Clearwater/Clearwater Beach Homes under $500,000

Clearwater/Clearwater Beach Homes under $500,000

Welcome to Clearwater and Clearwater Beach, a stunning coastal gem nestled in Pinellas County, Florida. Known for its pristine white-sand beaches and vibrant waterfront, Clearwater Beach is a paradise for sun-seekers, water sports enthusiasts, and those simply looking to relax under the warm Florida sun. The area boasts a lively atmosphere with an array of restaurants, shops, and entertainment options, making it a perfect destination for both residents and visitors.

As you explore the real estate market in Clearwater, you’ll discover an impressive selection of homes available for under $500,000. This affordability is a rare find in such a desirable coastal area, allowing you to enjoy the beach lifestyle without breaking the bank. From charming beach cottages to modern condos with breathtaking views, Clearwater offers diverse housing options that cater to various tastes and lifestyles.

Imagine waking up to the sound of the waves and enjoying your morning coffee on a sun-drenched balcony. With homes priced under $500,000, you can turn that dream into reality. Whether you’re looking for a vacation home, a rental property, or a permanent residence, Clearwater Beach has something for everyone.

With its friendly community, excellent schools, and outdoor recreational opportunities, Clearwater is more than just a beautiful destination; it’s a place to call home. Don’t miss your chance to invest in this vibrant area where the sun shines bright, and the lifestyle is unparalleled. Explore the available homes today and take the first step toward your new life in Clearwater!

Newest Clearwater/Clearwater Beach Homes under $500,000

690 Island Way Unit 912, Clearwater
$479,900
2 Beds ⋅ 2 Baths ⋅ Island Walk Condo SubDv. ⋅ 33767 Zip Code
Virtually Staged. WATERFRONT LIVING WITH BEAUTIFUL VIEWS IN ISLAND ESTATES! Welcome to this spacious 2-bedroom, 2-bathroom condo offering approximately 1,150 square feet of living space on the 9th floor of the desirable Island Walk community in Clearwater’s sought-after Island Estates. Enjoy the Florida coastal lifestyle with a beautiful water view from your private balcony and an abundance of resort-style amenities right outside your door. The open and comfortable layout provides plenty of room for everyday living, entertaining, or enjoying a relaxing coastal retreat. The property can be sold furnished, making it an attractive option for buyers looking for a turnkey second home, seasonal residence, investment property, or full-time Florida home. Additional features include one assigned parking space and a dedicated private storage unit located on the same floor as the residence, providing convenient extra space for beach gear, bicycles, personal belongings, and more. Residents of Island Walk enjoy an array of community amenities, including a waterfront swimming pool. This creates the perfect setting to relax, stay active, and enjoy the Florida sunshine. Location is one of this property's biggest highlights. Situated on Island Estates, you'll be surrounded by water, recreation, dining, shopping, and some of Clearwater's most popular destinations. Clearwater Marine Aquarium is approximately 1.2 miles, Clearwater Beach / Pier 60 area is approximately 2.0 miles, Sand Key Park & Beach is approximately 2.5 miles, Downtown Clearwater is approximately 3.0 miles, Morton Plant Hospital is approximately 3.6 miles, Caladesi Island State Park is approximately 4.1 miles, Honeymoon Island State Park is approximately 13.1 miles, St. Pete-Clearwater International Airport is approximately 16.5 miles, and Tampa International Airport is approximately 20.8 miles. Island Estates also offers convenient access to everyday necessities, with Island Village Shopping Center approximately 0.9 miles away and additional shopping and dining options nearby. Whether you're looking for a permanent residence, vacation getaway, seasonal retreat, or a property in one of Clearwater's most desirable coastal locations, this property offers the opportunity to enjoy the Florida lifestyle with water views, community amenities, and the beach just a short distance away. Come and see why Island Estates is one of Clearwater's most desirable waterfront communities!

690 Island Way Unit 912, Clearwater
868 Bayway Boulevard Unit 304, Clearwater
$498,000
2 Beds ⋅ 2 Baths ⋅ Clearwater Point 3 SubDv. ⋅ 33767 Zip Code
55+ | Your Own Private Beach Paradise | Intracoastal Views & 3 Pools 55+ and ready to live where every day feels like vacation? Welcome to your own slice of paradise! This beautiful 2-bedroom, 2-bath residence at 868 Bayway Blvd #304 offers the opportunity to enjoy the best of Florida coastal living, with Intracoastal views, a private beach, and a security guard on the premises for added peace of mind. Located in the desirable Clearwater Point community, this approximately 1,007-square-foot residence combines comfort, convenience and an exceptional resort-style lifestyle. Step outside and enjoy access to your own private beach, then relax by one of the community's 3 swimming pools, unwind in the jacuzzi, challenge a neighbor to a game of tennis, or gather with friends at the grilling areas. Inside, thoughtful updates make everyday living even easier, including new hurricane-impact windows installed in 2026, a newer A/C system and an energy-efficient tankless water heater that provides hot water on demand while helping reduce energy consumption and utility costs. Imagine waking up to beautiful water views, enjoying your morning coffee, spending the afternoon on the private beach or by the pool, and ending the day with a spectacular Florida sunset. And when you're ready to venture out, the restaurants, shops and attractions of Clearwater Beach are just minutes away. This isn't simply a condominium—it's a lifestyle. Your own slice of paradise, with the beach, water, recreation and everything you love about Florida right outside your door. Come see it for yourself and discover why Clearwater Beach feels like home.

868 Bayway Boulevard Unit 304, Clearwater
325 Island Way Unit 101, Clearwater Beach
$469,000
3 Beds ⋅ 2 Baths ⋅ Island Escape Condo SubDv. ⋅ 33767 Zip Code
Welcome to this beautifully updated, rarely available end unit offering an abundance of natural light, flexible living space, and an incredible waterfront location just minutes from the beach. With windows on three sides, three private balconies, and multiple sliding glass doors, the home has a bright, open feel and plenty of opportunities to enjoy Florida?s indoor-outdoor lifestyle. Recent updates include new LVP flooring, new carpet, and a beautifully renovated full bathroom, giving the home a fresh, move-in-ready feel. An opened kitchen wall allows even more natural light into the space and creates an easy flow between the kitchen and living areas. A half bath completes the main living level. Upstairs, you'll find three spacious bedrooms, the newly renovated full bathroom, and conveniently located laundry. The upper-level adds even more versatility and can easily serve as a home office, guest space, or game room. The garage has enough space for a vehicle, small boat, workshop, and additional storage. Just outside the rear garage door is a private patio leading to the community?s beautifully landscaped pool area, complete with a waterfall and Jacuzzi surrounded by lush tropical greenery. Boat slips are available to rent for $125 per month. With generous storage, multiple outdoor spaces, thoughtful updates, and a location convenient to the beach, shopping, dining, and entertainment, this distinctive end unit offers the space and lifestyle that can be hard to find in coastal Florida.

325 Island Way Unit 101, Clearwater Beach
690 Island Way Unit 511, Clearwater Beach
$335,000
1 Beds ⋅ 2 Baths ⋅ Island Walk Condo SubDv. ⋅ 33767 Zip Code
SPACIOUS 950-SQUARE-FOOT ONE-BEDROOM with a PRIVATE BALCONY, WATER VIEWS and VENTED IN-UNIT LAUNDRY in the waterfront community of Island Walk! While many condos on Island Estates do not offer a balcony or laundry inside the residence, this condo provides both! The living area and primary bedroom sliders open directly to the private balcony, where you can enjoy views of Mandalay Channel and the Intracoastal Waterway. With 950 square feet, this is a generously sized one-bedroom floor plan—comparable in size to some two-bedroom condos—with comfortable living, dining and entertaining spaces. UPDATED, FULLY FURNISHED and MOVE-IN READY, the condo offers an open kitchen with granite countertops and updated cabinetry, along with newer luxury vinyl flooring throughout. The updated full bathroom features a spacious full-size shower with custom glass doors and a large vanity with granite countertops. A dedicated guest half bath is ideal when entertaining or welcoming overnight guests. All major furniture will convey, allowing you to bring your suitcase and begin enjoying your Florida home immediately; select decorative and staging items do not convey. Additional features include inside storage S-34, bike storage and under-building parking space #59. HOA dues include cable and internet, water, exterior building maintenance, property management and flood insurance. Island Walk is a well-maintained waterfront building with a completed balcony and railing project featuring a Gemstone finish in 2019, a new roof in 2021, an exterior painting and building-envelope project in 2022, and an updated lobby project completed in 2024 that included fob-controlled automatic entry doors, updated mailboxes, and an updated call-box and resident directory system. More recent community improvements include new pool heaters and pumps, security cameras and an enhanced secure pool enclosure. The building has also completed its Milestone Inspection and SIRS. Community amenities include a waterfront heated pool and spa, tennis and pickleball courts, two grills and multiple outdoor dining and gathering areas. Pet-friendly with up to two pets weighing no more than 25 pounds each, and rental-friendly with a three-month minimum up to twice yearly. Marina slips may periodically become available for rent or purchase independently. Island Estates is a self-contained waterfront community offering shopping, dining, banking, a grocery store, the Clearwater Marine Aquarium and more—all just minutes from the white sugar sands of Clearwater Beach. Whether for a full-time residence, second home, 1031 exchange or coastal retreat, this condo is ready for you to start enjoying the Florida lifestyle! Come Live the Lifestyle! Come Live on the Island!

690 Island Way Unit 511, Clearwater Beach
644 Island Way Unit 406, Clearwater
$439,000
2 Beds ⋅ 2 Baths ⋅ Island Point 1 Condo SubDv. ⋅ 33767 Zip Code
Morning sun sets the tone at 644 Island Way #406, a bright 4th-floor condo on Island Estates built for easy coastal living. This 2-bedroom, 2-bath residence spans 1,315 square feet with an open floor plan that connects the kitchen, dining, and living areas. The kitchen and both baths have been beautifully updated, and the layout flows effortlessly into a window-lined dining area with views of the surrounding island. A stylish dry bar adds extra counter space and doubles as the perfect entertaining setup, while stone countertops and recessed lighting add a polished, finished touch. Floor-to-ceiling windows in the living room create a beautiful sitting area, the perfect spot to unwind and take in the views. Both bedrooms are generously sized, and the primary suite offers a spacious walk-in closet. An in-unit washer and dryer complete the everyday convenience. This home is truly turnkey and ready to enjoy from day one, whether as a primary residence or a seasonal escape. Waterfront living here comes with real amenities: a heated community pool, a community room, a kayak launch, and one dedicated covered parking space included with the unit. Boat slips can be rented directly through the association, subject to availability. Rentals are allowed once per year, with the building capped at nine rental units total, keeping the community quiet and owner-focused. Just minutes to the world-famous Clearwater Beach — consistently ranked among Florida's best — plus the Clearwater Marine Aquarium, local shopping, fine dining, and everything else this incredible area has to offer. Fully updated and ready to enjoy, 644 Island Way #406 is a rare find on Island Estates. Schedule your private showing today and don't miss out!

644 Island Way Unit 406, Clearwater
51 Island Way Unit 1100, Clearwater
$275,000
2 Beds ⋅ 2 Baths ⋅ 51 Island Way Condo SubDv. ⋅ 33767 Zip Code
THE VIEW IS THE VALUE! Bring your contractor, your vision, and your design ideas to this desirable 11th-floor corner residence offering some truly spectacular panoramic waterfront views in Island Estates. With two separate balconies capturing sweeping views to the North, East and South, this 2-bedroom, 2-bath home offers an extraordinary opportunity to create a waterfront residence that is completely your own. Enjoy beautiful sunrises and sunsets throughout the year, sparkling water views from multiple vantage points, and an abundance of natural light that fills the residence.The spacious floor plan provides an excellent canvas for renovation. Rather than paying for someone else's finishes, bring your contractor and transform this home to reflect your own taste and lifestyle while taking full advantage of the incredible 11th-floor setting and breathtaking views.Enjoy resort-style waterfront amenities including a heated pool and spa, tiki bar, tennis, pickleball and shuffleboard courts, marina with boat slips available for approximately $60/month, kayak launch, saunas, BBQ areas, and inviting waterfront seating. Additional conveniences include optional covered parking, private storage, laundry facilities on every floor, secure keyless entry, and on-site management. The monthly fee includes cable, high-speed internet, water, sewer, trash, building insurance and reserves. Ideally located in sought-after Island Estates, just steps from Clearwater Marine Aquarium, Publix, restaurants and everyday conveniences, with easy access to Clearwater Beach, Pier 60 and the Jolley Trolley. Bring your contractor and your imagination—the interior can be transformed, but panoramic views like these simply cannot be recreated. This is your opportunity to design the waterfront home you've always wanted in one of Clearwater's most desirable island communities.

51 Island Way Unit 1100, Clearwater
400 Island Way Unit 701, Clearwater Beach
$480,000
2 Beds ⋅ 2 Baths ⋅ Starboard Tower/Clipper Cove SubDv. ⋅ 33767 Zip Code
Welcome to Island Estates living! This desirable 2-bedroom, 2-bath SW CORNER condo with nearly 1,400 SF offers beautiful Intracoastal and Gulf views from every room! You’ll love the abundant natural light and Florida sunshine throughout the day. Did I mention, the YEAR-ROUND SUNSETS? Step outside onto one of TWO private balconies with over 240sqft to relax, watch the boats cruise by and take in the Florida lifestyle that makes this location so special. MOVE-IN READY! This gorgeous condo has been beautifully updated with NEW paint, NEW flooring, (3) IMPACT sliding glass doors, Newer Kitchen appliances, updated bathrooms with new showers, fixtures and lighting, giving you an updated condo, ready to enjoy from day one! COVERED CARPORT PARKING #25 and storage C60 convey with the sale. 400 Island Way/Clipper Cove features the largest heated pool and spa on Island Estates, along with resort amenities including covered tiki area, BBQ grills, fitness room, club room, his-and-hers saunas and bike storage. One of the best features is that you’re close to everything! Many conveniences like Publix, Clearwater Marine Aquarium, Sunset Sam Park, restaurants, nail salon, UPS and gas station mechanic means you have everything you need without leaving the island. Leave the car at home and hop aboard the Jolly Trolley for a quick ride to world-famous Clearwater Beach for spectacular sunsets, daily festivities, shopping, ice cream and beachfront dining. Whether you're looking for a full-time residence, seasonal getaway, or your own piece of the Florida lifestyle, this location puts shopping, dining, boating, beaches and entertainment just minutes from your door. Come live the Island Life today! **Be sure to view the 360 tour in virtual tour links** Furniture is virtually staged.

400 Island Way Unit 701, Clearwater Beach
770 Island Way Unit N103, Clearwater Beach
$469,000
2 Beds ⋅ 2 Baths ⋅ Sea Island North 3 Condo SubDv. ⋅ 33767 Zip Code
RARE GROUND-FLOOR WATERFRONT OPPORTUNITY at the quaint and beautifully maintained Sea Island North on desirable Island Estates! The waterfront is practically your backyard! Walk directly from your unit to the community dock for morning coffee or an evening cocktail, cast a fishing line, launch your kayak, or simply watch the daily parade of dolphins and manatees. The dock area features a grill, water and electric, and you can even tie up your boat for the day. Enjoy panoramic views of Mandalay Bay and effortless waterfront living from this bright and spacious 2-bedroom, 2-bath coastal condo. Step inside to an open, inviting floor plan featuring hurricane-impact windows and doors, beautiful engineered hardwood flooring, wood shaker cabinetry, gorgeous granite countertops, updated bathrooms, and ample storage. The Florida Room may quickly become your favorite spot—perfect for relaxing while taking in the sparkling water views and spectacular Florida sunsets. Sea Island North offers the charm of a smaller, immaculately maintained waterfront community along with all the perks of the Island Estates lifestyle. Once you're home, you may not want to leave the island! Publix, restaurants, shopping, entertainment and more are just a short walk or bike ride away. Hop aboard the Jolley Trolley for an easy ride to world-famous Clearwater Beach. Whether you're looking for a full-time residence or your own Florida getaway, this is an opportunity to enjoy the waterfront lifestyle Island Estates is known for—right outside your door!

770 Island Way Unit N103, Clearwater Beach
51 Island Way Unit 801, Clearwater
$463,000
2 Beds ⋅ 2 Baths ⋅ 51 Island Way Condo SubDv. ⋅ 33767 Zip Code
WHEW!!! WHAT A VIEW!!! Who needs television when you have such a spectacular view. This two bedroom and two bathroom condo features two balconies, marble counter tops and amazing amenities. Ample room to entertain your friends. Leave your car and bicycle to the beach (5 minutes) or any of the restaurants and retail shops this area is known for. This building is perfect for permanent residency with no short term renters coming and going. Call this great living space your home now. *All measurements are approximate.

51 Island Way Unit 801, Clearwater
400 Island Way Unit 509, Clearwater
$459,900
2 Beds ⋅ 2 Baths ⋅ Starboard Tower SubDv. ⋅ 33767 Zip Code
Experience the absolute pinnacle of COASTAL LUXURY and HIGH-YIELD investment just one MAGNIFICENT mile from the WORLD-FAMOUS, SUGAR-WHITE sands of Clearwater Beach. Nestled within the HIGHLY SOUGHT-AFTER and PRESTIGIOUS Island Estates enclave, 400 Island Way #509 is an EXTRAORDINARY, 1,300-square-foot sanctuary that operates as a PROVEN, YEAR-ROUND revenue generator while offering an OPULENT personal retreat whenever the coast calls you home. Designed as the ULTIMATE, SOPHISTICATED pied-à-terre, a SEAMLESS, HANDS-FREE management system allows you to effortlessly harvest PREMIUM rental income during peak seasons while reserving EXCLUSIVE weeks for your own SUN-DRENCHED escapes. Adding INCREDIBLE value to this RARE offering, FLEXIBLE Seller Financing is available, providing a SEAMLESS, VIP path to ownership for DISCERNING investors and HIGH-NET-WORTH buyers alike who want to immediately capitalize on this 365-DAY-A-YEAR income producer. EXQUISITELY reimagined with MODERN COASTAL elegance, the SPRAWLING, LIGHT-FILLED OPEN-CONCEPT living space is framed by BRAND-NEW, HURRICANE-IMPACT doors and windows that flood the home with NATURAL Florida sunshine. The EPICUREAN CHEF’S kitchen serves as a BREATHTAKING centerpiece for entertaining, showcase-fitted with CUSTOM WARM-WOOD cabinetry rising gracefully to the ceiling, BEAUTIFUL crown molding, a new refrigerator, and RICH, POLISHED cream-and-taupe NATURAL granite countertops that extend into an EXPANSIVE breakfast bar. From there, the OPULENT living and dining quarters effortlessly transition out to a PRIVATE, ELEVATED balcony, offering TRANQUIL panoramas across Island Estates with SERENE, SHIMMERING glimpses of the Intracoastal Waterway. The LUXURIOUS attention to detail continues into both full bath sanctuaries, which have been LAVISHLY modernized with CUSTOM-TILED walk-in showers, complemented by SPACIOUS mirrored DESIGNER closets and the ULTIMATE convenience of a PRIVATE IN-UNIT washer and dryer. No expense has been spared in this FULLY FURNISHED masterpiece—from three new smart TVs and DESIGNER lighting to ULTRA-PLUSH linens, HIGH-END cookware, and HIGH-SPEED internet, ensuring a TRULY TURN-KEY experience from day one. When you are ready to explore, this PRIME address places WORLD-CLASS waterfront dining, LUXURY boutiques, and VIBRANT COASTAL nightlife just a LEISURELY walk or SCENIC Jolley Trolley ride away. Returning home, Island Estates provides a PREMIER, RESORT-CALIBER lifestyle, granting residents and guests EXCLUSIVE access to an OVERSIZED HEATED swimming pool, a RELAXING Jacuzzi, CHARMING tiki huts equipped with BBQ grill stations, a GRAND clubhouse featuring a billiards lounge, and a STATE-OF-THE-ART fitness center complete with DRY saunas and PRIVATE storage. Whether you seek an ELITE, HIGH-YIELD revenue asset, an OPULENT FULLY FURNISHED waterfront retreat, or a MASTERFUL hybrid of both, this property delivers an UNMATCHED fusion of prestige, location, and cash flow. Schedule your PRIVATE viewing today and claim your piece of the Clearwater Beach lifestyle.

400 Island Way Unit 509, Clearwater
255 Dolphin Point Unit 710, Clearwater
$395,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Cove Clearwater SubDv. ⋅ 33767 Zip Code
Gorgeous water views from every room. This is the largest floor plan in the building, with the split bedrooms and the primary having its own entrance. Large kitchen has an ear-in-area and new cabinets and counter tops. The windows and sliding glass door are also new, as is the A/C unit. Wonderful building to live in with lots of parking and on-site management. The heated pool is on the water and there is a dock for fishing. Walking distance to the Publix grocery, shops, restaurants, Clearwater Beach, and the Clearwater Marine Aquarium.

255 Dolphin Point Unit 710, Clearwater
255 Dolphin Point Unit 211, Clearwater
$285,000
1 Beds ⋅ 1 Baths ⋅ Dolphin Cove Clearwater SubDv. ⋅ 33767 Zip Code
Welcome to 255 Dolphin Point, Unit 211, where coastal living meets everyday convenience in one of Clearwater Beach’s most desirable locations. Perfectly situated just moments from world-renowned, top-rated beaches, as well as dining, shopping, and entertainment, this 1-bedroom, 1-bath residence offers the ideal blend of relaxation and accessibility. Inside, the unit features a functional and comfortable layout with a kitchen that flows seamlessly into the dining area and family room, creating an inviting space for everyday living or entertaining. A sliding glass door with a screen allows for natural light and refreshing coastal breezes. The private bedroom offers a walk-in closet and is complemented by a well-appointed bathroom for added convenience. Dolphin Point is located directly on Clearwater Harbor, providing residents with access to waterfront amenities including a dock and a heated pool—perfect for enjoying sunsets, spotting dolphins, or simply unwinding by the water. This well-maintained community also offers one of the lowest monthly HOA fees in the area, with dues that include cable TV, water, and internet—adding both value and ease to your lifestyle. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this condo offers a rare chance to own in one of Clearwater Beach’s most desirable communities.

255 Dolphin Point Unit 211, Clearwater
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