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Hillsborough County Florida

Hillsborough County Sees Surge in Ultra-Luxury Real Estate Listings

December 25, 2025
Ultra-luxury mansion with pool and palm trees.
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Hillsborough County is experiencing an unprecedented wave of high-value real estate offerings, with several multi-million dollar properties hitting the market. These opulent estates showcase expansive grounds, bespoke architectural designs, and an array of luxury amenities, setting new benchmarks for the region’s luxury housing sector.

A Glimpse into Hillsborough’s Elite Market

  • Hillsborough County is witnessing a significant influx of high-priced real estate, including some of the most expensive listings in Tampa Bay’s history.

"The Oaks": A Lakeside Masterpiece

One of the most striking new listings is "The Oaks," a sprawling lakefront mansion situated on Lake Thonotosassa, the county’s largest lake. This estate boasts a quarter-mile of private lakefront, extensive grounds with 600 trees, a stable, barn, grazing pasture, and a two-story boat dock. The main residence is an impressive four-story, 27,152-square-foot home featuring eight bedrooms and eleven bathrooms, complemented by sixteen half-baths. The property also includes a separate two-story guest house, a pool house, a race track, and a workshop. Interior highlights include silk wallpaper, herringbone wood floors, a fitness room with spa amenities, a basement bowling alley, an indoor heated saltwater pool, and a full-size game room. The compound is owned by Don Wallace, founder of Lazy Days RV, and is poised to be one of the largest sales in Hillsborough County’s history.

The $38.5 Million Odessa Estate

Another remarkable property is a 16,114-square-foot house in rural Hillsborough County, listed for an astonishing $38.5 million. Located at 18725 Jiretz Road on 4.42 acres fronting Island Ford Lake, this newly constructed home, built in 2024, was designed by renowned architect Phil Kean. The resort-style residence features six bedrooms, seven full bathrooms, and three half-bathrooms, along with a six-car garage equipped for car lifts. Security is paramount, with the property fully enclosed by a stone wall and featuring gate access with facial recognition. Additional amenities include a movie theater, infinity pool, tennis and pickleball courts, a guest house, and an expansive 4,200-square-foot covered lanai. This listing marks a significant moment for Hillsborough County’s luxury market, which has historically seen fewer properties exceed the $10 million threshold compared to areas like Sarasota and Naples.

Sources

  • $17.5 million lakefront mansion for sale in Hillsborough Co., Tampa Bay 28.
  • Rural Hillsborough County house listed for $39 million, Business Observer.
  • $38.5 million Odessa mansion is Tampa Bay’s most expensive listing ever, Tampa Bay Times.

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