$795,000
$50K PRICE DROP

433 N Osprey Ave Sarasota, FL 34236

Downtown Sarasota Neighborhood

Estimated payment $4,647/month

Total Views 10,020
3 Beds
3 Baths
1,949 Sq Ft
$408 Price per Sq Ft

Highlights

  • Wood Flooring
  • Solid Surface Countertops
  • Living Room
  • Booker High School Rated A-
  • No HOA
  • 4-minute walk to Gillespie Park

About This Home

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 Agent

Christine Del Monte

COLDWELL BANKER REALTY Brokerage Phone: 941-366-8070 License #3178815 Listed on: 03/21/2025

COLDWELL BANKER REALTY

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,949

Year Built

  • Built in 1935

Lot Details

  • 6,565 Sq Ft Lot
  • East Facing Home
  • Property is zoned DTN

Home Design

  • Slab Foundation
  • Frame Construction
  • Membrane Roofing
  • Wood Siding

Interior Spaces

  • 1,949 Sq Ft Home
  • 3-Story Property
  • French Doors
  • Living Room

Kitchen

  • Range
  • Microwave
  • Solid Surface Countertops

Flooring

  • Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 3 Full Bathrooms

Laundry

  • Laundry in unit
  • Electric Dryer Hookup

Schools

  • Alta Vista Elementary School
  • Booker Middle School
  • Booker High School

Utilities

  • Central Heating and Cooling System
  • Thermostat
  • High Speed Internet
  • Cable TV Available

Community Details

  • No Home Owners Association
  • Central Park Community
  • Central Park Sub Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,949

Year Built

Built in 1935

Lot Details

0

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Frame, Wood Siding
  • Fireplace: No
  • Living Area: 1949
  • Lot Size Acres: 0.15
  • New Construction: No
  • Year Built: 1935
  • Building Area Total: 2242
  • Lot Size Sq Ft: 6565
  • Directions to Property: From US 41 Tamiami trail heading north At the traffic circle, take the 1st exit onto 3rd St/Fruitville Rd 0.8 mi Turn left onto N Osprey Ave Destination will be on the left 0.1 mi 433 N Osprey Ave, Sarasota, FL 34236
  • Status: Active
  • Street Direction: N
  • Ownership: Fee Simple
  • Available for Lease YN: 1
  • Escrow State: FL
  • List Office Head Office Key Nume: 1046393
  • Minimum Lease: 1 Week
  • RATIO Current Price By Calculate: 407.90
  • Total Acreage: 0 to less than 1/4
  • Unit Number YN: 0
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • Attribution Contact: 941-366-8070
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Ceramic Tile, Wood
  • Full Bathrooms: 3
  • Interior Amenities: Solid Surface Counters, Thermostat
  • Appliances Included: Microwave, Range, Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 3
  • Levels: Three Or More
  • Stories: 3
  • Street Number Modifier: 433
  • Living Area Meters: 181.07
  • Room Count: 3

Exterior Features

  • Direction Faces: East
  • Exterior Features: French Doors
  • Roof: Membrane
  • Pool Private: No
  • Waterfront: No
  • Road Surface Type: Paved
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Carport Y N: No
  • Garage Yn: No

Utilities

  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected
  • Cooling: Central Air
  • Heating: Central, Electric
  • Laundry Features: Electric Dryer Hookup, Inside
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Association: No
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Schools

  • Elementary School: Alta Vista Elementary
  • High School: Booker High
  • Middle Or Junior School: Booker Middle

Lot Info

  • Zoning: DTN
  • Parcel Number: 2026100020
  • Additional Parcels: No
  • Flood Zone Code: X
  • Homestead YN: 0
  • Lot Size Square Meters: 610

Green Features

  • Green Verification Count: 0

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 0
  • Additional Lease Restrictions: See City of Sarasota Rental Guidelines
  • Month To Month Or Weekly YN: 0

Tax Info

  • Tax Annual Amount: 4949
  • Tax Block: 3
  • Tax Book Number: 1-1
  • Tax Lot: 9

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Property History

Date Event Price Change Sq Ft Price
05/22/2025 05/22/25 Price Changed $795,000 -5.9% $408 / Sq Ft
03/21/2025 03/21/25 For Sale $845,000 +16.6% $434 / Sq Ft
06/27/2017 06/27/17 Off Market $725,000 -- --
03/08/2017 03/08/17 Sold $725,000 +61.1% $372 / Sq Ft
01/27/2017 01/27/17 Pending -- -- --
01/08/2017 01/08/17 For Sale $450,000 -- $231 / Sq Ft
Source: Stellar MLS

Source: Stellar MLS

MLS Number: A4644435

Stellar MLS

APN: 2026-10-0020

Florida Sarasota County Sarasota 34236 Downtown Sarasota

433 N Osprey Ave, Sarasota, FL

This home is located at 433 N Osprey Ave, Sarasota, FL 34236 and is currently priced at $795,000, approximately $407 per square foot. This property was built in 1935. 433 N Osprey Ave is a home located in Sarasota County with nearby schools including Alta Vista Elementary School, Booker Middle School, and Booker High School.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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.



Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393

Nearby Homes
Christine Del Monte
Listing Agent
Christine Del Monte
Section Image
COLDWELL BANKER REALTY
(941) 318-7649