27 Pleasant St

Off Market

27 Pleasant St

Wiscasset ME 04578

1572 sq. ft.

4356 sq. ft.

Single-Family

Last sold for $460,000

Sarah Delisl Courtney Sweeton, last sold this property on 20 August 2026 after -14 days on market.

Overview

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.

Features

3 bedrooms

2 bathrooms

1 carspace

1 garage space

1572 sq. ft. floor area

4356 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Wiscasset over the last 12 months, the estimated median property value of 27 Pleasant St is $460k.

Median value

$460k

Estimated value range

$30k - $965.06k

Median days on market

Estimated value trend

18%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Wiscasset. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 27 Pleasant St

2026

Sold

$460,000

20 Aug 2026 by Sarah Delisl Courtney Sweeton, of Portside Real Estate Group

2020

Sold

$247,500

04 Dec 2020 by Stephanie Frost, of Coldwell Banker Realty

2018

Sold

$219,000

10 Dec 2018 by Danyll Facenda, of William Raveis Carleton Real Estate

Happy sellers in Wiscasset

We have insufficient information to provide an overview of customer satisfaction for Wiscasset. Viewing the agent profiles, reviews and sales for Wiscasset can provide insights for this location.

Local market activity for 3 bedroom single-family properties in Wiscasset

In the last 12 months, 24 three-bedroom single-family properties similar to 27 Pleasant St, have been sold.

This represents a 14% increase in three-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Wiscasset for a market analysis.

Kyle Charest

at Meservier & Associates

(70 reviews)

Get a market analysis

Tony Poulin

at Meservier & Associates

(56 reviews)

Get a market analysis

Andy Yau

at REMAX Shoreline | Portsmouth

Get a market analysis

Michael Princiotta

at Princiotta Real Estate/Keller Williams

(7 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Wiscasset

Kyle Charest

Sellers who recommend Kyle Charest have praised them for being responsive, local expert, clear communication, patient, empathetic, friendly, and resourceful