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$3,999,000 Sale Pending
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Property Description
Under contract-accepting backup offers. 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.
Full Property Details
Full Property Details for 454 Main St
General
- Price: $3,999,000
- Taxes: $26,285 (2024)
- Status: Pending
- Type: Retail
- Source: MidFloridaRegionalMLS
- MLS ID: TB8381286
- Updated: 12/23/2025
- Added to Site: 265 day(s) ago
Location
- Area: 34695 - Safety Harbor
- County: Pinellas
- Development Name: 34695 - Safety Harbor
- Subdivision: GREEN SPGS
- Driving Directions: Heading east on Main Street, the subject property is located between 5th Ave S and 4th Ave S, and will be on the right side of the road.
Community
- Community Name: 34695 - Safety Harbor
Heating & Cooling
- Cooling Type: Central Air, Mini-Split Unit(s)
- Heating Type: Central, Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Available, Natural Gas Available, Water Connected
Structural Information
- # Buildings: 1
- Exterior Const.: Block, Brick, Other, Wood Frame
- Roof: Shingle
- Square Feet: 9,605
- Sq. Ft. Source: Estimated
- Year Built: 1918
Lot Features
- Lot Size (Acres): 0.45
- Lot Size (Sq. Ft.): 19,611
- Lot Size: 19611
- Frontage: City Street
- Street/Road Desc.: Asphalt
Financial Considerations
- Tax Amount: $26,285
- Tax Year: 2024
Disclosures and Reports
- Ownership: Sole Proprietor
- Special Conditions: None
- Legal Description: GREEN SPRINGS BLK 13, LOTS 2, 3 & 6 LESS N 10FT OF LOT 2 FOR RD R/W
- Flood Zone Info: X
- APN: 32916333720130020
- Property ID: 32916333720130020
- Block/Lot/Section: 13
Listed by Keller Williams Tampa Prop.
Get Pre-Approved Today
Schools
Schools serving 454 Main St
School District:Pinellas County School District
| Name | Grades | Distance |
|---|---|---|
Safety Harbor Elementary School 535 5th Avenue North, Safety Harbor, FL 34695 | PK-5 | 0.3 mi |
Countryside High School 3000 State Road 580, Clearwater, FL 33761 | 9-12 | 2.5 mi |
Safety Harbor Middle School 901 1st Avenue North, Safety Harbor, FL 34695 | 6-8 | 0.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 454 Main St
Date
Details
Price
Change
Source
12/08/2025
Price Reduced
$3,999,000
-7%
MLS
12/03/2025
Price Reduced
$4,300,000
-4.44%
MLS
8/08/2025
Price Reduced
$4,500,000
-9.91%
MLS
5/01/2025
Listed
$4,995,000
230.79%
MLS
10/06/2021
Sold
$1,510,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 454 Main St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$27,345
4%
$1,570,000
2%
2024
$26,285
6%
$1,545,000
7%
2023
$24,816
67%
$1,450,000
68%
2021
$14,903
-34%
$865,000
-33%
2022
$22,555
51%
$1,292,000
81%
2021
$14,903
20%
$715,000
8%
2019
$12,376
8%
$660,000
9%
2018
$11,441
6%
$605,000
8%
2017
$10,758
5%
$560,000
7%
2016
$10,246
—
$525,000
3%
2015
$10,233
4%
$510,000
4%
2014
$9,875
1%
$490,000
1%
2013
$9,736
—
$485,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 454 Main St
454 Main Street, Safety Harbor, FL 34695 (MLS# TB8381286) is a Retail property. 454 Main Street is currently listed for $3,999,000 and was received on May 01, 2025. Want to learn more about 454 Main Street? Do you have questions about finding other Retail real estate for sale in Safety Harbor? You can browse all Safety Harbor real estate or contact a Coldwell Banker agent to request more information.

