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

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  /17

  $2,500 per month

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • House for Rent

  21 Hall Ave, Goldens Bridge, NY 10526

  Newly renovated 1 bedroom apartment available in Goldens Bridge. Walking distance from Goldens Bridge MetroNorth station and shopping center. Humble country feel with new amenities. Enjoy hearing the sounds of nature, the stars at night, and a safe and peaceful community. Access to lake, courts and fields. Owners live upstairs.

  21 Hall Ave, Goldens Bridge, NY 10526
• 

  $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 $674,511

  Last Listing Agent Pino Masucci River Realty Services, Inc.

  48 Lockwood Rd, South Salem, NY 10590
• 

  Est $1,783,149 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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  /49

  $1,450,000 Pending

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

  61 Mill River Rd, South Salem, NY 10590

  Beautifully set on 4 bucolic acres in South Salem, this impeccably maintained 4-bedroom Contemporary Colonial offers elegance, privacy, and exceptional living spaces. A gracious entry with vaulted ceilings leads to formal living and dining room with fireplace, both ideal for entertaining plus an additional family room. The spectacular chef’s kitchen, designed by Maggie Nielsen Interiors, features

  Patricia Palumbo Coldwell Banker Realty

  61 Mill River Rd, South Salem, NY 10590
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  /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
• 

  $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 $530,512

  Last Listing Agent Kyle Neumann Houlihan Lawrence Inc.

  125 Woodcock Knolls, Cross River, NY 10518
• 

  Est $1,535,446 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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  /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
• 

  

  /19

  $2,900 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  33 Conant Valley Rd Unit Barn Apartment, Pound Ridge, NY 10576

  Peaceful, quiet one bedroom apartment located in Pound Ridge, NY. Huge skylights and windows allow an abundance of natural light and beautiful views. Beautiful and spacious bathroom with tub and shower. The apartment comes furnished or can be rented without furniture. Nest thermostat, electric, heat, AC, internet, garbage removal, snow removal included. Kitchen includes refrigerator, freezer,

  33 Conant Valley Rd Unit Barn Apartment, Pound Ridge, NY 10576
• 

  $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 $1,943,094

  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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  /6

  $149,900 Pending

  • Land
  • 3.63 Acres
  • $41,295 per Acre

  0 Laurie Ln Unit KEYH6322888, Lewisboro, NY 10590

  Amazing opportunity to build new construction on 3.6 acres in the town of Lewisboro. Quiet neighborhood setting. Prior BOHA approval is dated 1986.

  Jayne Morelock Howard Hanna Rand Realty

  0 Laurie Ln Unit KEYH6322888, Lewisboro, NY 10590
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  /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
• 

  $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

  Last Listing Agent Mindy Weil Ginnel Real Estate

  38 Gilbert St, South Salem, NY 10590
• 

  Est $2,039,637 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
• 

  

  /16

  $399,000

  • 1 Bed
  • 1 Bath
  • 971 Sq Ft

  239 Deer Hill, South Salem, NY 10590

  Welcome to 239 Deer Hill Road in Oakridge Condominiums. This top-floor 1-bedroom, 1-bath unit offers 1,000 square feet of updated, turn-key living with low taxes and access to the sought-after Katonah-Lewisboro School District (Meadow Pond Elementary). Recent upgrades include newer appliances, refreshed flooring, and a sleek modern bathroom. The main level features a bright living room with a

  Cate Hegarty Compass Greater NY, LLC

  239 Deer Hill, South Salem, NY 10590
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  /28

  $6,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,700 Sq Ft
  • House for Rent

  164 Spring St, South Salem, NY 10590

  PLEASE NOTE: This is a short season rental.Charming converted contemporary farm ranch with a spectacular stone terrace and back yard. Available 11/15/25-2/13/26 can be rented for 1-3 months at $6000 per month. There is an additional $500 per month for oil and electric. The property has a one car garage with attached cottage and a tenant, not too close to house, one garage is included in rental.

  Cecilia Heller Houlihan Lawrence Inc.

  164 Spring St, 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 $873,146

  Last Listing Agent Michael Winter

  38 Waccabuc Rd, Goldens Bridge, NY 10526
• 

  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
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  /30

  $1,365,000

  • 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
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  /43

  $5,250 per month

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • House for Rent

  8 West Ln, South Salem, NY 10590

  Country tranquility and modern convenience. A true retreat situated on an impressive 2 acre lot. Featuring a spacious primary suite with a private bath, a flexible, open layout, a two-car garage, and an oversized storage area above the garage. Minutes to shops, dining, and within an hour of NYC. Truly a rare South Salem offering. Available for immediate occupancy. Tenant screening in place

  Giancarlo Pecora eXp Realty

  8 West Ln, South Salem, NY 10590
• 

  $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 $847,448

  Last Listing Agent Komal Garewal Winwin Realty

  319 N Salem Rd, North Salem, NY 10560
• 

  Est $943,454 Not Listed For Sale

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

  39 Deerfield Rd, Katonah, NY 10536

  39 Deerfield Rd, Katonah, NY 10536
• 

  

  /30

  $599,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,451 Sq Ft

  33 Briar Ct, Cross River, NY 10518

  This beautifully updated 2-bedroom, 2.5-bath townhouse in The Meadows blends modern comfort with exceptional amenities. Step inside to discover a fully renovated kitchen featuring leathered granite countertops, soft-close cabinetry, new appliances, and upgraded lighting. A large living room, with sliders to the deck, dining area and a freshly painted half bath complete the first floor. Upstairs

  Patricia Hinkley Coldwell Banker Realty

  33 Briar Ct, Cross River, NY 10518
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  /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
• 

  $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 $1,299,961

  Last Listing Agent Melissa Frank Lutz Douglas Elliman Real Estate

  34 Old Church Ln, South Salem, NY 10590
• 

  Est $1,101,379 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
• 

  

  /50

  $5,450,000

  • 4 Beds
  • 3.5 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, 3.5-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
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  /28

  $8,750 per month

  • 3 Beds
  • 2.5 Baths
  • 3,080 Sq Ft
  • House for Rent

  15 N Lake Cir, South Salem, NY 10590

  Spend the season here! Fully-furnished and equipped rental available through APRIL 2026 or month-to-month. Rate is per month. Privacy, lakefront, views. Lots of space in this 3BR/3BA. Great walkable neighborhood one-hour north of Manhattan from Golden's Bridge or Katonah Station (Metro-North). Katonah-Lewisboro School District. The second-level primary bedroom suite offers cathedral ceilings,

  Larry Mango Giner Real Estate Inc.

  15 N Lake Cir, 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 $396,166 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
• 

  

  /47

  $950,000

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

  14 Mark Mead Rd, Cross River, NY 10518

  Welcome to 14 Mark Mead Road — a picture-perfect Cape Cod Colonial tucked on a quiet cul-de-sac in desirable Cross River. This beautifully maintained home blends timeless style with thoughtful modern updates, offering a warm, comfortable atmosphere and exceptional attention to detail. The sunlit main level flows effortlessly from the great room with a wood-burning fireplace to the granite eat-in

  Christopher Motta Real Broker NY LLC

  14 Mark Mead Rd, Cross River, NY 10518
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  /26

  $9,000 per month

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • House for Rent

  24 Cove Rd, South Salem, NY 10590

  Welcome to The Lake! Enjoy this newly renovated home on Lake Waccabuc. Just steps to your private dock and beautiful lake community on Cove Rd. This home lends itself to water views throughout the house. Cozy open floor plan downstairs with beautiful kitchen and fireplace. 1st floor also offers a full bathroom. Side deck with lake view off of the kitchen. This home is fully furnished with

  Gina Cooney Giner Real Estate Inc.

  24 Cove Rd, 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 $1,323,984

  Last Listing Agent Luke Joachim Redfin Real Estate

  23 West Rd, South Salem, NY 10590
• 

  Est $917,406 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,515 Sq Ft

  15 S Shore Dr, South Salem, NY 10590

  15 S Shore Dr, South Salem, NY 10590
• 

  

  /30

  $1,475,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,463 Sq Ft

  7 Douglas Dr, South Salem, NY 10590

  New to the market! This four bedroom, Colonial Farmhouse with a rocking chair porch features a classic layout of rooms. There is a private and quiet, newly built in-ground pool with a large built-in shelf for sunbathing/ kids/ pets and an electric cover. The pool is dramatically sited among large natural rocks. Vintage wide board flooring reclaimed from an antique Virginia barn is

  Sally Slater Douglas Elliman Real Estate

  7 Douglas Dr, South Salem, NY 10590
• 

  $1,350,000 Sold Jul 30, 2025

  72 Chapel Rd, Waccabuc, NY 10597

  • 4 Beds
  • 3.5 Baths
  • 3,643 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Above List Price
  • $371/SF
  • 5 Days On Market

  Current Estimated Value $1,355,801

  Last Listing Agent Mindy Weil Ginnel Real Estate

  72 Chapel Rd, Waccabuc, NY 10597
• 

  Est $487,058 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  43 S Shore Dr, South Salem, NY 10590

  43 S Shore Dr, South Salem, NY 10590
• 

  

  /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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