19

Chestertown, NY Homes for Sale with Acreage

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  • /31

    $1,899,000

    • 4 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    68 Birchwood Dr, Chestertown, NY 12817

    Experience the very best of Adirondack lakefront living in this private, completely renovated 4-bedroom, 2.5-bath Loon Lake retreat, complete with a RARE adjacent APA APPROVED buildable lakefront lot. Set along a sandy shoreline with a private dock, this beautifully maintained home offers spectacular lake views, classic Adirondack charm, and modern comfort.Expansive windows fill the home with

    Barbara Kearney Hunt Real Estate ERA

    68 Birchwood Dr, Chestertown, NY 12817
  • /41

    $1,925,000

    • Land
    • 72.12 Acres
    • $26,692 per Acre

    203 Tripp Lake Rd, Chestertown, NY 12817

    Positioned in the heart of the Adirondacks' thriving tourism corridor, Green Mansions Golf Course presents a rare opportunity to acquire a 72+ acre turn-key recreational and hospitality property with immediate income and exceptional future development potential. Ideally located just 20 minutes from Lake George, Bolton Landing and 30 minutes to Gore Mountain and Saratoga Springs, this property is

    Ashley Nagy Davies Davies & Associates Real Estate LLC

    203 Tripp Lake Rd, Chestertown, NY 12817
  • /43

    $499,900

    • 5 Beds
    • 2.5 Baths
    • 1,646 Sq Ft

    700 Atateka Dr, Chestertown, NY 12817

    This is a historic gem in the Friends Lake area. Not only does the home have deeded rights to Friends Lake, It is 20 minutes to Gore Mountain Ski area and 30 minutes to Lake George village. The home was owned by the school district very early in its existence and is said to have been a 1 room schoolhouse. The home was expanded to now have 5 bedrooms, an incredible front porch, a detached garage

    Michael Lynch Coldwell Banker Prime Properties

    700 Atateka Dr, Chestertown, NY 12817
  • /45

    $699,900

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

    342-346 Starbuck Hill Rd, Chestertown, NY 12817

    Live where adventure begins. Set on 5+ wooded acres of total privacy, this Adirondack escape puts you minutes from lakes, hiking, skiing, snowmobiling, and every outdoor activity the region is known for. The main 3BR/2BA home captures big mountain views and features an updated kitchen, a sun filled dining/sunroom, a dramatic two story living room with wood stove, and a brand new deck and screened

    Holly Dansbury Davies Davies & Associates Real Estate LLC

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

    $795,000

    $24K PRICE DROP
    • 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
  • /35

    $639,000

    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft

    84 Marina Rd, Chestertown, NY 12817

    Enjoy Adirondack living in this beautiful Loon Lake home. This residence offers 3 bedrooms, 2 bathrooms with numerous upgrades and custom finishes including hardwood floors throughout, new windows and doors, granite countertops and brand new forced hot air heating system with dehumidifier and plumbing to add central air.The first floor offers the primary bedroom and bathroom, living room,

    Sandra Engle-pratt Gore Mountain Real Estate Company

    84 Marina Rd, Chestertown, NY 12817
  • /57

    $740,000

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

    41 Moffitt Rd, Chestertown, NY 12817

    Chestertown Reduced Price, NEW Driveway, Loon Lake Area, 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

    Carol Monroe Najer Realty

    41 Moffitt Rd, Chestertown, NY 12817
  • /38

    $585,000

    • 4 Beds
    • 2 Baths
    • 1,948 Sq Ft

    548 White Schoolhouse Rd, Chestertown, NY 12817

    This charming 4 bedroom, 2 bath home is in a private setting, yet conveniently located to Loon Lake town, lakes, rivers and hiking/snowmobile trails. 2-car garage with storage and a separate car port., workshop, laundry area, HUGE living room/great room, cozy bedrooms, all-season porch with electric heat facing the sunsets at night. Full house generator, drilled well, septic, lovely landscaped

    Carol Monroe Najer Realty

    548 White Schoolhouse Rd, Chestertown, NY 12817
  • /23

    $420,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    14 Vanderwalker Rd, Chestertown, NY 12817

    Opportunity awaits in the Adirondacks! Nestled on 3.33 private, wooded acres, this 3-bedroom, 2-bath home offers the perfect blend of privacy, comfort, and convenience. Enjoy the warmth and efficiency of radiant floor heat throughout, along with a spacious great room featuring soaring cathedral ceilings--ideal for gathering with family and friends. The generous primary suite includes a private

    Barbara Kearney Hunt Real Estate ERA

    14 Vanderwalker Rd, Chestertown, NY 12817
  • /52

    $899,000

    $201K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,482 Sq Ft

    190 Kingsley Lane Extension, Chestertown, NY 12817

    Loon Lake summers. Gore Mountain winters. Adirondack living year-round. Set on approximately two private acres, this furnished five-bedroom, three-bath retreat offers the rare combination of lake access, privacy, space and four-season recreation--all in one exceptional Adirondack property.Enjoy deeded rights to the private Loon Lake Heights sandy beach and an assigned boat slip, making

    Brooke Clark Four Seasons Sothebys International Realty

    190 Kingsley Lane Extension, Chestertown, NY 12817
  • /2

    $60,500

    $3K PRICE INCREASE
    • Land
    • 1.73 Acres
    • $34,971 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 Palermo John R

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

    $650,000

    $115K PRICE DROP
    • 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
  • /12

    $110,000

    Unlisted Address

    A rare opportunity to create something special in the Lake George region. This 4.65-acre parcel offers an exceptional setting near Friends Lake, the Hudson River, skiing, hiking and other Adirondack recreation. Much of the groundwork is already in place, including excavation, an existing foundation footprint, beautiful original stonework and stone fireplace, and a newer foundation designed for

    Kyle Bryce Bryce Real Estate Inc

    Unlisted Address
  • /25

    $59,000

    $11K PRICE DROP
    • Land
    • 3.25 Acres
    • $18,154 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
  • /25

    $39,000

    • Land
    • 2.48 Acres
    • $15,726 per Acre

    37 Carriage Knolls Rd, Chestertown, NY 12817

    Seller financing available with good credit. These APA-approved lots are located in a beautiful, park-like subdivision just 5 minutes outside of Chestertown. Site plans and perc tests are complete, with electric and cable available at the road. The mostly wooded parcels each offer unique Adirondack topography—some fairly level, others featuring gentle slopes or elevated building areas ideal for a

    Walter Swartz Gallo Realty ADK Inc

    37 Carriage Knolls Rd, Chestertown, NY 12817
  • /36

    $699,900

    • Land
    • 337 Acres
    • $2,077 per Acre

    0 Friends Lake Rd Unit 11555363, Chestertown, NY 12817

    With nearly 2,200 feet of frontage along the Upper Hudson River, a wild, whitewater backcountry river, and immediate access to nearly 1,600 acres of State Forest Preserve, the Hudson River Woods & Wildwater property is the "complete package" of Adirondack property. With over 4,500 feet of road frontage (with electric) on Friends Lake Road, it's an ideal location for a camp, first or second home,

    John O'Donnell Timberland Realty

    0 Friends Lake Rd Unit 11555363, Chestertown, NY 12817
  • /37

    $650,000

    $115K PRICE DROP
    • 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

Home Price Trends

Median Sale Price
$310,000
Median Single Family Sale Price
$310,000
Median Townhouse Sale Price
$465,000
Median 2 Bedroom Sale Price
$224,000
Median 1 Bedroom Sale Price
$192,500
Average Price Per Sq Ft
$236
Number of Homes for Sale
19
Last 12 months Home Sales
12
Months of Supply
10.00
Median List Price
$300,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
33%
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