17255 Holly Well Ave
What stands out about this home
About this property
COME FOR THE HOME, STAY FOR THE NEIGHBORS, FRIENDSHIPS, AND LIFESTYLE. There’s something special about life on this street in Medley, where neighbors quickly become friends and a welcoming sense of community makes it easy to feel right at home. Whether you’re enjoying neighborhood get-togethers, taking advantage of the many activities and amenities, or simply relaxing with friends, this is more than a place to live—it’s a lifestyle to enjoy. 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.
Property details
All features →
- Hurricane shutters
- Lighting
- Sidewalk
- Ceiling fans
- Crown molding
- Eat-in kitchen
- High ceilings
- Living/dining combo
- Open floorplan
- Primary bedroom main floor
- Split bedroom
- Stone counters
- Thermostat
- Walk-in closets
- Window treatments
- Convection oven
- Dishwasher
- Disposal
- Dryer
- Exhaust fan
- Microwave
- Range hood
- Refrigerator
- Tankless water heater
- Washer
- Carpet flooring
- Tile flooring
- Central air conditioning
- Central heating
- Tile roof
- Slab foundation
- Brick construction
- Stucco construction
- Single story
- Laundry room
- Cable connected
- Electricity connected
- Fire hydrant
- Natural gas connected
- Public utilities
- Water connected
- Gated community
- Key card entry
- Smoke detectors
- Garage
- Quartz countertops
The market for homes like this
Wimauma, as its listings describe it
Price and time on market
Cost of ownership
Living in Wimauma
Wimauma homes sold for a median of $351,540 in the 12 months to Oct. 11, 2026.
291 salesThat's 0.4% above the median for the 12 months before, $350,000.
291 sales this year · 391 sales the prior yearSingle-family detached homes made up 271 of the 291 sales in the same 12 months, at a median of $356,005.
271 of 291 salesLocation
17255 HOLLY WELL AVE, WIMAUMA, FL 33598
Nearby homes for sale in Wimauma
- 2 bed, 2 bath villa1,636 sq ft · $299,000Wimauma 33598 · Listed by 27NORTH REALTY
- 3 bed, 2 bath single-family home1,672 sq ft · $297,900Wimauma 33598 · Listed by YELLOWFIN REALTY
- 3 bed, 2 bath single-family home1,516 sq ft · $300,000Wimauma 33598 · Listed by BRIGHT SUN REALTY INC
- 3 bed, 2 bath single-family home1,451 sq ft · $295,000Wimauma 33598 · Listed by ELITE KY HOMES, LLC
- 4 bed, 3 bath single-family home2,546 sq ft · $290,400Wimauma 33598 · Listed by KELLER WILLIAMS SOUTH SHORE
- 4 bed, 2 bath single-family home1,936 sq ft · $309,900Wimauma 33598 · Listed by TROPIC SHORES REALTY LLC
Based on information from Stellar MLS® for the period May 30, 2019 through October 11, 2026.
Listings courtesy of Stellar MLS as distributed by MLS GRID
HomeProp is a licensed Florida real estate brokerage (License CQ1055163). Regulated by the Florida Real Estate Commission (FREC), 400 W Robinson St, Orlando, FL 32801. All information deemed reliable but not guaranteed.