Google street view image for 45 Winding Way, Portland, ME 04108

Off market

$581,388

•

2 ba

•

707

sq ft

45 Winding Way, Portland, ME 04108

About this home

45 Winding Way is a 707 square foot house on a 2,614 square foot lot with 2 bedrooms and 2 bathrooms. Based on Redfin's Portland data, we estimate the home's value is $581,388.

Single-familyProperty Type

1920Year Built

2,614 sq ftLot Size

$822Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$581,388

$5,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.6% lower than the average sale price ($629K) of 6 comparable homes.

SOLD OCT 28, 2026
$740,350
A
3 beds2 baths1,408 sq ft
12 Belknap St, Portland, ME 04103
SOLD AUG 14, 2026
$394,000
B
3 beds1.5 baths1,113 sq ft
62 Dorset St, Portland, ME 04102
SOLD OCT 15, 2026
$650,000
C
3 beds1.5 baths1,484 sq ft
16 Newman St, Portland, ME 04103
SOLD MAY 8, 2026
$647,000
D
3 beds1.5 baths1,638 sq ft
36 Colonial Rd, Portland, ME 04102
SOLD MAY 5, 2026
$805,000
E
3 beds1.5 baths1,312 sq ft
40 Kenilworth St, Portland, ME 04102
SOLD AUG 21, 2026
$540,000
F
3 beds2 baths1,390 sq ft
84 Dorset St, Portland, ME 04102

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Earn from this home

Sell

$545,932

Est. take-home

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Rent

$2,017/mo

Redfin rental estimate

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Market trends in 04102, ME

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.1%

+0.7% MoM

Median sale price

$580K

$27K MoM

Avg. days on market

38d

1 days MoM

Recently sold homes

13 MoM

Provided by Redfin

Sale history for 45 Winding Way

As the MLS and public records start to fill up, we'll list the details here.

Tax history for 45 Winding Way

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

Property details

Interior

Basement Information
Basement Type: Partial

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Air

Room Information
# of Rooms: 5

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Old
Exterior Wall: Aluminum/Vinyl

Property Information
Living Sq. Ft: 707
Gross Sq. Ft: 707
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 2,614
Municipality Name: PORTLAND CITY
Acres: 0.06
State Use Description: 1-FAMILY RESIDENCE

Utility Information
Sewer Type: Septic
Water Service Type: Well

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 707
Stories: 2.0
Lot Size: 2,614 square feet
Style: Single Family Residential
Year Built: 1920
Year Renovated: —
County: Cumberland County
APN: 7928311

Home facts updated by county records on May 6, 2026

Around this home

Schools

K - 12
Preschool & daycare

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 • 04108

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$546,000 – $660,000

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Nearby similar homes

3D WALKTHROUGH

$729,000

4 beds1.5 baths1,547 sq ft

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Renovated kitchen • Updated cabinetry • New appliances

FOR SALE BY OWNER

$750,000

3 beds2 baths1,280 sq ft

76 Cobb Ave, Portland, ME 04102

Highest point • Stroudwater river • Built 1954

$499,000

3 beds1 bath1,444 sq ft

89 Dorset St, Portland, ME 04102

Fenced in yard • Plenty of parking • Dead end street

$535,000

3 beds2 baths1,805 sq ft

26 Motley St, Portland, ME 04102

Finished basement • Fenced-in backyard • Two lots

$640,000

3 beds2.5 baths2,066 sq ft

51 Old Mast Rd, Portland, ME 04102

Quiet cul-de-sac • Glassed-in sunroom • Full basement

$499,000

3 beds2 baths1,844 sq ft

68 Taft Ave, Portland, ME 04102

Updated kitchen • Music and media room • Refreshed backyard

Home values near 45 Winding Way

Data from public records.

Address	Redfin Estimate
58 Winding Way, Portland, ME 4 Beds \| 1.5 Baths \| 1698 Sq. Ft.	$623,550
35 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1764 Sq. Ft.	$596,155
51 Winding Way, Portland, ME 4 Beds \| 1.5 Baths \| 1562 Sq. Ft.	$639,184
41 Winding Way, Portland, ME 2 Beds \| 1 Baths \| 1008 Sq. Ft.	$511,578
58 Winding Way, Portland, ME 4 Beds \| 1.5 Baths \| 1698 Sq. Ft.	$672,934
35 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1764 Sq. Ft.	$675,969
52 Winding Way, Portland, ME 5 Beds \| 2 Baths \| 1998 Sq. Ft.	$764,529

Address	Redfin Estimate
61 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1582 Sq. Ft.	$650,662
41 Winding Way, Portland, ME 2 Beds \| 1 Baths \| 1008 Sq. Ft.	$528,289
49 Winding Way, Portland, ME 1 Beds \| 1 Baths \| 360 Sq. Ft.	$330,201
52 Winding Way, Portland, ME 5 Beds \| 2 Baths \| 1998 Sq. Ft.	$767,541
51 Winding Way, Portland, ME 4 Beds \| 1.5 Baths \| 1562 Sq. Ft.	$655,407
49 Winding Way, Portland, ME 1 Beds \| 1 Baths \| 360 Sq. Ft.	$516,075
61 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1582 Sq. Ft.	$684,798

Address	Redfin Estimate
52 Winding Way, Portland, ME 5 Beds \| 2 Baths \| 2406 Sq. Ft.	$710,020
67 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1516 Sq. Ft.	$603,405
49 Winding Way, Portland, ME 1 Beds \| 1 Baths \| 360 Sq. Ft.	$510,655
61 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1582 Sq. Ft.	$701,385
67 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1516 Sq. Ft.	$665,463
41 Winding Way, Portland, ME 2 Beds \| 1 Baths \| 1008 Sq. Ft.	$523,433
58 Winding Way, Portland, ME 4 Beds \| 1.5 Baths \| 1698 Sq. Ft.	$673,028

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