Homes in ZIP Code 10918

• 

  

  

  /5

  $759,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  90 Pewter Cir, Chester, NY 10918

  This beautiful custom home is planned to be built in the highly sought-after Sugar Loaf area, offering the convenience of municipal water and sewer. The main level welcomes you with warm hardwood floors and a kitchen featuring a choice of elegant granite or quartz countertops, a stainless steel appliance package, a center island perfect for meal preparation, and a spacious dining area with a

  Carla Terranova Keller Williams Realty

  90 Pewter Cir, Chester, NY 10918
• 

  $437,000

  Sold Jun 14, 2026

  71 Greycourt Rd, Chester, NY 10918

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1957

  Last Sold Summary

  • 10% Above List Price
  • $414/SF
  • 159 Days On Market

  Current Estimated Value $437,924

  Last Listing Agent Lazar Schvimmer Blooming Realty

  71 Greycourt Rd, Chester, NY 10918
• 

  Est $708,764

  Not Listed For Sale

  3 Overlook Trail, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 1985

  3 Overlook Trail, Chester, NY 10918

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Robert Addon Keller Williams Realty
• 

  

  

  /16

  $440,000

  • 3 Beds
  • 1.5 Baths
  • 1,728 Sq Ft

  1367 Kings Hwy, Chester, NY 10918

  Historic Colonial Era Home in the Heart of Sugar Loaf, NY. Located just 60 minutes from NYC. Zoned Residential/Commercial. Step into history with this one-of-a-kind 1,750 sq. ft. Colonial era home, where 18th-century charm meets 21st-century opportunity — right in the heart of the artisan hamlet of Sugar Loaf, NY. Built in 1770, this unique property features:• One of a kind Colonial era home,

  Derek Greene Greene Realty Group

  1367 Kings Hwy, Chester, NY 10918
• 

  $340,000

  Sold Jul 08, 2026

  2323 Whispering Hills Unit 213, Chester, NY 10918

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $258/SF
  • 14 Days On Market

  Current Estimated Value $324,839

  Last Listing Agent Luanne McGann Century 21 Full Service Realty

  2323 Whispering Hills Unit 213, Chester, NY 10918
• 

  Not Listed For Sale

  282 Laroe Rd, Chester, NY 10918

  • 6 Beds
  • 5 Baths
  • 6,622 Sq Ft
  • Built 1900

  282 Laroe Rd, Chester, NY 10918

  Last Sold Summary

  • 112 Days On Market

  Last Listing Agent Jacob Matthews Ellis Sotheby's Intl Realty
• 

  

  /23

  $650,000

  $49K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  35 Peddler Hill Rd, Monroe, NY 10950

  "High-Value Property – Exceptional Location, Endless Potential" Discover an exceptional investment opportunity in a highly sought-after area! This charming home sits on over half an acre of prime real estate, making it perfect for investors, builders, or anyone looking to secure a valuable asset. With its spacious lot and desirable location, this property promises not only immediate returns but

  Joseph Rosenfeld Flag Realty Group

  35 Peddler Hill Rd, Monroe, NY 10950
• 

  $535,000

  Sold Feb 09, 2026

  219 Bull Mill Rd, Chester, NY 10918

  • 4 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Above List Price
  • $277/SF
  • 36 Days On Market

  Current Estimated Value $541,158

  Last Listing Agent Claudia Lepore Keller Williams Realty

  219 Bull Mill Rd, Chester, NY 10918
• 

  Est $729,386

  Not Listed For Sale

  76 Restdale Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,838 Sq Ft
  • Built 1997

  76 Restdale Rd, Chester, NY 10918

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Philip Szumlaski Keller Williams Realty
• 

  

  /48

  $669,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,533 Sq Ft

  173 Creamery Pond Rd, Chester, NY 10918

  Welcome to this charming three bedroom, two and a half bath colonial nestled in a welcoming neighborhood just minutes from the highway and the charming hamlet of Sugar Loaf. This inviting home offers a comfortable layout with plenty of space for everyday living and gathering. Outside, enjoy a flat, level yard that provides space for relaxing, entertaining, gardening, or outdoor activities.

  Michele Tobin Keller Williams Realty

  173 Creamery Pond Rd, Chester, NY 10918
• 

  $715,000

  Sold Aug 28, 2026

  78 Goshen Rd, Chester, NY 10918

  • 4 Beds
  • 4 Baths
  • 3,908 Sq Ft
  • Built 2012

  Last Sold Summary

  • 1% Below List Price
  • $183/SF
  • 33 Days On Market

  Current Estimated Value $734,536

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  78 Goshen Rd, Chester, NY 10918
• 

  Est $699,737

  Not Listed For Sale

  53 Elvis Blvd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,838 Sq Ft
  • Built 1999

  53 Elvis Blvd, Chester, NY 10918

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group
• 

  

  /46

  $839,000

  • 4 Beds
  • 4 Baths
  • 2,707 Sq Ft

  34 Boville Ct, Chester, NY 10918

  Welcome to 34 Boville Court, a stunning, fully updated farmhouse colonial tucked away on a peaceful cul-de-sac and set on just shy of two acres. Thoughtfully designed with timeless style and modern functionality, this completely move-in-ready home offers an exceptional blend of space, comfort, and sophistication. Step inside to beautiful hardwood floors and a bright, inviting layout made for both

  Jillian Laga Keller Williams Valley Realty

  34 Boville Ct, Chester, NY 10918
• 

  $675,000

  Sold Feb 18, 2026

  507 Bull Mill Rd, Chester, NY 10918

  • 5 Beds
  • 2.5 Baths
  • 3,115 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $217/SF
  • 134 Days On Market

  Current Estimated Value $709,366

  Last Listing Agent Alison Orlando KW Hudson Valley United

  507 Bull Mill Rd, Chester, NY 10918
• 

  Est $761,944

  Not Listed For Sale

  47 Valley View Dr, Chester, NY 10918

  • 5 Beds
  • 3.5 Baths
  • 3,812 Sq Ft
  • Built 1998

  47 Valley View Dr, Chester, NY 10918

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Claudia Lepore Keller Williams Realty
• 

  

  /29

  $389,900

  Pending

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

  4114 Whispering Hills, Chester, NY 10918

  WOW! Move right into this 3 Bedroom 2 Full bath "all on one level" (almost 1400 sq.ft.) beautifully maintained and updated END UNIT condo style home! You'll love the bright and open concept layout featuring the living room with vaulted ceilings and a gorgeous floor to ceiling fireplace as the focal point of the space. Within this area is easy access to the private deck (with new slider door)

  Gzim Hakanjin Coldwell Banker Realty

  4114 Whispering Hills, Chester, NY 10918
• 

  $905,000

  Sold Jun 18, 2026

  21 Bull Mine Rd, Chester, NY 10918

  • 5 Beds
  • 3.5 Baths
  • 3,680 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $246/SF
  • 44 Days On Market

  Current Estimated Value $912,426

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  21 Bull Mine Rd, Chester, NY 10918
• 

  Est $648,281

  Not Listed For Sale

  79 Conklingtown Rd, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 2,636 Sq Ft
  • Built 1988

  79 Conklingtown Rd, Chester, NY 10918

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Frank Rivera Hudson Valley Home Connection
• 

  

  /48

  $269,000

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  1212 Whispering Hills, Chester, NY 10918

  Welcome to stress-free Hudson Valley living in the desirable Whispering Hills community! This end unit, bright and airy 2-bedroom, 1-bathroom condo features soaring cathedral ceilings, a cozy fireplace, and an updated kitchen complete with sleek stainless steel appliances. Enjoy fantastic turn-key amenities right outside your door, including two community pools, a clubhouse, gym, tennis,

  Beth Palma Keller Williams Realty

  1212 Whispering Hills, Chester, NY 10918
• 

  $305,000

  Sold Feb 20, 2026

  65 Hudson St, Chester, NY 10918

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1930

  Last Sold Summary

  • 12% Below List Price
  • $272/SF
  • 57 Days On Market

  Current Estimated Value $318,027

  Last Listing Agent Nikki Grzegorzewski Keller Williams Realty

  65 Hudson St, Chester, NY 10918
• 

  Est $353,447

  Not Listed For Sale

  70 Conklingtown Rd, Chester, NY 10918

  • 3 Beds
  • 1 Bath
  • 835 Sq Ft
  • Built 1945

  70 Conklingtown Rd, Chester, NY 10918

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Patricia Hyer Howard Hanna Rand Realty
• 

  

  /47

  $679,000

  • 4 Beds
  • 3.5 Baths
  • 2,960 Sq Ft

  5 Red Fox Run, Chester, NY 10918

  Custom-built by renowned builder Lou Tedaldi, this one-owner Center Hall Colonial offers nearly 3,000 sq. ft. of exceptionally crafted living space nestled on 6.2 pristine, park-like acres. Set on an exclusive private road shared by only 9 homes, this sanctuary delivers total privacy and tranquility while remaining in the highly sought after Monroe-Woodbury School District and close to all local

  Gina Dudgeon Howard Hanna Rand Realty

  5 Red Fox Run, Chester, NY 10918
• 

  $745,000

  Sold Sep 08, 2026

  1 Periwinkle Ct, Chester, NY 10918

  • 5 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 2022

  Last Sold Summary

  • 1% Below List Price
  • $276/SF
  • 1 Day On Market

  Current Estimated Value $561,146

  Last Listing Agent Moshe Kaufman MK Realty Inc

  1 Periwinkle Ct, Chester, NY 10918
• 

  Est $504,420

  Not Listed For Sale

  3976 Summerville Way, Chester, NY 10918

  • 3 Beds
  • 1.5 Baths
  • 1,474 Sq Ft
  • Built 1955

  3976 Summerville Way, Chester, NY 10918

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent David Kraus MK Realty Inc
• 

  

  /50

  $1,145,000

  $50K PRICE DROP

  • 9 Beds
  • 6.5 Baths
  • 4,965 Sq Ft

  19 High St, Chester, NY 10918

  Own One of America's Great Equestrian LandmarksSteeped in history and unlike anything else on the market, The Hambletonian House is a magnificent Victorian estate built in the 19th century by William Rysdyk, owner of the legendary Hambletonian 10—the foundation sire of nearly every modern Standardbred racehorse. More than a remarkable home, this is an opportunity to become the next steward of

  Beth Palma Keller Williams Realty

  19 High St, Chester, NY 10918
• 

  $515,000

  Sold Mar 09, 2026

  6 Vista Dr, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,934 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $266/SF
  • 41 Days On Market

  Current Estimated Value $531,906

  Last Listing Agent Christine Koenig Keller Williams Realty

  6 Vista Dr, Chester, NY 10918
• 

  Not Listed For Sale

  3966 Summerville Way, Chester, NY 10918

  • 5 Beds
  • 3 Baths
  • 2,882 Sq Ft
  • Built 1945

  3966 Summerville Way, Chester, NY 10918

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Leon Klein Keller Williams Hudson Valley
• 

  

  /4

  $350,000

  Pending

  • Land
  • 5.4 Acres
  • $64,815 per Acre

  2 Virginia Ln, Goshen, NY 10924

  Town of Goshen 3 commercial lots with road frontage. Selling all 3 lots together. Most likely lot 2 is not buildable due to wetland constraints. Great location with easy build. There is no engineering available. Survey is old and not accurate. Very little infrastructure needed. See brochure in documents. Additional Information: SoilType:Unknown,

  Joe Distelburger Keller Williams Realty

  2 Virginia Ln, Goshen, NY 10924
• 

  $720,000

  Sold Jun 14, 2026

  15 Old Dominion Rd, Blooming Grove, NY 10914

  • 4 Beds
  • 2.5 Baths
  • 3,112 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $231/SF
  • 30 Days On Market

  Current Estimated Value $721,483

  Last Listing Agent Lazar Schvimmer Blooming Realty

  15 Old Dominion Rd, Blooming Grove, NY 10914
• 

  Est $744,863

  Not Listed For Sale

  1689 Kings Hwy, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 2,682 Sq Ft
  • Built 1999

  1689 Kings Hwy, Chester, NY 10918

  Last Sold Summary

  • 158 Days On Market

  Last Listing Agent Rita Geissler ARC Realty 1 in Sales
• 

  

  /28

  $500,000

  • 3 Beds
  • 2 Baths
  • 2,688 Sq Ft

  5 N Hudson St Unit N, Chester, NY 10918

  3 bedroom 2 bath contemporary home tucked away on a quiet street. Modern renovation already started, put your finishing touches on it. Home sold as is. Open concept living, spacious kitchen, private primary suite on 2nd floor with 2 additional bedrooms on 1st floor. Peaceful setting and still close to all amenities. 1,000 sq ft 2 car detached garage.

  Bernadette Corrigan Keller Williams Realty

  5 N Hudson St Unit N, Chester, NY 10918
• 

  $998,999

  Sold Aug 03, 2026

  53 Odyssey Dr, Chester, NY 10918

  • 4 Beds
  • 3.5 Baths
  • 4,467 Sq Ft
  • Built 1993

  Last Sold Summary

  • 9% Below List Price
  • $224/SF
  • 342 Days On Market

  Current Estimated Value $983,345

  Last Listing Agent Hilary Ryan Goldman Howard Hanna Rand Realty

  53 Odyssey Dr, Chester, NY 10918
• 

  Est $764,008

  Not Listed For Sale

  1711 Kings Hwy, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 2,020 Sq Ft
  • Built 1974

  1711 Kings Hwy, Chester, NY 10918

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Carmela Lopez Borrazas Serhant LLC
• 

  

  /3

  $750,000

  • 5 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  2 Boville Ct, Chester, NY 10918

  Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 10 bright and airy rooms, soaring tall doors, and oversized windows that fill the space with natural light. Entertain guests in the beautiful dining room, relax in the expansive living area, and create memories in the updated chef’s

  Moshe Kaufman MK Realty Inc

  2 Boville Ct, Chester, NY 10918
• 

  $487,000

  Sold Apr 14, 2026

  69 Shore Dr, Blooming Grove, NY 10914

  • 1 Bed
  • 1 Bath
  • 1,192 Sq Ft
  • Built 1971

  Last Sold Summary

  • 8% Above List Price
  • $409/SF
  • 29 Days On Market

  Current Estimated Value $473,478

  Last Listing Agent Laura Denberg Corcoran Baer & McIntosh

  69 Shore Dr, Blooming Grove, NY 10914
• 

  Est $564,899

  Not Listed For Sale

  128 Booth Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,102 Sq Ft
  • Built 1975

  128 Booth Rd, Chester, NY 10918

  Last Sold Summary

  • 179 Days On Market

  Last Listing Agent Tracy McNamara Keller Williams Realty
• 

  

  /47

  $825,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,732 Sq Ft

  45 Whitetail Run, Chester, NY 10918

  Set on over 10 private acres in the rolling hills of Orange County, this exceptional custom colonial offers the rare combination of luxury, privacy, and convenience AND just minutes from the heart of Chester and major commuter routes. Built in 2017 and thoughtfully designed with over 2,700 square feet of living space, 45 Whitetail Run delivers the kind of lifestyle buyers dream about but rarely

  Melissa Forsyth Hudson Valley Home Connection

  45 Whitetail Run, Chester, NY 10918
• 

  $460,000

  Sold Apr 01, 2026

  391 Bull Mill Rd, Chester, NY 10918

  • 2 Beds
  • 2 Baths
  • 1,714 Sq Ft
  • Built 1900

  Last Sold Summary

  • 25% Below List Price
  • $268/SF
  • 217 Days On Market

  Current Estimated Value $467,771

  Last Listing Agent Alexandra Zinko Century 21 Realty Center

  391 Bull Mill Rd, Chester, NY 10918
• 

  Est $551,142

  Not Listed For Sale

  1 Winding Trail, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft
  • Built 1991

  1 Winding Trail, Chester, NY 10918

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Donald Serotta Howard Hanna Rand Realty
• 

  

  /36

  $750,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  985 Craigville Rd, Chester, NY 10918

  Welcome to your own private retreat, where timeless design, exceptional outdoor living, and over three acres of peaceful surroundings come together to create an unforgettable place to call home.Inside, the heart of the home is anchored by a stunning double sided fireplace that effortlessly connects the main living areas, creating warmth, character, and an inviting atmosphere for both everyday

  DAVID DEBERARDINIS Serhant LLC

  985 Craigville Rd, Chester, NY 10918

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