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$1,400,000

3476 Winton Ave

Sarasota, FL
Active
9
Bedrooms
3,542
Square Feet
0.63
Lot Size (acres)
1989
Year Built
24
Days On Market

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!

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Listing Information

Listing Updated
22 days ago
Listed By
Chandler South, 9413039575 · FLORIDA LIFE TEAM LLC, 9413039575
MLS#
A4705532
Source
Stellar MLS
Status
Active

Facts & Features

Location

Community Information

Address
3476 Winton Ave, Sarasota, FL 34234
City
Sarasota
County
Sarasota
Neighborhood
INDIAN BEACH
Zip Code
34234

Architecture

Bedrooms
9
Year Built
1989
Construction Materials
Frame, Vinyl Siding
Building Area
3,542 sq. ft.
Foundation
Pillar/Post/Pier
Roof
Metal
Garage Spaces
0

Features & Amenities

Interior Features
Eat-in Kitchen
Flooring
Tile
Exterior Features
Fire Pit, Private Yard, Outdoor Grill, Private Entrance
Patio and Porch
Covered, Front Porch, Rear Porch
Cooling
Central Air
Heating
Heat Pump, Central

Property Features

Lot Size
0.63 Acres
Lot Features
Private
View
Garden, Park/Greenbelt
Water
Public
Sewer
Public Sewer
Utilities
Cable Available, Cable Connected, Electricity Connected, Sewer Connected

Square Footage

Total
3,228 sq. ft.

Tax & Financial Information

List Price
$1,400,000
Annual Taxes
$12,511

Schools

100/100
Sarasota School Of Arts/Sciences
Middle · Grades 06–08 · 1.7 mi
City
Sarasota
Students
754
Student body
65% White · 22% Hispanic / Latino · 7% Black
Free/reduced lunch
42%
Phone
(941) 330-1855
98/100
Sarasota Military Academy
High · Grades 06–12 · 1.6 mi
City
Sarasota
Students
1,052
Student body
75% White · 15% Hispanic / Latino · 4% Black
Free/reduced lunch
31%
Phone
(941) 926-1700
76/100
Bay Haven School Of Basics Plus
Elementary · Grades KG–05 · 0.3 mi
City
Sarasota
Students
602
Parent reviews
5.0★ avg · 2 reviews
Student body
62% White · 20% Black · 12% Hispanic / Latino
Free/reduced lunch
49%
Phone
(941) 359-5800
76/100
Emma E. Booker Elementary School
Elementary · Grades PK–05 · 1.6 mi
City
Sarasota
Students
554
Parent reviews
5.0★ avg · 1 review
Student body
62% Black · 22% Hispanic / Latino · 9% White
Free/reduced lunch
93%
Phone
(941) 361-6480
75/100
Gocio Elementary School
Elementary · Grades PK–05 · 3 mi
City
Sarasota
Students
580
Parent reviews
5.0★ avg · 2 reviews
Student body
54% Hispanic / Latino · 20% Black · 19% White
Free/reduced lunch
83%
Phone
(941) 361-6405
75/100
Sarasota High School
High · Grades 09–12 · 3.2 mi
City
Sarasota
Students
2,179
Parent reviews
5.0★ avg · 1 review
Student body
61% White · 26% Hispanic / Latino · 7% Black
Free/reduced lunch
39%
Phone
(941) 955-0181
74/100
Florine J Abel Elementary School
Elementary · Grades PK–05 · 3.3 mi
City
Sarasota
Students
467
Parent reviews
5.0★ avg · 2 reviews
Student body
49% Hispanic / Latino · 26% White · 17% Black
Free/reduced lunch
67%
Phone
(941) 751-7040
68/100
Booker Middle School
Middle · Grades 06–08 · 1.5 mi
City
Sarasota
Students
789
Parent reviews
4.0★ avg · 1 review
Student body
35% Black · 34% Hispanic / Latino · 23% White
Free/reduced lunch
82%
Phone
(941) 359-5824

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
09/10/2026Listed for sale$1,400,000

Listed by Chandler South · FLORIDA LIFE TEAM LLC · 9413039575

Listing information provided exclusively for consumers' 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 deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.

Last Updated: September 11, 2026 at 10:54 AM | Source: Stellar MLS | MLS#: A4705532

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