111 W 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 W 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 75% of homes in Talbot County
- Costs more per square foot than 82% of homes in Talbot County
- Has a smaller lot than 90% of homes in Saint Michaels 21663
- Older than 96% of 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 55% 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 55% of homes nearby
Pricier than 62% of homes nearby
Bigger than 46% of homes nearby
Bigger than 10% of homes nearby
Newer than 8% of homes nearby
| Measure | This home | St. Michaels | Saint Michaels 21663 | Talbot County |
|---|---|---|---|---|
| Estimated valuepricier than | $867,975 | 64% of homes | 55% of homes | 75% of homes |
| Price per ft²pricier than | $459 | 64% of homes | 62% of homes | 82% of homes |
| Living areabigger than | 1,890 ft² | 60% of homes | 46% of homes | 46% of homes |
| Lot sizebigger than | 0.13 ac | 26% of homes | 10% of homes | 10% of homes |
| Year builtnewer than | 1890 | 21% of homes | 8% of homes | 4% of homes |
About 111 W Chestnut St
How much is 111 W Chestnut St, Saint Michaels, MD worth?
The TopHap Estimate for 111 W Chestnut St, Saint Michaels, MD is $867,975 as of Sep 24, 2026. The likely range is $795,051 to $940,899. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 111 W Chestnut St, Saint Michaels, MD last sell?
111 W Chestnut St, Saint Michaels, MD last sold on Jul 16, 2013 for $485,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 111 W Chestnut St, Saint Michaels, MD?
111 W Chestnut St, Saint Michaels, MD has 2.5 bathrooms, 1,890 square feet of living space and a 0.13-acre lot.
When was 111 W Chestnut St, Saint Michaels, MD built?
111 W Chestnut St, Saint Michaels, MD was built in 1890, making it 136 years old. The building has 2 stories.
What schools serve 111 W Chestnut St, Saint Michaels, MD?
111 W 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 W 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 55% of them ($867,975 against a typical $800,617), its price per square foot is higher than 62% of them ($459 against a typical $397), it is bigger than 46% of them (1,890 ft² against a typical 1,998 ft²), its lot is bigger than 10% of them (0.13 ac against a typical 0.35 ac) and it is newer than 8% of them (1890 against a typical 1981). Measured against all of Talbot County, it is worth more than 75% 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 W Chestnut St, Saint Michaels, MD?
The 2026 property tax bill for 111 W Chestnut St, Saint Michaels, MD was $8,004. The county assessed it at $628,667.
More homes on W Chestnut St
- 114 W Chestnut St$1.2M4.5 ba · 3,528 ft² · Sold $1.1M · Oct 2026
- 121 W Chestnut St$1.4M2.5 ba · 2,540 ft² · Sold $1.4M · Jun 2026
- 113 W Chestnut St$1.1M2.5 ba · 2,548 ft² · Sold $1.1M · Apr 2025
- 122 W Chestnut St$1.1M3.5 ba · 1,581 ft² · Sold $1.2M · Sep 2024
- 119 W Chestnut St$1.1M2.5 ba · 2,544 ft² · Sold $1.2M · Jun 2024
- 117 W Chestnut St$845K2 ba · 1,666 ft² · Sold $745K · Apr 2024
- 120 W Chestnut St$811K2.5 ba · 1,218 ft² · Sold $800K · Aug 2023
- 106 W Chestnut St$1.3M4 ba · 3,522 ft² · Sold $1.1M · Jun 2023
- 103 W Chestnut St$1.1M2.5 ba · 2,296 ft² · Sold $985K · May 2023
- 101 W Chestnut St$684K2 ba · 1,246 ft² · Sold $565K · Jun 2022
- 104 W Chestnut St$1.5M3.5 ba · 2,958 ft² · Sold $978K · Oct 2021
- 107 W Chestnut St$1.4M1 ba · 1,785 ft² · Sold $425K · Aug 2019
Closest homes
- 109 W Chestnut St$837K38 ft · 1.5 ba · 1,752 ft² · Sold $320K · Mar 2014
- 113 W Chestnut St$1.1M49 ft · 2.5 ba · 2,548 ft² · Sold $1.1M · Apr 2025
- 107 W Chestnut St$1.4M83 ft · 1 ba · 1,785 ft² · Sold $425K · Aug 2019
- 107 Thompson St$1M156 ft · 2 ba · 2,128 ft² · Sold $525K · Dec 2016
- 105 W Chestnut St$840K141 ft · 2 ba · 1,955 ft² · Sold $335K · May 2011
- 109 Thompson St$829K163 ft · 3 ba · 2,022 ft² · Sold $430K · Jun 2005
- 106 W Chestnut St$1.3M182 ft · 4 ba · 3,522 ft² · Sold $1.1M · Jun 2023
- 105 Thompson St$739K188 ft · 1.5 ba · 1,312 ft² · Sold $750K · Jun 2023
More homes in Saint Michaels 21663
- 9359 Martingham Cir$775K3 ba · 1,988 ft² · Sold $775K · Oct 2026
- 9551 Quail Hollow Dr$375K2.5 ba · 1,800 ft² · Sold $360K · Oct 2026
- 24700 Deepwater Point Dr$359K2.5 ba · 1,487 ft² · Sold $335K · Oct 2026
- Deepwater Point Dr4 ba · 9,317 ft² · Sold $249K · Oct 2026
- 965 San Domingo Ct$2.4M3.5 ba · 4,116 ft² · Sold $2.5M · Oct 2026
- 24555 Deepwater Point Dr$679K3 ba · 2,072 ft² · Sold $640K · Oct 2026
- 107 E Chestnut St$1.1M2 ba · 2,024 ft² · Sold $1.1M · Oct 2026
- 9545 Quail Hollow Dr$374K2.5 ba · 1,800 ft² · Sold $350K · Oct 2026
- 9206 Martingham Dr$600K2.5 ba · 2,841 ft² · Sold $600K · Oct 2026
- 203 Canton St$285K1.5 ba · 1,364 ft² · Sold $285K · Sep 2026
- 217 E Chew Ave$1M2.5 ba · 1,338 ft² · Sold $10K · Sep 2026
- 24375 Widgeon Pl$489K3 ba · 1,752 ft² · Sold $479K · Sep 2026
Assigned schools
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