IDX

Listed by Chandler South · Courtesy of FLORIDA LIFE TEAM LLC· Agent MLS ID# MFR281524322 · Deemed reliable but not guaranteed. · Data last updated: Sep 11, 2026 · 10:49 AM

3476 WINTON AVE

Sarasota, Sarasota, FL, 34234

Active

$1,400,000

$434/sqft

9Beds
6Baths
3,228Sq Ft
1989Built
1Days on Market

About this home

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

MFRA4705532
$1,400,000
Active
9
6
N/A
N/A
3,228 sqft
0.6300
1989
Residential Income
Triplex
N/A

Community Information

3476 WINTON AVE
Indian Beach
Sarasota
Sarasota
FL
34234
No

Amenities

N/A
N/A
No
No
Yes

Interior

Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Thermostat, Primary Bedroom Main Floor
Central, Heat Pump
Central Air
Tile, Luxury Vinyl
N/A
N/A
N/A

Exterior

Outdoor Grill, Fire Pit, Private Yard, Private Entrance
Vinyl Siding, Frame
Crawlspace, Pillar/Post/Pier
Metal
N/A
City Limits, Oversized Lot, Private, Street One Way

School Information

N/A
N/A
N/A

Additional Information

September 10, 2026
1
RTD9
N/A
No

Mortgage Calculator

This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. FLORIDA LIFE TEAM LLC is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

1 days on market

Listing updated: Sep 11, 2026 · 10:49 AM

Listed by: Chandler South · 941-303-9575FLORIDA LIFE TEAM LLC · 941-303-9575

Updated from Real Estate Market Data

Location

BR
brokerage

Get in Touch

You may also like

Similar Properties

3502 BAHIA VISTA ST — home for sale

$1,199,000

3502 BAHIA VISTA ST

7Beds
7Baths
MFRA4623849MLS ID
3,432SqFt

LOYD ROBBINS & CO. LLC

431 N EAST AVE — home for sale

$999,000

431 N EAST AVE

5Beds
4Baths
MFRA4703278MLS ID
2,245SqFt

AMY ROBINSON REAL ESTATE LLC

170 ROOSEVELT DR #10 — home for sale

$1,300,000

170 ROOSEVELT DR #10

0Beds
4Baths
MFRA4670924MLS ID
294SqFt

RE/MAX ALLIANCE GROUP