5,275

Homes in ZIP Code 10918

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  • 85 Surrey Rd, Chester, NY 10918
    85 Surrey Rd, Chester, NY 10918
    85 Surrey Rd, Chester, NY 10918
    /35

    $524,900

    Pending
    • 4 Beds
    • 2 Baths
    • 2,076 Sq Ft

    85 Surrey Rd, Chester, NY 10918

    Welcome to 85 Surrey Road in Chester, NY, a beautifully updated home that blends modern upgrades with timeless comfort in the heart of the Hudson Valley. This move-in-ready property offers everything today’s buyers are searching for—energy efficiency, stylish finishes, and exceptional indoor-outdoor living.Step inside to discover a fabulously updated kitchen, designed for both everyday living

    Rebecca Matta-Candela Keller Williams Realty

    85 Surrey Rd, Chester, NY 10918
  • 12 Mari Rd, Chester, NY 10918

    $457,500

    Sold Jul 25, 2025

    12 Mari Rd, Chester, NY 10918

    • 4 Beds
    • 1.5 Baths
    • 1,842 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $248/SF
    • 32 Days On Market

    Current Estimated Value $475,587

    Last Listing Agent Ryan Degnan Howard Hanna Rand Realty

    12 Mari Rd, Chester, NY 10918
    • 46 Ayr Rd, Chester, NY 10918

      Est $649,765

      Not Listed For Sale

      46 Ayr Rd, Chester, NY 10918

      • 4 Beds
      • 2.5 Baths
      • 2,784 Sq Ft
      • Built 1971
      46 Ayr Rd, Chester, NY 10918

      Last Sold Summary

      • 70 Days On Market

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

    $1,725,000

    • 4 Beds
    • 2.5 Baths
    • 3,348 Sq Ft

    20 Goshen Rd, Chester, NY 10918

    THE ULTIMATE HUDSON VALLEY LEGACY ESTATE | 53 ACRES OF UNMATCHED POTENTIAL Rarely does a property emerge that perfectly balances refined luxury living with raw, untapped opportunity. Nestled in the heart of scenic Chester, New York, 20 Goshen Road offers an expansive 53-acre canvas designed for the visionary. Whether you envision a world-class equestrian facility, a high-potential residential

    Ramanjit Dhanoa eXp Realty

    20 Goshen Rd, Chester, NY 10918
  • 2915 Whispering Hills Unit 596, Chester, NY 10918

    $382,000

    Sold Mar 25, 2026

    2915 Whispering Hills Unit 596, Chester, NY 10918

    • 3 Beds
    • 2.5 Baths
    • 1,331 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Above List Price
    • $287/SF
    • 43 Days On Market

    Current Estimated Value $376,041

    Last Listing Agent Johanna Monzon Ruballos Century 21 Full Service Realty

    2915 Whispering Hills Unit 596, Chester, NY 10918
    • 13 Mari Rd, Chester, NY 10918

      Est $443,363

      Not Listed For Sale

      13 Mari Rd, Chester, NY 10918

      • 3 Beds
      • 1.5 Baths
      • 1,358 Sq Ft
      • Built 1970
      13 Mari Rd, Chester, NY 10918

      Last Sold Summary

      • 40 Days On Market

  • 2 Garnett Hill Rd, Chester, NY 10918
    2 Garnett Hill Rd, Chester, NY 10918
    2 Garnett Hill Rd, Chester, NY 10918
    /35

    $999,999

    • 5 Beds
    • 2.5 Baths
    • 4,772 Sq Ft

    2 Garnett Hill Rd, Chester, NY 10918

    A Private Suburban Retreat on Prestigious Garnet Hill. This Center Hall Colonial offers an exceptional residence- refined suburban living with the space, privacy, and sophistication sought by discerning buyers—just about an hour from Manhattan. Positioned on a beautifully landscaped 3+ acre property, the home features approximately over 4,700 square feet of elegant living space, offering 5

    Rachel Baruchov Platinum Realty Associates

    2 Garnett Hill Rd, Chester, NY 10918
  • 3917 Whispering Hills, Chester, NY 10918

    $305,000

    Sold Jun 05, 2026

    3917 Whispering Hills, Chester, NY 10918

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

    Last Sold Summary

    • 4% Below List Price
    • $285/SF
    • 138 Days On Market

    Current Estimated Value $306,459

    Last Listing Agent Jie Liu KW Hudson Valley United

    3917 Whispering Hills, Chester, NY 10918
    • 14 Mari Rd, Chester, NY 10918

      Est $485,622

      Not Listed For Sale

      14 Mari Rd, Chester, NY 10918

      • 3 Beds
      • 1.5 Baths
      • 1,926 Sq Ft
      • Built 1970
      14 Mari Rd, Chester, NY 10918

      Last Sold Summary

      • 12 Days On Market

  • 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
  • 23 Pewter Cir, Chester, NY 10918

    $675,000

    Sold Feb 20, 2026

    23 Pewter Cir, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,318 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Above List Price
    • $291/SF
    • 21 Days On Market

    Current Estimated Value $665,732

    Last Listing Agent Rosemary DelliCarpini eXp Realty

    23 Pewter Cir, Chester, NY 10918
    • 62 Surrey Rd, Chester, NY 10918

      Est $514,465

      Not Listed For Sale

      62 Surrey Rd, Chester, NY 10918

      • 4 Beds
      • 1.5 Baths
      • 1,872 Sq Ft
      • Built 1968
      62 Surrey Rd, Chester, NY 10918

      Last Sold Summary

      • 37 Days On Market

  • 7 Hambletonian Ave, Chester, NY 10918
    7 Hambletonian Ave, Chester, NY 10918
    7 Hambletonian Ave, Chester, NY 10918
    /26

    $399,900

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,026 Sq Ft

    7 Hambletonian Ave, Chester, NY 10918

    Great new price! Come take a look at this 2 bedroom charmer with additional room offers potential 3+ bedrooms. Larger than it looks - need to see. Discover the timeless charm and surprising spaciousness of this delightful carriage house, set on a property rich with character and possibility. Step inside to a generous living room where a wood burning fireplace, hardwood floors, and a large bay

    William Scolza HomeSmart Homes & Estates

    7 Hambletonian Ave, Chester, NY 10918
  • 114 Old Mansion Rd, Chester, NY 10918

    $555,000

    Sold Oct 21, 2025

    114 Old Mansion Rd, Chester, NY 10918

    • 4 Beds
    • 2 Baths
    • 3,330 Sq Ft
    • Built 1930

    Last Sold Summary

    • 21% Below List Price
    • $167/SF
    • 76 Days On Market

    Current Estimated Value $647,849

    Last Listing Agent Hershel Lowy Master Realty Group Inc.

    114 Old Mansion Rd, Chester, NY 10918
  • 49 Stone Mountain Trail, Chester, NY 10918
    49 Stone Mountain Trail, Chester, NY 10918
    49 Stone Mountain Trail, Chester, NY 10918
    /35

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 3,656 Sq Ft

    49 Stone Mountain Trail, Chester, NY 10918

    Escape to your own private retreat at 49 Stone Mountain Trail. Tucked away on more than 7 acres with mountain views, this contemporary home delivers the perfect balance of comfort, space, and outdoor enjoyment. Imagine mornings filled with sunlight streaming through oversized windows, evenings gathered around the stone fireplace, and summers spent relaxing by the in-ground pool surrounded by

    Arya Rabinovits eRealty Advisors, Inc

    49 Stone Mountain Trail, Chester, NY 10918
  • 2 Dawn Ct, Chester, NY 10918

    $669,000

    Sold Jan 12, 2026

    2 Dawn Ct, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 3,092 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $216/SF
    • 76 Days On Market

    Current Estimated Value $663,387

    Last Listing Agent Dulce M Ferrera KW Hudson Valley United

    2 Dawn Ct, Chester, NY 10918
    • 38 Park Dr, Chester, NY 10918

      Est $615,593

      Not Listed For Sale

      38 Park Dr, Chester, NY 10918

      • 5 Beds
      • 3.5 Baths
      • 2,770 Sq Ft
      • Built 1968
      38 Park Dr, Chester, NY 10918

      Last Sold Summary

      • 28 Days On Market

  • 102 Beverly Rd, Chester, NY 10918
    102 Beverly Rd, Chester, NY 10918
    102 Beverly Rd, Chester, NY 10918
    /49

    $1,090,000

    • 4 Beds
    • 3.5 Baths
    • 4,130 Sq Ft

    102 Beverly Rd, Chester, NY 10918

    Located in the Warwick School district on a coveted street sits this larger than life home with impressive presence. The curved driveway welcomes you to the wide porch, perfect for rocking chairs and relaxing. The impressive entrance with custom stairway and window seat is just the first of impressive touches in this home. Large kitchen overlooks the yard and is well appointed with Thor

    Kimberly Corkum Keller Williams Realty

    102 Beverly Rd, Chester, NY 10918
  • 81 Hambletonian Rd, Chester, NY 10918

    $612,500

    Sold Sep 05, 2025

    81 Hambletonian Rd, Chester, NY 10918

    • 3 Beds
    • 2 Baths
    • 1,938 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Below List Price
    • $316/SF
    • 23 Days On Market

    Current Estimated Value $649,090

    Last Listing Agent Dean Diltz Keller Williams Realty

    81 Hambletonian Rd, Chester, NY 10918
    • 77 Surrey Rd, Chester, NY 10918

      Est $572,683

      Not Listed For Sale

      77 Surrey Rd, Chester, NY 10918

      • 5 Beds
      • 2.5 Baths
      • 2,136 Sq Ft
      • Built 1968
      77 Surrey Rd, Chester, NY 10918

      Last Sold Summary

      • 43 Days On Market

  • 11 Oxford Depot, Chester, NY 10918
    11 Oxford Depot, Chester, NY 10918
    11 Oxford Depot, Chester, NY 10918
    /26

    $425,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    11 Oxford Depot, Chester, NY 10918

    Discover the charm and potential of 11 Oxford Depot Rd, Chester, NY — a spacious and inviting 3-bedroom, 2-bath home packed with character, versatility, and value. From the moment you enter, you’ll appreciate the warm hardwood floors, oversized living spaces, and flexible layout designed for today’s lifestyle. Whether you need a home office, playroom, guest room, or creative space, this home

    Aneudy Rosa Keller Williams Realty

    11 Oxford Depot, Chester, NY 10918
  • 358 Bull Mill Rd, Chester, NY 10918

    $499,000

    Sold Oct 23, 2025

    358 Bull Mill Rd, Chester, NY 10918

    • 5 Beds
    • 2.5 Baths
    • 3,120 Sq Ft
    • Built 1840

    Last Sold Summary

    • $160/SF
    • 40 Days On Market

    Current Estimated Value $549,306

    Last Listing Agent Amy Wilhelm Corcoran Baer & McIntosh

    358 Bull Mill Rd, Chester, NY 10918
  • 107 Pine Hill Rd, Chester, NY 10918
    107 Pine Hill Rd, Chester, NY 10918
    107 Pine Hill Rd, Chester, NY 10918
    /33

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 1,730 Sq Ft

    107 Pine Hill Rd, Chester, NY 10918

    Something Special! See It and Fall in Love! A pavered walkway welcomes you to this curb appealing 3 BR, 2 1/2 bath Stucco Cape that is privately set on 1.1 acres! Open and sun filled with lots of windows! So many updates! Large primary BR and luxurious bath are on the 1 st floor! Open LR and DR have sliders to private deck to enjoy pastoral views and views of Sugar Loaf Mountain! 2 large BRs with

    Linda Clark Hudson Valley Griffith

    107 Pine Hill Rd, Chester, NY 10918
  • 307 Gibson Hill Rd, Chester, NY 10918

    $315,000

    Sold May 29, 2026

    307 Gibson Hill Rd, Chester, NY 10918

    • 2 Beds
    • 1 Bath
    • 1,272 Sq Ft
    • Built 1920

    Last Sold Summary

    • 10% Below List Price
    • $248/SF
    • 36 Days On Market

    Current Estimated Value $350,687

    Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

    307 Gibson Hill Rd, Chester, NY 10918
  • 18 Fernglade Ct, Chester, NY 10918
    18 Fernglade Ct, Chester, NY 10918
    18 Fernglade Ct, Chester, NY 10918
    /50

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

    18 Fernglade Ct, Chester, NY 10918

    Welcome to this beautifully appointed Colonial that perfectly blends timeless design with modern living. Offering 3 generously sized bedrooms—including a spacious primary suite with a large walk-in closet and a spa-like ensuite bath featuring a soaking tub and separate 4-foot shower—this home delivers both comfort and style. A versatile bonus room provides the flexibility for a home office,

    Richard Froehlich RE/MAX Benchmark Realty Group

    18 Fernglade Ct, Chester, NY 10918
  • 34 Booth Rd, Chester, NY 10918

    $660,000

    Sold Jun 01, 2026

    34 Booth Rd, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,506 Sq Ft
    • Built 1998

    Last Sold Summary

    • 8% Below List Price
    • $263/SF
    • 41 Days On Market

    Current Estimated Value $853,033

    Last Listing Agent Kristie Jacques Century 21 Full Service Realty

    34 Booth Rd, Chester, NY 10918
    • 7 Park Dr, Chester, NY 10918

      Est $512,498

      Not Listed For Sale

      7 Park Dr, Chester, NY 10918

      • 4 Beds
      • 1.5 Baths
      • 1,760 Sq Ft
      • Built 1967
      7 Park Dr, Chester, NY 10918

      Last Sold Summary

      • 33 Days On Market

  • 2820 Whispering Hills, Chester, NY 10918
    2820 Whispering Hills, Chester, NY 10918
    2820 Whispering Hills, Chester, NY 10918
    /32

    $319,900

    $4K PRICE INCREASE Pending
    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft

    2820 Whispering Hills, Chester, NY 10918

    Lovely, Light and Airy 2 Bedroom 1 and 1/2 Bath Unit in Desireable Whispering Hills! Updated Kitchen and Bath, New Carpet and Freshly Painted. Downstairs has a Comfy Living Room with a Wood Burning Fireplace , Sunny Dining Room with Slider to a Patio, Convenient Galley Kitchen, Laundry Area and 1/2 Bath. Upstairs are a Spacious Primary Bedroom , Walkthrough Closet to Full Bath and a Roomy Second

    Anne Marie Scouarnec R2M Realty Inc.

    2820 Whispering Hills, Chester, NY 10918
  • 8 Hom St, Chester, NY 10918

    $425,000

    Sold Oct 16, 2025

    8 Hom St, Chester, NY 10918

    • 3 Beds
    • 1.5 Baths
    • 1,410 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Below List Price
    • $301/SF
    • 74 Days On Market

    Current Estimated Value $429,636

    Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

    8 Hom St, Chester, NY 10918
    • 15 Park Dr, Chester, NY 10918

      Est $470,965

      Not Listed For Sale

      15 Park Dr, Chester, NY 10918

      • 3 Beds
      • 2 Baths
      • 1,724 Sq Ft
      • Built 1968
      15 Park Dr, Chester, NY 10918

      Last Sold Summary

      • 41 Days On Market

  • 1367 Kings Hwy, Chester, NY 10918
    1367 Kings Hwy, Chester, NY 10918
    1367 Kings Hwy, Chester, NY 10918
    /13

    $460,000

    • 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, NYLocated just 60 minutes from NYCZoned Residential/CommercialStep 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. Original building was built in 1770, this unique property features:• One

    Mark Karten Karten Real Estate Svcs LLC

    1367 Kings Hwy, Chester, NY 10918
  • 4 Wood Rd, Chester, NY 10918

    $475,000

    Sold Sep 08, 2025

    4 Wood Rd, Chester, NY 10918

    • 4 Beds
    • 1.5 Baths
    • 1,554 Sq Ft
    • Built 1960

    Last Sold Summary

    • $306/SF
    • 73 Days On Market

    Current Estimated Value $472,039

    Last Listing Agent Matthew Skowronski HomeSmart Homes & Estates

    4 Wood Rd, Chester, NY 10918
    • 52 Surrey Rd, Chester, NY 10918

      Est $448,674

      Not Listed For Sale

      52 Surrey Rd, Chester, NY 10918

      • 4 Beds
      • 2 Baths
      • 1,780 Sq Ft
      • Built 1969
      52 Surrey Rd, Chester, NY 10918

      Last Sold Summary

      • 104 Days On Market

  • 2 Pine Hill Rd, Chester, NY 10918
    2 Pine Hill Rd, Chester, NY 10918
    2 Pine Hill Rd, Chester, NY 10918
    /36

    $875,000

    • 3 Beds
    • 2.5 Baths
    • 2,302 Sq Ft

    2 Pine Hill Rd, Chester, NY 10918

    The Conklin House: A Masterpiece of History & Modern Luxury. Experience the perfect blend of early 20th-century charm and 21st-century comfort. The Conklin House, a classic 1908 Queen Anne Victorian, stands as a commanding presence at the edge of the historic Village of Sugar Loaf. The home has always been used residentially but zoning permits commercial usage as well. Originally ordered from the

    Richard Ellis Ellis Sotheby's Intl Realty

    2 Pine Hill Rd, Chester, NY 10918
  • 4 Debbie Ct, Chester, NY 10918
    4 Debbie Ct, Chester, NY 10918
    4 Debbie Ct, Chester, NY 10918
    /49

    $785,000

    $14K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,403 Sq Ft

    4 Debbie Ct, Chester, NY 10918

    Welcome to this exceptional private retreat nestled on beautifully landscaped grounds in desirable Chester. Offering the perfect blend of space, comfort, privacy, and lifestyle, this impressive property is surrounded by natural beauty while remaining conveniently close to shopping, dining, major highways, and the scenic Stewart State Forest. From the moment you arrive, you’ll appreciate the

    Joseph Rosenfeld Flag Realty Group

    4 Debbie Ct, Chester, NY 10918

Showing Results 201 - 240, Page 6 of 18

New York Orange County Chester 10918

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