Login

5244 Winding Way, Sarasota, FL 34242

Local realty services provided by:CENTURY 21 Carioti
5244 Winding Way,Sarasota, FL 34242
$1,250,000
  • 4 Beds
  • 4 Baths
  • 2,100 sq. ft.
  • Single family
  • Active
Listed by: justin shirley
Office: shirley international realty
MLS#:A4669581
Source:MFRMLS

Price summary

  • Price:$1,250,000
  • Price per sq. ft.:$595.24

About this home

Expansive Coastal Modern Property in a Serene and Peaceful Setting, Seconds to Siesta Key Beach ** 4 Bedrooms, 4 Full Baths with Detached Studio/ADU above the 3 Car Garage (5 Total Bedrooms, 5 Bathrooms) ** Gorgeous Pool among Lush Native Landscape ** NEW ROOF! There is no better value on Siesta Key for your primary occupancy or 2nd home with opportunities to cash flow this investment. The entire property has been updated with wood-looking vinyl, interior/exterior paint, custom baseboard and trim, contemporary lighting fixtures, modern fans and fresh marcite in the refinished pool. The studio provides new vinyl windows and a mini-split AC unit for energy efficient climate controlling of this private space. You will love the floor plan of both the main house and studio! The main house provides a great room concept with an abundance of joyful natural light and multiple sets of French doors leading to the pool. Each bedroom receives a private bath with 2 primary suites enjoying idyllic

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1967
  • Listing ID #:A4669581
  • Added:60 day(s) ago
  • Updated:December 23, 2025 at 01:27 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:4
  • Full bathrooms:4
  • Living area:2,100 sq. ft.

Heating and cooling

  • Cooling:Central Air, Mini-Split Unit(s)
  • Heating:Central

Structure and exterior

  • Roof:Shingle
  • Year built:1967
  • Building area:2,100 sq. ft.
  • Lot area:0.22 Acres

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$1,250,000
  • Price per sq. ft.:$595.24
  • Tax amount:$9,776 (2025)
MLS LogoThe information being provided by Stellar Mls is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Stellar Mls. CENTURY 21 Carioti is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of CENTURY 21 Carioti, a broker participant of Stellar Mls. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Stellar Mls and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Properties in listings may have been sold or may no longer be available. Copyright 2025 Stellar Mls. All rights reserved.

New listings near 5244 Winding Way