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Chestertown, NY Homes for Sale with Parking

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  • /51

    $325,000

    • 4 Beds
    • 4 Baths
    • 840 Sq Ft

    5 Overlook Ln N Unit B & D, Chestertown, NY 12817

    Rare, year-round double Condominium at 5 Overlook Lane, B/D in Warrensburg, NY—nestled in a peaceful, park-like setting with deeded lake rights to beautiful Tripp Lake. This spacious, renovated unit sleeps up to 16 and features two living areas with fireplaces, a custom kitchen, updated baths, and a large deck with seasonal lake views. Offering 4 en-suite bedrooms, sleeping loft, a wet bar,

    Agent Photo

    Joseph Cardinale

    Howard Hanna Capital, Inc. (Clifton Park)

    (518) 656-8047

    5 Overlook Ln N Unit B & D, Chestertown, NY 12817
  • /38

    $599,000

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

    123 Stock Farm Rd, Chestertown, NY 12817

    Tucked away on a private 3.99 acre lot, this peaceful, well-maintained retreat places you just 20 minutes from Lake George, Gore Mountain, and some of the Adirondacks' most beloved lakes, plus direct access to snowmobile trails right on your street. Spend quiet mornings on the large front porch, coffee in hand. Inside, the spacious eat-in kitchen flows into a sunroom and living area that opens to

    Ashley Nagy Davies-Davies & Assoc Real Est

    123 Stock Farm Rd, Chestertown, NY 12817
  • /167

    $399,000

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

    6324 State Route 9, Chestertown, NY 12817

    Outstanding opportunity to own this spacious home on main street in the heart of Chestertown! This property is an absolute cash cow making an impressive amount year after year as a short term rental. (Inquire for rental projection.) With 6 bedrooms & 3 full baths this home sleeps up to 20 people! Loon Lake is a quick 2 minute drive, Lake George & Gore Mountain is a 20 minute drive. Features

    James Nester Cork Nester's True North Prop

    6324 State Route 9, Chestertown, NY 12817
  • /26

    $489,000

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft

    18 Woodcliff Acres, Chestertown, NY 12817

    Life is better at the Lake --- Friends Lake --- in Chestertown, NY. This year-round home has a new well and digital thermostats for remote control heat before arrival. A List of updates is available in documents. Features include an enclosed porch, three bedrooms, den/office, stone fireplace. a wrap-around deck, and outdoor firepit. As a member of the Woodcliff Acres Property Owners

    Carol Asiello KW Platform

    18 Woodcliff Acres, Chestertown, NY 12817
  • /48

    $674,900

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    209 Chester Shores Ridge, Chestertown, NY 12817

    Step within this Adirondack 4-Season home in the highly desired Chester Shores Community on Loon Lake, with available dock slip at the West Beach as of now. Enjoy the ambiance with a recently updated kitchen and great room with knotty pine cathedral ceilings. Spiral staircase leads to loft with private bath or down to the finished basement with garage access. Easily entertain with screened in

    Nicholas Khachadourian KW Platform

    209 Chester Shores Ridge, Chestertown, NY 12817
  • /53

    $799,900

    • 5 Beds
    • 2 Baths
    • 1,768 Sq Ft

    5387-5391 New York 8, Chestertown, NY 12817

    Experience rustic charm and modern comfort in this beautifully renovated farmhouse with 173 feet of direct lakefront and a private beach. Ideal as a year-round home, seasonal retreat, or income-generating rental, it features 5 spacious bedrooms and 2 full baths. The large backyard includes a versatile two-season outbuilding—great for parties or intimate weddings. Enjoy paddle boards, kayaks, a

    Philomena Prinzo Howard Hanna Capital Inc

    5387-5391 New York 8, Chestertown, NY 12817
  • /27

    $350,000

    • 2 Beds
    • 1.5 Baths
    • 1,988 Sq Ft

    28 Balsam Crest Ln Unit C, Chestertown, NY 12817

    No maintenance, carefree living! Beautiful 3 story townhouse in the Green Mansions community with deeded rights to Tripp Lake. Swim, kayak, golf, tennis, ski and abundant trails for hiking. Quiet & peaceful haven close to Lake George, Lake Placid & Gore Mountain. One owner home meticulously maintained & loved through the years. Modern kitchen with granite countertops. Fireplace is currently

    Maureen Iglewski Howard Hanna Capital Inc

    28 Balsam Crest Ln Unit C, Chestertown, NY 12817
  • /79

    $5,300,000

    • 8 Beds
    • 11 Baths
    • 8,019 Sq Ft

    46 Fiddlehead Bay Rd, Chestertown, NY 12817

    This magnificent Adirondack lakefront compound on private Friends Lake is your opportunity to own over 12,000 sq ft of resort-style luxury designed for unforgettable family memories. The main home offers 5 bed, 8 bath, while the in-law wing adds 4 bed, and 3 bath—plenty of room for everyone. Gather in the grand great room with soaring ceilings and a large stone fireplace, or retreat to one of

    Ashley Nagy Davies-Davies & Assoc Real Est

    46 Fiddlehead Bay Rd, Chestertown, NY 12817
  • /12

    $95,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    4888 New York 8, Chestertown, NY 12817

    Nice over sized garage extra vacant next door included Sale is ''AS IS'' CASH ONLY

    Tina DeMarsh DeMarsh Real Estate

    4888 New York 8, Chestertown, NY 12817
  • /26

    $229,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    23 Theriot Ave, Chestertown, NY 12817

    Charming year-round family home in the hamlet of Chestertown. 2-bedrooms with 2-additional sleeping spaces. This bungalow boasts a large front porch with craftsman aesthetics. Main house has a newer exposed fastener metal roof and bay window has a copper roof. Rear screen porch, full-basement, oversized garage, and bonus shed behind garage. Many built-ins, formal hardwood staircase, and lots of

    Walter Swartz Gallo Realty ADK Inc

    23 Theriot Ave, Chestertown, NY 12817
  • /20

    $239,000

    • 2 Beds
    • 1.5 Baths
    • 1,020 Sq Ft

    11 Overlook Ln S Unit A, Chestertown, NY 12817

    Welcome to this fully furnished, Adirondack-style end unit condo w/ 2-bedroom, 1.5-baths which offers a seamless blend of Adk/retro charm & modern updates. Newly updated throughout, it features a stylish kitchen w/ new appliances, a cozy wood-burning fireplace, & an open-concept living area. Step outside to an expansive wraparound deck bordered by vibrant perennial gardens, perfect for relaxing

    Barbara Kearney Hunt ERA

    11 Overlook Ln S Unit A, Chestertown, NY 12817
  • /38

    $339,000

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    68 Elks Glade Rd, Chestertown, NY 12817

    Charming Friends Lake Retreat with Lake Rights & Docking! Tucked away on a quiet street, this 3-bedroom, 1-bath home offers 1,152 sq ft of cozy living space on .57 acres with deeded lake rights and docking access to beautiful Friends Lake. Enjoy evenings by the fireplace or unwind on the screened-in back porch surrounded by nature. Located just minutes from Main Street Chestertown and a short

    Julia Pucciarelli Gallo Realty ADK Inc

    68 Elks Glade Rd, Chestertown, NY 12817
  • /17

    $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
  • /55

    $349,900

    • 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
  • /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
  • /51

    $225,000

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft

    25 Schroon River Forest, Chestertown, NY 12817

    Classic 3 season camp on the scenic Schroon River. This camp has been the seasonal get-a-way from the same family since1976. The camp lies within minutes to several lakes in the area. It's a mobile home w/ a full length addition, full foundation & attic. The camp offers a generous amount of space w/ a family room & a nice sized screened in porch, 3bd/1bath, eat-in kitchen & front room. It also

    Angie Mead Gallo Realty ADK Inc

    25 Schroon River Forest, Chestertown, NY 12817

Home Trends in Chestertown, NY

Housing Trends

Median Sale Price
$407,500
Median Single Family Sale Price
$407,500
Median Townhouse Sale Price
$258,000
Median 2 Bedroom Sale Price
$184,500
Average Price Per Sq Ft
$350
Number of Homes for Sale
4
Last 12 months Home Sales
23
Months of Supply
2.10
Median List Price
$415,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
62%
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