Homes in ZIP Code 10918

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  /42

  $699,000 Pending

  • 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
• 

  $475,000 Sold May 15, 2025

  11 N Hudson St Unit N, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1956

  Last Sold Summary

  • 11% Above List Price
  • $317/SF
  • 22 Days On Market

  Current Estimated Value $472,346

  Last Listing Agent Layla Rose Boyles Century 21 Realty Center

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

  Est $713,119 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

  • 31% Above List Price
  • $165/SF
  • 34 Days On Market

  • Last Sold Price $545,000
  • May 18, 2023

  Last Listing Agent Ammar Iqbal eXp Realty
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  /50

  $699,000 Open Sun 1:45PM - 2:45PM

  • 4 Beds
  • 2.5 Baths
  • 3,120 Sq Ft

  558 Pine Hill Rd, Chester, NY 10918

  Beautifully spacious Colonial set on 1.8 private acres on Pine Hill Road, offering 3,120 square feet of rustic, updated charm behind a gated entry and surrounded by magnificent grounds. The main level welcomes you with a spacious eat-in kitchen that flows seamlessly into the dining area, creating an ideal setting for everyday living and effortless entertaining. The massively large living room

  Charnie Guttmann eRealty Advisors, Inc

  558 Pine Hill Rd, Chester, NY 10918
• 

  $869,000 Sold Jul 24, 2025

  26 W Meadow Way, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $280/SF
  • 85 Days On Market

  Current Estimated Value $118,000

  Last Listing Agent Nancy Sardo BHG Real Estate Green Team

  26 W Meadow Way, Chester, NY 10918
• 

  Est $742,415 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

  • 6% Above List Price
  • $183/SF
  • 72 Days On Market

  • Last Sold Price $699,000
  • Sep 13, 2024

  Last Listing Agent Claudia Lepore Keller Williams Realty
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  /43

  $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
• 

  $100,000 Sold Feb 12, 2026

  0 Renies Rd, Chester, NY 10918

  • Land
  • 1.85 Acres
  • $54,054 per Acre

  Last Sold Summary

  • 50% Below List Price
  • 102 Days On Market

  Last Listing Agent Kristie Jacques Century 21 Full Service Realty

  0 Renies Rd, Chester, NY 10918
• 

  Est $727,664 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

  • 5% Above List Price
  • $265/SF
  • 22 Days On Market

  • Last Sold Price $690,000
  • Nov 12, 2024

  Last Listing Agent Joel Basch eRealty Advisors, Inc
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  /50

  $715,000

  • 4 Beds
  • 2.5 Baths
  • 2,524 Sq Ft

  17 Woodridge Dr, Chester, NY 10918

  Beautiful Colonial set on just under an acre of meticulously landscaped property, offering breathtaking sunset views from a very private backyard. Great spacious front porch! On a quiet cul-de-sac, this home features a stunning in-ground pool with a new heater, cover & pump. Pool filter, and liner are about 4 years young. The pools heating system runs on propane tank. Entire home was freshly

  Sharon Kushner eXp Realty

  17 Woodridge Dr, 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 $649,508

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  3 Derose Ln, Chester, NY 10918
• 

  Est $630,689 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

  • 14% Above List Price
  • $211/SF
  • 13 Days On Market

  • Last Sold Price $555,000
  • Nov 15, 2024

  Last Listing Agent David Katina ESTMAX REALTY
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  /49

  $735,000

  • 4 Beds
  • 3.5 Baths
  • 3,356 Sq Ft

  55 Beverly Rd, Chester, NY 10918

  Welcome to 55 Beverly Road, Chester—A Stunning, Move-In Ready Home This beautifully updated 3,156 square-foot home blends timeless charm with modern upgrades, offering space, comfort, and style throughout. The expansive floor plan features bright, inviting living areas with soaring vaulted ceilings, gleaming hardwood floors throughout, and a cozy masonry fireplace that serves as a perfect focal

  Jay Himelson Howard Hanna Rand Realty

  55 Beverly Rd, Chester, NY 10918
• 

  $829,000 Sold May 12, 2025

  30 Meadow Ave, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • Built 2024

  Last Sold Summary

  • $307/SF
  • 85 Days On Market

  Last Listing Agent Nancy Sardo BHG Real Estate Green Team

  30 Meadow Ave, Chester, NY 10918
• 

  Est $351,048 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

  • 11% Above List Price
  • $377/SF
  • 22 Days On Market

  • Last Sold Price $315,000
  • Jan 05, 2024

  Last Listing Agent Moses Roth Blooming Realty
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  /30

  $550,000

  • 5 Beds
  • 2.5 Baths
  • 1,815 Sq Ft

  208 Glenmere Rd, Chester, NY 10918

  Welcome to 208 Glenmere Rd, Chester, NY! This charming country home, nestled on picturesque grounds, is now available for sale. The main level features an eat-in kitchen, a formal dining room, and two spacious bedrooms, while the upper level offers three additional bedrooms. The newly renovated cottage boasts new flooring, windows, kitchen, and heating system. The interior has been freshly

  David Kraus MK Realty Inc

  208 Glenmere Rd, Chester, NY 10918
• 

  $617,000 Sold May 19, 2025

  1301 Kings Hwy, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,676 Sq Ft
  • Built 1835

  Last Sold Summary

  • 10% Below List Price
  • $231/SF
  • 146 Days On Market

  Current Estimated Value $645,589

  Last Listing Agent Susan Walski HomeSmart Homes & Estates

  1301 Kings Hwy, Chester, NY 10918
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  Est $515,586 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

  • 2% Below List Price
  • $357/SF
  • 32 Days On Market

  • Last Sold Price $526,000
  • Dec 11, 2024

  Last Listing Agent David Kraus MK Realty Inc
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  /38

  $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
• 

  $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 $534,783

  Last Listing Agent Claudia Lepore Keller Williams Realty

  219 Bull Mill Rd, Chester, NY 10918
• 

  Est $753,000 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

  • 12% Above List Price
  • $232/SF
  • 6 Days On Market

  • Last Sold Price $670,000
  • Aug 22, 2024

  Last Listing Agent Leon Klein Keller Williams Hudson Valley
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  /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 Keller Williams Hudson Valley

  39 Peddler Hill Rd, Monroe, NY 10950
• 

  $763,750 Sold Jun 20, 2025

  3 Woodridge Dr, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Below List Price
  • $306/SF
  • 69 Days On Market

  Current Estimated Value $766,597

  Last Listing Agent Gina Dudgeon Howard Hanna Rand Realty

  3 Woodridge Dr, Chester, NY 10918
• 

  Est $761,303 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

  • 14% Above List Price
  • $248/SF
  • 158 Days On Market

  • Last Sold Price $665,000
  • Dec 20, 2023

  Last Listing Agent Rita Geissler ARC Realty 1 in Sales
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  /2

  $199,000

  • Land
  • 2.6 Acres
  • $76,538 per Acre

  0 Oxford Rd Unit KEY945194, Blooming Grove, NY 10918

  2.6 Acre Vacant land, Nice piece of land

  Chaim Spitzer Blooming Realty

  0 Oxford Rd Unit KEY945194, Blooming Grove, 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 $699,976

  Last Listing Agent Alison Orlando Keller Williams Hudson Valley

  507 Bull Mill Rd, Chester, NY 10918
• 

  Est $557,482 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

  • 2% Above List Price
  • $259/SF
  • 179 Days On Market

  • Last Sold Price $545,000
  • Jan 17, 2025

  Last Listing Agent Tracy McNamara Keller Williams Realty
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  /5

  $259,000

  • Land
  • 20.18 Acres
  • $12,834 per Acre

  32 Mountainside Dr, Chester, NY 10918

  A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This can truly be a mini-estate with near full privacy plus MOUNTAIN VIEWS!! FULLY ENGINEERED with NATURAL GAS, curb cuts! .... Site map in photos. This is one of only two remaining lots. Some wet-lands on the property. Drive way is not shared - it will be side-by-side with

  Karen Gauvin Our House Real Estate Group

  32 Mountainside Dr, Chester, NY 10918
• 

  $800,000 Sold Sep 15, 2025

  10 Spectrum Dr, Chester, NY 10918

  • 5 Beds
  • 4 Baths
  • 4,496 Sq Ft
  • Built 1991

  Last Sold Summary

  • 11% Below List Price
  • $178/SF
  • 24 Days On Market

  Current Estimated Value $832,231

  Last Listing Agent David Hopstein eRealty Advisors, Inc

  10 Spectrum Dr, Chester, NY 10918
• 

  Est $675,179 Not Listed For Sale

  272 Bull Mill Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,504 Sq Ft
  • Built 1998

  272 Bull Mill Rd, Chester, NY 10918

  Last Sold Summary

  • 13% Above List Price
  • $240/SF
  • 50 Days On Market

  • Last Sold Price $600,000
  • Jul 18, 2023

  Last Listing Agent Joseph Rosenfeld Flag Realty Group
• 

  

  /24

  $275,000 Pending

  • 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
• 

  $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 $313,271

  Last Listing Agent Nikki Grzegorzewski Keller Williams Realty

  65 Hudson St, Chester, NY 10918
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  Est $672,269 Not Listed For Sale

  71 Winding Trail, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Built 1987

  71 Winding Trail, Chester, NY 10918

  Last Sold Summary

  • $239/SF
  • 10 Days On Market

  • Last Sold Price $670,000
  • May 14, 2024

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
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  /42

  $499,900 Pending

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

  4 Oak St, Chester, NY 10918

  SPRAWLING BRICK RANCH!!! VILLAGE OF CHESTER! ALMOST 1900 SQ. FT. ON THE MAIN LEVEL!!! X- LARGE 1/2 ACRE LOT!!! Welcome to 4 Oak Street, nestled in the charming Village of Chester, NY. Offered for the very first time, this exceptional home was custom built for its original owners and has been lovingly maintained ever since—a true testament to quality craftsmanship and pride of ownership. Set on a

  Frank Muccari Cronin & Company Real Estate

  4 Oak St, Chester, NY 10918
• 

  $665,000 Sold Aug 13, 2025

  170 Prospect Rd, Monroe, NY 10950

  • 3 Beds
  • 1 Bath
  • 1,800 Sq Ft
  • Built 1930

  Last Sold Summary

  • 33% Below List Price
  • $369/SF
  • 258 Days On Market

  Current Estimated Value $694,773

  Last Listing Agent Mendel Klein MS Realty Group USA, Inc

  170 Prospect Rd, Monroe, NY 10950
• 

  Est $783,928 Not Listed For Sale

  11 Park Place, Chester, NY 10918

  • 5 Beds
  • 3.5 Baths
  • 2,923 Sq Ft
  • Built 1996

  11 Park Place, Chester, NY 10918

  Last Sold Summary

  • 12% Above List Price
  • $239/SF
  • 23 Days On Market

  • Last Sold Price $700,000
  • Jul 20, 2023

  Last Listing Agent Jennifer Connolly BHHS Gross & Jansen
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  /50

  $1,450,000

  • 4 Beds
  • 4 Baths
  • 4,508 Sq Ft

  145 Kings Highway Bypass, Chester, NY 10918

  Set gracefully on 3.8 private acres within the highly coveted Warwick School District, this exceptional custom home offers a rare blend of architectural elegance and refined living. Surrounded by a collection of equally distinguished residences, the property provides an expansive, park-like sanctuary while remaining nestled in the heart of one of the region’s most sought-after communities.

  Courtney Tablante Keller Williams Realty

  145 Kings Highway Bypass, 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 $519,124

  Last Listing Agent Christine Koenig Keller Williams Realty

  6 Vista Dr, Chester, NY 10918
• 

  Est $838,047 Not Listed For Sale

  2 Park Place, Chester, NY 10918

  • 4 Beds
  • 4.5 Baths
  • 4,492 Sq Ft
  • Built 1999

  2 Park Place, Chester, NY 10918

  Last Sold Summary

  • 6% Above List Price
  • $176/SF
  • 97 Days On Market

  • Last Sold Price $789,000
  • Dec 13, 2024

  Last Listing Agent Claudia Lepore Keller Williams Realty
• 

  

  /25

  $449,900 Pending

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

  31 Hudson St, Chester, NY 10918

  Set on nearly half an acre in the Village of Chester, this charming brick Cape Cod offers a rare combination of privacy and convenience, featuring a flexible four room layout and a fully finished lower level with full bath. Positioned well back from the road with a long private driveway and no homes directly across the street, the setting feels peaceful and tucked away while remaining minutes

  Geoffrey Green BHG Real Estate Green Team

  31 Hudson St, Chester, NY 10918

Showing Results 81 - 120, Page 3 of 18