About 104 Acorn Dr
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.
Features of 104 Acorn Dr
| MLS® # | MDKE2006668 |
|---|---|
| Price | $275,000 |
| Bedrooms | 3 |
| Bathrooms | 2.50 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 1,900 |
| Acres | 0.05 |
| Year Built | 2004 |
| Type | Residential |
| Sub-Type | Interior Row/Townhouse |
| Style | Traditional, Unit/Flat |
| Status | Active |
Community Information
| Address | 104 Acorn Dr |
|---|---|
| Subdivision | OAK HOLLOW |
| City | CHESTERTOWN |
| County | KENT-MD |
| State | MD |
| Municipality | Chestertown |
| Zip Code | 21620 |
Amenities
| Parking | Concrete Driveway |
|---|---|
| # of Garages | 1 |
| Garages | Garage - Front Entry, Garage Door Opener |
| Is Waterfront | No |
Interior
| Interior Features | Unit/Flat |
|---|---|
| Appliances | Dishwasher, Washer/Dryer Stacked, Oven/Range - Electric, Refrigerator |
| Heating | Heat Pump(s) |
| Cooling | Central A/C |
| Has Basement | No |
| Fireplace | No |
| Stories | 3 |
Exterior
| Exterior | Vinyl Siding |
|---|---|
| Lot Description | Backs - Open Common Area |
| Roof | Shingle |
| Construction | Vinyl Siding |
| Foundation | Block |
School Information
| District | KENT COUNTY PUBLIC SCHOOLS |
|---|
Additional Information
| Date Listed | June 12th, 2026 |
|---|---|
| Days on Market | 93 |
| Zoning | R3/R4 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Cross Street Realtors LLC |
|---|---|
| Contact Info | 4434803453 |