809 High St
Chestertown, MD 21620
Studio
2 Baths
1,920 sqft
Studio
2 Baths
1,920 sqft
Local Information
- Map ViewExplore the area around 809 High St.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1920
Living Area
1,920 sqft
Price/Sqft
$156
About this House
This single-family home is located at 809 High St, Chestertown, MD. 809 High St is in Chestertown, MD and in ZIP code 21620. This property has 2 bathrooms and approximately 1,920 sqft of floor space. This property has a lot size of 5357 sqft and was built in 1920.
809 High St, Chestertown, MD 21620 is a studio, 2 bathroom, 1,920 sqft single-family home built in 1920. It last sold for $115,000 on Feb 7, 2002. It is currently off market. The Trulia Estimate is $299,600, with a rent estimate of $2,489/month.
Home Details for 809 High St
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Heating & Cooling Heating: Other, ElectricHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
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Exterior Home Features Roof: Shake ShingleExterior: Other |
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Year Built Year Built: 1920 |
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional |
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Units in Building: 1 |
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Lot Area: 5357 sqft |
Price History for 809 High St
| Date | Price | Event | Source |
|---|---|---|---|
| 02/07/2002 | $115,000 | Sold | N/A |
Market trends in Chestertown
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
64
5MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $5,786 |
| Assessment | $184,600 |
Home facts updated by county records
Comparable Sales for 809 High St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.17 | Single-Family Home | $120,000 | 02/27/26 | 4 | 1.5 | 1,156 | |
0.19 | Single-Family Home | $165,000 | 07/07/26 | 2 | 1.5 | 1,082 | |
0.23 | Single-Family Home | $240,000 | 08/26/25 | 2 | 2 | 1,218 | |
0.26 | Single-Family Home | $215,000 | 07/21/26 | 3 | 1 | 1,373 | |
0.21 | Single-Family Home | $155,000 | 05/13/26 | 2 | 1 | 910 | |
0.30 | Single-Family Home | $230,000 | 02/02/26 | 2 | 1 | 928 | |
0.25 | Single-Family Home | $410,000 | 06/26/26 | 3 | 2.5 | 1,216 | |
0.49 | Single-Family Home | $355,000 | 06/03/26 | 3 | 3,664 | ||
0.63 | Single-Family Home | $296,337 | 09/30/25 | 3 | 1.5 | 2,212 | |
0.58 | Single-Family Home | $370,000 | 05/01/26 | 3 | 1.5 | 1,404 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETL. C. Parker Real Estate
SOLDJUL 7, 2026Doug Ashley Realtors, LLC
OFF MARKETDoug Ashley Realtors, LLC
FOR SALENEW - 2 DAYS AGORE/MAX Associates-Hockessin
OFF MARKETThe Hogans Agency Inc.
OFF MARKETCross Street Realtors LLC
OFF MARKETColdwell Banker Chesapeake Real Estate Company
Assigned Schools
These are the assigned schools for 809 High St.
- H. H. Garnett Elementary School
- PK-5
- Public
- 322 Students
7/10GreatSchools RatingParent Rating AverageA great school with dedicated teachers and staff and a warm, friendly feel. Principal Rose is engaged and knows all of her students, and Miss Kiki at the front desk is great for answering questions and getting things done. I've had three older kids go through the school and they still reminisce about it, and my youngest is in first grade and loves going to school every day. He is sometimes even disappointed when school is closed for holidays! I could not ask for more in a positive and engaging early experience with learning. This is a great little school that gets a bad rap for test scores, but the truth is our student population has a high level of need that our teachers and staff have to go above and beyond to meet. My only complaint is that they don't get paid enough for all they do for their kids and there aren't enough of them to keep them from being completely overworked all the time. They are real heroes.Parent Review2y ago - Kent County Middle School
- 6-8
- Public
- 354 Students
2/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Kent County High School
- 9-12
- Public
- 511 Students
5/10GreatSchools RatingParent Rating AverageThe school offers STEM academy, Dual enrollment & Career Pathways. It’s a great school, you just have to do a bit of research for the programs offered.Parent Review1y ago 
Check out schools near 809 High St.
What Locals Say about Chestertown
At least 34 Trulia users voted on each feature.
85 % Say car is needed
84 % Say there's holiday spirit
83 % Say it's dog friendly
77 % Say people would walk alone at night
77 % Say parking is easy
76 % Say yards are well-kept
74 % Say it's quiet
61 % Say neighbors are friendly
57 % Say there's wildlife
56 % Say it's walkable to restaurants
54 % Say there are sidewalks
49 % Say kids play outside
46 % Say it's walkable to grocery stores
44 % Say streets are well-lit
41 % Say there are community events
38 % Say they plan to stay for at least 5 years
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 809 High St
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Off Market Homes Near 809 High St
SOLDJUL 22, 2026Coldwell Banker Chesapeake Real Estate Company
SOLDJUL 16, 2026Long & Foster Real Estate, Inc.
SOLDJUL 13, 2026Doug Ashley Realtors, LLC- SOLDJUL 7, 2026Doug Ashley Realtors, LLC
- SOLDJUN 26, 2026
SOLDJUN 26, 2026Taylor Properties
SOLDJUN 25, 2026Keller Williams Realty- SOLDJUN 24, 2026
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