SoldFeb 27, 2026

Listed by Christopher Davis and Paul Davis

Bought with Andrew Snyder from Portside Real Estate Group

Source: Maine Real Estate Information System, Inc. #1650304

3/166 Pleasant Avenue, Portland, ME, 04103

$432,501

2
1
835 sq. ft.

Condo

1 day on the market

Sold: Feb 27, 2026

What's around 3/166 Pleasant Avenue

About this property

Tucked into a quiet, tree-lined pocket of Deering Center, this sun-drenched two-bedroom, one-bath condo lives inside the historic Captain Matthews House—a home that feels storied, warm, and timeless the moment you step inside. Situated on the second floor, the space is filled with natural light thanks to oversized east- and south-facing windows. The kitchen and bathroom have been thoughtfully updated, blending classic character with modern comfort, and a heat pump ensures cool, easy living during Maine's warm summer months. The HOA covers heat and hot water, laundry is conveniently located on the first floor, and—rare for the neighborhood—this unit includes two private off-street parking spaces. Step outside and you're moments from everything that makes this area so special: peaceful walks through Evergreen Cemetery and Baxter Woods, plus some of Portland's most beloved local stops. Morning pastries at Norimoto Bakery, sandwiches from Pats Meat Market and Deli, coffee at Rambler Café, and pizza nights at Noble Pizzeria & BBQ—all just steps away. Offered for the first time in 25 years, this is a rare opportunity to own a piece of Deering Center history, where walkability, charm, and community come together beautifully.

Looking for more information on 3/166 Pleasant Avenue?

Explore comparables, sales history and growth for this property.
Learn more

Contact

Similar properties sold nearby

SoldAug 24, 2026
$327,000
2/245 Brighton Ave
Portland ME 04103
2
1
Condo
Listing courtesy of Keller Williams Realty and REMAX Shoreline | Portland
SoldAug 13, 2026
$435,000
1/280 Concord Street West
Portland ME 04103
2
1
Condo
Listing courtesy of www.HomeZu.com
SoldJul 17, 2026
$379,900
49/49 Northwood Drive
Portland ME 04103
2
2
Condo
Listing courtesy of Signature Homes Real Estate Group, LLC and Vitalius Real Estate Group

Other properties sold by Real Broker

SoldAug 27, 2026
$413,000
19 Fairlawn Avenue
Westbrook ME 04092
3
1
Single-Family
Listing courtesy of Real Broker and Keller Williams Realty
SoldAug 27, 2026
$650,000
5 Sullivan Lane
Saco ME 04072
3
2
2
Single-Family
Listing courtesy of Real Broker and Signature Homes Real Estate Group, LLC
SoldAug 26, 2026
$215,000
10 Gray Street
Waterville ME 04901
4
1
Multi-Family
Listing courtesy of Real Broker

Browse properties sold in nearby areas

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. Copyright © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

© 2026 RateMyAgent