Welcome to 17255 Holly Well Ave, a gorgeous 2024-built villa offering 1,614 sq. ft. of beautifully designed living space in Medley at Southshore Bay, a vibrant 55+ community located on the outskirts of Sun City Center. Situated on a desirable corner lot in a no-flood zone, this home combines modern finishes, energy efficiency, low-maintenance living, and an impressive resort lifestyle.
Step inside through the charming side-entry front door to an inviting open-concept living and dining area accented by crown molding throughout the entire home. The oversized kitchen is designed for both entertaining and everyday living, featuring quartz countertops, upgraded cabinetry, a gas range, generous workspace, and a large walk-in pantry. Smart-home technology, ultra-efficient features, natural gas, and a tankless water heater add convenience and efficiency.
The thoughtfully designed split-bedroom floor plan provides privacy, with two spacious bedrooms plus a versatile flex room that’s perfect for a home office, den, craft room, or hobby space. The primary suite offers an impressive 11-foot walk-in closet, while the ensuite bath features dual sinks and plenty of room to get ready.
One of the home’s best features is the outdoor living space. Step onto the screened lanai overlooking a large pond and enjoy peaceful water views—the perfect setting for morning coffee, evening cocktails, or simply relaxing and enjoying the Florida lifestyle.
Additional features include a tile roof, paver driveway, one-car garage with upgraded overhead storage, and low-maintenance villa living. The HOA makes ownership even easier by covering roof and exterior maintenance, landscaping, irrigation water, high-speed internet, and cable.
Living in Medley at Southshore Bay is about much more than the home. Residents enjoy a beautiful clubhouse, resort-style pool, pickleball courts, dog park, and access to the incredible Southshore Bay Lagoon, where you can enjoy water activities, entertainment, and live concerts—all without leaving your community.
If you’re looking for a nearly new Florida home where you can spend less time maintaining and more time enjoying life, 17255 Holly Well Ave delivers the perfect combination of comfort, style, water views, and resort-style 55+ living.
Step inside through the charming side-entry front door to an inviting open-concept living and dining area accented by crown molding throughout the entire home. The oversized kitchen is designed for both entertaining and everyday living, featuring quartz countertops, upgraded cabinetry, a gas range, generous workspace, and a large walk-in pantry. Smart-home technology, ultra-efficient features, natural gas, and a tankless water heater add convenience and efficiency.
The thoughtfully designed split-bedroom floor plan provides privacy, with two spacious bedrooms plus a versatile flex room that’s perfect for a home office, den, craft room, or hobby space. The primary suite offers an impressive 11-foot walk-in closet, while the ensuite bath features dual sinks and plenty of room to get ready.
One of the home’s best features is the outdoor living space. Step onto the screened lanai overlooking a large pond and enjoy peaceful water views—the perfect setting for morning coffee, evening cocktails, or simply relaxing and enjoying the Florida lifestyle.
Additional features include a tile roof, paver driveway, one-car garage with upgraded overhead storage, and low-maintenance villa living. The HOA makes ownership even easier by covering roof and exterior maintenance, landscaping, irrigation water, high-speed internet, and cable.
Living in Medley at Southshore Bay is about much more than the home. Residents enjoy a beautiful clubhouse, resort-style pool, pickleball courts, dog park, and access to the incredible Southshore Bay Lagoon, where you can enjoy water activities, entertainment, and live concerts—all without leaving your community.
If you’re looking for a nearly new Florida home where you can spend less time maintaining and more time enjoying life, 17255 Holly Well Ave delivers the perfect combination of comfort, style, water views, and resort-style 55+ living.
Property Details
Price:
$299,900
MLS #:
TB8542705
Status:
Active
Beds:
2
Baths:
2
Type:
Single Family
Subtype:
Villa
Subdivision:
MEDLEY AT SOUTHSHORE BAY
Neighborhood:
33598wimauma
Listed Date:
Aug 27, 2026
Finished Sq Ft:
1,614
Total Sq Ft:
1,974
Lot Size:
6,108 sqft / 0.14 acres (approx)
Year Built:
2024
See this Listing
Schools
Interior
Appliances
Convection Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
One
Exterior
Architectural Style
Florida
Association Amenities
Cable TV, Clubhouse, Fence Restrictions, Fitness Center, Gated, Maintenance, Pickleball Court(s), Pool, Racquetball, Security, Tennis Court(s)
Attached Garage YN
1
Common Walls
Corner Unit
Community
55+
Community Features
Clubhouse, Community Mailbox, Deed Restrictions, Dog Park, Fitness Center, Gated Community – Guard, Pool, Racquetball, Restaurant, Sidewalks, Tennis Court(s)
Construction Materials
Brick, Stucco
Covered Spaces
1
Direction Faces
South
Exterior Features
Hurricane Shutters, Lighting, Sidewalk
Garage Spaces
1
Lot Features
Corner Lot, Landscaped, Oversized Lot, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Guest, On Street
Patio And Porch Features
Covered, Patio, Rear Porch, Screened
Roof
Tile
Security Features
Gated Community, Key Card Entry, Smoke Detector(s)
Senior Community YN
1
Window Features
Blinds, Double Pane Windows, Insulated Windows, Window Treatments
Financial
HOA Fee
$432
HOA Fee 2
$236
HOA Fee 2 Frequency
Quarterly
HOA Fee Frequency
Monthly
HOA Includes
24-Hour Guard, Cable TV, Common Area Taxes, Community Pool, Insurance, Maintenance Structure, Maintenance Grounds, Pool Maintenance, Private Road, Recreational Facilities, Security, Sewer, Trash
HOA Name
Castle Management – Valerie
HOA Name 2
Southshore Bay HOA
HOA Phone
813-642-1104
Tax Year
2025
Taxes
$5,242
Map
Community
- Address17255 HOLLY WELL AVENUE WIMAUMA FL
- SubdivisionMEDLEY AT SOUTHSHORE BAY
- CityWIMAUMA
- CountyHillsborough
- Zip Code33598
Subdivisions in WIMAUMA
- 2XJ | WIMAUMA TOWN OF REVISED MAP
- AYERSWORTEH GLEN PH 3B
- 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 GROVE WEST
- BALM GRV WEST
- BALM-BOYETTE AREA
- BERRY BAY
- BERRY BAY ESTATES
- BERRY BAY SUB
- BERRY BAY SUBDIVISION VILLAGE 12 LOT 180
- BERRY BAY SUBDIVISION VILLAGES E G AND L
- BERRY BAY SUBDIVISION VILLAGES E, G, AND L
- BERRY BAY SUBDIVISION VILLAGES E, G, AND L C83
- BONITA SPGS
- CREEK PRESERVE
- CREEK PRESERVE PH 1 6 7 & 8
- CREEK PRESERVE PH 1 6-8
- CREEK PRESERVE PH 1-8
- CREEK PRESERVE PH 2 3 & 4
- CREEK PRESERVE PH 2-4
- CREEK PRESERVE PH 5
- CYPRESS RIDGE RANCH
- D9G | BERRY BAY PHASE 6 VILLAGE T
- DAVIS & DOWDELL ADD TO
- DAVIS AND DOWDELL ADDITION TO TOWN OF WIMAUMA
- DG FARMS PH 1A
- DG FARMS PH 2B
- DG FARMS PH 3A
- DG FARMS PH 4A
- DG FARMS PH 5A
- DG FARMS PH 5B
- DG FARMS PH 6B
- DG FARMS PH 7A
- DG FARMS PH 7B
- 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 PHASE 5A
- FOREST BROOKE ACTIVE ADULT PHS
- FOREST BROOKE PH 1B
- FOREST BROOKE PH 2A
- FOREST BROOKE PH 2B & 2C
- FOREST BROOKE PH 3B
- FOREST BROOKE PH 3C
- FOREST BROOKE PH 4B
- FOREST BROOKE PH 7A & 7B
- HIDDEN CREEK AT WEST LAKE
- HIGHLAND ESTATES
- HIGHLAND ESTATES PH 2A
- HIGHLAND ESTATES PH 2B
- HIGHLAND ESTATES PHASE 2A
- LAKE WIMAUMA
- MEDLEY AT SOUTHSHORE BAY
- MIRABELLA
- MIRABELLA PHASE 2B
- REGAL TWIN VILLAS
- RIVERRANCH PRESERVE
- RIVERRANCH PRESERVE PH 3
- SERENA PH 8A
- SERENO
- SERENO PH 8A
- SETH COUNTRY TRACTS
- SOUTHSHORE BAY
- SOUTHSHORE BAY – ACTIVE ADULT
- SOUTHSHORE BAY FOREST BROOKE ACTIVE ADULT PH
- STONERIDGE AT AYERSWORTH
- SUNDANCE TRAILS PH 1A & 1B
- SUNDANCE TRAILS PH IIA IIB
- SUNDANCE UNIT 2
- SUNDANCE UNIT 3
- SUNDANCE UNIT 4
- SUNDANCE UNIT 5
- SUNSHINE VILLAGE PH 1A-1/1
- SUNSHINE VILLAGE PH 1B-2
- SUNSHINE VILLAGE PH 2
- SUNSHINE VILLAGE PH 3A &
- SUNSHINE VILLAGE PH 3B
- SWEAT FARMS PLATTED SUBDIVISIO
- UNPLATTED
- VALENCIA DEL SOL
- VALENCIA DEL SOL PH 1
- VALENCIA DEL SOL PH 2
- VALENCIA DEL SOL PH 3B
- VALENCIA DEL SOL PH 3C
- VALENCIA LAKES
- VALENCIA LAKES PH 02
- VALENCIA LAKES PH 1
- VALENCIA LAKES PH 2
- 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 MM PH 3
- VALENCIA LAKES TR N
- VALENCIA LAKES TR O
- VISTA PALMS
- WEST LK PH 1
- WILLOW SHORES
- WIMAUMA TOWN OF REV MAP
Market Summary
Current real estate data for Single Family in WIMAUMA as of Sep 10, 2026
322
Single Family Listed
103
Avg DOM
202
Avg $ / SqFt
$424,479
Avg List Price
Property Summary
- Located in the MEDLEY AT SOUTHSHORE BAY subdivision, 17255 HOLLY WELL AVENUE WIMAUMA FL is a Single Family for sale in WIMAUMA, FL, 33598. It is listed for $299,900 and features 2 beds, 2 baths, and has approximately 1,614 square feet of living space, and was originally constructed in 2024. The current price per square foot is $186. The average price per square foot for Single Family listings in WIMAUMA is $202. The average listing price for Single Family in WIMAUMA is $424,479. To schedule a showing of MLS#tb8542705 at 17255 HOLLY WELL AVENUE in WIMAUMA, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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Courtesy of RE/MAX REALTY UNLIMITED. 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. 17255 HOLLY WELL AVENUE
WIMAUMA, FL