This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/41
$565,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/41
Property Description
Welcome to this stunning contemporary home in Medley at Southshore Bay, where modern design meets effortless, resort-style living. Built in 2023, this beautifully designed 3-bedroom, 3-bath home offers over 2,600 square feet of open, light-filled living space, plus a versatile flex room that can easily serve as a home office, den, or potential 4th bedroom. An unfinished attic space with garage access provides a rare opportunity to expand and customize even further. From the moment you walk in, you'll notice the elevated ceilings, expansive layout, and stunning natural light that fills every corner. The open-concept design flows seamlessly to peaceful pond views, creating the perfect backdrop for relaxing evenings and sunset wildlife watching. The kitchen is truly built for a culinary enthusiast-featuring a gas cooktop, culinary-grade oven, built-in microwave at eye level, oversized island with sink, abundant cabinetry, and a massive walk-in pantry. There's even space to add a stylish dry bar, making this home ideal for entertaining. The thoughtful layout offers both openness and privacy, giving you space to gather or unwind whenever you need it. Major value add: The sellers have already paid off the clubhouse loan, over $12,000 value, eliminating the $108/month special assessment for the next owner-an immediate monthly savings and long-term financial benefit. Even more included in your HOA: Spectrum cable package with premium channels & streaming services (including HBO Max, Disney+, Hulu, Paramount+, ESPN+, Showtime, AMC+, and Peacock). High-speed internet. Full lawn maintenance, including fertilizer and pest control. Living in Medley means enjoying a vibrant, active lifestyle with access to incredible amenities, including a private clubhouse with a resort-style pool, fitness center, café, indoor & outdoor bar, pickleball, bocce ball, billiards, and a full calendar of social events. Residents also receive 25 complimentary visits a year to the Southshore Bay Lagoon, featuring crystal-clear water, sandy beaches, a swim-up bar, and year-round events. Golf cart-friendly and thoughtfully designed for connection and convenience, this community truly offers it all. If you've been searching for a newer home with space, upgrades, and unmatched amenities-this one is not to be missed.
Full Property Details
Full Property Details for 5336 Windy Grv Dr
General
- Price: $565,000
- HOA FEE: $328/month
- Taxes: $6,466 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8494141
- Updated: 4/9/2026
- Added to Site: 51 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 14
- Interior Features: Ceiling Fan(s), Dry Bar, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Vaulted Ceiling(s), Walk-In Closet(s)
- Appliances: Built-In Oven, Cooktop, Dishwasher, Dryer, Washer
- Furnishings: Negotiable
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
Additional Information
- Shared Amenities: Clubhouse, Fitness Center, Gated, Maintenance, Pickleball Court(s), Pool, Recreation Facilities
- Security/Safety: Closed Circuit Camera(s), Gated Community, Security System
Exterior
- Exterior Features: Irrigation System, Sliding Doors
- Deck/Patio: Covered, Front Porch, Patio, Screened
- Porch/Patio/Deck: Covered, Front Porch, Patio, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Golf Cart Parking
Location
- Area: 33598 - Wimauma
- County: Hillsborough
- Development Name: 33598 - Wimauma
- Subdivision: FOREST BROOKE ACTIVE ADULT PHS
- Driving Directions: From I-75, take Exit 246 (Big Bend Rd) and head east. Continue on Big Bend Rd, then turn right onto US-301 S. Turn left onto 19th Ave NE, then right into the entrance for Southshore Bay. Continue through the gate and follow community roads to Windy Grove Dr. Property will be on the right.
- Direction Faces: West
Community
- Community Name: 33598 - Wimauma
- Community Features: Water Access, Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Restaurant
- Optional Amenities: Clubhouse, Fitness Center, Gated, Maintenance, Pickleball Court(s), Pool, Recreation Facilities
- Association: Yes
- Assoc. Name: Medley HOA - Castle Management
- Assoc. Fees Include: Cable TV, Internet, Maintenance Grounds, Pool Maintenance, Recreational Facilities
- Pet Restrictions: Buyer to verify with HOA
- Adult Community: Yes
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Canal/Lake For Irrigation, Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Natural Gas Connected, Phone Available, Public
Structural Information
- Exterior Const.: Stucco
- Roof: Tile
- Windows: Storm Window(s)
- Stories/Levels: One
- Square Feet: 2,651
- Sq. Ft. Source: Public Records
- Year Built: 2023
Lot Features
- Property View: Water
- Lot Size (Acres): 0.19
- Lot Size (Sq. Ft.): 8,400
- Lot Size: 8400
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Pond
- Water Front Desc.: Pond
Financial Considerations
- Association Fee: $328
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- CDD: Yes
- Tax Amount: $6,466
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: FOREST BROOKE ACTIVE ADULT PH 4 5B 6B 8B AND COLLECTOR RD 2ND EXT PH 2 LOT 7 BLOCK 38
- Flood Zone Info: X
- APN: U173220C6K00003800007.0
- Property ID: U173220C6K00003800007.0
- Block/Lot/Section: 38
Listed by Keller Williams South Shore
Get Pre-Approved Today
Schools
Schools serving 5336 Windy Grv Dr
School District:Hillsborough County School District
| Name | Grades | Distance |
|---|---|---|
Reddick Elementary School 325 West Lake Drive, Wimauma, FL 33598 | K-5 | 1.6 mi |
Shields Middle School 15732 Beth Shields Way, Ruskin, FL 33573 | 6-8 | 4.1 mi |
Jule F Sumner High School 10650 County Road 672, Riverview, FL 33579 | 9-12 | 5.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5336 Windy Grv Dr
Date
Details
Price
Change
Source
4/09/2026
Listed
$565,000
14.4%
MLS
3/31/2023
Sold
$493,900
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5336 Windy Grv Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,951
—
$321,241
3%
2024
$5,951
88%
$312,188
210%
2023
$3,165
275%
$100,800
1100%
2022
$845
—
$8,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5336 Windy Grv Dr
5336 Windy Grove Drive, Wimauma, FL 33598 (MLS# TB8494141) is a Single Family property with 3 bedrooms and 3 full bathrooms. 5336 Windy Grove Drive is currently listed for $565,000 and was received on April 09, 2026. Want to learn more about 5336 Windy Grove Drive? Do you have questions about finding other Single Family real estate for sale in Wimauma? You can browse all Wimauma real estate or contact a Coldwell Banker agent to request more information.

