Chestertown, NY Real Estate

Chestertown NY Real Estate Overview




Open Houses


Short Sales







Chestertown NY Real Estate Stats

Average Price in Chestertown: $309,898  County Average: $427,647

Average Taxes in Chestertown: $4,496  County Average: $5,172

Average Cost Per Sqr Ft in Chestertown: $151  County Average: $208

Average Walkscore in Chestertown: 14  County Average: 26

Average Year Built in Chestertown: 1964  County Average: 1966

Average Days on Website in Chestertown: 290  County Average: 208

Chestertown NY Real Estate Market Health

Neighborhoods in Chestertown NY


Areas in Chestertown NY


Most Popular Listing

Popular Chestertown Real Estate

Most Expensive Listing

Expensive Chestertown Real Estate

Least Expensive Listing

Cheap Chestertown Real Estate

Listings in Chestertown

Great house just up the road from Chestertown and minutes from i87...

Lovely rolling wooded lot in the quiet country side, but close to gore ski mtn...

Sunny & bright home w/viewing windows, custom home w/crown moulding, ss appliances, great care & love, artisan porch, new garage...

mountain views from this 9 acre building lot on a quiet country road just minutes to Chestertown and loon lake public beach & boat launch....

Looking to be near gore mountain or whiteface mountain for skiing or just want to have fun in the adirondacks with lake frontage on loon lake? bring your boat and enjoy the 100 foot of frontage, beach, dock and green space...

Welcome to loon lake in the adirondacks! this beautiful year round 6 bedroom 4 bath home with private deeded lake and dock rights is the place to be...

Beautiful seasonal log home on 125’ direct water front on private friends lake in the adirondacks...

kayak, canoe, wade & swim in the sandy-bottom river. easy access to i-87 & Chestertown for 4 seasons of fun. gore mtn. ½ hour ride; whiteface not much further....

Historical farmhouse with new additions in '90's, upgrades continued and final touches needed for your living style (carpet/paint)...

Fully renovated & with 2017 roof, , foyer with washer/dryer, open, spacious, modern kitchen/great room, beautiful cabinets & appliances, 1st floor master, 2 full bathrooms, gorgeous wood everywhere including vaulted ceiling, stairwell to the 2nd floor with two additional bedrooms...

Vacation paradise on nearly 10 acres. beautiful kitchen with granite counter tops and new appliances...

Welcome to loon lake in the adirondacks! this beautiful year round 6 bedroom 4 bath home with over sized 3+ car garage, workshop and bonus room, 2 unit guest house and private deeded lake and dock rights is the place to be...

Property Search

Saved Properties

This is a list of your favorite properties. We will email you if a property is reduced or leaves the market.

Click 'Save' to add a property to this list.

Register / Login

New & returning visitors please enter your information to login.

By clicking 'register' you are agreeing to our terms of use & giving us expressed written consent to contact you.

Questions? Comments? Complaints?

This message will go directly to the head of our team.

Location & Address

Alexander Monticello Esq.
421 New Karner Rd #11A
Colonie, NY