Loading...

Chestertown, MD, 21620 • 21620 • Queen Annes County
$153/sqft
4Beds
2Baths
2,568Sqft
0.34 acLot
1976Built
Other Style
Built 1976 · 50 years of history
Chester Harbor
21620
Outdoor Living
Porch · Deck
Special Features
Above Grade · Below Grade
Private Pool
Above Ground · Private
2-Car Garage
Other · Storage · Detached · Driveway
This home is getting attention
Listed 161 days ago · 7 views
Demand and pricing signals for this listing
7 views
People checking out this listing
161 days on market
Established listing
$153/sqft
Price per square foot
This home ranks in the top 45% of listings most likely to go under contract soon, based on market activity and demand signals.
Want the full market analysis?
Get the detailed selling prediction score, comparable sales data, and price trend forecast for this property.
Free · Delivered to your inbox in minutes
Single Family · Built 1976
Your Dream Eastern Shore Retreat Awaits! Welcome to this meticulously maintained home, where charm and comfort blend seamlessly. Whether you're savoring peaceful nights or hosting lively gatherings, this home offers the perfect setting. Step into the breathtaking four-seasons room, where natural light pours in, highlighting an authentic reclaimed barn wood accent wall—crafted from the family’s 1930s farm in Kennedyville. Just beyond, a spacious two-car garage provides convenience, while the backyard invites endless enjoyment with an above-ground pool, a deck, and a cozy fire pit. Inside, the galley kitchen boasts white cabinetry, granite countertops, and stainless steel appliances. Adjacent to the kitchen, a warm and inviting den features a wood stove, abundant natural light, and a spiral staircase leading to the private owner’s suite. The front of the home offers a welcoming sitting room, along with three comfortable bedrooms, a full hall bath, and a convenient laundry closet—all on the first floor. Upstairs, the expansive owner’s suite is a true sanctuary. Enter through a charming foyer into a space filled with natural light from grand portrait windows. Enjoy the oversized walk-in closet, vaulted ceilings, and a private balcony, plus a versatile nook ideal for a desk, workout space, or cozy reading corner. The ensuite bath is a spa-like retreat, featuring a jacuzzi tub, separate shower, dual sinks, and soaring ceilings. This Eastern Shore gem offers a lifestyle of comfort, character, and unforgettable moments. Don’t miss your chance to make it yours! Walk to the water, spend weekends in downtown Chestertown at the famous farmers market, shops or restaurants. Watch a game at Washington College, take a kayak out on the river or make a day trip to Easton, St. Michaels, Chesapeake City or Delaware. This property has everything you could want and No HOA. We have a quote for an alternate staircase install if the spiral staircase isn't your style. Seller is motivated and ready to pass this well maintained home to the next owners just in time for summer!
Standout features identified
Our analysis highlights wood stove, spiral staircase, and oversized walk-in closet as key attractions of this home.
Based on current rates
Est. 6.05% rate · 30yr fixed · $314,000 loan
Full calculator →Key facts and listing details
12 categories of property features
1 room detailed
Basement
Market data and value estimates
3 schools rated nearby
Chestertown, MD, 21620
5 events
25 years of records
Local context around this listing
Chestertown, MD • Queen Annes County
Nearby neighborhoods
Nearby cities
Nearby zip codes
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. [Click here for more information](/mls-disclaimers/#5632)
No obligation · Same-day response