2,476

Chestertown, NY Homes

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  • /20

    $70,000 Sold Feb 13, 2025

    • Land
    • 11 Acres
    • $6,481 per Acre
    • 73 Days On Market

    21 White Schoolhouse Rd, Chestertown, NY 12817

    Seller financing now available!!! Views from high above Loon Lake with 10.8 acres of mostly wooded acreage. Some rough trails for 4x4 or hiking help to traverse this undeveloped parcel. Babbling mountain stream running through a beautiful rolling area of this property. Breathtaking views from the rear of the property to the south and west. Though it would be challenging to build in the rear of

    Walter Swartz Gallo Realty ADK Inc

    21 White Schoolhouse Rd, Chestertown, NY 12817
    • /49

      Est $1,083,167 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft

      5271 State Route 8, Chestertown, NY 12817

      5271 State Route 8, Chestertown, NY 12817
  • /19

    $85,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,167 Sq Ft

    32 Riverside Dr, Chestertown, NY 12817

    Nice two unit, Walk to downtown, Nice side yard, Newer windows. Off street parking.Great rental area.Award winning North Warren Schools.

    John Belanger Royalview Realty Inc

    32 Riverside Dr, Chestertown, NY 12817
  • /57

    $385,000 Sold Feb 10, 2025

    • 2,750 Sq Ft
    • $140/SF
    • 174 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1880

    1068 Landon Hill Rd, Chestertown, NY 12817

    This charming single family home located at 1068 Landon Hill Rd. in Pottersville, NY was built in 1880 and has been completely renovated to include a new septic system, hot water boiler. and stamped concrete patio. The home features 4 bedrooms, 3 full bathrooms, and features a complete and charming upstairs apartment suitable as an in-law apt or an ABB, or just a private space for special

    Mark Karten Karten Real Estate Services LLC

    1068 Landon Hill Rd, Chestertown, NY 12817
    • /22

      Est $285,970 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 500 Sq Ft

      117 Jones Rd, Chestertown, NY 12817

      117 Jones Rd, Chestertown, NY 12817
  • /6

    $55,000 Pending

    • Land
    • 2.12 Acres
    • $25,943 per Acre

    7 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

    Norman Benjamin KW Platform

    7 Adirondack Heights Rd, Chestertown, NY 12817
  • /23

    $78,006 Sold Jan 31, 2025

    • 1,248 Sq Ft
    • $63/SF
    • 80 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    42 Maple Ln, Chestertown, NY 12817

    Great location for this house. In the country yet close to Village. Over 1 acre lot with a barn/shed.3 Bedroom with a garden tub in the largest.Do the math this is a solid deal in the North Warren School District.

    John Belanger Royalview Realty Inc

    42 Maple Ln, Chestertown, NY 12817
    • /33

      Est $283,361 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft

      118 White Schoolhouse Rd, Chestertown, NY 12817

      118 White Schoolhouse Rd, Chestertown, NY 12817
  • /28

    $364,900 Pending

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

    68 Woodridge Rd, Chestertown, NY 12817

    Beautiful Lincoln Log cabin in a private setting on a dead end road. Cathedral knotty pine ceilings with exposed beams over the open core living space. Wood stove in the living room for those chilly nights. Tastefully remodeled in 2021, 2022, 2023, and 2024. Solid wood doors throughout with custom trim details. Large garage space for your vehicle or toys. 20-minutes to Gore Mtn or Lake George.

    Walter Swartz Gallo Realty ADK Inc

    68 Woodridge Rd, Chestertown, NY 12817
  • /36

    $552,000 Sold Jan 10, 2025

    • 1,321 Sq Ft
    • $418/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    250 Tripp Lake Rd, Chestertown, NY 12817

    *Multiple offers, best & final due 12/8 by 2pm* Discover your dream lake retreat in this newly renovated home offering 154ft of lake frontage on the tranquil Tripp Lake.This beautiful 3 bed,2 bath home is perfectly designed for comfort & style with an open floor plan perfect for entertaining.Enjoy your mornings & evenings on the screened-in porch overlooking the peaceful non-motorized lake or on

    Ashley Nagy Davies-Davies & Assoc Real Est

    250 Tripp Lake Rd, Chestertown, NY 12817
    • /10

      Est $690,984 Not Listed For Sale

      • 10 Beds
      • 2.5 Baths
      • 4,646 Sq Ft

      16 Bonnie Belle Farm Rd, Chestertown, NY 12817

      16 Bonnie Belle Farm Rd, Chestertown, NY 12817
  • /67

    $374,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    4785 New York 8, Chestertown, NY 12817

    Escape to your own hideaway with this charming 3bed, 2bath retreat nestled on nearly 4 acres. Perfectly situated for year-round adventure, this home is less than 20 minutes from Gore Mountain & just 10 minutes from the Schroon Lake boat launch. Step inside to an inviting open-concept living space, ideal for entertaining, w/ wood accents & modern stainless steel appliances. A convenient

    Robert Saumell Jr. KW Platform

    4785 New York 8, Chestertown, NY 12817
  • /12

    $165,383 Sold Jan 06, 2025

    • 760 Sq Ft
    • $218/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1965

    88 Starbuck Hill Rd, Chestertown, NY 12817

    Home in the heart of Chestertown! Located on a very quiet road- this 2bed/1bath home sits on 9 acres of land. Wood stove in the living room. Some loft space area. Close proximity to all the local lakes (Loon, Brant, & Schroon) & hiking trails. Book an appointment today for a private showing- easy to show!

    Julia Pucciarelli Gallo Realty ADK Inc

    88 Starbuck Hill Rd, Chestertown, NY 12817
    • /57

      Est $604,840 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,884 Sq Ft

      378 Landon Hill Rd, Chestertown, NY 12817

      378 Landon Hill Rd, Chestertown, NY 12817
  • /34

    $240,000 Pending

    • 2 Beds
    • 1 Bath
    • 3,045 Sq Ft

    6332 State Route 9, Chestertown, NY 12817

    GREAT OPPORTUNITY to purchase this 2bed/1 bath apartment with commercial space! Apartment upstairs with large windows overlooking Main Street with great office space. Walking distance from all shops/restaurants. Downstairs has large/open bar area that seats ~16. The dining room & bar table tops seats ~50 customers. Additional seating on the rear porch (possible room for expansion or enclosed

    Julia Pucciarelli Gallo Realty ADK Inc

    6332 State Route 9, Chestertown, NY 12817
  • /38

    $335,000 Sold Dec 27, 2024

    • 1,988 Sq Ft
    • $169/SF
    • 107 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2005

    27 Balsam Crest Ln Unit C, Chestertown, NY 12817

    Opportunity to own a townhome in the private Green Mansions development on Tripp Lake, a private tranquil spot w/ water so clear you can watch the turtles swim by. Paddle boarding, pickleball, tennis, golf & hiking trails are all right there. Close to Lake George & Gore Mt. This year round home with incredible mountain views features 3 full levels of living space with a walkout basement that

    Maureen Iglewski Howard Hanna

    27 Balsam Crest Ln Unit C, Chestertown, NY 12817
    • /19

      Est $358,538 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,136 Sq Ft

      18 Grove Ave, Chestertown, NY 12817

      18 Grove Ave, Chestertown, NY 12817
  • /20

    $245,900 Pending

    • 1 Bed
    • 1.5 Baths
    • 1,500 Sq Ft

    6404 U S 9, Chestertown, NY 12817

    Currently being used as offices. Could be converted to a single family. Kitchen is upstairs - kitchenette downstairs. Charming building with lots of potential - use your imagination.. Possible owner financing. Listing agent is owner.

    Ted Wilson Hunt ERA

    6404 U S 9, Chestertown, NY 12817
  • /22

    $127,297 Sold Nov 22, 2024

    • 715 Sq Ft
    • $178/SF
    • 4 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1950

    10 High Pines Terrace Unit 10 D, Chestertown, NY 12817

    Welcome to 10 D High Pines Terrace in the Green Mansions Community! Here is your chance to own that ADK get away you have always wanted! Situated in a year round Condominium resort community with tennis courts, pickle ball courts & private beach on Tripp Lake with kayaks and canoes. 20 Minutes to Lake George, 20 minutes to Gore Mountain, This open layout 1 Bed 1.5 Bath is being offered fully

    James Nester Cork Nester's True North Prop

    10 High Pines Terrace Unit 10 D, Chestertown, NY 12817
    • /48

      Est $461,942 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 912 Sq Ft

      466 Atateka Dr, Chestertown, NY 12817

      466 Atateka Dr, Chestertown, NY 12817
  • /19

    $45,000 Pending

    • Land
    • 8 Acres
    • $5,837 per Acre

    L72.1 Woodridge Dr, Chestertown, NY 12817

    3-parcels being sold together and priced to sell quickly. Assessed for $81,900.00 and for sale for $45,000.00. Total of 7.71 acres with very diverse topography throughout. Woodridge Road is a town maintained year-round road. With three Tax ID#'s you could build 3-structures or combine the property as one large parcel. Lots of hemlock, cedar, and spruce with other areas of mixed hardwoods. Some

    Walter Swartz Gallo Realty ADK Inc

    L72.1 Woodridge Dr, Chestertown, NY 12817
  • /34

    $185,000 Sold Nov 05, 2024

    • 1,305 Sq Ft
    • $142/SF
    • 85 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

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

    Escape to the Adirondacks to this Popular Community Resort known as Green Mansions offering 4 seasons of enjoyment for both summer and winter sports. This charming Condominium Unit is featured with a beautiful stone fireplace & vinyl luxury wood flooring in the living room & dining room. Only unit with a bedroom and full bath on the first level and on the second level two bedrooms with full bath.

    Gary Glebus Glebus Realty Inc.

    112 Green Mansions Rd Unit 11L, Chestertown, NY 12817
    • /29

      Est $482,502 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,790 Sq Ft

      200 Stock Farm Rd, Chestertown, NY 12817

      200 Stock Farm Rd, Chestertown, NY 12817
  • /28

    $399,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,300 Sq Ft

    21 Atateka Trail, Chestertown, NY 12817

    BACK ON THE MARKET!!BREATHTAKING WATERFRONT VIEWS! This charming 1300 square foot four-bedroom, 2 full bathroom original cabin has direct shared waterfront on Friends Lake with amazing lake views. First floor is open concept with a wood burning stove, eating area, kitchen, living room with picture windows, two bedrooms and full bathroom. Two bedrooms and another full bathroom complete the

    Rachel Manhim Lake Homes Realty, LLC

    21 Atateka Trail, Chestertown, NY 12817
  • /47

    $444,000 Sold Nov 01, 2024

    • 2,339 Sq Ft
    • $190/SF
    • 3 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1974

    177 Forest Lake Rd, Chestertown, NY 12817

    Welcome to your dream retreat in scenic Chestertown! This custom home offers 5 spacious bedrooms and 3 full bathrooms, nestled on 8.6 acres overlooking a serene private pond. The unique floor plan provides ample space for family & guests. The main level features 2 bedrooms, a full bath, laundry, & cozy den. Upstairs, enjoy a beautiful kitchen w island & eat-in area, a formal dining room, a large

    Jen Ball Hunt ERA

    177 Forest Lake Rd, Chestertown, NY 12817
    • /12

      Est $256,601 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      814 Friends Lake Rd, Chestertown, NY 12817

      814 Friends Lake Rd, Chestertown, NY 12817
  • /34

    $890,000 Sold Oct 30, 2024

    • 1,632 Sq Ft
    • $545/SF
    • 38 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1968

    87 E Shore Dr, Chestertown, NY 12817

    LOON LAKEFRONT 5 BEDROOM / 3 FULL BATHROOMS 75 feet of prime Loon Lake frontage which provides panoramic views of Loon Lake, mountains and amazing sunsets. 2 docks to park all your water toys. Relax on the lakeside deck, large deck or screened in porch. This well constructed year round home contains a large open LR/DR area with beautiful stone fireplace. Generator, plenty of storage. Several

    87 E Shore Dr, Chestertown, NY 12817
    • /23

      Est $546,747 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft

      100 Indian Springs Rd, Chestertown, NY 12817

      100 Indian Springs Rd, Chestertown, NY 12817
  • /16

    $210,000 Sold Oct 11, 2024

    • 1,881 Sq Ft
    • $112/SF
    • 79 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    1 Church St, Chestertown, NY 12817

    Old world design meets new world interior in this 4 bedroom, 2 full bath, wood fireplace, new appliances throughout. This home has been completely remodeled throughout the entire home and lovingly restored to provide the comfort yet ambiance of welcoming warmth. Easy access to area lakes, hiking trails and Gore Mt.. This home has a lovely yard with perennials adorning the lawn. Town water and

    1 Church St, Chestertown, NY 12817
    • /34

      Est $344,564 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,650 Sq Ft

      700 Friends Lake Rd, Chestertown, NY 12817

      700 Friends Lake Rd, Chestertown, NY 12817
  • /20

    $145,000 Sold Sep 19, 2024

    • 1,108 Sq Ft
    • $131/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1951

    1058 Landon Hill Rd, Chestertown, NY 12817

    This adorable 2 bedroom cottage just needs a little TLC to make it a great getaway or year-round home. It has a newer boiler system, hot water on demand and updated electric. Minutes to Schroon Lake Boat Launch, Loon Lake beach, Minerva Lake and the Northway. Less than 1/2 hour to Gore. Great location and great price.

    Mary Sullivan Hunt ERA

    1058 Landon Hill Rd, Chestertown, NY 12817
    • /51

      Est $2,289,514 Not Listed For Sale

      • 10 Beds
      • 3 Baths
      • 3,835 Sq Ft

      719 Atateka Dr, Chestertown, NY 12817

      719 Atateka Dr, Chestertown, NY 12817
  • /37

    $480,000 Sold Sep 18, 2024

    • 1,800 Sq Ft
    • $267/SF
    • 59 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1998

    63 Starbuck Hill Rd, Chestertown, NY 12817

    Totally remodeled open floor plan ranch home with solar power (electric bill < $19 a month!) large open porch overlooking meadows and woodlands, just a few minutes outside of Chestertown. Primary bedroom with private deck, jacuzzi tub, 3 zone heat, custom cabinetry, and more making this the perfect year-round home in the Adirondacks!

    Cindy Mead Gallo Realty ADK Inc

    63 Starbuck Hill Rd, Chestertown, NY 12817
    • /29

      Est $710,312 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft

      146 Hill Park Rd, Chestertown, NY 12817

      146 Hill Park Rd, Chestertown, NY 12817
  • /52

    $282,500 Sold Sep 12, 2024

    • 1,988 Sq Ft
    • $142/SF
    • 87 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1997

    10 Vern Tennyson Rd, Chestertown, NY 12817

    Discover serenity in this 4 bd, 3ba haven adorned with elegant features. Formal diningroom, main floor laundry, Primary bedroom with a WIC and en suite bathroom, SS appliances in the kitchen and new flooring add sophistication. Bask in natural light under the vaulted ceiling sunroom, leading to a charming back deck overlooking a firepit area and tranquil woods. With 2 sheds and ample acreage

    Jenna Tuttolomondo Signature One Realty Grp, LLC

    10 Vern Tennyson Rd, Chestertown, NY 12817
    • /37

      Est $356,087 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,876 Sq Ft

      717 Friends Lake Rd, Chestertown, NY 12817

      717 Friends Lake Rd, Chestertown, NY 12817
  • /37

    $219,000 Sold Sep 05, 2024

    • 1,080 Sq Ft
    • $203/SF
    • 0 Days On Market
    • 6 Beds
    • 2.5 Baths
    • Built 1875

    94-96 Dixon Rd, Chestertown, NY 12817

    Two rental homes and oversized garage on just under half an acre. Both houses very well maintained. Rental information can be furnished upon request. One unit is a 3-bedroom and 1-1/2 bath unit and the other is a 3-bedroom and one full bath unit. Both buildings have washer and dryer hook-ups.

    Walter Swartz Gallo Realty ADK Inc

    94-96 Dixon Rd, Chestertown, NY 12817
    • /34

      Est $246,004 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,080 Sq Ft

      123 Pine St, Chestertown, NY 12817

      123 Pine St, Chestertown, NY 12817
  • /38

    $210,000 Sold Sep 03, 2024

    • 2,596 Sq Ft
    • $81/SF
    • 133 Days On Market
    • 7 Beds
    • 5 Baths
    • Built 1915

    74 Riverside Dr, Chestertown, NY 12817

    This is a 7bed/5bath house in the heart of Chestertown! Plenty of room for all your family & friends. Large open rooms with plenty of storage space. Mud room entrance to store ski/snowmobile/summer gear. High ceilings throughout the house. Original hardwood floors in the dining room area. Located a few minutes from the Northway- walking distance from great restaurants & shops. Less than a few

    Julia Pucciarelli Gallo Realty ADK Inc

    74 Riverside Dr, Chestertown, NY 12817
    • /33

      Est $231,126 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,264 Sq Ft

      6344 State Route 9, Chestertown, NY 12817

      6344 State Route 9, Chestertown, NY 12817

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