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$1,400,000

  • For Sale
  • Active
  • Triplex
  • 9 Beds
  • 6 Total Baths
  • 3,228 Sq. Ft.
  • Updated 8 days ago
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A rare, one of a kind Sarasota investment opportunity offering incredible flexibility, privacy, and income potential! Come invest in one of the most highly desirable areas in Florida. 1 parcel features 3 detached single family homes, plus additional space with potential to build a fourth home. Each residence offers 3 bedrooms and 2 bathrooms with updated interiors, charming individual designs, and lush tropical landscaping throughout. At the heart of the property is an inviting shared pool area with cabana spaces, creating a private tropical setting to relax, entertain, and enjoy the Florida lifestyle. The property is extremely private, with lush surroundings and plenty of room to expand and create an even more impressive compound. Currently income producing, the property includes active vacation rentals, while one cottage is utilized as student housing with bedrooms rented individually. Its proximity to Ringling College of Art and Design and New College of Florida adds another layer of rental potential. Continue the existing strategy or reimagine the property as a multi generational retreat, artist compound, private residential compound, or a unique setup for friends who want to live close while maintaining their own private residences. Tucked away on a private dead end street with no HOA and outside of a designated flood zone, the location is exceptional. Minutes from Downtown Sarasota, The Ringling Museum, Sarasota Bradenton International Airport, Ringling College, New College, dining, shopping, and Sarasota Bay, which is even within walking distance. With 3 existing homes, a pool and cabana area, multiple income possibilities, exceptional privacy, and room for future expansion, opportunities like this are incredibly hard to find in Sarasota. Keep everything operating as is and generate income, or bring your vision and unlock even more potential. Book your private showing today before your next investment opportunity in Sarasota,Florida is gone!

Full Property Details for 3476 Winton Ave

General

  • Price: $1,400,000
  • Taxes: $12,511 (2025)
  • Status: Active
  • Type: Triplex
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4705532
  • Updated: 9/10/2026
  • Added to Site: 8 day(s) ago

Rental Information

  • Min. Lease: 1 Week

Interior

  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Thermostat
  • Furnishings: Turnkey
  • Flooring: Luxury Vinyl, Tile

Rooms

Bathrooms

  • Total Bathrooms: 6

Bedrooms

  • Total Bedrooms: 9

Other Rooms

  • Laundry: Common Area, Outside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Above Ground

Exterior

  • Exterior Features: Fire Pit, Outdoor Grill, Private Entrance, Private Yard
  • Deck/Patio: Covered, Front Porch, Rear Porch
  • Porch/Patio/Deck: Covered, Front Porch, Rear Porch

Location

  • Area: 34234 - Sarasota
  • County: Sarasota
  • Development Name: 34234 - Sarasota
  • Subdivision: INDIAN BEACH
  • Driving Directions: From University Parkway Turn left onto Bradenton Rd. At the traffic circle, continue straight to stay on Bradenton Rd. At the traffic circle, take the 1st exit onto Myrtle St. Turn left onto Winton Ave. Home has private driveway 3 homes in the back

Community

  • Community Name: 34234 - Sarasota
  • Number of Pets: 10

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Heat Pump

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected

Structural Information

  • # Buildings: 3
  • Exterior Const.: Vinyl Siding, Wood Frame
  • Roof: Metal
  • Windows: Blinds, Drapes
  • Square Feet: 3,228
  • Sq. Ft. Source: Public Records
  • Year Built: 1989

Additional Structures

  • Other Structures: Cabana, Storage

Lot Features

  • Property View: Garden, Park/Greenbelt
  • Lot Size (Acres): 0.63
  • Lot Size (Sq. Ft.): 27,625
  • Lot Size: 27625
  • Frontage: Street One Way, Private Road
  • Street/Road Desc.: Asphalt, Paved

Financial Considerations

  • Assoc Fee Desc.: None
  • Tax Amount: $12,511.13
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BEG AT NE COR OF BLK 81 TH W 62.5 FT TH S 350 FT FOR POB TH W 100 FT TH S 170 FT TH E 162.5 FT TH N 170 FT TH W 62.5 FT TO POB ALSO EASEMENT MAP OF INDIAN BEACH, BEING SAME LANDS AS DESC IN ORI
  • Flood Zone Info: X500
  • APN: 2005010017
  • Property ID: 2005010017
  • Block/Lot/Section: 81

Listed by Florida Life Team Llc

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Listing agent

— 3476 Winton Ave —

  • Florida Life Team Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3476 Winton Ave

School District:Sarasota County School District
NameGradesDistance
Emma E. Booker Elementary School
2350 Doctor Martin Luther King Way, Sarasota, FL 34234
PK-51.6 mi
Booker Middle School
2250 Myrtle Street, Sarasota, FL 34234
6-81.4 mi
Booker High School
3201 North Orange Avenue, Sarasota, FL 34234
9-120.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3476 Winton Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/10/2026
Listed
$1,400,000
51.35%
MLS
10/18/2023
Sold
$925,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 3476 Winton Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,511
5%
$803,900
3%
2024
$11,859
48%
$777,300
51%
2023
$8,013
6%
$514,500
7%
2022
$7,553
29%
$482,900
22%
2021
$5,877
—
$396,800
8%
2021
$5,877
13%
$368,400
39%
2019
$5,207
17%
$265,295
10%
2018
$4,450
7%
$241,177
-5%
2017
$4,166
4%
$255,000
2%
2016
$4,023
18%
$250,100
38%
2015
$3,416
—
$181,200
1%
2014
$3,400
7%
$178,900
10%
2013
$3,166
—
$162,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Florida Life Team Llc

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3476 Winton Avenue, Sarasota, FL 34234 (MLS# A4705532) is a Triplex property with 9 bedrooms and 0 full bathrooms. 3476 Winton Avenue is currently listed for $1,400,000 and was received on September 10, 2026. Want to learn more about 3476 Winton Avenue? Do you have questions about finding other Triplex real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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