About this home
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!
Listing last checked: Listing updated:
Listed by Listing Agent · Rockstar Real Estate · MLS #1675497
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Details at a glance
Interior5 property facts
- Rooms
- 8
- Heating
- Electric, Heat Pump
- Cooling
- Heat Pump
- Flooring
- Laminate
- Fireplaces
- 0
Building4 property facts
- Style
- Single Family Residence
- Year built
- 2013
- Garage
- 2
- Roof
- Shingle
Land & utilities5 property facts
- Lot size
- 1.84 acres
- Water
- Private, Well
- Sewer
- Private Sewer, Septic Tank
- Waterfront
- Y
- Zoning
- C3
Financial2 property facts
- Annual taxes
- $6,742
- Assessment year
- 2025
Location
Estimated monthly cost
Explore costs at the $569,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$3,439 / monthAdjust
- Principal & interest
- $2,877
- Property tax
- $562
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $6,742. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
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About 5 Cliff Drive
Can I request a private showing?
Request a tour of 5 Cliff Drive and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.

