5,270

Homes in ZIP Code 10918

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  • /25

    $375,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,355 Sq Ft

    4116 Whispering Hills, Chester, NY 10918

    Beautifully updated 3-bedroom, 2.5-bath Dogwood model townhouse located in Whispering Hills, a desirable corner unit setting. This home offers a perfect blend of comfort and modern upgrades.Step inside to find a thoughtfully refreshed interior with remodeled and freshly painted bathrooms, along with a bright, open layout. The kitchen is equipped with a brand-new refrigerator and dishwasher,

    Michael Casarella William Raveis-New York, LLC

    4116 Whispering Hills, Chester, NY 10918
  • 15 Mari Rd, Chester, NY 10918

    $500,000 Sold Oct 20, 2025

    15 Mari Rd, Chester, NY 10918

    • 4 Beds
    • 2 Baths
    • 1,888 Sq Ft
    • Built 1971

    Last Sold Summary

    • $265/SF
    • 56 Days On Market

    Current Estimated Value $492,362

    Last Listing Agent Nicholas Carbone HomeSmart Homes & Estates

    15 Mari Rd, Chester, NY 10918
    • 19 Well Sweep Ln, Chester, NY 10918

      Est $463,612 Not Listed For Sale

      19 Well Sweep Ln, Chester, NY 10918

      • 2 Beds
      • 2 Baths
      • 1,650 Sq Ft
      • Built 1987
      19 Well Sweep Ln, Chester, NY 10918

      Last Sold Summary

      • 26% Above List Price
      • $224/SF
      • 52 Days On Market

      Last Sold Price $369,000

      Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  • /46

    $849,999

    • 5 Beds
    • 5.5 Baths
    • 5,403 Sq Ft

    4 Debbie Ct, Chester, NY 10918

    DISCOVER THE EPITOME OF LUXURY LIVING! With 5400 sq ft of breathtaking property, where every corner is designed for both elegance and practicality!! With expansive living areas, high-end finishes, and modern amenities, this home is perfect for entertaining or enjoying quiet moments. Embrace a lifestyle of comfort and sophistication in a space that truly feels like a retreat all year

    Joseph Rosenfeld Flag Realty Group

    4 Debbie Ct, Chester, NY 10918
  • 7 Garden St, Chester, NY 10918

    $400,000 Sold Jul 28, 2025

    7 Garden St, Chester, NY 10918

    • 3 Beds
    • 2 Baths
    • 1,435 Sq Ft
    • Built 1900

    Last Sold Summary

    • $279/SF
    • 25 Days On Market

    Current Estimated Value $395,588

    Last Listing Agent Harmoni VanEtten eXp Realty

    7 Garden St, Chester, NY 10918
    • 51 Well Sweep Ln, Chester, NY 10918

      Est $633,450 Not Listed For Sale

      51 Well Sweep Ln, Chester, NY 10918

      • 3 Beds
      • 3 Baths
      • 2,075 Sq Ft
      • Built 1985
      51 Well Sweep Ln, Chester, NY 10918

      Last Sold Summary

      • 6% Above List Price
      • $289/SF
      • 39 Days On Market

      Last Sold Price $598,800

      Last Listing Agent Claudia Vaccaro Howard Hanna Rand Realty

  • /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
  • 2 Laura Dr, Chester, NY 10918

    $690,000 Sold Jul 09, 2025

    2 Laura Dr, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,592 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Above List Price
    • $266/SF
    • 31 Days On Market

    Current Estimated Value $671,858

    Last Listing Agent Virginia Corbett eXp Realty

    2 Laura Dr, Chester, NY 10918
    • 17 Surrey Rd, Chester, NY 10918

      Est $478,791 Not Listed For Sale

      17 Surrey Rd, Chester, NY 10918

      • 3 Beds
      • 2 Baths
      • 1,712 Sq Ft
      • Built 1970
      17 Surrey Rd, Chester, NY 10918

      Last Sold Summary

      • 1% Above List Price
      • $277/SF
      • 13 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • /23

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,026 Sq Ft

    7 Hambletonian Ave, Chester, NY 10918

    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 window create a bright, welcoming atmosphere. Wall sconces add a soft glow, and a wall A/C unit ensures comfort throughout the warmer months. The eat

    William Scolza HomeSmart Homes & Estates

    7 Hambletonian Ave, Chester, NY 10918
  • 3911 Whispering Hills, Chester, NY 10918

    $367,500 Sold Aug 29, 2025

    3911 Whispering Hills, Chester, NY 10918

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $279/SF
    • 25 Days On Market

    Current Estimated Value $375,571

    Last Listing Agent Hershel Lowy Master Realty Group Inc.

    3911 Whispering Hills, Chester, NY 10918
    • 69 Dug Rd, Chester, NY 10918

      Est $704,870 Not Listed For Sale

      69 Dug Rd, Chester, NY 10918

      • 4 Beds
      • 3 Baths
      • 3,006 Sq Ft
      • Built 2001
      69 Dug Rd, Chester, NY 10918

      Last Sold Summary

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

      Last Sold Price $565,000

      Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  • /38

    $350,000

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

    307 Gibson Hill Rd, Chester, NY 10918

    Looking for a solid built home with great bones and a lot of space in the Warwick School District? This spacious ranch home is waiting for your modern touches. Built strong, this home is in need of some cosmetic updates but you can live in the home and enjoy it as you go. This home offers 2 bedrooms (plus a den) and a full bath. The kitchen makes every square inch count with ample storage and

    Donna Gennaro Howard Hanna Rand Realty

    307 Gibson Hill Rd, Chester, NY 10918
  • 16 Ayr Rd, Chester, NY 10918

    $536,000 Sold Aug 06, 2025

    16 Ayr Rd, Chester, NY 10918

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft
    • Built 1972

    Last Sold Summary

    • 9% Above List Price
    • $312/SF
    • 62 Days On Market

    Current Estimated Value $530,793

    Last Listing Agent Luanne McGann Century 21 Full Service Realty

    16 Ayr Rd, Chester, NY 10918
    • 16 Twin Brooks Dr, Chester, NY 10918

      Est $675,043 Not Listed For Sale

      16 Twin Brooks Dr, Chester, NY 10918

      • 3 Beds
      • 4 Baths
      • 2,708 Sq Ft
      • Built 1968
      16 Twin Brooks Dr, Chester, NY 10918

      Last Sold Summary

      • 4% Above List Price
      • $240/SF
      • 38 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Layla Rose Boyles Century 21 Realty Center

  • /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
  • 80 Pewter Cir, Chester, NY 10918

    $520,000 Sold Feb 11, 2026

    80 Pewter Cir, Chester, NY 10918

    • 3 Beds
    • 2.5 Baths
    • 1,946 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $267/SF
    • 25 Days On Market

    Current Estimated Value $527,635

    Last Listing Agent Julie Klein BHG Real Estate Green Team

    80 Pewter Cir, Chester, NY 10918
    • 14 Twin Brooks Dr, Chester, NY 10918

      Est $487,828 Not Listed For Sale

      14 Twin Brooks Dr, Chester, NY 10918

      • 4 Beds
      • 1.5 Baths
      • 1,692 Sq Ft
      • Built 1968
      14 Twin Brooks Dr, Chester, NY 10918

      Last Sold Summary

      • 3% Above List Price
      • $281/SF
      • 50 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Layla Rose Boyles Century 21 Realty Center

  • /48

    $949,999

    • 5 Beds
    • 4 Baths
    • 5,080 Sq Ft

    4 Camelback Rd, Chester, NY 10918

    Welcome home to 4 Camelback Road. Nestled on a serene cul-de-sac in the executive subdivision of Country Woods, this magnificent home sits on one of the most beautiful streets within the sought-after Monroe-Woodbury School District. Step into perfection as you enter the grand foyer and are immediately welcomed by a light-filled, open floor plan that exudes elegance and sophistication. This

    Alexander Fayn Prominent Properties Sotheby's

    4 Camelback Rd, Chester, NY 10918
  • 3111 Whispering Hills Dr, Chester, NY 10918

    $339,000 Sold Apr 01, 2025

    3111 Whispering Hills Dr, Chester, NY 10918

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft
    • Built 1987

    Last Sold Summary

    • $258/SF
    • 50 Days On Market

    Last Listing Agent Annmarie Kovacs Howard Hanna Rand Realty

    3111 Whispering Hills Dr, Chester, NY 10918
    • 73 Dug Rd, Chester, NY 10918

      Est $607,223 Not Listed For Sale

      73 Dug Rd, Chester, NY 10918

      • 5 Beds
      • 4 Baths
      • 2,554 Sq Ft
      • Built 1971
      73 Dug Rd, Chester, NY 10918

      Last Sold Summary

      • 6% Above List Price
      • $225/SF
      • 69 Days On Market

      Last Sold Price $575,000

      Last Listing Agent David Kraus MK Realty Inc

  • /29

    $279,900 Pending

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    2913 Whispering Hills Unit 595, Chester, NY 10918

    Welcome to 2913 Whispering Hills Drive – A Move-In Ready End Unit in the Heart of Chester! This bright and spacious 2-bedroom, 1-bath townhouse offers an open-concept layout with soaring vaulted ceilings and an abundance of natural light. As an end unit, you’ll enjoy added privacy along with extra windows that make the space feel even more expansive. The inviting living room features a cozy

    Devon King HomeSmart Homes & Estates

    2913 Whispering Hills Unit 595, Chester, NY 10918
  • /3

    $710,000 Sold Feb 24, 2026

    1 Hillview Terrace, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 1997

    Last Sold Summary

    • $355/SF
    • 21 Days On Market

    Current Estimated Value $655,452

    Last Listing Agent Sandra Cassio Robert DeFalco Realty, Inc.

    1 Hillview Terrace, Chester, NY 10918
    • 4 Stevens Place, Chester, NY 10918

      Est $506,636 Not Listed For Sale

      4 Stevens Place, Chester, NY 10918

      • 3 Beds
      • 1.5 Baths
      • 1,882 Sq Ft
      • Built 1969
      4 Stevens Place, Chester, NY 10918

      Last Sold Summary

      • 7% Above List Price
      • $252/SF
      • 56 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Joan Wortmann Weichert Realtors

  • /24

    $362,900 Open Sun 11AM - 1PM

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

    2203 Whispering Hills, Chester, NY 10918

    Welcome to 2203 Whispering Hills, Chester, NY — Where Comfort Meets ConvenienceThis sun-drenched end-unit townhome offers the perfect blend of space, style, and location in the sought-after Whispering Hills community.Featuring 3 spacious bedrooms and 2.5 bathrooms, this home is designed for both everyday comfort and effortless entertaining. The inviting living room is anchored by a cozy

    Marie Altieri Howard Hanna Rand Realty

    2203 Whispering Hills, Chester, NY 10918
  • 3107 Whispering Hills, Chester, NY 10918

    $310,000 Sold Dec 10, 2025

    3107 Whispering Hills, Chester, NY 10918

    • 2 Beds
    • 1.5 Baths
    • 1,086 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $285/SF
    • 143 Days On Market

    Current Estimated Value $307,589

    Last Listing Agent Hershel Lowy Master Realty Group Inc.

    3107 Whispering Hills, Chester, NY 10918
    • 46 Ayr Rd, Chester, NY 10918

      Est $605,962 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

      • 24% Above List Price
      • $176/SF
      • 70 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Eliezer Safdie Sage Realty Center LLC

  • /50

    $850,000

    • 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
  • 138 Dug Rd, Chester, NY 10918

    $700,000 Sold Jul 08, 2025

    138 Dug Rd, Chester, NY 10918

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

    Last Sold Summary

    • $285/SF
    • 49 Days On Market

    Current Estimated Value $669,418

    Last Listing Agent Jake Garay Serhant LLC

    138 Dug Rd, Chester, NY 10918
    • 13 Mari Rd, Chester, NY 10918

      Est $436,391 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

      • 10% Above List Price
      • $291/SF
      • 40 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty

  • /42

    $305,000 Open Sun 12PM - 3PM

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    3601 Whispering Hills, Chester, NY 10918

    Welcome to effortless living in the highly sought-after Whispering Hills community! This beautifully maintained 2-bedroom, 1-bath condo with a 1-car garage offers the perfect blend of comfort, style, and convenience.Step inside to discover a warm and inviting space enhanced by custom wall detailing, stylish flooring, and a cozy fireplace, creating the perfect setting for relaxing and

    Janet Rendle Weichert Realtors

    3601 Whispering Hills, Chester, NY 10918
  • 4401 Whispering Hills Dr, Chester, NY 10918

    $290,000 Sold Jun 05, 2025

    4401 Whispering Hills Dr, Chester, NY 10918

    • 2 Beds
    • 1 Bath
    • 1,118 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Above List Price
    • $259/SF
    • 30 Days On Market

    Current Estimated Value $307,139

    Last Listing Agent Annmarie Kovacs Howard Hanna Rand Realty

    4401 Whispering Hills Dr, Chester, NY 10918
    • 33 Trotting Dr, Chester, NY 10918

      Est $433,774 Not Listed For Sale

      33 Trotting Dr, Chester, NY 10918

      • 3 Beds
      • 1.5 Baths
      • 1,570 Sq Ft
      • Built 1968
      33 Trotting Dr, Chester, NY 10918

      Last Sold Summary

      • 14% Above List Price
      • $242/SF
      • 84 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Jackie Siracuse Absolute Real Estate of NY Inc

  • /15

    $999,000

    • 3 Beds
    • 1 Bath
    • 1,148 Sq Ft

    168 Prospect Rd, Monroe, NY 10950

    Welcome to your dream home! Lovingly maintained and nestled in a peaceful community, this charming ranch sits on a picturesque one-acre lot.Step inside to a warm and inviting living space, highlighted by a cozy wood-burning stove—perfect for chilly evenings. The home features three comfortable bedrooms and a well-appointed bathroom, offering both comfort and functionality.Enjoy

    Salvatore Girgenti Ben Bay Realty of Staten Isl.

    168 Prospect Rd, Monroe, NY 10950
  • 165 Creamery Pond Rd, Chester, NY 10918

    $675,000 Sold Nov 18, 2025

    165 Creamery Pond Rd, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,548 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $265/SF
    • 55 Days On Market

    Current Estimated Value $664,524

    Last Listing Agent Kichka Pascaru Christie's Int. Real Estate

    165 Creamery Pond Rd, Chester, NY 10918
    • 62 Surrey Rd, Chester, NY 10918

      Est $502,799 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

      • 3% Above List Price
      • $262/SF
      • 37 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Valerie Quinn Keller Williams Realty

  • /2

    $350,000

    • Land
    • 5.7 Acres
    • $61,404 per Acre

    552 Pine Hill Rd, Chester, NY 10918

    Beautiful 5.7-acre residential parcel located in the Town of chester, offering an exceptional opportunity to build your custom dream home in a peaceful, private setting. With ample space for a spacious residence and outdoor living areas (subject to town approvals), this property combines natural surroundings with convenient access to nearby amenities, schools, and major roadways. Adjacent to 558

    Charnie Guttmann eRealty Advisors, Inc

    552 Pine Hill Rd, Chester, NY 10918
  • 2816 Whispering Hills, Chester, NY 10918

    $350,000 Sold Jul 28, 2025

    2816 Whispering Hills, Chester, NY 10918

    • 3 Beds
    • 2.5 Baths
    • 1,331 Sq Ft
    • Built 1984

    Last Sold Summary

    • $263/SF
    • 23 Days On Market

    Current Estimated Value $361,818

    Last Listing Agent Bernadette Giordano Howard Hanna Rand Realty

    2816 Whispering Hills, Chester, NY 10918
    • 30 Trotting Dr, Chester, NY 10918

      Est $479,568 Not Listed For Sale

      30 Trotting Dr, Chester, NY 10918

      • 3 Beds
      • 2 Baths
      • 1,624 Sq Ft
      • Built 1968
      30 Trotting Dr, Chester, NY 10918

      Last Sold Summary

      • 5% Above List Price
      • $280/SF
      • 30 Days On Market

      Last Sold Price $455,000

      Last Listing Agent Christine Koenig Keller Williams Realty

  • /36

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,644 Sq Ft

    2 Moffatt Ln, Chester, NY 10918

    Quaint ranch offering comfort, convenience, and room to make it your own. This 2-bedroom, 2-full bathroom home features hardwood floors and a practical layout with great natural light. The finished walk-out basement adds valuable living space with plenty of possibilities: home office, recreation area or guest space. There is also abundant storage throughout the home. Enjoy outdoor living with a

    Maria Kriesel Century 21 Full Service Realty

    2 Moffatt Ln, Chester, NY 10918

Showing Results 161 - 200, Page 5 of 18

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