Charming Updated and Well Maintained Rancher in the Chester Harbor Community of Queen Anne's County Chestertown! This house is the definition of "move-in ready" as the owner has taken tremendous pride in keeping the property updated. Over the years, they've installed new windows, new HVAC unit, new hot water heater, remodeled the kitchen, installed new appliances, painted the interior, added new flooring , and given the bathroom a refresh. The fully fenced backyard includes an oversized detached shed, upgraded BAT septic system, concrete patio and mature trees for additional privacy and shade. Plus, a brand new roof!! Conveniently located close to Church Hill, Centreville, Wye Mills and Kent Island. Or head across the Chester River (moments away) into Kent County Chestertown, Worton, Galena or Kennedyville!! Community of Chester Harbor also features a neighborhood playground, basketball hoop, pier and small boat launch with voluntary fee.
- MD
- Chestertown
- 21620
- 106 WILTON ROAD
- MLS# MDQA2013930
- Date Listed07/02/2025
- Bedrooms 3
- Bathrooms 1 Full baths
- Lot Size 0.34 acres (15,000 sq. ft)
- Sewer Septic Tank
- Subdivision CHESTER HARBOR
- Property Type Single Family
- County QUEEN ANNES
- Year Built 1975
- Water Well
- Square Feet 1,056 sq. ft
- Price Per Sq. Ft $283.62
Interior Features
- Appliances Electric Water Heater
- Flooring Hardwood
- Cooling Central Air, Electric
- Heating Electric, Heat Pump
Exterior / Lot Features
- Roof Shingle
- Lot Size Acres 0.34
- Lot Size SQFT 15,000.00
- Lot Features -
Directions
Round Top Road to Rosin Drive or Farwell Road. Turn on Wilton Road. Sign on Property.
Financial Considerations
- Tax Amount $1,554
- Terms Cash, Conventional, FHA, VA Loan
Nearby Schools
Source: School Digger
Public • PK - 5 • Serves this home
26.99 mi
Distance
Public • 3 - 5 • Serves this home
16.65 mi
Distance
Queen Anne's County High School
Public • 9 - 12 • Serves this home
16.65 mi
Distance
Public • PK - 5 • Serves this home
26.99 mi
Distance
Public • PK - 2
30.59 mi
Distance
Public • PK - 5
32.99 mi
Distance
Public • 3 - 5 • Serves this home
16.65 mi
Distance
Public • 6 - 8
17.5 mi
Distance
Public • 6 - 8
30.59 mi
Distance
Public • 3 - 5
30.59 mi
Distance
Public • 6 - 8
33.5 mi
Distance
Queen Anne's County High School
Public • 9 - 12 • Serves this home
16.65 mi
Distance
Public • 9 - 12
29.91 mi
Distance
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 29380 OLD LOCUST GROVE ROAD | 3 | 2 | Oct 30, 2025 | $143,900 | Nov 22, 2025 | - |
| 303 E CAMPUS AVENUE | Listing | 3 | 2 | Nov 12, 2025 | $280,000 | Mar 21, 2024 | $326,139 |
| 611 CANNON STREET | Listing | 2 | 2 | Nov 11, 2025 | $240,000 | Mar 21, 2024 | $223,867 |
| 2417 MILLINGTON ROAD | Listing | 3 | 1 | Nov 08, 2025 | $210,000 | Mar 21, 2024 | $281,618 |
| 137 BRICK SCHOOLHOUSE ROAD | 4 | 3 | Oct 11, 2025 | $595,000 | Nov 22, 2025 | - |
| 461 EAGLE MANOR DRIVE | Listing | 3 | 2 | Oct 02, 2025 | $677,000 | Dec 28, 2020 | $289,000 |
| 101 CHURCH LANE | - | 0 | Nov 04, 2025 | $65,000 | Nov 22, 2025 | - |
| 110 FLYING CLOUD COURT | 3 | 3 | Oct 04, 2025 | $334,900 | Nov 22, 2025 | - |
| 128 EDMORE ROAD | 4 | 2 | Nov 04, 2025 | $415,000 | Nov 22, 2025 | - |
| 5179 QUAKER NECK ROAD | 1 | 1 | Nov 06, 2025 | $559,900 | Nov 22, 2025 | - |
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 13,642 | 5,474 | 20,592 | 335,858,263 |
| Population Density | 115 | 2,026 | 74 | 95 |
| People per Household | 2.3 | 2 | 2.3 | 2.6 |
| Median Age | 41 | 33.3 | 44.3 | 39.1 |
| Median Income | $64,498 | $50,694 | $61,161 | $66,222 |
| Average Income | $36,801 | $31,193 | $36,819 | $35,475 |
| Cost of Living Index | 85 | 72 | 86 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 24.8°F | 24.8°F | 24.8°F | 22.6°F |
| July Avg. High Temp | 87.8°F | 87.8°F | 87.8°F | 86.2°F |
| Annual Precipitation | 44.84" | 44.84" | 44.84" | 38" |
4/100
Car-Dependent
Walk Score ®
22/100
Bikable
Bike Score ®
Overview
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 7/100, Transit Score: 0/100, Bike Score: 26/100.
Property Change History
Points of Interest near 106 WILTON ROAD, CHESTERTOWN, MD 21620
0.65 mi
Distance
1.55 mi
Distance
1.61 mi
Distance
792 ft
Distance
Roundtop Park, Queen Anne's County, MD, USA
Recreation
0.27 mi
Distance
Chino Phase 2, Queen Anne's County, MD, USA
Recreation
0.97 mi
Distance
Chino Phase 1, Queen Anne's County, MD, USA
Recreation
1.43 mi
Distance
1.71 mi
Distance
2 mi
Distance
1.33 mi
Distance
1.55 mi
Distance
1.57 mi
Distance
792 ft
Distance
1.23 mi
Distance
Courtyard Inn, Queen Anne's County, MD, USA
Accommodation
1.34 mi
Distance
0.27 mi
Distance
1.07 mi
Distance
1.32 mi
Distance
1.7 mi
Distance
1.75 mi
Distance
2 mi
Distance
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Frequently Asked Questions for 106 WILTON ROAD
Source: Realty.com
106 WILTON ROAD, CHESTERTOWN, MD 21620 is a Single Family 1,056 sq. ft. home listed for sale. Realty.com has 36 photos available of this 3 bed, 1 bath house, listed at $299,500. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 36 photos of 106 WILTON ROAD.
Our records indicate that 106 WILTON ROAD was built in 1975.
The full address for this home is 106 WILTON ROAD, CHESTERTOWN, MD 21620.
106 WILTON ROAD has been listed on Realty.com since Wed July 02, 2025
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 7/100, Transit Score: 0/100, Bike Score: 26/100.
There are 3 schools assigned to this home. Check out the schools near 106 WILTON ROAD. Grasonville Elementary School (Grades: PK - 5), Kennard Elementary School (Grades: 3 - 5), Queen Anne's County High School (Grades: 9 - 12)
Listing provided courtesy of:
Re/max Executive
(tel: 443-274-1900)
Listing agent:
Crystal Smith
(tel: 410-490-6346)
(#123005)
This content last refreshed on 2025-11-22 12:25:21. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 106 WILTON ROAD, CHESTERTOWN, MD 21620 : MLS# MDQA2013930