For Sale31d on market
109 Wilton Rd
Chestertown, MD, 21620 • 21620 • Queen Annes County
$344,900
$248/sqft
Down payment assistance available
3Beds
2Baths
1,392Sqft
0.76 acLot
1976Built
Property DNA
Garden Views
Garden
Ranch/Rambler Style
Built 1976 · 50 years of history
Chester Harbor
21620
Special Features
Above Grade · Below Grade
2-Car Garage
Garage Faces Front · Driveway · Detached
Premium Finishes
Walk-In Closet(s)
This home is getting attention
Listed 31 days ago · 1,101 views · 63 saves
Market activity
Demand and pricing signals for this listing
1,101 views
People checking out this listing
63 saves
Buyers have saved this home
31 days on market
Established listing
$248/sqft
Price per square foot
Selling Soon Prediction
HighThis home ranks in the top 13% of listings most likely to go under contract soon, based on market activity and demand signals.
Likelihood score
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
About this home
Single Family · Built 1976
Charming 3-bedroom, 2-bath rancher in the desirable Chester Harbor community. Situated on a spacious 0.76-acre lot, this home offers comfortable one-level living with a bright layout, private primary suite, and plenty of outdoor space to enjoy. Detached two-car garage provides ample storage and parking. Conveniently located just minutes from historic downtown Chestertown, marinas, shops, and restaurants, offering the perfect blend of peaceful Eastern Shore living and nearby amenities.
Standout features identified
Our analysis highlights comfortable one-level living, detached two-car garage, and bright layout as key attractions of this home.
Estimated monthly payment
Based on current rates
$2,125/month
Principal & Interest$1,665
Property Tax$345
Insurance$115
Down payment20% ($68,980)
3%50%
Est. 6.06% rate · 30yr fixed · $275,920 loan
Full calculator →Virtual Tour
Open in new tab ↗Loading virtual tour…
At a glance
Key facts and listing details
TypeSingle Family Residence
Year Built1976
HeatingBaseboard, Wood Stove, Electric, Wood
CoolingWindow Unit(s), Electric
Parking2 Garage spaces
Lot0.76 Acres
Days on Zillow31 Days
Price/sqft$248
Property
Home typeSingle Family
Sub-typeSingle Family Residence
StyleRanch/Rambler
ConditionVery Good
Year built1976
Stories1
Systems
HeatingBaseboard, Wood Stove, Electric, Wood
CoolingWindow Unit(s), Electric
RoofShingle
ConstructionFrame
Water / SewerPrivate, Well / On Site Septic, Private Septic Tank
Parking & Outdoor
ParkingGarage Faces Front, Driveway, Detached
Garage2 spaces
FencingPrivacy,Back Yard
Lot0.76 Acres
Location & Tax
Neighborhood21620
ZoningNC-20
Annual tax$2,117
Parcel02004747
Bathrooms & Fees
Full baths2
Features & details
14 categories of property features
Interior Features
Interior
Cedar Closet(s)
Ceiling Fan(s)
Bathroom - Stall Shower
Bathroom - Tub Shower
Combination Kitchen/Dining
Floor Plan - Traditional
Kitchen - Galley
Walk-In Closet(s)
Appliances
Microwave
Exhaust Fan
Oven/Range - Electric
Refrigerator
Electric Water Heater
Flooring
Carpet
Luxury Vinyl
Heating
Baseboard
Wood Stove
Electric
Wood
Cooling
Window Unit(s)
Electric
Laundry
Main Level
Hookup
Laundry Room
Fireplace
Wood Burning Stove
Accessibility
None
Exterior Features
Parking
Garage Faces Front
Driveway
Detached
Construction
Frame
Security
Security System
Views
Garden
Pool Features
None
Other Structures
Above Grade
Below Grade
Room details
8 rooms detailed
Primary Bedroom
Main23×11 ft253 sqft
Flooring - CarpetCeiling Fan(s)Attached BathroomCedar Closet(s)Walk-In Closet(s)
Bedroom3
Main11×11 ft121 sqft
Flooring - Carpet
Primary Bathroom
Main11×8 ft88 sqft
Bathroom - Stall ShowerBathroom - Walk-In Shower
Bathroom2
MainDining Room
Main8×8 ft64 sqft
Flooring - Vinyl
Kitchen
Main11×7 ft77 sqft
Kitchen - Electric CookingFlooring - Luxury Vinyl Plank
Listing insights
Market data and value estimates
StatusFor Sale
Days on market31
Est. value$339,100
Est. rent$2,637/mo
Tax rate0.79%
Price/sqft$248
On marketMar 9, 2026
PostedMar 9, 2026
Last sold$217,000
MLS updatedMar 13, 2026
Tour days9
Views1,101
Favorites63
How are the schools in Chestertown?
3 schools rated nearby
Location
Chestertown, MD, 21620
Price history
9 events
DateEventPrice$/sqftSource
Mar 9, 2026Listed For Sale$344,900$248Bright MLS
Feb 15, 2026Listing Removed$344,900$248Bright MLS
Nov 10, 2025Price Change$344,900$248Bright MLS
Jan 20, 2025Listed For Sale$349,900$251Bright MLS
Oct 18, 2019Sold$217,000$156Public Record
Sep 4, 2019Pending Sale$215,000$154Doug Ashley Realtors, LLC
Aug 29, 2019Price Change$215,000$154Doug Ashley Realtors, LLC
Jul 26, 2019Listed For Sale$220,000$158Doug Ashley Realtors, LLC
Oct 8, 1996Sold$128,000$92Public Record
Listed For Sale$344,900
Mar 9, 2026•$248/sqft•Bright MLS
Listing Removed$344,900
Feb 15, 2026•$248/sqft•Bright MLS
Price Change$344,900
Nov 10, 2025•$248/sqft•Bright MLS
Listed For Sale$349,900
Jan 20, 2025•$251/sqft•Bright MLS
Sold$217,000
Oct 18, 2019•$156/sqft•Public Record
Pending Sale$215,000
Sep 4, 2019•$154/sqft•Doug Ashley Realtors, LLC
Price Change$215,000
Aug 29, 2019•$154/sqft•Doug Ashley Realtors, LLC
Listed For Sale$220,000
Jul 26, 2019•$158/sqft•Doug Ashley Realtors, LLC
Sold$128,000
Oct 8, 1996•$92/sqft•Public Record
Tax history
25 years of records
YearTax paidAssessed value
Apr 9, 2025$2,177$224,700
Apr 9, 2024$1,940$205,933
Apr 9, 2023$1,763$187,167
Apr 9, 2022$1,586$168,400
Apr 9, 2021$1,615$168,400
Apr 9, 2020$1,615$168,400
Apr 9, 2019$1,681$175,300
Apr 9, 2018$1,681$175,300
Apr 9, 2017$1,741$175,300
Apr 9, 2016$1,741$178,700
Apr 9, 2015$1,741$178,700
Apr 9, 2014$1,741$178,700
Apr 9, 2013—$204,100
Apr 9, 2012—$204,100
Apr 9, 2011—$204,100
Apr 9, 2010—$236,890
Apr 9, 2009—$211,890
Apr 9, 2008—$186,890
Apr 9, 2007—$161,890
Apr 9, 2006—$149,520
Apr 9, 2005—$137,150
Apr 9, 2004—$124,780
Apr 9, 2003—$123,246
Apr 9, 2002—$121,713
Apr 9, 2001—$120,180
Nearby homes
Neighborhood details
Local context around this listing
Chestertown, MD • Queen Annes County
Nearby neighborhoods
Chesapeake Landing
Nearby cities
BettertonChestertownGalenaGeorgetownKennedyvilleMasseyMillingtonRock Hall
Nearby zip codes
2162021690
Similar homes
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