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Middlesex County, CT Short Term Rental Properties for Sale

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Remodeled Mixed-Use Building
$1,090,000
2,942 SF

Remodeled Mixed-Use Building

23 Main St, East Haddam, CT 06423

Historic building with potential for multiple uses.

  • Completely remodeled in 2025 with modern residential units.
  • Approved for multiple uses: tavern, B+B, long‑term rentals, or commercial.
  • Includes a palatial penthouse suite with loft space.
  • One ADA‑compliant handicapped accessible unit with separate entryway and accessible parking.
  • Parking lot includes EV charging station.
Updated: Mar 13
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Mixed-Use Building in Downtown Chester
$1,200,000
3,000 SF

Mixed-Use Building in Downtown Chester

21 Main St, Chester, CT 06412

Prime mixed-use property in the heart of downtown Chester.

  • Prime downtown Chester location with high visibility and foot traffic.
  • Successful street‑level art gallery with 17 years of operation.
  • Profitable, fully furnished upper‑level short‑term rental.
  • Flexible mixed‑use zoning (retail, gallery, studio, office, live‑work).
  • Historic 1830 building with unique charm.
Updated: Jan 1
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Based on your search, we've compiled 2 Potential Opportunities for your consideration. Besides 2 Active listings in Middlesex County, CT, we suggest exploring several alternatives:

Middlesex County, CT Short Term Rental Properties Investment Opportunities Market Analysis

Explore 2 short term rental properties for sale in Middlesex County, CT on our real estate platform. These investment opportunities span a total of 20,473 square feet of properties for sale, with an estimated market value of $1,090,000.

Sale prices for short term rental properties in Middlesex County, CT start at $1,090,000, averaging $1,090,000, and reaching up to $1,090,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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