1808 CHESTER DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(3)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Queen Annes County Public Schools
Neighborhood · ZIP 21619These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
1808 Chester Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth less than 79% of homes in Chester 21619
- Smaller than 81% of homes in Queen Anne's County
- Has a bigger lot than 82% of homes in Chester
- Older than 85% of homes in Chester
What homes are worth in Chester 21619
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 21% of homes in Chester 21619.
How it measures up in Chester 21619
The dot is this home. The mark in the middle is the typical home in Chester 21619.
Pricier than 21% of homes nearby
Pricier than 53% of homes nearby
Bigger than 21% of homes nearby
Bigger than 71% of homes nearby
Newer than 21% of homes nearby
| Measure | This home | Chester | Chester 21619 | Queen Anne's County |
|---|---|---|---|---|
| Estimated valuepricier than | $383,838 | 23% of homes | 21% of homes | 22% of homes |
| Price per ft²pricier than | $298 | 58% of homes | 53% of homes | 62% of homes |
| Living areabigger than | 1,288 ft² | 23% of homes | 21% of homes | 19% of homes |
| Lot sizebigger than | 0.41 ac | 82% of homes | 71% of homes | 44% of homes |
| Year builtnewer than | 1978 | 15% of homes | 21% of homes | 29% of homes |
About 1808 Chester Dr
How much is 1808 Chester Dr, Chester, MD worth?
The TopHap Estimate for 1808 Chester Dr, Chester, MD is $383,838 as of Oct 21, 2026. The likely range is $357,935 to $409,741. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1808 Chester Dr, Chester, MD last sell?
1808 Chester Dr, Chester, MD last sold on Nov 1, 2023 for $383,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 1808 Chester Dr, Chester, MD?
1808 Chester Dr, Chester, MD has 1.5 bathrooms, 1,288 square feet of living space and a 0.41-acre lot.
When was 1808 Chester Dr, Chester, MD built?
1808 Chester Dr, Chester, MD was built in 1978, making it 48 years old. The building has 1 story.
What schools serve 1808 Chester Dr, Chester, MD?
1808 Chester Dr, Chester, MD is assigned to Kent Island Elementary School (elementary); Kent Island High School (high), rated B+; Matapeake Middle School (middle), rated A. All sit in Queen Annes County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 1808 Chester Dr, Chester, MD compare to other homes in Chester 21619?
Among the 3,755 homes in Chester 21619, it is worth more than 21% of them ($383,838 against a typical $560,528), its price per square foot is higher than 53% of them ($298 against a typical $292), it is bigger than 21% of them (1,288 ft² against a typical 1,920 ft²), its lot is bigger than 71% of them (0.41 ac against a typical 0.19 ac) and it is newer than 21% of them (1978 against a typical 1997). Measured against all of Queen Anne's County, it is worth more than 22% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 1808 Chester Dr, Chester, MD?
The 2025 property tax bill for 1808 Chester Dr, Chester, MD was $2,730. The county assessed it at $305,800.
More homes on Chester Dr
- 1803 Chester Dr$387K1 ba · 1,636 ft² · Sold $385K · May 2026
- 1823 Chester Dr$298K1 ba · 1,080 ft² · Sold $290K · Dec 2024
- 1806 Chester Dr$420K2 ba · 1,452 ft² · Sold $420K · Aug 2024
- 1903 Chester Dr$425K2 ba · 1,470 ft² · Sold $425K · Aug 2024
- 1825 Chester Dr$395K2 ba · 1,389 ft² · Sold $640K · Sep 2022
- 1802 Chester Dr$387K1.5 ba · 1,528 ft² · Sold $303K · Jun 2021
- 1817 Chester Dr$613K2 ba · 1,922 ft² · Sold $525K · Jun 2021
- 1918 Chester Dr$409K1.5 ba · 1,192 ft² · Sold $301K · Dec 2019
- 1800 Chester Dr$396K2.5 ba · 1,555 ft² · Sold $200K · Sep 2018
- 1900 Chester Dr$581K2 ba · 1,456 ft² · Sold $195K · Jul 2016
- 1805 Chester Dr$359K2 ba · 1,464 ft² · Sold $190K · Apr 2016
- 1905 Chester Dr$528K2.5 ba · 2,144 ft² · Sold $340K · Jul 2015
Closest homes
- 1806 Chester Dr$420K90 ft · 2 ba · 1,452 ft² · Sold $420K · Aug 2024
- 1812 Chester Dr$366K92 ft · 2 ba · 1,360 ft² · Sold $123K · Sep 1991
- 1802 Chester Dr$387K179 ft · 1.5 ba · 1,528 ft² · Sold $303K · Jun 2021
- 1722 Harbor Dr$336K214 ft · 1.5 ba · 1,228 ft² · Sold $105K · Jul 1996
- 1814 Chester Dr$466K200 ft · 2 ba · 2,000 ft² · Sold $62K · Jul 1984
- 1724 Harbor Dr$558K242 ft · 3 ba · 2,196 ft² · Sold $455K · Jul 2019
- 1718 Harbor Dr$755K218 ft · 3 ba · 3,310 ft² · Sold $64K · Aug 1986
- 1805 Chester Dr$359K226 ft · 2 ba · 1,464 ft² · Sold $190K · Apr 2016
More homes in Chester 21619
- 233 Cross Creek Ct$540K2.5 ba · 2,332 ft² · Sold $570K · Oct 2026
- 193 Spinnaker Way$856K3 ba · 2,527 ft² · Sold $835K · Oct 2026
- 805 Warbler Way0.13 ac · Sold $652K · Oct 2026
- 637 Warbler Way0.13 ac · Sold $738K · Oct 2026
- 26 Queen Anne Way$267K1 ba · 640 ft² · Sold $214K · Oct 2026
- 8 Queen Victoria Way$210K1 ba · 724 ft² · Sold $220K · Oct 2026
- 47 Queen Anne Way$495K2.5 ba · 1,440 ft² · Sold $555K · Oct 2026
- 123 Flycatcher Way$1.1M3 ba · 3,113 ft² · Sold $950K · Oct 2026
- 34 Queen Anne Way$515K1.5 ba · 1,104 ft² · Sold $490K · Oct 2026
- 108 Price Rd$170K1 ba · 1,160 ft² · Sold $170K · Oct 2026
- 203 Riverside Dr1.5 ba · 1,260 ft² · Sold $880K · Oct 2026
- 156 Peregrine Dr0.18 ac · Sold Oct 2026
Assigned schools
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