5140 Windward Avenue, FL
Stellar MLS
1 / 1

$1,650,000

5140 Windward AvenueSarasota, FL 34242

Listing updated: October 24, 2026 at 6:48 AM ET

Active
Stellar MLSListing courtesy of Premier Sotheby'S International Realty · Judie Berger · MLS #A4708132 · Active · 941-364-4000
3
Beds
3
Baths
2,308
Sq Ft
0.34
Acres
1963
Built
◆Waterfront◆Water access◆Private pool◆$715/sqft
Single Family Residence

Property type

1963

Year built

14,973 sqft

Lot size

$715

Price / sq ft

No HOA

HOA dues

1

Day on market

2

Garage spaces

AE

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

Principal & interest$8,343
Property taxes$767
Home insurance (est.)$756

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

  1. Status: Active
    Oct 24, 2026
  2. Listed$1,650,000
    Oct 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

ElementaryPhillippi Shores ElementaryGreatSchools ↗
MiddleBrookside MiddleGreatSchools ↗
High SchoolSarasota HighGreatSchools ↗

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

RoomLevelDimensions
Living Room17x11
Family Room15x15
Dining Room10x9
Kitchen14x10
Dinette16x10
Primary Bedroom20.75x14.5
Primary Bathroom18x11
Bedroom 212x10.5
Bedroom 311x10
Bathroom 216.5x15.5

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

High riskFEMA Zone AEPanel 12115C0143G

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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Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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