Flex Multi-Unit, Single Fam. & Short Term Rental Investment
DUPLEX |. Single Family |. BED AND BREAKFAST | Air BNB
Marketing description
Flexible Multi-Unit & Short-Term Rental Investment
Located in Maine’s high-demand Lakes & Mountains region, 34 Middle Ridge Road offers a rare opportunity to acquire a large-scale residential asset with documented multi-unit and hospitality use history. Duplex or single family use with Six bedrooms and 6 bathrooms ( 4 of 6 bedrooms with en-suite) Situated on 2.5 private wooded acres, this 4,427± SF property provides investors with multiple repositioning strategies — from multi-family conversion to short-term rental or boutique lodging.
Investment Highlights
4,427± SF | 14 Rooms | 6 Bedrooms | 6 Bathrooms
2.5 Acres with privacy and guest appeal
Previously operated as multi-family housing and an inn/B&B
Layout supports duplex, triplex, or STR suite conversion
Large laundry room configured for multiple washer/dryer sets
Plumbing infrastructure already in place for additional kitchens/baths
Three finished levels offering flexible unit separation
Private yet accessible location near year-round recreation
Location Advantages
Minutes to Pleasant Mountain Ski Area
Close to Highland Lake, Long Lake, and downtown Bridgton
Strong seasonal demand for short-term and furnished rentals
Ideal for four-season income generation
Value-Add Potential
Convert back to multi-unit residential
Operate as short-term rental portfolio asset
Hybrid owner-occupied + income
Boutique lodging or retreat-style rental model (subject to local approvals)
Investment highlights
Tucked between Long Lake and Highland Lake with Bridgton Highlands Country Club in the back yard! Welcome to a truly unique and opportunity property set on 2.5 private, wooded acres in the heart of Maine's four-season playground. This home is currently enjoyed as a single-family residence -- while carrying a proven history as both a multi-family home and an inn. With its generous layout and thoughtful design, the property lends itself beautifully to a variety of other uses, including a bed and breakfast, short-term rental, or investment. Its location near the lakes, the ski slopes at Pleasant Mountain, golf and outdoor sports makes it especially appealing for year-round visitors seeking both adventure and retreat. Three en-suite bedrooms plus a primary bedroom with an adjoining full bath and walk in closet room create an ideal setup for guests or multi-occupancy living. The kitchen has been updated with a full kitchen make over including granite countertops and an inviting eat-in area, while the first floor offers excellent functionality with an office, pantry, and an oversized laundry room. Easily turn this area back to a second kitchen for a duplex / multi unit conversion. On the third floor, two large bonus rooms currently used as a bedroom and a living room. Outside, the property feels like a private sanctuary, complete with garden boxes, cherry and pear trees, and maple trees, all surrounded by peaceful woods. Wildlife sightings are part of daily life here, with deer, turkeys, and occasional moose passing through -- this home offers a true Maine experience. Whether you envision a private residence, income-producing Airbnb,an inn, or multi-unit investment, this property offers space, history, flexibility, and an unbeatable location close to lakes, skiing, and outdoor recreation
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