Under contract-accepting backup offers. 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, cafĂ©/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!
Property Details
Price:
$360,000
MLS #:
A4684668
Status:
Pending
Beds:
2
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
FOREST BROOKE ACTIVE ADULT
Neighborhood:
33598wimauma
Listed Date:
Mar 3, 2026
Finished Sq Ft:
1,761
Total Sq Ft:
2,562
Lot Size:
6,000 sqft / 0.14 acres (approx)
Year Built:
2023
PoolCommunity GatedCommunity Club HouseCommunity 55 Plus33598 – Wimauma33598wimaumaForest Brooke Active AdultRefer To Hoa Documents. Buyer Responsible For Verifying All Information Pertaining To This Property.8-12 MonthsPets Allowed
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Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Tankless Water Heater, Washer, Water Softener
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Luxury Vinyl
Heating
Central, Electric, Natural Gas
Interior Features
Ceiling Fan(s), Crown Molding, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
One
Exterior
Association Amenities
Clubhouse, Fitness Center, Gated, Pickleball Court(s), Pool
Attached Garage YN
1
Community
55+
Community Features
Clubhouse, Community Mailbox, Deed Restrictions, Dog Park, Fitness Center, Gated Community – Guard, Golf Carts OK, Pool, Restaurant, Sidewalks, Special Community Restrictions
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
Northwest
Exterior Features
Hurricane Shutters, Lighting, Sidewalk, Sliding Doors
Fencing
Fenced
Garage Spaces
2
Lot Features
Sidewalk, Unincorporated
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Roof
Tile
Senior Community YN
1
Financial
HOA Fee
$328
HOA Fee 2
$236
HOA Fee 2 Frequency
Quarterly
HOA Fee Frequency
Monthly
HOA Includes
Community Pool, Maintenance Grounds, Private Road, Recreational Facilities
HOA Name
Castle Management Group
HOA Name 2
Southshore Bay Club
HOA Phone
813-642-1104
HOA Phone 2
813-565-4663
Tax Year
2025
Taxes
$6,003
Map
Community
- Address5209 WINDY GROVE DRIVE WIMAUMA FL
- SubdivisionFOREST BROOKE ACTIVE ADULT
- CityWIMAUMA
- CountyHillsborough
- Zip Code33598
Subdivisions in WIMAUMA
- AMBER SWEET FARMS UNIT 2
- AYERSWORTH GLEN
- AYERSWORTH GLEN PH 38
- AYERSWORTH GLEN PH 3A
- AYERSWORTH GLEN PH 3B
- AYERSWORTH GLEN PH 3C
- AYERSWORTH GLEN PH 4
- AYERSWORTH GLEN PH 5
- BALM GROVE
- BALM GRV WEST
- BALM-BOYETTE AREA
- BERRY BAY
- BERRY BAY ESTATES
- BERRY BAY SUB
- BERRY BAY SUBDIVISION VILLAGES
- BERRY BAY SUBDIVISION VILLAGES E, G, AND L C83
- BONITA SPGS
- C90 | FOREST BROOKE ACTIVE ADULT PH 6A AND 7
- CAPPS ESTATES
- CREEK PRESERVE
- CREEK PRESERVE PH 1 6 7 & 8
- CREEK PRESERVE PH 1 6 7 8
- CREEK PRESERVE PH 1 6-8
- CREEK PRESERVE PH 2 3 & 4
- CREEK PRESERVE PH 2-4
- CREEK PRESERVE PH 5
- CREEK PRESERVE PH 9
- CREEK PRESERVE PHASES 2 3 AND 4
- CYPRESS RIDGE RANCH
- DAVIS & DOWDELL ADD TO
- DAVIS AND DOWDELL ADDITION TO TOWN OF WIMAUMA
- DG FARMS
- DG FARMS PH 1A
- DG FARMS PH 1B
- DG FARMS PH 2B
- DG FARMS PH 3A
- DG FARMS PH 3B
- DG FARMS PH 4A
- DG FARMS PH 4B
- DG FARMS PH 5B
- DG FARMS PH 6B
- DG FARMS PH 7A
- DG FARMS PH 7B
- FOREST BROOKE
- FOREST BROOKE ACTIVE ADULT
- FOREST BROOKE ACTIVE ADULT 2ND
- FOREST BROOKE ACTIVE ADULT PH
- FOREST BROOKE ACTIVE ADULT PH 6A AND 7 LOT 10 BLOC
- FOREST BROOKE ACTIVE ADULT PHA
- FOREST BROOKE ACTIVE ADULT PHASE 5A
- FOREST BROOKE ACTIVE ADULT PHS
- FOREST BROOKE ACTIVE ADULT PHS/MEDLEY AT SOUTHSHOR
- FOREST BROOKE PH 1B
- FOREST BROOKE PH 2A
- FOREST BROOKE PH 2B & 2C
- FOREST BROOKE PH 3C
- FOREST BROOKE PH 4A
- FOREST BROOKE PH 4B
- FOREST BROOKE PH 4B SOUTHSHORE BAY
- FOREST BROOKE PH 7A & 7B
- FOREST BROOKE PHASE 4A
- FOREST BROOKE SOUTHSHORE BAY
- HARRELL ESTATES
- HIDDEN CREEK AT WEST LAKE
- HIGHLAND ESTATES
- HIGHLAND ESTATES PH 2A
- HIGHLAND ESTATES PH 2B
- JONES REP
- LAKE WIMAUMA
- MEDLEY AT SOUTHSHORE BAY
- MIRABELLA
- MIRABELLA PH 2B
- REGAL TWIN VILLAS PH 1
- RIVERRANCH PRESERVE
- RIVERRANCH PRESERVE PH 3
- SERENO
- SERENO PH 8A
- SOUTHSHORE BAY
- SOUTHSHORE BAY FOREST BROOKE ACTIVE ADULT PH
- SUNDANCE TRAILS PH IIA IIB
- SUNDANCE UNIT 1
- SUNDANCE UNIT 3
- SUNDANCE UNIT 4
- SUNDANCE UNIT 5
- SUNSHINE VILLAGE PH 1A-1/1
- SUNSHINE VILLAGE PH 2
- SUNSHINE VILLAGE PH 2 – VISTA PALMS
- SUNSHINE VILLAGE PH 3A &
- SUNSHINE VILLAGE PH 3A & 4
- SUNSHINE VILLAGE PH 3B
- SWEAT FARMS PLATTED SUBDIVISIO
- UNPLATTED
- VALENCIA DEL SOL
- VALENCIA DEL SOL PH 1
- VALENCIA DEL SOL PH 3B
- VALENCIA DEL SOL PH 3C
- VALENCIA LAKES
- VALENCIA LAKES PH 1
- VALENCIA LAKES PH 2
- VALENCIA LAKES PHASE 1
- VALENCIA LAKES TR C
- VALENCIA LAKES TR H PH 1
- VALENCIA LAKES TR I
- VALENCIA LAKES TR J PH 1
- VALENCIA LAKES TR K
- VALENCIA LAKES TR M
- VALENCIA LAKES TR MM PH
- VALENCIA LAKES TR O
- VALENCIA LAKES TR P
- VISTA PALMS
- WEST LAKE
- WILLOW SHORES
- WIMAUMA TOWN OF REV MAP
Market Summary
Current real estate data for Single Family in WIMAUMA as of May 05, 2026
372
Single Family Listed
101
Avg DOM
200
Avg $ / SqFt
$428,384
Avg List Price
Property Summary
- Located in the FOREST BROOKE ACTIVE ADULT subdivision, 5209 WINDY GROVE DRIVE WIMAUMA FL is a Single Family for sale in WIMAUMA, FL, 33598. It is listed for $360,000 and features 2 beds, 2 baths, and has approximately 1,761 square feet of living space, and was originally constructed in 2023. The current price per square foot is $204. The average price per square foot for Single Family listings in WIMAUMA is $200. The average listing price for Single Family in WIMAUMA is $428,384. To schedule a showing of MLS#a4684668 at 5209 WINDY GROVE DRIVE in WIMAUMA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of MICHAEL SAUNDERS & COMPANY. 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 CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti 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. 5209 WINDY GROVE DRIVE
WIMAUMA, FL
