17

Chestertown, NY Homes for Sale with Garage

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  • /44

    $235,000

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

    4 A High Pines Terrace, Chestertown, NY 12817

    Discover Adirondack living at its finest at 4A High Pines Terrace in Warrensburg, NY. Nestled on a quiet cul-de-sac, this beautifully renovated, move-in-ready home offers the perfect balance of privacy and convenience in the heart of the Adirondacks. This spacious residence features 2 bedrooms and 2 full bathrooms, along with an expansive living room and dining area designed for comfort and

    Agent Photo

    Joseph Cardinale

    HOWARD HANNA CAPITAL INC

    4 A High Pines Terrace, Chestertown, NY 12817
  • /112

    $599,000

    Open Sun 1PM - 3PM $151K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 3,372 Sq Ft

    10 Landon Hill Rd, Chestertown, NY 12817

    *****OPEN HOUSE SUNDAY August 2nd 1pm -3pm*****Now offered at $599,000. With its rare combination of space, privacy, and flexibility, this Adirondack retreat is now more attainable than ever. Tucked away on 2.67 private Adirondack acres just 7 minutes to Friends Lake and Loon Lake, 15 minutes to Lake George/Bolton Landing, and 20 minutes to Gore Mountain, this fully renovated 3,372 sq ft

    John LaRocca Davies-Davies & Assoc Real Est

    10 Landon Hill Rd, Chestertown, NY 12817
  • /13

    $212,000

    $13K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 704 Sq Ft

    12 Theriot Ave, Chestertown, NY 12817

    Cute as a button, recently renovated, single level living and conveniently located in Chestertown! Originally a two-bedroom home, it's currently configured as a spacious one-bedroom, with the option to easily restore it back to a two-bedroom to fit your needs. Living room and bedroom are virtually staged with furniture. The home features a new kitchen, open concept and scenic views of Panther

    Jill Brady Hunt Real Estate ERA

    12 Theriot Ave, Chestertown, NY 12817
  • /30

    $799,000

    $74K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 651 Sq Ft

    773 Atateka Dr, Chestertown, NY 12817

    Rustic seasonal lakefront camp with 439 feet of frontage including your own cove on private Friends Lake on the East Shore. Lauch capability on your own frontage. Nestled among the pines on a rare 3.42 secluded acres with a dock, small boat house (for storage only), one car garage and lakeside patio. Owned by only one family for three generations. Step back to a simpler time at this charming

    Jill Brady Hunt Real Estate ERA

    773 Atateka Dr, Chestertown, NY 12817
  • /50

    $342,000

    $18K PRICE DROP
    • 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
  • /47

    $699,900

    • 4 Beds
    • 3 Baths
    • 3,977 Sq Ft

    342-346 Starbuck Hill Rd, Chestertown, NY 12817

    Tucked away on over 5 private, wooded acres yet minutes from I-87 and town, this meticulously maintained Adirondack retreat offers the perfect blend of serenity, convenience, and versatility. Whether you are seeking a primary home, a vacation escape, or a rental property with proven rental history, here is a rare opportunity to have it all. The main house is a 3 BR, 2 BA home with sweeping views

    Holly Dansbury Davies-Davies & Assoc Real Est

    342-346 Starbuck Hill Rd, Chestertown, NY 12817
  • /62

    $819,000

    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    26 Emily Ln, Chestertown, NY 12817

    Where Adirondack privacy meets the Loon Lake lifestyle, this custom-built year-round home offers deeded docking and sandy beach access, all while being privately set on 5+ acres. Thoughtfully designed for comfort, character, and four-season living, this 3-bedroom, 2.5-bath home features an impressive great room with cathedral ceilings, a stone wood-burning fireplace, and a dramatic window wall

    Walter Swartz Gallo Realty ADK Inc

    26 Emily Ln, Chestertown, NY 12817
  • /25

    $329,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    527 Potter Brook Rd, Chestertown, NY 12817

    This quaint ADK get away is looking for some TLC to make this your own special place. Set on 2.5+ private acres off a quiet country road at the southern gateway to the Adirondack Park. This home offers easy access to year-round outdoor activities. Gore Mountain Ski Resort and Lake George are both just 30 minutes away, while shopping, fine dining, and health care are only minutes away in historic

    Jennifer Sherry Sherwood Group, LLC

    527 Potter Brook Rd, Chestertown, NY 12817
  • /51

    $740,000

    New Construction $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    41 Moffitt Rd, Chestertown, NY 12817

    Chestertown, Truly a Spectacular Constructed Nearly new and quality 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

    Carol Monroe Najer Realty

    41 Moffitt Rd, Chestertown, NY 12817
  • /28

    $395,000

    • 5 Beds
    • 1.5 Baths
    • 1,286 Sq Ft

    20 Vetter Ave, Chestertown, NY 12817

    Spacious 5-bedroom, 1.5-bath home situated on approximately 0.74 acres on a quiet street in the heart of Chestertown. The main level features a welcoming living room with a gas fireplace, creating a warm and inviting gathering space. Generously sized bedrooms provide ample living space, with several offering built-in shelving for added character and storage. An attached heated one-car garage

    Julia Pucciarelli Gallo Realty ADK Inc

    20 Vetter Ave, Chestertown, NY 12817
  • /52

    $989,000

    $111K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,482 Sq Ft

    190 Kingsley Lane Extension, Chestertown, NY 12817

    **Offered completely turnkey--including furnishings--Top of the Rock is ready for you to simply arrive, unpack, and start enjoying the Adirondack lifestyle from day one.** Nestled among towering pines in a peaceful setting, this exceptional home offers the perfect balance of privacy, comfort, and coveted deeded access to beautiful Loon Lake. Wake up to birdsong and coffee on the patio before

    Brooke Clark Four Seasons Sotheby's International Realty

    190 Kingsley Lane Extension, Chestertown, NY 12817
  • /37

    $765,000

    • 3 Beds
    • 1 Bath
    • 1,220 Sq Ft

    7278 U S 9, Chestertown, NY 12817

    Rich in Adirondack history and surrounded by nature, Calamity Cove is a one-of-a-kind year-round retreat offering over 3 acres across two separately deeded parcels with direct boating access to beautiful Loon Lake. Originally home to a campground and later a popular local gathering place, the property has evolved into the peaceful waterfront escape it is today while preserving pieces of its

    Angie Mead Gallo Realty ADK, Inc

    7278 U S 9, Chestertown, NY 12817
  • /39

    $924,900

    $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,416 Sq Ft

    185 Chester Shores Dr, Chestertown, NY 12817

    Nestled along 100' of direct frontage on beautiful Loon Lake, this well-maintained year-round home offers breathtaking 180-degree lake and mountain views with the perfect setup for summer fun. Enjoy a sandy-bottom shoreline, two levels of usable waterfront with natural stone retaining walls, pressure-treated stairs, and a 40' x 6' permanent dock ideal for boating, swimming, fishing, kayaking, and

    Angie Mead Gallo Realty ADK, Inc

    185 Chester Shores Dr, Chestertown, NY 12817
  • /29

    $219,000

    $21K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    6380 U S 9, Chestertown, NY 12817

    Step back in time and experience the charm of this beautifully maintained 1833 colonial, nestled in the heart of the Adirondacks. Rich in character and timeless appeal, this home features spacious rooms, gleaming hardwood floors, and thoughtfully designed laid out perfect for every day living and entertaining. The inviting kitchen offers a convenient pantry for additional storage, while the fall

    Corina Nolin-Strassburg Howard Hanna Capital Inc

    6380 U S 9, Chestertown, NY 12817
  • /37

    $765,000

    • 3 Beds
    • 1 Bath
    • 1,220 Sq Ft

    7278 State Route 9, Chestertown, NY 12817

    Rich in Adirondack history and surrounded by nature, Calamity Cove is a one-of-a-kind year-round retreat offering over 3 acres across two separately deeded parcels with direct boating access to beautiful Loon Lake. Originally home to a campground and later a popular local gathering place, the property has evolved into the peaceful waterfront escape it is today while preserving pieces of its

    Angie Mead Gallo Realty ADK Inc

    7278 State Route 9, Chestertown, NY 12817
  • /52

    $874,900

    • 5 Beds
    • 3.5 Baths
    • 2,750 Sq Ft

    18 E Kelm Pond Rd, Chestertown, NY 12817

    Extraordinary Adirondack retreat situated on 10 private acres, ideally located between Forest Lake and Kelm Pond, offering the perfect blend of privacy, comfort, and versatility. Built in 2016, this unique property features a beautifully designed 3-bedroom, 2.5-bath main residence plus a separate 2-bedroom, 1-bath guest suite along with an oversized garage, making it ideal for extended family,

    Angela Cugini-Girard eXp Realty

    18 E Kelm Pond Rd, Chestertown, NY 12817
  • /102

    $4,497,000

    • 7 Beds
    • 11 Baths
    • 11,038 Sq Ft

    46 Fiddlehead Bay Rd, Chestertown, NY 12817

    Set along the pristine shores of private Friends Lake in the southeastern Adirondacks, this extraordinary year-round Camp is a rare legacy estate where timeless Adirondack architecture meets refined luxury.Thoughtfully designed and built by its current owners, the 10,000 plus square-foot residence showcases exceptional craftsmanship and authentic Adirondack character. Antique doors reclaimed

    Lisa Paschke Engel & Volkers Lake Placid Real Estate

    46 Fiddlehead Bay Rd, Chestertown, NY 12817

Home Price Trends

Median Sale Price
$310,000
Median Single Family Sale Price
$310,000
Median Townhouse Sale Price
$342,000
Median 2 Bedroom Sale Price
$225,000
Median 1 Bedroom Sale Price
$205,500
Average Price Per Sq Ft
$229
Number of Homes for Sale
12
Last 12 months Home Sales
11
Months of Supply
13.10
Median List Price
$239,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
22%
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