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5140 WINDWARD AVENUE, SARASOTA, FL - photo 1

$1,650,000

5140 WINDWARD AVENUE

SARASOTA, FL 34242

Estimated payment $8,918/month

no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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3Beds
3Baths
2,308Sq Ft
$715Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Private Pool
Garage
Built in 1963
14,973 sqft Lot

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

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:3
  • •Bathrooms:3 (2 full, 1 half)
  • •Full bathrooms:2
  • •Half bathrooms:1

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:2,308 sqft
  • •Total interior livable area:2,308 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:14,973 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1963

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Price history

DateEventPrice
2026-10-23T00:00:00.000ZListed for sale$1,650,000$715/sqft

Listing Agent

Judie Berger

PREMIER SOTHEBY'S INTERNATIONAL REALTY

Brokerage Phone: 941-364-4000

Source: Stellar MLS · MLS #A4708132

Data Powered by Home Junction, Inc.

Nearby

Schools

ESE SPECIAL PROGRAMS

Elementary · 1.8 mi

SARASOTA VIRTUAL INSTRUCTION PROGRAM

Elementary · 1.8 mi

SARASOTA VIRTUAL INSTRUCTION (COURSE OFFERINGS)

High · 1.8 mi

Supermarkets

Morton's Market - Siesta Key

0.2 mi

Siesta Dental

0.3 mi

Publix

1.8 mi

Dining

Milan Catering

0.3 mi

Casa Masa

0.3 mi

The Pita Shack

0.3 mi

Parks

Glebe Park

0.7 mi

Boyd Park

0.8 mi

Siesta Beach Park

1.0 mi

Beaches

Sarasota Beach

0.5 mi

Public Beach Access 3

0.5 mi

Public Beach Access 2

0.5 mi

Nearby amenity locations include data © OpenStreetMap contributors.