OFF MARKET

Off Market Jun 2021 for $480K

$643,320

•

1,562

sq ft

51 Winding Way, Portland, ME 04102

About this home

Tucked between Rosemont, Deering Center, and the Fore River Sanctuary in Portland, a sweet single-family home is newly available. The floorplan of this home is simply perfect with four bedrooms and two bathrooms. The living area, punctuated by a cozy fireplace, flows freely into the dining space and renovated kitchen, providing room to host, cook, and gather. A recently rebuilt sunporch offers a bright space to kick off muddy boots or relax with a glass of iced tea. The first floor is completed by a large bedroom, full bathroom, and an office/laundry room (the fourth bedroom). Head upstairs to discover two generous, sunny bedrooms, one with an office nook, and an additional bathroom; or downstairs to the full-height basement with walk-out access. Outside, you will enjoy the added convenience of a single car garage and the security of a newer roof, siding, windows, and doors. Your manicured lawn with sanctuary views is the finishing touch on this wonderful home. Reach out to schedule a visit to see this ideal property.

Single-familyProperty Type

1956Year Built

0.26 acresLot Size

$412Est. Price/Sq.Ft.

1 car garageParking

Listed by Erin Oldham Susan Kendeigh • Portside Real Estate Group

Bought with Gregg Caporossi • Portside Real Estate Group

Redfin checked: a few seconds ago

•Source:MREIS #1489305

Redfin Estimate

$643,320

$163K since sold in June 2021$17K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.7% higher than the average sale price ($571K) of 6 comparable homes.

SOLD AUG 31, 2026
$499,000
A
4 beds1 bath1,503 sq ft
147 Rowe Ave, Portland, ME 04102
SOLD MAY 15, 2026
$678,500
B
4 beds2 baths1,540 sq ft
10 Meadowbrook Ln, Portland, ME 04102
BOUGHT WITH REDFIN JUL 29, 2026
$635,000
C
3 beds1 bath1,558 sq ft
128 Madeline St, Portland, ME 04103
SOLD JUN 23, 2026
$531,000
D
4 beds1 bath1,680 sq ft
250 Bancroft St, Portland, ME 04102
SOLD AUG 11, 2026
$541,000
E
3 beds1 bath1,982 sq ft
20 Ludlow Ter, 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

$259,309

Est. take-home

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Rent

$2,147/mo

Redfin rental estimate

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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 51 Winding Way

Date

Event

Price

MREIS #1489305

Jun 4, 2021

Sold

$480,000

$307/sq ft

Apr 28, 2021

Listed

$435,000

$278/sq ft

MREIS #1264591

Jul 8, 2016

Sold

$232,500

$149/sq ft

May 18, 2016

Listed

$229,900

$147/sq ft

+11

Year

Property tax

Land + Additions

Assessment*

2024

$5,939 (+4.2%)

$85,700 + $310,000

$395,700

2023

$5,702 (+5.9%)

$85,700 + $310,000

$395,700

2022

$5,385 (+4.8%)

$85,700 + $310,000

$395,700

2021

$5,140 (+9.0%)

$85,700 + $310,000

$395,700

2020

$4,716

$63,000 + $139,300

$202,300

2019

$4,716 (+3.7%)

$63,000 + $139,300

$202,300

2018

$4,548 (+3.8%)

$63,000 + $139,300

$202,300

2017

$4,380 (+13.6%)

$63,000 + $139,300

$202,300

2016

$3,855 (+2.3%)

$63,000 + $119,600

$182,600

2015

$3,767 (+3.1%)

$63,000 + $119,600

$182,600

2014

$3,652

$63,000 + $119,600

$182,600

Tax history for 51 Winding Way

Year

Property tax

Land + Additions

Assessment*

2024

$5,939 (+4.2%)

$85,700 + $310,000

$395,700

2023

$5,702 (+5.9%)

$85,700 + $310,000

$395,700

2022

$5,385 (+4.8%)

$85,700 + $310,000

$395,700

2021

$5,140 (+9.0%)

$85,700 + $310,000

$395,700

2020

$4,716

$63,000 + $139,300

$202,300

2019

$4,716 (+3.7%)

$63,000 + $139,300

$202,300

2018

$4,548 (+3.8%)

$63,000 + $139,300

$202,300

2017

$4,380 (+13.6%)

$63,000 + $139,300

$202,300

2016

$3,855 (+2.3%)

$63,000 + $119,600

$182,600

2015

$3,767 (+3.1%)

$63,000 + $119,600

$182,600

2014

$3,652

$63,000 + $119,600

$182,600

*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

1.5

Stories

Lot width

—

Lot depth

—

Lot size

0.26 Acres

Year renovated

—

Sq. Ft.

1,562

Year built

1956

Style

Single Family Residential

County

Cumberland County

APN

125029

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 27, 2026.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 1
Parking Features: Paved, Detached
Vehicle Storage: 1 Car, Detached

Interior

Bathroom Information
# of Baths (1/2): 1
# of Baths (Full): 1

Room 1 Information
Type: Kitchen
Level: First
Features: Kitchen Island

Room 2 Information
Type: Sunroom
Level: First

Room 3 Information
Type: Living Room
Level: First
Features: Wood-Burning Fireplace

Room 4 Information
Type: Bedroom 2
Level: Second

Room 5 Information
Type: Bedroom 3
Level: Second

Room 6 Information
Type: Primary Bedroom
Level: First

Room 7 Information
Type: Bedroom 4
Level: First

Room 8 Information
Type: Dining Room
Level: First

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

Interior Features
# of Rooms: 7
Interior Features: 1st Floor Bedroom, Bathtub
Washer, Refrigerator, Electric Range, Dryer, Dishwasher
Flooring: Wood

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Building Information
Construction Materials: Vinyl Siding, Wood Frame
Roof: Shingle
Total Building Area (Sq. Ft.): 1,562
Building Area Source: Public Records

Exterior Features
Patio & Porch Features: Porch

Property Information
Property Sub Type: Single Family Residence
Year Built: 1956
Above-Grade Finished Area (Sq. Ft.): 1,562

Lot Information
Lot Size (Sq. Ft.): $11,325.60
Lot Size (Acres): 0.26
Lot Size Source: Public Records
Lot Features: Well Landscaped, Neighborhood
Zoning: R3

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

Financial

Tax Information
Annual Tax Amount: $4,716
Tax Year: 2020

Utilities

Utility Information
Has Heating
Heating: Hot Water
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: 51 Winding Way, Portland, ME 04102
Directions: Capisic Street to Little Road, right onto Meadowbrook Lane to Winding Way.

Public facts

Beds: 4
Baths: 1.5
Sq. Ft.: 1,562
Stories: 1.0
Lot Size: 0.26 acres
Style: Single Family Residential
Year Built: 1956
Year Renovated: —
County: Cumberland County
APN: 125029

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

$612,000 – $740,000

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Nearby similar homes

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FOR SALE BY OWNER

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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 51 Winding Way

Data from public records.

Address	Redfin Estimate
58 Winding Way, Portland, ME 4 Beds \| 1.5 Baths \| 1698 Sq. Ft.	$614,683
52 Winding Way, Portland, ME 5 Beds \| 2 Baths \| 2406 Sq. Ft.	$703,733

Address	Redfin Estimate
28 Winding Way, Portland, ME 3 Beds \| 1 Baths \| 1152 Sq. Ft.	$516,737
64 Winding Way, Portland, ME 3 Beds \| 1.5 Baths \| 1540 Sq. Ft.	$612,890

Address	Redfin Estimate
61 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1582 Sq. Ft.	$636,329
35 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1764 Sq. Ft.	$607,330

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

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