111 E CHESTNUT ST
Valuation
Tax & Assessment
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: Talbot County Public Schools
Neighborhood · ZIP 21663These 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
111 E Chestnut St 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 76% of homes in Talbot County
- Costs more per square foot than 84% of homes in Talbot County
- Has a smaller lot than 94% of homes in Saint Michaels 21663
- Among the oldest homes in Talbot County
What homes are worth in Saint Michaels 21663
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 58% of homes in Saint Michaels 21663.
How it measures up in Saint Michaels 21663
The dot is this home. The mark in the middle is the typical home in Saint Michaels 21663.
Pricier than 58% of homes nearby
Pricier than 67% of homes nearby
Bigger than 45% of homes nearby
Bigger than 6% of homes nearby
Newer than 2% of homes nearby
| Measure | This home | St. Michaels | Saint Michaels 21663 | Talbot County |
|---|---|---|---|---|
| Estimated valuepricier than | $913,951 | 66% of homes | 58% of homes | 76% of homes |
| Price per ft²pricier than | $493 | 71% of homes | 67% of homes | 84% of homes |
| Living areabigger than | 1,852 ft² | 59% of homes | 45% of homes | 44% of homes |
| Lot sizebigger than | 3,600 ft² | 12% of homes | 6% of homes | 6% of homes |
| Year builtnewer than | 1852 | 5% of homes | 2% of homes | almost no homes |
About 111 E Chestnut St
How much is 111 E Chestnut St, Saint Michaels, MD worth?
The TopHap Estimate for 111 E Chestnut St, Saint Michaels, MD is $913,951 as of Sep 24, 2026. The likely range is $843,604 to $984,298. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 111 E Chestnut St, Saint Michaels, MD last sell?
111 E Chestnut St, Saint Michaels, MD last sold on Aug 13, 2009 for $350,000, according to the county's recorded deed.
How big is 111 E Chestnut St, Saint Michaels, MD?
111 E Chestnut St, Saint Michaels, MD has 2.5 bathrooms, 1,852 square feet of living space and a 0.08-acre lot.
When was 111 E Chestnut St, Saint Michaels, MD built?
111 E Chestnut St, Saint Michaels, MD was built in 1852, making it 174 years old. The building has 2 stories.
What schools serve 111 E Chestnut St, Saint Michaels, MD?
111 E Chestnut St, Saint Michaels, MD is assigned to St. Michaels Elementary School (elementary), rated B-; St. Michaels Middle/High School (middle), rated B-. All sit in Talbot County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 111 E Chestnut St, Saint Michaels, MD compare to other homes in Saint Michaels 21663?
Among the 1,934 homes in Saint Michaels 21663, it is worth more than 58% of them ($913,951 against a typical $796,371), its price per square foot is higher than 67% of them ($493 against a typical $397), it is bigger than 45% of them (1,852 ft² against a typical 2,015 ft²), its lot is bigger than 6% of them (3,600 ft² against a typical 0.34 ac) and it is newer than 2% of them (1852 against a typical 1981). Measured against all of Talbot County, it is worth more than 76% 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 111 E Chestnut St, Saint Michaels, MD?
The 2026 property tax bill for 111 E Chestnut St, Saint Michaels, MD was $6,928. The county assessed it at $544,167.
More homes on E Chestnut St
- 206 E Chestnut St$1.5M3 ba · 2,032 ft² · Sold $1M · Sep 2026
- 222 E Chestnut St$1.8M2.5 ba · 2,284 ft² · Sold $1.8M · Aug 2026
- 106 E Chestnut St$1.2M2 ba · 2,135 ft² · Sold $1.2M · Jun 2026
- 218 E Chestnut St$1.7M4 ba · 2,639 ft² · Sold $1.8M · May 2024
- 204 E Chestnut St$788K1.5 ba · 1,732 ft² · Sold $631K · Apr 2023
- 214 E Chestnut St$1.2M3.5 ba · 2,823 ft² · Sold $975K · Dec 2022
- 208 E Chestnut St$990K3 ba · 1,649 ft² · Sold $650K · Aug 2022
- 107 E Chestnut St$1.1M2 ba · 2,024 ft² · Sold $815K · Jul 2022
- 202 E Chestnut St$1.3M2 ba · 2,052 ft² · Sold $710K · Aug 2021
- 105 E Chestnut St$1.2M2.5 ba · 2,576 ft² · Sold $860K · Mar 2021
- 200 E Chestnut St$1.1M1.5 ba · 2,062 ft² · Sold $563K · Mar 2021
- 207 E Chestnut St$1.3M4 ba · 2,728 ft² · Sold $835K · Nov 2020
Closest homes
- 410 St Marys Sq$884K65 ft · 2.5 ba · 2,092 ft² · Sold $432K · Nov 2020
- 109 E Chestnut St$942K56 ft · 2 ba · 1,488 ft² · Sold $450K · Apr 2017
- 105 E Chestnut St$1.2M88 ft · 2.5 ba · 2,576 ft² · Sold $860K · Mar 2021
- 107 E Chestnut St$1.1M88 ft · 2 ba · 2,024 ft² · Sold $815K · Jul 2022
- 116 E Chestnut St$791K122 ft · 3 ba · 2,067 ft² · Sold $230K · Sep 1998
- 106 E Chestnut St$1.2M159 ft · 2 ba · 2,135 ft² · Sold $1.2M · Jun 2026
- 108 E Chestnut St$1.3M150 ft · 3.5 ba · 3,066 ft² · Sold $767K · Dec 2012
- 104 E Chestnut St$1M197 ft · 1 ba · 1,460 ft² · Sold Sep 2009
More homes in Saint Michaels 21663
- 9206 Martingham Dr$600K2.5 ba · 2,841 ft² · Sold $600K · Oct 2026
- 23776 Mount Pleasant Landing Cir$1.6M2 ba · 1,680 ft² · Sold $1.6M · Sep 2026
- 24645 Long Haul Rd$2.2M1 ba · 672 ft² · Sold $2.2M · Sep 2026
- 6905 Pea Neck Rd$1.6M2 ba · 1,983 ft² · Sold $1.6M · Sep 2026
- 962 San Domingo Ct$2.2M4.5 ba · 2,760 ft² · Sold $2.2M · Sep 2026
- 24965 Back Creek Dr$682K2.5 ba · 2,798 ft² · Sold $680K · Sep 2026
- 24896 Back Creek Dr$877K3.5 ba · 3,452 ft² · Sold $877K · Sep 2026
- 504 Seymour Ave$969K2 ba · 2,086 ft² · Sold $969K · Sep 2026
- 216 E Chew Ave$1.5M3.5 ba · 3,575 ft² · Sold $1.5M · Sep 2026
- 203 E Chew Ave$2.1M4.5 ba · 4,100 ft² · Sold $2.1M · Sep 2026
- 23961 Lynnewood Dr$3M3 ba · 4,035 ft² · Sold $3M · Sep 2026
- 100 Bush Ter$390K2 ba · 1,232 ft² · Sold $390K · Sep 2026
Assigned schools
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