5,274

Homes in ZIP Code 10918

Section Image
    • 215 Ridge Rd, Chester, NY 10918

      Est $784,515 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

      • 1% Below List Price
      • $262/SF
      • 119 Days On Market
      • Last Sold Price $788,500
      • Dec 04, 2024

      Last Listing Agent Deborah Marks Keller Williams Realty

  • 90 Pewter Cir, Chester, NY 10918
    90 Pewter Cir, Chester, NY 10918
    90 Pewter Cir, Chester, NY 10918
    /5

    $759,900

    • 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
  • 39 Shore Dr, Blooming Grove, NY 10914
    39 Shore Dr, Blooming Grove, NY 10914
    39 Shore Dr, Blooming Grove, NY 10914
    /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 $456,991

    Last Listing Agent Nicola Friedman Windsor Realty Services, Inc.

    39 Shore Dr, Blooming Grove, NY 10914
    • 201 Hambletonian Rd, Chester, NY 10918

      Est $507,923 Not Listed For Sale

      201 Hambletonian Rd, Chester, NY 10918

      • 3 Beds
      • 1.5 Baths
      • 1,342 Sq Ft
      • Built 1966
      201 Hambletonian Rd, Chester, NY 10918

      Last Sold Summary

      • 11% Above List Price
      • $340/SF
      • 19 Days On Market
      • Last Sold Price $456,000
      • Jun 29, 2023

      Last Listing Agent Kimberly Corkum Keller Williams Realty

  • 35 Peddler Hill Rd, Monroe, NY 10950
    35 Peddler Hill Rd, Monroe, NY 10950
    35 Peddler Hill Rd, Monroe, NY 10950
    /23

    $690,000

    • 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
  • 29 Meadow Ave, Chester, NY 10918

    $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 $347,337

    Last Listing Agent Nancy Sardo BHG Real Estate Green Team

    29 Meadow Ave, Chester, NY 10918
    • 16 Fernglade Ct, Chester, NY 10918

      Est $653,037 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

      • 19% Above List Price
      • $165/SF
      • 12 Days On Market
      • Last Sold Price $550,000
      • Apr 23, 2025

      Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  • 1071 Craigville Rd, Chester, NY 10918
    1071 Craigville Rd, Chester, NY 10918
    1071 Craigville Rd, Chester, NY 10918
    /48

    $795,000

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

    1071 Craigville Rd, Chester, NY 10918

    This standout 2,780 sq ft Colonial sits on 3 private acres in a prime location, offering space, comfort, and strong value. The upgraded kitchen features granite countertops and a center island, flowing into a bright, functional layout perfect for everyday living.A renovated basement adds flexible bonus space, while the outdoor patio overlooks expansive property—ideal for relaxing or

    Jacob Katz MS Realty Group USA, Inc

    1071 Craigville Rd, Chester, NY 10918
  • 12 Bianca Blvd, 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 $610,674

    Last Listing Agent Aoife Freeman Howard Hanna Rand Realty

    12 Bianca Blvd, Chester, NY 10918
    • 590 Craigville Rd, Chester, NY 10918

      Est $743,458 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

      • 6% Above List Price
      • $222/SF
      • 26 Days On Market
      • Last Sold Price $699,000
      • Aug 01, 2024

      Last Listing Agent Lazar Schvimmer Blooming Realty

  • 58 Nancy Ln, Chester, NY 10918
    58 Nancy Ln, Chester, NY 10918
    /2

    $799,999

    • 3 Beds
    • 2.5 Baths
    • 2,718 Sq Ft

    58 Nancy Ln, Chester, NY 10918

    A Must See. Coming Soon

    Gina Dudgeon Howard Hanna Rand Realty

    58 Nancy Ln, Chester, NY 10918
  • 4508 Whispering Hills, 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 $297,627

    Last Listing Agent Ammar Iqbal eXp Realty

    4508 Whispering Hills, Chester, NY 10918
    • 13 Townsend Place, Chester, NY 10918

      Est $613,307 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

      • 5% Above List Price
      • $188/SF
      • 25 Days On Market
      • Last Sold Price $585,000
      • Jul 29, 2024

      Last Listing Agent Hershel Mittelman The Middleman Team

  • 1414 Kings Hwy, Chester, NY 10918
    1414 Kings Hwy, Chester, NY 10918
    1414 Kings Hwy, Chester, NY 10918
    /9

    $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
  • 9 June Rd, 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 $629,360

    Last Listing Agent Jason Madison eXp Realty

    9 June Rd, Chester, NY 10918
    • 11 Townsend Place, Chester, NY 10918

      Est $520,716 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

      • 1% Below List Price
      • $294/SF
      • 28 Days On Market
      • Last Sold Price $525,000
      • Dec 10, 2024

      Last Listing Agent Lora Juncaj BHG Real Estate Green Team

  • 78 Goshen Rd, Chester, NY 10918
    78 Goshen Rd, Chester, NY 10918
    78 Goshen Rd, Chester, NY 10918
    /50

    $725,000

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

    78 Goshen Rd, Chester, NY 10918

    STOP THE SEARCH!!!! THIS ONE, IS ONE OF A KIND!!! HALF-COURT BASKETBALL COURT, RADIANT HEATED PRIVATE POOL, KILLER FINISHED LOWER LEVEL!!!!! Welcome to 78 Goshen Road, a beautifully maintained 4-bedroom Colonial in the Town of Blooming Grove within the sought after Washingtonville School District, set on a quiet country road with 2.3 acres of space and privacy. With over 3,900 square feet of

    Frank Muccari Cronin & Company Real Estate

    78 Goshen Rd, Chester, NY 10918
  • 3708 Whispering Hills, Chester, NY 10918

    $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 $315,549

    Last Listing Agent Nikki Grzegorzewski Keller Williams Realty

    3708 Whispering Hills, Chester, NY 10918
    • 509 Laroe Rd, Chester, NY 10918

      Est $643,204 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
      • Feb 08, 2024

      Last Listing Agent Bridget Wallace Howard Hanna Rand Realty

  • 21 Bull Mine Rd, Chester, NY 10918
    21 Bull Mine Rd, Chester, NY 10918
    21 Bull Mine Rd, Chester, NY 10918
    /48

    $925,000 Pending

    • 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
  • 23 Renies Rd, 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 $683,906

    Last Listing Agent Kristie Jacques Century 21 Full Service Realty

    23 Renies Rd, Chester, NY 10918
    • 16 Bianca Blvd, Chester, NY 10918

      Est $635,741 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

      • 6% Above List Price
      • $188/SF
      • 21 Days On Market
      • Last Sold Price $600,000
      • Oct 04, 2024

      Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  • 15 Old Dominion Rd, Blooming Grove, NY 10914
    15 Old Dominion Rd, Blooming Grove, NY 10914
    15 Old Dominion Rd, Blooming Grove, NY 10914
    /48

    $725,000

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

    15 Old Dominion Rd, Blooming Grove, NY 10914

    With over 3,000 sq ft of living space and set on 7.5 open, level acres, this sun-filled Colonial delivers unbeatable value, inside and out. From the moment you arrive, you're greeted by wide-open skies, sweeping lawn, and views that stretch as far as the eye can see. This home has been lovingly maintained by caring owners and offers a thoughtful layout ideal for both everyday living and

    Lazar Schvimmer Blooming Realty

    15 Old Dominion Rd, Blooming Grove, NY 10914
  • 27 Grand View Terrace, Chester, NY 10918

    $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 $802,068

    Last Listing Agent Randolph Rogers eXp Realty

    27 Grand View Terrace, Chester, NY 10918
    • 142 Laroe Rd, Chester, NY 10918

      Est $668,215 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

      • 10% Above List Price
      • $180/SF
      • 107 Days On Market
      • Last Sold Price $607,700
      • Apr 29, 2025

      Last Listing Agent Peter Persaud HomeSmart Homes & Estates

  • 149 Creamery Pond Rd, Chester, NY 10918
    149 Creamery Pond Rd, Chester, NY 10918
    149 Creamery Pond Rd, Chester, NY 10918
    /50

    $849,900

    • 3 Beds
    • 3 Baths
    • 2,740 Sq Ft

    149 Creamery Pond Rd, Chester, NY 10918

    Welcome to the highly sought-after Creamery Estate! This inviting waterfront Colonial-style home offers the perfect blend of comfort, charm, and scenic beauty, set on an acre of beautifully maintained grounds with peaceful views of Creamery Pond. This 3-bedroom, 3 full bath home features hardwood floors throughout and a spacious, easy-flow layout designed for everyday living. The updated kitchen,

    Carla Terranova Keller Williams Realty

    149 Creamery Pond Rd, Chester, NY 10918
  • 284 Bull Mill Rd, 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 $854,739

    Last Listing Agent Jayne M. Prechtel Keller Williams Valley Realty

    284 Bull Mill Rd, Chester, NY 10918
    • 3 Overlook Trail, Chester, NY 10918

      Est $697,855 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
      • Sep 14, 2023

      Last Listing Agent Robert Addon Keller Williams Realty

  • 9 Country Woods Dr, Chester, NY 10918
    9 Country Woods Dr, Chester, NY 10918
    9 Country Woods Dr, Chester, NY 10918
    /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
  • 1 Winding Trail, Chester, NY 10918

    $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 $555,905

    Last Listing Agent Donald Serotta Howard Hanna Rand Realty

    1 Winding Trail, Chester, NY 10918
    • 282 Laroe Rd, Chester, NY 10918

      Est $1,138,000 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

      • 6% Above List Price
      • $162/SF
      • 112 Days On Market
      • Last Sold Price $1,075,000
      • Nov 20, 2024

      Last Listing Agent Jacob Matthews Ellis Sotheby's Intl Realty

  • 5 Gabriels Dr, Chester, NY 10918
    5 Gabriels Dr, Chester, NY 10918
    5 Gabriels Dr, Chester, NY 10918
    /45

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 2,722 Sq Ft

    5 Gabriels Dr, Chester, NY 10918

    Welcome to Blooming Grove NY (Chester) Monroe/Woodbury Schools! Wow! This home has a vibe! Custom built 4 bedroom colonial with a front porch, sitting on 3.2 acres fully fenced green property to protect all the flowers, foliage and specimen plantings. This home features spacious rooms throughout, hardwood floors on the main level, Eat in kitchen with open feel to the family room with a warm

    Naomi Streicher Q Home Sales

    5 Gabriels Dr, Chester, NY 10918
  • 411 Prospect Rd, Chester, NY 10918

    $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 $616,497

    Last Listing Agent Dana Posner Howard Hanna Rand Realty

    411 Prospect Rd, Chester, NY 10918
    • 412 Laroe Rd, Chester, NY 10918

      Est $572,512 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
      • Dec 05, 2024

      Last Listing Agent Teresa Gavan BHG Real Estate Green Team

  • 487 Black Meadow Rd, Chester, NY 10918
    487 Black Meadow Rd, Chester, NY 10918
    487 Black Meadow Rd, Chester, NY 10918
    /50

    $725,000

    • 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
  • 11 Vista Dr, Chester, NY 10918

    $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 $555,276

    Last Listing Agent James Feldhaus eXp Realty

    11 Vista Dr, Chester, NY 10918
    • 76 Restdale Rd, Chester, NY 10918

      Est $746,137 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

      • 4% Above List Price
      • $252/SF
      • 20 Days On Market
      • Last Sold Price $715,000
      • Apr 01, 2025

      Last Listing Agent Philip Szumlaski Keller Williams Realty

  • 360 Prospect Rd, Chester, NY 10918
    360 Prospect Rd, Chester, NY 10918
    360 Prospect Rd, Chester, NY 10918
    /50

    $689,000

    • 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
  • 18 Miller Dr, Chester, NY 10918

    $415,000 Sold May 30, 2025

    18 Miller Dr, Chester, NY 10918

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1978

    Last Sold Summary

    • 6% Above List Price
    • $363/SF
    • 16 Days On Market

    Current Estimated Value $433,516

    Last Listing Agent Jennifer DiCostanzo RE/MAX Town & Country

    18 Miller Dr, Chester, NY 10918
    • 53 Elvis Blvd, Chester, NY 10918

      Est $715,250 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

      • 19% Above List Price
      • $211/SF
      • 39 Days On Market
      • Last Sold Price $600,000
      • Oct 06, 2023

      Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

Showing Results 41 - 80, Page 2 of 18

New York Orange County Chester 10918

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group