5164 Windward Avenue, SARASOTA, FL 34242
Local realty services provided by:Gulf Shores Realty ERA Powered



Listed by:taylor thompson
Office:william raveis real estate
MLS#:A4660714
Source:MFRMLS
Price summary
- Price:$1,685,000
- Price per sq. ft.:$562.04
About this home
***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta Key offers the perfect balance of seclusion and accessibility. Situated on an oversized 0.40-acre corner lot with 260 feet of water frontage and coveted western exposure, the property provides direct access to the Intracoastal Waterway—ideal for boating enthusiasts and water lovers. Just one mile from Siesta Key Village and the beach, the location allows for effortless enjoyment of island life while offering a private retreat. Move-in ready and untouched by flood damage, the estate includes two separate structures: a 2,000-square-foot main residence featuring an updated kitchen, and a versatile 280-square-foot detached building with a full bath—perfect for a guest suite, office, or creative studio. A newer metal roof and hurricane-impact windows and doors ensure lasting protection and peace of mind. Designed for outdoor living, the home features a spacious pool area with a large paver lanai, ideal for entertaining or relaxing. The property also includes a brand-new 10,000 lb boat lift, a double jet ski lift, and a newly installed well for efficient irrigation. After a day on the water or at the beach, unwind on the rooftop terrace and enjoy stunning sunset views over the water. This is a great opportunity to own a thoughtfully enhanced property in one of Siesta Key’s most desirable locations—offering the best of coastal living with modern amenities, luxury features, and sustainable upgrades.
Contact an agent
Home facts
- Year built:1974
- Listing Id #:A4660714
- Added:16 day(s) ago
- Updated:August 14, 2025 at 11:45 AM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
- Living area:1,972 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
Structure and exterior
- Roof:Metal
- Year built:1974
- Building area:1,972 sq. ft.
- Lot area:0.4 Acres
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$1,685,000
- Price per sq. ft.:$562.04
- Tax amount:$22,093 (2024)
New listings near 5164 Windward Avenue
- New$374,900Active2 beds 3 baths1,564 sq. ft.
5223 Heron Way #104, SARASOTA, FL 34231
MLS# A4661067Listed by: MICHAEL SAUNDERS & COMPANY - New$299,000Active2 beds 2 baths1,588 sq. ft.
1641 Starling Drive #103, SARASOTA, FL 34231
MLS# A4662100Listed by: RE/MAX ALLIANCE GROUP - New$673,794Active4 beds 4 baths3,000 sq. ft.
9141 Night Skye Avenue, SARASOTA, FL 34241
MLS# A4662440Listed by: TAYLOR MORRISON RLTY OF FLA - New$199,900Active1 beds 1 baths957 sq. ft.
5500 Bentgrass Drive #6-110, SARASOTA, FL 34235
MLS# A4662465Listed by: TRIDENT PROPERTY CONSULTANTS LLC - New$2,200,000Active4 beds 5 baths3,780 sq. ft.
1716 9th Street, SARASOTA, FL 34236
MLS# N6140074Listed by: KELLER WILLIAMS ON THE WATER S - New$215,000Active2 beds 1 baths7,561 sq. ft.
3226 Belmont Boulevard, SARASOTA, FL 34232
MLS# O6336894Listed by: BEYCOME OF FLORIDA LLC - New$415,000Active2 beds 2 baths1,534 sq. ft.
5510 Modena Place, SARASOTA, FL 34238
MLS# A4661362Listed by: MICHAEL SAUNDERS & COMPANY - New$2,363,215Active4 beds 4 baths3,754 sq. ft.
1119 Blue Shell Loop, SARASOTA, FL 34240
MLS# A4662439Listed by: STOCK REALTY LLC - New$379,000Active3 beds 2 baths1,384 sq. ft.
1367 21st Street, SARASOTA, FL 34234
MLS# A4662411Listed by: RE/MAX ALLIANCE GROUP - New$375,000Active3 beds 2 baths1,701 sq. ft.
8429 Cypress Lake Circle, SARASOTA, FL 34243
MLS# N6140133Listed by: NEXTHOME BEACH TO BAY