OFF MARKET

Off Market Jun 2021 for $420K

$577,586

•

1,328

sq ft

31 Winding Way, Portland, ME 04102

About this home

Overlooking the Fore River Sanctuary, on an oversized, private lot, this sun-drenched Rosemont Ranch is just ten minutes to downtown Portland, and under five minutes to I-95 and the shops and entertainment at Rock Row. Think quiet evenings relaxing on the large deck entertaining friends while overlooking the lush, natural beauty of the Sanctuary. Step inside and enjoy the recently updated cook's Kitchen, featuring elegant cabinetry, stainless steel appliances (including double-wall over), and granite countertops. The Kitchen includes an island and seating for guests to enjoy while you cook, as well as a sunny Dining area overlooking the verdant backyard. Skylights add natural light. Relax in the Sun-room with French doors leading out to the deck, or warm yourself by the fire in the Living Room. Amenities include hardwood floors throughout. Located in a quiet neighborhood off Capisic Street, this three bedroom, one bathroom home comes with a large, semi-finished basement that awaits your finishing touches. The lower level could make an ideal entertainment space or accessory unit. It includes a fully plumbed, (unfinished) bathroom, brick hearth with a wood stove hookup, several full-sized windows facing the yard, W/ D, and a walkout entrance. The attached garage, complete with full-sized Anderson windows, would make an ideal workshop. Walk, hike, or ski along the beautiful Fore River trails or stroll over to Capisic Pond. this home is a must-see!

Single-familyProperty Type

1956Year Built

0.51 acresLot Size

$435Est. Price/Sq.Ft.

1 car garageParking

Listed by Emily Bridgham • Coldwell Banker Realty

Contact: 207-773-1990

Bought with Emily Bridgham • Coldwell Banker Realty

Redfin checked: a few seconds ago

•Source:MREIS #1490308

Redfin Estimate

$577,586

$158K since sold in June 2021$13K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.9% higher than the average sale price ($526K) of 6 comparable homes.

BOUGHT WITH REDFIN JUL 29, 2026
$635,000
A
3 beds1 bath1,558 sq ft
128 Madeline St, Portland, ME 04103
SOLD JUL 27, 2026
$490,000
B
3 beds1 bath1,232 sq ft
167 Rowe Ave, Portland, ME 04102
SOLD AUG 27, 2026
$390,000
C
3 beds1 bath1,043 sq ft
38 Lucas St, Portland, ME 04102
SOLD AUG 31, 2026
$499,000
D
4 beds1 bath1,503 sq ft
147 Rowe Ave, Portland, ME 04102
SOLD MAY 11, 2026
$645,000
E
3 beds1 bath1,092 sq ft
117 Colonial Rd, Portland, ME 04102
SOLD NOV 20, 2025
$495,000
F
3 beds1 bath1,230 sq ft
17 Sandy Ter, Portland, ME 04102

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$240,348

Est. take-home

List your home with Redfin and save $5,776

Rent

$1,941/mo

Redfin rental estimate

List your home for rent

Market trends in 04102, ME

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.1%

+0.2% MoM

Median sale price

$642K

$42K MoM

Avg. days on market

31d

4 days MoM

Recently sold homes

5 MoM

New listings for sale

$325,000
3 beds1.5 baths1,036 sq ft
65 Dougherty Ct #203, Portland, ME 04102
$268,800
1 bed1 bath512 sq ft
65 Dougherty Ct #101, Portland, ME 04102
$619,000
3 beds2 baths1,372 sq ft
56 Four Winds Rd, Portland, ME 04102
See all

Provided by Redfin

Sale history for 31 Winding Way

Year

Property tax

Land + Additions

Assessment*

2024

$6,156 (+4.2%)

$90,700 + $319,400

$410,100

2023

$5,910 (+5.9%)

$90,700 + $319,400

$410,100

2022

$5,581 (+4.8%)

$90,700 + $319,400

$410,100

2021

$5,327 (+24.2%)

$90,700 + $319,400

$410,100

2020

$4,289

$71,200 + $112,800

$184,000

2019

$4,289 (+3.7%)

$71,200 + $112,800

$184,000

2018

$4,136 (+3.8%)

$71,200 + $112,800

$184,000

2017

$3,984 (+2.6%)

$71,200 + $112,800

$184,000

2016

$3,884 (+2.3%)

$71,200 + $112,800

$184,000

2015

$3,796 (+3.2%)

$71,200 + $112,800

$184,000

2014

$3,680

$71,200 + $112,800

$184,000

Tax history for 31 Winding Way

Year

Property tax

Land + Additions

Assessment*

2024

$6,156 (+4.2%)

$90,700 + $319,400

$410,100

2023

$5,910 (+5.9%)

$90,700 + $319,400

$410,100

2022

$5,581 (+4.8%)

$90,700 + $319,400

$410,100

2021

$5,327 (+24.2%)

$90,700 + $319,400

$410,100

2020

$4,289

$71,200 + $112,800

$184,000

2019

$4,289 (+3.7%)

$71,200 + $112,800

$184,000

2018

$4,136 (+3.8%)

$71,200 + $112,800

$184,000

2017

$3,984 (+2.6%)

$71,200 + $112,800

$184,000

2016

$3,884 (+2.3%)

$71,200 + $112,800

$184,000

2015

$3,796 (+3.2%)

$71,200 + $112,800

$184,000

2014

$3,680

$71,200 + $112,800

$184,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.52 Acres

Year renovated

—

Sq. Ft.

1,328

Year built

1956

Style

Single Family Residential

County

Cumberland County

APN

125032

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 27, 2026.

Property details

Parking

Parking Information
Has Garage
Attached Garage: Yes
# of Garage Spaces: 1
Parking Features: Paved, 1 - 4 Spaces
Vehicle Storage: 1 Car, Attached

Interior

Bathroom Information
# of Baths (Full): 1

Room 1 Information
Type: Sunroom
Level: First
Features: Skylight

Room 2 Information
Type: Bedroom 1
Level: First

Room 3 Information
Type: Bedroom 3
Level: First

Room 4 Information
Type: Kitchen
Level: First
Features: Skylight

Room 5 Information
Type: Bedroom 2
Level: First

Room 6 Information
Type: Living Room
Level: First

Room 7 Information
Type: Dining Room
Level: First
Features: Skylight

Basement Information
Basement Entry: Interior Entry, Daylight, Full

Interior Features
# of Rooms: 6
Cooktop, Dishwasher, Disposal, Dryer, Microwave, Electric Range, Refrigerator, Wall Oven, Washer
Flooring: Tile, Wood

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Building Information
Construction Materials: Wood Frame, Wood Siding
Roof: Shingle
Total Building Area (Sq. Ft.): 1,328
Building Area Source: Public Records

Exterior Features
Patio & Porch Features: Deck

Property Information
Property Sub Type: Single Family Residence
Year Built: 1956
Above-Grade Finished Area (Sq. Ft.): 1,328
Green Energy Efficient: Ceiling Fans

Lot Information
Lot Size (Sq. Ft.): $22,215.60
Lot Size (Acres): 0.51
Lot Size Source: Public Records
Zoning: R3

Waterfront Information
Water Body Name: Fore River
Water Body Type: River
Water View: Yes

Financial

Tax Information
Annual Tax Amount: $3,840
Tax Year: 2021

Utilities

Utility Information
Has Heating
Heating: Baseboard, Zoned
Electric: Circuit Breakers
Sewer: Public Sewer
Water Source: Public
Water Heater: Off Heating System

Location

School Information
High School District: Portland Public Schools

Location Information
Unparsed Address: 31 Winding Way, Portland, ME 04102
Directions: Route 25 East. Turn Right onto Capisic Street onto Starbird Street and then immediately turn Right onto Winding Way to #31. The house is on your Right-hand side with a large flag pole in front.

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 1,328
Stories: 1.0
Lot Size: 0.52 acres
Style: Single Family Residential
Year Built: 1956
Year Renovated: —
County: Cumberland County
APN: 125032

Home facts updated by county records on Jul 27, 2026

Around this home

Schools

Amanda C Rowe School

Public PreK-5 • Assigned • 0.8mi

4/10

Lincoln Middle School

Public 6-8 • Assigned • 1.0mi

6/10

Deering High School

Public 9-12 • Assigned • 0.9mi

2/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 89° expected this year, 17 days in 30 years

6/10 Wind Factor

64% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Portland, ME • 04102

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.4 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.4 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$549,000 – $665,000

Reach more buyers when you sell with Redfin. Save up to $5,776 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$386,460

3 beds1 bath656 sq ft

2 Firefly St #303, Portland, ME 04102

$499,000

3 beds1.5 baths1,318 sq ft

15 Rudman Rd, Portland, ME 04102

NEW CONSTRUCTION

$995,000

4 beds2.5 baths2,541 sq ft

163 Owl's Nest Rd, Portland, ME 04102

$625,000

4 beds2 baths1,680 sq ft

45 Runnells St, Portland, ME 04103

FOR SALE BY OWNER

$750,000

3 beds2 baths1,280 sq ft

76 Cobb Ave, Portland, ME 04102

$799,000

3 beds3 baths1,554 sq ft

222 Ludlow St, Portland, ME 04102

New listings for sale in 04102

$325,000

3 beds1.5 baths1,036 sq ft

65 Dougherty Ct #203, Portland, ME 04102

$268,800

1 bed1 bath512 sq ft

65 Dougherty Ct #101, Portland, ME 04102

$619,000

3 beds2 baths1,372 sq ft

56 Four Winds Rd, Portland, ME 04102

Home values near 31 Winding Way

Data from public records.

Address	Redfin Estimate
20 Winding Way, Portland, ME 3 Beds \| 1 Baths \| 1104 Sq. Ft.	$550,472
19 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1104 Sq. Ft.	$528,365

Address	Redfin Estimate
28 Winding Way, Portland, ME 3 Beds \| 1 Baths \| 1152 Sq. Ft.	$516,737
35 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1764 Sq. Ft.	$607,330

Address	Redfin Estimate
61 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1582 Sq. Ft.	$636,329
27 Winding Way, Portland, ME 3 Beds \| 1.5 Baths \| 1008 Sq. Ft.	$505,820

Property information provided by MREIS when last listed in 2021. This data may not match . Learn more.

More real estate resources

Minor Civil Divisions
Zip Codes
Cities
Neighborhoods
Popular Searches

Wells homes for sale
Cumberland homes for sale
Buxton homes for sale
Sebago homes for sale
Harpswell homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

04105 homes for sale
04106 homes for sale
04107 homes for sale
04074 homes for sale
04101 homes for sale

Houses for rent in Portland	Agents near me	Cape Elizabeth, ME homes for sale	Portland Housing Market
Houses for sale near me	Portland, ME homes for sale	Bangor, ME homes for sale
Land for sale near me	Scarborough, ME homes for sale	Kittery, ME homes for sale
Open Houses near me	South Portland, ME homes for sale	Portland Property Records
Condos for sale near me	Falmouth, ME homes for sale	ME New Listings

Falmouth homes for sale
Scarborough homes for sale
Cape Elizabeth homes for sale