454 MAIN STREET
SAFETY HARBOR, FL 34695
About this home
We are proud to exclusively market for sale Harbor Inn on Main, a rare generational asset located in the heart of one of America's most celebrated small towns. With 155 feet of frontage on vibrant Main Street—recently ranked #10 Best Main Street in the U.S. and #5 Best Small Town in the South by USA Today—this mixed-use property offers unmatched charm, versatility, and income potential. Built in 1918 and meticulously maintained, the property features 9,605 SF under roof and 2,599 SF of balcony space. Zoned Main Street Marketplace (MSM), this historic gem supports a wide variety of permitted uses including retail, multi-family, office, hospitality, and entertainment. Currently operating as a hybrid LTR/STR top-rated Airbnb Superhost with (8) turnkey apartment units—(6) one-bedrooms and (2) studios—each with full kitchens and baths. This income-generating property is perfect for investors or owner-occupiers. An opportunity also exists to expand with a 9th additional unit or owner/manager’s suite. The ground-floor retail space is elevated above street level and flooded with natural light, offering excellent visibility and a welcoming Main Street presence. Total retail square footage is equal to 2,983 SF and is currently rented month to month offering flexibility for an owner operator to occupy or generate longer term income. Recent capital improvements include a new roof (2020) on the primary building and new HVAC with ductwork (2023) in the retail space. Additional highlights: 14 private parking spaces, Garage/storage space, Located in Flood Zone X, Just blocks from the iconic Safety Harbor Spa, Two majestic “Great Oaks” on site, Steps away from the lively Third Friday Street Festival—a monthly downtown celebration of music, art, food, and community. This is more than a property—it’s a piece of Safety Harbor history with modern upside. Contact us today for details or to schedule a private tour.
Facts & features
Interior
- Living area
- 9,605 sqft
- Heating
- Central, Natural Gas
- Cooling
- Central Air, Mini-Split Unit(s)
- Stories
- 2
Exterior & lot
- Lot size
- 19,611 sqft (0.45 ac)
- Roof
- Shingle
- Construction
- Block, Brick, Other, Frame
Financial
- Annual tax
- $26,285 (2024)
- Price / sqft
- $416/sqft
Utilities
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- Electricity Available, Natural Gas Available, Water Connected
Property
- Property type
- Single Family
- Year built
- 1918
- Subdivision
- GREEN SPGS
- County
- Pinellas
Listing
- Status
- Active
- Days on market
- 255 days
- MLS #
- MFR758093672
- Source
- Stellar MLS
Listed by Alexander Lucke · KELLER WILLIAMS TAMPA PROP.
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Estimate your monthly cost
PITI + HOA- Principal & interest
- $20,221/mo
- Property tax
- $2,190/mo
- Home insurance
- $200/mo
Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own 2024 bill. Insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.
Ask about this property
Answered from this listing’s own figures and the sales around it.
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Aug 11, 2026 | Price reduced | $3,999,000 | −$996,000 |
| May 1, 2025 | Listed | $4,995,000 | — |
Neighbourhood
The schools below come from the MLS record for this home. Walking, transit and cycling figures for SAFETY HARBOR, FL are not connected yet, so this page does not show them.
Location
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