Chestertown, NY Homes

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  /43

  $200,000 Open Sat 3PM - 5PM

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft

  4 A High Pines Terrace, Chestertown, NY 12817

  Discover Adirondack Living at Its Finest - 4A High Pines Terrace, Warrensburg, NY Tucked on a quiet cul-de-sac, this peaceful retreat offers the perfect blend of seclusion and convenience. Featuring Very spacious Livingroom/dining room , 2 bedrooms, and 2 full baths, enjoy an open layout with a cozy fireplace, bright living spaces, and a well-appointed kitchen. Large windows frame beautiful

  

  Joseph Cardinale

  HOWARD HANNA CAPITAL INC

  (518) 655-2201

  4 A High Pines Terrace, Chestertown, NY 12817
• 

  

  

  /22

  $290,000 Sold Apr 28, 2025

  • 2,128 Sq Ft
  • $136/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  650 Landon Hill Rd, Chestertown, NY 12817

  Lovely home with 3 bedrooms, 2 baths, bonus room, 3 season porch, deck, fireplace, 2800 square feet of great living space, a private setting, 3 miles to town, many conveniences. A great home--originally a manufactured home with a constructed addition in later years. The two-car garage has a huge workshop in the back of garage and stairs going up to the second floor which could be turned into

  Carol Monroe Najer Realty

  650 Landon Hill Rd, Chestertown, NY 12817
• 

  

  

  /53

  Est $785,307 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,854 Sq Ft

  25 Bonnie Belle Farm Rd, Chestertown, NY 12817

  25 Bonnie Belle Farm Rd, Chestertown, NY 12817
• 

  

  

  /11

  $105,000

  • Land
  • 10 Acres
  • $10,500 per Acre

  5127 New York 8, Chestertown, NY 12817

  Escape to the heart of the Adirondack Mountains with this expansive 10-acre parcel — a perfect canvas for your dream home or vacation retreat. Just a short walk from the calm, clear waters of Loon Lake, this property offers peaceful seclusion alongside endless outdoor adventure. Enjoy 539 acres of pristine lake activities like swimming, boating, and fishing, plus nearby hiking trails, dining, and

  Jaclyn Scott Crystal Coleman Realty LLC

  5127 New York 8, Chestertown, NY 12817
• 

  

  

  /35

  $350,000 Sold Apr 15, 2025

  • 1,284 Sq Ft
  • $273/SF
  • 0 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1982

  282 Rock Ave, Chestertown, NY 12817

  Authentic 3bd log cabin nestled on a private 2.9 acre parcel that's been in the same family since it was built in 1982. Enjoy four seasons of fun with hot air heating system & cozy pellet stove. Classic layout with 2bd & 1/4 bath on second floor. Detached 2 car heated garage w/ loft storage area. Drilled well & private septic; everything has been meticulously maintained. Heated/easy to show and

  Angie Mead Gallo Realty ADK, Inc

  282 Rock Ave, Chestertown, NY 12817
• 

  

  /77

  Est $312,014 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,452 Sq Ft

  425 Atateka Dr, Chestertown, NY 12817

  425 Atateka Dr, Chestertown, NY 12817
• 

  

  /55

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,651 Sq Ft

  11 Mill St, Chestertown, NY 12817

  This is the ideal getaway to relax and take in the sights and smells of the Adirondacks.This Circa 1900 Farmhouse and Barn sit on over one acre and has direct waterfront on Faxon Pond. Unbelievable sunsets! Launch your canoe or kayak for a morning/ evening of taking in the sights, or cast a line for some laid back fishing. Large back yard. Fantastic Views. 15 minutes to Gore Mountain. Minutes to

  Valerie Erceg Davies-Davies & Assoc Real Est

  11 Mill St, Chestertown, NY 12817
• 

  

  /28

  $72,500 Sold Apr 11, 2025

  • 860 Sq Ft
  • $84/SF
  • 153 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1963

  432 White Schoolhouse Rd, Chestertown, NY 12817

  Year round home on just over an acre of property just 2.2 miles to the Loon Lake public beach and boat launch. 2-bedrooms on the main floor with additional sleeping possibilities downstairs. Drilled well, newer septic system, good electrical and very functional forced hot air heat system. House is a fixer-upper but lots of potential. Stream at the back of the parcel as well as several

  Walter Swartz Gallo Realty ADK Inc

  432 White Schoolhouse Rd, Chestertown, NY 12817
• 

  

  /13

  Est $195,196 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,168 Sq Ft

  617 Rock Avenue Extension, Chestertown, NY 12817

  617 Rock Avenue Extension, Chestertown, NY 12817
• 

  

  /20

  $235,000

  • 2 Beds
  • 2.5 Baths
  • 1,927 Sq Ft

  6367 U S 9, Chestertown, NY 12817

  This is a Multi-family 3-unit rental in the heart of Chestertown! Walking distance to everything in town- shops, restaurants, etc. Main level is a commercial space (currently the Chiropractor office) 2nd level- 1 bed/1bath apartment. Basement level- studio apartment 1bed/1bath. New septic installed 5 years ago- building painted in 2021! All units currently rented- must have 24-48 hr notice for

  Julia Pucciarelli Gallo Realty ADK Inc

  6367 U S 9, Chestertown, NY 12817
• 

  

  /50

  $700,000 Sold Apr 04, 2025

  • 1,392 Sq Ft
  • $503/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  144 Marina Rd, Chestertown, NY 12817

  Welcome home to your Adirondack retreat tucked away on a dead-end road, offering both peacefulness and convenience. A paved driveway leads to a 2C garage. The finished lower level offers a family room w/ cozy woodstove, a mudroom w/ a great place to unwind, laundry, a full bath & extra sleep space. Make your way up to the main level of the home & prepare to be amazed by the craftsmanship of the

  Angie Mead Gallo Realty ADK Inc

  144 Marina Rd, Chestertown, NY 12817
• 

  

  /38

  Est $363,116 Not Listed For Sale

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

  124 Forest Lake Rd, Chestertown, NY 12817

  124 Forest Lake Rd, Chestertown, NY 12817
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  /8

  $199,000

  • 1 Bed
  • 1.5 Baths
  • 3,222 Sq Ft

  6378 U S 9, Chestertown, NY 12817

  This is a Multi-family 2-unit rental in the heart of Chestertown! Walking distance to everything in town- shops, restaurants, etc. Main level is a commercial space w/ half bath (currently not rented) 2nd level- 1 bed/1bath apartment. New metal roof- must have 24-48 hr notice for ALL showings!

  Julia Pucciarelli Gallo Realty ADK Inc

  6378 U S 9, Chestertown, NY 12817
• 

  

  /21

  $170,000 Sold Apr 01, 2025

  • Land
  • 114 Acres
  • $1,490 per Acre

  • 22 Days On Market

  5280 U S Highway 9, Chestertown, NY 12817

  The perfect place to build your ADK Getaway. I beautiful tract of land with right on a main highway with electric at the road. Driveway cut in and 2 possible home sights cleared!! Easy access to Warrensburg, Bolton Landing & Lake George. Less than 20 Minutes to Gore Mountain and so much hiking and kayaking minutes away.

  Joseph Cardinale Howard Hanna

  5280 U S Highway 9, Chestertown, NY 12817
• 

  

  /24

  Est $89,681 Not Listed For Sale

  • 3 Beds
  • 360 Sq Ft

  199 Forest Lake Rd, Chestertown, NY 12817

  199 Forest Lake Rd, Chestertown, NY 12817
• 

  

  /16

  $199,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  6376 U S 9, Chestertown, NY 12817

  This is a Multi-family 2-unit rental in the heart of Chestertown! Walking distance to everything in town- shops, restaurants, etc. Main level is a 2bed/1bath apartment with a large front porch to enjoy the outdoors. 2nd level- 1 bed/1bath apartment. New metal roof! Parking located in the back of the building. Must have 24-48 hr notice for ALL showings!

  Julia Pucciarelli Gallo Realty ADK Inc

  6376 U S 9, Chestertown, NY 12817
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  /28

  $180,000 Sold Mar 31, 2025

  • 928 Sq Ft
  • $194/SF
  • 73 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1940

  11 Overlook Ln N, Chestertown, NY 12817

  This Green Mansions condo is being sold fully furnished! Move in ready, 2 bedroom 1.5 baths. Relax on the beach at Tripp Lake. Heat, trash, snow & lawn maintenance included in monthly hoa, just pay your electric. Just in time for winter fun at Gore Mountain and close to Lake George, Chestertown and Warrensburg. North Warren schools. Monthly hoa fee will be reduced to 412.15 in July 2025

  Tammy Sutphin Hunt ERA

  11 Overlook Ln N, Chestertown, NY 12817
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  /40

  Est $398,228 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  105 Balsam Crest Rd, Chestertown, NY 12817

  105 Balsam Crest Rd, Chestertown, NY 12817
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  /14

  $70,000

  • Land
  • 3.25 Acres
  • $21,538 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
• 

  

  /19

  $145,000 Sold Mar 19, 2025

  • 1,157 Sq Ft
  • $125/SF

  • 2 Beds
  • 1 Bath
  • Built 1965

  6393 State Route 9, Chestertown, NY 12817

  Sold Before in MLS

  Amjad Mughal MJJ Realty

  6393 State Route 9, Chestertown, NY 12817
• 

  

  /28

  Est $407,692 Not Listed For Sale

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

  50 Stage Coach Rd, Chestertown, NY 12817

  50 Stage Coach Rd, Chestertown, NY 12817
• 

  

  /36

  $350,000

  • 5 Beds
  • 2.5 Baths
  • 1,166 Sq Ft

  1007 Friends Lake Rd, Chestertown, NY 12817

  Raised Ranch with d log siding situated on .86 of an acre. Beach access on beautiful Friends Lake at ''Murphy Beach''. The home consists of 5 bedrooms with 2 1/2 bathrooms. Plenty of room for the entire family. The living room boasts a stone fireplace for those chilly nights. Close to Chestertown and the area lakes. A short drive to North Creek for Skiing, rafting and more. Book your showing

  Saraha Millington Gallo Realty ADK Inc

  1007 Friends Lake Rd, Chestertown, NY 12817
• 

  

  /5

  $75,000 Sold Mar 11, 2025

  • Land
  • 1.80 Acres
  • $41,667 per Acre

  • 12 Days On Market

  L14 Panther Mountain Rd, Chestertown, NY 12817

  1.8 acre parcel in Chestertown's Hamlet district. Cleared with a nice gentlly sloping field. Great development potential. Town water. 170' road frontage.

  Angie Mead Gallo Realty ADK Inc

  L14 Panther Mountain Rd, Chestertown, NY 12817
• 

  

  /23

  Est $290,401 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,320 Sq Ft

  25 Laflure Heights, Chestertown, NY 12817

  25 Laflure Heights, Chestertown, NY 12817
• 

  

  /41

  $235,000

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft

  25 Schroon River Forest, Chestertown, NY 12817

  Classic 3 season camp on the Schroon River that's been in the same family since 1976. Mobile home with addition offers a surprising amount of space both inside and out! Enjoy the peaceful sound of moving water with views of the Starbuckvill from your lawn and 10'x12' front deck. 3bd/1bath with 3 areas for entertainment plus a 20'x30' carport. Voted one of NY's best fishing spots where Chester

  Angie Mead Gallo Realty ADK Inc

  25 Schroon River Forest, Chestertown, NY 12817
• 

  

  /40

  $375,000 Sold Mar 05, 2025

  • 1,736 Sq Ft
  • $216/SF
  • 177 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  44 Clarkson Rd, Chestertown, NY 12817

  BEACH RIGHTS ON LOON LAKE. Own your own slice of the Adirondacks with this lovely ranch home located on a corner lot. Step into this well-maintained 3 BR/2 BA featuring an additional office space & bonus room. 2-car garage with workshop and an outbuilding/shed on the property for additional storage. This home is equipped with zoned heating, screened-in porch, additional kitchenette and a home

  Angelisha Gomez Selling ADK

  44 Clarkson Rd, Chestertown, NY 12817
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  /32

  Est $271,465 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,254 Sq Ft

  13 Laflure Heights, Chestertown, NY 12817

  13 Laflure Heights, Chestertown, NY 12817
• 

  

  /6

  $55,000

  • Land
  • 1.57 Acres
  • $35,032 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 Mtn Ski area. Thearea offers numerous lakes and endless hiking trails. Located between the charming villages ofWarrensburg and

  Norman Benjamin KW Platform

  8 Adirondack Heights Rd, Chestertown, NY 12817
• 

  

  /33

  $255,000 Sold Mar 03, 2025

  • 876 Sq Ft
  • $291/SF

  • 3 Beds
  • 1 Bath
  • Built 1961

  78 Panther Mountain Rd, Chestertown, NY 12817

  Welcome to Grandma's house! Hilltop 1961 ranch with sprawling front lawn that's been in the same family since it was built. 2/3bd & 1 bath w/ full basement. Two parcels total with detached garage & carport. Horseshoe driveway. Hardwood floors, generac generator and great location within walking distance to town!

  Angie Mead Gallo Realty ADK, Inc

  78 Panther Mountain Rd, Chestertown, NY 12817
• 

  

  /17

  Est $324,937 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  120 William Hill Rd, Chestertown, NY 12817

  120 William Hill Rd, Chestertown, NY 12817
• 

  

  /9

  $199,000

  • Land
  • 4.00 Acres
  • $49,750 per Acre

  L10 New York 8, Chestertown, NY

  4-acre undeveloped commercial land parcel in the hamlet of Chestertown. Between Dollar General, North Warren Central School, and North Warren Emergency Squad. Mix of cleared areas and wooded areas with a rolling slope. With approvals this property would be ideal for a business, apartments, offices, storage facility, and so much more. With frontage on Route 8 as well as Cougar Lane the access to

  Walter Swartz Gallo Realty ADK Inc

  L10 New York 8, Chestertown, NY
• 

  

  /33

  $255,000 Sold Mar 03, 2025

  • 876 Sq Ft
  • $291/SF
  • 68 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  78 Panther Mtn Rd, Chester, NY 12817

  Welcome to Grandma's house! Hilltop 1961 ranch with sprawling front lawn that's been in the same family since it was built (and for good reason)! 2/3bd & 1 bath w/ full basement. Two parcels total with detached garage & carport. Horseshoe driveway. Hardwood floors, generac generator, great natural sunlight & convenient location within walking distance to town!

  Angie Mead Gallo Realty ADK Inc

  78 Panther Mtn Rd, Chester, NY 12817
• 

  

  /27

  Est $380,880 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  109 William Hill Rd, Chestertown, NY 12817

  109 William Hill Rd, Chestertown, NY 12817
• 

  /2

  $26,900

  • Land
  • 2.40 Acres
  • $11,208 per Acre

  L26 Potter Brook Rd, Chestertown, NY 12817

  Opportunity is knocking! This land is waiting for your dreams to be realized. Conveniently located between Gore Mountain, and the town of Warrensburg with accessibility to I-87. Right down the road from Circle B Ranch and friends Lake, this is prime location. This land could be the foundation of your Adirondack getaway!

  Bradley Laustrup Properly

  L26 Potter Brook Rd, Chestertown, NY 12817
• 

  /2

  $20,000 Sold Feb 28, 2025

  • Land
  • 2.05 Acres
  • $9,756 per Acre

  • 10 Days On Market

  L21 Woodridge Dr, Chestertown, NY 12817

  Enjoy your own private place in the Adirondacks. Secluded and quiet enough to connect to nature, but still a close drive to local towns, shopping, and food. Plenty of fishing, hiking and swimming in the area. Wooded building lot with stream on quiet dirt road.

  Brittany Ferris The Property Shop

  L21 Woodridge Dr, Chestertown, NY 12817
• 

  

  /19

  Est $758,188 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,289 Sq Ft

  131 Marina Rd, Chestertown, NY 12817

  131 Marina Rd, Chestertown, NY 12817
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  /26

  $275,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  16 B Evergreen Rd, Chestertown, NY 12817

  This wonderful townhome has been loved by the same owner for 38 years. This community of 28 homes is located on the shore of Tripp Lake - a non motorized lake. HOA fee included all exterior maintenance, water, landscaping & snow removal. Lovely kitchen has tile floor and backsplash. Open to a large living room with wood burning frpl. Primary bedroom has a porch area with great view of the

  Terry Weinman Coldwell Banker Prime Properties

  16 B Evergreen Rd, Chestertown, NY 12817
• 

  

  /26

  $75,000 Sold Feb 13, 2025

  • Land
  • 15 Acres
  • $4,912 per Acre

  • 299 Days On Market

  27 White Schoolhouse Rd, Chestertown, NY 12817

  The rear of this property extends up to almost the peak of Kipp Mountain. The big views from high above Loon Lake are best closer to the top/rear of this parcel. This is a mostly wooded 15.27 acres. Very diverse topography from the bottom to the top of this unique parcel. Tons of wildlife signs throughout the lower thicker wooded areas. Closer to the peak there are sheer rock cliffs for climbing

  Walter Swartz Gallo Realty ADK Inc

  27 White Schoolhouse Rd, Chestertown, NY 12817
• 

  

  /30

  Est $707,929 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  121 Marina Rd, Chestertown, NY 12817

  121 Marina Rd, Chestertown, NY 12817
• 

  

  /49

  $1,025,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,289 Sq Ft

  170 Tripp Lake Rd, Chestertown, NY 12817

  PRIVATE LAKEFRONT PARADISE! Tucked away at the end of a long driveway on 5.2 acres, this meticulously maintained home offers nearly 3,000sf of living space & 1,200 ft of shoreline on the tranquil, non-motorized, Tripp Lake. If you're looking for your very own Adirondack retreat, this is it! This home offers views of the lake from every room, expansive deck overlooking lake accessible from LR, DR,

  Ashley Nagy Davies-Davies & Assoc Real Est

  170 Tripp Lake Rd, Chestertown, NY 12817

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