1023 CHESTER RIVER DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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 21638These 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
1023 Chester River 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 more than 66% of homes in Grasonville
- Costs less per square foot than 76% of homes in Grasonville 21638
- Bigger than 75% of homes in Grasonville
- Has a smaller lot than 79% of homes in Queen Anne's County
- Newer than 68% of homes in Queen Anne's County
What homes are worth in Grasonville 21638
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 40% of homes in Grasonville 21638.
How it measures up in Grasonville 21638
The dot is this home. The mark in the middle is the typical home in Grasonville 21638.
Pricier than 40% of homes nearby
Pricier than 24% of homes nearby
Bigger than 63% of homes nearby
Bigger than 28% of homes nearby
Newer than 65% of homes nearby
| Measure | This home | Grasonville | Grasonville 21638 | Queen Anne's County |
|---|---|---|---|---|
| Estimated valuepricier than | $574,318 | 66% of homes | 40% of homes | 58% of homes |
| Price per ft²pricier than | $233 | 38% of homes | 24% of homes | 28% of homes |
| Living areabigger than | 2,464 ft² | 75% of homes | 63% of homes | 71% of homes |
| Lot sizebigger than | 0.23 ac | 25% of homes | 28% of homes | 21% of homes |
| Year builtnewer than | 2000 | 51% of homes | 65% of homes | 68% of homes |
About 1023 Chester River Dr
How much is 1023 Chester River Dr, Grasonville, MD worth?
The TopHap Estimate for 1023 Chester River Dr, Grasonville, MD is $574,318 as of Aug 30, 2026. The likely range is $540,552 to $608,084. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1023 Chester River Dr, Grasonville, MD last sell?
1023 Chester River Dr, Grasonville, MD last sold on Jul 10, 2019 for $450,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 1023 Chester River Dr, Grasonville, MD?
1023 Chester River Dr, Grasonville, MD has 2.5 bathrooms, 2,464 square feet of living space and a 0.23-acre lot.
When was 1023 Chester River Dr, Grasonville, MD built?
1023 Chester River Dr, Grasonville, MD was built in 2000, making it 26 years old. The building has 2 stories.
What schools serve 1023 Chester River Dr, Grasonville, MD?
1023 Chester River Dr, Grasonville, MD is assigned to Grasonville Elementary School (elementary), rated A; Stevensville Middle School (middle), rated B; Kent Island High School (high), rated C. All sit in Queen Annes County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 1023 Chester River Dr, Grasonville, MD compare to other homes in Grasonville 21638?
Among the 2,107 homes in Grasonville 21638, it is worth more than 40% of them ($574,318 against a typical $631,080), its price per square foot is higher than 24% of them ($233 against a typical $293), it is bigger than 63% of them (2,464 ft² against a typical 2,108 ft²), its lot is bigger than 28% of them (0.23 ac against a typical 0.35 ac) and it is newer than 65% of them (2000 against a typical 1991). Measured against all of Queen Anne's County, it is worth more than 58% 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 1023 Chester River Dr, Grasonville, MD?
The 2025 property tax bill for 1023 Chester River Dr, Grasonville, MD was $4,421. The county assessed it at $489,533.
More homes on Chester River Dr
- 959 Chester River Dr$666K2.5 ba · 2,836 ft² · Sold $666K · Jul 2026
- 816 Chester River Dr$966K1 ba · 1,092 ft² · Sold $965K · Jun 2026
- 901 Chester River Dr # 903$656K12.34 ac · Sold $900K · Mar 2026
- 805 Chester River Dr$402K2 ba · 1,680 ft² · Sold $400K · Jan 2026
- 801 Chester River Dr$599K1 ba · 1,056 ft² · Sold $350K · Nov 2025
- 1030 Chester River Dr$1M1 ba · 1,984 ft² · Sold $1M · Oct 2025
- 1000 Chester River Dr$768K1 ba · 1,268 ft² · Sold $760K · Sep 2025
- 819 Chester River Dr$390K2 ba · 1,296 ft² · Sold $385K · Jul 2025
- 1016 Chester River Dr$953K2 ba · 2,560 ft² · Sold $940K · Jun 2025
- 705 Chester River Dr$914K3 ba · 2,643 ft² · Sold $400K · Mar 2025
- 1017 Chester River Dr$409K1 ba · 840 ft² · Sold $400K · Dec 2024
- 1032 Chester River Dr$980K2 ba · 1,432 ft² · Sold $955K · Oct 2024
Closest homes
- 1025 Chester River Dr$505K50 ft · 2 ba · 1,482 ft² · Sold $300K · Nov 2014
- 1021 Chester River Dr$613K50 ft · 3.5 ba · 1,936 ft² · Sold $630K · Jul 2021
- 1027 Chester River Dr$731K100 ft · 3 ba · 3,041 ft² · Sold $575K · Feb 2020
- 1019 Chester River Dr$820K100 ft · 5.5 ba · 2,460 ft² · Sold $150K · Apr 2002
- 1017 Chester River Dr$409K150 ft · 1 ba · 840 ft² · Sold $400K · Dec 2024
- 1029 Chester River Dr$628K150 ft · 2.5 ba · 2,058 ft² · Sold $240K · Sep 2000
- 1015 Chester River Dr$338K200 ft · 2 ba · 1,092 ft² · Sold $170K · May 2003
- 1031 Chester River Dr$560K200 ft · 2.5 ba · 1,700 ft² · Sold $216K · Dec 1998
More homes in Grasonville 21638
- 214 Oyster Cove Dr$560K1,378 ft² · Sold $560K · Aug 2026
- 12 Fairway Is$700K2.5 ba · 2,524 ft² · Sold $700K · Aug 2026
- 5 Prospect Bay Dr W$820K2.5 ba · 2,522 ft² · Sold $820K · Aug 2026
- 105 Prospect Bay Dr W$1.5M2.5 ba · 3,463 ft² · Sold $1.5M · Aug 2026
- 1401 Oyster Cove Dr$700K3.5 ba · 1,636 ft² · Sold $700K · Aug 2026
- 311 Perrys Corner Rd1 ba · 1,028 ft² · Sold $60K · Aug 2026
- 40 Greenwood Shls$1.1M2.5 ba · 3,426 ft² · Sold $1.1M · Aug 2026
- 717 Pathfinder Cir$559K3 ba · 2,968 ft² · Sold $559K · Aug 2026
- 168 Pathfinder Cir$589K2.5 ba · 2,444 ft² · Sold $587K · Jul 2026
- 4 Bunker Ct$801K2 ba · 3,549 ft² · Sold $800K · Jul 2026
- 123 Pixie Ct$629K3 ba · 2,748 ft² · Sold $629K · Jul 2026
- 112 Rilian Ct$567K2.5 ba · 2,852 ft² · Sold $567K · Jul 2026
Assigned schools
Explore the area
See this home in context
Open 1023 Chester River Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map