Under contract-accepting backup offers. Move-in ready single-story villa tucked on a cul-de-sac in Winding Wood, built for low-maintenance living. Lock the door and travel without a worry, the association keeps the outside handled.
Inside, the home lives easy and bright. An open floorplan with vaulted ceilings and skylights pulls in natural light all day. The kitchen features granite counters and a pantry, flows into the family room, and a separate breakfast room makes room for morning coffee. Ceramic and porcelain tile run throughout, no carpet anywhere. The primary suite offers a walk-in closet, and the layout keeps the secondary bedrooms private.
Step out to a screened birdcage lanai that backs to mature landscaping, an easy spot to unwind outdoors year-round. Additional comforts include an owned security system, ceiling fans, crown molding, and chair rail detail. Single-story living with no stairs and grip-accessible features adds everyday ease, and a carport plus two assigned parking spaces round out the convenience.
The monthly fee does the heavy lifting. It covers all exterior upkeep, including a 2020 roof, plus landscaping, the private road, the community pool, and even cable and internet. There’s a clubhouse too, and pets are welcome, subject to association limits.
Location is the rest of the story. You’re about a half mile from Westfield Countryside Mall and the shops and restaurants at Countryside Center. The nearby Duke Energy Trail connects to the Pinellas Trail, offering miles of walking, running, and biking. Downtown Safety Harbor is about 10 minutes away, with its waterfront Main Street, farmers market, and the historic resort and spa. Dunedin sits about 12 minutes out, known for its bike-friendly downtown, craft breweries, and the causeway to Honeymoon Island. Clearwater Beach and the Gulf are roughly 25 minutes, and Tampa International Airport is about the same. Flood Zone X means low flood risk.
Whether you’re right-sizing or relocating to the Tampa Bay Gulf Coast, this is a clean, low-maintenance home ready for its next chapter.
Inside, the home lives easy and bright. An open floorplan with vaulted ceilings and skylights pulls in natural light all day. The kitchen features granite counters and a pantry, flows into the family room, and a separate breakfast room makes room for morning coffee. Ceramic and porcelain tile run throughout, no carpet anywhere. The primary suite offers a walk-in closet, and the layout keeps the secondary bedrooms private.
Step out to a screened birdcage lanai that backs to mature landscaping, an easy spot to unwind outdoors year-round. Additional comforts include an owned security system, ceiling fans, crown molding, and chair rail detail. Single-story living with no stairs and grip-accessible features adds everyday ease, and a carport plus two assigned parking spaces round out the convenience.
The monthly fee does the heavy lifting. It covers all exterior upkeep, including a 2020 roof, plus landscaping, the private road, the community pool, and even cable and internet. There’s a clubhouse too, and pets are welcome, subject to association limits.
Location is the rest of the story. You’re about a half mile from Westfield Countryside Mall and the shops and restaurants at Countryside Center. The nearby Duke Energy Trail connects to the Pinellas Trail, offering miles of walking, running, and biking. Downtown Safety Harbor is about 10 minutes away, with its waterfront Main Street, farmers market, and the historic resort and spa. Dunedin sits about 12 minutes out, known for its bike-friendly downtown, craft breweries, and the causeway to Honeymoon Island. Clearwater Beach and the Gulf are roughly 25 minutes, and Tampa International Airport is about the same. Flood Zone X means low flood risk.
Whether you’re right-sizing or relocating to the Tampa Bay Gulf Coast, this is a clean, low-maintenance home ready for its next chapter.
Property Details
Price:
$271,000
MLS #:
TB8522603
Status:
Active Under Contract
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Villa
Subdivision:
WINDING WOOD CONDO
Neighborhood:
33761clearwater
Listed Date:
Jun 25, 2026
Finished Sq Ft:
1,242
Total Sq Ft:
1,242
Year Built:
1978
See this Listing
Schools
Elementary School:
Leila G Davis Elementary-PN
Middle School:
Safety Harbor Middle-PN
High School:
Countryside High-PN
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile
Heating
Central, Heat Pump
Interior Features
Accessibility Features, Ceiling Fan(s), Chair Rail, Crown Molding, Kitchen/Family Room Combo, Open Floorplan, Skylight(s), Vaulted Ceiling(s)
Laundry Features
Inside
Levels
One
Exterior
Accessibility Features
Grip-Accessible Features
Architectural Style
Traditional
Association Amenities
Cable TV, Maintenance, Pool
Common Walls
End Unit
Community Features
Pool
Construction Materials
Block, Stucco
Covered Spaces
1
Direction Faces
Southeast
Exterior Features
Sliding Doors, Storage
Fencing
Vinyl
Lot Features
Cul-De-Sac
Patio And Porch Features
Rear Porch, Screened
Roof
Shingle
Security Features
Security System Owned, Smoke Detector(s)
Window Features
Aluminum Frames
Financial
HOA Includes
Cable TV, Community Pool, Internet, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Pool Maintenance, Private Road
HOA Name
Carole Simpson
Tax Year
2025
Taxes
$739
Map
Community
- Address2586 FOREST RUN COURT CLEARWATER FL
- SubdivisionWINDING WOOD CONDO
- CityCLEARWATER
- CountyPinellas
- Zip Code33761
Subdivisions in CLEARWATER
Market Summary
Current real estate data for Single Family in CLEARWATER as of Aug 29, 2026
569
Single Family Listed
106
Avg DOM
322
Avg $ / SqFt
$605,402
Avg List Price
Property Summary
- Located in the WINDING WOOD CONDO subdivision, 2586 FOREST RUN COURT CLEARWATER FL is a Single Family for sale in CLEARWATER, FL, 33761. It is listed for $271,000 and features 3 beds, 2 baths, and has approximately 1,242 square feet of living space, and was originally constructed in 1978. The current price per square foot is $218. The average price per square foot for Single Family listings in CLEARWATER is $322. The average listing price for Single Family in CLEARWATER is $605,402. To schedule a showing of MLS#tb8522603 at 2586 FOREST RUN COURT in CLEARWATER, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of DALTON WADE INC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 2586 FOREST RUN COURT
CLEARWATER, FL