Welcome to elevated Florida living in the highly sought-after 55+ community of Medley at Southshore Bay — where resort-style amenities, low-maintenance living, and designer upgrades come together beautifully at 17418 Hollywell Ave.
This beautifully upgraded home offers the perfect blend of comfort, style, and lifestyle. From the moment you walk in, you’ll notice the calming designer paint palette, upgraded lighting, and thoughtful finishes that make this home feel like a private retreat. The kitchen is a standout feature with premium KitchenAid appliances, gorgeous cabinetry, and an open-concept layout perfect for entertaining or quiet nights at home.
The flex room has been beautifully enclosed with custom barn doors, creating the ideal office, guest space, hobby room, or cozy den. The primary suite features a custom-designed closet that adds both luxury and functionality, while the fenced backyard provides privacy and space to relax outdoors.
But what truly sets this home apart is the lifestyle that comes with it. Your HOA includes high-speed internet, cable, and premium streaming services including Disney+, Hulu, Paramount+, and more — making everyday living both convenient and cost-effective. Residents also enjoy access to the incredible crystal lagoon with guest passes for visiting family and friends, a resort-style clubhouse, fitness center, pickleball courts, social events, and a gated golf-cart-friendly community designed for active living and connection. Lawn maintenance is included, giving you more time to enjoy the Florida lifestyle instead of maintaining it.
Why wait to build when this home already offers the upgrades, privacy, and move-in-ready features buyers are searching for — all in one of the area’s most vibrant resort-style communities?
Sellers are Offering to Pay the Capital Contribution Fee for the Buyers at Closing!!! A $2200 SAVINGS!
This beautifully upgraded home offers the perfect blend of comfort, style, and lifestyle. From the moment you walk in, you’ll notice the calming designer paint palette, upgraded lighting, and thoughtful finishes that make this home feel like a private retreat. The kitchen is a standout feature with premium KitchenAid appliances, gorgeous cabinetry, and an open-concept layout perfect for entertaining or quiet nights at home.
The flex room has been beautifully enclosed with custom barn doors, creating the ideal office, guest space, hobby room, or cozy den. The primary suite features a custom-designed closet that adds both luxury and functionality, while the fenced backyard provides privacy and space to relax outdoors.
But what truly sets this home apart is the lifestyle that comes with it. Your HOA includes high-speed internet, cable, and premium streaming services including Disney+, Hulu, Paramount+, and more — making everyday living both convenient and cost-effective. Residents also enjoy access to the incredible crystal lagoon with guest passes for visiting family and friends, a resort-style clubhouse, fitness center, pickleball courts, social events, and a gated golf-cart-friendly community designed for active living and connection. Lawn maintenance is included, giving you more time to enjoy the Florida lifestyle instead of maintaining it.
Why wait to build when this home already offers the upgrades, privacy, and move-in-ready features buyers are searching for — all in one of the area’s most vibrant resort-style communities?
Sellers are Offering to Pay the Capital Contribution Fee for the Buyers at Closing!!! A $2200 SAVINGS!
Property Details
Price:
$410,000
MLS #:
TB8464345
Status:
Active
Beds:
2
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
MEDLEY AT SOUTHSHORE BAY
Neighborhood:
33598wimauma
Listed Date:
Jan 14, 2026
Finished Sq Ft:
1,956
Total Sq Ft:
2,763
Lot Size:
6,000 sqft / 0.14 acres (approx)
Year Built:
2024
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Electric
Interior Features
Ceiling Fan(s), High Ceilings, In Wall Pest System, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
Laundry Features
Gas Dryer Hookup, Laundry Room, Washer Hookup
Levels
One
Exterior
Association Amenities
Cable TV, Clubhouse, Fence Restrictions, Fitness Center, Gated, Lobby Key Required, Park, Pickleball Court(s), Pool, Recreation Facilities, Vehicle Restrictions
Attached Garage YN
1
Community
55+
Community Features
Association Recreation – Owned, Clubhouse, Community Mailbox, Deed Restrictions, Dog Park, Fitness Center, Gated Community – Guard, Gated Community – No Guard, Golf Carts OK, Pool, Restaurant, Sidewalks
Construction Materials
Block
Covered Spaces
2
Direction Faces
North
Exterior Features
Hurricane Shutters, Irrigation System, Private Entrance, Private Yard, Sidewalk, Sliding Doors
Garage Spaces
2
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Roof
Tile
Senior Community YN
1
Financial
HOA Fee
$482
HOA Fee 2
$236
HOA Fee 2 Frequency
Quarterly
HOA Fee Frequency
Monthly
HOA Includes
24-Hour Guard, Cable TV, Community Pool, Escrow Reserves Fund, Internet, Maintenance Grounds, Manager, Pool Maintenance, Private Road, Recreational Facilities
HOA Name
Castle Management
HOA Name 2
Kai Management Southshore Bay
HOA Phone
813-642-1101
HOA Phone 2
813-565-4663
Tax Year
2025
Taxes
$7,819
Map
Community
- Address17418 HOLLY WELL AVENUE WIMAUMA FL
- SubdivisionMEDLEY AT SOUTHSHORE BAY
- 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 Jun 21, 2026
341
Single Family Listed
108
Avg DOM
203
Avg $ / SqFt
$439,052
Avg List Price
Property Summary
- Located in the MEDLEY AT SOUTHSHORE BAY subdivision, 17418 HOLLY WELL AVENUE WIMAUMA FL is a Single Family for sale in WIMAUMA, FL, 33598. It is listed for $410,000 and features 2 beds, 2 baths, and has approximately 1,956 square feet of living space, and was originally constructed in 2024. The current price per square foot is $210. The average price per square foot for Single Family listings in WIMAUMA is $203. The average listing price for Single Family in WIMAUMA is $439,052. To schedule a showing of MLS#tb8464345 at 17418 HOLLY WELL AVENUE in WIMAUMA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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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. 17418 HOLLY WELL AVENUE
WIMAUMA, FL

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