OFF MARKET

Off market feb 2021 for $1.1M

$1,537,144

•

2,039

sq ft

8 Chester St, Portland, ME 04103

About this home

This seaside cottage features 3 bedrooms and 2 baths, with spectacular water views overlooking Casco Bay. Located in the Portland Foreside neighborhood, enjoy relaxing on your own private deck and wrap-around porch or exploring the sandy beach with over 120 feet of owned water frontage. With breathtaking ocean views from nearly every room, this home boasts an eat-in kitchen, den and living room with a working fireplace on the first level. The second level features 3 bedrooms and one full bath. A detached two car garage and small outbuilding with french doors and deck add additional possibilities, perfect for an art studio or workshop. Conveniently located just minutes from downtown Portland with some of the best views in the city, this is one you surely do not want to miss!

Single-familyProperty Type

1860Year Built

0.27 acresLot Size

$754Est. Price/Sq.Ft.

2 car garageParking

Listed by David Banks • RE/MAX By The Bay

Bought with John Hayes • Keller Williams Realty

Redfin checked: a minute ago

•Source:MREIS #1481447

Redfin Estimate

$1,537,144

$387K since sold in February 2021$7,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.5% higher than the average sale price ($1.40M) of 6 comparable homes.

SOLD AUG 18, 2026
$2,050,000
A
3 beds2 baths2,218 sq ft
10 Bay Shore Dr, Falmouth, ME 04105
SOLD AUG 25, 2026
$1,350,000
B
3 beds2 baths2,117 sq ft
12 Avon Rd, Falmouth, ME 04105
SOLD SEP 3, 2026
$855,000
C
3 beds1.5 baths1,812 sq ft
66 Parsons Rd, Portland, ME 04103
SOLD JUN 3, 2026
$1,550,000
D
3 beds2 baths2,110 sq ft
10 Helene St, Portland, ME 04103
SOLD AUG 28, 2026
$1,275,000
E
3 beds2.5 baths1,836 sq ft
116 Sheridan St, Portland, ME 04101
SOLD AUG 28, 2026
$1,345,000
F
3 beds2.5 baths2,457 sq ft
12 Reg Roc Rd, Falmouth, ME 04105

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

Earn from this home

Sell

$629,827

Est. take-home

List your home with Redfin and save $15,371

Rent

$1,605/mo

Redfin rental estimate

List your home for rent

Market trends in 04103, ME

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

101.0%

1.6% MoM

Median sale price

$545K

$15K MoM

Avg. days on market

32d

18 days MoM

Recently sold homes

6 MoM

New listings for sale

$444,000
3 beds1 bath972 sq ft
25 Huntington Ave, Portland, ME 04103
$1,075,000
4 beds2 baths2,314 sq ft
41 William St, Portland, ME 04103
$799,000
4 beds3 baths2,928 sq ft
766 Ocean Ave, Portland, ME 04103
$1,495,000
6 beds3 baths7,008 sq ft
60 Rackleff St, Portland, ME 04103
$795,000
3 beds1.5 baths2,006 sq ft
15 Cottage St, Portland, ME 04103
3D WALKTHROUGH
$600,000
3 beds2.5 baths1,685 sq ft
32 Kimberly Ct #4, Portland, ME 04103
OPEN SUN, 12PM TO 1:30PM
$700,000
4 beds3 baths1,947 sq ft
26 Nicholas Ct #14, Portland, ME 04103
$759,000
7 beds3 baths3,716 sq ft
613 Washington Ave, Portland, ME 04103
$488,000
2 beds1.5 baths912 sq ft
66 Eighth St, Portland, ME 04103
3D WALKTHROUGH
$1,595,000
4 beds3.5 baths3,834 sq ft
140 Noyes St, Portland, ME 04103
See all

Provided by Redfin

Sale history for 8 Chester St

Date

Event

Price

MREIS #1481447

Feb 25, 2021

Sold

$1,150,000

$564/sq ft

Feb 5, 2021

Listed

$995,000

$488/sq ft

MREIS #1416717

Jul 12, 2019

Sold

$792,450

$389/sq ft

+35

Spectacular waterfront living in this 3 bedroom/2 bath seaside home in a cozy Portland Foreside neighborhood. Enjoy stunning water views of Casco Bay from nearly every room! Relax on the expansive, private waterside deck, wrap around porch, or head down to your sandy beach with over 120 feet of owned water frontage! With plenty of historic charm, this home boasts an eat-in kitchen, den, and living room with fireplace on the first level, 3 bedrooms on the second level, and a finished walkout basement perfect for an office or exercise space. Outside, a newer 2-car garage and detached space with sliders and deck makes for the perfect art studio, workshop, or storage. Conveniently located just minutes from downtown Portland with easy access to I-295!

Year

Property tax

Land + Additions

Assessment*

2024

$15,090 (+4.2%)

$580,800 + $424,500

$1,005,300

2023

$14,486 (+5.9%)

$580,800 + $424,500

$1,005,300

2022

$13,682 (+4.8%)

$580,800 + $424,500

$1,005,300

2021

$13,059 (+26.7%)

$580,800 + $424,500

$1,005,300

2020

$10,303

$264,400 + $177,600

$442,000

2019

$10,303 (+3.7%)

$264,400 + $177,600

$442,000

2018

$9,936 (+3.8%)

$264,400 + $177,600

$442,000

2017

$9,569 (+2.6%)

$264,400 + $177,600

$442,000

2016

$9,331 (+2.3%)

$264,400 + $177,600

$442,000

2015

$9,118 (+3.1%)

$264,400 + $177,600

$442,000

2014

$8,840

$264,400 + $177,600

$442,000

Tax history for 8 Chester St

Year

Property tax

Land + Additions

Assessment*

2024

$15,090 (+4.2%)

$580,800 + $424,500

$1,005,300

2023

$14,486 (+5.9%)

$580,800 + $424,500

$1,005,300

2022

$13,682 (+4.8%)

$580,800 + $424,500

$1,005,300

2021

$13,059 (+26.7%)

$580,800 + $424,500

$1,005,300

2020

$10,303

$264,400 + $177,600

$442,000

2019

$10,303 (+3.7%)

$264,400 + $177,600

$442,000

2018

$9,936 (+3.8%)

$264,400 + $177,600

$442,000

2017

$9,569 (+2.6%)

$264,400 + $177,600

$442,000

2016

$9,331 (+2.3%)

$264,400 + $177,600

$442,000

2015

$9,118 (+3.1%)

$264,400 + $177,600

$442,000

2014

$8,840

$264,400 + $177,600

$442,000

*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

0.27 Acres

Year renovated

—

Sq. Ft.

1,689

Year built

1860

Style

Single Family Residential

County

Cumberland County

APN

132460

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: 2
Parking Features: 1 - 4 Spaces, Paved, Detached
Vehicle Storage: 2 Car, Detached

Interior

Bathroom Information
# of Baths (Full): 2

Room 1 Information
Type: Kitchen
Level: First
Features: Eat-In Kitchen

Room 2 Information
Type: Laundry
Level: Basement

Room 3 Information
Type: Bedroom 3
Level: Second

Room 4 Information
Type: Bedroom 2
Level: Second
Features: Closet

Room 5 Information
Type: Bonus Room
Level: Basement

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

Room 7 Information
Type: Mud Room
Level: First

Room 8 Information
Type: Den
Level: First

Room 9 Information
Type: Living Room
Level: First
Features: Wood-Burning Fireplace

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

Interior Features
# of Rooms: 8
Interior Features: Bathtub, Shower
Washer, Refrigerator, Microwave, Gas Range, Dryer, Dishwasher
Flooring: Wood, Vinyl, Carpet

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Building Information
Construction Materials: Vinyl Siding, Wood Frame
Roof: Shingle
Total Building Area (Sq. Ft.): 2,039
Building Area Source: Public Records

Exterior Features
Patio & Porch Features: Deck, Porch
Fencing: Fenced
Other Structures: Shed(s)

Property Information
Property Sub Type: Single Family Residence
Year Built: 1860
Above-Grade Finished Area (Sq. Ft.): 1,689
Below-Grade Finished Area (Sq. Ft.): 350

Lot Information
Lot Size (Sq. Ft.): $11,761.20
Lot Size (Acres): 0.27
Lot Size Source: Public Records
Lot Features: Open, Near Shopping, Near Turnpike/Interstate, Near Town, Neighborhood
Road Surface Type: Paved
Zoning: R3

Waterfront Information
Waterfront: Yes
Water Body Name: Casco Bay
Water Body Type: Ocean
Water View: Yes

Financial

Tax Information
Annual Tax Amount: $10,303
Tax Year: 2020

Utilities

Utility Information
Has Heating
Heating: Hot Water, Baseboard
Electric: Circuit Breakers
Sewer: Public Sewer
Water Source: Public
Water Heater: Off Heating System

Location

HOA Information
Pets Allowed: No Restrictions

Location Information
Unparsed Address: 8 Chester Street, Portland, ME 04103
Directions: I-295 take Washington Ave exit. Right on Veranda St. Right on Kensington St. Left on Windsor Terrace. Right on Chester St. Last house on left.

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,689
Stories: 2.0
Lot Size: 0.27 acres
Style: Single Family Residential
Year Built: 1860
Year Renovated: —
County: Cumberland County
APN: 132460

Home facts updated by county records on Jul 27, 2026

Around this home

Schools

K - 12
Preschool & daycare

Presumpscot School

Public PreK-5 • Assigned • 0.4mi

5/10

Lyman Moore Middle School

Public 6-8 • Assigned • 2.5mi

4/10

Deering High School

Public 9-12 • Assigned • 2.3mi

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 87° expected this year, 17 days in 30 years

8/10 Wind Factor

80% 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 • 04103

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

$1.46M – $1.77M

Reach more buyers when you sell with Redfin. Save up to $15,371 in fees. 3 minutes to get started.

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

Nearby similar homes

$649,000

3 beds1.5 baths1,861 sq ft

26 Adelaide St, Portland, ME 04103

Buildable lot • Detached garage • Sunroom

$449,900

3 beds2 baths1,035 sq ft

566 Washington Ave, Portland, ME 04103

First floor bedroom • First floor laundry • Updated kitchen

$849,000

5 beds2.5 baths3,271 sq ft

48 W Kidder St, Portland, ME 04103

1.17 acre lot • 2 garage spots • Built 1930

$1,750,000

3 beds3.5 baths3,040 sq ft

436 Baxter Blvd, Portland, ME 04103

1938 brick colonial • Scenic back cove • Updated in 2007

$924,995

4 beds2.5 baths2,312 sq ft

4 Pleasant Hill Rd, Falmouth, ME 04105

Elevator • Gourmet kitchen • Wine cooler

$400,000

3 beds1 bath1,519 sq ft

187 Congress St, Portland, ME 04101

B-1 zoning • Open front yard • Existing curb cut

New listings for sale in 04103

$444,000

3 beds1 bath972 sq ft

25 Huntington Ave, Portland, ME 04103

Nearly new roof • Fresh interior paint • 9,147 sq ft lot

$1,075,000

4 beds2 baths2,314 sq ft

41 William St, Portland, ME 04103

Historic home • Oakdale neighborhood • Back cove trail

$799,000

4 beds3 baths2,928 sq ft

766 Ocean Ave, Portland, ME 04103

Wooded backdrop • Attractive flooring • Neutral finishes

$1,495,000

6 beds3 baths7,008 sq ft

60 Rackleff St, Portland, ME 04103

Access to schools • Recreational trails • Three unit property

$795,000

3 beds1.5 baths2,006 sq ft

15 Cottage St, Portland, ME 04103

Unpainted wood trim • High ceilings • Graceful staircase

3D WALKTHROUGH

$600,000

3 beds2.5 baths1,685 sq ft

32 Kimberly Ct #4, Portland, ME 04103

Private rear deck • Full basement • $521 HOA

OPEN SUN, 12PM TO 1:30PM

$700,000

4 beds3 baths1,947 sq ft

26 Nicholas Ct #14, Portland, ME 04103

Full basement • Paver walkway • Covered porch

$759,000

7 beds3 baths3,716 sq ft

613 Washington Ave, Portland, ME 04103

Newer gas boilers • 5,662 sq ft lot • 2 garage spots

$488,000

2 beds1.5 baths912 sq ft

66 Eighth St, Portland, ME 04103

0.66 acre lot • Inviting kitchen • Farmhouse sink

Home values near 8 Chester St

Data from public records.

Address	Redfin Estimate
1 Chester Street, Portland, ME 2 Beds \| 1 Baths \| 1094 Sq. Ft.	$477,702
1 Chester Street, Portland, ME 2 Beds \| 1 Baths \| 1094 Sq. Ft.	$578,416
1 Chester Street, Portland, ME 2 Beds \| 1 Baths \| 1094 Sq. Ft.	$576,854
75 Watson Street, Portland, ME 3 Beds \| 2 Baths \| 1522 Sq. Ft.	$1,072,792
67 Watson Street, Portland, ME 3 Beds \| 2 Baths \| 1304 Sq. Ft.	$677,830
67 Watson Street, Portland, ME 3 Beds \| 2 Baths \| 1398 Sq. Ft.	$843,539
10 Kendall Street, Portland, ME 3 Beds \| 1.5 Baths \| 2071 Sq. Ft.	$1,144,141

Address	Redfin Estimate
3 Chester Street, Portland, ME 3 Beds \| 1 Baths \| 1587 Sq. Ft.	$676,241
2 Chester Street, Portland, ME 2 Beds \| 1 Baths \| 1599 Sq. Ft.	$675,977
2 Chester Street, Portland, ME 2 Beds \| 1 Baths \| 1599 Sq. Ft.	$678,123
6 Kendall Street, Portland, ME 2 Beds \| 1.5 Baths \| 1251 Sq. Ft.	$799,171
74 Watson Street, Portland, ME 2 Beds \| 1.5 Baths \| 1267 Sq. Ft.	$1,242,225
74 Watson Street, Portland, ME 2 Beds \| 1.5 Baths \| 888 Sq. Ft.	$985,665
75 Watson Street, Portland, ME 3 Beds \| 2 Baths \| 1522 Sq. Ft.	$1,381,452

Address	Redfin Estimate
2 Chester Street, Portland, ME 2 Beds \| 1 Baths \| 1599 Sq. Ft.	$609,214
3 Chester Street, Portland, ME 3 Beds \| 1 Baths \| 1587 Sq. Ft.	$770,939
3 Chester Street, Portland, ME 3 Beds \| 1 Baths \| 1587 Sq. Ft.	$790,354
10 Kendall Street, Portland, ME 3 Beds \| 1.5 Baths \| 2071 Sq. Ft.	$942,646
6 Kendall Street, Portland, ME 2 Beds \| 1.5 Baths \| 1251 Sq. Ft.	$723,115
14 Kendall Street, Portland, ME 2 Beds \| 1 Baths \| 842 Sq. Ft.	$1,301,417
6 Kendall Street, Portland, ME 2 Beds \| 1.5 Baths \| 1251 Sq. Ft.	$738,198

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

More real estate resources

Neighborhoods
Minor Civil Divisions
Cities
Zip Codes
Popular Searches

East Deering homes for sale

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.

Redfin Brokerage Licenses

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.

Wells homes for sale
Cumberland homes for sale
Buxton homes for sale
North Yarmouth homes for sale
Harpswell homes for sale

04105 homes for sale
04106 homes for sale
04107 homes for sale
04074 homes for sale
04101 homes for sale

Houses for rent in Portland	Agents near me	Cape Elizabeth, ME homes for sale	Portland Housing Market
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	Brunswick, ME homes for sale
Open Houses near me	South Portland, ME homes for sale	Portland Property Records
Condos for sale near me	Falmouth, ME homes for sale	ME New Listings

Brunswick homes for sale
Scarborough homes for sale
Cape Elizabeth homes for sale