# 5140 WINDWARD Avenue, Sarasota, FL 34242 > **TL;DR:** 3bd/3ba single family, $1,650,000 ($715/sqft), built 1963, 2,308 sqft. > Pool, Spa, Waterfront, View. Est. $8,824/mo. Listed 8 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,650,000 | | Price/sqft | $715 | | Bedrooms | 3 | | Bathrooms | 2 full, 1 half | | Square Feet | 2,308 | | Year Built | 1963 | | Lot Size | 14,810 sqft (0.34 acres) | | Stories | 1 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 8 | ## Why This Home Stands Out - **Pool** - Patio - **Waterfront** - Waterfront location listed - **Views** - Water ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $8,343 | | Estimated Insurance | $481 | | **Total** | **$8,824** | ## Nearby Schools - **Elementary:** Phillippi Shores Elementary - **Middle:** Brookside Middle - **High:** Sarasota High ## Key Amenities - Pool - Spa - Waterfront - View - A/C - 2-car garage ## Property Highlights - Built in 1963 - 0.34 acre lot - Private pool - Waterfront ## Description ### Agent Description 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 ## Location - **Address:** 5140 WINDWARD Avenue, Sarasota, FL 34242 - **County:** Sarasota - **Neighborhood:** LOT 5 SARA SANDS UNIT 1 - **Coordinates:** 27.277374, -82.560754 - **Google Maps:** https://www.google.com/maps?q=27.277374,-82.560754 ## Listing Agent - **Name:** Judie Berger - **Brokerage:** Premier Sotheby's International Realty - **Broker Phone:** (239) 403-2227 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5140-Windward-Ave_Sarasota_FL_34242_M60843-91670?f=listhub&s=MFRMLSFL&m=A4708132&c=propsimple) ## Photos ![5140 WINDWARD Avenue - Photo 1](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f3961621385r.jpg) ![5140 WINDWARD Avenue - Photo 2](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f2684893630r.jpg) ![5140 WINDWARD Avenue - 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Photo 23](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f4225995093r.jpg) ![5140 WINDWARD Avenue - Photo 24](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f2592091848r.jpg) ![5140 WINDWARD Avenue - Photo 25](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f3619325477r.jpg) ![5140 WINDWARD Avenue - Photo 26](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f2675062341r.jpg) ![5140 WINDWARD Avenue - Photo 27](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f1343755248r.jpg) ![5140 WINDWARD Avenue - Photo 28](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f3593164956r.jpg) ![5140 WINDWARD Avenue - Photo 29](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f3539301425r.jpg) ![5140 WINDWARD Avenue - Photo 30](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f3623973862r.jpg) ![5140 WINDWARD Avenue - Photo 31](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f1506096231r.jpg) ![5140 WINDWARD Avenue - Photo 32](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f3254879636r.jpg) ![5140 WINDWARD Avenue - Photo 33](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f3990337046r.jpg) ![5140 WINDWARD Avenue - Photo 34](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f1231001444r.jpg) ![5140 WINDWARD Avenue - Photo 35](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f1241045833r.jpg) ![5140 WINDWARD Avenue - Photo 36](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f1321362128r.jpg) ![5140 WINDWARD Avenue - Photo 37](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f1027519971r.jpg) ![5140 WINDWARD Avenue - Photo 38](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f1801739072r.jpg) ![5140 WINDWARD Avenue - Photo 39](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f3456870816r.jpg) ![5140 WINDWARD Avenue - Photo 40](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f2418997727r.jpg) ![5140 WINDWARD Avenue - Photo 41](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f4025751463r.jpg) ![5140 WINDWARD Avenue - Photo 42](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f2449691710r.jpg) ![5140 WINDWARD Avenue - Photo 43](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f3853153457r.jpg) ![5140 WINDWARD Avenue - Photo 44](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f870710556r.jpg) ![5140 WINDWARD Avenue - Photo 45](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f347158759r.jpg) ![5140 WINDWARD Avenue - Photo 46](http://lh.rdcpix.com/a24e6792ee490ed2b4cd01466aca16e4l-f2003041441r.jpg) --- **MLS#:** A4708132 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/5140-windward-avenue-sarasota-fl-34242-a4d5af88eadd4eedbc676ef805bfd40a) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/5140-windward-avenue-sarasota-fl-34242-a4d5af88eadd4eedbc676ef805bfd40a#listing", "url": "https://www.propertysimple.ai/listing/5140-windward-avenue-sarasota-fl-34242-a4d5af88eadd4eedbc676ef805bfd40a", "name": "5140 WINDWARD Avenue, Sarasota, FL 34242", "description": "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. 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