Chestertown Homes for Sale

/14
$105,000
- Land
- 10 Acres
- $10,500 per Acre
5127 New York 8, Chestertown, NY 12817

Nestled in the heart of the Adirondack Mountains, this expansive 10-acre parcel offers a unique opportunity to build your dream home or vacation retreat. Located just a short walk from the serene shores of Loon Lake, the property provides a perfect blend of tranquility and accessibility. Enjoy easy access to Loon Lake's pristine waters with year-round activities, ideal for swimming, boating, and

Jaclyn Scott Crystal Coleman Realty LLC

5127 New York 8, 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
/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
/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
/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

New York Lake George Chestertown

About Chestertown

Chestertown, a small town in the Adirondacks, is known for its vibrant community spirit and rich history. Celebrating its 225th anniversary in 2024, the town hosts various events like car shows and festivals, emphasizing its community-driven nature. Main Street serves as the town's hub, featuring a repurposed schoolhouse that functions as a community center, housing the library, food pantry, court, and YMCA. The YMCA is a regional wellness center offering fitness facilities. Local attractions include the Carol Theater, which hosts movies and concerts, and the Bullhouse Kitchen and Bar, known for its upscale comfort food with a Latin American twist. The town's historic district is walkable and bikeable, intersecting Route 8 and Route 9/Main Street. Chestertown offers numerous things to do, from exploring the Pharaoh Lake Wilderness Area, 20 miles north, to enjoying winter sports at Gore Mountain, 15 miles west. The Chester Challenge promotes hiking on local trails, while lakes like Loon and Brant provide water recreation. Homes in Chestertown range from historic houses to newer builds, with many purchased as vacation homes. While the town is generally safer than the national average, it is prone to flooding in areas near Chester Creek. Trailways buses provide transportation, and major connections include Interstate 87, Albany International Airport, and the Amtrak station in Saratoga Springs. Despite its small size, Chestertown offers a blend of natural beauty, community activities, and practical amenities, making it a unique place to live or visit.

Learn more about living in Chestertown

Frequently Asked Questions

Is Chestertown a good place to live?

Chestertown is a good place to live. Chestertown is considered very car-dependent and somewhat bikeable. Chestertown is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Chestertown has 2 parks for recreational activities. It is sparse in population with 0.2 people per acre and a median age of 55. The average household income is $110,460 which is above the national average. College graduates make up 38.8% of residents. A majority of residents in Chestertown are home owners, with 22% of residents renting and 78% of residents owning their home. A local real estate agent serving Chestertown can help you decide if this neighborhood is the right one for you. Learn more on our Chestertown neighborhood guide.

Is Chestertown, NY a safe neighborhood?

Chestertown, NY is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.

How much do you need to make to afford a house in Chestertown?

The median home price in Chestertown is $262,500. If you put a 20% down payment of $52,500 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $1,370 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $59K a year to afford the median home price in Chestertown. The average household income in Chestertown is $110K.

What are the best public schools in Chestertown?

The best public schools that serve Chestertown are:

North Warren Central School has a C+ Niche grade, a student teacher ratio of 8:1 and an average review score of 3.9.

What are the most popular zip codes in Chestertown, Lake George, NY?

The most popular zip codes in Chestertown, Lake George, NY include 12845, 12817, 12853, 12883 and 12804.

What are the most popular neighborhoods near Chestertown, Lake George, NY?

The most popular neighborhood near Chestertown, Lake George, NY is Bolton.

Home Trends in Chestertown, NY

On average, homes in Chestertown, Lake George sell after 56 days on the market compared to the national average of 47 days. The average sale price for homes in Chestertown, Lake George over the last 12 months is $289,333, up 10% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)

$252,500

Median Single Family Price

$230,000

Average Price Per Sq Ft

$172

Last 12 months Home Sales

Median List Price

$262,500

Median Discount From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

Homes in Nearby Neighborhoods

Bolton Homes for Sale

Homes in Nearby Cities

Homes in Nearby Counties

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