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.
Active
$495,000
27 Pleasant Street, Wiscasset, ME 04578
3beds
1,572sqft
Single Family Residence
Built in 1800
4,356 Square Feet Lot
$488,400 Zestimate®
$315/sqft
$-- HOA
What's special
Private courtyardSun-filled living spacesNewly refinished floorsBasement insulationBeautifully updated historic capeOriginal fireplacesFresh interior paint throughout
- 16 days |
- 1,329 |
- 134 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Portside Real Estate Group
Source: Maine Listings,MLS#: 1667709
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Bedroom 1
- Level: First
Bedroom 2
- Level: Second
Bedroom 3
- Level: Second
Den
- Level: First
Dining room
- Features: Wood Burning Fireplace
- Level: First
Kitchen
- Level: First
Living room
- Features: Wood Burning Fireplace
- Level: First
Heating
- Baseboard, Direct Vent Furnace, Forced Air, Heat Pump, Zoned
Cooling
- Heat Pump
Appliances
- Included: Dishwasher, Dryer, Electric Range, Refrigerator, Washer
Features
- 1st Floor Bedroom, Storage
- Flooring: Hardwood
- Basement: Bulkhead,Interior Entry,Full,Unfinished
- Number of fireplaces: 2
Interior area
- Total structure area: 1,572
- Total interior livable area: 1,572 sqft
- Finished area above ground: 1,572
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Gravel, 1 - 4 Spaces, On Site, Off Street
- Garage spaces: 1
Features
- Has view: Yes
- View description: Scenic
- Body of water: Sheepscot River
Lot
- Size: 4,356 Square Feet
- Features: Historic District, City Lot, Near Shopping, Near Town, Corner Lot, Sidewalks
Details
- Parcel number: WISCMU01L127
- Zoning: Village II
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Wood Frame, Vinyl Siding, Wood Siding
- Foundation: Granite, Poured Concrete, Brick/Mortar
- Roof: Shingle
Condition
- Year built: 1800
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: Wiscasset
Financial & listing details
- Price per square foot: $315/sqft
- Tax assessed value: $263,700
- Annual tax amount: $4,696
- Date on market: 6/17/2026
- Road surface type: Paved
Estimated market value
$488,400
$464,000 - $513,000
$2,368/mo
Price history
| Date | Event | Price |
|---|---|---|
| 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+21.7%$139/sqft |
Source: William Raveis Real Estate #1366499 Report a problem | ||
| 8/10/2012 | Sold | $180,000-3.2%$115/sqft |
Source: Maine Listings #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 | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $4,686 +4.2% | $263,700 |
| 2023 | $4,496 +6.2% | $263,700 +25% |
| 2022 | $4,235 -0.2% | $210,900 |
| 2021 | $4,243 | $210,900 |
| 2020 | $4,243 +1.1% | $210,900 |
| 2019 | $4,197 +1.8% | $210,900 |
| 2018 | $4,123 +4.2% | $210,900 |
| 2017 | $3,956 +0.3% | $210,900 |
| 2016 | $3,946 +14.1% | $210,900 |
| 2015 | $3,459 -3.5% | $210,900 |
| 2014 | $3,585 +4.9% | $210,900 |
| 2013 | $3,417 | $210,900 |
| 2010 | -- | $210,900 |
| 2009 | -- | $210,900 |
| 2008 | -- | $210,900 +39.9% |
| 2006 | -- | $150,800 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 04578
Nearby schools
GreatSchools rating
- 4/10Wiscasset Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 2/10Wiscasset Middle/High SchoolGrades: 6-12Distance: 1.3 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Maine
- Lincoln County
- Wiscasset
- 04578
- 27 Pleasant Street
Nearby cities
Nearby zip codes
Other Wiscasset Topics
