Fully Renovated Rancher in the Heart of Chestertown — Walk to Everything. Most homes in this price range make you choose: updated systems or a great location. This one delivers both. Tucked on a quiet corner lot just steps from Washington College, the Chester River marina, weekend Farmers Market, and Chestertown's thriving restaurant and shop scene, 100 Prospect Ave puts the best of the Eastern Shore's most walkable town right outside your front door — without the noise or traffic. The home has been completely overhauled from the outside in. New metal roof, gutters, downspouts, vinyl siding, and windows protect your investment from the elements before you ever step inside. Inside, a new HVAC system, updated 200-amp electrical panel, new hot water heater, and fully replaced water main and plumbing mean zero deferred maintenance — just move in and live. Refinished hardwood floors and new vinyl flooring run throughout open, light-filled spaces. The updated bathroom features a new vanity, and the laundry room comes equipped with a brand-new washer and dryer. The kitchen opens directly into the dining area and flows into the family room — a layout that makes everyday living easy and entertaining effortless. Start your mornings on the enclosed porch. Host friends on a generous corner lot with room to breathe. Park conveniently on the private gravel pad with direct kitchen access. This is what move-in ready actually looks like. Schedule your tour today.
Sold for $215,000
Zillow last checked:
Listing updated:
Bought with:
Dale Hunter, Jr., 519849
Bayside Realty
Source: Bright MLS,MLS#: MDKE2006544
Price history
| Date | Event | Price |
|---|---|---|
| 7/21/2026 | Sold | $215,000$157/sqft |
Source:  Bright MLS #MDKE2006544 Report a problem | ||
| 6/9/2026 | Contingent | $215,000$157/sqft |
Source: Bright MLS #MDKE2006544 Report a problem | ||
| 6/4/2026 | Listed for sale | $215,000+17.9%$157/sqft |
Source: Bright MLS #MDKE2006544 Report a problem | ||
| 9/30/2021 | Sold | $182,400+305.3%$133/sqft |
Source: Bright MLS #MDKE2000284 Report a problem | ||
| 4/2/2021 | Sold | $45,000$33/sqft |
Source: Public Record Report a problem | ||
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Estimated market value
$214,400
