Chestertown, NY Homes

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  $76,900 Pending

  • Land
  • 5.17 Acres
  • $14,874 per Acre

  0 Landon Hill Rd Unit KEY880970, Chestertown, NY 12817

  Lovely lot on Landon hill road, more pics to come.

  Jason Minch William Raveis-New York LLC

  0 Landon Hill Rd Unit KEY880970, Chestertown, NY 12817
• Explore Chestertown

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  $275,000 Sold Oct 02, 2025

  347 Landon Hill Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $255/SF
  • 6 Days On Market

  Current Estimated Value $280,310

  Last Listing Agent Carol Monroe Najer Realty

  347 Landon Hill Rd, Chestertown, NY 12817
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  Not Listed For Sale

  5280 U S Highway 9, Chestertown, NY 12817

  5280 U S Highway 9, Chestertown, NY 12817

  Last Sold Summary

  • 22 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Joseph Cardinale Howard Hanna Capital Inc
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  /54

  $659,000

  • 5 Beds
  • 4 Baths
  • 2,594 Sq Ft

  123 Forest Lake Rd, Chestertown, NY 12817

  Charming and fully renovated, this private retreat sits on 3.43 serene acres and features a 3-bedroom, 3-bath main home with a finished basement, alongside a 2-bedroom, 1-bath guest house complete with a 3-car garage and a screened-in porch. The combined living space is approximately 4,000 square feet. Enjoy the tranquility of a secluded setting that's still close to amenities, making it ideal as

  Sara Hillis Schermerhorn Realty Group LLC

  123 Forest Lake Rd, Chestertown, NY 12817
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  $25,500 Sold Aug 28, 2025

  L26 Potter Brook Rd, Chestertown, NY 12817

  • Land
  • 2.4 Acres
  • $10,625 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 158 Days On Market

  Last Listing Agent Bradley Laustrup Properly

  L26 Potter Brook Rd, Chestertown, NY 12817
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  /5

  Not Listed For Sale

  L14 Panther Mountain Rd, Chestertown, NY 12817

  L14 Panther Mountain Rd, Chestertown, NY 12817

  Last Sold Summary

  • 12 Days On Market

  Last Sold Price $75,000

  Last Listing Agent Angie Mead Gallo Realty ADK Inc
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  /57

  $160,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 892 Sq Ft

  11 Overlook Ln N Unit J, Chestertown, NY 12817

  Charming 2-bedroom, 1.5-bath condo featuring beautiful hardwood floors custom linoleum kitchen floor and a stunning stone fireplace that serves as the focal point of the main living area. The home has been tastefully furnished and was freshly painted at the time of purchase, with popcorn ceilings and wall texture removed for a clean, modern feel. You'll find a half bath on the main level and

  Saraha Millington Gallo Realty ADK Inc

  11 Overlook Ln N Unit J, Chestertown, NY 12817
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  $950,000 Sold Feb 27, 2026

  161 E Shore Dr, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1958

  Last Sold Summary

  • 24% Below List Price
  • $440/SF
  • 34 Days On Market

  Current Estimated Value $1,197,444

  Last Listing Agent Michelle Decoteau KW Platform

  161 E Shore Dr, Chestertown, NY 12817
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  Est $243,176 Not Listed For Sale

  78 Panther Mountain Rd, Chestertown, NY 12817

  • 3 Beds
  • 1 Bath
  • 876 Sq Ft
  • Built 1961

  78 Panther Mountain Rd, Chestertown, NY 12817

  Last Sold Summary

  • 5% Below List Price
  • $291/SF

  Last Sold Price $255,000

  Last Listing Agent Angie Mead Gallo Realty ADK, Inc
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  /50

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  24 Balsam Crest Path Unit B, Chestertown, NY 12817

  Opportunity to own an Adirondack Town Home in the private Green Mansions development. A resort style HOA that includes tennis courts, nature walking trails, golf course, private swimming and paddle board lake. Near Gore Mountain Ski Complex, Dynamite Hill Sledding, Lake George and all the Adirondack Mountains have to offer. Ideal investment property with past solid rental history and completely

  John Gollhofer CapMark Realty LLC

  24 Balsam Crest Path Unit B, Chestertown, NY 12817
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  $140,000 Sold Jul 22, 2025

  1 High Pines Terrace Unit 1C, Chestertown, NY 12817

  • 1 Bed
  • 1.5 Baths
  • 1,100 Sq Ft
  • Built 1958

  Last Sold Summary

  • $127/SF
  • 7 Days On Market

  Last Listing Agent Catherine Combs Julie & Co Realty LLC

  1 High Pines Terrace Unit 1C, Chestertown, NY 12817
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  Not Listed For Sale

  78 Panther Mtn Rd, Chester, NY 12817

  • 3 Beds
  • 1 Bath
  • 876 Sq Ft
  • Built 1961

  78 Panther Mtn Rd, Chester, NY 12817

  Last Sold Summary

  • $291/SF
  • 68 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Angie Mead Gallo Realty ADK Inc
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  /38

  $449,900 Open Sat 12PM - 2PM

  • 6 Beds
  • 3 Baths
  • 2,916 Sq Ft

  6324 State Route 9, Chestertown, NY 12817

  Set on a .45-acre lot in the heart of Chestertown, this spacious Colonial presents a standout opportunity in the Lake George region, equally suited as a full-time home, seasonal escape, or high income-producing property. Offering 2,916 square feet, the home features 6 bedrooms and 3 full bathrooms, with a layout designed to comfortably host large groups with ease. Its size and setup make it

  Robert Saumell Jr. KW Platform

  6324 State Route 9, Chestertown, NY 12817
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  /16

  $64,000 Sold Feb 04, 2026

  199 Forest Lake Rd, Chestertown, NY 12817

  • 360 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Below List Price
  • $178/SF
  • 36 Days On Market

  Current Estimated Value $140,462

  Last Listing Agent Alex Cooley Compass Greater NY, LLC

  199 Forest Lake Rd, Chestertown, NY 12817
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  Est $336,382 Not Listed For Sale

  124 Forest Lake Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2008

  124 Forest Lake Rd, Chestertown, NY 12817

  Last Sold Summary

  • 18% Above List Price
  • $211/SF
  • 2 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Jennifer Ball Hunt Real Estate
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  $775,000 New Construction

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

  41 Moffitt Rd, Chestertown, NY 12817

  Built in 2023, custom-designed, gorgeous and meticulous home located on town maintained private dead-end road on 7.89 acres. Contemporary open-floor plan home with spacious rooms with quality construction from top to bottom. 3-4 bedrooms (including a large loft area). Kitchen quartz countertop. Huge master bedroom with walk-in closet and full bath.21/2 bathrooms, hardwood floors, gas

  Carol Monroe Najer Realty

  41 Moffitt Rd, Chestertown, NY 12817
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  $650,000 Sold Jul 07, 2025

  5 S Circle Dr, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft
  • Built 1988

  Last Sold Summary

  • 13% Below List Price
  • $437/SF
  • 217 Days On Market

  Current Estimated Value $545,627

  Last Listing Agent Angie Mead Gallo Realty ADK Inc

  5 S Circle Dr, Chestertown, NY 12817
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  Est $191,312 Not Listed For Sale

  112 Green Mansions Rd Unit 11L, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1940

  112 Green Mansions Rd Unit 11L, Chestertown, NY 12817

  Last Sold Summary

  • 3% Above List Price
  • $142/SF
  • 85 Days On Market

  Last Sold Price $185,000

  Last Listing Agent Gary Glebus Glebus Realty Inc.
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  $46,000

  • Land
  • 1.57 Acres
  • $29,299 per Acre

  8 Adirondack Heights Rd, Chestertown, NY 12817

  Situated in the heart of the Adirondack Park, this building lot is ideal for your year round homeor seasonal get-a way. Enjoy all the park has to offer, a few short miles to the Hudson river forcanoeing, kayaking, tubing and fishing and a quick 20 minute ride to Gore Mountain Ski area. Thearea offers numerous lakes and endless hiking trails. Located between the charming villages

  Norman Benjamin KW Platform

  8 Adirondack Heights Rd, Chestertown, NY 12817
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  $350,000 Sold Apr 15, 2025

  282 Rock Ave, Chestertown, NY 12817

  • 3 Beds
  • 1.5 Baths
  • 1,284 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Below List Price
  • $273/SF
  • 0 Days On Market

  Current Estimated Value $353,679

  Last Listing Agent Angie Mead Gallo Realty ADK, Inc

  282 Rock Ave, Chestertown, NY 12817
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  Est $570,864 Not Listed For Sale

  250 Tripp Lake Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,321 Sq Ft
  • Built 1985

  250 Tripp Lake Rd, Chestertown, NY 12817

  Last Sold Summary

  • 3% Above List Price
  • $418/SF
  • 6 Days On Market

  Last Sold Price $552,000

  Last Listing Agent Ashley Nagy Davies-Davies & Assoc Real Est
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  $47,000 Pending

  • Land
  • 0.89 Acre
  • $52,809 per Acre

  3156 Schroon River Rd, Chestertown, NY 12817

  APA approved building lot with driveway and culvert in place. Engineered septic plans and survey included! Blue prints available. A good amount of site work and clearing has been done - ready to build and conveniently located. Just shy of 1 acre; close to ADK Northway and Chestertown!

  Angie Mead Gallo Realty ADK Inc

  3156 Schroon River Rd, Chestertown, NY 12817
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  $199,000 Sold Jun 06, 2025

  1 Vista View Dr, Chestertown, NY 12817

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft
  • Built 1950

  Last Sold Summary

  • $415/SF
  • 0 Days On Market

  Current Estimated Value $186,723

  Last Listing Agent Ashley Nagy Davies-Davies & Assoc Real Est

  1 Vista View Dr, Chestertown, NY 12817
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  Est $388,874 Not Listed For Sale

  87 Dixon Rd, Chestertown, NY 12817

  • 5 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • Built 1956

  87 Dixon Rd, Chestertown, NY 12817

  Last Sold Summary

  • 8% Above List Price
  • $200/SF
  • 7 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Angela Cugini-Girard eXp Realty
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  $57,500

  • Land
  • 1.73 Acres
  • $33,237 per Acre

  37 Blue Bay Rd Unit Lakeview Pt. Lot 40, Chestertown, NY 12817

  This property has beach rights to two separate beaches. HOA Fee includes maintenance of beaches and road.Blue Bay Road is a Private Road.

  John Palermo John R. Palermo

  37 Blue Bay Rd Unit Lakeview Pt. Lot 40, Chestertown, NY 12817
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  $350,000 Sold May 28, 2025

  68 Woodridge Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1982

  Last Sold Summary

  • 7% Below List Price
  • $312/SF
  • 100 Days On Market

  Current Estimated Value $351,698

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  68 Woodridge Rd, Chestertown, NY 12817
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  Est $282,604 Not Listed For Sale

  46 May Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 1,377 Sq Ft
  • Built 1970

  46 May Rd, Chestertown, NY 12817

  Last Sold Summary

  • 5% Above List Price
  • $196/SF
  • 183 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Saraha Millington Gallo Realty ADK Inc
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  $359,500 New Construction

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  71 Ferris Rd, Chestertown, NY 12817

  BRAND NEW 3bd/2bath manufactured home on a dead end road in Chestertown situated on a wooded 6.5+ acres. New well, septic, and lawn was just put in! Just completed and never lived in! Own a sparkling new year round home and don't worry about maintenance on anything for a very long time! Easy to show & even easier to fall in love with! Please remove shoes.

  Angie Mead Gallo Realty ADK Inc

  71 Ferris Rd, Chestertown, NY 12817
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  $372,000 Sold Mar 23, 2026

  18 Woodcliff Acres, Chestertown, NY 12817

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft
  • Built 1968

  Last Sold Summary

  • 24% Below List Price
  • $404/SF
  • 0 Days On Market

  Current Estimated Value $369,791

  Last Listing Agent Carol Asiello KW Platform

  18 Woodcliff Acres, Chestertown, NY 12817
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  Est $388,271 Not Listed For Sale

  50 Stage Coach Rd, Chestertown, NY 12817

  • 3 Beds
  • 2.5 Baths
  • 1,551 Sq Ft
  • Built 2000

  50 Stage Coach Rd, Chestertown, NY 12817

  Last Sold Summary

  • 13% Above List Price
  • $221/SF
  • 92 Days On Market

  Last Sold Price $342,500

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc
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  $850,000

  • 2 Beds
  • 1 Bath
  • 1,632 Sq Ft

  5537 State Route 8, Chestertown, NY 12817

  The Pine Tree Motel & Cabins is a well-maintained, family-owned hospitality property nestled among towering pines in the heart of the Adirondack Mountains. Located just minutes from Loon Lake with it's beach and boat launch, trails, and the charming hamlet of Chestertown, this established lodging destination offers a rare opportunity to own a turnkey, income-producing investment in one of Upstate

  Glenn T. Harris eXp Realty

  5537 State Route 8, Chestertown, NY 12817
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  $46,000 Sold May 07, 2025

  7 Adirondack Heights Rd, Chestertown, NY 12817

  • Land
  • 2.12 Acres
  • $21,698 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 314 Days On Market

  Last Listing Agent Norman Benjamin KW Platform

  7 Adirondack Heights Rd, Chestertown, NY 12817
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  Est $299,676 Not Listed For Sale

  23 May Rd, Chestertown, NY 12817

  • 3 Beds
  • 1 Bath
  • 1,068 Sq Ft
  • Built 1972

  23 May Rd, Chestertown, NY 12817

  Last Sold Summary

  • $281/SF
  • 23 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Jennifer Ball Hunt Real Estate
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  /23

  $64,000

  • Land
  • 3.25 Acres
  • $19,692 per Acre

  64 Carriage Knolls Rd, Chestertown, NY 12817

  Cleared and leveled lot 5-minutes outside of Chestertown. Private setting set-back in the woods. (though building lot is cleared) Perfect for a full-time home or getaway cabin. Electricity and cable available at the front of property. Large pile of rocks from excavation for property delineation or retaining areas. Must walk this property to appreciate the beauty and serenity. Adjacent 11+ acre

  Walter Swartz Gallo Realty ADK Inc

  64 Carriage Knolls Rd, Chestertown, NY 12817
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  $585,000 Sold Mar 06, 2026

  41 Clarkson Road Extension, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • Built 2009

  Last Sold Summary

  • 2% Below List Price
  • $415/SF

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  41 Clarkson Road Extension, Chestertown, NY 12817
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  Est $278,343 Not Listed For Sale

  13 Laflure Heights, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 1,254 Sq Ft
  • Built 1974

  13 Laflure Heights, Chestertown, NY 12817

  Last Sold Summary

  • 23% Above List Price
  • $180/SF
  • 5 Days On Market

  Last Sold Price $226,000

  Last Listing Agent Courtney Gettings KW Platform
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  $189,000

  • 2 Beds
  • 1.5 Baths
  • 928 Sq Ft

  11 Overlook Ln N, Chestertown, NY 12817

  This condominium has deck with partial lake view and is a member of the Green Mansions Tennis and Swim Club which includes use of Tennis, beach and boats for an annual membership fee of $389.76. Very nice furnishings included in sale. There is an outside storage unit on unit deck.

  John Palermo John R. Palermo

  11 Overlook Ln N, Chestertown, NY 12817
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  $605,000 Sold Dec 08, 2025

  123 Stock Farm Rd, Chestertown, NY 12817

  • 3 Beds
  • 2.5 Baths
  • 2,528 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Above List Price
  • $239/SF
  • 15 Days On Market

  Current Estimated Value $609,145

  Last Listing Agent Ashley Nagy Davies-Davies & Assoc Real Est

  123 Stock Farm Rd, Chestertown, NY 12817
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  Est $216,607 Not Listed For Sale

  69 Landon Hill Rd, Chestertown, NY 12817

  • 2 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1887

  69 Landon Hill Rd, Chestertown, NY 12817

  Last Sold Summary

  • 15% Above List Price
  • $132/SF
  • 9 Days On Market

  Last Sold Price $189,000

  Last Listing Agent Carol Monroe Najer Realty
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  $195,000

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft

  11 Overlook Ln S Unit B, Chestertown, NY 12817

  Welcome to this fully furnished 2-bedroom, 1.5-bath condo in the sought-after Green Mansions community. It features an open-concept living area with a gorgeous stone wood burning fireplace. Step outside to a private deck, perfect for relaxing or entertaining. A short walk along a wooded path leads to Tripp Lake, offering swimming, paddling, and fishing -or walk right out your door and play tennis

  Barbara Kearney Hunt ERA

  11 Overlook Ln S Unit B, Chestertown, NY 12817

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