Chestertown NY FSBO Homes (44)

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We have 44 homes for sale by owner in Chestertown, NY. The median list price in Chestertown, NY is $573,796.

Pending

Homes For Sale

$1,025,000

4 Bed
3 Bath
2,289 Sqft
5.2 Acres(Lot)

170 Tripp Lake Road, Chestertown, NY

Private lakefront paradise! tucked away at the end of a long driveway on 5.2 acres, this meticulously maintained... Read More

Active Under Contract

Homes For Sale

$579,000

3 Bed
2 Bath
1,665 Sqft
6.47 Acres(Lot)

2754 Schroon River Road, Chestertown, NY

Cedar sided contemporary with 955' of direct frontage on the stocked schroon river! sprawling 6.5 acres with... Read More

Townhome For Sale

$275,000

3 Bed
2 Bath
1,248 Sqft
0.02 Acre(Lot)

16 B Evergreen Road, Chestertown, NY

This wonderful townhome has been loved by the same owner for 38 years. this community of 28 homes is located on... Read More

Vacant Land For Sale

$70,000

3.25 Acres(Lot)

64 Carriage Knolls Road, Chestertown, NY

Cleared and leveled lot 5-minutes outside of chestertown. private setting set-back in the woods. (though... Read More

Vacant Land For Sale

$299,900

5.23 Acres(Lot)

51 Mountain Lane, Chestertown, NY

This 5.23-acre parcel with 249ft of lake frontage offers a rare opportunity to build your dream lakefront... Read More

Pending

Homes For Sale

$374,900

3 Bed
2 Bath
1,196 Sqft
3.76 Acres(Lot)

4785 Ny8, Chestertown, NY

Escape to your own hideaway with this charming 3bed, 2bath retreat nestled on nearly 4 acres. perfectly situated... Read More

Pending

Homes For Sale

$290,000

3 Bed
2 Bath
2,128 Sqft
14 Acres(Lot)

650 Landon Hill Road, Chestertown, NY

Lovely home with 3 bedrooms, 2 baths, bonus room, 3 season porch, deck, fireplace, 2800 square feet of great... Read More

Vacant Land For Sale

$105,000

10 Acres(Lot)

5127 State Route 8, Chestertown, NY

Nestled in the heart of the adirondack mountains, this expansive 10-acre parcel offers a unique opportunity to... Read More

Pending

Homes For Sale

$245,900

1 Bed
2 Bath
1,500 Sqft
0.29 Acre(Lot)

6404 Route 9, Chestertown, NY

Currently being used as offices. could be converted to a single family. kitchen is upstairs - kitchenette... Read More

Pending

Homes For Sale

$365,000

3 Bed
2 Bath
1,284 Sqft
2.9 Acres(Lot)

282 Rock Avenue, Chestertown, NY

Authentic 3bd log cabin nestled on a private 2.9 acre parcel that's been in the same family since it was built... Read More

Homes For Sale

$375,000

5 Bed
3 Bath
2,332 Sqft
0.86 Acre(Lot)

1007 Friends Lake Road, Chestertown, NY

Raised ranch with d log siding situated on .86 of an acre. beach access on beautiful friends lake at ''murphy... Read More

Homes For Sale

$375,000

5 Bed
3 Bath
1,166 Sqft
0.86 Acre(Lot)

1007 Friends Lake Road, Chestertown, NY

Raised ranch with d log siding situated on .86 of an acre. beach access on beautiful friends lake at ''murphy... Read More

Pending

Homes For Sale

$365,000

3 Bed
2 Bath
1,284 Sqft
2.9 Acres(Lot)

282 Rock Avenue, Chestertown, NY

Authentic 3bd log cabin nestled on a private 2.9 acre parcel that's been in the same family since it was built... Read More

Active Under Contract

Homes For Sale

$364,900

2 Bed
1 Bath
1,120 Sqft
0.9 Acre(Lot)

68 Woodridge Road, Chestertown, NY

Beautiful lincoln log cabin in a private setting on a dead end road. cathedral knotty pine ceilings with exposed... Read More

Vacant Land For Sale

$57,500

1.73 Acres(Lot)

L37 Blue Bay Road #LAKEVIEW PT. LOT 40, Chester...

This property has beach rights to two separate beaches. hoa fee includes maintenance of beaches and road. blue... Read More

Vacant Land For Sale

$699,900

337 Acres(Lot)

L 13.2 Friends Lake Road, Chestertown, NY

2,200 feet of frontage along the upper hudson river, a wild, whitewater backcountry river, and immediate access... Read More

Vacant Land For Sale

$68,900

3.11 Acres(Lot)

72 Carriage Knoll Road, Chestertown, NY

Seller financing now available with good credit!!! beautiful park-like subdivision in a quiet neighborhood... Read More

Vacant Land For Sale

$78,900

5.76 Acres(Lot)

106 Carriage Knoll Road, Chestertown, NY

Seller financing now available with good credit!!! beautiful park-like subdivision in a quiet neighborhood... Read More

Pending

Vacant Land For Sale

$62,500

5.34 Acres(Lot)

116 Carriage Knoll Road, Chestertown, NY

Seller financing now available with good credit!!! beautiful park-like subdivision in a quiet neighborhood... Read More

Vacant Land For Sale

$199,000

4 Acres(Lot)

L10 State Route 8, Chestertown, NY

4-acre undeveloped commercial land parcel in the hamlet of chestertown. between dollar general, north warren... Read More

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Chestertown - Statistics and Home Trends

Actives Activity Chart

Homes For Sale By Owner in Chestertown 20

	Average Price
1 Bed Homes For Sale in Chestertown (1)	$ 245,900
2 Bed Homes For Sale in Chestertown (3)	$ 263,967
3 Bed Homes For Sale in Chestertown (14)	$ 386,986
5+ Bed Homes For Sale in Chestertown (2)	$ 399,000

AVERAGE PRICE

$ 323,963

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ 231

Land For Sale By Owner in Chestertown 35

	Average Price
Land For Sale in Chestertown (35)	$ 283,385

AVERAGE PRICE

$ 283,385

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

$ N/A

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Learn More About Chestertown, New York

Currently there are 20 homes for sale and 35 vacant land for sale in Chestertown

Currently Chestertown has 55 properties on the market for sale. The inventory was last updated 04/25/2025. Of these properties, 20 single family homes are for sale by their owners in Chestertown, and 0 condos are for sale by their owners in Chestertown. The average price of the single family homes for sale in Chestertown, is $323,963, the average condo price in Chestertown, is $283,385. The average price per square foot of the active inventory is $116. This is based the living area square footage.

Over the last year, there have been 0 of properties sold in Chestertown. Of these properties, 0 single family homes have sold by their owners in Chestertown, and 0 condos have sold by their owners in Chestertown. The average sales price of the single family homes sold in Chestertown, is $. Single family homes have been selling for per square foot of living area. The average sales price of the condos for sale in Chestertown, is $. Condos have been selling for per square foot of living area.

The most active subdivisions with listings for sale in Chestertown, are:

If you are thinking of selling your Chestertown home, try our flat fee listing service, Our list fees start at $449, and may save you $15,000 in real estate commissions. Click here to start saving.

Disclaimer: Listing broker has attempted to offer accurate data, but buyers/lessees are advised to confirm all information IDX information is provided exclusively for consumers' personal, non-commercial use that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect Participants and/or the MLS from liability.
This data up-to-date as of 04/25/2025

Chestertown NY FSBO Homes (44)

170 Tripp Lake Road, Chestertown, NY

2754 Schroon River Road, Chestertown, NY

16 B Evergreen Road, Chestertown, NY

64 Carriage Knolls Road, Chestertown, NY

51 Mountain Lane, Chestertown, NY

4785 Ny8, Chestertown, NY

650 Landon Hill Road, Chestertown, NY

5127 State Route 8, Chestertown, NY

6404 Route 9, Chestertown, NY

282 Rock Avenue, Chestertown, NY

1007 Friends Lake Road, Chestertown, NY

1007 Friends Lake Road, Chestertown, NY

282 Rock Avenue, Chestertown, NY

68 Woodridge Road, Chestertown, NY

L37 Blue Bay Road #LAKEVIEW PT. LOT 40, Chester...

L 13.2 Friends Lake Road, Chestertown, NY

72 Carriage Knoll Road, Chestertown, NY

106 Carriage Knoll Road, Chestertown, NY

116 Carriage Knoll Road, Chestertown, NY

L10 State Route 8, Chestertown, NY

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Chestertown - Statistics and Home Trends

Actives Activity Chart

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

AVERAGE PRICE

NEW LISTINGS THIS WEEK

PRICE PER SQUARE FOOT

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Learn More About Chestertown, New York

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