Homes in ZIP Code 10590

• 

  Est $412,250 Not Listed For Sale

  274 Maplewood Dr Unit 32274, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 970 Sq Ft
  • Built 1994

  274 Maplewood Dr Unit 32274, South Salem, NY 10590

  Last Sold Summary

  • 13% Above List Price
  • $376/SF
  • 40 Days On Market

  • Last Sold Price $365,000
  • Aug 31, 2023

  Last Listing Agent Alex Mashkin Keller Williams Realty Partner
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• 

  

  

  /19

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft

  95 Main St, South Salem, NY 10590

  Western View. Over one park-like acre with rolling lawns, flowering plantings and towering trees. First time listed in years, distinctive Country House with elements of a classic deck house. Warm interior spaces with hardwood floors and vaulted ceilings finished in wood. Sun-filled Living Room with fireplace and doors to front deck, ideal for relaxation. Dining Room with vaulted ceiling. Country

  Peter Michaelis Ginnel Real Estate

  95 Main St, South Salem, NY 10590
• 

  $1,229,900 Sold Jun 18, 2025

  40 Gilbert St, South Salem, NY 10590

  • 3 Beds
  • 4 Baths
  • 2,161 Sq Ft
  • Built 1950

  Last Sold Summary

  • 5% Below List Price
  • $569/SF
  • 46 Days On Market

  Current Estimated Value $1,275,442

  Last Listing Agent Patty Wagner Compass Greater NY, LLC

  40 Gilbert St, South Salem, NY 10590
• 

  Est $394,512 Not Listed For Sale

  244 Deer Hill Unit 27244, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 994 Sq Ft
  • Built 1988

  244 Deer Hill Unit 27244, South Salem, NY 10590

  Last Sold Summary

  • 10% Above List Price
  • $362/SF
  • 45 Days On Market

  • Last Sold Price $360,000
  • Dec 28, 2023

  Last Listing Agent Alex Mashkin Keller Williams Realty Partner
• 

  

  

  /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
• 

  $1,400,000 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 $573,133 Not Listed For Sale

  230 Lakeside Dr, South Salem, NY 10590

  • 2 Beds
  • 2 Baths
  • 1,468 Sq Ft
  • Built 1987

  230 Lakeside Dr, South Salem, NY 10590

  Last Sold Summary

  • 4% Above List Price
  • $375/SF
  • 6 Days On Market

  • Last Sold Price $550,000
  • Jun 20, 2024

  Last Listing Agent Amanda Goldberg William Raveis-New York, LLC
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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 $254,633 Not Listed For Sale

  224 Lakeside Dr, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 637 Sq Ft
  • Built 1986

  224 Lakeside Dr, South Salem, NY 10590

  Last Sold Summary

  • 22% Above List Price
  • $329/SF
  • 14 Days On Market

  • Last Sold Price $209,532
  • Dec 10, 2024

  Last Listing Agent Teresa Rivers Coldwell Banker Realty
• 

  /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
• 

  $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 $376,392 Not Listed For Sale

  219 Lakeside Dr, South Salem, NY 10590

  • 1 Bed
  • 1 Bath
  • 994 Sq Ft
  • Built 1987

  219 Lakeside Dr, South Salem, NY 10590

  Last Sold Summary

  • 14% Above List Price
  • $332/SF
  • 32 Days On Market

  • Last Sold Price $330,000
  • Oct 01, 2024

  Last Listing Agent Mark Boyland Keller Williams Realty Partner
• 

  

  /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
• 

  $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 $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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  /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
• 

  $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 $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
• 

  

  /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
• 

  $1,137,000 Sold Sep 15, 2025

  30 Benedict Rd, South Salem, NY 10590

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1960

  Last Sold Summary

  • 14% Above List Price
  • $474/SF
  • 35 Days On Market

  Current Estimated Value $1,148,660

  Last Listing Agent Margaret Harrington Douglas Elliman Real Estate

  30 Benedict Rd, 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
• 

  

  /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
• 

  $710,000 Sold Oct 07, 2025

  15 Glen Dr, South Salem, NY 10590

  • 3 Beds
  • 1.5 Baths
  • 1,924 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Above List Price
  • $369/SF
  • 31 Days On Market

  Current Estimated Value $726,521

  Last Listing Agent AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

  15 Glen Dr, South Salem, NY 10590
• 

  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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  /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
• 

  $1,200,000 Sold Jun 20, 2025

  94 Bouton Rd, South Salem, NY 10590

  • 4 Beds
  • 2.5 Baths
  • 2,623 Sq Ft
  • Built 1790

  Last Sold Summary

  • 9% Above List Price
  • $457/SF
  • 8 Days On Market

  Current Estimated Value $1,231,453

  Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

  94 Bouton Rd, South Salem, NY 10590
• 

  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
• 

  

  /47

  $759,000

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  34 Glen Dr, South Salem, NY 10590

  A Sprawling 2.68 Acre Haven with Majestic Rock Gardens! Discover this beautiful, private Ranch-style home nestled on 2.68 tranquil acres. This property offers a perfect blend of peaceful seclusion and versatile living spaces, all surrounded by stunning, mature landscaping. Exquisite Outdoor Sanctuary. The expansive, professionally landscaped grounds feature mature plantings, majestic rock

  AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

  34 Glen Dr, South Salem, NY 10590
• 

  $1,900,000 Sold Oct 01, 2025

  121 Post Office Rd, South Salem, NY 10590

  • 3 Beds
  • 1.5 Baths
  • 3,307 Sq Ft
  • Built 1792

  Last Sold Summary

  • 6% Above List Price
  • $575/SF
  • 33 Days On Market

  Current Estimated Value $1,885,523

  Last Listing Agent Jennie Doukas Ginnel Real Estate

  121 Post Office Rd, South Salem, NY 10590
• 

  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
• 

  

  /29

  $749,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,227 Sq Ft

  50 West Rd, South Salem, NY 10590

  Set on a picturesque 2-acre level lot in South Salem, this charming ranch offers the perfect opportunity to create your dream home. Designed for easy one-level living, this house features 4 Bedrooms including a primary bedroom with en-suite bathroom. While this home is in South Salem, it borders New Canaan, Ridgefield and Pound Ridge and is within the highly regarded Katonah-Lewisboro School

  Gina Cooney Giner Real Estate Inc.

  50 West Rd, South Salem, NY 10590
• 

  $675,000 Sold Oct 15, 2025

  25 Twin Lakes Rd, South Salem, NY 10590

  • 4 Beds
  • 3 Baths
  • 1,944 Sq Ft
  • Built 1964

  Last Sold Summary

  • 3% Below List Price
  • $347/SF
  • 49 Days On Market

  Current Estimated Value $855,839

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  25 Twin Lakes Rd, South Salem, NY 10590
• 

  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.
• 

  

  /14

  $685,000

  • 3 Beds
  • 2.5 Baths
  • 1,862 Sq Ft

  23 Bouton St, South Salem, NY 10590

  Highest and best offers due 4/8/26 Accepted Offer 4/8multiple backupsNew professional photos!! — this property is no longer limited to cash buyers. Qualified purchasers may obtain financing with proper documentation, making this an even more accessible and attractive opportunity. The main level features an open-concept layout highlighted by a large bay window that fills the space with

  Blaise Nastasio Manhattan Network Inc

  23 Bouton St, South Salem, NY 10590
• 

  $1,254,000 Sold Dec 08, 2025

  9 Ashwood Rd, South Salem, NY 10590

  • 4 Beds
  • 3.5 Baths
  • 3,688 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Below List Price
  • $340/SF
  • 27 Days On Market

  Current Estimated Value $1,275,597

  Last Listing Agent Lindsay Lafreniere William Raveis-New York LLC

  9 Ashwood 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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  /29

  $1,695,000

  • 3 Beds
  • 2 Baths
  • 2,778 Sq Ft

  58 Twin Lakes Rd, South Salem, NY 10590

  Set along the shoreline of Lake Oscaleta, this direct waterfront home offers a rare combination of privacy, natural beauty, and truly usable lakefront property in the heart of South Salem. Occupying .564 acres with sweeping frontage on one of the area’s most peaceful glacial lakes, the setting is defined by something increasingly hard to find - an expansive, level lawn that extends all the way to

  Adam Hade Compass Greater NY, LLC

  58 Twin Lakes Rd, South Salem, NY 10590
• 

  $711,000 Sold Jul 21, 2025

  24 Benedict Rd, South Salem, NY 10590

  • 4 Beds
  • 2 Baths
  • 1,846 Sq Ft
  • Built 1955

  Last Sold Summary

  • 5% Below List Price
  • $385/SF
  • 89 Days On Market

  Current Estimated Value $762,628

  Last Listing Agent Cecilia Heller Houlihan Lawrence Inc.

  24 Benedict Rd, South Salem, NY 10590
• 

  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

Showing Results 41 - 80, Page 2 of 18