Nestled in the heart of Wiscasset Village, this beautifully updated historic Cape offers the perfect blend of timeless character, modern comfort, and an unbeatable in-town location. Enjoy water views toward the Sheepscot River and Castle Tucker, while being just a short stroll from Red's Eats, Panacea Maine, Treats, local galleries, shops, the waterfront, and everything else that makes Wiscasset one of Maine's most beloved coastal villages.
Inside, the home offers period details including wide plank floors, original fireplaces, built-ins, and sun-filled living spaces that honor its 1800s roots. Recent improvements include newly refinished floors, fresh interior paint throughout, and basement insulation, creating a move-in-ready home while preserving its historic charm.
The kitchen and bathrooms have been thoughtfully updated, and the flexible floor plan offers the option for first-floor living with a main-level bedroom. Outside, enjoy a private courtyard, expansive front porch overlooking the water, and easy access to nearby parks, Pottle Cove, and the town boat landing.
Whether you're looking for a full-time residence or a quintessential Midcoast retreat, 27 Pleasant Street offers a rare opportunity to own a piece of Wiscasset history in a location that truly allows you to enjoy the best of village life.
Closed
Zillow last checked:
Listing updated:
Bought with:
River's Edge Realty LLC
Source: Maine Listings,MLS#: 1667709
Price history
| Date | Event | Price |
|---|---|---|
| 8/20/2026 | Sold | $460,000-3.2%$293/sqft |
Source:  Maine Listings #1667709 Report a problem | ||
| 8/20/2026 | Pending sale | $475,000$302/sqft |
Source: Maine Listings #1667709 Report a problem | ||
| 8/4/2026 | Contingent | $475,000$302/sqft |
Source: Maine Listings #1667709 Report a problem | ||
| 7/15/2026 | Price change | $475,000-4%$302/sqft |
Source: Maine Listings #1667709 Report a problem | ||
| 6/17/2026 | Listed for sale | $495,000+100%$315/sqft |
Source: Maine Listings #1667709 Report a problem | ||
| 12/4/2020 | Sold | $247,500+7.6%$157/sqft |
Source: Maine Listings #1471526 Report a problem | ||
| 10/5/2020 | Listed for sale | $230,000+5%$146/sqft |
Source: Coldwell Banker Realty #1471526 Report a problem | ||
| 12/10/2018 | Sold | $219,000$139/sqft |
Source: Maine Listings #1366499 Report a problem | ||
| 8/21/2018 | Listed for sale | $219,000+17.8%$139/sqft |
Source: William Raveis Real Estate #1366499 Report a problem | ||
| 7/3/2012 | Listing removed | $185,900$118/sqft |
Source: Cromwell Coastal Properties, PA #1049647 Report a problem | ||
| 6/28/2012 | Listed for sale | $185,900+3.3%$118/sqft |
Source: Cromwell Coastal Properties, PA #1049647 Report a problem | ||
| 4/27/2012 | Sold | $180,000-5%$115/sqft |
Source: Public Record Report a problem | ||
| 4/21/2012 | Listed for sale | $189,500-13.5%$121/sqft |
Source: Cromwell Coastal Properties, PA #1049647 Report a problem | ||
| 7/3/2011 | Listing removed | $219,000$139/sqft |
Source: Roy Farmer Associates #995339 Report a problem | ||
| 5/26/2011 | Price change | $219,000-8.4%$139/sqft |
Source: Roy Farmer Associates #995339 Report a problem | ||
| 2/26/2011 | Listed for sale | $239,000+22.6%$152/sqft |
Source: Roy Farmer Associates #995339 Report a problem | ||
| 8/31/2007 | Sold | $195,000$124/sqft |
Source: Agent Provided Report a problem | ||
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$461,600
2% more
+$9,232
With Zillow Showcase(estimated)
$470,832
