Contact Frank Filippelli
Contacting Frank Filippelli
  • All fields are required.
Schedule A Showing
Schedule a Showing.
  • All fields are required.
Check this box to Register with us:
Submit an Offer Now!
Submit an Offer Now!
All fields are required.
Print Flyer
5164 Windward Avenue, SARASOTA, FL 34242
  1. Image 1 of 62 For 5164 Windward Avenue
  2. Image 2 of 62 For 5164 Windward Avenue
  3. Image 3 of 62 For 5164 Windward Avenue
  4. Image 4 of 62 For 5164 Windward Avenue
  5. Image 5 of 62 For 5164 Windward Avenue
  6. Image 6 of 62 For 5164 Windward Avenue
  7. Image 7 of 62 For 5164 Windward Avenue
  8. Image 8 of 62 For 5164 Windward Avenue
  9. Image 9 of 62 For 5164 Windward Avenue
  10. Image 10 of 62 For 5164 Windward Avenue
  11. Image 11 of 62 For 5164 Windward Avenue
  12. Image 12 of 62 For 5164 Windward Avenue
  13. Image 13 of 62 For 5164 Windward Avenue
  14. Image 14 of 62 For 5164 Windward Avenue
  15. Image 15 of 62 For 5164 Windward Avenue
  16. Image 16 of 62 For 5164 Windward Avenue
  17. Image 17 of 62 For 5164 Windward Avenue
  18. Image 18 of 62 For 5164 Windward Avenue
  19. Image 19 of 62 For 5164 Windward Avenue
  20. Image 20 of 62 For 5164 Windward Avenue
  21. Image 21 of 62 For 5164 Windward Avenue
  22. Image 22 of 62 For 5164 Windward Avenue
  23. Image 23 of 62 For 5164 Windward Avenue
  24. Image 24 of 62 For 5164 Windward Avenue
  25. Image 25 of 62 For 5164 Windward Avenue
  26. Image 26 of 62 For 5164 Windward Avenue
  27. Image 27 of 62 For 5164 Windward Avenue
  28. Image 28 of 62 For 5164 Windward Avenue
  29. Image 29 of 62 For 5164 Windward Avenue
  30. Image 30 of 62 For 5164 Windward Avenue
  31. Image 31 of 62 For 5164 Windward Avenue
  32. Image 32 of 62 For 5164 Windward Avenue
  33. Image 33 of 62 For 5164 Windward Avenue
  34. Image 34 of 62 For 5164 Windward Avenue
  35. Image 35 of 62 For 5164 Windward Avenue
  36. Image 36 of 62 For 5164 Windward Avenue
  37. Image 37 of 62 For 5164 Windward Avenue
  38. Image 38 of 62 For 5164 Windward Avenue
  39. Image 39 of 62 For 5164 Windward Avenue
  40. Image 40 of 62 For 5164 Windward Avenue
  41. Image 41 of 62 For 5164 Windward Avenue
  42. Image 42 of 62 For 5164 Windward Avenue
  43. Image 43 of 62 For 5164 Windward Avenue
  44. Image 44 of 62 For 5164 Windward Avenue
  45. Image 45 of 62 For 5164 Windward Avenue
  46. Image 46 of 62 For 5164 Windward Avenue
  47. Image 47 of 62 For 5164 Windward Avenue
  48. Image 48 of 62 For 5164 Windward Avenue
  49. Image 49 of 62 For 5164 Windward Avenue
  50. Image 50 of 62 For 5164 Windward Avenue
  51. Image 51 of 62 For 5164 Windward Avenue
  52. Image 52 of 62 For 5164 Windward Avenue
  53. Image 53 of 62 For 5164 Windward Avenue
  54. Image 54 of 62 For 5164 Windward Avenue
  55. Image 55 of 62 For 5164 Windward Avenue
  56. Image 56 of 62 For 5164 Windward Avenue
  57. Image 57 of 62 For 5164 Windward Avenue
  58. Image 58 of 62 For 5164 Windward Avenue
  59. Image 59 of 62 For 5164 Windward Avenue
  60. Image 60 of 62 For 5164 Windward Avenue
  61. Image 61 of 62 For 5164 Windward Avenue
  62. Image 62 of 62 For 5164 Windward Avenue
Property Photos
5164 Windward Avenue
Image Gallery
Would you like to sell your home before you purchase this one?
Priced at Only: $1,895,000
For more Information Call:
Address: 5164 Windward Avenue, SARASOTA, FL 34242
Property Location and Similar Properties
All
Similar
  1. Image 1 of 62 For 5164 Windward Avenue
  2. Image 2 of 62 For 5164 Windward Avenue
  3. Image 3 of 62 For 5164 Windward Avenue
  4. Image 4 of 62 For 5164 Windward Avenue
  5. Image 5 of 62 For 5164 Windward Avenue
  6. Image 6 of 62 For 5164 Windward Avenue
  7. Image 7 of 62 For 5164 Windward Avenue
  8. Image 8 of 62 For 5164 Windward Avenue
  9. Image 9 of 62 For 5164 Windward Avenue
  10. Image 10 of 62 For 5164 Windward Avenue
  11. Image 11 of 62 For 5164 Windward Avenue
  12. Image 12 of 62 For 5164 Windward Avenue
  13. Image 13 of 62 For 5164 Windward Avenue
  14. Image 14 of 62 For 5164 Windward Avenue
  15. Image 15 of 62 For 5164 Windward Avenue
  16. Image 16 of 62 For 5164 Windward Avenue
  17. Image 17 of 62 For 5164 Windward Avenue
  18. Image 18 of 62 For 5164 Windward Avenue
  19. Image 19 of 62 For 5164 Windward Avenue
  20. Image 20 of 62 For 5164 Windward Avenue
  21. Image 21 of 62 For 5164 Windward Avenue
  22. Image 22 of 62 For 5164 Windward Avenue
  23. Image 23 of 62 For 5164 Windward Avenue
  24. Image 24 of 62 For 5164 Windward Avenue
  25. Image 25 of 62 For 5164 Windward Avenue
  26. Image 26 of 62 For 5164 Windward Avenue
  27. Image 27 of 62 For 5164 Windward Avenue
  28. Image 28 of 62 For 5164 Windward Avenue
  29. Image 29 of 62 For 5164 Windward Avenue
  30. Image 30 of 62 For 5164 Windward Avenue
  31. Image 31 of 62 For 5164 Windward Avenue
  32. Image 32 of 62 For 5164 Windward Avenue
  33. Image 33 of 62 For 5164 Windward Avenue
  34. Image 34 of 62 For 5164 Windward Avenue
  35. Image 35 of 62 For 5164 Windward Avenue
  36. Image 36 of 62 For 5164 Windward Avenue
  37. Image 37 of 62 For 5164 Windward Avenue
  38. Image 38 of 62 For 5164 Windward Avenue
  39. Image 39 of 62 For 5164 Windward Avenue
  40. Image 40 of 62 For 5164 Windward Avenue
  41. Image 41 of 62 For 5164 Windward Avenue
  42. Image 42 of 62 For 5164 Windward Avenue
  43. Image 43 of 62 For 5164 Windward Avenue
  44. Image 44 of 62 For 5164 Windward Avenue
  45. Image 45 of 62 For 5164 Windward Avenue
  46. Image 46 of 62 For 5164 Windward Avenue
  47. Image 47 of 62 For 5164 Windward Avenue
  48. Image 48 of 62 For 5164 Windward Avenue
  49. Image 49 of 62 For 5164 Windward Avenue
  50. Image 50 of 62 For 5164 Windward Avenue
  51. Image 51 of 62 For 5164 Windward Avenue
  52. Image 52 of 62 For 5164 Windward Avenue
  53. Image 53 of 62 For 5164 Windward Avenue
  54. Image 54 of 62 For 5164 Windward Avenue
  55. Image 55 of 62 For 5164 Windward Avenue
  56. Image 56 of 62 For 5164 Windward Avenue
  57. Image 57 of 62 For 5164 Windward Avenue
  58. Image 58 of 62 For 5164 Windward Avenue
  59. Image 59 of 62 For 5164 Windward Avenue
  60. Image 60 of 62 For 5164 Windward Avenue
  61. Image 61 of 62 For 5164 Windward Avenue
  62. Image 62 of 62 For 5164 Windward Avenue
Request More Information
  • All fields are required.
Virtual Tour
More Like This
  • MLS#: A4634292 ( Residential )
  • Street Address: 5164 Windward Avenue
  • Viewed: 124
  • Price: $1,895,000
  • Price sqft: $632
  • Waterfront: Yes
  • Wateraccess: Yes
  • Waterfront Type: Canal - Saltwater
  • Year Built: 1974
  • Bldg sqft: 2998
  • Bedrooms: 3
  • Total Baths: 2
  • Full Baths: 2
  • Garage / Parking Spaces: 2
  • Days On Market: 91
  • Additional Information
  • Geolocation: 27.2769 / -82.5607
  • County: SARASOTA
  • City: SARASOTA
  • Zipcode: 34242
  • Subdivision: Sara Sands
  • Provided by: WILLIAM RAVEIS REAL ESTATE
  • Contact: Taylor Thompson
  • 941-867-3901
  • mfrmls
  • DMCA Notice
  • Description
    One or more photo(s) has been virtually staged. *NO FLOOD DAMAGE* Nestled on a quiet dead end street, this stunning waterfront estate on Siesta Key perfectly blends privacy with convenience. With 260 feet of water frontage and Western exposure, this prime oversized corner lot spans 0.40 acres and offers direct access to the Intracoastal Waterwayideal for boating and water sports. Just one mile from Siesta Key Village and the beach, you can enjoy the islands vibrant attractions while retreating to your own peaceful oasis. This move in ready home, which sustained no flood damage, features two separate structures: a beautifully updated 2,000 square foot main house and a 280 square foot detached building, perfect as a 4th bedroom, office, or studio. The newer metal roof, along with hurricane impact windows and doors, provides added peace of mind during storm season. Outdoor living is equally impressive, featuring a large pool surrounded by an expansive paver lanai, perfect for relaxing or entertaining. The property also boasts a new 10,000 lb boat lift and a double jet ski lift. After a day at the beach or on the water, unwind on the rooftop terrace and enjoy stunning sunsets over the water. This is an exceptional opportunity to own a beautifully upgraded home in one of Siesta Keys most desirable locations, offering the best of island living with modern comforts and luxury amenities. *Home is also available as a monthly rental.*
Payment Calculator
  •   Principal & Interest -
  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
  •   Mortgage Insurance-
  •   Monthly -
Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Irrigation System, Sliding Doors
  • Fencing: Vinyl
  • Flooring: Ceramic Tile, Luxury Vinyl
  • Living Area: 1972.00
  • Roof: Metal
Land Information
  • Lot Features: Corner Lot, Flood Insurance Required, In County, Oversized Lot
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
  • Parking Features: Garage Door Opener
Eco-Communities
  • Pool Features: Heated, In Ground, Lighting
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air
  • Heating: Central, Electric
  • Pets Allowed: Yes
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Finance and Tax Information
  • Home Owners Association Fee: 0.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2023
Other Features
  • Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Country: US
  • Interior Features: Ceiling Fans(s), Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters
  • Legal Description: LOT 1 SARA SANDS UNIT 1
  • Levels: One
  • Area Major: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Occupant Type: Vacant
  • Parcel Number: 0081130043
  • View: Water
  • Views: 124
  • Zoning Code: RSF2
Similar Properties

Details for 5174 Sandy Cove Avenue, SARASOTA, FL 34242
$2,200,000.00 ($564.10 / sqft )

5174 Sandy Cove Avenue Virtual Tour New Construction More Like This

Pre Construction. To be built. PLEASE READ Pre Construction. This is your opportunity to take over this project in it's current condition. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary el

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 3900 sqft
  1. MLSID: A4631631
  2. Provided by REALTY EXECUTIVES GALLERY
  3. Contact Troy Jenkins
  4. mfrmls
  5. DMCA Notice
12 Pictures and Information
Details for 577 Venice Lane, SARASOTA, FL 34242
$2,195,000.00 ($604.68 / sqft )

577 Venice Lane Virtual Tour More Like This

NEW, NEW,NEW COMPLETED 2021! Hands down the absolute lowest priced, best value, new construction home on Siesta Key! Why consider spending money on a wet remediated home, or a 40 year old renovated lo

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3630 sqft
  1. MLSID: A4626411
  2. Provided by WILLIAM RAVEIS REAL ESTATE
  3. Contact Robert Ruiz
  4. mfrmls
  5. DMCA Notice
88 Pictures and Information
Details for 521 Cummings Street, SARASOTA, FL 34242
$1,995,000.00 ($416.06 / sqft )

521 Cummings Street Virtual Tour More Like This

Charming Canal Front Home Your Island Oasis Awaits! Welcome to this lovely 3 bedroom, 3 bathroom Key West style home, nestled on a quiet cul de sac in North Siesta Key, just off the Grand Canal.

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 4795 sqft
  1. MLSID: A4633123
  2. Provided by COLDWELL BANKER REALTY
  3. Contact Ashley Goldstein
  4. mfrmls
  5. DMCA Notice
73 Pictures and Information
Details for 5112 Jungle Plum Road, SARASOTA, FL 34242
$1,997,000.00 ($450.38 / sqft )

5112 Jungle Plum Road Virtual Tour More Like This

Attention architecture enthusiasts: This midcentury modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyon

  1. Request Information
  1. Bedrooms: 2
  2. Baths: 3
  3. Approx. 4434 sqft
  1. MLSID: A4634398
  2. Provided by PREMIER SOTHEBYS INTL REALTY
  3. Contact Mike Warm, LLC
  4. mfrmls
  5. DMCA Notice
57 Pictures and Information
Details for 462 Island Circle, SARASOTA, FL 34242
$1,888,000.00 ($590.37 / sqft )

462 Island Circle Virtual Tour More Like This

Beaches, Boating & Bistros. This 3 bedroom, 3 bathroom home has it all. Beaches: Located on Palm Island, an Island on an Island only a 2 minute walk to the world famous cool quartz sands of Siesta Bea

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 3198 sqft
  1. MLSID: A4641791
  2. Provided by PREFERRED SHORE LLC
  3. Contact Dan Miller
  4. mfrmls
  5. DMCA Notice
34 Pictures and Information
Details for 110 Faubel Street, SARASOTA, FL 34242
$1,795,000.00 ($567.50 / sqft )

110 Faubel Street Virtual Tour Green Listing More Like This

Experience the best of every world, boating life, beach life and city lifein this beautifully remodeled waterfront home with an expansive and exquisitely landscaped private lot on the desired northern

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 3163 sqft
  1. MLSID: A4642833
  2. Provided by COLDWELL BANKER REALTY
  3. Contact Mairead Smialek
  4. mfrmls
  5. DMCA Notice
32 Pictures and Information
Details for 940 Siesta Key Place, SARASOTA, FL 34242
$2,200,000.00 ($465.61 / sqft )

940 Siesta Key Place Virtual Tour More Like This

Exclusive Waterfront Estate on North Siesta Key. Discover an unparalleled waterfront retreat on the highly coveted North Siesta Key, where luxury and tranquility converge. This extraordinary property

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 3
  3. Approx. 4725 sqft
  1. MLSID: A4640876
  2. Provided by COLDWELL BANKER REALTY
  3. Contact Frederick Insogna
  4. mfrmls
  5. DMCA Notice
54 Pictures and Information
Details for 1240 Northport Drive, SARASOTA, FL 34242
$2,250,000.00 ($656.74 / sqft )

1240 Northport Drive Virtual Tour More Like This

A rarely available property in Royal Palm Harbor, Siesta Key. Discover the ultimate island lifestyle just half a mile from the world renowned, powdery white sands of Siesta Beach and the Gulf of Mexic

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 4
  3. Approx. 3426 sqft
  1. MLSID: A4639554
  2. Provided by PREMIER SOTHEBYS INTL REALTY
  3. Contact Judie Berger
  4. mfrmls
  5. DMCA Notice
50 Pictures and Information
Details for 5512 Avenida Del Mare, SARASOTA, FL 34242
$1,925,000.00 ($401.88 / sqft )

5512 Avenida Del Mare Virtual Tour More Like This

Siesta Key paradise just steps from the world famous beach. Embrace the ultimate island lifestyle just moments from the powdery white sands of Siesta Key Beach. Thoughtfully designed for seamless indo

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 5
  3. Approx. 4790 sqft
  1. MLSID: A4645665
  2. Provided by MICHAEL SAUNDERS & COMPANY
  3. Contact Mette Milland
  4. mfrmls
  5. DMCA Notice
52 Pictures and Information
Details for 4922 Commonwealth Drive, SARASOTA, FL 34242
$2,195,000.00 ($613.13 / sqft )

4922 Commonwealth Drive Virtual Tour More Like This

Welcome your Siesta Key dream home Commonwealth Drive, a stunning custom residence located directly on the Grand Canal. This four bedroom, four bathroom home exudes island style and warmth from the m

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3580 sqft
  1. MLSID: A4645132
  2. Provided by MICHAEL SAUNDERS & COMPANY
  3. Contact Drew Russell
  4. mfrmls
  5. DMCA Notice
43 Pictures and Information
Nearby Subdivisions
0073 Siesta Rev Plat Of   Bay Island   Bay Island Park   Bay Island Shores   Bayou Louise 28   Cedars Of Siesta Key The   Cocoanut Bayou   Fidder Bayou   Harbor Towers Y R   Harmony   Harmony Sub   Hidden Harbor   Horizons West   La Siesta   Lake Rittwood   Lot 5 Sara Sands   Mangroves Sub The   Midnight Harbor Sub   Midnight Pass Road   Mira Mar Beach   Mira Mar Sub   No Subdivision Sarasota County   Npne   Ocean Beach Rep   Ocean View   Palm Bay Club Ii   Paradise Island   Point Crisp Add   Point O Rocks Terrace Add   Point Of Rocks   Polynesian Gardens   Riegels Landing   Roberts Point   Roberts Point 2   Royal Palm Harbor   Sanderling Club   Sanderling Club Siesta Key   Sanderling Club Siesta Propert   Sanderling Clubsiesta Properti   Sandy Hook   Sara Sands   Sarasota Beach   Secluded Harbour 02   Siesta Beach   Siesta Cove Sub   Siesta Isles   Siesta Key   Siesta Manor Sec 3   Siesta Pines   Siesta Rev Of   Siesta Rev Plat Of   Siesta Rev Resub   Siestas Bayside   Siestas Bayside Bayside Club 0   Siestas Bayside Waterside East   Siestas Bayside Waterside Sout   Siestas Bayside Waterside Wood   Siestas Bayside Watersidewood   Stickney Point Sub   Tortoise Estates   Twin Oak Pond   Twitchell Ralph S Siesta Key P   Village Sands 1   Vista Hermosa   Whispering Sands   White Beach Fruit Co Prop  
Skip to Main Content
Headshot for Associate Frank Filippelli
  1. Frank Filippelli, Broker,CDPE,CRS,REALTOR ®
  2. Southern Realty Ent. Inc.
  3. Mobile: 407.448.1042
  4. frank4074481042@gmail.com