Florida
Sarasota
433 N OSPREY AVENUE

$795,000

433 N OSPREY AVENUE, Sarasota, FL 34236

3 beds |
3 baths |
1,949 sqft

Single-Family Home
Built in 1935
6,534sqft lot
—— car garage
$408/sqft
Listed 5 months ago

Property Description

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.

Listing Status:: Active
Date Added:: March 21, 2025 at 05:00AM
Listing Office:: COLDWELL BANKER REALTY : 941-366-8070
Listing Agent:: Christine del Monte : 941-266-6733
MLS ID:: A4644435

General: Solid Surface CountersThermostat
Appliances: MicrowaveRangeRefrigerator
Laundry: Electric Dryer HookupInside
Flooring: Ceramic TileHardwood
A/C: Central Air
Heating: CentralElectric

This listing courtesy of Christine del Monte, COLDWELL BANKER REALTY

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Alta Vista Elementary School

1050 S Euclid Ave, Sarasota, FL, 34237

Grades PK-5

1.40 miles away

Booker Middle School

2250 Myrtle St, Sarasota, FL, 34234

Grades 6-8

2.04 miles away

Booker High School

3201 N Orange Ave, Sarasota, FL, 34234

Grades 9-12

1.86 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.