Sarasota MLS Listings

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$595,000
267 Days On Site

433 N OSPREY AVENUE
SARASOTA, FL 34236

For Sale|Single Family Residence|Pending
3
Beds
3
Total Baths
3
Full Baths
1,949
SqFt
$305
/SqFt
1935
Built
Subdivision:
CENTRAL PARK SUB
County:
Sarasota
Call Now: 941-265-2455
Is this the listing for you? We can help make it yours.
941-265-2455
433 N OSPREY AVENUE433 N OSPREY AVENUE433 N OSPREY AVENUE433 N OSPREY AVENUE
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Under contract-accepting backup offers. 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.

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Listing Snapshot
Price 
$595,000
Days On Site 
267 Days
Bedrooms 
3
Inside Area (SqFt) 
1,949 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.15 Acres
Year Built 
1935
MLS® Number 
A4644435
Status 
Pending
Property Tax 
$4,949
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
a month agoStatus changed to Pending
a month agoPrice changed to $595,000
9 months agoListing first seen on site
General Features
Acres 
0.15
Direction Faces 
East
Foundation 
Slab
Levels 
Three Or More
Number Of Stories 
3
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2242
Utilities 
Cable AvailableElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
DTN
Interior Features
Appliances 
MicrowaveRangeRefrigerator
Cooling 
Central Air
Flooring 
Ceramic TileWood
Heating 
CentralElectric
Laundry Features 
Electric Dryer HookupInside
Kitchen 
Dimensions - 11x9Level - First
Living Room 
Dimensions - 13x12Level - First
Master Bedroom 
Dimensions - 13x12Level - Second
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Exterior Features
Construction Details 
FrameWood Siding
Roof 
Membrane
Community Features
Financing Terms Available 
Cash
MLS Area 
34236 - Sarasota
Roads 
Paved
Township 
36S
Schools
School District
Unknown
Elementary School
Alta Vista Elementary
Middle School
Booker Middle
High School
Booker High
Listing courtesy of COLDWELL BANKER REALTY 9412666733



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-12-14 10:08 AM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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