Lewisboro, NY Homes

• 

  $1,400,000 Sold Jun 02, 2025

  54 Hoyt St, South Salem, NY 10590

  • 3 Beds
  • 2.5 Baths
  • 3,124 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Above List Price
  • $448/SF
  • 21 Days On Market

  Current Estimated Value $1,391,328

  Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

  54 Hoyt St, South Salem, NY 10590
• 

  Est $529,123 Not Listed For Sale

  198 Laurel Ridge, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,301 Sq Ft
  • Built 1981

  198 Laurel Ridge, South Salem, NY 10590

  Last Sold Summary

  • 6% Above List Price
  • $384/SF
  • 25 Days On Market

  • Last Sold Price $499,000
  • Dec 26, 2024

  Last Listing Agent Mary Anne Condon Ginnel Real Estate
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  /8

  $35,000

  • Land
  • 7,291 Sq Ft
  • $209,080 per Acre

  0 Cove Rd Unit KEY993296, Lewisboro, NY 10590

  Just in time for summer! Enjoy deeded access to private Lake Waccabuc with community docks and boat launch areas, and paddle access to Lakes Oscaleta and Rippowam. Three Lakes are natural glaciated spring-fed lakes. Three Lakes Council monitors water quality and fish stocking program. Swim, fish, paddle, sail, skate, and ice fish! Property purchase includes two stand-up paddle boards, two kayaks,

  Anne-Marie Nordgren Coldwell Banker Realty

  0 Cove Rd Unit KEY993296, Lewisboro, NY 10590
• 

  $1,250,000 Sold May 30, 2025

  25 Mt Holly Rd E, Katonah, NY 10536

  • 4 Beds
  • 2.5 Baths
  • 2,420 Sq Ft
  • Built 1969

  Last Sold Summary

  • 25% Above List Price
  • $517/SF
  • 20 Days On Market

  Current Estimated Value $1,314,958

  Last Listing Agent Cheryl Neuburger Ginnel Real Estate

  25 Mt Holly Rd E, Katonah, NY 10536
• 

  Est $426,955 Not Listed For Sale

  192 Laurel Ridge, South Salem, NY 10590

  • 1 Bed
  • 2 Baths
  • 1,112 Sq Ft
  • Built 1984

  192 Laurel Ridge, South Salem, NY 10590

  Last Sold Summary

  • 9% Above List Price
  • $351/SF
  • 60 Days On Market

  • Last Sold Price $390,000
  • Nov 18, 2024

  Last Listing Agent Anne-Marie Nordgren Coldwell Banker Realty
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  /7

  $379,000

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft

  10 Beech Rd, South Salem, NY 10590

  Calling all investors, builders, and contractors. 10 Beech Road presents a prime value-add opportunity on a quiet dead-end road in the desirable Lake Kitchawan community. This 3-bedroom home situated on approximately 0.43 acres is ready for renovation and ideal for cash buyers or purchasers using a rehab loan looking to create value. As a member of the Lake Kitchawan Association, owners enjoy

  Anna Proctor Compass Greater NY, LLC

  10 Beech Rd, South Salem, NY 10590
• 

  $1,200,000 Sold Dec 05, 2025

  12 Stonewall Ct, South Salem, NY 10590

  • 4 Beds
  • 3.5 Baths
  • 3,022 Sq Ft
  • Built 1969

  Last Sold Summary

  • 9% Above List Price
  • $397/SF
  • 16 Days On Market

  Current Estimated Value $1,203,173

  Last Listing Agent Richard Mishkin Coldwell Banker Realty

  12 Stonewall Ct, South Salem, NY 10590
• 

  Est $533,578 Not Listed For Sale

  170 Laurel Ridge, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,301 Sq Ft
  • Built 1984

  170 Laurel Ridge, South Salem, NY 10590

  Last Sold Summary

  • 16% Above List Price
  • $354/SF
  • 13 Days On Market

  • Last Sold Price $460,000
  • Oct 23, 2023

  Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC
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  /35

  $1,395,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,256 Sq Ft

  9 Comanche Ct, Katonah, NY 10536

  Fully renovated inside and out, this move-in ready residence is ideally set at the end of a quiet cul-de-sac in the highly sought-after Indian Hill neighborhood. Thoughtfully updated and meticulously maintained, this home offers a bright, welcoming layout with a new white kitchen, beautifully updated baths, flexible living spaces, and excellent storage throughout. The walk-out lower level adds

  Wendy Loring William Raveis-New York LLC

  9 Comanche Ct, Katonah, NY 10536
• 

  $645,000 Sold Nov 28, 2025

  124 Woodcock Knolls, Cross River, NY 10518

  • 2 Beds
  • 2.5 Baths
  • 1,810 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Above List Price
  • $356/SF
  • 14 Days On Market

  Current Estimated Value $650,471

  Last Listing Agent Eileen McGrath Douglas Elliman Real Estate

  124 Woodcock Knolls, Cross River, NY 10518
• 

  Est $586,060 Not Listed For Sale

  159 Stone Meadow, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1982

  159 Stone Meadow, South Salem, NY 10590

  Last Sold Summary

  • 11% Above List Price
  • $305/SF
  • 10 Days On Market

  • Last Sold Price $530,000
  • Dec 20, 2023

  Last Listing Agent Christa Ursini eXp Realty
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  /14

  $595,000 Pending

  • 1 Bed
  • 1 Bath
  • 776 Sq Ft

  10 Skytop Dr, Katonah, NY 10536

  Live the Katonah lake life in this absolutely charming, fully renovated cottage. A huge stone fireplace and cathedral ceiling are the focal points of this gem which has beautiful hardwood floors and a great kitchen and bath as well. Relax and watch the world go by from the expansive, picturesque rocking chair front porch and enjoy the lovely backyard for great outdoor living. Walk to the lake to

  Angela Kessel Houlihan Lawrence Inc.

  10 Skytop Dr, Katonah, NY 10536
• 

  $1,045,000 Sold Jun 30, 2025

  12 Branch St, Goldens Bridge, NY 10526

  • 3 Beds
  • 3.5 Baths
  • 3,300 Sq Ft
  • Built 1938

  Last Sold Summary

  • 13% Below List Price
  • $317/SF
  • 165 Days On Market

  Current Estimated Value $1,050,844

  Last Listing Agent Franklin Haymson Douglas Elliman Real Estate

  12 Branch St, Goldens Bridge, NY 10526
• 

  Est $423,121 Not Listed For Sale

  148 Stone Meadow, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 1,112 Sq Ft
  • Built 1982

  148 Stone Meadow, South Salem, NY 10590

  Last Sold Summary

  • 16% Above List Price
  • $328/SF
  • 19 Days On Market

  • Last Sold Price $365,000
  • Nov 03, 2023

  Last Listing Agent Christa Ursini eXp Realty
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  /2

  $250,000 Pending

  • Land
  • 2 Acres
  • $125,000 per Acre

  0 Canaan Cir, South Salem, NY 10590

  Seize this rare vacant property on a serene cul-de-sac, overlooking the reservoir with year-round water views. Nestled in South Salem's heart, it delivers tranquility, natural beauty, and convenience—worlds away from the bustle, yet minutes from amenities.In a quiet, tree-lined neighborhood perfect for walks, biking, and nearby parks/nature reserves. Prime South Salem–New Canaan border

  Michael Kaplan Michael J. Kaplan

  0 Canaan Cir, South Salem, NY 10590
• 

  $740,000 Sold Jun 18, 2025

  71 Park Rd Extension, Goldens Bridge, NY 10526

  • 3 Beds
  • 2.5 Baths
  • 1,911 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Below List Price
  • $387/SF
  • 47 Days On Market

  Current Estimated Value $739,188

  Last Listing Agent Cheryl Neuburger Ginnel Real Estate

  71 Park Rd Extension, Goldens Bridge, NY 10526
• 

  Est $409,875 Not Listed For Sale

  143 Stone Meadow Unit 15143, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 1,112 Sq Ft
  • Built 1982

  143 Stone Meadow Unit 15143, South Salem, NY 10590

  Last Sold Summary

  • 10% Above List Price
  • $335/SF
  • 26 Days On Market

  • Last Sold Price $373,000
  • Aug 06, 2024

  Last Listing Agent Thomas Santore Coldwell Banker Realty
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  /50

  $779,000

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

  20 Hillside Ave, Goldens Bridge, NY 10526

  If you’ve been dreaming of a chic, nature-filled retreat with modern upgrades and the rare convenience of WALKING to the train, this is the one that captures it all. Tucked into a breathtaking .78 acre setting with sweeping mountain views, this picture-perfect Colonial—FULLY renovated in 2023—offers a rare blend of refined style and serene. Nature-filled living in the highly coveted Goldens

  Lisa DaRos Houlihan Lawrence Inc.

  20 Hillside Ave, Goldens Bridge, NY 10526
• 

  $1,490,500 Sold Apr 03, 2026

  288 Todd Rd, Katonah, NY 10536

  • 4 Beds
  • 2.5 Baths
  • 2,895 Sq Ft
  • Built 1979

  Last Sold Summary

  • 17% Above List Price
  • $515/SF
  • 17 Days On Market

  Current Estimated Value $1,306,770

  Last Listing Agent Suzanne Bowers Corcoran Legends Realty

  288 Todd Rd, Katonah, NY 10536
• 

  Est $556,961 Not Listed For Sale

  105 Oakridge Dr, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1982

  105 Oakridge Dr, South Salem, NY 10590

  Last Sold Summary

  • 20% Above List Price
  • $304/SF
  • 14 Days On Market

  • Last Sold Price $465,000
  • Sep 29, 2023

  Last Listing Agent Lin Crispinelli Houlihan Lawrence Inc.
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  /41

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,576 Sq Ft

  41 Cross Pond Rd, Pound Ridge, NY 10576

  Nestled on a picturesque 1.25-acre setting in sought-after Pound Ridge, this updated Ranch-style residence offers thoughtfully renovated spaces throughout. Impeccably maintained, the home features 4 Bedrooms, 2.5 baths, and 2,576 square feet of comfortable, well-designed living space. A recently remodeled Chef's Kitchen serves as the heart of the home, blending style and functionality with modern

  Sally Walter Compass Greater NY, LLC

  41 Cross Pond Rd, Pound Ridge, NY 10576
• 

  $1,300,180 Sold Aug 07, 2025

  35 Boutonville Rd, South Salem, NY 10590

  • 3 Beds
  • 2.5 Baths
  • 2,622 Sq Ft
  • Built 1980

  Last Sold Summary

  • 18% Above List Price
  • $496/SF
  • 13 Days On Market

  Current Estimated Value $1,300,303

  Last Listing Agent Hope Ross Mazzola Coldwell Banker Realty

  35 Boutonville Rd, South Salem, NY 10590
• 

  Est $429,333 Not Listed For Sale

  96 Fox Run Unit 696, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 1,112 Sq Ft
  • Built 1981

  96 Fox Run Unit 696, South Salem, NY 10590

  Last Sold Summary

  • 10% Above List Price
  • $351/SF
  • 17 Days On Market

  • Last Sold Price $390,000
  • Jun 03, 2024

  Last Listing Agent Michael Portnoy Giner Real Estate Inc.
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  /36

  $1,995,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,886 Sq Ft

  20 Oscaleta Rd, South Salem, NY 10590

  Nestled on over 7 quiet acres along a picturesque country road, this stylish, renovated 5-bedroom, 4.1 bath home offers the best of country living — complete with a heated pool and tennis court. Set on fabulous open land just an hour from NYC, the residence was taken to the studs in 2016 and thoughtfully rebuilt for today’s lifestyle.The open-concept Great Room is the heart of the home,

  Angela Kessel Houlihan Lawrence Inc.

  20 Oscaleta Rd, South Salem, NY 10590
• 

  $1,580,000 Sold Jul 08, 2025

  42 Brundige Dr, Goldens Bridge, NY 10526

  • 4 Beds
  • 2.5 Baths
  • 3,855 Sq Ft
  • Built 1993

  Last Sold Summary

  • 13% Above List Price
  • $410/SF
  • 25 Days On Market

  Current Estimated Value $1,591,186

  Last Listing Agent Jocelyn Sarro Vincent & Whittemore R.E.

  42 Brundige Dr, Goldens Bridge, NY 10526
• 

  Est $582,747 Not Listed For Sale

  81 Fox Run, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1981

  81 Fox Run, South Salem, NY 10590

  Last Sold Summary

  • 6% Above List Price
  • $392/SF
  • 35 Days On Market

  • Last Sold Price $549,000
  • Apr 19, 2024

  Last Listing Agent Alfonso Vanacoro Howard Hanna Rand Realty
• 

  

  /23

  $1,389,750 Pending

  • 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
• 

  $899,000 Sold Oct 03, 2025

  28 Glen Dr, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • Built 1961

  Last Sold Summary

  • $511/SF
  • 31 Days On Market

  Current Estimated Value $898,076

  Last Listing Agent Frederick Cindrich Giner Real Estate Inc.

  28 Glen Dr, South Salem, NY 10590
• 

  Est $300,680 Not Listed For Sale

  74 Fox Run, South Salem, NY 10590

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

  74 Fox Run, South Salem, NY 10590

  Last Sold Summary

  • 40% Above List Price
  • $242/SF
  • 75 Days On Market

  • Last Sold Price $214,538
  • Nov 21, 2023

  Last Listing Agent Francine Brown Brown Estate Realty
• 

  

  /37

  $669,000

  • 3 Beds
  • 2.5 Baths
  • 1,706 Sq Ft

  32 Boulder Ln, Goldens Bridge, NY 10526

  Beautifully maintained 3 bedrooms, 2.5 bath home in desirable Goldens Bridge, ideally positioned as a corner unit with a private, serene, wooded setting. The open-concept main level is enhanced by high ceilings, creating a bright and airy atmosphere through-out the living room and dining area. Sliding glass doors lead to an expansive deck, offering perfect setting for indoor-outdoor living and

  Melissa DeFeo Howard Hanna Rand Realty

  32 Boulder Ln, Goldens Bridge, NY 10526
• 

  $1,290,000 Sold Oct 15, 2025

  30 Hilltop Rd, Waccabuc, NY 10597

  • 4 Beds
  • 2.5 Baths
  • 2,909 Sq Ft
  • Built 1990

  Last Sold Summary

  • 8% Below List Price
  • $443/SF
  • 42 Days On Market

  Current Estimated Value $1,299,324

  Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

  30 Hilltop Rd, Waccabuc, NY 10597
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  Est $342,708 Not Listed For Sale

  60 Fox Run, South Salem, NY 10590

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

  60 Fox Run, South Salem, NY 10590

  Last Sold Summary

  • 4% Above List Price
  • $382/SF
  • 81 Days On Market

  • Last Sold Price $330,000
  • Mar 19, 2025

  Last Listing Agent Debi Orr Keller Williams Prestige Prop
• 

  

  /34

  $1,849,000 Pending

  • 4 Beds
  • 4 Baths
  • 4,573 Sq Ft

  101 Post Office Rd, Waccabuc, NY 10597

  Tucked away on Waccabuc’s scenic Post Office Road, this lovingly maintained and stylishly updated 4BR was designed to capture sunlight and celebrate the views of its lushly landscaped and fenced two-acre property. Built in 1985, this is the first time it has been offered for sale. Beyond the automatic gates, a circular drive provides easy guest parking and leads to the sheltered front entrance.

  Susan Stillman Houlihan Lawrence Inc.

  101 Post Office Rd, Waccabuc, NY 10597
• 

  $594,000 Sold Feb 19, 2026

  33 Briar Ct, Cross River, NY 10518

  • 2 Beds
  • 2.5 Baths
  • 1,451 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Below List Price
  • $409/SF
  • 24 Days On Market

  Current Estimated Value $595,150

  Last Listing Agent Patricia Hinkley Coldwell Banker Realty

  33 Briar Ct, Cross River, NY 10518
• 

  Est $305,443 Not Listed For Sale

  58 Fox Run Unit 258, South Salem, NY 10590

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

  58 Fox Run Unit 258, South Salem, NY 10590

  Last Sold Summary

  • 8% Above List Price
  • $357/SF
  • 30 Days On Market

  • Last Sold Price $282,000
  • Jan 31, 2025

  Last Listing Agent Michael Portnoy Giner Real Estate Inc.
• 

  

  /21

  $499,000 Pending

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft

  153 Lake Kitchawan Dr, South Salem, NY 10590

  Set in peaceful Lake Kitchawan neighborhood in Lewisboro, this charming cottage-style home offers 2 bedrooms, 1 bath, and approximately 876 square feet of living space. The interior features a light-filled living room with lake views, dining area, and eat-in kitchen with a comfortable flow ideal for everyday living or weekend use.Located across the street from Lake Kitchawan, the property

  Spencer Matthews Houlihan Lawrence Inc.

  153 Lake Kitchawan Dr, South Salem, NY 10590
• 

  $640,000 Sold Oct 16, 2025

  16 Indian Ln, South Salem, NY 10590

  • 3 Beds
  • 1.5 Baths
  • 1,324 Sq Ft
  • Built 1930

  Last Sold Summary

  • 2% Above List Price
  • $483/SF
  • 16 Days On Market

  Current Estimated Value $672,656

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  16 Indian Ln, South Salem, NY 10590
• 

  Est $256,349 Not Listed For Sale

  56 Fox Run, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 660 Sq Ft
  • Built 1980

  56 Fox Run, South Salem, NY 10590

  Last Sold Summary

  • 31% Above List Price
  • $295/SF
  • 83 Days On Market

  • Last Sold Price $195,000
  • Sep 08, 2023

  Last Listing Agent DONNA LEWIS K. Fortuna Realty, Inc.
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  /36

  $2,950,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 6,344 Sq Ft

  133 Boway Rd, South Salem, NY 10590

  The Quintessential Getaway. Long, gated drive through spectacular grounds to ultimate privacy and seclusion. Twenty glorious acres with level lawns, ancient trees, ornamental shrubs and flowering perennials. Fenced grounds with woodland walking trails throughout. Absolutely breathtaking backdrop for the perfect country lifestyle. Fabulous raised terrace overlooking the stunning swimming pool.

  Mary Anne Condon Ginnel Real Estate

  133 Boway Rd, South Salem, NY 10590
• 

  $470,000 Sold Nov 10, 2025

  30 Fairmount Rd, Goldens Bridge, NY 10526

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Below List Price
  • $363/SF
  • 17 Days On Market

  Current Estimated Value $500,412

  Last Listing Agent Maria LaGattuta Douglas Elliman Real Estate

  30 Fairmount Rd, Goldens Bridge, NY 10526

Showing Results 81 - 120, Page 3 of 18