5,345

Lewisboro, NY Homes

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  • /38

    $669,900

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

    48 Lockwood Rd, South Salem, NY 10590

    SELLER WANTS THIS HOME SOLD ASAP, PRICED LOWERED TO $669,000, WELL BELOW MARKET VALUE..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

    Agent Photo

    Pino Masucci

    River Realty Services, Inc.

    (914) 785-6711

    48 Lockwood Rd, South Salem, NY 10590
  • /17

    $4,985 per month

    • 3 Beds
    • 3 Baths
    • 2,433 Sq Ft
    • Townhouse for Rent

    1 The Meadows, Cross River, NY 10518

    Property Id: 492831Townhouse 3BR / 2.5 bath2433 sq ftRecently Renovated w finished basement - Pets are welcome!Townhouse / condo in "The Meadows"Katonah - Lewisboro schoolsIncrease Miller elementary John Jay MSJohn Jay HSNew wide plank HW oak flooring throughoutNew "soft close" cabinets in kitchen w quartz countertops w subway

    1 The Meadows, Cross River, NY 10518
  • 73 Fox Run Unit 373, South Salem, NY 10590

    $475,000 Sold Jul 23, 2025

    • 1,070 Sq Ft
    • $444/SF
    • 11 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1981

    73 Fox Run Unit 373, South Salem, NY 10590

    Welcome to 73 Fox Run Road — a beautifully updated 2-bedroom, 1.5-bath home in the highly desirable Oakridge community of South Salem. Located within the sought after Katonah-Lewisboro School District and offering low taxes, this move-in-ready condo pairs modern upgrades with peaceful lake views and a wonderfully private setting. Step inside to find a brand new kitchen with quartz countertops and

    Cate Hegarty Compass Greater NY, LLC

    73 Fox Run Unit 373, South Salem, NY 10590
  • /49

    $1,199,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,079 Sq Ft

    3 Scenic Dr, South Salem, NY 10590

    Welcome to 3 Scenic Drive, a beautifully updated Colonial nestled on 1.1 private acres in the heart of South Salem, NY. This 4-bedroom, 3.5-bathroom home offers over 3,000 square feet of thoughtfully designed living space that seamlessly blends classic charm with modern updates. Step inside to find a chef’s kitchen featuring quartz countertops, premium stainless steel appliances, and a formal

    Agent Photo

    Michael Vasquez

    eXp Realty

    (914) 359-3224

    3 Scenic Dr, South Salem, NY 10590
  • /12

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 795 Sq Ft
    • Property for Rent

    10 Wild Oaks Rd Unit 120, Goldens Bridge, NY 10526

    Great Rental Opportunity in Goldens Bridge. First Floor, 2 bedroom, 1 bathroom unit. 2 Parking spaces, Common Laundry, and proximity to shopping, restaurants, 684 and Goldens Bridge Metro North. This does require Co-op Board Approval. Tenants must have a social security number, 680+ credit score, and income verified. Landlord looking for a 12-month lease starting August 1st.

    Edmond Albano Keller Williams NY Realty

    10 Wild Oaks Rd Unit 120, Goldens Bridge, NY 10526
  • 9 Sullivan Rd, Goldens Bridge, NY 10526

    $1,510,000 Sold Jul 22, 2025

    • 4,384 Sq Ft
    • $344/SF
    • 28 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1996

    9 Sullivan Rd, Goldens Bridge, NY 10526

    Welcome home! This classic colonial sited on 4.41 acres with rolling hills and lovely woodlands boasts everything you need for modern living including a great floor plan, multi-use spaces, large deck for outdoor entertaining, hardwood and tile floors and plenty of natural light from an abundance of large windows. Incredible gourmet kitchen with pantry, Viking range, two dishwashers, two

    Donna Ornstein William Raveis-New York LLC

    9 Sullivan Rd, Goldens Bridge, NY 10526
  • /32

    $425,000 Pending

    • 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
  • /27

    $6,500 per month

    • 3 Beds
    • 4 Baths
    • 3,200 Sq Ft
    • House for Rent

    26 Main St, Goldens Bridge, NY 10526

    Enjoy a perfect weekend escape or year round lake living! This contemporary chalet is nestled in the heart of Goldens Bridge Colony surrounded by 17 acres with lake rights, swimming, club house, summer camp, hiking trails and so much more. This home offers a perfect blend of modern design with a tranquil cabin charm. Features include; high pitch ceilings, wall to wall expansive windows through

    Sandra Ramos-Martins Coldwell Banker Realty

    26 Main St, Goldens Bridge, NY 10526
  • 24 Benedict Rd, South Salem, NY 10590

    $711,000 Sold Jul 21, 2025

    • 1,846 Sq Ft
    • $385/SF
    • 89 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1955

    24 Benedict Rd, South Salem, NY 10590

    Charming Cape Cod home with beautiful hardwood floors, designed by Bruce Helmes, set on two acres of open land along scenic Benedict Road.This peaceful country road offers easy access to town, parks nature preserves and nearby train stations.Inside you"ll find a spacious living room with a fireplace, a bright eat-in-kitchen, dining area ,office and family room, upstairs two well

    Cecilia Heller Houlihan Lawrence Inc.

    24 Benedict Rd, South Salem, NY 10590
  • /33

    $1,200,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,502 Sq Ft

    8 Upland Ct, South Salem, NY 10590

    Tucked at the end of a quiet cul-de-sac, 8 Upland Court offers privacy, comfort, and thoughtful upgrades on over an acre in South Salem’s sought-after Vista hamlet. This move-in ready 4-bedroom, 4-bath home is designed for easy living and entertaining, with an updated eat-in chef kitchen that flows into a formal dining room, den with fireplace, and generously sized mahogany deck. There are new

    Luke Joachim Redfin Real Estate

    8 Upland Ct, South Salem, NY 10590
  • /23

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 684 Sq Ft
    • House for Rent

    46 Grandview Rd, South Salem, NY 10590

    Welcome to this inviting and updated 2-bedroom, 1-bath cottage nestled in the heart of South Salem. This delightful home offers a bright, open layout with updates throughout. Enjoy a spacious yard perfect for relaxing or entertaining, complete with a patio and ample parking. As a resident, you’ll have access to the Lake Kitchawan Association, where you can enjoy swimming, kayaking, paddle

    Steven Moy Keller Williams Prestige Prop

    46 Grandview Rd, South Salem, NY 10590
  • 109 Old Church Ln, Pound Ridge, NY 10576

    $2,100,000 Sold Jul 16, 2025

    • 3,042 Sq Ft
    • $690/SF
    • 15 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1950

    109 Old Church Ln, Pound Ridge, NY 10576

    Welcome to 109 Old Church Lane, a refined modern farmhouse combining timeless stone and clapboard architecture with contemporary design. Situated on 11 tranquil acres, this property boasts beautiful surroundings, complete with views of peaceful twin ponds, creating a private and serene retreat.Step into the inviting foyer, where gleaming hardwood floors, arched doorways, and detailed millwork

    Brian Milton Compass Greater NY, LLC

    109 Old Church Ln, Pound Ridge, NY 10576
  • /34

    $1,950,000

    • 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
  • /27

    $6,500 per month

    • 4 Beds
    • 3 Baths
    • 2,335 Sq Ft
    • House for Rent

    38 Bishop Park Rd, Pound Ridge, NY 10576

    ALSO AVAILABLE FOR FULL SUMMER RENTAL @ $15,000/MONTH. Fully furnished; fully equipped. 1 hour from mid-town Manhattan. Direct lakefront. Beautiful, expanded ranch. Large deck for al fresco dining and lake viewing. Gorgeous updated kitchen. 3 bedrooms, 2 full baths on main floor. Addt'l bedroom & full bath downstairs, plus sauna, den, tons of natural light and full walk-out with sliding glass

    Cindy Aqeel William Raveis-New York LLC

    38 Bishop Park Rd, Pound Ridge, NY 10576
  • 72 Lambert Ridge, Cross River, NY 10518

    $1,525,000 Sold Jul 16, 2025

    • 4,335 Sq Ft
    • $352/SF
    • 9 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1997

    72 Lambert Ridge, Cross River, NY 10518

    Ideally-located in Michelle Estates w/community sewer and water, this updated 4BR/3.5BA colonial with rocking chair front porch exudes curb appeal and offers a private, fully fenced, western-facing backyard. New kitchen and updated family room are the heart of this home. Living and entertaining happen effortlessly with living and dining rooms next to one another for indoor gatherings, and a

    Wendy Loring William Raveis-New York LLC

    72 Lambert Ridge, Cross River, NY 10518
  • /50

    $1,100,000 Open Sun 1PM - 3PM

    • 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

    Zulleyma Alvarez Compass Greater NY, LLC

    1196 Route 35, South Salem, NY 10590
  • 26 Tri Brook Dr, South Salem, NY 10590

    $975,000 Sold Jul 15, 2025

    • 3,016 Sq Ft
    • $323/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    26 Tri Brook Dr, South Salem, NY 10590

    Welcome to 26 Tri Brook Drive — a beautifully maintained colonial tucked away on a quiet cul-de-sac in South Salem, within the award-winning Katonah-Lewisboro School District. Set on two peaceful acres, this 3,016 square foot home offers a perfect blend of classic charm and everyday functionality. The main level features a bright, eat-in kitchen thoughtfully designed for the home chef, along with

    Carine Nowak Compass Greater NY, LLC

    26 Tri Brook Dr, South Salem, NY 10590
  • /22

    $1,195,000

    • 4 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    4 Scenic Dr, South Salem, NY 10590

    Set on a beautifully maintained private one acre, this classic Colonial offers 4 bedrooms and 2.5 bath. Step into a spacious and inviting layout where the entry opens to a bright living room filled with natural light. A wood-burning fireplace serves as a cozy focal point, perfect for relaxing evenings or gathering with loved ones. The formal dining room provides a refined setting for hosting

    Mark Boyland Keller Williams Realty Partner

    4 Scenic Dr, South Salem, NY 10590
  • 15 Shoshone Dr, Katonah, NY 10536

    $1,250,000 Sold Jul 15, 2025

    • 4,651 Sq Ft
    • $269/SF
    • 45 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1992

    15 Shoshone Dr, Katonah, NY 10536

    Charming Colonial home in a sought after Katonah neighborhood. As you enter the front door you are greeted by a spacious entryway, formal living room and dining room. The partially open kitchen features newer stainless steel appliances and seamlessly connects to a vaulted-ceiling breakfast room and an airy, high-ceilinged great room. Cozy family room with fireplace, two dedicated home offices,

    Patricia Hinkley Coldwell Banker Realty

    15 Shoshone Dr, Katonah, NY 10536
  • /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
  • 45 Old Bedford Rd, Goldens Bridge, NY 10526

    $444,000 Sold Jul 14, 2025

    • 850 Sq Ft
    • $522/SF
    • 17 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1919

    45 Old Bedford Rd, Goldens Bridge, NY 10526

    Charming 2-bedroom 1 bath cottage with the convenience of one level living, no steps! All rooms are thoughtfully laid out. The open living and dining room creates a spacious and inviting atmosphere, featuring a cozy wood-burning fireplace as the focal point. The primary bedroom features a custom closet for optimal storage and organization. Enjoy relaxing on the inviting covered front porch,

    Mark Boyland Keller Williams Realty Partner

    45 Old Bedford Rd, Goldens Bridge, NY 10526
  • /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
  • 42 Brundige Dr, Goldens Bridge, NY 10526

    $1,580,000 Sold Jul 08, 2025

    • 3,855 Sq Ft
    • $410/SF
    • 25 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1993

    42 Brundige Dr, Goldens Bridge, NY 10526

    Lovingly tended center hall colonial in established neighborhood. Spacious rooms with good flow for entertaining. Partially fenced yard. Unfinished walkout basement. HVAC replaced 2022. New roof and exterior painting 2024. Community Well.A/O -

    Jocelyn Sarro Vincent & Whittemore R.E.

    42 Brundige Dr, Goldens Bridge, NY 10526
  • /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
  • 12 Branch St, Goldens Bridge, NY 10526

    $1,045,000 Sold Jun 30, 2025

    • 3,300 Sq Ft
    • $317/SF
    • 165 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1938

    12 Branch St, Goldens Bridge, NY 10526

    Single family home with in-law suite.. In-law suite is full bath, bedroom, living room (could be additional bedroom)! Goldens Bridge Colony inc. provides automatic membership with nature trails, lake rights offering swimming, boating, fishing, volleyball, clubhouse and summer camp for children. Low taxes. The Colony Home Owners annual fee includes water & garbage pickup. Amenities include

    Franklin Haymson Douglas Elliman Real Estate

    12 Branch St, Goldens Bridge, NY 10526
  • /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
  • 63 Deerfield Rd, Katonah, NY 10536

    $799,000 Sold Jun 26, 2025

    • 1,743 Sq Ft
    • $458/SF
    • 15 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1936

    63 Deerfield Rd, Katonah, NY 10536

    Vibrant Lake Katonah. Distinctive Country House, circa 1936, abutting protected preserve. Beautifully re-imagined interior with loft-like and imaginative spaces. Open floorplan with lots of windows to capture light and views. Gleaming hardwood floors, pale walls and period millwork combine. Inviting Living Room with wood burning fireplace and comfortable reading/media alcove. Beautifully updated

    Jennie Doukas Ginnel Real Estate

    63 Deerfield Rd, Katonah, NY 10536
  • /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
  • 2 Hastings Ct, South Salem, NY 10590

    $960,000 Sold Jun 26, 2025

    • 2,513 Sq Ft
    • $382/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1970

    2 Hastings Ct, South Salem, NY 10590

    Stunning 4-Bedroom Colonial on 1.9 Acres – Move-In Ready! Welcome home to this meticulously maintained 4-bedroom, 2.5-bath Colonial set on 1.9 acres of picturesque land. This spacious and light-filled home features generously sized rooms, large windows, beautiful wood floors, and an inviting layout perfect for both relaxation and entertaining. The heart of the home is the charming eat-in kitchen,

    Margo Lancia Houlihan Lawrence Inc.

    2 Hastings Ct, South Salem, NY 10590

Showing Results 1 - 40, Page 1 of 18

Home Trends in Lewisboro, NY

Housing Trends

Median Sale Price
$878,000
Median Single Family Sale Price
$895,000
Median 2 Bedroom Sale Price
$550,000
Median 1 Bedroom Sale Price
$420,000
Average Price Per Sq Ft
$396
Number of Homes for Sale
14
Last 12 months Home Sales
58
Months of Supply
2.90
Median List Price
$897,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-2%
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