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Back 5209 Windy Grove Drive
Off Market

5209 Windy Grove Drive

Wimauma FL 33598

2
2
2
2562 sq. ft.
6000 sq. ft.
Single-Family
Last sold for $357,000
Lori BollingerLori Bollinger, last sold this property on 12 May 2026 after 69 days on market.

Overview

Welcome to this beautifully maintained 2-bedroom, 2-bathroom home with a versatile den and 2-car garage, offering the perfect blend of comfort, style, and low-maintenance living in desirable Medley at Southshore Bay, a 55+ active lifestyle community. This home features a flexible den just off the foyer, ideal for a home office, hobby space, or additional guest area. The open-concept layout seamlessly connects the fully equipped kitchen, complete with a stylish backsplash, quartz countertops and stainless-steel appliances, to the cozy dining area and spacious family room, creating an inviting space for everyday living and entertaining. Luxury vinyl plank flooring runs throughout the home, adding both durability and modern appeal. The private owner's suite offers a generous retreat with a large en-suite bathroom and walk-in closet, while the guest bedroom and full bath provide comfort and convenience for visitors. Step outside to enjoy the extended rear patio and sizable screened lanai, perfect for relaxing or hosting gatherings, all overlooking a private fenced yard. Additional upgrades include a 2025 HVAC system, Kinetico water softener system, and gutters for added peace of mind. Residents enjoy access to community amenities including a clubhouse, sparkling resort-style pool, café/bar, 6 pickleball courts, bocce ball courts, fitness room, billiards room and ballroom. Don't forget more fun at the 5-acre Lagoon pool and amenities at Southshore Bay including kayaking, swimming, paddleboarding and dining. Conveniently positioned near Sun City and between Sarasota and Tampa, Wimauma offers year-round sunshine with easy access to parks, golf courses, shopping, dining, and Gulf Coast beaches. This move-in ready home delivers comfort, convenience, and the Florida lifestyle you've been dreaming of!

Features

2 bedrooms
2 bathrooms
2 carspaces
2 garage spaces
2562 sq. ft. floor area
6000 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 2 bedroom single-family properties sold in Wimauma over the last 12 months, the estimated median property value of 5209 Windy Grove Drive is $360k.

Median value
$360k
Estimated value range
$260k - $735k
Median days on market
78
Estimated value trend
0%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Wimauma. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 5209 Windy Grove Drive

2026
Sold
$357,000
12 May 2026 by Lori Bollinger, of MICHAEL SAUNDERS & COMPANY
2023
Sold
$395,195
27 Mar 2023 by Lori Bollinger, of MICHAEL SAUNDERS & COMPANY

Happy sellers in Wimauma

78%
78% of sellers in Wimauma reported that their sale price either exceeded or met their price expectations.

Wimauma stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 22 reviews in Wimauma over the last 12 months.

Local market activity for 2 bedroom single-family properties in Wimauma

In the last 12 months, 25 two-bedroom single-family properties similar to 5209 Windy Grove Drive, have been sold.

This represents a 67% increase in two-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Wimauma

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Rey Rodriguez

Rey Rodriguez is a recommended agent for Wimauma.  They have 3 local sales and collected 3 local reviews across the last 12 months.

  •   5   (36 reviews)
  •  3 Reviews in Wimauma
  •  3 Sales in Wimauma
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Mario Banales

Mario Banales is an award winning recommended agent for Wimauma.  They have 3 local sales and collected 3 local reviews across the last 12 months.

  •   5   (79 reviews)
  •  3 Reviews in Wimauma
  •  3 Sales in Wimauma
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Jose Galarza

Sellers who recommend Jose Galarza have praised them for being local expert, responsive, clear communication, supportive, friendly, attentive, and well-prepared

  •   5   (66 reviews)
  •  3 Reviews in Wimauma
  •  3 Sales in Wimauma
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Ali Genc

Ali Genc is a recommended agent for Wimauma.  They have 2 local sales and collected 2 local reviews across the last 12 months.

  •   5   (26 reviews)
  •  2 Reviews in Wimauma
  •  2 Sales in Wimauma
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