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.
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.
Property Details
Price:
$565,000
MLS #:
TB8494141
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
FOREST BROOKE ACTIVE ADULT PHS
Neighborhood:
33598wimauma
Listed Date:
Apr 9, 2026
Finished Sq Ft:
2,651
Total Sq Ft:
3,857
Lot Size:
8,400 sqft / 0.19 acres (approx)
Year Built:
2023
See this Listing
Schools
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Dryer, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central
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)
Laundry Features
Gas Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels
One
Exterior
Association Amenities
Clubhouse, Fitness Center, Gated, Maintenance, Pickleball Court(s), Pool, Recreation Facilities
Attached Garage YN
1
Community
55+
Community Features
Water Access, Clubhouse, Fitness Center, Gated Community – Guard, Golf Carts OK, Golf, Restaurant
Construction Materials
Stucco
Covered Spaces
3
Direction Faces
West
Exterior Features
Irrigation System, Sliding Doors
Garage Spaces
3
Lot Features
Landscaped
Parking Features
Golf Cart Parking
Patio And Porch Features
Covered, Front Porch, Patio, Screened
Roof
Tile
Security Features
Closed Circuit Camera(s), Gated Community, Security System
Senior Community YN
1
View
Water
Waterfront Features
Pond
Window Features
Storm Window(s)
Financial
HOA Fee
$328
HOA Fee 2
$272
HOA Fee 2 Frequency
Quarterly
HOA Fee Frequency
Monthly
HOA Includes
Cable TV, Internet, Maintenance Grounds, Pool Maintenance, Recreational Facilities
HOA Name
Medley HOA – Castle Management
HOA Name 2
Southshore Bay Community Association
HOA Phone
813-642-1104
Tax Year
2025
Taxes
$6,466
Map
Community
- Address5336 WINDY GROVE DRIVE WIMAUMA FL
- SubdivisionFOREST BROOKE ACTIVE ADULT PHS
- CityWIMAUMA
- CountyHillsborough
- Zip Code33598
Subdivisions in WIMAUMA
- AYERSWORTH GLEN
- AYERSWORTH GLEN PH 3A
- AYERSWORTH GLEN PH 3B
- AYERSWORTH GLEN PH 3C
- AYERSWORTH GLEN PH 4
- AYERSWORTH GLEN PH 5
- BALM GRV WEST
- BALM-BOYETTE AREA
- BERRY BAY
- BERRY BAY ESTATES
- BERRY BAY SUB
- BONITA SPGS
- 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
- 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 5A
- DG FARMS PH 5B
- DG FARMS PH 6A
- 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 EXT
- FOREST BROOKE ACTIVE ADULT PH
- FOREST BROOKE ACTIVE ADULT PH 6A AND 7
- FOREST BROOKE ACTIVE ADULT PH 6A AND 7 LOT 10 BLOC
- FOREST BROOKE ACTIVE ADULT PHA
- FOREST BROOKE ACTIVE ADULT PHS
- FOREST BROOKE PH 1A
- 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
- HIGHLAND ESTATES
- HIGHLAND ESTATES PH 2A
- HIGHLAND ESTATES PH 2B
- JONES REP
- LAKE WIMAUMA
- MEDLEY AT SOUTHSHORE BAY
- MIRABELLA
- MIRABELLA PH 2B
- RIVERRANCH PRESERVE
- RIVERRANCH PRESERVE PH 3
- SERENO
- SERENO PH 8A
- SOUTHSHORE BAY
- SOUTHSHORE BAY FOREST BROOKE ACTIVE ADULT PH
- STONERIDGE AT AYERSWORTH
- SUNDANCE TRAILS PH IIA IIB
- SUNDANCE UNIT 1
- SUNDANCE UNIT 3
- SUNDANCE UNIT 4
- SUNDANCE UNIT 5
- SUNDANCE UNIT 5X
- SUNSHINE VILLAGE PH 1A-1/1
- SUNSHINE VILLAGE PH 2
- 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 J PH 2
- 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 Apr 28, 2026
386
Single Family Listed
98
Avg DOM
200
Avg $ / SqFt
$429,137
Avg List Price
Property Summary
- Located in the FOREST BROOKE ACTIVE ADULT PHS subdivision, 5336 WINDY GROVE DRIVE WIMAUMA FL is a Single Family for sale in WIMAUMA, FL, 33598. It is listed for $565,000 and features 3 beds, 3 baths, and has approximately 2,651 square feet of living space, and was originally constructed in 2023. The current price per square foot is $213. The average price per square foot for Single Family listings in WIMAUMA is $200. The average listing price for Single Family in WIMAUMA is $429,137. To schedule a showing of MLS#tb8494141 at 5336 WINDY GROVE DRIVE in WIMAUMA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS SOUTH SHORE. 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. 5336 WINDY GROVE DRIVE
WIMAUMA, FL

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