Pending

$500,000

Est. $2,981/mo —

•

2,964

sq ft

53 Portland Rd, Bridgton, ME 04009

About this home

Beautifully restored original Sears & Roebuck home located in the heart of Bridgton, offering a rare combination of historic character, modern functionality, and flexible zoning. Thoughtfully maintained and updated, the property features spacious living areas, abundant natural light, a dedicated studio space, home office potential, and beautifully landscaped grounds. The flexible zoning allows for a variety of residential, business, or live/work opportunities, making this an ideal property for entrepreneurs, creative professionals, or those seeking additional versatility. Major improvements include roof sections replaced between 2014-2020 and regular servicing of the home's major systems. Conveniently located within walking distance to downtown Bridgton's shops, restaurants, and services, while also providing easy access to Long Lake, Highland Lake, hiking trails, golf courses, and Pleasant Mountain Ski Area. North Conway, NH is approximately 30 minutes away and Portland is about one hour. A unique opportunity to own a well-preserved historic property in one of Western Maine's most desirable four-season communities. Most furnishings are available separately.

Single-familyProperty Type

1926Year Built

0.5 acresLot Size

$169Price/Sq.Ft.

2 car garageParking

Listed by John Krouse • EXP Realty

Listing updated: Aug 29, 2026 at 02:20am

Redfin checked: 2 minutes ago

•Source:MREIS #1664244

Payment calculator

$2,981 per month

Principal and interest$2,628

Property taxes

$261

HOA dues

Home insurance

$92

Utilities

Add

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Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TODAY, 10AM TO 12PM
$239,900
3 beds2 baths2,172 sq ft
579 E Main St, Denmark, ME 04022
OPEN TODAY, 10AM TO 12PM
$529,000
2 beds2 baths1,762 sq ft
Lot 4 Buck Rd, Harrison, ME 04040
OPEN TODAY, 10AM TO 12PM
$500,000
4 beds2 baths1,999 sq ft
535 Harrison Rd, Naples, ME 04055
OPEN TODAY, 11:30AM TO 1PM
$659,000
4 beds2.5 baths4,000 sq ft
699 N High St, Bridgton, ME 04009
OPEN TODAY, 12PM TO 2PM
$372,900
2 beds1 bath1,100 sq ft
198 Hancock Pond Rd, Sebago, ME 04029
OPEN SUN, 9AM TO 11AM
$425,000
2 beds2 baths1,537 sq ft
29 Dyer Ln, Casco, ME 04015
OPEN SUN, 10AM TO 12PM
$395,500
3 beds1.5 baths1,870 sq ft
49 Holden Hls, Bridgton, ME 04009
OPEN SUN, 10AM TO 12PM
$999,900
3 beds2 baths1,988 sq ft
67 Fairway Dr, Naples, ME 04055
OPEN SUN, 10AM TO 12PM
$1,550,000
4 beds3.5 baths2,579 sq ft
14 Riley Rd, Naples, ME 04055
OPEN SUN, 11AM TO 12:30PM
$549,000
9 beds4 baths4,778 sq ft
421 Harrison Rd, Naples, ME 04055

Around this home

Schools

K - 12
Preschool & daycare

Stevens Brook School

Public PreK-5 • Assigned • 0.1mi

7/10

Lake Region Middle School

Public 6-8 • Assigned • 4.0mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
First-floor bedroom
Finished daylight full basement with interior entry
1 fireplace
Furnished negotiable

Bedrooms
Bedroom 1 (Second level)
Bedroom 2 (Second level)
Bedroom 3 (First level)

Bathrooms
2 full bathrooms

Kitchen
Kitchen (first level)

Laundry & utility
Laundry room (basement)

Flooring
Carpet
Tile
Wood

Heating & cooling
Direct vent heater
Hot water heating
Radiator heating
Wall cooling units

Sale and tax history for 53 Portland Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$3,135 (+5.2%)

$84,243 + $295,748

$379,991

2024

$2,981 (−0.9%)

$41,692 + $133,150

$174,842

2023

$3,007 (+13.1%)

$41,692 + $133,150

$174,842

2022

$2,658 (+2.7%)

$41,692 + $133,150

$174,842

2021

$2,588 (−1.0%)

$41,692 + $133,150

$174,842

2020

$2,614 (−0.3%)

$41,692 + $133,150

$174,842

2019

$2,623 (+1.4%)

$41,692 + $133,150

$174,842

2018

$2,588 (−3.3%)

$41,692 + $133,150

$174,842

2017

$2,675

$41,692 + $133,150

$174,842

Public record

Beds

—

Baths

—

Stories

Lot width

—

Lot depth

—

Lot size

0.52 Acres

Year renovated

—

Finished Sq. Ft.

780

Unfinished Sq. Ft.

—

Total Sq. Ft.

780

Year built

1926

Style

Multi-Family (2-4 Unit)

County

Cumberland County

APN

33123

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 27, 2026.

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 92° 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

Bridgton, ME • 04009

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

90/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.3 hrs

4.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 53 Portland Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $389,000 and $547,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $389K to $547K.

SOLD JUL 30, 2026
$389,000 Last sold price
3 beds2 baths1,144 sq ft
177 Wildwood Rd, Bridgton, ME 04009
$171/sq ft
larger lot
100 years newer
SOLD APR 14, 2026
$435,000 Last sold price
2 beds1 bath1,500 sq ft
22 Lombardo Dr, Bridgton, ME 04009
$121/sq ft
larger lot
83 years newer
SOLD MAY 21, 2026
$547,000 Last sold price
4 beds3 baths2,660 sq ft
11 Merrill Dr, Harrison, ME 04040
$37/sq ft
larger lot
78 years newer
SOLD DEC 3, 2025
$503,500 Last sold price
3 beds2 baths1,826 sq ft
105 Highland Pines Rd, Bridgton, ME 04009
$107/sq ft
larger lot
65 years newer
SOLD NOV 17, 2025
$399,900 Last sold price
3 beds2 baths1,219 sq ft
35 Rockwood Dr, Harrison, ME 04040
$159/sq ft
larger lot
99 years newer
SOLD JUN 18, 2026
$445,000 Last sold price
3 beds2.5 baths1,430 sq ft
44 Quarterhorse Dr, Bridgton, ME 04009
$142/sq ft
larger lot
99 years newer

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

Austin Hanthorn

Bridgton Redfin Agent

Austin Hanthorn typically replies in about 20 minutes

Nearby similar homes

$297,767

3 beds1 bath936 sq ft

10 Homestead Ln, Harrison, ME 04040

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3 beds2 baths2,400 sq ft

312 Plains Rd, Harrison, ME 04040

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3 beds2 baths1,312 sq ft

100 Colonial Cir, Harrison, ME 04040

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9 beds4 baths4,000 sq ft

41 Hunter Dr, Denmark, ME 04022

3D WALKTHROUGH

$3,725,000

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New listings for sale in 04009

$495,000

4 beds2 baths2,040 sq ft

62 Middle Ridge Rd, Bridgton, ME 04009

OPEN SUN, 10AM TO 12PM

$395,500

3 beds1.5 baths1,870 sq ft

49 Holden Hls, Bridgton, ME 04009

VIDEO TOUR

$865,000

3 beds2 baths2,200 sq ft

97 Kezar Hts, Bridgton, ME 04009

$325,000

3 beds1.5 baths1,410 sq ft

257 Knights Hill Rd, Bridgton, ME 04009

$799,900

4 beds3 baths2,746 sq ft

16 Dundee Ln, Bridgton, ME 04009

$1,320,000

2 beds1 bath1,362 sq ft

115 Salmon Point Rd, Bridgton, ME 04009

$549,900

4 beds2.5 baths1,872 sq ft

370 Hio Ridge Rd, Bridgton, ME 04009

$599,000

3 beds3 baths2,270 sq ft

79 Quarterhorse Dr, Bridgton, ME 04009

Details provided by MREIS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (10)

Around this home

Schools

Lifestyle

Property details

Sale and tax history for 53 Portland Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 53 Portland Rd

This home is pending

Have questions?

Nearby similar homes

New listings for sale in 04009

More real estate resources