The Westover House in a very desirable neighborhood with peak-a-boo water-views of Diamond Passage and fantastic western sunsets is a rare find. Its classic front porch is a perfect place to watch the sunsets, people, and boats go by on a summer's evening. Charming Victorian features are preserved; yet it has a pleasant first-floor open flow with hardwood floors, brick gas-burning fireplace, and remodeled kitchen. Very close to Centennial Beach, and the sailing/tennis club.
Single-familyProperty Type
1900Year Built
4,356 sq ftLot Size
$521Est. Price/Sq.Ft.
Listed by Donald {Don} L'Heureux• Keller Williams Realty
Contact: 2076507075
Bought with Tara Peirce• Badger Peabody & Smith Realty
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Earn from this home
Sell
$385,796
Est. take-home
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Rent
$2,213/mo
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Market trends in 04108, ME
Last updated October 2026
Buyer's Market
Seller's Market
Seller's market
Sale-to-list price
96.6%
+1.1% MoM
Median sale price
$612K
$48K MoM
Avg. days on market
32d
39 days MoM
Recently sold homes
7
0 MoM
Provided by Redfin
Sale history for 287 Pleasant Ave
Date
Event
Price
MREIS #1316499
Sep 27, 2017
Sold
$387,000
$298/sq ft
Aug 15, 2017
Price Changed
$399,900
$308/sq ft
Aug 8, 2017
Price Changed
$409,000
$315/sq ft
Jul 12, 2017
Listed
$419,000
$322/sq ft
MREIS #1239871
Jan 22, 2016
Sold
$361,500
$278/sq ft
Oct 5, 2015
Listed
$375,000
$288/sq ft
+10
THE WESTOVER In one of the most desirable neighborhood's on the island this charming year-round Victorian cottage has had many upgrades over the years and is in move-in condition. The house features a remodeled kitchen w/ island, dining area, living room with gas heater, den, wood floors, deck, and a screened-in porch. You have peaks of the water and when the leaves fall your water views are of the Portland skyline, Casco Bay, and Diamond Passage. TEIA sailing/tennis club & Centennial Beach at your disposal!!
Year
Property tax
Land + Additions
Assessment*
2024
$6,504 (+4.2%)
$174,900 + $258,400
$433,300
2023
$6,244 (+5.9%)
$174,900 + $258,400
$433,300
2022
$5,897 (+4.8%)
$174,900 + $258,400
$433,300
2021
$5,629 (−33.1%)
$174,900 + $258,400
$433,300
2020
$8,408
$254,800 + $105,900
$360,700
2019
$8,408 (+3.7%)
$254,800 + $105,900
$360,700
2018
$8,109 (+3.8%)
$254,800 + $105,900
$360,700
2017
$7,809 (+2.6%)
$254,800 + $105,900
$360,700
2016
$7,614 (+2.3%)
$254,800 + $105,900
$360,700
2015
$7,441 (+3.1%)
$254,800 + $105,900
$360,700
2014
$7,214
$254,800 + $105,900
$360,700
Tax history for 287 Pleasant Ave
Year
Property tax
Land + Additions
Assessment*
2024
$6,504 (+4.2%)
$174,900 + $258,400
$433,300
2023
$6,244 (+5.9%)
$174,900 + $258,400
$433,300
2022
$5,897 (+4.8%)
$174,900 + $258,400
$433,300
2021
$5,629 (−33.1%)
$174,900 + $258,400
$433,300
2020
$8,408
$254,800 + $105,900
$360,700
2019
$8,408 (+3.7%)
$254,800 + $105,900
$360,700
2018
$8,109 (+3.8%)
$254,800 + $105,900
$360,700
2017
$7,809 (+2.6%)
$254,800 + $105,900
$360,700
2016
$7,614 (+2.3%)
$254,800 + $105,900
$360,700
2015
$7,441 (+3.1%)
$254,800 + $105,900
$360,700
2014
$7,214
$254,800 + $105,900
$360,700
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Permits
Beds
3
Baths
1
Stories
2
Lot width
—
Lot depth
—
Lot size
4,356 Sq. Ft.
Year renovated
—
Sq. Ft.
1,300
Year built
1900
Style
Single Family Residential
County
Cumberland County
APN
117572
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
IR-1
Island Zone
To provide for low-intensity residential, recreational, and rural uses in the less developed areas of the islands in order to preserve the rustic character of the islands, to protect groundwater resources and natural and scenic areas, and to permit only appropriate low-intensity development in areas lacking adequate public facilities and services. Select nonresidential uses may also be permitted in the IR-1 zone.
Permitted uses
Include but are not limited to:
Agriculture
Housing-Single unit
Housing-Multiple units
Public service
Park & open space
Sep 14, 2026 • Final
Electrical
Electrical
Dec 28, 2025 • Final
Residential alterations (1 and 2 family)
Remodel
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Interior
Bathroom Information
# of Baths (Full): 1
Room 1 Information
Type: Bedroom 1
Level: Second
Room 2 Information
Type: Kitchen
Level: First
Features: Skylight
Room 3 Information
Type: Bedroom 2
Level: Second
Room 4 Information
Type: Living Room
Level: First
Features: Gas Fireplace, Skylight
Room 5 Information
Type: Den
Level: First
Room 6 Information
Type: Primary Bedroom
Level: Second
Basement Information
Basement Entry: Crawl Space
Interior Features
# of Rooms: 7
Flooring: Wood, Vinyl
Other Equipment: Cable
Laundry Information
Laundry Features: 1st Floor Laundry, Main Level
Fireplace Information
# of Fireplaces: 1
Has Fireplace
Exterior
Building Information
Construction Materials: Wood Siding, Clapboard, Wood Frame
Foundation Details: Pillar/Post/Pier
Roof: Fiberglass, Shingle
Total Building Area (Sq. Ft.): 1,300
Building Area Source: Public Records
Exterior Features
Patio & Porch Features: Deck, Porch
Property Information
Property Sub Type: Single Family Residence
Year Built: 1900
Above-Grade Finished Area (Sq. Ft.): 1,300
Lot Information
Lot Size (Sq. Ft.): $4,356
Lot Size (Acres): 0.1
Lot Size Source: Public Records
Lot Features: Level, Neighborhood
Road Surface Type: Paved
Zoning: IR-1
Waterfront Information
Water Body Name: Atlantic Ocean
Water Body Type: Ocean
Water View: Yes
Financial
Tax Information
Annual Tax Amount: $7,614
Tax Year: 2016
Utilities
Utility Information
Has Heating
Heating: Direct Vent Heater
Electric: Circuit Breakers
Sewer: Septic Tank
Utilities On: No
Water Source: Public
Water Heater: Electric
Location
Location Information
Unparsed Address: 287 Pleasant Avenue, Portland, ME 04108
Directions: Welch Street, turn left on Island Avenue, to Trefethen Ave. Turn Right on Trefethen Ave. Trefethen Ave to Pleasant Ave - House on the Right.
Public facts
Beds: 3
Baths: 1.0
Sq. Ft.: 1,300
Stories: 2.0
Lot Size: 4,356 square feet
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Cumberland County
APN: 117572
Home facts updated by county records on Jul 27, 2026
Around this home
Schools
K - 12
Preschool & daycare
Peaks Island School
Public PreK-5 • Assigned • 0.7mi
8/10
Deering High School
Public 9-12 • Assigned • 5.3mi
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 86° expected this year, 19 days in 30 years
6/10 Wind Factor
69% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Portland, ME • 04108
Average low and high temperatures (°F)
31
19
33
19
43
31
49
39
59
49
70
58
75
63
73
60
68
56
59
47
50
36
37
24
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
$643,000 – $779,000
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