OFF MARKET

Off Market Sep 2019 for $197K

$330,018

•

1,540

sq ft

39 Winslow Rd, Naples, ME 04055

About this home

Single-familyProperty Type

1998Year Built

1.4 acresLot Size

$214Est. Price/Sq.Ft.

1 spaceParking

Listed by Elizabeth Marcella • Chalmers Realty

Bought with Barbara Howe • Better Homes & Gardens Real Estate/The Masiello Group

Redfin checked: a minute ago

•Source:MREIS #1428214

Redfin Estimate

$330,018

$133K since sold in September 2019$4,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.8% lower than the average sale price ($383K) of 6 comparable homes.

SOLD AUG 7, 2026
$370,000
A
3 beds2 baths1,432 sq ft
14 Wipple Tree Ln, Naples, ME 04055
SOLD AUG 14, 2026
$235,000
B
3 beds2 baths1,952 sq ft
319 Harrison Rd, Naples, ME 04055
SOLD JUL 30, 2026
$415,000
C
3 beds2 baths1,812 sq ft
19 Cessna Way, Naples, ME 04055
SOLD MAY 15, 2026
$410,000
D
3 beds2 baths1,697 sq ft
184 King Hill Rd, Naples, ME 04055
SOLD AUG 24, 2026
$429,900
E
3 beds2.5 baths1,728 sq ft
528 Sebago Rd, Naples, ME 04055
SOLD AUG 7, 2026
$437,500
F
3 beds2.5 baths1,738 sq ft
12 Monroe Dr, Naples, ME 04055

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

Earn from this home

Sell

$172,990

Est. take-home

List your home with Redfin and save $3,300

Market trends in 04055, ME

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.8%

+0.8% MoM

Median sale price

$425K

$43K MoM

Avg. days on market

45d

3 days MoM

Recently sold homes

6 MoM

New listings for sale

$440,000
3 beds2 baths1,219 sq ft
183 Dunton Rd, Naples, ME 04055
OPEN SAT, 10AM TO 11:30AM
$549,000
7 beds4 baths4,778 sq ft
421 Harrison Rd, Naples, ME 04055
OPEN SAT, 11AM TO 1PM
$499,000
3 beds3 baths2,468 sq ft
101 Harbor Rd, Naples, ME 04055
$559,000
4 beds2 baths1,588 sq ft
11 Rabbit Ln, Naples, ME 04055
FOR SALE BY OWNER
$1,499,000
4 beds3 baths1,288 sq ft
80 Whipporwill Dr, Naples, ME 04055
See all

Provided by Redfin

Sale history for 39 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2025

$1,980 (+2.2%)

$59,120 + $149,291

$208,411

2024

$1,938 (+1.6%)

$59,120 + $149,291

$208,411

2023

$1,907 (+10.9%)

$59,120 + $149,291

$208,411

2022

$1,719 (−16.6%)

$59,120 + $149,291

$208,411

2021

$2,061

$42,800 + $111,550

$154,350

2020

$2,061

$42,800 + $111,550

$154,350

2018

$2,061

$42,800 + $111,550

$154,350

2017

$2,061 (+1.2%)

$42,800 + $111,550

$154,350

2016

$2,037 (−2.6%)

$42,800 + $111,550

$154,350

2015

$2,091

$42,800 + $111,550

$154,350

2014

$2,091

$42,800 + $111,550

$154,350

Tax history for 39 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2025

$1,980 (+2.2%)

$59,120 + $149,291

$208,411

2024

$1,938 (+1.6%)

$59,120 + $149,291

$208,411

2023

$1,907 (+10.9%)

$59,120 + $149,291

$208,411

2022

$1,719 (−16.6%)

$59,120 + $149,291

$208,411

2021

$2,061

$42,800 + $111,550

$154,350

2020

$2,061

$42,800 + $111,550

$154,350

2018

$2,061

$42,800 + $111,550

$154,350

2017

$2,061 (+1.2%)

$42,800 + $111,550

$154,350

2016

$2,037 (−2.6%)

$42,800 + $111,550

$154,350

2015

$2,091

$42,800 + $111,550

$154,350

2014

$2,091

$42,800 + $111,550

$154,350

*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

1.4 Acres

Year renovated

—

Sq. Ft.

864

Year built

—

Style

Other

County

Cumberland County

APN

187886

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, Gravel

Interior

Bathroom Information
# of Baths (Full): 2

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

Interior Features
# of Rooms: 5
Interior Features: 1st Floor Bedroom
Refrigerator, Microwave, Gas Range, Dishwasher
Flooring: Wood, Tile, Carpet

Exterior

Building Information
Construction Materials: Log Siding, Log
Foundation Details: Concrete Perimeter
Roof: Metal
Total Building Area (Sq. Ft.): 1,540
Building Area Source: Public Records

Exterior Features
Patio & Porch Features: Porch

Property Information
Property Sub Type: Single Family Residence
Year Built: 1998
Above-Grade Finished Area (Sq. Ft.): 1,440
Below-Grade Finished Area (Sq. Ft.): 100

Lot Information
Lot Size (Sq. Ft.): $60,984
Lot Size (Acres): 1.4
Lot Size Source: Public Records
Lot Features: Level, Wooded, Near Golf Course, Near Public Beach, Rural, Ski Resort
Road Frontage Type: Private Road
Road Surface Type: Gravel, Dirt
Zoning: RES

Subdivision Information
Subdivision Name: Timberland Lot Owners Association

Financial

Tax Information
Annual Tax Amount: $2,061
Tax Year: 2018

Utilities

Utility Information
Has Heating
Heating: Stove, Hot Water, Forced Air
Electric: Circuit Breakers
Sewer: Septic Tank
Water Source: Well
Water Heater: Electric

Location

HOA Information
Has Association
Association Fee: $250
Association Fee Frequency: Annually

School Information
High School District: RSU 61/MSAD 61

Location Information
Unparsed Address: 39 Winslow Road, Naples, ME 04055
Directions: From Naples Causeway, head up Lambs Mill Road for 1.2 miles to a right onto Winslow Road. Follow . 2 miles to home on right. See sign.

Public facts

Beds: —
Baths: —
Sq. Ft.: 864
Stories: —
Lot Size: 1.4 acres
Style: Other
Year Built: —
Year Renovated: —
County: Cumberland County
APN: 187886

Home facts updated by county records on Jul 27, 2026

Around this home

Schools

Songo Locks School

Public PreK-2 • Assigned • 3.1mi

Lake Region Middle School

Public 6-8 • Assigned • 2.6mi

3/10

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

3/10 Heat Factor

7 days above 93° expected this year, 15 days in 30 years

3/10 Wind Factor

8% 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

Naples, ME • 04055

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

$314,000 – $380,000

Reach more buyers when you sell with Redfin. Save up to $3,300 in fees. 3 minutes to get started.

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

Nearby similar homes

$1,450,000

2 beds1.5 baths1,828 sq ft

135 Leach Hill Rd, Casco, ME 04015

$125,000

Land— sq ft

Lot 23 - F Smally Way, Bridgton, ME 04009

$525,000

3 beds1.5 baths2,112 sq ft

154 Allen Rd, Denmark, ME 04022

$537,000

4 beds2.5 baths2,676 sq ft

57 Town Farm Rd, Harrison, ME 04040

$549,900

4 beds1.5 baths2,295 sq ft

288 Mayberry Hill Rd, Casco, ME 04015

NEW CONSTRUCTION

$630,000

3 beds1.5 baths2,016 sq ft

Lot #4 Meadow Rd Lot 4, Casco, ME 04015

New listings for sale in 04055

$440,000

3 beds2 baths1,219 sq ft

183 Dunton Rd, Naples, ME 04055

OPEN SAT, 10AM TO 11:30AM

$549,000

7 beds4 baths4,778 sq ft

421 Harrison Rd, Naples, ME 04055

OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

$499,000

3 beds3 baths2,468 sq ft

101 Harbor Rd, Naples, ME 04055

$559,000

4 beds2 baths1,588 sq ft

11 Rabbit Ln, Naples, ME 04055

FOR SALE BY OWNER

$1,499,000

4 beds3 baths1,288 sq ft

80 Whipporwill Dr, Naples, ME 04055

Home values near 39 Winslow Rd

Data from public records.

Address	Redfin Estimate
34 Winslow Road, Naples, ME 3 Beds \| 2 Baths \| 1568 Sq. Ft.	$218,163
43 Winslow Road, Naples, ME 3 Beds \| 2 Baths \| 1788 Sq. Ft.	$292,237

Address	Redfin Estimate
7 Winslow Road, Naples, ME 2 Beds \| 1 Baths \| 952 Sq. Ft.	$293,768
231 Lambs Mill Road, Naples, ME 2 Beds \| 2 Baths \| 980 Sq. Ft.	$233,798

Address	Redfin Estimate
14 Winslow Road, Naples, ME 2 Beds \| 1 Baths \| 840 Sq. Ft.	$133,530
11 Lumberjack Drive, Naples, ME 3 Beds \| 2 Baths \| 1568 Sq. Ft.	—

Property information provided by MREIS when last listed in 2019. This data may not match . Learn more.

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.

Cumberland homes for sale
Buxton homes for sale
Wakefield homes for sale
Sebago homes for sale
Turner homes for sale

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	Naples Property Records
Condos for sale near me	Falmouth, ME homes for sale	ME New Listings
Agents near me	Cape Elizabeth, ME homes for sale	Naples Housing Market

Westbrook homes for sale
Falmouth homes for sale
Gorham homes for sale

04029 homes for sale
04055 homes for sale
04015 homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 04055, ME

Sale history for 39 Winslow Rd

Tax history for 39 Winslow Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 04055

Home values near 39 Winslow Rd

More real estate resources