3476 WINTON AVENUE
Sarasota, FL 34234
$1,300,000
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 ...
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Listing Courtesy of: FLORIDA LIFE TEAM LLC
941-303-9575
| Listing Id: | A4705532 |
|---|---|
| List Price: | $1,300,000 |
| Property Type: | Residential Income |
| Property Sub Type: | Triplex |
| Status: | Active |
| Bedrooms Total: | 9 |
| Bathrooms Full: | 6 |
| Living Area: | 3,228 |
| Tax Annual Amount: | $12,511 |
| Lot Size Square Feet: | 27,625 |
| Lot Size Acres: | 0.63 |
| Waterfront?: | No |
| City: | Sarasota |
| County Or Parish: | Sarasota |
| Subdivision Name: | Indian Beach |
| Postal Code: | 34234 |
| Year Built: | 1989 |
| Bathrooms Total Integer: | 6 |
| Building Area Source: | Public Records |
| Building Area Total: | 3542 |
| Building Area Units: | Square Feet |
| Foundation Details: | Crawlspace, Pillar/Post/Pier |
| Construction Materials: | Vinyl Siding, Frame |
| Cooling: | Central Air |
| 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 |
| Exterior Features: | Fire Pit, Outdoor Grill, Private Entrance, Private Yard |
| Flooring: | Luxury Vinyl, Tile |
| Furnished: | Turnkey |
| Heating: | Central, Heat Pump |
| Interior Features: | Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Thermostat |
| Laundry Features: | Common Area, Outside |
| Listing Contract Date: | 2026-09-10 |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | City Limits, Oversized Lot, Private, Street One Way |
| Lot Size Acres: | 0.63 |
| Postal Code Plus4: | 5338 |
| MLS Area Major: | 34234 - Sarasota |
| MLS Area Major: | 34234 - Sarasota |
| Other Structures: | Cabana, Storage |
| Original List Price: | $1,400,000 |
| Other Equipment: | Fire Pit, Private Entrance, Private Yard |
| Parcel Number: | 2005010017 |
| Patio And Porch Features: | Covered, Front Porch, Rear Porch |
| Pets Allowed: | Cats OK, Dogs OK, Yes |
| Pool Features: | Above Ground |
| Property Attached?: | Yes |
| Township: | 36S |
| Road Surface Type: | Asphalt, Paved |
| Roof: | Metal |
| Listing Terms: | Cash, Conventional |
| Tax Year: | 2025 |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Utilities: | Cable Connected, Electricity Connected, Sewer Connected |
| View: | Garden, Park/Greenbelt |
| Water Source: | Public |
| Property Condition: | Completed |
| Public Survey Range: | 17E |
| Public Survey Section: | 12 |
| Zoning: | RTD9 |
| Possession: | Close Of Escrow |
| Window Features: | Blinds, Drapes |
| Additional Lease Restrictions: | City of Sarasota 7 Day min |
| Alternate Key Folio Num: | 2005010017 |
| Annual Net Income: | 100000.00 |
| Approval Process: | City of Sarasota 7 Day min |
| Association Approval Required Yn: | No |
| Association Fee Requirement: | None |
| Available For Lease Yn: | Yes |
| Building Area Total Srch Sq M: | 329.06 |
| Calculated List Price By Calcula: | 402.73 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/A4705532?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/A4705532?w=Customer |
| Dpryn: | No |
| Flood Zone Code: | X500 |
| Flood Zone Date: | 2024-03-27 |
| Flood Zone Panel: | 12115C0131G |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Lease Restrictions Yn: | Yes |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 299.89 |
| Lot Size Square Meters: | 2566 |
| Minimum Lease: | 1 Week |
| Number Of Pets: | 10+ |
| Num Of Own Years Prior To Lse: | 0 |
| Other Exemptions Yn: | No |
| Planned Unit Development Yn: | No |
| Property Description: | Elevated |
| Realtor Info: | As-Is |
| Sdeo yn: | No |
| Sw Subdiv Community Name: | Indian Beach |
| Total Acreage: | 1/2 to less than 1 |
| Total Num Buildings: | 3 |
| Unit Count: | 3 |
| Unit Number Yn: | No |
| Water Access Yn: | No |
| Water Extras Yn: | No |
| Water View: | No |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Road Responsibility: | Private Maintained Road, Public Maintained Road |
| Association 2 Yn: | 0 |
| Attribution Contact: | 941-303-9575 |
| Originating System Name : | Stellar MLS |
| Audio Surveillance Notice Yn: | No |
| Dock Yn: | No |
| Green Energy Generation Yn: | No |
| Pool Private?: | Yes |
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Property Last Updated: October 08, 2026 07:25 PM - ET


















































