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433 North Osprey Avenue
SARASOTA, FL 34236

  • Price$795,000
  • Beds3
  • Baths3
  • SQ. Feet1,949
  • Acres0.15
  • Built1935

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.

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Essential Information
  • MLS® #A4644435
  • Price$795,000
  • Bedrooms3
  • Bathrooms3.00
  • Full Baths3
  • Square Footage1,949
  • Acres0.15
  • Year Built1935
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusActive
Interior
  • Interior FeaturesSolid Surface Counters, Thermostat
  • AppliancesMicrowave, Range, Refrigerator
  • HeatingCentral, Electric
  • CoolingCentral Air
  • # of Stories3
School Information
  • ElementaryAlta Vista Elementary
  • MiddleBooker Middle
  • HighBooker High
Community Information
  • Address433 North Osprey Avenue
  • AreaSarasota
  • SubdivisionGILLESPIE PARK
  • CitySARASOTA
  • CountySarasota
  • StateFL
  • Zip Code34236
Exterior
  • Exterior FeaturesFrench Doors
  • RoofMembrane
  • FoundationSlab
Additional Information
  • Days on Market142
  • ZoningDTN

Price Change History for 433 North Osprey Avenue, SARASOTA, FL (MLS® #A4644435)

Date Details Price Change
Price Reduced (from $845,000) $795,000 $50,000 (5.92%)