Clearwater Real Estate Search

Clearwater 5 Bedroom Properties for Sale

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Newest Clearwater 5 Bedroom Properties for Sale

$1,199,000
5 Beds 4 Baths Chautauqua Lake Estates SubDv. 33759 Zip Code
Welcome to 2675 Lakebreeze Ln S, a beautifully maintained 5-bedroom, 3.5-bath estate offering 3,578 square feet of thoughtfully designed living space in the sought-after gated community of Chautauqua Lake Estates. Set on an approximately 0.36-acre lot and tucked away on a quiet street, this two-story residence offers the space, privacy, and convenience today's buyers are looking for, with central Pinellas County access to Gulf beaches, Tampa International Airport, Tampa shopping, dining, and golf. Inside, an elegant blend of wood and polished marble flooring is complemented by crown molding and plantation shutters throughout. The spacious, light-filled layout offers a comfortable flow for both everyday living and entertaining. The kitchen features stainless steel appliances, while the home's generous scale provides flexibility for family living, guests, and a dedicated home office or other flex space. The spacious primary suite is designed as a private retreat, featuring dual closets and a spa-inspired en-suite bath with a large soaking tub and dual vanity cabinets with convenient under-sink outlets. Four additional bedrooms (one of which is a large 21x21 game room) provide exceptional flexibility for family, guests, or a home office, while the additional baths add everyday convenience. Step outside to a true Florida outdoor living retreat. The extended screened lanai and solar-heated pool create an inviting setting for relaxing, entertaining, and enjoying year-round outdoor living, all overlooking a large, open backyard. A 3-car tandem garage adds valuable room for vehicles, storage, and hobbies. Chautauqua Lake Estates offers the appeal of a quiet, established gated community in a highly convenient central Pinellas location. With everyday shopping, dining, and golf nearby and Gulf beaches and Tampa International Airport within an easy drive, this home delivers an exceptional combination of privacy, space, and location. A rare opportunity to own a meticulously maintained estate in one of the area's most desirable residential settings. KEY FEATURES * 5-BEDROOMS (one is a large 21 x 21 game room) * 3,578 square feet of living space * 3-car tandem garage * Gated Community-Chautauqua Lake Estates * Beautifully maintained, move in ready estate * Wood and polished marble flooring * Crown molding * Plantation shutters throughout * Stainless steel kitchen appliances * Primary suite with his and hers closets

2675 Lakebreeze Lane S, Clearwater

$875,000
5 Beds 3 Baths Druid Acres SubDv. 33764 Zip Code
GREAT opportunity for a beautiful updated and spacious 5-bed/3-bath, two-story home located in a desirable Clearwater neighborhood. This property offers exceptional curb appeal, a convenient central location, and easy access to downtown Clearwater, world-class beaches, Dunedin,Safety Harbor, Tampa, parks and highly regarded schools. The first floor features an inviting and comfortable layout with 3 bedrooms and 2 bathrooms along with spacious living and dining area and a bright Florida/games rooms. The updated kitchen offers granite countertops, stainless steel appliances, and a convenient breakfast nook. On the other side of the rooms, is the office that gives access to the pool with one full bathroom. Multiple French doors open to the expansive, fully fenced backyard featuring a private pool, pool safety fence, pavers outdoor area, gazebo and playground. The second floor is dedicated to impressive oversized primary suite, with a fully renovated bathroom, spacious walk-in shower, freestanding soaking tub, double vanity with beautiful stone countertops, a generous walk-in closet and additional bonus closet. Numerous quality improvements include a 2020 roof, 2018 A/C and water heater, 2021 primary bathroom renovation, 2020 flooring updates, 2021 pool resurfacing with added sun shelf, 2021 backyard pavers, 2022 epoxy-finished garage/an upgraded front driveway and 2024 Gazebo/wood fence, this exceptional Clearwater home is truly move-in ready and a Must-see!

812 Willowbranch Avenue, Clearwater

$539,999
5 Beds 3 Baths Ponce Deleon Estates SubDv. 33756 Zip Code
Unique opportunity in Clearwater offering a 3 bedroom, 1 bath main residence plus TWO permitted attached apartments, one currently generating short term rental income. Live in the main home while creating additional income, accommodate extended family with greater privacy, or take advantage of the flexibility this property provides just approximately 13 minutes from Indian Rocks Beach. Located at 1721 S Jefferson Avenue in Ponce De Leon Estates, the main residence offers a comfortable and functional layout with a generous living area, an eat in kitchen with ample cabinetry and counter space, neutral finishes, and plenty of natural light. The two permitted attached apartments provide additional possibilities for rental income, extended family, guests, or flexible living arrangements. One is currently being used as a short term rental and generating income. Multiple patio and fenced outdoor areas provide additional usable space and privacy between the different living areas. A separate detached bonus structure adds even more versatility and can be used as a home office, workshop, art studio, hobby room, she shed, man cave, or additional storage. The central Clearwater location adds even more appeal, approximately 13 minutes from Indian Rocks Beach, 2 miles from Morton Plant Hospital, and 2 miles from the private Belleair Country Club, with convenient access to the S Missouri Avenue corridor, shopping, restaurants, and everyday services. Ponce De Leon Elementary School is located immediately behind the property. Whether you are searching for a primary residence with additional income potential, a multigenerational home in Clearwater, a property with permitted apartments, or a Clearwater investment property near the Gulf beaches, 1721 S Jefferson Avenue offers an exceptional combination of location, flexibility, and income potential.

1721 S Jefferson Avenue, Clearwater

$1,549,000
5 Beds 4 Baths Seabrooke SubDv. 33760 Zip Code
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

$1,450,000
5 Beds 5 Baths Northwood Estates- Tr G SubDv. 33759 Zip Code
Welcome to this beautifully updated custom residence in the highly desirable Northwood Estates community. Situated on a professionally landscaped 0.40-acre lot, this exceptional single-story home offers over 4,600 square feet of thoughtfully designed living space with 5 bedrooms, 5 bathrooms, and an incredible blend of luxury, comfort, and functionality. From the moment you arrive, you’ll appreciate the impressive curb appeal, mature landscaping, and extensive updates throughout. The spacious floor plan is ideal for both everyday living and entertaining, featuring multiple living and dining areas, a private home theater, split floor-plan, soaring ceilings, abundant natural light, and quality finishes throughout. The spacious kitchen opens to the main living spaces and is complemented by generously sized bedrooms, including a luxurious primary suite with dual vanities as well as a separate walk in shower and spa-inspired tub. Recent improvements include fresh exterior paint, updated flooring, beautifully remodeled bathrooms, brand new AC units, and numerous designer touches that make this home truly move-in ready. One of the home’s most impressive features is the dedicated private theater room, complete with tiered theater seating, projector and screen—creating the ultimate movie-night experience. Step outside to enjoy the oversized backyard with plenty of room to entertain, play, or design your dream outdoor oasis. The nearly half-acre lot provides exceptional privacy and flexibility while remaining conveniently located near top-rated schools, shopping, dining, golf courses, airports, and the award-winning Gulf Beaches. This is a rare opportunity to own a meticulously maintained, luxury home in one of Clearwater’s most established and desirable neighborhoods. Schedule your showing today!

2837 Saber Drive, Clearwater

$750,000
5 Beds 5 Baths Skycrest SubDv. 33765 Zip Code
405 S Orion Avenue | Beautifully Renovated 5-Unit Investment Property with Development Potential in the Heart of Clearwater 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

$1,185,000
5 Beds 3 Baths Countryside Tr 56 SubDv. 33761 Zip Code
One or more photo(s) has been virtually staged. A turn-key opportunity in the heart of Countryside, Clearwater! A versatile 3-way split layout accommodates a variety of living situations, offering either 4 bedrooms plus a study or a full 5-bedroom configuration. This zero-step home is perfectly nestled on a premier 1/3-acre lot in Clubhouse Estates along the 2nd fairway of the Countryside Country Club Lake Course, offering a seamless, accessible layout and recent owner-funded luxury renovations. Well-kept landscaping and a three-car paved driveway frame the curved, covered entranceway and double front doors. Step inside the fully blocked home, with hurricane shutters. The welcoming entryway that flows into a formal living and dining area, where sliding glass doors fill the space with natural light. Doors that lead into the open patio, pool, and golf course views — a true indoor-outdoor connection, and a house that flows effortlessly. In 2026 approximately 3,000 SF of new luxury vinyl plank flooring were installed, with fresh texture, paint, baseboards and trim, new interior doors with updated hardware throughout, this house is just waiting for you to make it a home. The completely reimagined primary suite designed and built by Tampa Bays top Renovation company, King Contracting. The fresh finishes anchors one end of the home, with a fully renovated master bath, redesigned bedroom, split vanities, a spacious dressing area, and fully walk-in closet, with custom cabinets. Worried about where you will put your clothes and all your shoes, not here! Located in a vibrant, golf cart-friendly community, the property features a garage with a bonus space perfectly sized to fit your golf cart.

3119 Hyde Park Drive, Clearwater

$3,679,000
5 Beds 7 Baths Eagles Nest Point SubDv. 33756 Zip Code
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, Belleair

$1,390,000
5 Beds 5 Baths Belleair Grove 1st Add SubDv. 33764 Zip Code
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

$845,000
5 Beds 3 Baths Countryside Tr 9 SubDv. 33761 Zip Code
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

$2,988,000
5 Beds 5 Baths Gatehouse Woods SubDv. 33756 Zip Code
Tucked away on one of Belleair’s best-kept streets—Alexander Road—this family estate blends privacy, nature, and generous living spaces. Begin your day with coffee on the back deck overlooking a lush, wildlife-rich backdrop. Inside, high ceilings, clean lines, and abundant natural light set a sophisticated tone. The open kitchen features custom cabinetry, stainless Thermador appliances, and a large granite island for casual meals and effortless food preparation. The kitchen flows into a warm family room with coffered ceilings and a fireplace—ideal for gatherings or movie night. The primary suite offers a spacious walk-in closet, a spa-style bath, and tranquil views of the yard and pool. With five bedrooms, the home comfortably serves a large or growing family. On the lower level, nearly 3,000 additional square feet expand your options with an entertainer’s kitchen, additional bedrooms, office space, and substantial storage. Outdoors, a stone patio frames the sparkling pool, with multiple areas for sun, shade, dining, and year-round entertaining. Notable upgrades include a 22-kW standby generator, Control4 home automation, and a whole-home water filtration system. The property spans a subdividable double lot, offering future flexibility. Just steps from Belleair Country Club, the location allows owners to apply for membership—and this homeowner qualifies for priority on any membership wait list. Social memberships include dining, a fitness center with pool, tennis, pickleball, croquet, and more; golf memberships add access to two championship, 18-hole, Donald Ross–designed courses. This rare offering delivers space, serenity, and convenience in the heart of Belleair.

1581 Alexander Road, Belleair

$6,749,000
5 Beds 8 Baths Belleview Island Sub SubDv. 33756 Zip Code
This private, world-class waterfront estate sits within the exclusive double-gated enclave of Belleview Island. Perfectly positioned on a rare double lot, the property offers breathtaking panoramic views of Clearwater Harbor and the historic Donald Ross–designed Belleair Golf and Country Club, Florida’s first golf course. A true boater’s paradise, the protected cove features a custom dock with a jet ski lift, along with 60,000 lb. and 80,000 lb. boat lifts, providing quick and direct access to Clearwater Pass and the Gulf of America. Inside, the custom-built residence showcases refined craftsmanship and elegant living spaces. A grand, custom staircase introduces the home and opens into an expansive great room designed for sophisticated entertaining, complete with a dining area, wet bar, custom built-ins, and sweeping water views. The gourmet kitchen offers a large island, custom cabinetry, granite countertops, a butler’s pantry, and a charming breakfast room overlooking both the bay and golf course. The second floor is a private retreat featuring a luxurious primary suite with its own balcony, vaulted ceilings, fireplace, and dual spa-caliber bathrooms—one with a walk-in shower and the other with a whirlpool tub—plus two walk-in closets. Three additional guest suites each include marble bathrooms and walk-in closets. Outdoor living is exceptional, with a beautifully designed pool house featuring an open wood ceiling, wine refrigerator, and grilling area, all overlooking an elegant paver pool deck. The 1,100 sq ft air-conditioned three-car garage offers high ceilings ideal for car lifts, while the landscaped grounds and custom paver driveway enhance the home’s grand presence. Engineered for long-term resilience, this elevated block construction features custom electric hurricane shutters, a whole-home Generac generator, and a new seawall (2023). The home further benefits from updated AC systems (all under warranty), a new pool and hot tub heater, tankless water heater, water softener, solar panels, LED lighting throughout, and numerous updated appliances. This exceptional residence combines pedigree, privacy, craftsmanship, and unmatched waterfront living. Secure your place in the winner's circle and experience one of Belleview Island’s finest estates.

429 St Andrews Drive, Belleair

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