433 N Osprey Avenue, Sarasota, FL 34236

$522,500
3
BD
3
BA
1,949
SqFt

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Sold Price
$522,500
List Price
$595,000
Status
Sold
Days on Market
230
Closing Date
Dec 23, 2025
MLS#
A4644435
Property Style
Single Family
Year Built
1935
Bedrooms
3
Bathrooms
3
Living Area
1,949
Price per sq. ft.
305.28
Lot Size
6,565
Acres
0.15
Total Acreage
0 to less than 1/4
Legal Subdivision Name
Central Park Sub
Community Name
Central Park
MLS Area Major
Sarasota

Property Description

Price Drop Alert | Now Under $600K! Own Sarasota’s Most Talked-About Landmark in Walkable Gillespie Park Where else can you find a walkable downtown Sarasota parcel with two separate, income-producing structures—each brimming with character and short-term rental potential—for under $600K? Welcome to The Boathouse & The Lighthouse, a nationally recognized, whimsical compound featured on HGTV’s Zillow Gone Wild and celebrated in multiple media write-ups. This one-of-a-kind property is a magnet for attention and bookings, offering savvy investors and creative buyers a rare chance to own a piece of Sarasota’s circus-inspired charm. Built in 1933 by master boatbuilder Oliver Blackburn for Captain Arthur Rowe who worked for both John Ringling and William Selby this property is steeped in local lore and maritime history. The Boathouse features 2 bedrooms, 2 baths, a spiral staircase, and a private suite with balcony access. The Lighthouse is a vertical 1-bed, 1-bath retreat with three levels and a panoramic observation room perfect for a studio, office, or creative escape. Why This Property Stands Out: Two Distinct Structures = Double the rental opportunity Circus-Themed Sarasota Legacy. Built-in marketing appeal Walkable Location,Steps to downtown, dining, arts & culture 4.2 Miles to Lido Beach = Beach lifestyle meets city convenience Short-Term Rental Ready;Just stage it and start earning Next to a $2M+ New Build = Rising neighborhood values Whimsical & Quirky Design; Instagrammable, unforgettable stays Whether you're: An investor looking for high-performing Airbnb potential A creative seeking a live/work compound A history lover drawn to Sarasota’s storied past This property offers unmatched flexibility, charm, and income potential. Live in one, rent the other or transform both into a boutique retreat or artistic haven. Motivated Seller | Bring All Offers This is more than a home it’s a legacy waiting for its next chapter. Don’t miss your chance to scoop up one of Sarasota’s most iconic properties at a compelling new price.

Additional Information

Taxes
$4949
Minimum Lease Period
1 Week
Community Features
No Deed Restriction
Property Description
Three+ Story
Zoning
DTN
Interior Features
Solid Surface Counters, Thermostat
Floor
Ceramic Tile, Wood
Appliances
Microwave, Range, Refrigerator
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected
Heating
Central, Electric
Air Conditioning
Central Air
Exterior Construction
Frame, Wood Siding
Exterior Features
French Doors
Roof
Membrane
Foundation
Slab
Pool
No Pool
Elementary School
Alta Vista Elementary
Middle School
Booker Middle
High School
Booker High
Pets
Allowed
Flood Zone Code
X
Parcel ID
2026100020
Legal Description
LOTS 9 & 10 LESS N 50 FT, BLK 3 CENTRAL PARK UNIT 1

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

Selling Office: COLDWELL BANKER REALTY.

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