Lewisboro, NY Homes

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  /31

  $949,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,664 Sq Ft

  41 West Ln, South Salem, NY 10590

  Welcome to 41 West Lane, a beautifully maintained 4-bedroom, 3.5-bath Colonial offering over 3,600 sq ft of living space on 3.3 private acres in South Salem, NY. This spacious home blends classic charm with modern updates, featuring hardwood floors, 2 fireplaces, and a thoughtful layout designed for both everyday comfort and entertaining. The main level includes a formal living room, home office,

  Mark Boyland Keller Williams Realty Partner

  41 West Ln, South Salem, NY 10590
• Explore Lewisboro

• 

  

  

  /22

  $3,500 per month

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

  37 Ridgeland Rd, South Salem, NY 10590

  Welcome to this adorable, sun-filled 2-bedroom, 1-bath ranch offering rights to the Lake Kitchawan Beach Association. This home features a wrap-around deck perfect for summer living and backs up to town-owned land, which provides privacy and access to nature year round. Inside, a large stone, wood-burning fireplace anchors the living space- ideal for cozy winter nights. Recent updates include

  Patricia Hinkley Coldwell Banker Realty

  37 Ridgeland Rd, South Salem, NY 10590
• 

  $655,000 Sold Sep 04, 2025

  48 Lockwood Rd, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $310/SF
  • 48 Days On Market

  Current Estimated Value $677,769

  Last Listing Agent Pino Masucci River Realty Services, Inc.

  48 Lockwood Rd, South Salem, NY 10590
• 

  Est $1,786,937 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,395 Sq Ft

  10 Shoshone Dr, Katonah, NY 10536

  10 Shoshone Dr, Katonah, NY 10536
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  /43

  $1,495,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 5,687 Sq Ft

  136 Elmwood Rd, South Salem, NY 10590

  Welcome to this traditional farmhouse set on 9 stunning acres—ready to be restored to its former beauty and transformed to suit your vision. This five-bedroom home offers a rare blend of tranquility and versatile living space. The main level features a spacious chef’s kitchen with an eat-in area opening to a warm family room with a fireplace, plus a cozy living room with a second fireplace, a

  Mark Boyland Keller Williams Realty Partner

  136 Elmwood Rd, South Salem, NY 10590
• 

  

  /14

  $3,995 per month

  • 1 Bed
  • 1.5 Baths
  • 1,451 Sq Ft
  • Townhouse for Rent

  119 Willow Ct, Cross River, NY 10518

  Furnished condo for rent. Ideal for renters seeking two bedroom functionality without the two bedroom price! Oversized master bedroom fully furnished with office/den or second bedroom. Master bedroom boasts large closets. Living room with fireplace, updated kitchen and bathrooms, including full-size washer and dryer. Enjoy amenities, such as pool, basketball, two tennis courts and large

  Frederick Cindrich Giner Real Estate Inc.

  119 Willow Ct, Cross River, NY 10518
• 

  $510,000 Sold Aug 18, 2025

  125 Woodcock Knolls, Cross River, NY 10518

  • 2 Beds
  • 2.5 Baths
  • 1,570 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $325/SF
  • 13 Days On Market

  Current Estimated Value $539,193

  Last Listing Agent Kyle Neumann Houlihan Lawrence Inc.

  125 Woodcock Knolls, Cross River, NY 10518
• 

  Est $1,538,068 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,483 Sq Ft

  5 Jonas Ln, Katonah, NY 10536

  5 Jonas Ln, Katonah, NY 10536
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  /32

  $1,275,000

  • 4 Beds
  • 2.5 Baths
  • 2,895 Sq Ft

  288 Todd Rd, Katonah, NY 10536

  Set on 4.12 picturesque acres, this beautifully maintained 4-bedroom Colonial is a rare find. The home offers an open floor plan with sun-filled living and dining rooms, a welcoming family room with a white-washed brick fireplace, and a gorgeous newly renovated eat-in kitchen that opens to an expansive deck—ideal for fun gatherings and unforgettable sunsets. A private bonus room over the garage

  Suzanne Bowers Corcoran Legends Realty

  288 Todd Rd, Katonah, NY 10536
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  /15

  $3,700 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  300 Waccabuc Rd Unit 2, Goldens Bridge, NY 10526

  A must see bright spacious fully renovated 2 bedroom, 1 bathroom duplex with long drive to accommodate ample parking. This is a commuters dream, minutes walk from Golden's Bridge train station, I 684 and very close to local shops and schools. Minutes to Katonah town center. Landlord takes care of snow removal and lawn care. Access to Timber lake/beach/picnic area for tenants.

  Peter Giner Giner Real Estate Inc.

  300 Waccabuc Rd Unit 2, Goldens Bridge, NY 10526
• 

  $2,100,000 Sold Jul 16, 2025

  109 Old Church Ln, Pound Ridge, NY 10576

  • 3 Beds
  • 3 Baths
  • 3,042 Sq Ft
  • Built 1950

  Last Sold Summary

  • 14% Above List Price
  • $690/SF
  • 15 Days On Market

  Current Estimated Value $2,055,163

  Last Listing Agent Brian Milton Compass Greater NY, LLC

  109 Old Church Ln, Pound Ridge, NY 10576
• 

  Not Listed For Sale

  12 Howland Dr, Cross River, NY 10518

  12 Howland Dr, Cross River, NY 10518
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  /42

  $1,499,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,532 Sq Ft

  230 Spring St, South Salem, NY 10590

  Welcome home to this exquisitely crafted and meticulously maintained colonial, perfectly set on 9 acres of serene natural beauty—offering the comfort, elegance, privacy and charm you’ve been searching for! Step through the grand mahogany doors and discover a spacious living room with a fabulous fireplace, an elegant dining room ideal for holiday gatherings, and a stunning French Country kitchen

  Kristina Pepdjonovic Julia B Fee Sothebys Int. Rlty

  230 Spring St, South Salem, NY 10590
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  /11

  $6,800 per month

  • 3 Beds
  • 2 Baths
  • 2,059 Sq Ft
  • Apartment for Rent

  903 Oakridge Commons, South Salem, NY 10590

  Welcome to Lakeview Lofts — Where Every Morning Begins with a View! Imagine waking to sunrise shimmering across tranquil lake waters, visible from the comfort of your primary suite. Picture evening cocktails on your private deck as the sun sets over the horizon, painting the sky in gold and rose. This is the lifestyle waiting for you at Lakeview Villa—brand-new luxury rental residences where

  AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

  903 Oakridge Commons, South Salem, NY 10590
• 

  $2,200,000 Sold Oct 30, 2025

  38 Gilbert St, South Salem, NY 10590

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft
  • Built 1926

  Last Sold Summary

  • 8% Below List Price
  • $973/SF
  • 45 Days On Market

  Current Estimated Value $2,156,583

  Last Listing Agent Mindy Weil Ginnel Real Estate

  38 Gilbert St, South Salem, NY 10590
• 

  Est $1,983,384 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,848 Sq Ft

  11 Falcon Ridge Dr, Goldens Bridge, NY 10526

  11 Falcon Ridge Dr, Goldens Bridge, NY 10526
• 

  

  /36

  $1,063,125

  • 6 Beds
  • 2 Baths
  • 6,038 Sq Ft

  175 Waccabuc Rd, Goldens Bridge, NY 10526

  1827 Greek Revival Colonial with many of the period features. 3 levels with an additional finished attic and full basement with wine cellar. 5.42 acres with the remnants of the original mill pond and saw mill, lots of granite stone work, wrought iron fencing and root cellar. Over 6000 square feet of living space, 15 rooms, 6 bedrooms and multiple fireplaces. This pre-Civil War property known as

  James Bergstraser RE/MAX Classic Realty

  175 Waccabuc Rd, Goldens Bridge, NY 10526
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  /19

  $6,400 per month

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft
  • Apartment for Rent

  905 Oakridge Commons, South Salem, NY 10590

  Welcome to Lakeview Lofts - A newly constructed collection of boutique luxury waterfront rental residences in South Salem, offering refined one-level living in a peaceful natural setting.These exceptional residences offer sweeping water views and private waterfront decks, where glowing sunsets become part of your daily routine. Thoughtfully designed for modern living, each home features a

  Elaine Voss Coldwell Banker Realty

  905 Oakridge Commons, South Salem, NY 10590
• 

  $855,000 Sold Aug 20, 2025

  38 Waccabuc Rd, Goldens Bridge, NY 10526

  • 3 Beds
  • 2.5 Baths
  • 2,379 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Above List Price
  • $359/SF
  • 41 Days On Market

  Current Estimated Value $874,928

  Last Listing Agent Michael Winter

  38 Waccabuc Rd, Goldens Bridge, NY 10526
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  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  17 & 19 Lakeview Rd, South Salem, NY 10590

  17 & 19 Lakeview Rd, South Salem, NY 10590
• 

  

  /23

  $1,389,750 Open Sun 12AM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 4,076 Sq Ft

  1 Canaan Cir, South Salem, NY 10590

  Experience the pinnacle of Westchester living in this stunning 4-bedroom, 5-bathroom colonial, perfectly situated on a premier corner lot in one of South Salem’s most coveted neighborhoods. TRULY LIVES LIKE A 5 BEDROOM!!! Minutes from top tier shopping, dining, and libraries in wonderful Wilton and New Canaan, CT! This home offers a rare blend of sophisticated design and everyday comfort. From

  James LaTempa Compass Greater NY, LLC

  1 Canaan Cir, South Salem, NY 10590
• 

  

  /26

  $2,300 per month

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft
  • Property for Rent

  10 Wild Oaks Rd Unit 124, Goldens Bridge, NY 10526

  Beautiful one bedroom in Goldens Bridge in Wild Oaks area. Not finished yet but a good idea can be had from viewing. The owner can explain what the kitchen will look like. Will be available for move in on April 1 . Easy app process must be done with board . Credit will be run and paperwork as to proof of income must be shown. Totally renovated. Close to parking. Short short walk. Looks upon nice

  Joan Cotrone ERA Insite Realty Services

  10 Wild Oaks Rd Unit 124, Goldens Bridge, NY 10526
• 

  $825,900 Sold Apr 25, 2025

  319 N Salem Rd, North Salem, NY 10560

  • 3 Beds
  • 2.5 Baths
  • 2,362 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $350/SF
  • 54 Days On Market

  Current Estimated Value $839,383

  Last Listing Agent Komal Garewal Winwin Realty

  319 N Salem Rd, North Salem, NY 10560
• 

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,891 Sq Ft

  66 Main St, South Salem, NY 10590

  66 Main St, South Salem, NY 10590
• 

  

  /36

  $1,999,999 Coming Soon

  • 5 Beds
  • 4.5 Baths
  • 5,031 Sq Ft

  20 Waccabuc River Ln, South Salem, NY 10590

  This five bedroom modern farmhouse blends timeless charm with a sleek contemporary interior, sitting privately on nearly 6 acres with expansive distant views. The property provides a serene outdoor retreat with a sparkling gunite pool, a covered deck for effortless entertaining, open green space and lush, landscaped gardens. Perfectly positioned within the Katonah Lewisboro School District, it

  Patti Howard Compass Greater NY, LLC

  20 Waccabuc River Ln, South Salem, NY 10590
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  /17

  $15,000 per month

  • 3 Beds
  • 3 Baths
  • 2,435 Sq Ft
  • House for Rent

  49 Twin Lakes Rd, South Salem, NY 10590

  Dramatic Lakefront Retreat. Country Contemporary overlooking the clean, clear waters of Lake Rippowam and the Mountain Lakes Park. Spacious wrap-around deck for summer barbecues with steps down to swimming dock and firepit. Sun-filled interior with wonderful open floorplan designed for entertaining. Dramatic Living Room with soaring, skylit ceiling and fireplace. Open Dining Room with easy

  Cristina Civetta Ginnel Real Estate

  49 Twin Lakes Rd, South Salem, NY 10590
• 

  $1,412,500 Sold Jan 27, 2026

  61 Mill River Rd, South Salem, NY 10590

  • 4 Beds
  • 3.5 Baths
  • 4,447 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $318/SF
  • 63 Days On Market

  Last Listing Agent Patricia Palumbo Coldwell Banker Realty

  61 Mill River Rd, South Salem, NY 10590
• 

  Est $4,413,083 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,849 Sq Ft

  189 Mead St, Waccabuc, NY 10597

  189 Mead St, Waccabuc, NY 10597
• 

  

  /39

  $1,280,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,447 Sq Ft

  46 Ridgefield Ave, South Salem, NY 10590

  Exquisitely renovated, this 4-bedroom, 3-bath residence showcases a timeless elegance with every detail thoughtfully reimagined. The first-floor primary suite offers the ease of single-level living, while the chef’s kitchen—complete with a peninsula and bar seating—serves as a stylish gathering place. Graceful living and dining rooms, each with its own fireplace and enhanced by soaring ceilings,

  Monica Webster Douglas Elliman Real Estate

  46 Ridgefield Ave, South Salem, NY 10590
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  /38

  $15,000 per month

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft
  • House for Rent

  34 Twin Lakes Rd, South Salem, NY 10590

  Fully Furnished Seasonal Rental May -Oct. 31. Enjoy your summer on the lake in this remarkable waterfront single-family home. Offering the perfect combination of space, comfort, and timeless charm, this property provides an idyllic lakefront experience. The home features three bedrooms plus a den/office, with sliders that open to a spacious deck overlooking the water—perfect for indoor-outdoor

  Patty Wagner Compass Greater NY, LLC

  34 Twin Lakes Rd, South Salem, NY 10590
• 

  $1,350,000 Sold May 30, 2025

  34 Old Church Ln, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,798 Sq Ft
  • Built 1972

  Last Sold Summary

  • 16% Below List Price
  • $482/SF
  • 161 Days On Market

  Current Estimated Value $1,374,614

  Last Listing Agent Melissa Frank Lutz Douglas Elliman Real Estate

  34 Old Church Ln, South Salem, NY 10590
• 

  Est $950,026 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,889 Sq Ft

  39 Deerfield Rd, Katonah, NY 10536

  39 Deerfield Rd, Katonah, NY 10536
• 

  

  /13

  $1,650,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  114 Spring St, South Salem, NY 10590

  Parcel of 4 Properties: Deli plus 2 Family House, 4 bedroom house w/detached garage. Located in the Hamlet Of South Salem, Surrounded By Green Space. The property is 100% leased. One Car Garage, Lots Of Parking. Super Location. Acreage and Taxes reflect both 112 & 114 Spring Street addresses. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Detached

  Matt Rose Keller Williams Prestige Prop

  114 Spring St, South Salem, NY 10590
• 

  

  /13

  $7,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,350 Sq Ft
  • House for Rent

  57 Truesdale Lake Dr, South Salem, NY 10590

  Beautifully sited on lovely Lake Truesdale! Charming and very private! It features 3 bedrooms, 2 baths, an open living room, dining room area and beautifully appointed kitchen with a wall of windows leading to the new deck which spans the length of the house. There are doors out from the basement to the patio which has a path that leads down to the lake for your morning swim. From gorgeous

  Barbara Tremain

  57 Truesdale Lake Dr, South Salem, NY 10590
• 

  $330,000 Sold Mar 19, 2025

  60 Fox Run, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 863 Sq Ft
  • Built 1981

  Last Sold Summary

  • 12% Below List Price
  • $382/SF
  • 81 Days On Market

  Current Estimated Value $346,259

  Last Listing Agent Debi Orr Keller Williams Prestige Prop

  60 Fox Run, South Salem, NY 10590
• 

  Est $1,106,985 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  48 Schoolhouse Rd, Waccabuc, NY 10597

  48 Schoolhouse Rd, Waccabuc, NY 10597
• 

  

  /23

  $1,295,000

  • 4 Beds
  • 2.5 Baths
  • 2,476 Sq Ft

  12 Skytop Dr, Katonah, NY 10536

  Live the Lake Katonah life in this spacious, fully renovated home with incredible views. This house embraces open concept living at its best. The great room has direct access out to the spectacular screened porch from both the living and dining rooms and a brand new deck is directly off of the huge eat-in-kitchen. Enjoy the lovely level backyard for great outdoor activities. Walk to the lake to

  Angela Kessel Houlihan Lawrence Inc.

  12 Skytop Dr, Katonah, NY 10536
• 

  

  /35

  $5,500 per month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • House for Rent

  9 S Shore Dr, South Salem, NY 10590

  Lakeside Retreat - where you can get away from it all! Relax with the family at this peaceful fully furnished home. This is a 3 Bedroom that features a newly renovated open floor plan of kitchen, den, fireplace and living room with lake views and a beautiful back deck overlooking Lake Waccabuc. Enjoy the water views from your private dock on the lake. Washer/Dryer, Large Deck with grill, kayaks

  Gina Cooney Giner Real Estate Inc.

  9 S Shore Dr, South Salem, NY 10590
• 

  $1,325,000 Sold Apr 10, 2025

  23 West Rd, South Salem, NY 10590

  • 4 Beds
  • 3 Baths
  • 3,227 Sq Ft
  • Built 1998

  Last Sold Summary

  • 15% Above List Price
  • $411/SF
  • 17 Days On Market

  Current Estimated Value $1,312,417

  Last Listing Agent Luke Joachim Redfin Real Estate

  23 West Rd, South Salem, NY 10590
• 

  Est $385,816 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 807 Sq Ft

  15 Bishop Park Rd, Pound Ridge, NY 10576

  15 Bishop Park Rd, Pound Ridge, NY 10576

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