433 N Osprey Avenue Sarasota, FL 34236
Listing Courtesy of: MLS LogoSTELLAR / Coldwell Banker Realty / Christine del Monte - Contact:  941-366-8070

  433 N Osprey Avenue Sarasota, FL 34236

Active (127 Days)
$795,000
3
BED
3
BATH
1,949
SQFT

Description

COMING SOON – Air Date 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.

MLS #:
A4644435
Taxes
$4,949(2024)
Lot Size
6,565 SQFT
Type
Single-Family Home
Year Built
1935
County
Sarasota County

Listed By

Christine del Monte, Coldwell Banker Realty, Contact: 941-366-8070
Source
STELLAR
Last checked Jul 26 2025 at 1:56 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
Interior Features
  • Solid Surface Counters
  • Thermostat
  • Appliances: Microwave
  • Appliances: Range
  • Appliances: Refrigerator
Subdivision
  • Central Park Sub
Property Features
  • Foundation: Slab
Heating and Cooling
  • Central
  • Electric
  • Central Air
Flooring
  • Ceramic Tile
  • Wood
Exterior Features
  • Frame
  • Wood Siding
  • Roof: Membrane
Utility Information
  • Utilities: Bb/Hs Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected, Water Source: Public
  • Sewer: Public Sewer
School Information
  • Elementary School: Alta Vista Elementary
  • Middle School: Booker Middle
  • High School: Booker High
Stories
  • 3
Living Area
  • 1,949 sqft
Additional Information: Sarasota Downtown | 941-366-8070
Location
   
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Listing Price History

Date
Event
Price
% Change
$ (+/-)
May 22, 2025
Price Changed
$795,000
-6%
-50,000
Mar 21, 2025
Original Price
$845,000
-
-
Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 7/26/25 06:56