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5336 Windy Grove Drive, 
Wimauma, FL 33598

$565,000


3

Beds


3

Baths


2,651

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Madeline Richards-Paslay

Gregory Richards

Keller Williams South Shore

Last updated:

May 25, 2026, 12:47 PM

MLS#

TB8494141

Source:

MFRMLS

About This Home

5336 Windy Grove Drive

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.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 2023

Price Summary

565,000

$213 per Sq. Ft.

MLS #:

TB8494141

Last Updated:

May 25, 2026, 12:47 PM

Added:

1 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,651 Sq. Ft.


Structure

Structure

Building Area:

3,857 Sq. Ft.

Year Built:

2023


Lot

Lot Size (Sq. Ft):

8,400


Finances & Disclosures

Finances

Price:

$565,000

Price per Sq. Ft:

$213 per Sq. Ft.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, 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 a Coldwell Banker affiliated agent 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®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.