433 N Osprey Avenue, SARASOTA, FL 34236
Local realty services provided by:Tomlin St Cyr Real Estate Services ERA Powered



Listed by:christine del monte
Office:coldwell banker realty
MLS#:A4644435
Source:MFRMLS
Price summary
- Price:$795,000
- Price per sq. ft.:$354.59
About this home
As seen on HGTV August 1, 2025 | HGTV – Zillow Gone Wild
The Boathouse & Lighthouse – A Legacy Property in the Heart of Sarasota
Step into a once-in-a-lifetime opportunity to own two of Sarasota’s most imaginative and historically rich residences—The Boathouse and The Lighthouse—featured on HGTV’s Zillow Gone Wild this August.
Built in 1933 by master boat builder Oliver Blackburn for Arthur Rowe, former yacht captain to John Ringling and William Selby, this property is a rare fusion of artistry, architecture, and legacy. Nestled in the vibrant, walkable neighborhood of Gillespie Park, it offers a lifestyle unlike any other.
The Boathouse: A 2BR/2BA home crafted to resemble a livable vessel on land, featuring sunlit living spaces, a modern kitchen, and a spiral staircase leading to a private owner’s suite with balcony The Lighthouse: A 1BR/1BA vertical residence with three levels, including a top-floor observation room—perfect for a studio, office, or creative retreat. Just 4.2 miles to Lido Beach, you can walk, bike, or drive to the powdery sands and turquoise waters in minutes—bringing the best of Sarasota’s coastal lifestyle right to your doorstep.
Surrounded by lush tropical landscaping and just blocks from downtown Sarasota’s dining, arts, and the waterfront Bay Park, this property is a unique opportunity for:
Investors seeking high-performing, character-rich rentals
Creatives looking for an inspiring live/work environment
History lovers drawn to Sarasota’s storied past
Currently operating as successful short-term rentals, the homes have flexible use potential—live in one, rent the other, or reimagine both as a private compound, boutique retreat, or artistic haven.
This is more than real estate—it’s a storybook legacy waiting to be continued.
Contact an agent
Home facts
- Year built:1935
- Listing Id #:A4644435
- Added:150 day(s) ago
- Updated:August 14, 2025 at 11:58 AM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:3
- Living area:1,949 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
Structure and exterior
- Roof:Membrane
- Year built:1935
- Building area:1,949 sq. ft.
- Lot area:0.15 Acres
Schools
- High school:Booker High
- Middle school:Booker Middle
- Elementary school:Alta Vista Elementary
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$795,000
- Price per sq. ft.:$354.59
- Tax amount:$4,949 (2024)
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