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$1,469,900 Just Listed

  • For Sale
  • Active
  • Apartment
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104 Maple Avenue in Chestertown. with a well-balanced unit mix, including one 3-bedroom unit and five 2-bedroom units-appealing to long-term occupancy stability. Each unit has been updated with features designed for durability and tenant retention, including engineered hardwood or hardwood flooring, updated kitchens with quartz countertops (select units), recessed LED lighting, and in-unit washer/dryer setups in most units. Additional highlights across units include dishwashers, garbage disposals, ceiling fans, and mini-split systems, providing modern comfort and efficiency. The current ownership has made significant building-wide improvements, reducing future capital expenditure risk for the next investor. All major updates were done in 2019. Situated in Chestertown's historic and walkable community, tenants benefit from proximity to the town's vibrant downtown, known for its locally owned restaurants, waterfront views along the Chester River, boutique shopping, and year-round events. The presence of Washington College adds to the area's stability and rental demand, while the town's charm and quality of life continue to attract long-term residents. This is a turnkey, stabilized asset with strong fundamentals, minimal deferred maintenance, and clear upside through continued rent optimization and operational efficiencies.

Full Property Details for 104 Maple Ave

General

  • Price: $1,469,900
  • Taxes: $10,500 (2025)
  • Status: Active
  • Type: Apartment
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDKE2006386
  • Updated: 4/23/2026
  • Added to Site: 3 day(s) ago

Business

  • Business Type: Apartment Building

Interior

  • Flooring: Hardwood, Carpet

Parking

  • Total Spaces: 8
  • Parking Type: Parking Lot

Location

  • Municipality: Chestertown
  • County: KENT
  • Driving Directions: Follow US-301 N to MD-213 N/Centreville Rd in Queen Anne's County. Take the MD-213 N/Centreville exit from US-301 N 25 min (22.2 mi) Merge onto MD-213 N/Centreville Rd  Continue to follow MD-213 N  Pass by Hardee’s (on the left in 2.7 mi)  Destination will be on the left
  • Location Details: Downtown
  • Historic District: Yes
  • City Limits: Yes

Heating & Cooling

  • Cooling Type: Ceiling Fan(s), Ductless/Mini-Split
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Dist. to Water: 4 Blocks

Structural Information

  • Construction: Wood Siding, Tile, CPVC/PVC
  • Foundation: Crawl Space
  • Roof: Shingle
  • Entry Floor Number: 1
  • Stories/Levels: 3
  • Building Size: 7296
  • Year Built: 1927
  • Year Built Source: Assessor

Unit Information

  • # Tenants: Multiple

Lot Features

  • Lot Size (Acres): 0.24
  • Lot Size (Sq. Ft.): 10,540
  • Lot Size Source: Assessor
  • Lot Dimensions: 1.00 x
  • Fence: Yes
  • Zoning: R-3

Water Features

  • Water Front Type: River
  • Water Front Name: Chester River

Financial Considerations

  • Price Per Sq. Ft.: $201.47
  • Assessment Year: 2026
  • City/TownTax: $2,902
  • City/TownTax Freq: Annually
  • County Tax: $7,598
  • County Tax Freq: Annually
  • Tax w/Assessment: $834,300
  • Tax Amount: $10,500
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Real Broker, LLC - Annapolis, Nicolas Dively

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Listing agent

— 104 Maple Ave —

  • Nicolas Dively

    Real Broker, LLC - Annapolis

Listing Office Email: dmvbroker@therealbrokerage.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 104 Maple Ave

School District:Kent County Public Schools
NameGradesDistance
H. H. Garnett Elementary School
320 Calvert Street, Chestertown, MD 21620
PK-50.5 mi
Kent County Middle School
402 East Campus Avenue, Chestertown, MD 21620
6-80.6 mi
Kent County High School
25301 Lambs Meadow Road, Worton, MD 21678
9-125.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 104 Maple Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/23/2026
Listed
$1,469,900
70.15%
MLS
10/31/2022
Sold
$863,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 104 Maple Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,500
32%
$670,000
32%
2024
$7,925
49%
$505,700
48%
2023
$5,316
—
$341,400
—
2022
$5,316
-1%
$341,400
—
2020
$5,382
—
$341,400
-1%
2021
$5,382
—
$343,400
—
2020
$5,371
1%
$343,400
—
2019
$5,336
3%
$343,400
—
2018
$5,166
—
$343,500
—
2017
$5,166
306%
$343,500
—
2016
$1,271
-76%
$343,500
-2%
2015
$5,279
100%
$351,000
—
2014
$2,640
—
$351,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Real Broker, LLC - Annapolis, Nicolas Dively

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104 Maple Avenue, Chestertown, MD 21620 (MLS# MDKE2006386) is a Apartment property. 104 Maple Avenue is currently listed for $1,469,900 and was received on April 23, 2026. Want to learn more about 104 Maple Avenue? Do you have questions about finding other Apartment real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.

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