridge, Cross River, NY 10518

    Gorgeous 5BR Country Colonial with private backyard featuring new salt water pool in well-established and highly sought-after Michelle Estates. A light-filled front foyer provides a welcoming modern entry with a view of many recent updates including a designer-inspired front office complete with custom built-in cabinetry as well as new architectural molding, richly-stained dark hardwood floors,

    Wendy Loring William Raveis-New York LLC

    64 Lambert Ridge, Cross River, NY 10518
  • /42

    $1,375,000

    • 4 Beds
    • 4 Baths
    • 4,325 Sq Ft

    9 Col Ferris Rd, South Salem, NY 10590

    Welcome to this classic 4-bedroom, 4-bathroom Colonial sited at the beginning of a quiet cul-de-sac. With timeless white siding and a two column portico entry, this home offers space, comfort, and elegance in a peaceful setting. Step into a gracious entry hall that leads to a formal dining room and living room. The eat-in kitchen with granite counters and a center island, features top-of-the-line

    Lisa Berliner William Raveis-New York LLC

    9 Col Ferris Rd, South Salem, NY 10590
  • /46

    $1,395,000

    • 4 Beds
    • 4.5 Baths
    • 5,194 Sq Ft

    18 Gideon Reynolds Rd, Cross River, NY 10518

    The best of both worlds! Central location and total privacy on one of the largest lots in coveted Michelle Estates. Offering the perfect combination of privacy, community, and convenience in the award-winning Katonah-Lewisboro school system an hour from NYC, this sun-filled, spacious country gem is a rare commodity. Nestled on 2.5 peaceful acres at the end of a long private drive, this 11-room

    Anne-Marie Nordgren Coldwell Banker Realty

    18 Gideon Reynolds Rd, Cross River, NY 10518
  • /34

    $1,149,000

    • 4 Beds
    • 3.5 Baths
    • 3,924 Sq Ft

    295 N Salem Rd, Waccabuc, NY 10597

    Welcome to one of Northern Westchester’s most architecturally unique and energy-efficient homes plus a newly added accessory apt suite—tucked away on a peaceful two-acre setting in Waccabuc. This thoughtfully expanded 4-bedroom, 3-bathroom geodesic dome combines striking design with everyday comfort and function. Soaring ceilings and distinctive triangular windows flood the home with natural

    Aurora Banaszek Compass Greater NY, LLC

    295 N Salem Rd, Waccabuc, NY 10597
  • /31

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 2,909 Sq Ft

    30 Hilltop Rd, Waccabuc, NY 10597

    Welcome to your fully reimagined Dream Home—renovated from top to bottom in 2024 with the help of a seasoned designer and a fresh eye for style. Set on a quiet street in the heart of Northern Westchester, this 4-bedroom, 2.5-bath center hall colonial checks all the boxes for beauty, convenience, and lifestyle.From the moment you enter, you’ll be greeted by a sunlit foyer and a bright, airy

    Melissa Marcogliese Compass Greater NY, LLC

    30 Hilltop Rd, Waccabuc, NY 10597
  • /22

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 2,556 Sq Ft

    31 Tri Brook Dr, South Salem, NY 10590

    Classic turn key colonial with curb appeal nestled on over 2+ private acres at the end of the cul-de-sac. Vacation at home relaxing by the stunning 22x45 Gunite pool. The interior has beautifully proportioned rooms, and a great flow for everyday living and entertaining family and friends. Warm, inviting family room w/fireplace. Cook's kitchen with granite counters and a breakfast area. Enjoy

    Susan Mason

    31 Tri Brook Dr, South Salem, NY 10590
  • /46

    $1,199,000

    • 3 Beds
    • 3 Baths
    • 3,781 Sq Ft

    8 Roads End Rd, South Salem, NY 10590

    Experience architectural drama and tranquil luxury in this breathtaking contemporary residence, where walls of glass blur the boundary between indoors and out. Perched above the shimmering reservoir at the end of a cul-de-sac, this three-bedroom, three-bathroom home is a bold statement in design, defined by abundant natural light and a seamless connection to nature. The open-concept main living

    Daniel Feldman Julia B Fee Sothebys Int. Rlty

    8 Roads End Rd, South Salem, NY 10590
  • /50

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,648 Sq Ft

    1196 Route 35, South Salem, NY 10590

    A Timeless Retreat with Modern Luxury in LewisboroTucked away on 5.33 private acres, this extraordinary Cape Cod-Split Ranch is a seamless fusion of classic elegance and modern sophistication. Thoughtfully redesigned and fully upgraded in the past five years, this 5-bedroom, 4.5-bathroom estate spans 3,648 sq. ft., offering an unparalleled living experience. With five-zone heating and cooling in

    Zulleyma Alvarez Compass Greater NY, LLC

    1196 Route 35, South Salem, NY 10590
  • /34

    $1,095,000

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    13 Laurie Ln, South Salem, NY 10590

    Estate-Style Living on 5 Serene Acres! Discover timeless elegance in this meticulously maintained 3-bedroom, 2.5-bath Center Hall Colonial, privately nestled on a picturesque 5-acre oasis with mature landscaping and custom stonework. This stunning residence offers the perfect blend of classic charm and modern upgrades for true turnkey luxury.Step inside to find sun-drenched living spaces

    Jacqueline Holland-Ruby Berkshire Hathaway HS NY Prop

    13 Laurie Ln, South Salem, NY 10590
  • /42

    $1,049,000

    • 3 Beds
    • 3.5 Baths
    • 3,640 Sq Ft

    161 Goldens Bridge Rd, Katonah, NY 10536

    New York City Tribeca loft meets serene suburban living in this uniquely designed contemporary home, set in the desirable Katonah Ridge community sitting on over 2.4 acres! Perfectly situated just minutes from downtown Katonah, with easy access to the Metro North with a short hour commute to NYC. Privately set back from the road with a long driveway and plenty of space for multiple vehicles, this

    Michael Clemente DeSimone Real Estate

    161 Goldens Bridge Rd, Katonah, NY 10536
  • /40

    $729,000 Open Thu 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    1 Orchard Dr, South Salem, NY 10590

    Make this home yours! 1 Orchard Drive is a classic 3BR/2BA multi-level colonial, with an open plan kitchen, dining area, living room, and sun room, a lower-level family room, and a bonus room across multiple levels allow this to live like a 4BR. This home is located on a cul-de-sac in a sought-after lake community and within the Katonah-Lewisboro school district. It includes deeded lake rights.

    Larry Mango Giner Real Estate Inc.

    1 Orchard Dr, South Salem, NY 10590
  • /29

    $629,000

    • 3 Beds
    • 2.5 Baths
    • 1,713 Sq Ft

    55 Winterberry Cir, Cross River, NY 10518

    Welcome to 55 Winterberry Circle, one of the few true 3 bedroom, 3 bathroom homes within the Meadows Community. Welcoming you into this spacious home is a large entry foyer as well as an office and access to the garage. Up the stairs to the main floor you will find an open concept living and dining room, with wood burning fireplace and sliders to your own private deck. An eat in kitchen and

    Patricia Hinkley Coldwell Banker Realty

    55 Winterberry Cir, Cross River, NY 10518
  • /33

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    10 Silvermine Dr, South Salem, NY 10590

    Set on a peaceful, dead-end street, this classic Colonial offers a rare blend of privacy, livable space, and natural beauty. Nestled on almost 2 acres with a gently sloping lawn and a seasonal pond view, the setting is quiet and inspiring — ideal for those who value connection to nature without sacrificing convenience. Inside, the home welcomes with hardwood floors throughout, a generous family

    Igor Krasnoperov Rising Star Realty

    10 Silvermine Dr, South Salem, NY 10590
  • /19

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    242 Deer Hill Unit 27242, South Salem, NY 10590

    Experience the convenience of one floor living in this spacious, thoughtfully designed 2-bedroom, 2-bath condo that perfectly blends indoor comfort with outdoor tranquility. The living room complete with a cozy fireplace flows into a versatile bonus area, ideal for a home office, study, or playroom. The dining room leads to a private deck with peaceful wooded views, creating the perfect setting

    Mark Boyland Keller Williams Realty Partner

    242 Deer Hill Unit 27242, South Salem, NY 10590
  • /24

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    Unlisted Address

    For the purest...an enchanting historic treasure offered for the first time in over 50 years. Circa 1776 center chimney Farmhouse. Impeccably maintained array of unspoiled, remarkable period detail. Extraordinary wide board flooring throughout. Exposed beams and woodwork. Three fireplaces off the huge center chimney. High ceilings for the period.Cobblestone lined gravel drive leads to this

    Timi Parsons Houlihan Lawrence Inc.

    Unlisted Address
  • /25

    $674,000

    • 4 Beds
    • 3 Baths
    • 1,944 Sq Ft

    25 Twin Lakes Rd, South Salem, NY 10590

    This charming, well-maintained 4 bedroom 3 bath raised ranch is a hidden gem in a highly coveted location with its unique blend of serene lake living and the conveniences to NYC, Ridgefield, Danbury & Stamford, CT. The main level features the kitchen, formal dining room & cozy living room with a fireplace and large picture window that frames the picturesque seasonal views of the lake, front yard

    Mark Boyland Keller Williams Realty Partner

    25 Twin Lakes Rd, South Salem, NY 10590
  • /34

    $1,795,000

    • 3 Beds
    • 1.5 Baths
    • 3,307 Sq Ft

    121 Post Office Rd, South Salem, NY 10590

    A rare and romantic offering, this antique Farmstead, circa 1792 was once the Adams Dairy Barn. Perfectly situated on over five and a half picture book acres with incredible frontage on the Waccabuc river. Breathtaking parklike grounds with stone walls. Incredible gardens of Daffodils, Tulips, Iris, wild Roses, Lilac, Wysteria, Alium, and Peonies along with fragrant and flowering Magnolia, Apple,

    Jennie Doukas Ginnel Real Estate

    121 Post Office Rd, South Salem, NY 10590
  • /5

    $750,000

    • Land
    • 9 Acres
    • $82,508 per Acre

    6 Duffys Bridge Rd, Lewisboro, NY 10536

    A rare find at a great price. Spectacular nine acres in desirable Katonah location with approved building plans. Drilled 330' well with 50 gpm and septic installed for four bedroom home. Land cleared for building site. Comes with building plans for 4 bedroom, 3 1/2 5000+sf home.

    Nancy Tuccillo Coldwell Banker Realty

    6 Duffys Bridge Rd, Lewisboro, NY 10536
  • /22

    $600,000

    • 1 Bed
    • 2.5 Baths
    • 1,751 Sq Ft

    158 Jay Ct Unit 158C, Cross River, NY 10518

    Welcome home to 158 Jay Ct.! Located in the highly desirable Meadows complex, this one-bedroom renovated townhouse. The main floor features a high-end kitchen, a large living room with plenty of light and a working fireplace, a dining area, and a half-bath. The patio doors open onto a spacious deck, perfect for entertaining friends and family. The second floor features a spacious primary suite

    James Garcia Coldwell Banker Realty

    158 Jay Ct Unit 158C, Cross River, NY 10518
  • /34

    $575,000

    • 3 Beds
    • 1.5 Baths
    • 2,274 Sq Ft

    29 Quincy Ct, Goldens Bridge, NY 10526

    This well appointed 3 level townhome is sure to please. Offering a community with a private setting with double decks amid the mature trees surrounding it. Inside you will find an abundance of bright natural light shining through this open floor plan with the sun beaming off the gleaming oakwood floors. Just move right in and call it home.

    Randy Calano Keller Williams Realty Partner

    29 Quincy Ct, Goldens Bridge, NY 10526
  • /47

    $1,461,000

    • 4 Beds
    • 4.5 Baths
    • 4,078 Sq Ft

    1 Canaan Cir, South Salem, NY 10590

    Elegantly updated Modern Colonial with majestic curb appeal on a quiet country cul-de-sac. Ten minutes to Wilton/New Canaan (Connecticut) train stations. Picture perfect corner lot in gorgeous Northern Westchester, A grand foyer with double height ceilings ushers you into generously sized rooms with three cozy wood burning fireplaces. Eight French doors from three welcoming rooms open out onto a

    Juergen Hess Five Corners Properties Inc

    1 Canaan Cir, South Salem, NY 10590
  • /33

    $689,000

    • 2 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    123 Park Rd Extension, Goldens Bridge, NY 10526

    Welcome to "The Glen", a private community nestled in the heart of Goldens Bridge. This stunning, end unit, townhouse, with its open concept design and updated features, offers a luxurious and comfortable lifestyle for those seeking an affordable ,yet modern place to call home. 123 Park Ave Ext is situated on a cul-de-sac, at the very end of the development ensuring a quiet and tranquil

    Patricia Hinkley Coldwell Banker Realty

    123 Park Rd Extension, Goldens Bridge, NY 10526
  • /32

    $789,900

    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    98 Smith Ridge Rd, South Salem, NY 10590

    Welcome to 98 Smith Ridge Road, a charming "Gingerbread" colonial nestled on two secluded acres in the prime locale of South Salem, NY. This beautifully renovated home is move-in ready, offering approximately 2,450 square feet of modern comfort and style.Step inside to discover a spacious layout that includes four bedrooms and two and a half bathrooms. The home boasts a bright and inviting living

    Korab Krasniqi Compass Greater NY, LLC

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

    $1,275,000

    • 3 Beds
    • 2 Baths
    • 2,076 Sq Ft

    29 Oscaleta Rd, South Salem, NY 10590

    Tranquility prevails on 3.7 private beautifully landscaped, level acres with a heated pool, spa, and waterfall. Vintage stone walls, adding character, surround this idyllic South Salem property, the heart of which is a thoughtfully updated and expanded three-bedroom, Adirondack-style home. A stepping-stone path leads to the inviting front porch. Inside, welcoming living and dining rooms flow

    Susan Stillman Houlihan Lawrence Inc.

    29 Oscaleta Rd, South Salem, NY 10590
  • /31

    $650,000

    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft

    59 Grandview Rd, South Salem, NY 10590

    Welcome to South Salem! This beautiful split level home sits nicely on a hill and has a huge private lot. The main floor features an open modern eat-in kitchen, dining room, foyer and living room with a fireplace. The top floor has a beautiful master bedroom with a half bath that connects to a full bath which leads into the hallway, and two more bedrooms. The basement is split in half, one half

    Andres Sarmiento RE/MAX Distinguished Hms.&Prop

    59 Grandview Rd, South Salem, NY 10590
  • /32

    $2,799,000

    • 5 Beds
    • 8 Baths
    • 7,313 Sq Ft

    41 Rock Shelter Rd, Waccabuc, NY 10597

    Experience sophisticated Waccabuc living in this stunning 7,313 SF shingle-style masterpiece, nestled on a quiet cul-de-sac, in the coveted Rock Shelter neighborhood, within the award-winning Katonah-Lewisboro School District. Elegant millwork, soaring ceilings, and five fireplaces create a warm, inviting ambiance throughout. Designed for both lavish entertaining and intimate gatherings, this

    Jessica Cunningham

    41 Rock Shelter Rd, Waccabuc, NY 10597
  • /36

    $899,000

    • 5 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    75 West Rd, Pound Ridge, NY 10576

    Perfectly situated just a stone's throw from Route 123, walking distance to the renowned Grace Farms, and a short drive to both Ridgefield and New Canaan, this cherished home has been lovingly maintained by its owner for over 30 years.Step into a generously sized foyer and a spacious living and dining area filled with warmth and natural light. The sun-drenched, walk-out kitchen complete with

    Vikktoria Cooper Coldwell Banker Realty

    75 West Rd, Pound Ridge, NY 10576

Why Live in Lewisboro

Frequently Asked Questions

What is the average home price in Lewisboro, NY?
Homes for sale in Lewisboro, NY have an average home price of $1,140,495.
How many homes have sold over the last 12 months in Lewisboro, NY?
76 homes have sold in Lewisboro, NY over the last 12 months.
What are the most popular zip codes in Lewisboro, NY?
The most popular zip codes in Lewisboro, NY include 10583, 06880, 10512, 06902 and 06830.
How much do you need to make to afford a house in Lewisboro?
The median home price in Lewisboro is $849,900. If you put a 20% down payment of $170,000 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $4,420 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $189K a year to afford the median home price in Lewisboro.
How are the schools in Lewisboro, NY?
Lewisboro, NY has highly rated public and private schools. Some of the best schools in Lewisboro based on Niche Grades are East Elementary School, Middlebrook School and Wilton High School. Browse all the schools in Lewisboro, NY to learn more.

Home Trends in Lewisboro, NY

Housing Trends

Median Sale Price
$902,500
Median Single Family Sale Price
$899,000
Median Townhouse Sale Price
$620,000
Median 2 Bedroom Sale Price
$550,000
Median 1 Bedroom Sale Price
$330,000
Average Price Per Sq Ft
$410
Number of Homes for Sale
11
Last 12 months Home Sales
76
Months of Supply
1.70
Median List Price
$849,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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