Idlewild On The Hillsborough Real Estate

Idlewild On The Hillsborough Real Estate

Welcome to Idlewild On The Hillsborough, a charming subdivision nestled in the heart of Tampa, Florida. This idyllic community offers residents a perfect blend of suburban tranquility and urban convenience.

Idlewild On The Hillsborough is located in Hillsborough County, known for its beautiful parks, top-rated schools, and vibrant cultural scene. Situated just a short drive from downtown Tampa, residents can enjoy easy access to a wide array of dining, shopping, and entertainment options.

The neighborhood features a variety of architectural styles, from modern townhomes to spacious single-family homes, ensuring there is something for everyone. With well-maintained streets, lush landscaping, and a strong sense of community, Idlewild On The Hillsborough provides a welcoming environment for families, professionals, and retirees alike.

Whether you're looking for a peaceful retreat or a place to raise a family, Idlewild On The Hillsborough offers the perfect setting to call home. Experience the best of Florida living in this charming subdivision in Tampa.

Newest Listings in Idlewild On The Hillsborough

5914 N Ola Avenue, Tampa
$449,000
3 Beds ⋅ 2 Baths ⋅ Idlewild On The Hillsborough SubDv. ⋅ 33604 Zip Code
Rare duplex opportunity in the heart of Seminole Heights that could easily be converted to a single family home, surrounded by continued neighborhood growth, new construction, and walkable access to nearby Henry & Ola Park. Set on a 9,270-square-foot lot with alley access and generous rear parking, this property offers both charm and long-term investment potential in one of Tampa’s most recognizable and evolving neighborhoods. The downstairs unit features two bedrooms and one bath, with a spacious kitchen and dining area, separate living room, and a large front porch. The upstairs unit offers one bedroom and one bath with a comfortable living and dining layout, plus its own balcony. With limited duplex inventory in the area, this is a rare opportunity for investors, owner-occupants, or buyers looking to secure a multi-unit property in a location surrounded by revitalization and new construction. The property is not currently tenant occupied, allowing for a quick and easy closing, as well as flexibility for the next owner’s plans. Henry & Ola Park is less than a quarter mile away, with local restaurants, shopping, ZooTampa, Raymond James Stadium, downtown Tampa, and I-275 all just minutes away. Additional updates and details include an updated electrical panel, trees trimmed back from the structure, shingle roof, termite tenting Scheduled for the first week of June 2026, and separate electric meters for each unit.

5914 N Ola Avenue, Tampa
1021 W Henry Avenue, Tampa
$2,699,000
4 Beds ⋅ 3 Baths ⋅ Idlewild On The Hillsborough SubDv. ⋅ 33604 Zip Code
LIVE THE RIVER LIFE IN THE HEART OF TAMPA Welcome to 1021 W Henry Avenue, a waterfront retreat set on an expansive double lot along the Hillsborough River, offering a rare combination of privacy, space and an incredible central Tampa location. Step outside and the river becomes your backyard. Launch right from home via your grandfathered dock and boat ramp with boat lift — 124 feet of private waterfront frontage — or spend the day kayaking, paddleboarding and fishing. Cruise the Hillsborough River toward the Riverwalk, Armature Works and Downtown Tampa, then come home to sunset views by the pool. With more than 4,000 square feet of flexible living space, the home is designed for entertaining and everyday living. Multiple living areas open to covered verandas overlooking the pool, backyard and river. The lower level offers additional living space with its own bedroom, bath, kitchen and private entrance, ideal for guests or extended family. Outside, enjoy a private resort-style setting behind a gated entry, with a sparkling pool and spa, covered pavilion, waterfront entertaining areas, 4-car garage, circular driveway and space for your boat or RV. Minutes from Seminole Heights, Tampa Heights, Armature Works and Downtown Tampa, this is where waterfront living meets city convenience.Boat to brunch. Relax by the pool. Watch the sunset over the river. You're not simply buying a home — you're buying the Tampa waterfront lifestyle.

1021 W Henry Avenue, Tampa
5914 N Ola Avenue, Tampa
$449,000
4 Beds ⋅ 3 Baths ⋅ Idlewild On The Hillsborough SubDv. ⋅ 33604 Zip Code
Rare duplex opportunity in the heart of Seminole Heights, surrounded by continued neighborhood growth, new construction, and walkable access to nearby Henry & Ola Park. Set on a 9,270-square-foot lot with alley access and generous rear parking, this property offers both charm and long-term investment potential in one of Tampa’s most recognizable and evolving neighborhoods. The downstairs unit features two bedrooms and one bath, with a spacious kitchen and dining area, separate living room, and a large front porch. The upstairs unit offers one bedroom and one bath with a comfortable living and dining layout, plus its own balcony. With limited duplex inventory in the area, this is a rare opportunity for investors, owner-occupants, or buyers looking to secure a multi-unit property in a location surrounded by revitalization and new construction. The property is not currently tenant occupied, allowing for a quick and easy closing, as well as flexibility for the next owner’s plans. Henry & Ola Park is less than a quarter mile away, with local restaurants, shopping, ZooTampa, Raymond James Stadium, downtown Tampa, and I-275 all just minutes away. Additional updates and details include an updated electrical panel, trees trimmed back from the structure, shingle roof, termite tenting Scheduled for the first week of June 2026, and separate electric meters for each unit.

5914 N Ola Avenue, Tampa
5924 River Terrace, Tampa
$1,000,000
Idlewild On The Hillsborough SubDv. ⋅ 33604 Zip Code
Exceptional opportunity to secure a prime piece of land thats perfect for a huge luxury estate, or 3 spacious new construction homes. With partial river views in one of Seminole Heights most desirable streets, this home is a rare piece of Tampa real estate. This property offers a rare combination of location, water proximity, and development potential, making it ideal for builders, investors, or those looking to build a one of a kind dream home. Positioned at the end of River Terrace, on a cul-de-sac, the lot provides scenic partial views of the river, adding a premium lifestyle element that will significantly enhance future resale value.The true value lies in its potential, this property can accommodate up to three homes, offering a unique opportunity to maximize density and return on investment. Whether you’re planning new construction for resale, long-term rental income, or a boutique development concept, the possibilities here are substantial. Located just minutes from Downtown Tampa, Armature Works, Ybor and the Riverwalk, this area continues to see strong growth, new construction activity, and increasing demand for homes near the water. With close proximity to major roadways, dining, entertainment, and Tampa’s vibrant urban core, this lot offers both lifestyle appeal and strong long-term upside. Opportunities to build multiple homes with river views in central Tampa are extremely limited, this is your chance to capitalize on a high-potential property. Bring your builder, your vision, and unlock the full value of this unique River Terrace opportunity. NOTE: when typing in the address to view the site, its the large round grass patch in the center of the cul-de-sac, NOT the 5924 river house...that portion is getting sub-divided off and not included.

5924 River Terrace, Tampa
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