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.
Active
Price cut: $9K (9/19)
$450,000
65 High Street, Windham, ME 04062
3beds
1,508sqft
Single Family Residence
Built in 1900
0.69 Acres Lot
$447,800 Zestimate®
$298/sqft
$-- HOA
What's special
Thoughtful updates throughoutStorm doorDouble-pane windowsFirst-floor laundryWood floorsComfortable primary suiteCentral vacuum
- 46 days
- 1,174
- 87
Zillow last checked:
Listing updated:
Listed by:
The Flaherty Group
Source: Maine Listings,MLS#: 1675310
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Second
Bedroom 2
- Level: Second
Bedroom 3
- Level: Second
Dining room
- Level: First
Kitchen
- Level: First
Living room
- Features: Heat Stove
- Level: First
Heating
- Forced Air, Wood Stove
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
Features
- Attic, Pantry, Shower
- Flooring: Tile, Wood
- Doors: Storm Door(s)
- Windows: Double Pane Windows
- Basement: Bulkhead,Doghouse,Interior Entry,Full,Other,Sump Pump,Unfinished
- Has fireplace: No
Interior area
- Total structure area: 1,508
- Total interior livable area: 1,508 sqft
- Finished area above ground: 1,508
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Paved, 1 - 4 Spaces, On Site, Detached
- Garage spaces: 2
Features
- Patio & porch: Patio
Lot
- Size: 0.69 Acres
- Features: Neighborhood, Suburban, Level, Landscaped
Details
- Additional structures: Outbuilding
- Parcel number: WINMM37B22
- Zoning: VC
- Other equipment: Cable, Central Vacuum, Other
Construction
Type & style
- Home type: SingleFamily
- Architectural style: New Englander
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard, Vinyl Siding
- Foundation: Stone, Granite
- Roof: Fiberglass,Pitched,Rolled/Hot Mop,Shingle
Condition
- Year built: 1900
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Security: Air Radon Mitigation System
Location
- Region: Windham
Financial & listing details
- Price per square foot: $298/sqft
- Tax assessed value: $344,600
- Annual tax amount: $4,155
- Date on market: 8/7/2026
- Road surface type: Paved
Estimated market value
$447,800
$425,000 - $470,000
$2,880/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/19/2026 | Price change | $450,000-2%$298/sqft |
Source: | ||
| 9/14/2026 | Price change | $459,000-4.2%$304/sqft |
Source: | ||
| 9/3/2026 | Price change | $479,000-4%$318/sqft |
Source: | ||
| 8/7/2026 | Listed for sale | $499,000$331/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,953 +8.4% | $344,600 +5.8% |
| 2023 | $3,648 +8.3% | $325,700 +12.3% |
| 2022 | $3,367 +2.5% | $290,000 +32.4% |
| 2020 | $3,285 +12.9% | $219,000 |
| 2019 | $2,910 -1.9% | $219,000 +12.1% |
| 2018 | $2,966 +12.9% | $195,400 +22.3% |
| 2017 | $2,626 +4.7% | $159,800 |
| 2016 | $2,509 +3.6% | $159,800 |
| 2015 | $2,421 +10.2% | $159,800 |
| 2014 | $2,198 -4.8% | $159,800 |
| 2013 | $2,309 +4% | $159,800 |
| 2011 | $2,221 +4.1% | $159,800 -12% |
| 2009 | $2,133 +11% | $181,500 +7.7% |
| 2008 | $1,921 +117.1% | $168,500 +69.5% |
| 2005 | $885 | $99,400 |
Find assessor info on the county website
Monthly payment
Est. payment





