3476 WINTON AVE

$1,400,000

9Bedrooms
6Bathrooms
3,228Sq Ft
1989Year Built
N/AGarage
1Days on Market
0.63 acLot Size

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!

Facts & Features

MLS #
MFRA4705532
PRICE
$1,400,000
STATUS
Active
BEDROOMS
9
BATHROOMS
6
FULL BATHS
N/A
HALF BATHS
N/A
SQUARE FOOTAGE
3,228 sqft
ACRES
0.63
YEAR BUILT
1989
TYPE
Triplex
STYLE
N/A

Amenities

AMENITIES
N/A
PARKING
N/A
VIEW
No
WATERFRONT
No
POOL
Yes

Exterior

STYLE
N/A
CONSTRUCTION
Vinyl Siding, Frame
FOUNDATION
Crawlspace, Pillar/Post/Pier
ROOF
Metal
FENCING
N/A
LOT DESCRIPTION
City Limits, Oversized Lot, Private, Street One Way

Additional Information

DATE LISTED
September 10, 2026
DAYS ON MARKET
1
ZONING
RTD9
DIRECTION FACES
N/A
NEW CONSTRUCTION
No
SPECIAL CONDITIONS
None

Community Information

ADDRESS
3476 WINTON AVE
SUBDIVISION
Indian Beach
CITY
Sarasota
COUNTY
Sarasota
STATE
FL
ZIP CODE
34234
SENIOR COMMUNITY
No

Interior

INTERIOR FEATURES
Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Thermostat, Primary Bedroom Main Floor
HEATING
Central, Heat Pump
COOLING
Central Air
FLOORING
Tile, Luxury Vinyl
FIREPLACE
N/A
STORIES
N/A
APPLIANCES
N/A

School Information

DISTRICT
N/A
ELEMENTARY
N/A
MIDDLE
N/A
HIGH
N/A

Location

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