# 104 ACORN Drive, Chestertown, MD 21620

> **TL;DR:** 3bd/3ba townhouse, $275,000 ($145/sqft), built 2004, 1,900 sqft.
> A/C. Est. $1,536/mo. Listed 98 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $275,000 |
| Price/sqft | $145 |
| Bedrooms | 3 |
| Bathrooms | 2 full, 1 half |
| Square Feet | 1,900 |
| Year Built | 2004 |
| Lot Size | 2,117 sqft (0.05 acres) |
| Stories | 3 |
| Property Type | Townhouse (Townhouse) |
| Status | Active |
| Days on Market | 98 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $1,391 |
| Estimated Insurance | $80 |
| HOA | $65 |
| **Total** | **$1,536** |

## Key Amenities

- A/C

## Property Highlights

- Built in 2004
- 0.05 acre lot
- 3 stories
- 1 parking spaces

## Description

### Agent Description
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.

## Location

- **Address:** 104 ACORN Drive, Chestertown, MD 21620
- **County:** KENT
- **Neighborhood:** OAK HOLLOW
- **Coordinates:** 39.22749, -76.06758
- **Google Maps:** https://www.google.com/maps?q=39.22749,-76.06758

## Listing Agent

- **Name:** Sarah E. King · **License:** 645887
- **Brokerage:** Cross St Realtors
- **Phone:** (410) 778-3779
- **Broker Phone:** (410) 778-3779
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/104-Acorn-Dr_Chestertown_MD_21620_M52166-94736?f=listhub&s=TRENDPA&m=MDKE2006668&c=propsimple)

## Photos

![104 ACORN Drive - Photo 1](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f3892151824r.jpg)

![104 ACORN Drive - Photo 2](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f1201741159r.jpg)

![104 ACORN Drive - Photo 3](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f1627039443r.jpg)

![104 ACORN Drive - Photo 4](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f820853125r.jpg)

![104 ACORN Drive - Photo 5](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f1910012126r.jpg)

![104 ACORN Drive - Photo 6](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f2692063385r.jpg)

![104 ACORN Drive - Photo 7](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f467226641r.jpg)

![104 ACORN Drive - Photo 8](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f2927359043r.jpg)

![104 ACORN Drive - Photo 9](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f829168914r.jpg)

![104 ACORN Drive - Photo 10](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f4021033218r.jpg)

![104 ACORN Drive - Photo 11](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f3108714329r.jpg)

![104 ACORN Drive - Photo 12](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f3143044083r.jpg)

![104 ACORN Drive - Photo 13](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f1369086384r.jpg)

![104 ACORN Drive - Photo 14](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f450522791r.jpg)

![104 ACORN Drive - Photo 15](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f3308164134r.jpg)

![104 ACORN Drive - Photo 16](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f2541191053r.jpg)

![104 ACORN Drive - Photo 17](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f2695062153r.jpg)

![104 ACORN Drive - Photo 18](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f3273071264r.jpg)

![104 ACORN Drive - Photo 19](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f286524778r.jpg)

![104 ACORN Drive - Photo 20](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f661262118r.jpg)

![104 ACORN Drive - Photo 21](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f271367356r.jpg)

![104 ACORN Drive - Photo 22](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f3390297013r.jpg)

![104 ACORN Drive - Photo 23](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f614009006r.jpg)

![104 ACORN Drive - Photo 24](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f2352540893r.jpg)

![104 ACORN Drive - Photo 25](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f1797889154r.jpg)

![104 ACORN Drive - Photo 26](http://lh.rdcpix.com/72421de7c06c9e379cb0c909b993a5a7l-f3359314422r.jpg)

---

**MLS#:** MDKE2006668 | **Updated:** 2026-08-29
**Source:** listhub

*Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/104-acorn-drive-chestertown-md-21620-e2006668)

---

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