Homes in ZIP Code 10918

• 

  $487,000

  Sold Apr 14, 2026

  69 Shore Dr, Blooming Grove, NY 10914

  • 1 Bed
  • 1 Bath
  • 1,192 Sq Ft
  • Built 1971

  Last Sold Summary

  • 8% Above List Price
  • $409/SF
  • 29 Days On Market

  Current Estimated Value $447,469

  Last Listing Agent Laura Denberg Corcoran Baer & McIntosh

  69 Shore Dr, Blooming Grove, NY 10914
• 

  Est $704,705

  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

  • 10 Days On Market
• 

  

  

  /23

  $550,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,083 Sq Ft

  94 Booth Rd, Chester, NY 10918

  94 Booth Road represents a rare find in the current Chester market, offering an exceptional balance of space and value on a sprawling 1.84-acre lot. Positioned at the end of a quiet cul-de-sac that borders protected state parkland, this property provides a unique sense of seclusion and a lasting connection to the natural landscape. Inside, the residence spans 2,083 square feet of thoughtfully

  Craig Watters Compass Greater NY, LLC

  94 Booth Rd, Chester, NY 10918
• 

  $460,000

  Sold Apr 01, 2026

  391 Bull Mill Rd, Chester, NY 10918

  • 2 Beds
  • 2 Baths
  • 1,714 Sq Ft
  • Built 1900

  Last Sold Summary

  • 25% Below List Price
  • $268/SF
  • 217 Days On Market

  Current Estimated Value $463,163

  Last Listing Agent Alexandra Zinko Century 21 Realty Center

  391 Bull Mill Rd, Chester, NY 10918
• 

  Est $789,040

  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

  • 23 Days On Market
• 

  /2

  $500,000

  Pending

  • Land
  • 36,098 Sq Ft
  • $603,355 per Acre

  0 Main St, Chester, NY 10918

  Open commercial lot directly behind the existing Cumberland Farms and just to the east of the former Brookside carwash. Good use may be for a parking lot for a building built on 42 Brookside.

  Claude Brischoux Keller Williams Realty

  0 Main St, Chester, NY 10918
• 

  $595,000

  Sold Jun 15, 2026

  165 Round Hill Rd, Washingtonville, NY 10992

  • 4 Beds
  • 1.5 Baths
  • 2,191 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $272/SF
  • 59 Days On Market

  Current Estimated Value $578,909

  Last Listing Agent Victoria Wander Divine Realty NY, LLC

  165 Round Hill Rd, Washingtonville, NY 10992
• 

  Est $946,494

  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

  • 97 Days On Market
• 

  

  /46

  $825,000

  Open Sat 1PM - 4PM $63K PRICE DROP

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

  149 Creamery Pond Rd, Chester, NY 10918

  Welcome to the highly sought-after Creamery Estate, located in the award-winning Warwick school district!. 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

  Carla Terranova Keller Williams Realty

  149 Creamery Pond Rd, Chester, NY 10918
• 

  $320,000

  Sold Dec 12, 2025

  2317 Whispering Hills, Chester, NY 10918

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Above List Price
  • $299/SF
  • 20 Days On Market

  Current Estimated Value $315,578

  Last Listing Agent Jeffrey Morrissey Epique Realty

  2317 Whispering Hills, Chester, NY 10918
• 

  Est $632,669

  Not Listed For Sale

  243 Bull Mill Rd, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 2,021 Sq Ft
  • Built 1985

  243 Bull Mill Rd, Chester, NY 10918

  Last Sold Summary

  • 11 Days On Market
• 

  

  /11

  $349,999

  $25K PRICE DROP Pending

  • Land
  • 4.9 Acres
  • $71,428 per Acre

  8 Camelback Rd, Chester, NY 10918

  Nestled at the end of a private cul-de-sac, this 5 acre homesite offers breathtaking mountain and valley views in the sought-after Bull Mill Road area of Monroe/Chester, NY. The property’s gentle slopes create the perfect opportunity for a walkout lower level, allowing you to capture spectacular sunsets. This shovel-ready, fully approved, and engineered building lot features Belgian block

  James Feldhaus eXp Realty

  8 Camelback Rd, Chester, NY 10918
• 

  $415,000

  Sold Jan 23, 2026

  47 Greycourt Ave, Chester, NY 10918

  • 4 Beds
  • 1.5 Baths
  • 1,386 Sq Ft
  • Built 1959

  Last Sold Summary

  • 8% Below List Price
  • $299/SF
  • 81 Days On Market

  Current Estimated Value $419,147

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  47 Greycourt Ave, Chester, NY 10918
• 

  Est $555,148

  Not Listed For Sale

  119 Booth Rd, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,944 Sq Ft
  • Built 1976

  119 Booth Rd, Chester, NY 10918

  Last Sold Summary

  • 39 Days On Market
• 

  

  /9

  $149,900

  Pending

  • Land
  • 8,873 Sq Ft
  • $735,886 per Acre

  2 Imperial Park, Chester, NY 10918

  Large 2 story storage barn approx 80' x 30' with silo for sale in the Town of Chester. 5 garage doors - 4 are 6 feet high, 1 door is 7 foot high with loading dock. Plenty of storage on first and second level. Small office. Has electric, but is turned off. Has well water, but no septic - lot is too small - only .20 acre. Not a buildable lot. Barn was subdivided off from neighboring farm. Has loft

  William Scolza HomeSmart Homes & Estates

  2 Imperial Park, Chester, NY 10918
• 

  $845,000

  Sold Dec 18, 2025

  11 Saddle Hill Rd, Chester, NY 10918

  • 4 Beds
  • 4 Baths
  • 3,489 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $242/SF
  • 97 Days On Market

  Current Estimated Value $851,831

  Last Listing Agent Alissa Taylor-Vetell Keller Williams Realty

  11 Saddle Hill Rd, Chester, NY 10918
• 

  Est $715,227

  Not Listed For Sale

  61 Nancy Ln, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 2002

  61 Nancy Ln, Chester, NY 10918

  Last Sold Summary

  • 35 Days On Market
• 

  /2

  $350,000

  • Land
  • 2 Acres
  • $175,000 per Acre

  220 Oxford Rd, Chester, NY 10918

  A rare opportunity in Blooming Grove! This beautiful and flat 2-acre property offers endless potential in a calm and peaceful setting with a road frontage. Conveniently located just minutes from Prospect Garden, the land sits within the Monroe-Woodbury School District. With easy access to permits, this property is ideal for building your dream home or future investment. The neighborhood holds

  Chaim Weiss MS Realty Group USA, Inc

  220 Oxford Rd, Chester, NY 10918
• 

  $560,000

  Sold Aug 19, 2025

  21 Jeffrey Dr, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1993

  Last Sold Summary

  • 6% Above List Price
  • $250/SF
  • 37 Days On Market

  Current Estimated Value $583,259

  Last Listing Agent Kevin Tuhy Keller Williams Realty

  21 Jeffrey Dr, Chester, NY 10918
• 

  Est $641,608

  Not Listed For Sale

  88 Nancy Ln, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,768 Sq Ft
  • Built 1992

  88 Nancy Ln, Chester, NY 10918

  Last Sold Summary

  • 44 Days On Market
• 

  

  /45

  $850,000

  Pending

  • 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
• 

  $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 $503,340

  Last Listing Agent Nicholas Carbone HomeSmart Homes & Estates

  15 Mari Rd, Chester, NY 10918
• 

  Est $592,914

  Not Listed For Sale

  38 Rebecca Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 1,910 Sq Ft
  • Built 1990

  38 Rebecca Rd, Chester, NY 10918

  Last Sold Summary

  • 30 Days On Market
• 

  

  /44

  $869,000

  $31K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,846 Sq Ft

  2 Heidi Ln, Chester, NY 10918

  Set at the end of a quiet executive cul-de-sac, this refined modern colonial offers a rare blend of quality, scale, and effortless livability on over two acres of level, park-like grounds framed by mature trees. Designed for both everyday comfort and elevated entertaining, the home unfolds with a sense of openness and intention, where natural light and thoughtful craftsmanship define every

  Frank Muccari Cronin & Company Real Estate

  2 Heidi Ln, 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 $403,960

  Last Listing Agent Harmoni VanEtten eXp Realty

  7 Garden St, Chester, NY 10918
• 

  Est $612,514

  Not Listed For Sale

  32 Rebecca Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,411 Sq Ft
  • Built 2000

  32 Rebecca Rd, Chester, NY 10918

  Last Sold Summary

  • 38 Days On Market
• 

  

  /50

  $3,400,000

  • 4 Beds
  • 4 Baths
  • 7,750 Sq Ft

  19 Greentree Ln, Chester, NY 10918

  Set behind a gated entrance with a private guard house and unfolding across 8.4 private acres, The Retreat at Greentree is a true estate in every sense, engineered for privacy, designed for lifestyle, and positioned as one of the most unique offerings in the Hudson Valley. A cascading waterfall greets you on arrival, establishing a sense of calm and separation from the outside world. From that

  Jake Garay Serhant LLC

  19 Greentree Ln, 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 $694,059

  Last Listing Agent Virginia Corbett eXp Realty

  2 Laura Dr, Chester, NY 10918
• 

  Est $690,573

  Not Listed For Sale

  3 Stacey Ln, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 2,904 Sq Ft
  • Built 1988

  3 Stacey Ln, Chester, NY 10918

  Last Sold Summary

  • 20 Days On Market
• 

  

  /28

  $579,999

  • 4 Beds
  • 2.5 Baths
  • 2,698 Sq Ft

  24 Walnut St, Chester, NY 10918

  Welcome to 24 Walnut Street, Flexibility, Space & Endless Possibility in the Heart of Chester, NYTucked on a generous half-acre lot in the charming Village of Chester, this versatile 4-bedroom, 2.5-bath home offers a rare mother-daughter layout that delivers the best of both worlds, income potential, or simply more space to grow. Set on a quiet, tree-lined street just minutes from the Orange

  Tara Roufanis Keller Williams Village Sq Rlt

  24 Walnut St, Chester, NY 10918
• 

  $690,000

  Sold Jun 08, 2026

  9 Country Woods Dr, Chester, NY 10918

  • 5 Beds
  • 2.5 Baths
  • 3,124 Sq Ft
  • Built 2002

  Last Sold Summary

  • 8% Below List Price
  • $221/SF
  • 140 Days On Market

  Current Estimated Value $720,595

  Last Listing Agent Kimberly Starks Howard Hanna Rand Realty

  9 Country Woods Dr, Chester, NY 10918
• 

  Est $590,908

  Not Listed For Sale

  56 Goosepond Mountain Rd, Chester, NY 10918

  • 3 Beds
  • 3 Baths
  • 3,080 Sq Ft
  • Built 1996

  56 Goosepond Mountain Rd, Chester, NY 10918

  Last Sold Summary

  • 34 Days On Market
• 

  

  /12

  $640,000

  • 3 Beds
  • 1.5 Baths
  • 2,136 Sq Ft

  4 Greycourt Rd, Chester, NY 10918

  Welcome to 4 Greycourt Road, your dream home awaits! This delightful residence boasts a spacious 6-room layout, featuring 3 generous bedrooms and 1.5 baths, all nestled on over 2.5 acres of stunning greenery. Imagine whipping up culinary masterpieces in the well-appointed kitchen, complete with ample cabinetry and modern appliances—perfect for any cooking enthusiast! Each bedroom is a serene

  Nathen Singer MK Realty Inc

  4 Greycourt Rd, 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 $372,599

  Last Listing Agent Hershel Lowy Master Realty Group Inc.

  3911 Whispering Hills, Chester, NY 10918
• 

  Est $759,417

  Not Listed For Sale

  137 Creamery Pond Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,822 Sq Ft
  • Built 2002

  137 Creamery Pond Rd, Chester, NY 10918

  Last Sold Summary

  • 53 Days On Market
• 

  

  /38

  $349,900

  Pending

  • 1 Bed
  • 1 Bath
  • 783 Sq Ft

  58 Oxford Springs Rd, Chester, NY 10918

  Highest and Best Due 4/17 by 2pm. Tucked away in a serene, wooded setting, this extraordinary private retreat offers a rare blend of craftsmanship and natural beauty. Surrounded by mature trees and complete privacy, this meticulously curated home is a true sanctuary—where every detail has been thoughtfully designed to elevate everyday living. From the moment you arrive, the property makes a

  Christine Koenig Keller Williams Realty

  58 Oxford Springs 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 $540,751

  Last Listing Agent Luanne McGann Century 21 Full Service Realty

  16 Ayr Rd, Chester, NY 10918
• 

  Est $867,779

  Not Listed For Sale

  157 Creamery Pond Rd, Chester, NY 10918

  • 4 Beds
  • 3.5 Baths
  • 4,021 Sq Ft
  • Built 2001

  157 Creamery Pond Rd, Chester, NY 10918

  Last Sold Summary

  • 17 Days On Market
• 

  

  /39

  $365,000

  Open Sat 11AM - 1PM

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

  2703 Whispering Hills, Chester, NY 10918

  Welcome to 2703 Whispering Hills in Chester, NY — a beautifully updated home that stands out from the rest. This well-maintained unit features numerous recent improvements, including new windows, a new garage door, and a new hot water heater, providing peace of mind for years to come. The central air conditioning system is approximately five years old and keeps the home comfortable throughout the

  Rebecca Matta-Candela Keller Williams Realty

  2703 Whispering Hills, 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 $523,804

  Last Listing Agent Julie Klein BHG Real Estate Green Team

  80 Pewter Cir, Chester, NY 10918

Showing Results 121 - 160, Page 4 of 18