101 CHESAPEAKE AVE
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: Anne Arundel County Public Schools
Neighborhood · ZIP 21403These 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
101 Chesapeake Ave 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.
- Among the most valuable homes in Anne Arundel County
- Among the highest price per square foot in Anne Arundel County
- Bigger than 84% of homes in Annapolis 21403
- Older than 98% of homes in Anne Arundel County
What homes are worth in Annapolis 21403
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 97% of homes in Annapolis 21403.
How it measures up in Annapolis 21403
The dot is this home. The mark in the middle is the typical home in Annapolis 21403.
Pricier than 97% of homes nearby
Pricier than 97% of homes nearby
Bigger than 84% of homes nearby
Bigger than 40% of homes nearby
Newer than 3% of homes nearby
| Measure | This home | Eastport | Annapolis 21403 | Anne Arundel County |
|---|---|---|---|---|
| Estimated valuepricier than | $2,515,892 | 95% of homes | 97% of homes | almost all homes |
| Price per ft²pricier than | $883 | 89% of homes | 97% of homes | almost all homes |
| Living areabigger than | 2,848 ft² | 83% of homes | 84% of homes | 84% of homes |
| Lot sizebigger than | 0.16 ac | 48% of homes | 40% of homes | 39% of homes |
| Year builtnewer than | 1920 | 19% of homes | 3% of homes | 2% of homes |
About 101 Chesapeake Ave
How much is 101 Chesapeake Ave, Annapolis, MD worth?
The TopHap Estimate for 101 Chesapeake Ave, Annapolis, MD is $2,515,892 as of Sep 24, 2026. The likely range is $2,276,994 to $2,754,790. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 101 Chesapeake Ave, Annapolis, MD last sell?
101 Chesapeake Ave, Annapolis, MD last sold on Aug 22, 2013 for $1,350,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 101 Chesapeake Ave, Annapolis, MD?
101 Chesapeake Ave, Annapolis, MD has 3.5 bathrooms, 2,848 square feet of living space and a 0.16-acre lot.
When was 101 Chesapeake Ave, Annapolis, MD built?
101 Chesapeake Ave, Annapolis, MD was built in 1920, making it 106 years old. It is a conventional home. The building has 2 stories.
What schools serve 101 Chesapeake Ave, Annapolis, MD?
101 Chesapeake Ave, Annapolis, MD is assigned to Eastport Elementary School (elementary), rated B-; Annapolis Middle School (middle), rated C; Annapolis High School (high), rated C. All sit in Anne Arundel County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 101 Chesapeake Ave, Annapolis, MD compare to other homes in Annapolis 21403?
Among the 11,835 homes in Annapolis 21403, it is worth more than 97% of them ($2,515,892 against a typical $650,232), its price per square foot is higher than 97% of them ($883 against a typical $362), it is bigger than 84% of them (2,848 ft² against a typical 1,716 ft²), its lot is bigger than 40% of them (0.16 ac against a typical 0.2 ac) and it is newer than 3% of them (1920 against a typical 1980). Measured against all of Anne Arundel County, it is worth more than almost all 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 101 Chesapeake Ave, Annapolis, MD?
The 2025 property tax bill for 101 Chesapeake Ave, Annapolis, MD was $20,811. The county assessed it at $1,636,700.
More homes on Chesapeake Ave
- 417 Chesapeake Ave$1.4M3.5 ba · 2,077 ft² · Sold $1.4M · Jul 2026
- 122 Chesapeake Ave$2.2M5 ba · 3,820 ft² · Sold $2.3M · Jul 2026
- 400 Chesapeake Ave # 2-101$2M3.5 ba · 2,566 ft² · Sold $1.9M · Jun 2026
- 712 Chesapeake Ave$1.6M2.5 ba · 2,296 ft² · Sold $1.6M · Jun 2026
- 1416 Chesapeake Ave$785K3.5 ba · 3,206 ft² · Sold $92K · Apr 2026
- 1407 Chesapeake Ave$994K1 ba · 964 ft² · Sold $950K · Jan 2026
- 313 Chesapeake Ave$1.4M2 ba · 2,576 ft² · Sold $1.4M · Jul 2025
- 114 Chesapeake Ave$1.1M2.5 ba · 1,840 ft² · Sold $1.3M · May 2025
- 702 Chesapeake Ave$1.4M3 ba · 1,908 ft² · Sold $1.4M · Apr 2025
- 220 Chesapeake Ave$2M3.5 ba · 3,000 ft² · Sold $2M · Apr 2025
- 123 Chesapeake Ave$1.3M3.5 ba · 2,965 ft² · Sold $1.5M · Mar 2025
- 808 Chesapeake Ave$992K2 ba · 1,737 ft² · Sold $985K · Mar 2025
Closest homes
- 103 Chesapeake Ave$1.2M46 ft · 2.5 ba · 1,966 ft² · Sold $260K · Dec 1994
- 107 Chesapeake Ave$904K86 ft · 1 ba · 1,112 ft² · Sold Jun 2006
- 514 First St$1M138 ft · 0.27 ac · Sold Jan 1900
- 109 Chesapeake Ave$1.5M125 ft · 2.5 ba · 2,208 ft² · Sold Jun 2005
- 501 First St$1.5M142 ft · 2.5 ba · 1,999 ft² · Sold $800K · Sep 2019
- 503 First St$1.3M130 ft · 2 ba · 1,990 ft² · Sold $198K · Oct 1993
- 505 First St$1M140 ft · 1 ba · 1,066 ft² · Sold $1.2M · Feb 2024
- 516 First St$1.6M177 ft · 2 ba · 2,663 ft² · Sold Jan 1900
More homes in Annapolis 21403
- 76 Summerfield Dr$486K2 ba · 1,203 ft² · Sold $485K · Sep 2026
- 1140 Lake Heron Dr$375K1,103 ft² · Sold $375K · Sep 2026
- 152 Jefferson St$775K3.5 ba · 2,282 ft² · Sold $750K · Sep 2026
- 15 Silverwood Cir$236K1,402 ft² · Sold $235K · Sep 2026
- 52 Primrose Hill Ln$898K3.5 ba · 3,978 ft² · Sold $875K · Sep 2026
- 1102 August Dr$671K2.5 ba · 2,464 ft² · Sold $575K · Sep 2026
- 1014 Van Buren St$625K1.5 ba · 1,428 ft² · Sold $625K · Sep 2026
- 1231 Gemini Dr$300K1,133 ft² · Sold $300K · Sep 2026
- 139 Georgetown Rd$263K1.5 ba · 1,026 ft² · Sold Sep 2026
- 300 Hilltop Ln$276K2 ba · 1,321 ft² · Sold $275K · Sep 2026
- 140 Georgetown Rd$292K1,670 ft² · Sold $290K · Sep 2026
- 7 Dumbarton Ct$318K2.5 ba · 1,224 ft² · Sold $350K · Sep 2026
Assigned schools
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