Chester, NY Homes

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  /7

  $39,500

  • Land
  • 2.38 Acres
  • $16,597 per Acre

  22 Carriage Knolls Rd, Chester, NY 12817

  Seller financing available with good credit. These APA-approved lots are located in a beautiful, park-like subdivision just 5 minutes outside of Chestertown. Site plans and perc tests are complete, with electric and cable available at the road. The mostly wooded parcels each offer unique Adirondack topography—some fairly level, others featuring gentle slopes or elevated building areas ideal for a

  Walter Swartz Gallo Realty ADK Inc

  22 Carriage Knolls Rd, Chester, NY 12817
• 

  Est $735,670

  Not Listed For Sale

  16 Spectrum Dr, Chester, NY 10918

  • 3 Beds
  • 4 Baths
  • 2,276 Sq Ft
  • Built 1999

  16 Spectrum Dr, Chester, NY 10918

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent John Olivero Keller Williams Realty
• 

  

  /2

  $700,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  1 Boville Ct, Chester, NY 10918

  Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 12 bright and airy rooms, soaring tall doors, and oversized windows that fill the space with natural light. Entertain guests in the beautiful dining room, relax in the expansive living area, and create memories in the updated chef’s

  Dovid Hoffman MK Realty Inc

  1 Boville Ct, Chester, NY 10918
• 

  Est $656,150

  Not Listed For Sale

  126 Rock Ridge Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • Built 1988

  126 Rock Ridge Rd, Chester, NY 10918

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Layla Rose Boyles Century 21 Realty Center
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  /26

  $275,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,062 Sq Ft

  804 Swan Hollow Rd, Monroe, NY 10950

  Welcome Home! Well maintained two bedroom unit with lake and mountain views. Spacious living room with access to a private balcony. Eat in kitchen has updated counter tops and new appliances. Both bedrooms have ample closet space. Windridge is a quiet community conveniently located minutes from town. Great commuter location. Amenities include pool, playground, tennis and basketball courts,

  Valerie Quinn Keller Williams Realty

  804 Swan Hollow Rd, Monroe, NY 10950
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  /34

  Est $1,049,948

  Not Listed For Sale

  45 Rock Ridge Rd, Chester, NY 10918

  • 3 Beds
  • 3 Baths
  • 3,235 Sq Ft
  • Built 1870

  45 Rock Ridge Rd, Chester, NY 10918

  Last Sold Summary

  • 70 Days On Market

  Last Listing Agent Donna Brooks BHHS HUDSON VALLEY PROP-NP
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  /33

  $185,000

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  28 Olmstedville Rd, Chester, NY 12817

  Older home in a completely private location - in the center of a Hamlet. Trees and bushes make the home invisible from the road. The back border is Town land with Public beach area on Trout Brook Good for canoeing. Covered porch is on two sides of the house. The interior has beautiful real wood floors. Main level is kitchen, dining room, living room, full bath and laundry area. Upstairs are 3

  Heidemarie Lane Big Hat Realty

  28 Olmstedville Rd, Chester, NY 12817
• 

  Est $597,293

  Not Listed For Sale

  86 Brimstone Mountain Rd, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft
  • Built 1980

  86 Brimstone Mountain Rd, Chester, NY 10918

  Last Sold Summary

  • 91 Days On Market

  Last Listing Agent Kimberly Starks Howard Hanna Rand Realty
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  /39

  $777,000

  • 4 Beds
  • 2.5 Baths
  • 2,715 Sq Ft

  176 Beverly Rd, Chester, NY 10918

  Motivated Seller. Highly sought-after Warwick Schools, this Colonial offers curb appeal with custom stone entrance pillars featuring illuminated house numbers, an inlaid driveway address, professionally landscaped grounds accented by natural stone and in-ground lighting, and an insulated two-car carriage-style garage with glass doors. A grand two-story foyer with soaring ceilings, elegant

  David White Owner Entry.com

  176 Beverly Rd, Chester, NY 10918
• 

  Est $894,587

  Not Listed For Sale

  95 Odyssey Dr, Chester, NY 10918

  • 4 Beds
  • 4 Baths
  • 4,400 Sq Ft
  • Built 1998

  95 Odyssey Dr, Chester, NY 10918

  Last Sold Summary

  • 125 Days On Market

  Last Listing Agent Michelle Smalls Michelle J Smalls
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  /16

  $37,500

  • Land
  • 2 Acres
  • $18,750 per Acre

  13 Carriage Knolls Rd, Chester, NY 12817

  Seller financing available with good credit. These APA-approved lots are located in a beautiful, park-like subdivision just 5 minutes outside of Chestertown. Site plans and perc tests are complete, with electric and cable available at the road. The mostly wooded parcels each offer unique Adirondack topography—some fairly level, others featuring gentle slopes or elevated building areas ideal for a

  Walter Swartz Gallo Realty ADK Inc

  13 Carriage Knolls Rd, Chester, NY 12817
• 

  Est $415,958

  Not Listed For Sale

  4 Hickory Ln, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1971

  4 Hickory Ln, Monroe, NY 10950

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Layla Rose Boyles Century 21 Realty Center
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  /32

  $329,900

  $25K PRICE DROP Pending

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

  1311 Whispering Hills Unit 96, Chester, NY 10918

  Experience Elevated Living: Your Private Hudson Valley Retreat at 1311 Whispering Hills Welcome to a home that offers more than just square footage—it offers a lifestyle change. Nestled in the scenic rolling hills of Orange County, 1311 Whispering Hills is a masterclass in modern suburban living. This meticulously maintained residence captures the essence of "home" from the moment you step

  Michael Jenney Keller Williams Realty

  1311 Whispering Hills Unit 96, Chester, NY 10918
• 

  Est $485,919

  Not Listed For Sale

  5 Hickory Ln, Monroe, NY 10950

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1961

  5 Hickory Ln, Monroe, NY 10950

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group
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  /49

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,062 Sq Ft

  185 Oxford Rd, Chester, NY 10918

  Welcome to 185 Oxford Road, Chester! •••••This charming 3-bedroom Ranch home is now available for $389,000. Offering 1,062 sqft of comfortable one-level living on a generous 0.95-acre lot in the Monroe-Woodbury School District, this 1952-built home has been freshly painted and is move-in ready. •••••The interior features an open floorplan with beautiful knotted hardwood flooring, cathedral

  William Philip Keller Williams Hudson Valley

  185 Oxford Rd, Chester, NY 10918
• 

  Est $450,783

  Not Listed For Sale

  15 Hillside Ave, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1950

  15 Hillside Ave, Monroe, NY 10950

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Annmarie Wheeler Real Broker NY LLC
• 

  

  /35

  $369,000

  Open Sun 11AM - 1PM

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

  2522 Whispering Hills Unit 518, Chester, NY 10918

  Welcome to Whispering Hills! Discover easy living, comfort and privacy while living within a neighborhood community. Perfect for first time home buyers or if you're downsizing for care free, low maintenance living. Enjoy this spacious 3 bedroom, 3 bath townhouse with lots of storage and your private garage with direct entry into your home. Comfortable and spacious bedroom layouts with baths and

  Ann Marie Silvani Howard Hanna Rand Realty

  2522 Whispering Hills Unit 518, Chester, NY 10918
• 

  Est $557,473

  Not Listed For Sale

  7 Juniper Ln, Monroe, NY 10950

  • 5 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1972

  7 Juniper Ln, Monroe, NY 10950

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Micaela Stanaland Howard Hanna Rand Realty
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  /50

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 4,281 Sq Ft

  22 Goshen Rd, Chester, NY 10918

  Welcome to an unparalleled expression of luxury living in the Town of Chester. Built in 2003, this custom-built Cape May/Colonial estate designed by award winning architect Larry Belk estate spans 4,281 square feet of meticulously designed living space, masterfully balancing grand entertaining spaces with intimate everyday comfort. From the moment you arrive, exceptional craftsmanship is on

  Martha Randazzo Howard Hanna Rand Realty

  22 Goshen Rd, Chester, NY 10918
• 

  Est $394,344

  Not Listed For Sale

  19 Taurus Ave, Monroe, NY 10950

  • 3 Beds
  • 1.5 Baths
  • 1,288 Sq Ft
  • Built 1954

  19 Taurus Ave, Monroe, NY 10950

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Christian Baez KW Hudson Valley United
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  /2

  $39,000

  • Land
  • 1.32 Acres
  • $29,545 per Acre

  L20 Granite Ridge Rd, Chester, NY 12817

  Beautiful 1.32 acre parcel in Adirondack Heights! APA approved Subdivision of Adirondack Heights with proposed home location that is already cleared with underground power! Close proximity to all your local lakes, hiking trails, Gore Mountain & Chestertown. Your Adirondack adventure awaits!

  Nancy Freebern Gallo Realty ADK Inc

  L20 Granite Ridge Rd, Chester, NY 12817
• 

  Est $413,657

  Not Listed For Sale

  95 Lake Region Blvd, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1956

  95 Lake Region Blvd, Monroe, NY 10950

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Janet Rendle Weichert Realtors
• 

  /2

  $740,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  7 Hilltop Ln, Chester, NY 10918

  Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand new ready to move in colonial-style residence invites you in with 9 bright and airy rooms, soaring tall doors, and oversized windows that fill the space with natural light. Entertain guests in the beautiful dining room, relax in the expansive living area, and create memories in the updated chef’s

  Moshe Kaufman MK Realty Inc

  7 Hilltop Ln, Chester, NY 10918
• 

  Est $760,990

  Not Listed For Sale

  136 Lake Region Blvd, Monroe, NY 10950

  • 5 Beds
  • 4 Baths
  • 4,925 Sq Ft
  • Built 1988

  136 Lake Region Blvd, Monroe, NY 10950

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Courtney Tablante Keller Williams Realty
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  /46

  $635,000

  • 4 Beds
  • 3 Baths
  • 3,636 Sq Ft

  10 Hidden Dr, Monroe, NY 10950

  Tucked away on over an acre with serene lake views and deeded lake rights, this spacious Monroe retreat offers the perfect blend of privacy, comfort, and lifestyle. Wake up to natural light pouring through oversized windows and start your day on the deck overlooking the water. Inside, you’ll find 3/4 generously sized bedrooms and 3 full baths, along with an updated kitchen and baths that bring a

  rosemary mcginn Century 21 Full Service Realty

  10 Hidden Dr, Monroe, NY 10950
• 

  Est $401,805

  Not Listed For Sale

  46 Midway Dr, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Built 1920

  46 Midway Dr, Monroe, NY 10950

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Carmen Jarrous eXp Realty
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  /49

  $999,900

  $200K PRICE DROP

  • 4,032 Sq Ft

  206 Greycourt Rd, Chester, NY 10918

  INCREDIBLE PROPERTY!!! MUNICIPAL WATER!!! MONROE WOODBURY SCHOOL DISTRICT!!! Welcome to 206 Greycourt Road, Chester, NY A truly rare and remarkable offering in the heart of Orange County, Presenting an extraordinary opportunity to acquire a standout property with exceptional visibility, flexible “ OP” zoning, multiple structures, and limitless potential. Positioned on one of Chester's most highly

  Frank Muccari Cronin & Company Real Estate

  206 Greycourt Rd, Chester, NY 10918
• 

  Est $546,330

  Not Listed For Sale

  160 Lake Region Blvd, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft
  • Built 1984

  160 Lake Region Blvd, Monroe, NY 10950

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Rebecca Kane KW Hudson Valley United
• 

  Est $552,682

  Not Listed For Sale

  152 Lake Region Blvd, Monroe, NY 10950

  • 4 Beds
  • 2.5 Baths
  • 1,916 Sq Ft
  • Built 1984

  152 Lake Region Blvd, Monroe, NY 10950

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Raynilson Vasquez eXp Realty
• 

  Est $742,038

  Not Listed For Sale

  30 Brennan Ct, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1996

  30 Brennan Ct, Chester, NY 10918

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group
• 

  Est $327,602

  Not Listed For Sale

  242 Meadow Ave, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 2,519 Sq Ft
  • Built 1930

  242 Meadow Ave, Chester, NY 10918

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Kathleen Strong Hudson Valley Griffith
• 

  Est $359,884

  Not Listed For Sale

  4510 Whispering Hills, Chester, NY 10918

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

  4510 Whispering Hills, Chester, NY 10918

  Last Sold Summary

  • 121 Days On Market

  Last Listing Agent Ammar Iqbal eXp Realty
• 

  Est $313,456

  Not Listed For Sale

  4706 Whispering Hills, Chester, NY 10918

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

  4706 Whispering Hills, Chester, NY 10918

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Jessica Evans KW Hudson Valley United
• 

  Est $372,671

  Not Listed For Sale

  4703 Whispering Hills Unit 320, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft
  • Built 1991

  4703 Whispering Hills Unit 320, Chester, NY 10918

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Warren Shelley Reliable Realty Group
• 

  Est $312,067

  Not Listed For Sale

  3606 Whispering Hills, Chester, NY 10918

  • 2 Beds
  • 1.5 Baths
  • 1,086 Sq Ft
  • Built 1990

  3606 Whispering Hills, Chester, NY 10918

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Dean Diltz Keller Williams Realty
• 

  Est $368,130

  Not Listed For Sale

  3616 Whispering Hills, Chester, NY 10918

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

  3616 Whispering Hills, Chester, NY 10918

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Joseph Trifono HomeSmart Homes & Estates
• 

  Est $302,895

  Not Listed For Sale

  3624 Whispering Hills Unit 274, Chester, NY 10918

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft
  • Built 1990

  3624 Whispering Hills Unit 274, Chester, NY 10918

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Bernadette Giordano Howard Hanna Rand Realty
• 

  Est $203,417

  Not Listed For Sale

  203 Green Meadows Way, Chester, NY 10918

  • 1 Bed
  • 1.5 Baths
  • 717 Sq Ft
  • Built 1987

  203 Green Meadows Way, Chester, NY 10918

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Chativa Bowen Keller Williams Realty
• 

  Est $198,113

  Not Listed For Sale

  115 Green Meadows Way, Chester, NY 10918

  • 1 Bed
  • 1.5 Baths
  • 747 Sq Ft
  • Built 1987

  115 Green Meadows Way, Chester, NY 10918

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Guy Cusumano Howard Hanna Rand Realty
• 

  Est $365,022

  Not Listed For Sale

  3116 Whispering Hills, Chester, NY 10918

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

  3116 Whispering Hills, Chester, NY 10918

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty

Showing Results 441 - 480, Page 12 of 18