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Property Description
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.
Full Property Details
Full Property Details for 65 High St
General
- Price: $499,000
- Taxes: $4,155 (2026)
- Status: Active
- Type: Single Family
- Source: MREIS
- MLS ID: 1675310
- Updated: 8/8/2026
- Added to Site: 5 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: Attic, Pantry, Shower
- Appliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
- Flooring: Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Main Level
Additional Information
- Equipment: Air Radon Mitigation System, Cable, Central Vacuum, Other
Exterior
- Porch/Patio/Deck: Patio
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Paved, 1 - 4 Spaces, On-Site Parking, Detached
Location
- County: Cumberland
Community
- Pets Allowed: Yes
Heating & Cooling
- Cooling Type: None
- Heating Type: Gas Bottled, Oil, Wood, Forced Air, Wood Stove
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: New Englander
- Construction: Wood Frame, Clapboard, Vinyl Siding
- Basement: Yes
- Basement Desc.: Bulkhead, Doghouse, Interior Entry, Full, Other, Sump Pump, Unfinished
- Roof: Fiberglass, Pitched, Rolled/Hot Mop, Shingle
- Windows: Double Pane Windows
- Doors: Storm Door(s)
- Square Feet: 1,508
- Sq. Ft. Source: Public Records
- Finished Total: 1,508 Sq. Ft.
- Finished Above Grnd: 1,508 Sq. Ft.
- Year Built: 1900
Additional Structures
- Other Structures: Outbuilding
Lot Features
- Lot Size (Acres): 0.69
- Lot Size (Sq. Ft.): 30,056.4
- Zoning: VC
- Lot Description: Neighborhood, Suburban, Level, Landscaped
Financial Considerations
- Tax Amount: $4,155
- Tax Year: 2026
Disclosures and Reports
- Lot Number: 22
Listed by The Flaherty Group (207) 221-8585
Get Pre-Approved Today
Schools
Schools serving 65 High St
School District:Regional School Unit 14
| Name | Grades | Distance |
|---|---|---|
Windham Primary School 404 Gray Road, Windham, ME 04062 | K-3 | 3.4 mi |
Manchester School 709 Roosevelt Trail, Windham, ME 04062 | 4-5 | 6.7 mi |
Windham Middle School, Windham, ME 408 Gray Road, Windham, ME 04062 | 6-8 | 3.7 mi |
Windham High School, Windham, ME 406 Gray Road, Windham, ME 04062 | 9-12 | 3.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 65 High St
Date
Details
Price
Change
Source
8/07/2026
Listed
$499,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 65 High St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,156
5%
$344,600
—
2024
$3,953
8%
$344,600
6%
2023
$3,648
8%
$325,700
12%
2022
$3,367
15%
$290,000
13%
2021
$2,926
—
$257,200
17%
2021
$2,926
-9%
$219,000
—
2019
$3,206
8%
$219,000
12%
2018
$2,966
13%
$195,400
22%
2017
$2,626
5%
$159,800
—
2016
$2,509
4%
$159,800
—
2015
$2,421
3%
$159,800
—
2014
$2,344
2%
$159,800
—
2013
$2,309
—
$159,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 65 High St
65 High Street, Windham, ME 04062 (MLS# 1675310) is a Single Family property with 3 bedrooms and 2 full bathrooms. 65 High Street is currently listed for $499,000 and was received on August 07, 2026. Want to learn more about 65 High Street? Do you have questions about finding other Single Family real estate for sale in Windham? You can browse all Windham real estate or contact a Coldwell Banker agent to request more information.

