- 3 beds
- 3 baths
- 2,651 sq ft
5336 Windy Grove Dr, Wimauma, FL, 33598
Community: Southshore Bay
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Home type
Single family
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Year built
2023
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Lot size
8,400 sq ft
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Price per sq ft
$213
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Taxes
$6466 / Yr
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HOA fees
$328 / Mo
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Last updated
Today
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Views
9
Questions? Call us: (727) 513-2427
Overview
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.
Interior
Appliances
- Built-In Oven, Cooktop, Dishwasher, Dryer, Washer
Bedrooms
- Bedrooms: 3
Bathrooms
- Total bathrooms: 3
- Full baths: 3
Laundry
- Gas Dryer Hookup
- Inside
- Laundry Room
- Washer Hookup
Cooling
- Central Air
Heating
- Central
Features
- Ceiling Fan(s), Dry Bar, Eat-in Kitchen, High Ceilings, Living/Dining Room, Open Floorplan, Main Level Primary, Vaulted Ceiling(s), Walk-In Closet(s)
Levels
- One
Size
- 2,651 sq ft
Exterior
Private Pool
- No
Patio & Porch
- Covered, Front Porch, Patio, Screened
Roof
- Tile
Garage
- Attached
- Garage Spaces: 3
- Golf Cart Parking
Carport
- None
Year Built
- 2023
Lot Size
- 0.19 acres
- 8,400 sq ft
Waterfront
- Yes
Water Source
- Canal/Lake for Irrigation,Public
Sewer
- Public Sewer
Community Info
HOA Information
- Association Fee: $328
- Association Fee Frequency: Monthly
- Association Fee 2: $272
- Association Fee Includes: Clubhouse, Fitness Center, Gated, Maintenance, Pickleball, Pool, Recreation Facilities, Cable TV, Internet, Maintenance Grounds, Pool(s), Recreation Facilities
Taxes
- Annual amount: $6,466.00
- Tax year: 2025
Senior Community
- Yes
Features
- Clubhouse, Fitness Center, Gated, Guarded Entrance, Golf Carts Permitted, Golf, Restaurant
Location
- City: Wimauma
- County/Parrish: Hillsborough
- Township: 32
Listing courtesy of: Madeline Richards-Paslay, KELLER WILLIAMS SOUTH SHORE, [email protected]
MLS ID: TB8494141
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of Apr 10, 2026, 11:05am PDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.
Southshore Bay Real Estate Agent
Want to learn more about Southshore Bay?
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Want to learn more about Southshore Bay?
Get in touch with a community real estate expert who can answer your questions, take you on a tour, and help you find the perfect home.
Get started today with your personalized 55+ search experience!
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Community Key Facts
Age Restrictions
- 55+
Amenities & Lifestyle
- See Southshore Bay amenities
- See Southshore Bay clubs, activities, and classes
Homes in Community
- Total Homes: 655
- Home Types: Single-Family, Attached
Gated
- Yes
Construction
- Construction Dates: 2017 - Present
- Builder: Lennar, WCI, D.R. Horton
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The following amenities are available to Southshore Bay - Wimauma, FL residents:
- Clubhouse/Amenity Center
- Restaurant
- Fitness Center
- Outdoor Pool
- Billiards
- Walking & Biking Trails
- Tennis Courts
- Pickleball Courts
- Bocce Ball Courts
- Volleyball Court
- Parks & Natural Space
- Outdoor Patio
- Pet Park
- Multipurpose Room
There are plenty of activities available in Southshore Bay. Here is a sample of some of the clubs, activities and classes offered here.
- Billiards
- Bocce Ball
- Pickleball
- Tennis
- Volleyball




