
$1,650,000
5140 Windward AvenueSarasota, FL 34242
Listing updated: October 24, 2026 at 6:48 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
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 waterways, enjoy an afternoon on the water, or launch a kayak or paddleboard right from your backyard. A welcoming covered entry, gated paver driveway, and attached two-car garage with additional storage complete this distinctive island property. Just minutes from Siesta Beach's renowned quartz-white sands, Siesta Village's restaurants and boutiques, and the cultural attractions of downtown Sarasota, this residence delivers the best of coastal living in a wonderfully private setting. Whether entertaining around the pool, exploring Sarasota's waterways, or simply enjoying the tranquility of your own tropical gardens, this is an opportunity to embrace the Siesta Key lifestyle
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveOct 24, 2026
- Listed$1,650,000Oct 23, 2026
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Lot 5 Sara Sands Unit 1
- County
- Sarasota
- Year built
- 1963
- Living area
- 2,308 sq ft
- Price/sq ft
- $715
- Building area
- 3,543 sq ft (Public Records)
- Lot size
- 14,973 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- AE (12115C0143G)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $9,199 (2025)
- Parcel #
- 0081130045
- Zoning
- RSF2
- MLS #
- A4708132
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Ceramic Tile, Other, Tile
- Appliances
- Other
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- East
Heating & Cooling
- Heating
- Central, Electric, Zoned
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener
HOA & Financial
- Total monthly fees
- None
- Total annual fees
- None
- CDD
- No
- Min lease term
- 1 Month
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- 1 month minium, see Sarasota County restrictions.
Exterior & Construction
- Exterior features
- Garden, Outdoor Shower, Private Yard, Rain Gutters
- Construction materials
- Block, Concrete, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected, Sewer Connected, Sprinkler Meter, Sprinkler Well, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | 17x11 | |
| Family Room | 15x15 | |
| Dining Room | 10x9 | |
| Kitchen | 14x10 | |
| Dinette | 16x10 | |
| Primary Bedroom | 20.75x14.5 | |
| Primary Bathroom | 18x11 | |
| Bedroom 2 | 12x10.5 | |
| Bedroom 3 | 11x10 | |
| Bathroom 2 | 16.5x15.5 |
Listing Details
- Listing date
- 2026-10-23
- On market date
- 2026-10-23
- Original list price
- $1,650,000
- Occupant type
- Owner
- MLS area
- 34242 - Sarasota/Crescent Beach/Siesta Key
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-10-24
- Tax legal description
- LOT 5 SARA SANDS UNIT 1
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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IDX information is 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.
Based on information submitted to the MLS GRID as of October 24, 2026 at 6:48 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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