5140 WINDWARD AVENUE
Sarasota, FL 34242
$1,650,000
Under contract-accepting backup offers. An exceptional opportunity for waterfront living. Discover a private waterfront retreat where boating, tropical gardens, and relaxed island living come together in one of Siesta Key's desirable residential neighborhoods. Set behind a gated entrance and surrounded by lush landscaping, this beautifully refreshed three-bedroom, two-and-a-half-bath residence offers an inviting blend of coastal comfort, privacy, and exceptional outdoor living. Designed to embrace the Florida lifestyle, the spacious, open living and dining areas feature easy-care tile flooring, abundant natural light, and effortless connections to the outdoors. The updated kitchen offers granite countertops, white cabinetry, stainless steel appliances, and a welcoming dining area overlooking the pool and gardens. The comfortable primary suite and two additional bedrooms provide flexibility for family, guests, or a home office. A distinctive Bali-inspired bath with an indoor-outdoor shower adds an unexpected touch of tropical character. The heart of this property is its extraordinary screened outdoor living area. An expansive swimming pool and elevated spa are surrounded by generous paver decking, multiple lounging and dining spaces, and a covered lanai, creating a wonderful setting for entertaining or simply enjoying the island breezes. Beyond the pool, a beautifully landscaped backyard unfolds toward the waterfront, offering a peaceful garden setting with mature palms, tropical foliage, and room to relax. For boating enthusiasts, the private dock and 7,000 lb. boat lift provide convenient access to Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond. Spend the morning cruising the ...
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Listing Courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
| Listing Id: | A4708132 |
|---|---|
| List Price: | $1,650,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active Under Contract |
| Bedrooms Total: | 3 |
| Bathrooms Full: | 2 |
| Bathrooms Half: | 1 |
| Living Area: | 2,308 |
| Tax Annual Amount: | $9,199 |
| Lot Size Square Feet: | 14,973 |
| Lot Size Acres: | 0.34 |
| Architectural Style: | Custom, Florida, Ranch |
| Waterfront?: | Yes |
| City: | Sarasota |
| County Or Parish: | Sarasota |
| Subdivision Name: | Lot 5 Sara Sands Unit 1 |
| Postal Code: | 34242 |
| Year Built: | 1963 |
| Additional Parcels?: | No |
| Appliances: | Other |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 3 |
| Building Area Source: | Public Records |
| Building Area Total: | 3543 |
| Building Area Units: | Square Feet |
| Carport?: | No |
| Direction Faces: | East |
| Foundation Details: | Slab |
| Construction Materials: | Block, Concrete, Stucco |
| Cooling: | Central Air, Zoned |
| Directions: | From the North -Siesta Drive to Higel Ave. Higel to right onto Windward Place then right onto Windward Avenue #5140. From the south - North on Midnight Pass to left on Beach Road to right onto Ocean to right onto Treasure Boat Way to right on Higel to right onto Windward Place to right onto Windward Avenue to #4150. |
| Elementary School: | Phillippi Shores Elementary |
| Exterior Features: | Garden, Outdoor Shower, Private Yard, Rain Gutters |
| Fencing: | Masonry, Wood |
| Flooring: | Ceramic Tile, Other, Tile |
| Furnished: | Unfurnished |
| Garage Spaces: | 2 |
| Garage?: | Yes |
| Heating: | Central, Electric, Zoned |
| High School: | Sarasota High |
| Interior Features: | Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments |
| Laundry Features: | Inside, Laundry Room |
| Levels: | One |
| Listing Contract Date: | 2026-11-02 |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | Flood Insurance Required, FloodZone, In County, Landscaped, Private, Street Dead-End, Paved |
| Lot Size Acres: | 0.34 |
| Postal Code Plus4: | 1557 |
| Middle Or Junior School: | Brookside Middle |
| MLS Area Major: | 34242 - Sarasota/Crescent Beach/Siesta Key |
| MLS Area Major: | 34242 - Sarasota/Crescent Beach/Siesta Key |
| Original List Price: | $1,650,000 |
| Other Equipment: | Private Yard |
| Parcel Number: | 0081130045 |
| Parking Features: | Driveway, Garage Door Opener |
| Patio And Porch Features: | Patio, Screened |
| Pets Allowed: | Yes |
| Pool Features: | In Ground, Child Safety Fence, Gunite, Heated, Lighting, Outside Bath Access, Salt Water, Screen Enclosure |
| Township: | 37 |
| Road Surface Type: | Asphalt, Paved |
| Roof: | Shingle |
| Listing Terms: | Cash, Conventional |
| Tax Year: | 2025 |
| Security Features: | Security Gate |
| Senior Community?: | No |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| Water Body Name: | GRAND CANAL |
| State Or Province: | FL |
| Association?: | No |
| Utilities: | BB/HS Internet Available, Cable Connected, Electricity Connected, Sewer Connected, Sprinkler Meter, Sprinkler Well, Water Connected |
| View: | Garden, Pool, Trees/Woods, Water |
| Water Source: | Public |
| Public Survey Range: | 17 |
| Public Survey Section: | 12 |
| Zoning: | RSF2 |
| Spa Features: | Heated |
| Spa?: | Yes |
| Vegetation: | Fruit Trees |
| Waterfront Features: | Canal - Saltwater |
| Window Features: | Skylight(s), Storm Window(s) |
| Home Warranty?: | No |
| Additional Lease Restrictions: | 1 month minium, see Sarasota County restrictions. |
| Additional Rooms: | Great Room, Inside Utility |
| Additional Water Information: | Boat lift 7, 000 lbs. |
| Available For Lease Yn: | Yes |
| Backups Requested Yn: | Yes |
| Building Area Total Srch Sq M: | 329.16 |
| Building Name Number: | 5140 |
| Calculated List Price By Calcula: | 714.90 |
| Cddyn: | No |
| Disaster Mitigation: | Hurricane Shutters/Windows |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/A4708132?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/A4708132?w=Customer |
| Dpryn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | AE |
| Flood Zone Date: | 2024-03-27 |
| Flood Zone Panel: | 12115C0143G |
| Garage Dimensions: | 21x20 |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Lease Restrictions Yn: | Yes |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 214.42 |
| Lot Size Square Meters: | 1391 |
| Minimum Lease: | 1 Month |
| Num Times per Year: | 12 |
| Pet Restrictions: | See Sarasota County pet rules. |
| Pool Dimensions: | 26x13 |
| Realtor Info: | Brochure Available, Lease Restrictions, Sign, Survey Available |
| Room Count: | 10 |
| Sdeo yn: | No |
| Sw Subdiv Community Name: | Sara Sands |
| Total Acreage: | 1/4 to less than 1/2 |
| Unit Number Yn: | No |
| Water Access: | Canal - Saltwater |
| Water Access Yn: | Yes |
| Water Extras: | Bridges - Fixed, Lift, Minimum Wake Zone, Seawall - Concrete |
| Water Extras Yn: | Yes |
| Water Frontage Feet Canal Salt: | 117 |
| Waterfront Feet Total: | 117 |
| Water View: | Yes |
| Association 2 Yn: | 0 |
| Attribution Contact: | 941-364-4000 |
| Originating System Name : | Stellar MLS |
| Dock Description: | Lift |
| Dock Lift Capacity: | 7000 |
| Dock Yn: | No |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-10-23 |
| Fireplace?: | No |
| Pool Private?: | Yes |
| New Construction?: | No |
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Property Last Updated: November 06, 2026 01:46 PM - ET
