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5 Beds ⋅ 3 Baths ⋅ Cross Pointe SubDv. ⋅ 34677 Zip Code

Welcome to this beautifully refreshed 5 bedroom, 3 bathroom, 3 car garage pool home nestled within the highly sought-after, gated community of East Lake Woodlands! Offering an exceptional blend of space, comfort, and Florida living, this move in ready residence has recently undergone a stunning makeover and is ready for its new owners! Thoughtfully designed with a desirable three-way split floor plan, this home provides both privacy and functionality, making it ideal for everyday living and entertaining. Upon entering, you're greeted by a spacious formal living and dining area with sliding glass doors that invite you to your private outdoor oasis. The expansive family room seamlessly connects to the kitchen, where soaring ceilings and an abundance of natural light create a bright and inviting atmosphere. The kitchen is an entertainer's dream, featuring quartz counters, stainless steel appliances and a breakfast nook. Retreat to the private primary suite, thoughtfully positioned on its own side of the home, featuring a spacious walk-in closet and an ensuite bathroom complete with dual vanities, a relaxing freestanding soaking tub, a walk-in shower with dual showerheads, and a private water closet. Two additional generously sized bedrooms share a conveniently located bathroom, while a separate area offers another bedroom and adjacent full bathroom. Step outside and experience Florida living at its finest! Your private backyard retreat features a sparkling swimming pool, generous covered entertaining space, and a brand-new outdoor kitchen, creating the perfect setting for weekend barbecues, hosting friends and family, or simply unwinding in your own tropical escape. Additional highlights include a spacious three-car garage offering plenty of room for vehicles, storage, and recreational equipment. Located within the prestigious East Lake Woodlands community, residents enjoy the privacy of gated living surrounded by beautiful landscaping and an established neighborhood atmosphere. Optional country club memberships provide access to an array of amenities, including championship golf, tennis, dining, social events, and recreational activities, with various membership opportunities available to suit your lifestyle. Freshly updated, thoughtfully designed, and perfectly suited for the Florida lifestyle, this East Lake Woodlands gem is ready to welcome you home. Schedule your private showing today!

4878 Sherbrook Drive, Oldsmar

$1,050,000

5 Beds ⋅ 5 Baths ⋅ Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code

Rare New Construction with a Detached ADU in Oldsmar’s Historic District! Welcome to 401 Park Blvd, a stunning custom-built 2025 residence offering luxury, resilience, flexibility, and exceptional location. Situated on a quiet street in Oldsmar’s charming Historic District, this home places you minutes from waterfront parks, trails, local restaurants, and community events, while offering convenient access to both Tampa and St. Petersburg. The main residence features 4 bedrooms, 3.5 bathrooms, a 3-car garage, and over 3,000 sq ft of beautifully designed living space, with 10-foot ceilings, expansive windows, elegant finishes, and an open-concept layout. The chef’s kitchen is the heart of the home, featuring Bosch appliances, quartz waterfall island, custom cabinetry, and a spacious butler’s pantry. A standout feature is the detached 1-bedroom, 1-bath ADU/garage apartment, offering approximately 780 sq ft of private living space with its own AC and water heater. This separate apartment creates exceptional flexibility for multi-generational living, an in-law suite, private guest accommodations, a home office, or potential rental/income-producing use—a valuable feature rarely found in brand-new construction. Built for Florida living and peace of mind, the home sits at approximately a 12-foot elevation and features solid concrete block construction, full impact-rated windows and doors, and spray foam insulation for added durability and energy efficiency. Outdoor living includes covered front porche, and lanai, paver driveway, irrigation system, lush landscaping, and privacy fencing. Enjoy the ability to bike or walk to R.E. Olds Park, waterfront trails, and Oldsmar’s historic downtown area. Location is a major advantage: approximately 20 minutes to Downtown Tampa and Tampa International Airport, with easy access to Clearwater, Honeymoon Island, St. Petersburg, and Tampa Bay’s renowned beaches and waterfront destinations. Positioned between Hillsborough and Pinellas Counties, Oldsmar offers the rare combination of historic charm, modern convenience, and easy access to everything Tampa Bay has to offer. A truly unique opportunity to own brand-new luxury construction with a separate ADU in one of Oldsmar’s most desirable and character-rich locations.

401 Park Boulevard, Oldsmar

$559,000

5 Beds ⋅ 3 Baths ⋅ Oldsmar Rev Map SubDv. ⋅ 34677 Zip Code

MOTIVATED SELLER! Will consider owner financing or partial property trade. Charming older block home. 5 bedroom 3 bath ranch style home in Historic Part of Oldsmar. 300 yds from Tampa Bay and 2 blocks from an "A" rated Elementary School. Home has several upgrades but needs a little TLC. Home sits on 2 lots, and the vacant Lot 13 is available for separate purchase at $349k. You can purchase the house on Lot 12 only for $449k and a leaseback of Lot 13. Water view lots!!

604 Chestnut Street, Oldsmar

$299,900

5 Beds ⋅ 4 Baths ⋅ Oldsmar Revised Map SubDv. ⋅ 34677 Zip Code

Exceptional builder or investor opportunity in a prime Oldsmar location! Situated on an oversized 11,347 sq. ft. lot directly across from scenic R.E. Olds Park, this property offers partial water views of Tampa Bay, park views, and outstanding redevelopment or renovation potential. The existing structure includes a 3-bedroom, 2-bath upper level plus two 1-bedroom, 1-bath lower-level units, offering multiple possibilities for redevelopment or renovation (buyer to verify permitted use). Additional features include a 2-car carport and a concrete block storage building. Enjoy a golf cart-friendly community with walking trails, fishing pier, playgrounds, picnic shelters, and year-round events just across the street. Cash offers only. Property is being sold As Is with no repairs. Conveniently located with easy access to Tampa, St. Petersburg, Tampa International Airport, and Gulf beaches.

613 Chestnut Street, Oldsmar

$1,100,000

5 Beds ⋅ 3 Baths ⋅ Turtle Creek Unit-One SubDv. ⋅ 34677 Zip Code

Experience exceptional golf course living at Eastlake Woodlands, Premier Turtle Creek Subdivision, where privacy, sophistication, and stunning views of the Ardea Country Club North Course Signature Hole #10 await you in this stylish, previous model home 5-bedroom, 3-bath home with a 3-car garage. Set within a gated community, this former model residence greets you with an impressive marble foyer and sweeping vistas of the greens. Inside, high ceilings, newly painted interiors, and a spacious floor plan cater to both entertaining guests and everyday comfort. The gourmet kitchen is equipped with stainless steel appliances, pristine tile countertops, a roomy pantry, center island, and bar seating that connects seamlessly to the inviting gathering room and breakfast nook. The expansive gathering area showcases dramatic vaulted ceilings, a fireplace, a wet bar, and windows that perfectly frame the peaceful golf course backdrop. Step outdoors to your own tranquil retreat—a large paver lanai featuring a pool, spa, and panoramic screened enclosure—ideal for relaxation or hosting friends. The elegant primary suite includes a cozy sitting alcove, workspace, custom walk-in closet, and a luxurious en-suite bath with marble finishes, garden tub, walk-in shower, and private water closet. The home’s split bedroom design offers flexibility, including a versatile office or fifth bedroom with French doors, built-in features, and numerous upgrades such as new garage doors (2018), fireplace conversion (2024), and updated hall bathrooms. Located in the sought-after Turtle Creek neighborhood, this property sits safely outside flood zones and has remained undamaged by storms. Eastlake Woodlands provides access to premier amenities through membership at the renovated Ardea Country Club, offering championship-level golf, tennis, pickleball, swimming, and fitness facilities. All of this convenience is just moments from excellent schools, shopping, dining, beautiful beaches, and Tampa International Airport. Room measurements are approximate. Be sure to explore the 3-D and virtual tours, floor plan and aerial drone photography, to fully appreciate all this remarkable home has to offer!

85 Kelleys Trail, Oldsmar

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Browse All Oldsmar FL 5 Bedroom Properties for Sale

5 Bedroom Oldsmar Real Estate

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