SOLD OCT 6, 2025

Off Market Oct 2025 for $470K

$544,083

•

1,008

sq ft

41 Winding Way, Portland, ME 04102

About this home

Welcome to this beautiful ranch home in the sought-after Rosemont/Capisic Pond neighborhood. Offering 2-3 bedrooms on one level, this home combines modern updates with timeless charm. The kitchen features maple cabinetry, granite counters, stainless steel appliances, and a breakfast bar that flows seamlessly into the living spaces. A formal dining room doubles as a potential 3rd bedroom, while the living room with its cozy fireplace creates the perfect gathering spot. Two comfortable bedrooms and a stylishly updated bath complete the main floor. Hardwood and tile floors run throughout, and the full basement—already rough-plumbed for a future half bath—offers excellent expansion potential. The survey also shows the opportunity to add a one-car garage, increasing both convenience and value. From the kitchen, sliding glass doors open to a sunny deck overlooking the large, beautifully landscaped lot. The property abuts the Fore River estuary, offering incredible bird watching and even a spot to launch a canoe or kayak. This location is truly special—walk or bike to Rosemont Market, enjoy ice skating at Capisic Pond, explore Jewell Falls, or access the extensive Portland Trails system right from your neighborhood. A perfect blend of comfort, convenience, and outdoor lifestyle awaits!

Single-familyProperty Type

1956Year Built

0.36 acresLot Size

$540Est. Price/Sq.Ft.

1 spaceParking

Listed by Tiffany Libby Pamela Starnes • Signature Homes Real Estate Group

Bought with Chessell McGee • Legacy Properties Sotheby's International Realty

Redfin checked: a few seconds ago

•Source:MREIS #1635666

Redfin Estimate

$544,083

$74K since sold in October 2025$23K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.3% higher than the average sale price ($517K) of 6 comparable homes.

SOLD AUG 29, 2025
$410,000
A
2 beds1 bath1,075 sq ft
29 Saint George St, Portland, ME 04103
BOUGHT WITH REDFIN JUL 29, 2026
$635,000
B
3 beds1 bath1,558 sq ft
128 Madeline St, Portland, ME 04103
SOLD JUL 27, 2026
$490,000
C
3 beds1 bath1,232 sq ft
167 Rowe Ave, Portland, ME 04102
SOLD MAY 11, 2026
$645,000
D
3 beds1 bath1,092 sq ft
117 Colonial Rd, Portland, ME 04102
SOLD JUN 5, 2026
$462,000
E
3 beds1 bath1,159 sq ft
77 Dorset St, Portland, ME 04102
SOLD DEC 18, 2025
$458,000
F
3 beds1 bath1,040 sq ft
159 Bancroft St, Portland, ME 04102

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Earn from this home

Sell

$140,768

Est. take-home

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Rent

$1,667/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

OPEN THU, 2:30PM TO 4:30PM
$325,000
3 beds1.5 baths1,036 sq ft
65 Dougherty Ct #203, Portland, ME 04102
OPEN THU, 2:30PM TO 4:30PM
$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
$525,000
3 beds1.5 baths2,024 sq ft
130 Capisic St, Portland, ME 04102
OPEN SEP 12, 11AM TO 1PM
$475,000
3 beds1.5 baths1,746 sq ft
37 Longwood Dr, Portland, ME 04102
$599,000
3 beds1.5 baths1,440 sq ft
29A Pine St, Portland, ME 04102
$445,000
3 beds1 bath1,230 sq ft
1363 Congress St #3, Portland, ME 04102
See all

Provided by Redfin

Sale history for 41 Winding Way

Date

Event

Price

MREIS #1635666

Oct 6, 2025

Sold

$470,000

$466/sq ft

Aug 27, 2025

Listed

$469,000

$465/sq ft

MREIS #1426610

Aug 22, 2019

Sold

$292,000

$290/sq ft

Jul 26, 2019

Listed

$298,000

$296/sq ft

+12

This beautifully updated 2 or 3 bedroom ranch home is located in the highly desirable Rosemont/Capisic Pond area. It features an updated kitchen with a breakfast bar, maple cabinets, granite counters, and stainless appliances. There is a formal dining room (which could be the 3rd bedroom), a living room with fireplace, 2 good-sized bedrooms, and a nicely updated bath all on one level. There are hardwood and tile floors throughout and there is expansion potential in the full basement which has been rough plumbed for a future half bath. A recent survey shows that there is potential to add a one-car garage. Sliding doors off the kitchen lead to a deck which overlooks the large, beautifully landscaped lot which also abuts the Fore River estuary for awesome bird watching or a place to put in a canoe! Walk or bike to Rosemont Market, Capisic Pond for ice skating, Jewell Falls and the trailhead to Portland Trails.

Year

Property tax

Land + Additions

Assessment*

2024

$4,998 (+4.1%)

$87,500 + $245,500

$333,000

2023

$4,799 (+5.9%)

$87,500 + $245,500

$333,000

2022

$4,532 (+4.8%)

$87,500 + $245,500

$333,000

2021

$4,326 (+8.4%)

$87,500 + $245,500

$333,000

2020

$3,991

$66,000 + $105,200

$171,200

2019

$3,991 (+3.5%)

$66,000 + $105,200

$171,200

2018

$3,855 (+3.8%)

$66,000 + $105,500

$171,500

2017

$3,713 (+2.6%)

$66,000 + $105,500

$171,500

2016

$3,620 (+2.3%)

$66,000 + $105,500

$171,500

2015

$3,538 (+3.1%)

$66,000 + $105,500

$171,500

2014

$3,430

$66,000 + $105,500

$171,500

Tax history for 41 Winding Way

Year

Property tax

Land + Additions

Assessment*

2024

$4,998 (+4.1%)

$87,500 + $245,500

$333,000

2023

$4,799 (+5.9%)

$87,500 + $245,500

$333,000

2022

$4,532 (+4.8%)

$87,500 + $245,500

$333,000

2021

$4,326 (+8.4%)

$87,500 + $245,500

$333,000

2020

$3,991

$66,000 + $105,200

$171,200

2019

$3,991 (+3.5%)

$66,000 + $105,200

$171,200

2018

$3,855 (+3.8%)

$66,000 + $105,500

$171,500

2017

$3,713 (+2.6%)

$66,000 + $105,500

$171,500

2016

$3,620 (+2.3%)

$66,000 + $105,500

$171,500

2015

$3,538 (+3.1%)

$66,000 + $105,500

$171,500

2014

$3,430

$66,000 + $105,500

$171,500

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

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.36 Acres

Year renovated

—

Sq. Ft.

1,008

Year built

1956

Style

Single Family Residential

County

Cumberland County

APN

125030

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 27, 2026.

Property details

Parking

Parking Information
Parking Features: 1 - 4 Spaces, Paved, On Site

Interior

Bathroom Information
# of Baths (Full): 1

Room 1 Information
Type: Kitchen
Level: First

Room 2 Information
Type: Bedroom 1
Level: First

Room 3 Information
Type: Dining Room
Level: First

Room 4 Information
Type: Bedroom 2
Level: First

Room 5 Information
Type: Living Room
Level: First

Basement Information
Basement Entry: Interior, Walk-Out Access, Full, Doghouse, Unfinished

Interior Features
# of Rooms: 5
Interior Features: 1st Floor Bedroom, One-Floor Living, Shower
Refrigerator, Microwave, Electric Range, Disposal, Dishwasher
Flooring: Wood, Tile

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Building Information
Construction Materials: Vinyl Siding, Wood Frame
Foundation Details: Concrete Perimeter
Roof: Shingle
Total Building Area (Sq. Ft.): 1,008
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.): 1,008

Lot Information
Lot Size (Sq. Ft.): $15,681.60
Lot Size (Acres): 0.36
Lot Size Source: Public Records
Lot Features: Well Landscaped, Cul-De-Sac, Level, Near Shopping, Near Town, Neighborhood
Road Surface Type: Paved
Zoning: Res

Waterfront Information
Waterfront: Yes
Water Body Name: Survey shows land borders on Fore River estuary
Water Body Type: Brook, River
Water View: Seasonal

Financial

Tax Information
Annual Tax Amount: $4,998
Tax Year: 2025

Utilities

Utility Information
Has Heating
Heating: Hot Water, Baseboard
Electric: Circuit Breakers
Sewer: Public Sewer
Utilities: Utilities On
Utilities On: Yes
Water Source: Public
Water Heater: Electric

Location

HOA Information
Pets Allowed: No Restrictions

Location Information
Unparsed Address: 41 Winding Way, Portland, ME 04102

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 1,008
Stories: 1.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1956
Year Renovated: —
County: Cumberland County
APN: 125030

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, 16 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

$517,000 – $626,000

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New listings for sale in 04102

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65 Dougherty Ct #203, Portland, ME 04102

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Home values near 41 Winding Way

Data from public records.

Address	Redfin Estimate
58 Winding Way, Portland, ME 4 Beds \| 1.5 Baths \| 1698 Sq. Ft.	$603,831
52 Winding Way, Portland, ME 5 Beds \| 2 Baths \| 2406 Sq. Ft.	$693,845

Address	Redfin Estimate
28 Winding Way, Portland, ME 3 Beds \| 1 Baths \| 1152 Sq. Ft.	$502,540
31 Winding Way, Portland, ME 3 Beds \| 1 Baths \| 1328 Sq. Ft.	$563,051

Address	Redfin Estimate
61 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1582 Sq. Ft.	$620,319
35 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1764 Sq. Ft.	$591,796

Property information provided by MREIS when last listed in 2025. This data may not match . Learn more.

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