Browse All Oldsmar FL 5 Bedroom Properties for Sale

5 Beds ⋅ 4 Baths ⋅ West Oldsmar Sec 1 SubDv. ⋅ 34677 Zip Code

Under contract-accepting backup offers. Experience the best of Florida waterfront living in this exceptional custom estate built in 2021. Perfectly positioned on a private .42-acre lot with no rear neighbors, this luxurious retreat blends timeless design with everyday comfort. Soaring ceilings, abundant natural light, porcelain flooring, marble bathrooms, and designer finishes complement an open-concept layout centered around a stunning chef's kitchen with custom cabinetry, premium appliances, granite countertops, an oversized island, and wine cooler. Step outside to your own private oasis featuring a saltwater pool, expansive covered lanai, fruit trees, and peaceful water views. Boaters will love the private dock with a 13,000-pound boat lift offering direct access to Tampa Bay and the Gulf. An incredible 2,200+ sq. ft. garage, circular driveway, RV/boat parking, and no HOA provide unmatched flexibility. Located on a quiet waterfront street just minutes from Tampa, both airports, near top-rated schools, shopping, dining, Gulf beaches, and more, this one-of-a-kind home delivers the ultimate Florida lifestyle.

3138 Phoenix Avenue, 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

$619,000

5 Beds ⋅ 3 Baths ⋅ East Lake Woodlands SubDv. ⋅ 34677 Zip Code

Under contract-accepting backup offers. Now available in desirable East Lake Woodlands, this beautifully maintained Woodlands Estates home sits on a quiet dead-end street with premier golf course frontage, exceptional privacy, and views of the pool and ninth fairway of the South Course. Full of character, the home offers 5 bedrooms, 3 bathrooms, an office/den, and an open floor plan ideal for everyday living, entertaining, and relaxing. The primary suite features two walk-in closets, while attic access, generous kitchen cabinetry, and ample closet space provide abundant storage throughout. The private pool is accessible from the family room, dining areas, and three rear bedrooms, creating a seamless indoor-outdoor flow. A double-door entry opens to a spacious foyer and front office. Recent updates include a 2026 roof, 2017 A/C system, porcelain plank flooring, remodeled kitchen and bathrooms, granite countertops, tiled showers, new wood kitchen cabinetry, and updated bathroom vanities. The family room includes a wood-burning fireplace and opens to the kitchen and private Florida pool area. Clean, sanitized, and move-in ready, the home also offers the opportunity to add your own finishing touches. East Lake Woodlands is less than 30 minutes from the airport, about 20 minutes from sandy beaches, and close to shopping, restaurants, parks, and more. Zoned for A-rated schools, the community features two championship golf courses, a country club, tennis, pool, fitness center, and other amenities; fees may apply. Schedule your showing today!

100 Water Oak Way, Oldsmar

$1,100,000

5 Beds ⋅ 4 Baths ⋅ Aberdeen Unit Two SubDv. ⋅ 34677 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully updated Arthur Rutenberg estate, perfectly positioned on a premium corner homesite with partial pond views and exceptional privacy in the sought-after Aberdeen enclave of East Lake Woodlands. This move-in-ready residence offers 5 bedrooms, a versatile bonus room with a wet bar, and 3.5 bathrooms, providing the ideal blend of luxury, comfort, and functionality. Extensively remodeled in 2021, the home showcases timeless design, quality craftsmanship, and modern finishes throughout. Upon entering, you are greeted by an abundance of natural light, soaring ceilings, and gorgeous Mohawk engineered wood flooring that flows throughout the main living areas. The heart of the home is the fully renovated kitchen, featuring a massive waterfall-edge island, crisp white shaker cabinetry, quartz countertops, high-end stainless steel appliances, and stylish Pottery Barn pendant lighting. The kitchen opens seamlessly to the breakfast nook and inviting family room, where a redesigned brick fireplace and custom mantle create a warm and elegant focal point. Designed for the Florida lifestyle, the living spaces transition effortlessly to the spectacular outdoor oasis. The expansive, recently rescreened pool enclosure showcases a sparkling PebbleTec pool with a tranquil rock waterfall, all surrounded by upgraded pavers. Whether hosting family and friends or enjoying a peaceful evening at home, this outdoor retreat is perfectly suited for both entertaining and relaxation. The primary suite serves as a private sanctuary, offering direct lanai access, custom-built closet organizers, and a spa-inspired en-suite bathroom complete with a soaking tub, dual vanities, and elegant finishes. The highly adaptable bonus room provides the perfect space for a game room, media center, home office, or multi-generational living area, complete with its own wet bar. Practical upgrades and peace of mind abound throughout the home. A brand-new HVAC system was installed in March of this year, and the property also features a 5-year-old water heater, a newer water softener, and fresh interior paint completed during the 2021 renovation. The oversized 3-car garage provides ample storage and showcases a sleek, durable epoxy floor. Aberdeen is a tranquil oasis featuring quiet streets, mature tropical landscaping, and abundant wildlife within the gated East Lake Woodlands community. Residents enjoy convenient access to top-rated schools, world-class beaches including Clearwater Beach and Honeymoon Island, major medical facilities, shopping, dining, and both Tampa International Airport and St. Pete-Clearwater International Airport. Optional Ardea Country Club memberships provide access to two championship 18-hole golf courses, premier tennis facilities, resort-style swimming, fitness amenities, dining venues, and a vibrant social calendar. Combining timeless Arthur Rutenberg craftsmanship, extensive modern updates, resort-style outdoor living, and an exceptional East Lake Woodlands location, this remarkable residence offers a rare opportunity to enjoy the very best of Florida living. Schedule your private showing today.

1319 Forestedge Boulevard, Oldsmar

$2,700,000

5 Beds ⋅ 4 Baths ⋅ Country Club Add To Oldsmar Rev SubDv. ⋅ 34677 Zip Code

Unique opportunity to own a one-of-a-kind, beautiful property on Safety Harbour Bay with Direct access to Tampa Bay. Renovation by Herman Builders. The stunning modern completely updated home features: contemporary, Open and spacious Gourmet Chef's Kitchen High-end chef-quality appliances, with double ovens, fireplace Oversized Island loads of cabinets, storage , the home has natural stone floors throughout. Full water views across the entire back of the home large glass doors leading out to your beautiful contemporary pool. Boat Docs for keeping your boat and easy access to Tampa Bay for the deep water fishing. The home features mother-in-law's quarters separate from the main home. With kitchenette, and private entrance . On the main floor, there are also three Guest or family bedrooms a bonus space, laundry room , lots of storage. The Private owner's suite features a large spa bathroom fabulous walk-in closets with grand views of Safety Harbor bay. Conveniently located near airport and downtown with the best schools in Tampa.

412 Shore Drive E, Oldsmar

$575,000

5 Beds ⋅ 3 Baths ⋅ Bay Arbor SubDv. ⋅ 34677 Zip Code

Under contract-accepting backup offers. Lowest Listed Price Per Square Foot for this community. Picture Perfect Bay Arbor, a gated community. (Approved plans to extend fence in backyard) The School District zoned for this home has two A and one B+ rated schools and zoned for Palm Harbor University IB program. Just a mile walk or golf card ride through the community to just outside the gates brings you to the local First Watch, Beef O' Bradys, Aveda, Tijuanna Flats, and Hot Tuna Sushi. The communities natural surroundings, abundant with community green-space, wildlife, and a community Pool & Playground. A 3 car garage, paver driveway & paver path to the front porch greets you out front. The foyer immediately opens up to high ceilings, filled with natural light. The laundry room and the flex room/5th bedroom, media room, office, and/or den are available on the first level. A Breakfast Bar, generous amounts of counter space, and stainless steel appliances for the kitchen. The Breakfast Nook has a large pantry space and overlooks the fenced backyard. The Primary Bedroom and Bedrooms 2-4 are an easy trip up with the two-side staircase. The Primary Bedroom fits a King Size Bed, 2 Walk-in Closets, Glass shower, Garden Tub, and Dual Vanities. You will appreciate the 240sq.ft. rear screened patio leading to your shady, vinyl fenced yard. Your peace of mind knowing the Roof was installed in 2022 and the dual zone A/C system is 2018 and 2012. Convenient to the Tampa airport, Mobbly Bayou Beach Park, Honeymoon Island, UTBP Nature Center, AMC Woodlands Square 20, Tampa Bay Downs. Come enjoy the true Florida Lifestyle!

395 Wingate Circle, Oldsmar

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