17255 Holly Well Ave, photo 1
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Overview

2 bd2 ba1,614 sqft1 car garageVilla
TypeVilla
HOA$432/mo
Built2024
Lot6,108 sqft
Living area1,614 sqft
Price / sqft$185
Garage1 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Crown MoldingEat-in KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main Floor

17255 Holly Well Ave is a 2024-built home in Medley At Southshore Bay, Wimauma. Inside you'll find 2 bedrooms, 2 bathrooms, and 1,614 square feet of living space. Listed at $298,900 (about $185/sqft), 49 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $432 monthly.

From the listing

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.

The essentials

Built
2024
Price / sqft
$185
On market
49 days
Annual tax
$5,242
HOA
$432/mo
Flood zone
X · Low risk
Lot
6,108 sqft
Type
Villa

At a glance

Villa
Built 2024
Community pool
Fitness center too
1 car garage
Driveway
6,108 sqft lot
Lot size
1,614 sqft
Living area

Payment

Est. monthly payment
$2,577/mo
Down payment (20%)
$59,780
Property taxes
$437/mo
HOA
$432/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Villa
Year Built
2024
Lot
6,108 sqft
Cooling
Central Air
Heating
Central
Parking
Driveway, Garage Door Opener, Garage Faces Side, Guest, On Street
Days on Market
49
Ceiling Fans(s)
Crown Molding
Eat-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
Hurricane Shutters
Lighting
Sidewalk
Clubhouse
Community Mailbox
Deed Restrictions
Dog Park
Fitness Center
Gated Community - Guard
Pool
Racquetball
Restaurant
Sidewalks
Tennis Court(s)
Convection Oven
Dishwasher
Disposal
Dryer
Exhaust Fan
Microwave
Range Hood
Refrigerator
Tankless Water Heater
Washer
Homestead exemption on file In a CDD (Community Development District) Flood Zone X
Annual Tax (2025)
$5,242
Parcel #
U-17-32-20-C9Y-000043-00027.0

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Medley At Southshore Bay
County
Hillsborough
MLS Area
33598 - Wimauma
Lot Size
6,108 sqft
Corner LotLandscapedOversized LotSidewalkPaved
HOA
$432/mo
Castle Management - Valerie

Price history

Date
Event
Price
9/28/2026
Price change
Source: Stellar MLS #TB8542705
$298,900-0.3%
$185/sqft
8/26/2026
Listed for sale
Source: Stellar MLS #TB8542705
$299,900-7.4%
$186/sqft
2/28/2024
Sold
Source: Hillsborough County Public Record
$324,000
$201/sqft

Neighborhood

17255 Holly Well Ave
Wimauma, FL, 33598 · 33598 - Wimauma

Market insights

Offer Insights

Choose an offer strength

List price: $298,900
$297,500 – $298,900
99.5% – 100% of listTops out right at the list price
80% of listList price
19 of the last 30 townhouse or villa closings in 33598 landed at this number or higher (63%). The median one sat 49 days before it went under contract, and this one is on day 49 after a $1,000 cut.

Sample: 30 closed townhouse or villa sales in 33598 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$2,577/mo
Principal & interest$1,559
Property taxes$437
Insurance$149
HOA$432
Down payment20% · $59,780
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$298,900

$185 per sq ft

Beds and baths

2 beds, 2 baths

Size

1,614 sq ft

Time on market

49 days

Year built

2024

Monthly payment

About $2,577/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $5,242 annual tax bill, insurance, and the $432/mo HOA fee.

HOA fee

$432/mo

Managed by Castle Management - Valerie.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byRE/MAX REALTY UNLIMITEDListing agent: Jill AubinListing data from Stellar MLS, MLS# TB8542705.

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