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5244 WINDING WAY

$ 1,250,000
5244 WINDING WAY, SARASOTA
Active

Overview

  • Updated On:
  • October 24, 2025
  • 4 Bedrooms
  • 4 Bathrooms
  • 2,100.00 ft2

Property Description

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 views of the pool and tropical landscape. Simply stated, this estate property is meant for hosting large groups, comfortably. Located inside the charming Canopy Roads of Twin Oak, this beach property is private, serene and inspiring. Live by the beach, but away from the noise. The good life is found here

Address: 5244 WINDING WAY
City:
State/County:
Zip: 34242
Country: US

Property Id: 9616397
Price: $ 1,250,000
Property Size: 2,100.00 ft2
Property Lot Size: 0.22 ft2
Rooms: 3
Bedrooms: 4
Bathrooms: 4

Other Features
Dishwasher
Dryer
French Doors
Has Cooling System
Has Garage
Has Heating System
Has Pool
Home Owners Association
Kitchen/Family Room Combo
Microwave
Open Floorplan
Range
Refrigerator
Solid Surface Counters
Walk-In Closet(s)
Washer

$ 7,638.61
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 6,076.11

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