Homes in ZIP Code 10918

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  $879,900

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

  1414 Kings Hwy, Chester, NY 10918

  Beautiful custom new homes to be built in Golden Meadows Estates, offering the rare combination of municipal water and sewer, thoughtfully designed floor plans, and stunning lots in a highly desirable location in the Warwick school district. Homes will start at $780,000, with multiple design options available to suit a variety of lifestyles. Lots 1 and 2 will feature custom Bilonial designs with

  Carla Terranova Keller Williams Realty

  1414 Kings Hwy, Chester, NY 10918
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  /29

  $3,050 per month

  • 4 Beds
  • 1.5 Baths
  • 1,605 Sq Ft
  • House for Rent

  98 Main St, Chester, NY 10918

  Welcome to 98 Main St: a gracious Colonial in the center of the village of Chester!A huge "wrap-around" front porch greets you when you arrive. Once inside, you will be impressed with the "old world" charm of the stained-glass windows, dark wood trim, Hardwood floors and the pocket doors in the Living Room. Many large windows downstairs let in plenty of sunlight! Upstairs there are 4 nice

  Eveline White Hudson Valley Griffith

  98 Main St, Chester, NY 10918
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  /72

  $395,000 Sold Mar 17, 2026

  39 Shore Dr, Blooming Grove, NY 10914

  • 2 Beds
  • 2.5 Baths
  • 2,282 Sq Ft
  • Built 1965

  Last Sold Summary

  • 29% Below List Price
  • $173/SF
  • 120 Days On Market

  Current Estimated Value $466,553

  Last Listing Agent Nicola Friedman Windsor Realty Services, Inc.

  39 Shore Dr, Blooming Grove, NY 10914
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  Est $618,590 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

  • 6% Above List Price
  • $188/SF
  • 25 Days On Market

  Last Sold Price $585,000

  Last Listing Agent Hershel Mittelman The Middleman Team
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  /48

  $925,000

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

  21 Bull Mine Rd, Chester, NY 10918

  Welcome to this distinguished colonial residence offering five bedrooms and three and a half baths, gracefully positioned on 2.3 acres of private, scenic grounds. Set back from the road, the home is surrounded by expansive green lawns, providing an unparalleled sense of privacy and sophistication. The inviting front porch presents an ideal space to enjoy your morning coffee while taking in the

  Donna Gennaro Howard Hanna Rand Realty

  21 Bull Mine Rd, Chester, NY 10918
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  /16

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft
  • Townhouse for Rent

  4321 Whispering Hills, Chester, NY 10918

  This is a beautiful rental, If you are looking to rent, here it is!! plenty of room,3 bedrooms 2.5 baths, 2 car garage, close to amenities, new bathrooms, close to shopping, close to major highways and rail for commuters. Freshly painted, new carpets, hardwood floors redone. Must see if you are looking to rent!!! Additional Information: ParkingFeatures:1 Car Attached.

  Dan Neil Field Pointe Realty LLC

  4321 Whispering Hills, Chester, NY 10918
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  $899,999 Sold Jun 18, 2025

  29 Meadow Ave, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 3,167 Sq Ft
  • Built 2023

  Last Sold Summary

  • 8% Below List Price
  • $284/SF
  • 163 Days On Market

  Current Estimated Value $339,478

  Last Listing Agent Nancy Sardo BHG Real Estate Green Team

  29 Meadow Ave, Chester, NY 10918
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  Est $524,137 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

  • $294/SF
  • 28 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Lora Juncaj BHG Real Estate Green Team
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  /48

  $1,100,000

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

  53 Odyssey Dr, Chester, NY 10918

  Welcome to an extraordinary 4,400+ square foot residence in the coveted Warwick School district, where luxury and lifestyle converge to create the ultimate entertainer’s dream. This meticulously maintained and thoughtfully updated home offers breathtaking panoramic views, inviting you to unwind in the serene front atrium or the sun-drenched sunroom at the rear. Step inside to discover a

  Hilary Ryan Goldman Howard Hanna Rand Realty

  53 Odyssey Dr, Chester, NY 10918
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  /19

  $1,900 per month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  2 Oak St, Chester, NY 10918

  Freshly updated and well-maintained 2 bedroom unit in a multi-family home. Open concept living space with kitchen, dining space and living room. Beautiful view of the Chester farmlands from the living room. Two nicely sized bedrooms with large closets. Separate entrance for tenant, access to side yard in front of unit, tenant gets space in the driveway for 2 cars. Landlord pays heat, hot water,

  Elissa Elliott Howard Hanna Rand Realty

  2 Oak St, Chester, NY 10918
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  $453,000 Sold May 08, 2025

  16 Academy Ave, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 2,358 Sq Ft
  • Built 1850

  Last Sold Summary

  • 1% Above List Price
  • $192/SF
  • 21 Days On Market

  Current Estimated Value $462,876

  Last Listing Agent Celina Rofer Howard Hanna Rand Realty

  16 Academy Ave, Chester, NY 10918
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  Est $642,585 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

  • 12% Above List Price
  • $245/SF
  • 50 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Bridget Wallace Howard Hanna Rand Realty
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  /30

  $725,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 3,124 Sq Ft

  9 Country Woods Dr, Chester, NY 10918

  Thoughtfully repositioned with a nearly $15,000 price adjustment makes this Country Woods colonial an unbeatable value! Now priced to allow for updates while securing a prime location, generous living space, a beautiful setting, and room to add your personal style. Country Woods is one of Chester’s most sought-after neighborhoods. This handsome Colonial sits on 1.7 landscaped acres and offers

  Kimberly Starks Howard Hanna Rand Realty

  9 Country Woods Dr, Chester, NY 10918
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  $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 $622,055

  Last Listing Agent Aoife Freeman Howard Hanna Rand Realty

  12 Bianca Blvd, Chester, NY 10918
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  Est $642,320 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

  • 7% Above List Price
  • $188/SF
  • 21 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group
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  $725,000 Open Sat 12PM - 3PM

  • 6 Beds
  • 3.5 Baths
  • 4,204 Sq Ft

  487 Black Meadow Rd, Chester, NY 10918

  A Landmark Farmhouse with a Story to Tell.Standing proudly since 1872, this historic Colonial farmhouse is one of the very first homes built on Black Meadow Road and remains a meaningful piece of Chester’s agricultural past. Once surrounded by hundreds of acres of open farmland and dairy cows, the home still carries the soul of a working farm while offering the comforts of modern living. With

  Dominic Santagato Joseph Baratta Company Realty

  487 Black Meadow Rd, Chester, NY 10918
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  $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 $614,174

  Last Listing Agent Jason Madison eXp Realty

  9 June Rd, Chester, NY 10918
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  Est $698,343 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

  • 12% Above List Price
  • $241/SF
  • 35 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Robert Addon Keller Williams Realty
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  $744,999

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft

  5 Bens Way, Chester, NY 10918

  Welcome to 5 Bens Way, a beautifully positioned residence tucked away on a quiet cul-de-sac in the highly sought-after Town of Chester, New York. This property offers an exceptional blend of privacy, space, and convenience, making it an outstanding opportunity for buyers seeking a well-rounded Hudson Valley lifestyle with easy access to modern amenities, commuter routes, and recreational

  Anthony Rivas Keller Williams Hudson Valley

  5 Bens Way, Chester, NY 10918
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  $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 $304,798

  Last Listing Agent Nikki Grzegorzewski Keller Williams Realty

  3708 Whispering Hills, Chester, NY 10918
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  Est $760,011 Not Listed For Sale

  109 Restdale Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,422 Sq Ft
  • Built 2001

  109 Restdale Rd, Chester, NY 10918

  Last Sold Summary

  • 16% Above List Price
  • $191/SF
  • 22 Days On Market

  Last Sold Price $655,000

  Last Listing Agent Philip Szumlaski Keller Williams Realty
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  $699,000

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft

  360 Prospect Rd, Chester, NY 10918

  B"H Grab this opportunity!!! Cozy Home in great condition sitting on a 3.2 ACER Property!!! Enjoy the above ground pool !!!Wonderful neighborhood and calm area. Open living room with wood burning fireplace, The kitchen offers a breakfast bar, Center island, Stainless steel appliances, Multiple counter space and cabinets. Finished lower level with a Den/office, Family room and full bathroom.

  Joseph Mendlowitz eRealty Advisors, Inc

  360 Prospect Rd, Chester, NY 10918
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  $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 $679,294

  Last Listing Agent Kristie Jacques Century 21 Full Service Realty

  23 Renies Rd, Chester, NY 10918
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  Est $1,167,000 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

  • 9% Above List Price
  • $162/SF
  • 112 Days On Market

  Last Sold Price $1,075,000

  Last Listing Agent Jacob Matthews Ellis Sotheby's Intl Realty
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  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,506 Sq Ft

  34 Booth Rd, Chester, NY 10918

  Updated 4BR Colonial in Chester – Monroe-Woodbury Schools! Welcome home to this beautifully maintained 4-bedroom, 3-bath Colonial offering timeless style, functional space, and significant updates in the highly sought-after Monroe-Woodbury Central School District! A grand two-story entry foyer with a dramatic cathedral ceiling makes an impressive first impression, filling the home with natural

  Kristie Jacques Century 21 Full Service Realty

  34 Booth Rd, Chester, NY 10918
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  $780,000 Sold Aug 15, 2025

  27 Grand View Terrace, Chester, NY 10918

  • 5 Beds
  • 3.5 Baths
  • 4,490 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Above List Price
  • $174/SF
  • 43 Days On Market

  Current Estimated Value $775,278

  Last Listing Agent Randolph Rogers eXp Realty

  27 Grand View Terrace, Chester, NY 10918
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  Est $575,051 Not Listed For Sale

  412 Laroe Rd, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1995

  412 Laroe Rd, Chester, NY 10918

  Last Sold Summary

  • 1% Below List Price
  • $313/SF
  • 19 Days On Market

  Last Sold Price $579,000

  Last Listing Agent Teresa Gavan BHG Real Estate Green Team
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  $750,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,870 Sq Ft

  16 Oxford Springs Rd, Chester, NY 10918

  Discover modern living at its best in this beautifully designed 2,870 sq ft contemporary home with flexible floor plan and wonderful tranquility! Set on 4.1 private acres and featuring its own pond and seasonal babbling brook, 16 Oxford Springs Road is perfect for those seeking a full-time residence or Hudson Valley getaway. This home offers retreat-like privacy yet is only minutes to all

  Jennifer Gold RE/MAX Benchmark Realty Group

  16 Oxford Springs Rd, Chester, NY 10918
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  $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 $833,951

  Last Listing Agent Jayne M. Prechtel Keller Williams Valley Realty

  284 Bull Mill Rd, Chester, NY 10918
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  Est $690,031 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

  • 15% Above List Price
  • $211/SF
  • 39 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group
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  /17

  $309,900 Pending

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

  1503 Whispering Hills, Chester, NY 10918

  Lowest priced 3 Bedroom in the complex! This 3 bedroom 2.1 bath end unit is move in with some tlc needed to make it shine! Put your DIY skills to good use! 2 car garage, private patio, central air. Community pool, tennis, playground. close to bus stop, pool and amenities. Easy access to highways Route 17 and the NYS Thruway.

  Darlene Provino Century 21 E & M Williams Rlty

  1503 Whispering Hills, Chester, NY 10918
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  $540,000 Sold Aug 28, 2025

  1 Winding Trail, Chester, NY 10918

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

  Last Sold Summary

  • 10% Below List Price
  • $265/SF
  • 35 Days On Market

  Current Estimated Value $540,039

  Last Listing Agent Donald Serotta Howard Hanna Rand Realty

  1 Winding Trail, Chester, NY 10918
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  Est $690,686 Not Listed For Sale

  40 Valley View Dr, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,308 Sq Ft
  • Built 2000

  40 Valley View Dr, Chester, NY 10918

  Last Sold Summary

  • 27% Above List Price
  • $165/SF
  • 34 Days On Market

  Last Sold Price $545,000

  Last Listing Agent Ammar Iqbal eXp Realty
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  $1,375,000 Pending

  • 11 Beds
  • 6.5 Baths
  • 4,327 Sq Ft

  10 Damian Ct, Chester, NY 10918

  Welcome to 10 Damian Court — a stunning custom Colonial set on 2.6 acres of beautifully landscaped grounds in a peaceful Chester cul-de-sac. Built in 2004, this impressive home offers over 4,300 sq ft of elegant living space, featuring 11 bedrooms and 6.5 baths designed for comfort and flexibility. Enjoy a spacious eat-in kitchen with granite counters and pantry, a formal dining area, and a

  Elimelech Kremer MS Realty Group USA, Inc

  10 Damian Ct, Chester, NY 10918
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  $610,000 Sold Aug 25, 2025

  411 Prospect Rd, Chester, NY 10918

  • 4 Beds
  • 2 Baths
  • 1,987 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Above List Price
  • $307/SF
  • 39 Days On Market

  Current Estimated Value $594,859

  Last Listing Agent Dana Posner Howard Hanna Rand Realty

  411 Prospect Rd, Chester, NY 10918
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  Est $749,699 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

  • 7% Above List Price
  • $183/SF
  • 72 Days On Market

  Last Sold Price $699,000

  Last Listing Agent Claudia Lepore Keller Williams Realty
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  $635,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  25 Sugarloaf Mountain Rd, Chester, NY 10918

  MONROE WOODBURY SCHOOLS! BRAND NEW KITCHEN! ABSOLUTE MUST SEE!Welcome to your dream home in the highly sought-after Monroe Woodbury School District. Privately set at the end of a long driveway on just under one acre, this beautifully renovated Colonial offers an incredible balance of peace, privacy, and recent upgrades.From the moment you step inside, you are greeted by a stunning foyer that

  Frank Muccari Cronin & Company Real Estate

  25 Sugarloaf Mountain Rd, Chester, NY 10918
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  $525,000 Sold Jul 24, 2025

  11 Vista Dr, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 2,122 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Above List Price
  • $247/SF
  • 43 Days On Market

  Current Estimated Value $540,587

  Last Listing Agent James Feldhaus eXp Realty

  11 Vista Dr, Chester, NY 10918
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  Est $705,756 Not Listed For Sale

  121 Conklingtown Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,599 Sq Ft
  • Built 2000

  121 Conklingtown Rd, Chester, NY 10918

  Last Sold Summary

  • 2% Above List Price
  • $265/SF
  • 22 Days On Market

  Last Sold Price $690,000

  Last Listing Agent Joel Basch eRealty Advisors, Inc
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  /37

  $429,000

  • 4 Beds
  • 1.5 Baths
  • 1,780 Sq Ft

  108 Pine Hill Rd, Chester, NY 10918

  Welcome to your dream home at 108 Pine Hill Rd, Chester, NY, where comfort meets elegance in a spacious single-family abode. This charming home offers a thoughtfully designed layout, featuring a welcoming kitchen with direct outdoor access, perfect for morning coffees or entertaining. The first floor also hosts a cozy living room and a bright family room, both filled with natural light. Upstairs,

  Avi Samet Avion

  108 Pine Hill Rd, Chester, NY 10918

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