Clearwater Homes with Two Story Property Description

Welcome to Clearwater, a vibrant city located in Pinellas County, Florida. Known for its stunning beaches, vibrant downtown area, and endless recreational opportunities, Clearwater offers the perfect blend of relaxation and excitement.

If you're in the market for a two-story home in Clearwater, you're in luck. With a variety of architectural styles and sizes available, you're sure to find the perfect property to suit your needs. Two-story homes in Clearwater offer spacious living areas, ample bedrooms, and the potential for stunning views of the surrounding area.

Whether you're looking for a cozy cottage near the beach or a luxurious estate in a gated community, Clearwater has something to offer every homebuyer. Enjoy the Florida sunshine from your own backyard, explore the local shops and restaurants, or take a short drive to the nearby attractions in Tampa and St. Petersburg.

Don't miss out on the opportunity to own a beautiful two-story home in Clearwater. Contact us today to start your search and find the home of your dreams in this charming city on Florida's Gulf Coast.

Newest Clearwater Homes with Two Story Property Description

$350,000

3 Beds ⋅ 2 Baths ⋅ Belmont Sub 1st Add SubDv. ⋅ 33756 Zip Code ⋅ TB8547751 MLS ⋅ Active Status

TURNKEY, INCOME-PRODUCING SHORT-TERM RENTAL NEAR CLEARWATER BEACH! This is not simply a home with Airbnb potential—733 1/2 New Jersey Street is an established vacation rental with documented Airbnb and VRBO booking history, offered fully furnished and ready for its next owner. Whether you're looking to add a Florida vacation rental to your portfolio, purchase your first investment property, or own a second home that can generate income while you're away, this property offers a head start that many investment properties simply don't. This updated 3-bedroom, 2-bath home offers 1,248 square feet of comfortable living space and a flexible layout designed to accommodate both owners and guests. Major improvements include a 2023 roof, hurricane-rated impact windows and doors and energy-efficient mini-split systems throughout. Recent improvements have further refreshed the home with new trim and molding, refinished ceilings and fresh interior paint throughout numerous rooms, creating a cleaner, more updated presentation. Inside, guests will find an inviting living area, updated flooring throughout, three comfortable bedrooms and two full bathrooms. Outside, the fully fenced backyard provides additional space to relax and entertain, with low-maintenance artificial turf—an especially attractive feature for an investment property. And here's where this opportunity becomes interesting: the rental history is already established. The property began generating meaningful Airbnb revenue in late 2025, producing $14,233.45 in Airbnb gross earnings from September through December alone. From January 1 through September 10, 2026, Airbnb reported more than $32,000 in additional gross earnings, while the property has also generated bookings through VRBO. Rental documentation is available for qualified buyers. The property has historically been self-managed by the current owners, providing the next investor with the opportunity to continue the existing operation or introduce professional management, enhanced guest amenities, revenue management and other strategies to further develop the vacation-rental experience. Conveniently located in Clearwater with easy access to Clearwater Beach, shopping, dining and Tampa Bay area attractions, this property combines an established rental history with the flexibility of a Florida second home or investment property. Offered at $350,000. Furnishings included. Established rental history. Turnkey opportunity. Schedule your private showing and request the available rental performance information.

733 1/2 New Jersey Street, Clearwater

$645,000

4 Beds ⋅ 3 Baths ⋅ Cypress Bend Of Countryside Unit One SubDv. ⋅ 33761 Zip Code ⋅ TB8544982 MLS ⋅ Active Status

Come see what makes 2784 Heatherwood Court feel so welcoming! This four-bedroom, two-and-a-half-bath Clearwater pool home offers plenty of space to gather, entertain and enjoy everyday life. Set beneath mature trees on a quiet cul-de-sac and surrounded by tropical landscaping, the home offers privacy, character and a versatile floor plan with plenty of room for family and friends. The living room is anchored by a stone fireplace and built-in shelving, while the separate dining room provides a comfortable setting for dinners and special occasions. The kitchen features granite countertops, stainless-steel appliances, plentiful cabinetry, a tile backsplash and a generous peninsula connecting it to the surrounding living spaces. Along the back of the home, a wall of windows fills the spacious bonus room with natural light and views of the pool. With room for multiple uses, it can easily function as an office, breakfast area, playroom or second sitting room. The adjacent family room connects the kitchen with the bonus area, an ideal arrangement for entertaining or family time. All four bedrooms are located upstairs, creating a natural separation from the main living areas. The primary bedroom includes a walk-in closet and private bath with a tiled walk-in shower. Three additional bedrooms and a guest bath with dual sinks complete the second floor. Outside, the screened pool and expansive paver deck offer plenty of space for swimming, dining and relaxing beneath the string lights. The pool screen enclosure is approximately 10 years old, and the fully fenced yard continues beyond it, providing additional green space framed by established palms and shade trees. A new roof completed in June 2026 and an A/C system installed in 2024 add meaningful value, while the dedicated interior laundry room has generous storage and two-car garage support everyday functionality. From this central Countryside location, enjoy easy access to the waterfront charm, local restaurants and boutiques of Dunedin, Safety Harbor and Palm Harbor, as well as the white sands of Clearwater Beach and Honeymoon Island. Countryside Mall, Whole Foods, the Countryside Recreation Center, Duke Energy Trail and Countryside Country Club are also nearby, placing shopping, dining and recreation within convenient reach. This beautiful home has been very well maintained and loved by the same family for nearly 50 years, and is now ready to welcome you home!

2784 Heatherwood Court, Clearwater

$415,000

3 Beds ⋅ 2 Baths ⋅ North Whitney Pines SubDv. ⋅ 33760 Zip Code ⋅ TB8546686 MLS ⋅ Active Status

Welcome to this three-bedroom, two-bathroom pool home in Clearwater, offering a unique two-level layout and a fantastic backyard designed for enjoying the Florida lifestyle. Major updates include a 2025 AC, 2022 roof with transferable warranty, 2019 water heater, and electrical panel replaced in July 2026. A new pool pump was installed in August 2026, and the washer and dryer are approximately two years old. All non-custom-sized windows were replaced with hurricane-impact windows in 2021. The first level features two bedrooms and a full bathroom, while the second level offers the main living space with an open floor plan and ceiling fans throughout. The spacious primary suite is located on the second level and features a walk-in closet and private bathroom. The kitchen offers stainless steel appliances and plenty of cabinetry for storage, opening to the main living and dining areas for easy everyday living and entertaining. Step outside to the true highlight of the home - a beautiful backyard with a brand-new deck, sparkling pool, covered patio, and vinyl-fenced yard. Whether you're relaxing poolside, enjoying a meal under the covered patio, or gathering with friends, this outdoor space is made for enjoying the Florida sunshine. Conveniently located close to dining and shopping options, with new major roadways providing easy access to neighboring cities and a short drive to the beautiful Gulf beaches. With its flexible two-level floor plan, extensive updates, and exceptional outdoor living space, this Clearwater pool home is ready to enjoy. Schedule your showing today!

1980 Dodge Circle, Clearwater

$1,399,900

6 Beds ⋅ 6 Baths ⋅ Chautauqua Lake Estates SubDv. ⋅ 33759 Zip Code ⋅ TB8547014 MLS ⋅ Active Status

Welcome to 2707 Lakebreeze Lane S, a spacious lakefront residence tucked inside the gated community of Chautauqua Lake Estates in Clearwater. Set along Lake Chautauqua, this 6-bedroom, 6-bath home offers nearly 5,800 square feet of living space, a 3-car garage, private pool and spa, and serene water views in one of Clearwater’s most private residential settings. Designed for both everyday comfort and entertaining, the home features an open great-room layout, generous living and dining areas, high ceilings, stone counters, walk-in closets, and multiple flexible spaces for guests, work, media, or multi-generational living. A first-floor bedroom suite provides excellent versatility, while the upstairs primary retreat and bonus room capture beautiful lake views. Recent improvements include fresh interior paint, exterior stucco touch-up and sealing, updated flooring, granite countertops in the bathrooms, and plantation shutters. Additional features include a tile roof, tankless water heater, water softener, hurricane shutters, and a screened outdoor living area overlooking the lake. Step outside to a private backyard setting with a heated spa, in-ground pool, screened lanai, and peaceful Lake Chautauqua backdrop. Whether you are relaxing by the pool, hosting guests, or enjoying the quiet waterfront setting, this home offers an exceptional combination of size, privacy, and lakefront living. Chautauqua Lake Estates is a gated, deed-restricted community with sidewalks, reclaimed irrigation, and a convenient Clearwater location near Safety Harbor, Countryside, shopping, dining, parks, beaches, and major commuter routes. Located in Flood Zone X and a non-evacuation zone, this property offers added peace of mind in one of Clearwater’s hidden-gem communities. A standout lakefront pool home offering space, privacy, and lifestyle in a gated Clearwater setting.

2707 Lakebreeze Lane S, Clearwater

$799,000

4 Beds ⋅ 4 Baths ⋅ Northwood West SubDv. ⋅ 33761 Zip Code ⋅ TB8546246 MLS ⋅ Active Status

No flood zone. High and dry. Totally renovated with new roof, int/ext paint, new HVAC, all bathrooms remodeled, new kitchen with 36" gas stove/oven, Kitchenaid Fridge and dishwasher. Larger SF Living area than public records. Huge lot, 3 car garage, move in condition.

2844 Luce Drive N, Clearwater

$639,000

5 Beds ⋅ 5 Baths ⋅ Lakeview Heights SubDv. ⋅ 33756 Zip Code ⋅ TB8543487 MLS ⋅ Active Status

Spacious Clearwater Opportunity with Income Potential This two-story 5-bedroom, 5-bathroom home offers exceptional flexibility for owners, investors, or anyone seeking built-in rental income. The main residence features a 4-bedroom, 4-bath layout, plus an attached 1-bedroom, 1-bath mother-in-law apartment with its own private entrance—ideal for long-term tenants, visiting family, or short-term rental opportunities. The home will need some TLC, making it perfect for buyers who want to customize while building equity. For investors, the current configuration generates $7,000+ per month in rental income. Being sold as-is. Located in a prime Clearwater area, you’re just minutes from Clearwater Beach, the city center, dining, shopping, and everything that makes this neighborhood highly desirable.

1377 S Washington Avenue, Clearwater

$700,000

3 Beds ⋅ 3 Baths ⋅ Stonegate Unit I-Phase I SubDv. ⋅ 33762 Zip Code ⋅ TB8546572 MLS ⋅ Coming Soon Status

Located in the desirable Feather Sound Country Club community, this exceptional three-bedroom, two-and-a-half-bath home offers an additional office that can easily be converted into a fourth bedroom. The updated kitchen features beautiful quartz countertops and new appliances, creating a stylish and functional space perfect for everyday living and entertaining. Tucked away on a desirable cul-de-sac, the home features a beautiful saltwater pool, providing a private oasis for relaxing and entertaining. The community offers an exceptional lifestyle, with Feather Sound Drive forming a scenic three-mile loop, popular with residents who enjoy walking and jogging throughout the day. A playground and dog park are also conveniently located within the community. Just 10 minutes from downtown St. Petersburg, residents can enjoy exceptional dining, shopping, museums, and waterfront attractions. With two international airports nearby and the beautiful Gulf beaches just a short drive away, this home offers the perfect combination of comfort, convenience, recreation, and Florida living.

3063 Mockingbird Court, Clearwater

$725,000

Hibiscus Gardens SubDv. ⋅ 33756 Zip Code ⋅ O6440171 MLS ⋅ Active Status

Welcome to 1267 Franklin St, Clearwater, FL 33756, a 4-unit multi-family property that accords a versatile living arrangement. This property provides an excellent opportunity for those looking to invest in a multi-unit residence. With a location in the thriving area of Clearwater, it accords convenient access to local amenities and attractions. The property features multiple units, making it suitable for potential rental income or accommodating extended family members. Each unit is designed to accord comfortable living spaces. The exterior of the property showcases well-maintained grounds and a welcoming facade. Whether you are an investor or someone seeking a property with multiple living spaces, this multi-family dwelling could be the right fit for your needs. Explore the possibilities that this unique property in Clearwater provides.

1267 Franklin Street, Clearwater

$379,900

4 Beds ⋅ 3 Baths ⋅ Overlook SubDv. ⋅ 33760 Zip Code ⋅ TB8544775 MLS ⋅ Active Status

Imagine coming home to a place where the Florida lifestyle feels effortless—bright, spacious, and surrounded by everything Clearwater has to offer. Tucked inside the maintenance-free community of Overlook, this end-unit, two-story townhome offers the space and flexibility of a single-family home without all the upkeep. Lush landscaping and a welcoming covered front porch set the tone as you arrive. Step inside to soaring vaulted ceilings, abundant windows, and natural light that creates an open, airy feel throughout the main living areas. The first floor features a spacious great room and dining area, kitchen, secondary bedroom, half bath, laundry closet, and a generously sized primary suite—giving you the convenience of true main-level living. The kitchen offers ample cabinetry, ceramic tile flooring, and a sunny breakfast nook with sliding doors opening to the screened lanai—an inviting spot for morning coffee, evening conversation, or simply enjoying Florida's year-round outdoor lifestyle. The primary suite is a comfortable retreat featuring plantation shutters, two walk-in closets—including one with built-in organizers—and a spacious double vanity with linen storage. Upstairs, two additional bedrooms and a full bath provide plenty of room for guests, family, a home office, or hobbies. An attached two-car garage adds everyday convenience and valuable storage. When it's time to relax, enjoy the community pool or take advantage of a location that puts shopping, dining, golf, St. Pete-Clearwater International Airport, downtown Tampa and St. Petersburg, and Florida's world-class Gulf beaches all within easy reach. Low-maintenance living, flexible space, and an outstanding Clearwater location—this is the kind of home that makes everyday life feel a little more like a getaway. Seller will only accept offers submitted on the AS IS Residential Contract for Sale and Purchase. Offers submitted on other contract forms will not be considered.

Clearwater

$584,900

4 Beds ⋅ 4 Baths ⋅ Summerset Villas SubDv. ⋅ 33761 Zip Code ⋅ TB8545861 MLS ⋅ Active Status ⋅ 2525 BLDG.

FOR SALE or RENT: Space, style and an unbeatable Clearwater location come together beautifully. Welcome to this nearly new 2025-built townhome in gated Summerset Villas. Set on a desirable corner lot, this block-constructed residence offers 4 bedrooms, 3.5 bathrooms, a 2-car garage and 2,295 square feet designed for comfortable, flexible living. The thoughtfully planned interior features two primary suites on separate levels, creating an ideal arrangement for guests, shared living or anyone who appreciates a little extra privacy. The first-floor primary retreat includes a spacious ensuite bathroom with a double vanity, walk-in shower, private water closet and generous walk-in closet. Upstairs, a second primary suite offers its own private bathroom and walk-in closet, while two additional bedrooms, another full bathroom and a large loft provide plenty of options for work, relaxation, hobbies or overnight visitors. At the heart of the home, the open kitchen is ready to impress with quartz countertops, wood cabinetry, stainless-steel appliances, a designer backsplash and a large island with breakfast-bar seating. Luxury vinyl flooring connects the kitchen and great room, creating an inviting space that works just as well for quiet evenings as it does for entertaining. A covered patio extends the living space outdoors, while the first-floor laundry room and powder bath add everyday convenience. Additional features include impact-resistant windows, a paver driveway, tankless gas water heater, shaker-style cabinetry and stylish finishes throughout. Summerset Villas offers a gated entrance, community pool and low-maintenance lifestyle, all within Flood Zone X. Shopping and dining are close enough to make errands feel less like errands, while Dunedin, Palm Harbor, Clearwater Beach, St. Petersburg and Tampa are all within convenient reach. With modern construction, two primary suites and a prime Countryside location, this home proves you really can have space, privacy and convenience under one roof.

2525 Mario Way, Clearwater

$215,000

2 Beds ⋅ 2 Baths ⋅ Woodside Village Condo SubDv. ⋅ 33764 Zip Code ⋅ TB8543047 MLS ⋅ Active Status ⋅ Woodside Village BLDG.

Welcome to 4215 E Bay Drive #1403 in Woodside Village! This Beautifully Renovated 2-Bedroom, 1.5-Bathroom Unit offers modern updates, comfort, and peace of mind. The kitchen has been refreshed with elegant white quartz countertops, while the bathroom has also been tastefully updated, creating a clean and contemporary feel throughout the home. Major mechanical updates add even more value, including a new A/C (2026) and a new water heater (2026) With recent renovations and important systems already updated, this home is ready for the next owner! Amenities to enjoy include a community pool, clubhouse, and on-site laundry facilities! Conveniently located near a variety of shopping, dining, and entertainment options. Enjoy being less than 10 miles from the beautiful Clearwater Beach and approximately 4 miles from St. Pete-Clearwater International Airport, making travel and weekend getaways a breeze!

4215 E Bay Drive Unit 1403, Clearwater

$560,000

4 Beds ⋅ 4 Baths ⋅ Summerset Villas SubDv. ⋅ 33761 Zip Code ⋅ TB8545501 MLS ⋅ Active Status ⋅ 2 BLDG.

Under Construction. Location! Location! Fabulous Countryside location! Brand new construction presented by premier builder DiGiovanni Homes! Luxury living in the heart of the Countryside area of Clearwater. Prime location! Be the first to live in this magnificent townhome in the new, gated community of Summerset Villas. Low HOA, community pool, pet friendly and not in a flood zone! Loaded with standard luxury features. The fabulous ‘Osprey’ floor plan brings open concept to its 2,226 sq.ft. with 4 bedrooms, 3.5 baths and a 2-car garage. The layout boasts a desirable main floor primary bedroom with spa-like ensuite bath, walk-in closet, double vanity, walk-in shower and water closet! The kitchen is designed for fine family living and grand entertaining with an island breakfast bar, real wood cabinetry, stainless appliances, designer backsplash and quartz counters as well as beautiful luxury vinyl flooring that is carried into the open great room. And living space is extended to a huge (16’x 6’) covered patio. The first floor also houses a convenient half bath and laundry room. Secondary bedrooms and two additional full baths are upstairs along with a large loft area with endless possibilities. Standard features are lavish and include a flagstone paver driveway, impact windows, shaker style cabinetry, 3.5” colonial trim throughout, tankless gas hot water heater, 12’x24’ tile in bathrooms, luxury vinyl flooring in main living areas and so much more! The exceptional location of this natural gas community is near to all… shopping, restaurants, airports, medical and just a short drive to charming downtown Dunedin as well as the powder white sands of the legendary Gulf beaches.

2544 Mario Way, Clearwater

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