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$599,000 Just Listed
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Property Description
Opportunity meets versatility at 5 Cliff Drive in Windham. Set on a spacious 1.84-acre lot, in The C3 Zone, this property offers more than 2,000 square feet of living space, a flexible floor plan, and is set up with an ADU (check with the town for specifics) with a tenant already in place. The upper level offers generous living spaces and plenty of opportunity for a new owner to make it their own. While ready for some updating and personal touches, the property's layout, setting, and additional spaces provide an excellent foundation for creating something truly special. A standout feature is the walkout lower-level with a kitchenette and its own bathroom and entrance coupled with separation from the main living areas, this space offers tremendous flexibility for future possibilities; multigenerational living, extended-stay guests, or supplemental income. There's even more potential to explore. Above the attached garage is additional unfinished space that may offer an opportunity for future expansion--perhaps a home office, studio, bonus room, or additional finished space, subject to necessary approvals. For folks looking for a property they can improve and grow into over time, the possibilities here are particularly appealing. Outside, nearly two acres provide room to enjoy the Maine seasons, complemented by established outdoor spaces, stonework, a large deck and patio areas. The attached heated garage and additional outbuilding add valuable storage and functionality. Conveniently located near Windham's shopping, dining, recreation, and everyday amenities, 5 Cliff Drive presents an exciting opportunity for a buyer who sees the possibilities. With acreage, flexible living space, expansion potential, Commercial possibilities, and room to add value, this is a property ready for its new owner!
Full Property Details
Full Property Details for 5 Cliff Dr
General
- Price: $599,000
- Taxes: $6,742 (2025)
- Status: Active
- Type: Single Family
- Source: MREIS
- MLS ID: 1675497
- Updated: 8/10/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 8
- Interior Features: 1st Floor Bedroom, Storage
- Appliances: Dishwasher, Electric Range, Refrigerator
- Flooring: Laminate
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Upper Level
Additional Information
- Equipment: Internet Access Available
Exterior
- Porch/Patio/Deck: Deck, Patio, Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking Features: Paved, 5 - 10 Spaces, On-Site Parking, Garage Door Opener, Heated Garage, Storage
Location
- County: Cumberland
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Heat Pump
- Heating Type: Electric, Gas Bottled, Direct Vent Heater, Heat Pump
Utilities
- Sewer: Private Sewer, Septic Tank
- Water: Private, Well
- Well: Yes
Structural Information
- Architectural Style: Colonial
- Construction: Wood Frame, Vinyl Siding
- Basement: Yes
- Basement Desc.: Not Applicable, None, Slab
- Roof: Shingle
- Square Feet: 2,016
- Sq. Ft. Source: Public Records
- Finished Total: 2,016 Sq. Ft.
- Finished Above Grnd: 2,016 Sq. Ft.
- Year Built: 2013
Additional Structures
- Other Structures: Outbuilding
Lot Features
- Property View: Scenic
- Lot Size (Acres): 1.84
- Lot Size (Sq. Ft.): 80,150.4
- Zoning: C3
- Lot Description: Near Golf Course, Near Public Beach, Near Shopping, Near Turnpike/Interstate, Near Town, Level, Landscaped
Water Features
- Water Front: Yes
- Water Front Name: Private Pond
Financial Considerations
- Tax Amount: $6,742
- Tax Year: 2025
Disclosures and Reports
- Lot Number: 24/A01
Listed by Rockstar Real Estate (207) 317-1338
Get Pre-Approved Today
Schools
Schools serving 5 Cliff Dr
School District:Regional School Unit 14
| Name | Grades | Distance |
|---|---|---|
Windham Primary School 404 Gray Road, Windham, ME 04062 | K-3 | 1.4 mi |
Manchester School 709 Roosevelt Trail, Windham, ME 04062 | 4-5 | 4.3 mi |
Windham Middle School, Windham, ME 408 Gray Road, Windham, ME 04062 | 6-8 | 1.3 mi |
Windham High School, Windham, ME 406 Gray Road, Windham, ME 04062 | 9-12 | 1.4 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 5 Cliff Dr
Date
Details
Price
Change
Source
8/10/2026
Listed
$599,000
24.36%
MLS
2/05/2021
Sold
$481,669
—
Public Record
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 5 Cliff Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,742
5%
$559,000
—
2024
$6,412
8%
$559,000
5%
2023
$5,943
9%
$530,600
13%
2022
$5,465
10%
$470,700
20%
2021
$4,949
18%
$392,800
40%
2020
$4,200
-6%
$280,000
-9%
2019
$4,484
9%
$306,300
13%
2018
$4,102
46%
$270,200
59%
2017
$2,800
5%
$170,400
—
2016
$2,675
4%
$170,400
—
2015
$2,582
3%
$170,400
—
2014
$2,500
-1%
$170,400
-3%
2013
$2,527
—
$174,900
—
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 5 Cliff Dr
5 Cliff Drive, Windham, ME 04062 (MLS# 1675497) is a Single Family property with 4 bedrooms and 2 full bathrooms. 5 Cliff Drive is currently listed for $599,000 and was received on August 10, 2026. Want to learn more about 5 Cliff Drive? 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.

