OFF MARKET

Off Market Dec 2016 for $305K

$656,250

•

1,720

sq ft

68 Winding Way, Portland, ME 04102

About this home

Pride of ownership radiates inside & out! Capisic Pond neighborhood on dead end street with Portland trails winding along the Fore River Sanctuary & Jewell's Falls! Features M. R. Brewer beadboard kitchen, LR w/ fireplace, dining rm w/ atrium doors to cedar sundeck & tranquil backyard retreat w/ gardens & terraced patio! Hardwood floors thru-out, low maintenance siding & windows! This home is move-in ready for the upcoming holidays!

Single-familyProperty Type

1956Year Built

9,583 sq ftLot Size

$382Est. Price/Sq.Ft.

Listed by Jane Smith • Coldwell Banker Realty

Listed by Garry Smith • Coldwell Banker Realty

Contact: 207-773-1990

Bought with Tom Landry • Benchmark Real Estate

Redfin checked: a minute ago

•Source:MREIS #1284580

Redfin Estimate

$656,250

$351K since sold in December 2016$24K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.6% higher than the average sale price ($583K) of 6 comparable homes.

SOLD MAY 15, 2026
$678,500
A
4 beds2 baths1,540 sq ft
10 Meadowbrook Ln, Portland, ME 04102
SOLD AUG 11, 2026
$541,000
B
3 beds1 bath1,982 sq ft
20 Ludlow Ter, Portland, ME 04102
SOLD NOV 20, 2025
$495,000
C
3 beds1 bath1,230 sq ft
17 Sandy Ter, Portland, ME 04102
SOLD MAY 8, 2026
$647,000
D
3 beds1.5 baths1,638 sq ft
36 Colonial Rd, Portland, ME 04102
SOLD MAY 11, 2026
$645,000
E
3 beds1 bath1,092 sq ft
117 Colonial Rd, Portland, ME 04102
SOLD JUL 27, 2026
$490,000
F
3 beds1 bath1,232 sq ft
167 Rowe Ave, Portland, ME 04102

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Earn from this home

Sell

$422,497

Est. take-home

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Rent

$2,038/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

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 68 Winding Way

Year

Property tax

Land + Additions

Assessment*

2024

$6,325 (+4.2%)

$84,700 + $336,700

$421,400

2023

$6,072 (+5.9%)

$84,700 + $336,700

$421,400

2022

$5,735 (+4.8%)

$84,700 + $336,700

$421,400

2021

$5,474 (+25.4%)

$84,700 + $336,700

$421,400

2020

$4,364

$61,600 + $125,600

$187,200

2019

$4,364 (+3.7%)

$61,600 + $125,600

$187,200

2018

$4,208 (+3.8%)

$61,600 + $125,600

$187,200

2017

$4,053 (+2.6%)

$61,600 + $125,600

$187,200

2016

$3,952 (+2.3%)

$61,600 + $125,600

$187,200

2015

$3,862 (+3.2%)

$61,600 + $125,600

$187,200

2014

$3,744

$61,600 + $125,600

$187,200

Tax history for 68 Winding Way

Year

Property tax

Land + Additions

Assessment*

2024

$6,325 (+4.2%)

$84,700 + $336,700

$421,400

2023

$6,072 (+5.9%)

$84,700 + $336,700

$421,400

2022

$5,735 (+4.8%)

$84,700 + $336,700

$421,400

2021

$5,474 (+25.4%)

$84,700 + $336,700

$421,400

2020

$4,364

$61,600 + $125,600

$187,200

2019

$4,364 (+3.7%)

$61,600 + $125,600

$187,200

2018

$4,208 (+3.8%)

$61,600 + $125,600

$187,200

2017

$4,053 (+2.6%)

$61,600 + $125,600

$187,200

2016

$3,952 (+2.3%)

$61,600 + $125,600

$187,200

2015

$3,862 (+3.2%)

$61,600 + $125,600

$187,200

2014

$3,744

$61,600 + $125,600

$187,200

*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

10,019 Sq. Ft.

Year renovated

—

Sq. Ft.

1,372

Year built

1956

Style

Single Family Residential

County

Cumberland County

APN

125018

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
Parking Features: Auto Door Opener, Paved, Inside Entrance
Vehicle Storage: 1 Car, Attached, Auto Door Opener, Direct Entry to Living

Interior

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

Room 1 Information
Type: Dining Room
Level: First

Room 2 Information
Type: Bedroom 2
Level: Second
Features: Closet

Room 3 Information
Type: Bonus Room
Level: Basement
Features: Built-Ins

Room 4 Information
Type: Living Room
Level: First
Features: Wood-Burning Fireplace

Room 5 Information
Type: Bedroom 1
Level: Second
Features: Closet

Room 6 Information
Type: Primary Bedroom
Level: Second
Features: Closet

Room 7 Information
Type: Kitchen
Level: First
Features: Kitchen Island

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

Interior Features
# of Rooms: 7
Washer, Wall Oven, Refrigerator, Microwave, Electric Range, Dryer, Disposal, Dishwasher, Cooktop
Flooring: Wood, Tile, Laminate, Carpet
Other Equipment: Cable

Laundry Information
Laundry Features: Washer Hookup

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.): 1,720

Exterior Features
Patio & Porch Features: Deck, Patio

Property Information
Property Sub Type: Single Family Residence
Year Built: 1956
Above-Grade Finished Area (Sq. Ft.): 1,420
Below-Grade Finished Area (Sq. Ft.): 300

Lot Information
Lot Size (Sq. Ft.): $9,583.20
Lot Size (Acres): 0.22
Lot Size Source: Public Records
Lot Features: Well Landscaped, Neighborhood, Subdivided
Road Surface Type: Paved
Zoning: Residential

Financial

Tax Information
Annual Tax Amount: $3,635

Utilities

Utility Information
Has Heating
Heating: Hot Water, Forced Air, Baseboard
Electric: Circuit Breakers
Sewer: Public Sewer
Utilities On: No
Water Source: Public
Water Heater: Off Heating System

Location

HOA Information
Pets Allowed: No Restrictions

Location Information
Unparsed Address: 68 Winding Way, Portland, ME 04102
Directions: Capisic Street to Little Road, right on Starbird, left on Meadowbrook, left on Winding Way.

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 1,372
Stories: 2.0
Lot Size: 10,019 square feet
Style: Single Family Residential
Year Built: 1956
Year Renovated: —
County: Cumberland County
APN: 125018

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

$624,000 – $755,000

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Nearby similar homes

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New listings for sale in 04102

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

Home values near 68 Winding Way

Data from public records.

Address	Redfin Estimate
58 Winding Way, Portland, ME 4 Beds \| 1.5 Baths \| 1698 Sq. Ft.	$611,990
64 Winding Way, Portland, ME 3 Beds \| 1.5 Baths \| 1540 Sq. Ft.	$617,287

Address	Redfin Estimate
61 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1582 Sq. Ft.	$631,515
67 Winding Way, Portland, ME 3 Beds \| 2 Baths \| 1516 Sq. Ft.	$606,715

Address	Redfin Estimate
52 Winding Way, Portland, ME 5 Beds \| 2 Baths \| 2406 Sq. Ft.	$693,845
79 Winding Way, Portland, ME 4 Beds \| 2 Baths \| 1411 Sq. Ft.	$639,736

Property information provided by MREIS when last listed in 2016. This data may not match . Learn more.

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