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$1,410,000
4 Beds 3 Baths Country Club Add To Oldsmar Rev SubDv. 34677 Zip Code
Wake up to million-dollar views, and unwind with spectacular sunsets - this is the waterfront lifestyle you've been waiting for. This updated 4-bedroom, 3-bath pool home sits directly on Tampa Bay on an oversized lot along iconic Shore Drive in Oldsmar. Enjoy panoramic water views across the Bay from a home that's high and dry - built on an elevated slab that has never flooded, eliminating the need for stilts or the stairs that come with them. Inside, a welcoming foyer leads to the open-concept living and dining area, where sliding doors frame the scenic backdrop and open to the covered deck, pool, and backyard. The new kitchen features quartz countertops, premium cabinetry, and stainless steel appliances. Also on the first floor: a bedroom (or office) and a renovated full bath. Upstairs, the primary suite offers a private balcony with sweeping water views and an ensuite bath. Two additional bedrooms share an updated full bath. Fish, kayak, windsurf, or watch dolphins from your own backyard - or add a dock for boating. Prefer to launch nearby? The city’s boat ramp is just minutes away. This home is in Oldsmar’s most coveted neighborhood, surrounded by parks and close to everything: top-rated schools, walkable and golf cart-friendly streets, and easy access to dining, shopping, Tampa International Airport, and sparkling Gulf beaches. New seawall (2024). New pool pump (2024). New water heater (2024). Two new AC units (2022). Metal roof (2008). Hurricane shutters. Low-cost, transferable flood insurance. No HOA or CDD fees. Centrally-located waterfront homes with views like this are rare - schedule your private showing today and see it for yourself.

316 Shore Drive E, Oldsmar

$1,265,000
4 Beds 3 Baths Country Club Add To Oldsmar Rev SubDv. 34677 Zip Code
Welcome to your modern dream home—completely reimagined with a full 2024 designer remodel where no detail was overlooked. From the baseboards to the custom designer air vents, every finish has been thoughtfully curated and impeccably executed. The gourmet kitchen is a true showpiece, featuring full custom cabinetry with lighted drawers, newer appliances, and stunning high-end Essenza Quartzite waterfall countertops—an architectural statement rarely found outside luxury homes. Throughout the second and third floors, you’ll find polished 32x32 porcelain Onyx tile, complemented by sleek single-panel glass interior doors, designer chrome hardware, and all-new outlets, switches, and striking modern glass light fixtures and chandeliers. Every bathroom has been fully renovated with floating vanities, vessel sinks, LED mirrors, smart toilets, and all new fixtures and finishes. The primary suite offers a true retreat, featuring a dramatic three-sided gas fireplace that flows into a spa-inspired en suite with a custom concrete vanity by a local artist, freestanding soaking tub, and walk-in shower. The staircase is a statement in itself, finished with Calacatta Sunset quartz and floating frameless glass railings with chrome accents, echoed throughout the home’s balconies. Anchoring the main living space is a breathtaking 20-foot LED-lit accent wall—an unforgettable focal point that defines the home’s modern design. Situated on a full acre in the heart of Oldsmar, this property offers both luxury and freedom with no HOA. Flood insurance is approximately $800/year and transferable. The ground level features a versatile game room, gym, or flex space that opens to an expansive 1,400 sq ft paver pool deck with a two-story screened enclosure, outdoor kitchen & gorgeous pool & spa combo—perfect for entertaining and enjoying Florida living year-round. AC(2023), ROOF (2022), ELECTRIC PANEL (2023), HURRICANE RATED WINDOWS & SLIDERS (2017), POOL PUMP (2024), TANKLESS WATER HEATER (2018). Store your boat or RV on your one acre fully fenced and gated private lot. Close proximity to three waterfront parks, Pickleball, boat and kayak launch, fishing pier, restaurants, Tampa, International Airport, and the most beautiful beaches in the world. This home was meticulously designed and must be seen to be appreciated.

375 Wellington Avenue, Oldsmar

$900,000
2 Beds 2 Baths Country Club Add To Oldsmar Rev SubDv. 34677 Zip Code
The Ultimate Waterfront Canvas: 150ft of Panoramic Bay Frontage. Secure a legacy-grade homesite on one of the most expansive waterfront lots in Oldsmar. Situated on almost ¾ acre on the prettiest street in Oldsmar, 400 Shore Drive E offers a rare 150 feet of direct, unobstructed frontage on Safety Harbor. This is a premier opportunity for a visionary buyer or elite builder to bypass the limitations of existing construction and design a bespoke custom estate from the ground up. While the current structure is a teardown (sold as-is), its presence provides a significant footprint and potential impact fee advantages for your new architectural masterpiece. Experience total privacy and some of the most breathtaking, wide-water sunset views found anywhere in the Tampa Bay region. Just minutes from the refined trails of RE Olds Park and the area’s top dining, this location perfectly balances secluded coastal living with urban convenience. Don’t just buy a home—build a landmark on the water’s edge.

400 Shore Drive E, Oldsmar

$287,000
3 Beds 2 Baths Country Club Add To Oldsmar Rev SubDv. 34677 Zip Code
Prime investment opportunity in one of Oldsmar’s most desirable waterfront neighborhoods. This property, impacted by the 2024 hurricanes, offers strong upside potential for experienced investors or contractors ready to complete approximately $40,000 in remaining renovation work. The home sits on a generous lot with mature landscaping and a large detached two-car garage—ideal for use as a tradesman’s workshop, creative studio, or potential conversion into an accessory dwelling unit (ADU) for added income. Once restored, the residence can shine as a charming coastal retreat or profitable short-term rental. Surrounded by high-value homes and close to Tampa Bay’s shoreline, parks, and downtown Safety Harbor, this property presents both location and leverage. Cash or renovation financing buyers only. Bring your vision and unlock the value waiting at 421 Shore Dr.

421 Shore Drive E, Oldsmar