Lewisboro, NY Homes

• 

  Est $430,813 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,277 Sq Ft

  258 Deer Hill, South Salem, NY 10590

  258 Deer Hill, South Salem, NY 10590
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Get Started
• 

  

  

  /46

  $1,395,000 Pending

  • 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
• 

  $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
• 

  Est $393,886 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,312 Sq Ft

  251 Deer Hill Unit 251, South Salem, NY 10590

  251 Deer Hill Unit 251, South Salem, NY 10590
• 

  

  

  /37

  $1,475,000 Pending

  • 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
• 

  $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
• 

  Est $369,205 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 994 Sq Ft

  244 Deer Hill Unit 27244, South Salem, NY 10590

  244 Deer Hill Unit 27244, South Salem, NY 10590
• 

  

  /19

  $1,325,000 Pending

  • 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
• 

  $950,000 Sold Jun 26, 2025

  • 2,750 Sq Ft
  • $345/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  1 Harriet Ln, Goldens Bridge, NY 10526

  Single level living is a possibility in this move in ready home on Harriet Lane! The three-bedroom, two-bathroom home offers approximately 2,750 square feet of living space on a beautifully landscaped lot. The home features a spacious layout with all of the bedrooms and most of the living areas on the main floor. The oversized windows allow for abundant natural light. Hardwood, white oak flooring

  Patricia Hinkley Coldwell Banker Realty

  1 Harriet Ln, Goldens Bridge, NY 10526
• 

  Est $532,868 Not Listed For Sale

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

  230 Lakeside Dr, South Salem, NY 10590

  230 Lakeside Dr, South Salem, NY 10590
• 

  

  /22

  $1,100,000 Pending

  • 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
• 

  $3,900,000 Sold Jun 26, 2025

  • 8,026 Sq Ft
  • $486/SF
  • 175 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2003

  393 Mt Holly Rd, Katonah, NY 10536

  393 Mount Holly Rd. Nestled in the quiet and serene landscape of Katonah, New York. 1 hour North of New York City. This stunning property offers the perfect blend of comfort & elegance on one Katonah's most picturesque country roads. Impeccably updated in 2016 this 5 bedroom home is perfect for a full time residence or weekend get away. Sitting on 4 acres bordered by the 74 acre Marian Yarrow

  Melissa Marcogliese Compass Greater NY, LLC

  393 Mt Holly Rd, Katonah, NY 10536
• 

  Est $463,658 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,539 Sq Ft

  223 Lakeside Dr, South Salem, NY 10590

  223 Lakeside Dr, South Salem, NY 10590
• 

  

  /44

  $1,150,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,386 Sq Ft

  1 Lakeview Rd, South Salem, NY 10590

  Enjoy an exceptional blend of indoor and outdoor living in this coveted Lake Waccabuc Colonial serenely set in an enchanting enclave on a beautifully landscaped, generously sized .75-acre lot with deeded lake rights. Welcoming front patio. Front-to-back living/dining area with stone-front, wood-burning fireplace. Front-to-back gourmet kitchen any chef would relish; custom white cabinetry

  Stacy Levey William Raveis-New York, LLC

  1 Lakeview Rd, South Salem, NY 10590
• 

  $890,000 Sold Jun 24, 2025

  • 1,396 Sq Ft
  • $638/SF
  • 239 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1928

  16 Gilbert St, South Salem, NY 10590

  Lakefront living. First time on market, sold strictly as is. Professionally landscaped with beautiful specimen plantings and perennial gardens. Sun room with large sliding glass windows with fantastic views of the lake. House features hardwood floors and an all house Generac generator; woodworking shop attached to the house, beach and lake rights to TLPOA with 4 season activities. Must see!

  Donna Ornstein William Raveis-New York LLC

  16 Gilbert St, South Salem, NY 10590
• 

  Est $388,769 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,312 Sq Ft

  211 Lakeside Dr Unit 211, South Salem, NY 10590

  211 Lakeside Dr Unit 211, South Salem, NY 10590
• 

  

  /33

  $1,100,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,180 Sq Ft

  309 N Salem Rd, Waccabuc, NY 10597

  Lovely, sun-lit, 4-bedroom, 2 and 1/2 bath Colonial located at the end of a long, private driveway. It is a fenced oasis with gates leading to 2.28 acres of peaceful and private, landscaped property. This home features a spacious living room and dining room (French doors), perfect for entertaining with great space and flow. Large family room to relax in by the fireplace on cold evening.

  Mary Stoll

  309 N Salem Rd, Waccabuc, NY 10597
• 

  $1,200,000 Sold Jun 20, 2025

  • 2,623 Sq Ft
  • $457/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1790

  94 Bouton Rd, South Salem, NY 10590

  This historic 1790 home is located in South Salem on nearly one and a half bucolic acres, blending classic charm with modern updates. Original millwork, wide-board chestnut flooring, exposed beams, Parsons cupboards and an original beehive oven. Updates include, custom cabinetry, new windows/French doors, generator and a new roof. The renovated kitchen and baths offer contemporary comforts while

  Cecilia Heller Houlihan Lawrence Inc.

  94 Bouton Rd, South Salem, NY 10590
• 

  Est $484,311 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,461 Sq Ft

  202 Lakeside Dr, South Salem, NY 10590

  202 Lakeside Dr, South Salem, NY 10590
• 

  

  /32

  $1,050,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,116 Sq Ft

  7 Main St, South Salem, NY 10590

  A purist's delight! Lovingly restored c. 1750 Center Chimney Colonial with rocking chair porch is handsomely set in the heart of South Salem's historic hamlet. This four-fireplace gem blends original 18th-century features with thoughtfully curated 21st-century updates and comforts. Cozy, character-rich interior blends antique-inspired finishes with preserved elements -- wavy glass windows,

  Michael Neeley William Raveis-New York LLC

  7 Main St, South Salem, NY 10590
• 

  $999,999 Sold Jun 20, 2025

  • 2,476 Sq Ft
  • $404/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1979

  6 Manor Dr, Goldens Bridge, NY 10526

  Welcome to this beautifully maintained light and bright house nestled on over two acres with professionally landscaped gardens featuring custom stonework and lush specimen plantings. Designer kitchen with natural cherry cabinetry, skylights, a cathedral ceiling, expansive windows, stainless steel appliances, and granite countertops. The spacious living room boasts a soaring cathedral ceiling

  Julia Klagsbrun Corcoran Legends Realty

  6 Manor Dr, Goldens Bridge, NY 10526
• 

  Est $237,943 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 660 Sq Ft

  176 Laurel Ridge Unit 19176, South Salem, NY 10590

  176 Laurel Ridge Unit 19176, South Salem, NY 10590
• 

  

  /50

  $1,100,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,622 Sq Ft

  35 Boutonville Rd, South Salem, NY 10590

  A Total WOW: Zen and the Art of Living Well - A gentle drive through nature welcomes you to nearly six acres of pure serenity—lush, private, and beautifully alive. Here, a bright and open contemporary retreat awaits, perfectly suited for peaceful everyday living and inspired entertaining.Expansive living, dining, and gathering spaces are wrapped in floor-to-ceiling views of the surrounding

  Hope Ross Mazzola William Raveis-New York LLC

  35 Boutonville Rd, South Salem, NY 10590
• 

  $415,000 Sold Jun 19, 2025

  • 1,482 Sq Ft
  • $280/SF
  • 34 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  110 East St, South Salem, NY 10590

  Welcome to this charming 2-bedroom, 1-bathroom cottage that lives like a 3-bedroom home. With 1,482 sq. ft. of living area, this cozy home is perfect for both everyday living and entertaining. It has character, with unique architectural details and a warm, inviting atmosphere throughout. Outside, you'll find a yard perfect for relaxing or enjoying the outdoors, complete with a picturesque stream

  Cindy Aqeel William Raveis-New York LLC

  110 East St, South Salem, NY 10590
• 

  Est $486,485 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,301 Sq Ft

  170 Laurel Ridge, South Salem, NY 10590

  170 Laurel Ridge, South Salem, NY 10590
• 

  

  /26

  $999,995 Pending

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  30 Benedict Rd, South Salem, NY 10590

  Ideally located in the heart of South Salem situated on over 3 private landscaped acres. Super clean and meticulously maintained 3 bedroom 2 full bath. Stunning Kitchen featuring oversized marble island, abundant custom cabinetry, top quality appliances (Sub Zero refrigerator, dual beverage draw refrigerators, 6 burner Wolf range) Open floor plan to dining area. Living room with fireplace.

  Margaret Harrington Douglas Elliman Real Estate

  30 Benedict Rd, South Salem, NY 10590
• 

  $625,000 Sold Jun 18, 2025

  • 1,544 Sq Ft
  • $405/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  31 Dogwood Ct, Goldens Bridge, NY 10526

  Charming Ranch-Style home in desirable location. Discover the perfect blend of comfort and convenience in this beautifully updated ranch-style home nestled in a sought-after HOA community. Spacious layout allows for a warm and inviting atmosphere with a thoughtfully designed semi open floor plan. Large entry leads to living and dining space with wood flooring and opens to a spectacular family

  Geraldine Brucale BHHS Hudson Valley Properties

  31 Dogwood Ct, Goldens Bridge, NY 10526
• 

  Est $535,109 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft

  159 Stone Meadow, South Salem, NY 10590

  159 Stone Meadow, South Salem, NY 10590
• 

  

  /45

  $899,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  28 Glen Dr, South Salem, NY 10590

  Modern Rustic Retreat with Wraparound Views & Water FeaturesWelcome to this exceptional modern-rustic home that seamlessly blends mountain-lodge charm with updated comfort and style. Set back from the road, a long private driveway lined by an extensive, hand-built rock wall leads you to this striking residence — offering both curb appeal and a sense of arrival.Step onto the dramatic

  Frederick Cindrich Giner Real Estate Inc.

  28 Glen Dr, South Salem, NY 10590
• 

  $740,000 Sold Jun 18, 2025

  • 1,911 Sq Ft
  • $387/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1997

  71 Park Rd Extension, Goldens Bridge, NY 10526

  A desirable Townhome that lives like a single family home. Abutting the six-acre Wild Oaks Preserve. Fabulous, spacious end unit surrounded by towering evergreens, specimen shrubs and flowering gardens. Spacious and sun-filled, with hardwood floors and great light. Beautifully scaled rooms and wonderful open floor plan. Great Room with Living and Dining Areas with wood burning fireplace. Doors

  Cheryl Neuburger Ginnel Real Estate

  71 Park Rd Extension, Goldens Bridge, NY 10526
• 

  Est $376,842 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,112 Sq Ft

  148 Stone Meadow, South Salem, NY 10590

  148 Stone Meadow, South Salem, NY 10590
• 

  

  /23

  $2,295,000

  • 4 Beds
  • 3 Baths
  • 3,476 Sq Ft

  50 Cove Rd, South Salem, NY 10590

  On the Shores of Lake Waccabuc. Absolutely amazing setting overlooking the water! Incredible Lakehouse offering true waterfront living with panoramic views. Originally built in 1939 and beautifully updated in 2015. Fabulous Living Room with vaulted ceiling, floor-to-ceiling stone fireplace and knotty pine paneling. Stunning open-layout Kitchen with dining and seating areas, window walls and

  Christine Byrne Ginnel Real Estate

  50 Cove Rd, South Salem, NY 10590
• 

  $1,229,900 Sold Jun 18, 2025

  • 2,161 Sq Ft
  • $569/SF
  • 46 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1950

  40 Gilbert St, South Salem, NY 10590

  Experience unparalleled lakefront living on the coveted shores of Lake Truesdale in South Salem. Direct waterfront home w/ private dock. This enchanted home offers 3 bedrooms and 4 baths PLUS fabulous entertaining areas.Living rm w/ fireplace & sgd to deck, dining room w/ custom built-ins offers 2 window seats w/ views of the lake & access to deck. The updated Chef's kitchen features high end

  Patty Wagner Compass Greater NY, LLC

  40 Gilbert St, South Salem, NY 10590
• 

  Est $504,026 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  105 Oakridge Dr, South Salem, NY 10590

  105 Oakridge Dr, South Salem, NY 10590
• 

  

  /27

  $225,000

  • 1 Bed
  • 1 Bath
  • 1,176 Sq Ft

  17 W Main St, Goldens Bridge, NY 10526

  Multiple offers, best- final offers due Monday 7-28 at 3:00. Back on market. Rare opportunity to live in a northern Westchester lake community, Goldens Bridge Lake Community, also known as The Colony, boasts cooperative spirit and consists of approximately 150 acres, with 17 acres will remain in a "forever wild " state for the enjoyment of residents to explore. Timber Lake has a beachfront area

  Suzanne Welch Coldwell Banker Realty

  17 W Main St, Goldens Bridge, NY 10526
• 

  $5,400,000 Sold Jun 16, 2025

  • 6,211 Sq Ft
  • $869/SF
  • 23 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 2025

  76 E Ridge Rd, Waccabuc, NY 10597

  EAST WINDS. Set in the middle of lush, level lawns, 76 East Ridge Road offers an interesting juxtaposition with its dramatic Scandinavian architecture. Monochromatic structure defined by simplicity & clean lines designed by James Duncan Design, a nationally renowned design company. Warm, contemporary interior with the right balance of minimalism. Carefully crafted spaces with thoughtful center

  Benjamin Ginnel Ginnel Real Estate

  76 E Ridge Rd, Waccabuc, NY 10597
• 

  Est $385,610 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,112 Sq Ft

  96 Fox Run Unit 696, South Salem, NY 10590

  96 Fox Run Unit 696, South Salem, NY 10590
• 

  

  /29

  $429,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,070 Sq Ft

  52 Bittersweet Ln, South Salem, NY 10590

  Welcome to 52 Bittersweet Lane—a bright and tidy one-level unit in the sought-after Oakridge community, ready for your personal touch. This clean and functional 2-bedroom, 1-bath home offers a fantastic opportunity to update and modernize to your taste, whether you're looking for a fresh start or a smart investment property that you can rent out right away! The layout is simple and convenient,

  Eric Staub Keller Williams NY Realty

  52 Bittersweet Ln, South Salem, NY 10590
• 

  $1,375,000 Sold Jun 16, 2025

  • 3,600 Sq Ft
  • $382/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1998

  29 Gideon Reynolds Rd, Cross River, NY 10518

  Welcome to Michelle Estates! Set back from the road on approximately 1.9 acres, this inviting 4-bedroom Colonial awaits you. The open floor plan features a professional chefs eat-in kitchen, equipped with stainless steel appliances, granite counters and custom wood cabinetry which leads into a spacious family room with vaulted ceiling, built-in bookcases and a wood burning fireplace. The new Trex

  Maria LaGattuta Douglas Elliman Real Estate

  29 Gideon Reynolds Rd, Cross River, NY 10518
• 

  Est $536,330 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  81 Fox Run, South Salem, NY 10590

  81 Fox Run, South Salem, NY 10590

Showing Results 41 - 80, Page 2 of 18