198 Southwinds DR
Sanibel, FL 33957
$1,295,000
Classic Sanibel charm with a fresh, playful spirit—just four lots from the beach. This meticulously maintained, beautifully furnished three-bedroom, two-bath home captures the island’s personality with tasteful coastal décor, pink flamingo wallpaper, and thoughtfully updated touches. An oversized enclosed porch offers plenty of room to gather, unwind, and enjoy island life, while a petite private pool provides the perfect place for a refreshing dip. An oversized two-car garage and plenty of outdoor seating area add to the home’s appeal. Tucked along a private road in a central Sanibel location, this inviting home comes fully furnished and ready to enjoy. Whether you’re looking for a full-time island residence, a beach retreat, or a property with rental potential, this charming home makes it easy to feel right at home.
| Listing ID: | 2026045106 |
|---|---|
| List Price: | $1,295,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bedrooms Total: | 2 |
| Bathrooms Full: | 2 |
| Bathrooms Half: | 0 |
| Living Area: | 1,632 |
| Association Fee: | $250 |
| Tax Annual Amount: | $10,643 |
| Lot Size Square Feet: | 11,456 |
| Lot Size Acres: | 0.263 |
| Architectural Style: | Single Family |
| Waterfront?: | No |
| City: | Sanibel |
| County Or Parish: | Lee |
| Subdivision Name: | Southwinds Estates |
| Postal Code: | 33957 |
| Year Built: | 1977 |
| Number Of Units Total: | 1 |
| Equipment: | Auto Garage Door, Cooktop - Electric, Dishwasher, Double Oven, Dryer, Microwave, Refrigerator/Icemaker, Smoke Detector, Washer |
| Cooling: | Ceiling Fan(s), Central Electric |
| Flooring: | Tile |
| Heating: | Central Electric |
| Lot Features: | Across From Beach Access, Regular |
| Parking Features: | Attached |
| Pool Features: | Below Ground |
| Status: | Active |
| State Or Province: | FL |
| Water Source: | Assessment Paid, Central |
| Pool Private?: | Yes |
| Roof: | Metal |
| Window Features: | Window Coverings |
| Laundry Features: | Laundry in Residence |
| Construction Materials: | Vinyl Siding |
| Cooling?: | Yes |
| Fireplace?: | No |
| Garage?: | Yes |
| Heating?: | Yes |
| Lot Size Area: | 0.263 |
| Association Amenities: | Beach Access |
| Attached Garage?: | Yes |
| Building Area Total: | 2400 |
| Carport?: | No |
| Exterior Features: | Balcony, Screened Lanai/Porch, Courtyard, Storage |
| Interior Features: | Built-In Cabinets, Closet Cabinets, Smoke Detectors, Window Coverings |
| Levels: | 1 |
| Living Area Units: | Square Feet |
| Lot Size Units: | Acres |
| MLS Area Major: | SOUTHWINDS ESTATES |
| New Construction?: | No |
| Other Structures: | Storage |
| Parking Total: | 2 |
| Patio And Porch Features: | Deck |
| Security Features: | Smoke Detector(s) |
| Waterfront Features: | None |
| Horse?: | No |
| View: | Landscaped Area, Trees/Woods |
| View?: | Yes |
| Building Features: | DSL/Cable Available |
| Covered Spaces: | 2 |
| Elementary School: | SCHOOL OF CHOICE |
| Furnished: | Turnkey |
| Garage Spaces: | 2 |
| High School: | SCHOOL OF CHOICE |
| Middle Or Junior School: | SCHOOL OF CHOICE |
| Parcel Number: | 36-46-22-T1-00005.0050 |
| Pets Allowed: | Yes |
| Structure Type: | House |
| Appliances: | Electric Cooktop, Dishwasher, Double Oven, Dryer, Microwave, Refrigerator/Icemaker, Washer |
| Association?: | Yes |
| Bathrooms Total Integer: | 2 |
| Lease Term: | Buyer Finance/Cash, FHA, VA |
| Original List Price: | $1,295,000 |
| Road Surface Type: | Gravel |
| Senior Community?: | No |
| Spa?: | No |
| Building Area Units: | Square Feet |
| Irrigation Source: | None |
| Listing Contract Date: | 2026-10-27 |
| Additional RoomsNabor Additional Rooms: | Balcony, Guest Bath, Guest Room, Laundry in Residence, Screened Lanai/Porch |
| Bedrooms: | 2 Bed |
| Boat Access: | None |
| Building Desc: | None |
| Canal Width: | None |
| Community Type: | Non-Gated |
| Elevator: | None |
| Floor Plan Type: | Great Room |
| Foreclosed REO: | No |
| Gas Yn: | No |
| Gulf Access Yn: | No |
| Last Change Timestamp: | 2026-10-27T16:08:56.683Z |
| Lease Limits Yn: | Yes |
| Leases Per Year: | 12 |
| List Price: | $1,295,000.00 |
| Lot Back: | 100 |
| Lot Frontage: | 101 |
| Lot Left: | 119 |
| Lot Right: | 110 |
| Mls Area Major: | Si01 - Sanibel Island |
| Maintenance: | Street Maintenance |
| Management: | Residents |
| Master Hoa Fee: | $250.00 |
| Master Hoa Fee Freq: | Annually |
| Min Days of Lease: | 28 |
| Owner Name: | Daniel J & Laura L O Leary |
| Ownership Desc: | Single Family |
| Potential Short Sale Yn: | No |
| Rear Exposure: | W |
| Restrictions: | None |
| Status Type: | Resale Property |
| Storm Protection: | Impact Resistant Doors, Impact Resistant Windows |
| Table: | Residential |
| Units in Complex: | 1 |
| Room Bedroom Features: | First Floor Bedroom |
| Room Dining Room Features: | Breakfast Bar, Dining - Living |
| Stories Total: | 1 |
| Tax Year: | 2025 |
| Park Name: | SOUTHWINDS ESTATES |
Listing Courtesy of: Royal Shell Real Estate, Inc.
(239) 887-0855
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The data relating to real estate for sale displayed on this Website comes in part from the Broker Reciprocity Program (BR Program) of Naples Area Board of REALTORS®, under License No. NPLSMLS-100139. Properties listed with brokerage firms other than North 2 South Realty International Inc are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples Area Board of REALTORS®. BR Program, or contained in the database compilation of the Naples Area Board of REALTORS®.
Naples Area Board of REALTORS® data last updated on October 28, 2026 03:48 AM - ET
Property Last Updated: October 28, 2026 03:48 AM - ET

