Homes in ZIP Code 10918

• 

  Est $354,867

  Not Listed For Sale

  1110 Whispering Hills Dr, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft
  • Built 1985

  1110 Whispering Hills Dr, Chester, NY 10918

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Yalitza Sepulveda Keller Williams Realty
• 

  

  

  /35

  $349,999

  $50K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  241 Meadow Ave, Chester, NY 10918

  Discover the timeless charm and endless potential of this classic Colonial farmhouse, ideally situated on just under one level acre in the heart of Chester, NY. Offering approximately 1,560 square feet of living space, this 4 bedroom, 2 bath home is filled with character and craftsmanship.Step inside to find original hardwood floors, a cozy wood-burning stove, and an artistic, welcoming

  

  Chativa Bowen

  Keller Williams Realty

  241 Meadow Ave, Chester, NY 10918
• 

  $575,000

  Sold Sep 23, 2025

  12 Bianca Blvd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $180/SF
  • 126 Days On Market

  Current Estimated Value $656,993

  Last Listing Agent Aoife Freeman eXp Realty

  12 Bianca Blvd, Chester, NY 10918
• 

  Not Listed For Sale

  68 Conklingtown Rd, Chester, NY 10918

  • 6 Beds
  • 2 Baths
  • 2,138 Sq Ft
  • Built 1950

  68 Conklingtown Rd, Chester, NY 10918

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Moses Schreiber MS Realty Group USA, Inc
• 

  

  

  /50

  $990,000

  Open Sat 12PM - 2PM $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,955 Sq Ft

  1 Oakland Ave, Chester, NY 10918

  Welcome to Brook Farm - Village of Chester, New York - Circa 1851 - 6.8 Acres.There's a moment, just after you turn onto Main Street and the house comes into view above the lawn, when you understand that this is not an ordinary property. The covered porch stretches wide across the front, the slate roof catches the afternoon light, and the whole thing sits there with the quiet confidence of

  

  Christina Rowan

  Howard Hanna Rand Realty

  1 Oakland Ave, Chester, NY 10918
• 

  $700,000

  Sold Jul 08, 2026

  7 Park Place, Chester, NY 10918

  • 4 Beds
  • 3.5 Baths
  • 2,780 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Below List Price
  • $252/SF
  • 196 Days On Market

  Current Estimated Value $735,662

  Last Listing Agent Luanne McGann Century 21 Full Service Realty

  7 Park Place, Chester, NY 10918
• 

  Est $1,140,363

  Not Listed For Sale

  221 Oxford Rd, Chester, NY 10918

  • 4 Beds
  • 3.5 Baths
  • 4,644 Sq Ft
  • Built 2000

  221 Oxford Rd, Chester, NY 10918

  Last Sold Summary

  • 132 Days On Market

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group
• 

  

  /32

  $750,000

  Open Sat 2PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,280 Sq Ft

  1 Sanford Ave, Chester, NY 10918

  Welcome to 1 Sanford Avenue, a beautifully designed 4-bedroom, 3-bath Bilonial offering over 2,200 square feet of thoughtfully finished living space in Chester. The inviting exterior features a welcoming entry, attached 2-car garage, and attractive curb appeal.Inside, the open-concept layout is enhanced by soaring high ceilings, hardwood floors throughout, and a tiled foyer. The spacious

  Danielle Hinton Redfin Real Estate

  1 Sanford Ave, Chester, NY 10918
• 

  $399,000

  Sold Sep 01, 2026

  16 Oakland Ave, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,090 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $191/SF
  • 240 Days On Market

  Current Estimated Value $450,761

  Last Listing Agent Vikki Garby BHG Real Estate Green Team

  16 Oakland Ave, Chester, NY 10918
• 

  Est $806,473

  Not Listed For Sale

  215 Ridge Rd, Chester, NY 10918

  • 3 Beds
  • 3 Baths
  • 3,005 Sq Ft
  • Built 1848

  215 Ridge Rd, Chester, NY 10918

  Last Sold Summary

  • 119 Days On Market

  Last Listing Agent Deborah Marks Keller Williams Realty
• 

  

  /33

  $290,000

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft

  4008 Whispering Hills Dr, Chester, NY 10918

  Move in ready townhome with a NYC bus stop within the community!! Whispering Hills in Chester is perfectly positioned for commuters being 2 miles to Route 17.Enjoy a prefect blend of comfort and convenience with a maintenance free lifestyle in this two bedroom townhome. The main floor has brand new flooring, a living room with a wood burning fireplace,and a separate dining area ideal for

  Karen Taphorn Howard Hanna Rand Realty

  4008 Whispering Hills Dr, Chester, NY 10918
• 

  $300,000

  Sold Apr 20, 2026

  4508 Whispering Hills, Chester, NY 10918

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft
  • Built 1987

  Last Sold Summary

  • 8% Below List Price
  • $280/SF
  • 44 Days On Market

  Current Estimated Value $301,305

  Last Listing Agent Ammar Iqbal eXp Realty

  4508 Whispering Hills, Chester, NY 10918
• 

  Est $679,608

  Not Listed For Sale

  16 Fernglade Ct, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 3,327 Sq Ft
  • Built 1973

  16 Fernglade Ct, Chester, NY 10918

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group
• 

  

  /24

  $360,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft

  3409 Whispering Hills, Chester, NY 10918

  Welcome to this inviting 3 bedroom, 2.5 bath condo nestled in the sought-after Whispering Hills community! Perfectly situated for commuters, this home combines comfort and convenience, with easy access to public transportation and proximity to major highways.Step inside to discover a well-maintained interior with an open-concept living and dining area featuring a wood burning fireplace,

  Bernadette Giordano Howard Hanna Rand Realty

  3409 Whispering Hills, Chester, NY 10918
• 

  $620,000

  Sold Oct 29, 2025

  9 June Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,402 Sq Ft
  • Built 1999

  Last Sold Summary

  • 4% Below List Price
  • $258/SF
  • 52 Days On Market

  Current Estimated Value $629,498

  Last Listing Agent Jason Madison eXp Realty

  9 June Rd, Chester, NY 10918
• 

  Est $797,774

  Not Listed For Sale

  590 Craigville Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,152 Sq Ft
  • Built 2002

  590 Craigville Rd, Chester, NY 10918

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Lazar Schvimmer Blooming Realty
• 

  

  /30

  $660,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,987 Sq Ft

  39 Peddler Hill Rd, Monroe, NY 10950

  Welcome to your dream home in the heart of Monroe, NY—where modern elegance meets everyday convenience. This beautifully appointed 1,987 sq ft raised ranch offers a perfect blend of contemporary design, generous living space, and a prime location just one hour from New York City. With 3 spacious bedrooms, 2 updated bathrooms, and a layout crafted for both comfort and style, this home is ready to

  Jessica Evans KW Hudson Valley United

  39 Peddler Hill Rd, Monroe, NY 10950
• 

  $310,000

  Sold Nov 10, 2025

  3708 Whispering Hills, Chester, NY 10918

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Above List Price
  • $289/SF
  • 26 Days On Market

  Current Estimated Value $310,182

  Last Listing Agent Nikki Grzegorzewski Keller Williams Realty

  3708 Whispering Hills, Chester, NY 10918
• 

  Est $634,919

  Not Listed For Sale

  13 Townsend Place, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft
  • Built 1969

  13 Townsend Place, Chester, NY 10918

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Hershel Mittelman The Middleman Team
• 

  

  /50

  $370,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft

  3815 Whispering Hills Dr, Chester, NY 10918

  Discover your new haven at this charming 3-bedroom, 2.5-bathroom condo nestled in the vibrant community of Chester, NY. Perfect for those looking to infuse a home with their personal style, this residence offers fantastic potential to make it your own. Let your imagination take the reins and make this spacious house into your dream home! The condo is thoughtfully designed with ample room for rest

  David Kraus MK Realty Inc

  3815 Whispering Hills Dr, Chester, NY 10918
• 

  $644,000

  Sold Feb 12, 2026

  23 Renies Rd, Chester, NY 10918

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1990

  Last Sold Summary

  • 7% Below List Price
  • $201/SF
  • 100 Days On Market

  Current Estimated Value $676,117

  Last Listing Agent Kristie Jacques Century 21 Full Service Realty

  23 Renies Rd, Chester, NY 10918
• 

  Est $535,280

  Not Listed For Sale

  11 Townsend Place, Chester, NY 10918

  • 3 Beds
  • 1.5 Baths
  • 1,788 Sq Ft
  • Built 1968

  11 Townsend Place, Chester, NY 10918

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Lora Juncaj Exit Realty Venture
• 

  

  /38

  $1,200,000

  • 4 Beds
  • 2.5 Baths
  • 2,711 Sq Ft

  63 Whitetail Run, Chester, NY 10918

  This stunning 4 bedroom, 3 bathroom home with a beautifully updated kitchen is the perfect place to call home. With plenty of space to entertain and relax, you'll love the open layout and modern amenities that this home has to offer. Whether you're enjoying a meal in the spacious kitchen or unwinding in the cozy living room, you'll feel right at home in this charming and inviting space.

  Artan Kukaj SPIRAL NY Real Estate LLC

  63 Whitetail Run, Chester, NY 10918
• 

  $850,000

  Sold Oct 22, 2025

  284 Bull Mill Rd, Chester, NY 10918

  • 5 Beds
  • 3 Baths
  • 3,485 Sq Ft
  • Built 1997

  Last Sold Summary

  • $244/SF
  • 20 Days On Market

  Current Estimated Value $841,269

  Last Listing Agent Jayne M. Prechtel Keller Williams Valley Realty

  284 Bull Mill Rd, Chester, NY 10918
• 

  Est $472,547

  Not Listed For Sale

  22 Able Noble Dr, Chester, NY 10918

  • 4 Beds
  • 2 Baths
  • 1,770 Sq Ft
  • Built 1968

  22 Able Noble Dr, Chester, NY 10918

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Robin Kelly Picture It Sold, LLC
• 

  

  /50

  $280,000

  $161K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 2,016 Sq Ft

  815 Craigville Rd, Chester, NY 10918

  We are proud to introduce this cornerstone property, located within what was once a thriving enclave of artists. The same owner since 1946, this home and studio are part of a small collection of historic properties that helped define the character of the area. Now, an extraordinary opportunity awaits for the next steward to write the next chapter of this remarkable property.Originally built

  MaryBeth O'Hara Ellis Sotheby's Intl Realty

  815 Craigville Rd, Chester, NY 10918
• 

  $525,000

  Sold Jul 01, 2026

  4 Oak St, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • Built 1967

  Last Sold Summary

  • 5% Above List Price
  • $278/SF
  • 27 Days On Market

  Current Estimated Value $507,232

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  4 Oak St, Chester, NY 10918
• 

  Est $643,913

  Not Listed For Sale

  509 Laroe Rd, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 2,350 Sq Ft
  • Built 1981

  509 Laroe Rd, Chester, NY 10918

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Bridget Wallace Howard Hanna Rand Realty
• 

  

  /40

  $634,999

  $15K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,316 Sq Ft

  424 Laroe Rd, Chester, NY 10918

  Rare opportunity in Chester! This 4-bedroom, 3-bath raised ranch sits on a private 2.5-acre lot and features a true 6-car garage — an uncommon and highly desirable feature that sets this home apart. The oversized garage offers exceptional flexibility: perfect for the car enthusiast, contractor, large family, or anyone who needs serious storage, a workshop, or space for boats, RVs, or equipment.

  Jeffrey Morrissey Epique Realty

  424 Laroe Rd, Chester, NY 10918
• 

  $770,000

  Sold Jun 25, 2026

  1071 Craigville Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $277/SF
  • 27 Days On Market

  Current Estimated Value $786,158

  Last Listing Agent Jacob Katz MS Realty Group USA, Inc

  1071 Craigville Rd, Chester, NY 10918
• 

  Est $693,120

  Not Listed For Sale

  138 Dug Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,452 Sq Ft
  • Built 1974

  138 Dug Rd, Chester, NY 10918

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Jake Garay Serhant LLC
• 

  

  /24

  $275,000

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  2113 Whispering Hills Unit 178, Chester, NY 10918

  Welcome Home! 2 Bedrooms 1 Bathroom move in ready end unit. Recently renovated including a new kitchen with granite counter tops and stainless steel appliances, new bathroom, new windows, new laminate flooring, new water heater, new light fixtures and recessed lighting. Nothing to do but move in! Close to supermarket, post office, restaurants, urgent care, highway. Perfect commuter location.

  Valerie Quinn Keller Williams Realty

  2113 Whispering Hills Unit 178, Chester, NY 10918
• 

  $445,000

  Sold May 21, 2026

  31 Hudson St, Chester, NY 10918

  • 2 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • Built 1947

  Last Sold Summary

  • 1% Below List Price
  • $223/SF
  • 32 Days On Market

  Current Estimated Value $452,189

  Last Listing Agent Geoffrey Green BHG Real Estate Green Team

  31 Hudson St, Chester, NY 10918
• 

  Est $661,795

  Not Listed For Sale

  16 Bianca Blvd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,192 Sq Ft
  • Built 1987

  16 Bianca Blvd, Chester, NY 10918

  Last Sold Summary

  • 21 Days On Market

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

  

  /37

  $779,900

  • 4 Beds
  • 2.5 Baths
  • 2,616 Sq Ft

  1168 Craigville Rd, Chester, NY 10918

  PRIVATE WOODED COLONIAL!! 4 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen with Granite Counter Tops, Stainless Steel Appliances & Pantry! Master Bedroom Suite with Walk In Closet! Living Room with Wood Burning Fireplace & Built-Ins! Large Formal Dining Room with French Doors! Crown Molding! Gleaming Hard Wood Floors! Recessive Lighting! Walk Up Attic & Full Basement for Endless

  Amanda Dnistrian ARC Realty 1 in Sales

  1168 Craigville Rd, Chester, NY 10918
• 

  $440,000

  Sold Aug 27, 2026

  151 Laroe Rd, Chester, NY 10918

  • 3 Beds
  • 1.5 Baths
  • 1,177 Sq Ft
  • Built 1948

  Last Sold Summary

  • 2% Below List Price
  • $374/SF
  • 56 Days On Market

  Current Estimated Value $426,557

  Last Listing Agent Todd Sullivan Keller Williams Realty

  151 Laroe Rd, Chester, NY 10918
• 

  Est $811,368

  Not Listed For Sale

  118 Murray Dr, Chester, NY 10918

  • 5 Beds
  • 4 Baths
  • 3,418 Sq Ft
  • Built 1978

  118 Murray Dr, Chester, NY 10918

  Last Sold Summary

  • 110 Days On Market

  Last Listing Agent Brian Caplicki KW Hudson Valley United
• 

  /2

  $750,000

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

  3 Hilltop Ln, 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

  3 Hilltop Ln, Chester, NY 10918
• 

  $655,000

  Sold Feb 18, 2026

  3 Derose Ln, Chester, NY 10918

  • 5 Beds
  • 3.5 Baths
  • 2,550 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Above List Price
  • $257/SF
  • 44 Days On Market

  Current Estimated Value $663,645

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  3 Derose Ln, Chester, NY 10918
• 

  Est $678,598

  Not Listed For Sale

  142 Laroe Rd, Chester, NY 10918

  • 5 Beds
  • 3.5 Baths
  • 3,385 Sq Ft
  • Built 1981

  142 Laroe Rd, Chester, NY 10918

  Last Sold Summary

  • 107 Days On Market

  Last Listing Agent Peter Persaud HomeSmart Homes & Estates

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