Opportunity to purchase an AFFORDABLE , WELL MAINTAINED HOME IN the South Windham Village. This location is growing in popularity due to the revitalization efforts and VC zoning, as well as having public water and sewer. The home is bright and inviting with a fairly open floor plan on the first floor. You will love having a woodstove in your Livingroom for those winter nights you can relax and enjoy the cozy glow. .This home has had many updates which include double pane windows, and a radon mitigation system. The photos were obtained from when this home was staged.
Tucked in South Windham, an area experiencing exciting momentum as part of the town's ongoing Little Falls/South Windham Villages revitalization plan, this classic 1900 New Englander has been freshly painted from top to bottom and is ready to welcome its next chapter. Wood floors carry you through a sun-filled first floor, where the kitchen, dining room, and living room flow together with ease -- the living room anchored by a cozy wood stove for those crisp Maine evenings. Upstairs, three bedrooms -- including a comfortable primary suite -- share a second full bath, while first-floor laundry keeps everyday living simple. With 2 full baths total and thoughtful updates throughout, this home is in truly move-in ready condition. Step outside and the possibilities open up. A level, beautifully landscaped 0.69-acre lot offers a patio and firepit made for gathering, plus a detached 2-car garage for storage and hobbies alike. And for buyers thinking ahead, the property's high-density VC zoning may allow for future expansion, subject to town approval -- a rare bonus as the surrounding village center continues to grow and attract new investment. Rounding out the package: double-pane windows, a storm door, central vacuum, public water and sewer, and an air radon mitigation system already installed -- the practical details taken care of, so you can focus on making it home. Located between Westbrook and the lakes region, and just steps from a village on the rise, 65 High Street offers the character of a century-old home with real upside for the future.
Year
Property tax
Land + Additions
Assessment*
2025
$4,156 (+5.1%)
$131,900 + $212,700
$344,600
2024
$3,953 (+8.4%)
$131,900 + $212,700
$344,600
2023
$3,648 (+8.3%)
$122,700 + $203,000
$325,700
2022
$3,367 (+3.9%)
$108,700 + $181,300
$290,000
2021
$3,241 (−1.3%)
$94,700 + $162,500
$257,200
2020
$3,285 (+2.5%)
$83,200 + $135,800
$219,000
2019
$3,206 (+8.1%)
$83,200 + $135,800
$219,000
2018
$2,966 (+12.9%)
$74,800 + $120,600
$195,400
2017
$2,626 (+4.7%)
$67,000 + $92,800
$159,800
2016
$2,509 (+3.6%)
$67,000 + $92,800
$159,800
2015
$2,421 (+3.3%)
$67,000 + $92,800
$159,800
2014
$2,344
$67,000 + $92,800
$159,800
Public record
Public record
Zoning
Beds
3
Baths
3
Stories
2
Lot width
—
Lot depth
—
Lot size
0.69 Acres
Year renovated
—
Finished Sq. Ft.
1,300
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,300
Year built
1900
Style
Single Family Residential
County
Cumberland County
APN
142037
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
VC
Village Commercial District
The intent of the Village Commercial District is to serve as a primarily residential area with a mix of stores, services and commercial enterprises. Growth, at a village scale, is to be well planned in this area of town served by public water and sewer.
Permitted uses
Include but are not limited to:
Bank
General retail
Restaurant
Housing-Single unit
Housing-Multiple units
Housing-Senior
Industrial
Hotel / motel
Mixed use
Office
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 92° expected this year, 16 days in 30 years
6/10 Wind Factor
27% 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
Windham, ME • 04062
Average low and high temperatures (°F)
28
13
32
13
44
27
54
36
64
47
76
57
81
62
79
55
73
50
61
41
48
32
34
18
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
96/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Windham. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10 hrs
5.6 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 65 High St
$394,930
$70 under list price of $395K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $400K to $545K.