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5 Bedroom Homes for Sale in Clearwater, FL

Welcome to your dedicated resource for 5 bedroom homes for sale in Clearwater, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Clearwater, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

All 5 Bedroom Homes for Sale in Clearwater, FL

3187 Shoreline Drive, Clearwater
$1,539,000
5 Beds ⋅ 4 Baths ⋅ Seabrooke SubDv.
Welcome to a spectacular Mediterranean-style waterfront estate nestled along the shores of Tampa Bay, where timeless architecture meets breathtaking panoramic water views. This exceptional residence offers over 4,200 square feet of thoughtfully designed living space with 5 bedrooms, 3 full bathrooms, and 2 half bathrooms, making it ideal for multi-generational living, entertaining, or simply enjoying the Florida waterfront lifestyle. From the moment you enter, you'll be impressed by elegant arches, soaring double tray ceilings, and an open, flowing floor plan filled with natural light. The main level features three spacious bedrooms, two full bathrooms, a formal living room, an inviting great room with a faux fireplace that can be reconnected to gas, a well-appointed kitchen with granite countertops, a laundry room, and a versatile loft space perfect for a home office, reading nook, or play area. Step outside to the expansive screened balcony and take in sweeping views of Tampa Bay and the Bayside Bridge. Whether you're enjoying your morning coffee, hosting sunset gatherings, or relaxing under the evening skyline, the outdoor living spaces provide an unforgettable backdrop of sparkling water, stunning sunsets, and twinkling city lights. A standout feature of this home is the private in-law suite, offering over 1,900 square feet of additional living space on the lower level. Complete with two bedrooms, a full kitchen, one full bathroom, one half bathroom, its own laundry area, and a dedicated office/flex room, this space is perfect for extended family, guests, or potential income-producing opportunities. Accessibility has been thoughtfully incorporated with both an elevator and wheelchair lift, providing convenient access throughout the home. Nature lovers will appreciate watching dolphins play in the bay from the comfort of their own backyard, while boating enthusiasts will enjoy the waterfront setting. Conveniently located just minutes from Tampa International Airport, downtown Tampa, Clearwater, St. Petersburg, premier shopping, fine dining, golf courses, and Florida's award-winning Gulf beaches, this home offers the perfect balance of peaceful waterfront living and everyday convenience. Don't miss this rare opportunity to own a one-of-a-kind waterfront retreat with spectacular views, timeless Mediterranean charm, and endless possibilities. Schedule your private showing today and experience the exceptional lifestyle that 3187 Shoreline Dr. has to give.

3187 Shoreline Drive, Clearwater

405 S Orion Avenue, Clearwater
$699,000
5 Beds ⋅ 5 Baths ⋅ Skycrest SubDv.
405 S Orion Avenue | Beautifully Renovated 5-Unit Investment Property with Development Potential in the Heart of Clearwater. It is a legal 4 unit multi-family with an additional unit. Welcome to 405 S Orion Avenue, a beautifully renovated five-unit multifamily property offering immediate income, exceptional location, and exciting future possibilities in the heart of Clearwater, Florida. Thoughtfully updated with a refined European aesthetic, the property stands apart from typical investment properties. Inspired by the owner’s artistic education in Italy and lifelong passion for design, the interiors reflect a European sensibility. The harmonious color palette and understated finishes were carefully selected to create bright, welcoming spaces with enduring appeal, offering residents a living environment that feels both relaxing and timeless. Each unit has been creating an attractive environment for long-term tenants and helping support strong occupancy. Adding to the property’s appeal is a spacious backyard that offers flexibility for outdoor enjoyment and potential future expansion. Subject to local approvals, the site may give the opportunity for an ADU or other value-enhancing improvements. For investors and developers, 405 S Orion Avenue presents a particularly compelling opportunity. The property sits on commercially zoned land, and current zoning may allow the development of up to 10 residential units, making this an attractive acquisition for those seeking both immediate cash flow and long-term redevelopment potential. The location is one of the property’s strongest assets. Situated just minutes from Downtown Clearwater, residents enjoy convenient access to restaurants, shopping, entertainment, and the exciting transformation and revitalization currently underway throughout the downtown district. The renowned Delphi School is located on the same street, adding to the area’s desirability for families and professionals alike. For those seeking the Florida coastal lifestyle, Clearwater Beach, consistently ranked among the most beautiful beaches in the United States , is only a 10 to 15-minute drive away. Convenient public transportation is located nearby, including the Route 60 bus, providing direct access to Downtown Clearwater and the beach. As Clearwater continues to attract new investment, residents, and visitors, opportunities such as 405 S Orion Avenue become increasingly valuable. Whether you are seeking a stable income-producing asset, a value-add investment, or a future redevelopment project, this property offers a unique combination of location, character, flexibility, and growth potential. Investment. Lifestyle. Design. Opportunity. 405 S Orion Avenue is more than a multifamily property it is a thoughtfully designed investment opportunity positioned to benefit from the continued growth and evolution of one of Florida’s most desirable coastal communities.

405 S Orion Avenue, Clearwater

24 N Pine Circle, Clearwater
$3,679,000
5 Beds ⋅ 7 Baths ⋅ Eagles Nest Point SubDv.
Virtually Staged. Exceptional waterfront estate in Belleair’s coveted North Pine Circle, offering unobstructed open-water views of Clearwater and beyond. The soaring 21 feet high entry foyer and wraparound balconies introduce the home’s grand scale and elegant architectural design with breathtaking bay and intercoastal waterway sunsets. Designed for both everyday living and delightful entertainment, the interior features rich woodwork, custom details, and streaming natural light throughout. Highlights include waterfront living and dining areas. The family room boasts a custom coffered ceiling, gas fireplace, wet bar, wine refrigerator and custom built-in entertainment center. The gourmet kitchen is complete with Sub-Zero and Wolf appliances, Brazilian granite countertops, dual sinks, Bosch digital dishwasher, and center island with plenty of storage, a granite breakfast bar, solid Buttercream wood cabinets, and reach in pantries with stainless steel revolving shelves. The expansive pantry/laundry room provides its own sink and LG ThinQ Front Load Washer/Dryer. Additional luxury features include a fully appointed executive’s office with hand carved cherry wood built desk, filing and storage cabinets, oak wood herringbone floors and ensuite guest bathroom. The giant game room showcases a climate-controlled hand-crafted cherry wood wine storage. Four ensuite bedrooms with private balconies, including a stunning waterfront primary suite with fireplace, built-in entertainment center, spa-style bath with granite finishes, jetted tub, dual vanities, and two giant walk-in closets. A private elevator serves all 3 floors accessible from the 4 car garage. The upper level includes a spacious multipurpose bedroom, full whirlpool bath and separate shower, generous closet space, and a private balcony with panoramic water views. Enjoy the waterfront resort-style pool and spa, lush tropical landscaping, and a private dock equipped with a pontoon lift and 54,000-pound boat lift. - Centrally located minutes from Belleair Beach, Belleair Country Club, Pelican Golf Club, Clearwater Beach, and the Morton Plant Hospital/BayCare Medical Centers

24 N Pine Circle, Clearwater

1584 Oak Lane, Clearwater
$1,390,000
5 Beds ⋅ 5 Baths ⋅ Belleair Grove 1st Add SubDv.
In law Suite attached** Currently STR certified and passed all inspections renewed August 2026** Welcome home! OR to your next brilliant investment. With over 5000 sq feet this luxury property is packed with endless amenities so sit tight. Tucked into a quiet UNINCORPORATED residential neighborhood with NO rental restrictions is a retreat you could call your own. Make it a home built for generational wealth or a short term rental with presentence of high performance. This estate has been run for over a year as a cash flowing AirBNB grossing on average 20k a month (can show AirBNB documents for proof). The home features THREE primary bed rooms (five bedrooms total) making it great for multigenerational families or if used as STR great for multiple families that want to share a place but also have their own space! All three of the primary bed rooms have their own full (his/hers) bathrooms and walk in closets. Two of the primaries are 1200 square feet of luxury overlooking the Olympic sized swimming pool and court yard. One of the primary bedrooms could easily be converted into a full in-law suite with a kitchenette, bedroom, walk-in closet, full bath, and private entrance to the pool. The kitchen was newly renovated (2026) with brand new appliances, oak shaker cabinets, and stone counters that overlook the entertainment room. The entertainment room has a wet bar with a wine fridge great for create unforgettable gatherings. The home has endless space featuring three living rooms with three custom fire places. The home features endless character and Feng shui. Some feature the home presents inside are: newer impact windows and sliders, newer electrical, 5 walk in closets, 2026 cosmetically renovated primary bathroom, private formal dining room, a home theatre, a gym and sauna room, stand alone soaker tub, security system on every door and window, 25 foot ceilings, and an original fire pole/spiral staircase from Clearwater's first ever built fire station from 1911. Luxury does not stop at the interior. Outside displays an underground drainage system for ANY potential flooding that stretches throughout the entire lot (no damage or flooding has happened in the 2024 major hurricanes or any previous), roof 2021, 2021 shed with a private boat gate entrance, irrigation system to keep your lawn and gardens pristine, parking for 10 or more cars, and more. The yard features a mini pickleball court, turf with mini golf, fire pit, outdoor dining space off the kitchen, privacy foliage filled with mango trees and tropical landscaping. Not to mention the HUGE swimming pool with a lap lane, Baja shelf and a sunken lounge. This is one of the most sought after areas in Clearwater and Belleair located only 6 miles from Clearwater Beach! Pictures truly cannot capture the beautiful character of this home. Book your private showing today! Can come furnished making it an easy turn-key move.

1584 Oak Lane, Clearwater

2721 Northridge Drive E, Clearwater
$845,000
5 Beds ⋅ 3 Baths ⋅ Countryside Tr 9 SubDv.
One or more photo(s) has been virtually staged. This 5-bedroom, 3-bathroom home in Clearwater’s Clubhouse Estates is positioned directly on the Bayhead No. 3 fairway at Countryside Country Club. The rear living areas and 820-square-foot wraparound covered porch overlook the course, while the 90-by-131-foot lot provides a generous setback from the cart path. With 3,172 square feet of living space, a 720-square-foot three-car garage, and room to add a pool, the property offers substantial indoor and outdoor flexibility. Fresh interior paint and consistent tile flooring throughout create a clean, cohesive interior across multiple living areas. The flexible floor plan can function as five bedrooms or four bedrooms plus a dedicated office for remote work, guests, hobbies, or additional living space. Large gathering spaces connect naturally to the covered porch and the Bayhead No. 3 fairway backdrop. Major updates include a new roof and electrical panel in 2025, hurricane-rated windows installed in 2019, a high-end HVAC system from 2017, and a water heater from 2015. Block construction, a slab foundation, public utilities, and an available gas connection add practical value. The home is located in an X flood zone at approximately 90 feet above sea level, important facts for buyers comparing properties in coastal Pinellas County. The 0.27-acre lot provides open rear views and space to add a pool, while the three-car garage offers generous parking and storage with an acrylic floor coating. Included appliances are the refrigerator, range, microwave, dishwasher, disposal, washer, and dryer. The optional HOA fee is $40 annually, and the Countryside location offers convenient access to shopping, dining, recreation, and major routes. Optional membership at nearby Countryside Country Club offers access to recreational and social amenities, providing another way to enjoy the Countryside lifestyle.

2721 Northridge Drive E, Clearwater

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