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30 Woodward Ave • Gloucester, MA • 01930
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21-23 Mason Street, Gloucester, MA (Central Gloucester)
Purchased for $960,000 in 2023, all four apartments were fully renovated. Separate electric and water/sewer meters were added in 2025. Rents were raised to market after purchase, and Mason Street has produced positive annual cash flow since.
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1060 Washington Street, Gloucester, MA (Lanesville)
Purchased for $790,000 in 2025, two- and three-bedroom units are being fully renovated in 2026. Separate electric and water/sewer meters may be installed later. Rents will be raised to market rates after renovations are completed.
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25 Pew Ave, Gloucester, MA (The Hideout)
Purchased for $110,000 in 2012, the cottage has mainly been a family retreat with occasional seasonal rentals. Rented May–October, 25 Pew Ave would produce strong seasonal income.
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30 Woodward Ave (Little River)
Purchased for $330,000 in an all-cash deal, the cottage underwent major renovations in 2019–2020 and began operations in 2021. Since then, 30 Woodward has produced annual positive cash flow as a seasonal rental, reaching record income in 2025.
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1810 Knapp Ave, Bay View, MI (Gus’s Retreat)
Bought for $5,000 in 1947, the cottage is rented every summer and fall from June to October. There’s no mortgage, but association fees are high, so the property usually just breaks even or earns a small profit if major expenses are kept in check.
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