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!
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!
Property Details
Price:
$1,300,000
MLS #:
A4705532
Status:
Active
Beds:
9
Baths:
6
Type:
Multi Family
Subtype:
Triplex
Subdivision:
INDIAN BEACH
Neighborhood:
34234sarasota
Listed Date:
Sep 10, 2026
Finished Sq Ft:
3,228
Total Sq Ft:
3,542
Lot Size:
27,625 sqft / 0.63 acres (approx)
Year Built:
1989
See this Listing
Schools
Interior
Cooling
Central Air
Flooring
Luxury Vinyl, Tile
Heating
Central, Heat Pump
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Thermostat
Laundry Features
Common Area, Outside
Exterior
Construction Materials
Vinyl Siding, Wood Frame
Exterior Features
Fire Pit, Outdoor Grill, Private Entrance, Private Yard
Lot Features
City Lot, Oversized Lot, Private, Street One Way
Other Structures
Cabana, Storage
Patio And Porch Features
Covered, Front Porch, Rear Porch
Roof
Metal
View
Garden, Park/Greenbelt
Window Features
Blinds, Drapes
Financial
Tax Year
2025
Taxes
$12,511
Map
Community
- Address3476 WINTON AVENUE SARASOTA FL
- SubdivisionINDIAN BEACH
- CitySARASOTA
- CountySarasota
- Zip Code34234
Market Summary
Current real estate data for Multi Family in SARASOTA as of Oct 18, 2026
50
Multi Family Listed
124
Avg DOM
526
Avg $ / SqFt
$1,127,315
Avg List Price
Property Summary
- Located in the INDIAN BEACH subdivision, 3476 WINTON AVENUE SARASOTA FL is a Multi Family for sale in SARASOTA, FL, 34234. It is listed for $1,300,000 To schedule a showing of MLS#a4705532 at 3476 WINTON AVENUE in SARASOTA, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of FLORIDA LIFE TEAM LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 3476 WINTON AVENUE
SARASOTA, FL
