433 North Osprey Avenue Sarasota, FL 34236

$795,000
3
Beds
3
Baths
0.15
Acres
1,949
SQFT
408
$/SQFT
$795,000
3
Beds
3
Baths
1,949   sf
$408 / sf
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active
1/70
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COMING SOON – Air Date August 1, 2025 | HGTV – Zillow Gone WildThe Boathouse & Lighthouse – A Legacy Property in the Heart of SarasotaStep 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 rentalsCreatives looking for an inspiring live/work environmentHistory lovers drawn to Sarasota’s storied pastCurrently 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.

COMING SOON – Air Date August 1, 2025 | HGTV – Zillow Gone WildThe Boathouse & Lighthouse – A Legacy Property in the Heart of SarasotaStep 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 rentalsCreatives looking for an inspiring live/work environmentHistory lovers drawn to Sarasota’s storied pastCurrently 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.

Listed by:
Coldwell Banker Realty

Source:
StellarMLS

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Property details

Community Features

  • No HOA
  • Rental Restrictions - 1 Week

Property Features

  • Sewer
  • Pets Allowed
  • Has Virtual Tour

Exterior features

  • No Pool

Interior Features

  • Central Air Conditioning
  • Wood Floors
  • Laundry Hookup
  • Tile - Floors

Style

  • Multi Level
  • A-Frame

Financing

  • Cash
  • Conventional Financing
  • None

Property History

DateDays AgoEventNew Price
May 22, 20252 mos agoPrice decreased50,000 (6%)$795,000
Mar 21, 20254 mos agoNew on market$845,000
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