104 ACORN DRIVECHESTERTOWN, MD 21620

Townhouse · 3 Beds · 2 Full Baths · 1 Half Bath · 1,900 Sq. ft. | 0.05 Acres
$284,900 ACTIVE

104 ACORN DRIVE Overview

Time on Site:
18 days
Visits:
1

Embrace Eastern Shore living in this beautifully designed Oak Hollow townhome. Offering 1,900 square feet of spacious, three-level living, this property is perfectly positioned just minutes from historic downtown Chestertown, local schools, and the YMCA—blending everyday convenience with a welcoming community atmosphere. Enter through the ground floor, where a flexible bonus room and one-car garage offer endless possibilities for a home office, gym, or recreation space. The heart of the home sits on the main level, featuring a generous living room and an eat-in kitchen that opens to a private rear deck—the perfect spot to unwind and look out at the wooded backdrop. Upstairs, you will find three comfortable bedrooms, including a primary suite with a private bath, alongside a dedicated laundry area. Turn-key and low-maintenance, this property is a fantastic opportunity for first-time buyers, downsizers, and investors alike.

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104 ACORN DRIVE Facts & Features

  • Type Townhouse
  • Sq. ft. 1,900
  • Price/Sq.ft. $150
  • Lot 0.05 Acres

Details

General

Association/HOA

  • Association Fee: $65.00
  • Association Fee Frequency: Monthly
  • Association: Yes
  • Condo/Coop Association: No

Listing Information

  • Real Estate Owned: No
  • Short Sale: No

Building Information

  • New Construction: No
  • Pool: No Pool
  • Total SQFT: 1900
  • Year Built: 2004

Location/Region

  • Country: US
  • County: KENT
  • County Or Parish: KENT
  • In City Limits: Yes
  • Subdivision Name: OAK HOLLOW

Parking Information

  • Total Parking Spaces: 1
  • Type of Parking: Attached Garage

Rent/Lease Information

  • Lease Considered: No

Tax Information

  • City/Town Tax: 845.00
  • City/Town Tax Payment Frequency: Annually
  • County Tax: 2214.00
  • County Tax Payment Frequency: Annually
  • Tax Annual Amount: $3,059.00
  • Tax Assessed Value: 197567.00
  • Tax Year: 2025

General Information

  • Property Type: Residential
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • Senior Community: No
  • Special Listing Conditions: Standard
  • Vacation Rental: No
  • Year Assessed: 2026
  • Zoning: R3/R4

Interior

Building Information

  • Cooling Fuel: Electric
  • Heating Fuel: Electric

Parking Information

  • Garage Features: Garage - Front Entry,Garage Door Opener
  • Garage Spaces: 1.00
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Half Main Level: 1
  • Bathrooms Total: 3
  • Bedrooms Total: 3

Building Exterior/Construction

  • Structure Type: Interior Row/Townhouse

Building Interior

  • Above Grade Finished Area: 1900
  • Above Grade Finished Area Source: Assessor
  • Above Grade Finished Area Units: Square Feet
  • Below Grade Finished Area: 0
  • Below Grade Finished Area Source: Assessor
  • Below Grade Finished Area Units: Square Feet
  • Central Air: Yes
  • Hot Water: Electric

General Information

  • Accessibility Features: None
  • Appliances: Dishwasher, Washer/Dryer Stacked, Oven/Range - Electric, Refrigerator
  • Basement: No
  • Cooling: Central A/C
  • Fireplace: No
  • Flooring: Carpet, Laminated
  • Foundation Details: Block
  • Levels: 3
  • Living Area: 1900
  • Living Area Source: Assessor
  • Main Level Bathrooms: 1.00

Exterior

Parking Information

  • Parking Features: Concrete Driveway

Lot Information

  • Additional Parcels: No
  • Lot Features: Backs - Open Common Area
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 2119.00
  • Lot Size Units: Square Feet
  • Water Source: Public

Waterfront/View

  • Water Oriented: No
  • Water View: No
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Traditional, Unit/Flat
  • Construction Materials: Vinyl Siding
  • Roof: Shingle

General Information

  • Other Structures: Above Grade,Below Grade
  • Sewer: Public Septic
  • Water Access: No

104 ACORN DRIVE Neighborhood

Community

21620 (CHESTERTOWN) Demographics

41
Median Age
97
Population Density (per sq. mile)
48%
College Educated
$62,210
Estimated Median Income
3,408
Estimated Total Home Owners
1,835
Estimated Total Renters
65% / 35%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

104 ACORN DRIVE Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

104 ACORN DRIVE Market Data

Based on the last 30 days in this zip code

$612,560
Average List Price
$288
Average Price per Square Foot
19
Properties Sold
106
Average Days on Market
84
Properties for Sale
Calculations provided by Reliance Network

104 ACORN DRIVE History

Date Event Value Agent
6/12/2026Source: BRIGHT MLS Added to Database
June 12, 2026
Listing provided courtesy of Cross Street Realtors LLC- MLS# MDKE2006668MLS ProviderContact Information: 4107783779