Clearwater Beach Homes with Playground Community Features

Welcome to Clearwater Beach, Florida, a sun-soaked paradise renowned for its stunning white sandy shores and vibrant coastal lifestyle. Nestled in Pinellas County, Clearwater Beach offers a unique blend of natural beauty and urban amenities, making it one of the most sought-after destinations in the Sunshine State. With its crystal-clear waters and an array of recreational activities, this coastal gem is perfect for beach lovers, outdoor enthusiasts, and families alike.

One of the standout features of Clearwater Beach is its warm, welcoming community, which is enhanced by the delightful homes within the Playground Community. This charming neighborhood is designed with families in mind, offering an array of amenities that promote an active and social lifestyle. Imagine your children laughing and playing in the community playground, while you relax under the shade of palm trees, enjoying the gentle sea breeze. The Playground Community fosters a sense of camaraderie among residents, where neighbors become friends and memories are created.

In addition to the playground, residents can enjoy beautifully landscaped parks, walking trails, and easy access to the beach, ensuring that your days can be filled with sun, sand, and surf. Clearwater Beach is also home to an array of dining, shopping, and entertainment options, from casual beachfront eateries to upscale restaurants, ensuring there’s something for everyone.

Whether you’re looking to invest in a family home or a vacation getaway, Clearwater Beach offers a lifestyle that is both vibrant and serene. Experience the charm of coastal living in the Playground Community, where every day feels like a vacation!

Newest Clearwater Beach Homes with Playground Community Features

$625,000

1 Beds ⋅ 2 Baths ⋅ Landmark Towers One SubDv. ⋅ 33767 Zip Code ⋅ TB8531401 MLS ⋅ Active Status ⋅ Landmark Towers One BLDG.

WOW! Prepare to be captivated by breathtaking, unobstructed Gulf views from this spectacular 12th-floor beachfront residence in the highly sought-after gated Landmark Towers on Sand Key. From the moment you enter, floor-to-ceiling hurricane-resistant windows frame endless turquoise waters and sugar-white sand, creating an unforgettable first impression. Step onto your private balcony to enjoy morning coffee, watch dolphins play in the surf, and take in world-famous Florida sunsets. Beautifully appointed and being offered fully furnished, this light-filled condominium is move-in ready and designed to maximize the incredible waterfront setting. Whether you're seeking a luxurious full-time residence, the perfect vacation retreat, or an exceptional income-producing investment, this property offers outstanding flexibility with one-month minimum rentals permitted. Additional highlights include two assigned under-building parking spaces, a rare and highly desirable amenity. Residents of the gated Landmark Towers enjoy resort-style amenities including 24-hour security, a heated beachfront pool and spa, tennis and pickleball courts, a grilling area, and direct beach access. Conveniently located across from the Shoppes of Sand Key with restaurants, cafés, shopping, and the Jolley Trolley, and just minutes from award-winning Clearwater Beach, this is Florida Gulf Coast living at its absolute finest. Luxury. Lifestyle. Location. This is your opportunity to own a turnkey, fully furnished slice of paradise with million-dollar Gulf views.

1230 Gulf Blvd Unit 1204, Clearwater Beach

$995,000

2 Beds ⋅ 2 Baths ⋅ Lighthouse Towers Condo SubDv. ⋅ 33767 Zip Code ⋅ TB8514916 MLS ⋅ Active Status ⋅ Lighthouse Towers BLDG.

Experience coastal luxury at its finest in this beautifully updated 15th-floor beachfront residence at Lighthouse Towers on Sand Key. This spacious 2-bedroom, 2-bath condo offers nearly 1,500 square feet of refined living space, breathtaking water views from every room, and an expansive private balcony perfect for enjoying unforgettable sunsets over the Gulf of Mexico. Offered turn-key furnished, the residence showcases sophisticated finishes and a beautifully renovated kitchen featuring granite countertops, custom wood cabinetry, stainless steel appliances, and panoramic water views. The serene primary suite is a true retreat, featuring floor-to-ceiling Gulf-front sliders, balcony access, a walk-in closet, dual vanities, separate shower, and a soaking tub with stunning beach views. Milestone inspection completed and passed. Lighthouse Towers offers an exceptional resort-style lifestyle with a heated beachfront pool and spa, covered pavilion, grilling area, tennis and pickleball courts, shuffleboard, basketball court, 24-hour guard-gated security, and direct beach access. One of only two Sand Key communities permitting two-week minimum rentals, this property presents an outstanding opportunity for both personal enjoyment and investment income. HOA fees include water, trash, cable, internet, master flood insurance, on-site management, security, and all community amenities. Ideally located on the pristine shores of Sand Key, you'll enjoy a tranquil beachfront setting just minutes from Clearwater Beach, fine dining, shopping, cultural attractions, and Tampa International Airport. Discover the perfect balance of luxury, privacy, and convenience in one of Florida's most sought-after coastal communities.

1290 Gulf Boulevard Unit 1506, Clearwater Beach

$565,000

1 Beds ⋅ 2 Baths ⋅ Landmark Towers 1 SubDv. ⋅ 33767 Zip Code ⋅ TB8501366 MLS ⋅ Active Status ⋅ Landmark Towers One BLDG.

Fully furnished Gulf front condo with a Gulf view from all rooms! Bright and open kitchen area with new appliances. Updated flooring and some new furniture. Large alcove balcony with railings on 2 sides provides extra southern exposure and privacy. Walk-in closet. New electric panel installed in March 2026. Convenient storage locker across the hall from the unit. Desirable assigned under building parking space with plenty of guest parking. Locked & enclosed bicycle and kayak racks for owner to use on ground floor, plus outside semi-covered bicycle rack for tenant use. Spacious lobby area on the second floor with sitting areas, TV, sharable books, and mailboxes. Outside the lobby is a covered drive thru drop off/pick area for cars. Resort style amenities include large heated pool, hot tub, tennis/pickleball courts, shuffleboard, grilling area, plus a swing set for little ones. Private composite boardwalk leads you to the beach. Proficient on-site management and efficient maintenance and security staff. 24/7 gated security with guard. All Milestone work has been completed. Maintenance fees satisfy SIRS requirements, which reduce the need for future special assessments. Excellent location with restaurants, shops, jet ski & boat rentals across the street. Short walk or drive across Clearwater Pass to Clearwater Beach activities. This move-in ready unit is ready to be enjoyed as a permanent residence, seasonal getaway or income producing beach gem. Enjoy truly carefree beach living at its best!!!

1230 Gulf Boulevard Unit 404, Clearwater Beach

$7,995,000

5 Beds ⋅ 6 Baths ⋅ Howard Estates SubDv. ⋅ 33786 Zip Code ⋅ TB8498906 MLS ⋅ Active Status

Discover the pinnacle of luxury, quality, and refinement in this brand-new custom California Coastal waterfront estate. Designed with exceptional craftsmanship and architectural sophistication, this residence embodies the highest standards of elevated coastal living. Soaring 25-foot ceilings create a striking sense of volume and light, while thoughtful conveniences include 42-foot-wide balconies, a commercial-grade elevator, dual laundry rooms, and an expansive 12-car garage. Constructed with uncompromising integrity, the home features full concrete construction, limestone cladding, deep-set pilings, and impact-rated casement and storefront windows. Inside, meticulously curated finishes showcase hand-selected natural stone, bespoke millwork, custom walnut cabinetry, and wide-plank European French oak flooring. The chef’s kitchen is appointed with Miele refrigeration, Wolf gas range, Wolf coffee system, Perlick wine column and Perlick clear ice maker, all complemented by honed Taj Mahal quartzite. A sleek linear gas fireplace and infinity glass railing add to the home’s refined aesthetic. Engineered for both luxury and longevity, the residence includes a protected deep-water dock, expanded seawall, and resort-style saltwater pool and spa—creating a private waterfront sanctuary. This newly built waterfront home—among the first offered to the public in over a decade in Belleair Beach—offers a rare opportunity along Florida’s Gulf Coast. The private residents-only beach lies just one block away, while world-class golf at Belleair Country Club and Pelican Golf Club is less than ten minutes from your door. Dimensions are estimates, buyer to verify.

236 Howard Drive, Clearwater Beach

$1,999,000

4 Beds ⋅ 4 Baths ⋅ Island Estate Of Clearwater Units 6d 7a 7c SubDv. ⋅ 33767 Zip Code ⋅ TB8487226 MLS ⋅ Active Status

One or more photo(s) has been virtually staged. Experience true Florida waterfront living in this elevated lot which had NO FLOODING in last major storms. This beautiful property is a spacious 3,366 sq ft residence featuring 4 bedrooms, 3.5 baths, and a private pool overlooking the water. Light-filled interiors offer generous living and entertaining spaces, including a large kitchen with direct access to the pool deck for seamless indoor-outdoor living. The adjoining dining and living areas are complemented by a versatile bonus space ideal for a home office or additional family room, along with a secondary flex room near the garage. It is a blank canvas ready for you to make your own. The primary suite provides a private retreat with en-suite bath, while upstairs, two guest bedrooms open to a shared balcony—perfect for enjoying coastal breezes and water views. Outdoors, enjoy a private dock with davit lift option, offering easy access to boating, fishing, and sunset cruises. The expansive patio and pool area are ideal for entertaining. An oversized 2-car garage includes a convenient half bath serving the pool area. A rare opportunity to own a spacious waterfront home in sought-after Island Estates—close to Clearwater Beach, dining, and shopping.

350 Harbor Passage, Clearwater Beach

$1,499,000

4 Beds ⋅ 3 Baths ⋅ Belle Isle SubDv. ⋅ 33786 Zip Code ⋅ TB8493476 MLS ⋅ Active Status

Sometimes the most meaningful homes begin as an opportunity. Set among multi-million-dollar waterfront estates in Belleair Beach, this property offers a rare chance to reimagine and rebuild something truly special. The home currently reflects its need for renovation, but its location, privacy, and sweeping water views toward the Clearwater Causeway are irreplaceable assets. Step inside, and you can begin to picture what’s next. Natural light filling the space. Clean lines replacing what once was. A layout brought to life with warmth, intention, and modern design. This is more than a renovation, it is a transformation waiting to happen. The existing footprint features an open layout and a split-bedroom design that lends itself beautifully to a thoughtful redesign. Outside, the property includes a waterfront dock and pool, both likely needing renovation, but they provide a solid foundation for those looking to fully reimagine the outdoor living experience. For those with vision, this is where your next chapter begins: an opportunity to design, refine, and ultimately own a custom waterfront home in one of Belleair Beach’s most sought-after settings.

3103 Wedgewood Drive, Clearwater Beach

$3,700,000

6 Beds ⋅ 6 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code ⋅ TB8481851 MLS ⋅ Active Status

Your waterfront dream home awaits at 824 Island Way. Perfectly positioned on the open water side of Island Estates, this nearly 5,000-square-foot custom-built Mark Maconi residence delivers luxury coastal living with two spacious primary suites and an exceptional list of recent upgrades. The home now showcases a freshly painted exterior with a refined Mediterranean flair, complemented by new exterior lighting that enhances its architectural detail and evening curb appeal. Additional improvements include a stunning tile roof, solar panel system, two 16-foot sliding glass door systems, and two extended composite decks that expand your outdoor living space and maximize the stunning waterfront views. A floating dock was also added in 2021. Step through the grand foyer and take in sweeping views across the Mandalay Channel toward the Gulf of America. Custom plantation shutters add elegance throughout, while the main-floor study features built-in shelving and can easily serve as a sixth bedroom. A well-appointed butler’s bar with a built-in wine refrigerator sits conveniently near the private elevator. The chef’s kitchen is designed for entertaining and everyday ease, offering a large island, Viking gas range, stainless steel appliances, built-in oven and microwave, and a central vacuum system. Upstairs, a thoughtful split floor plan provides privacy for two impressive primary suites. The main suite features an oversized bath with a walk-in shower, separate floating tub, built-in shelving, dual vanities leading to one private water closet on the right with a washer/dryer closet on the left, and a generous walk-in closet. Private east- and west-facing balconies offer breathtaking sunrise and sunset views. The secondary suite includes a wet bar, two closets, a full bath with double vanities and walk-in shower, plus a private office that opens to its own balcony. Three additional bedrooms, two bathrooms, an oversized laundry room, and abundant storage complete the second level. Outdoor entertaining is effortless with a heated saltwater pool with full automation controlled via smartphone app, outdoor kitchen and grill. The refurbished dock features a 16,000-pound lift and a deep-water slip accommodating vessels up to 70 feet. The three-car garage houses the tankless water heater system, Air Vac filtration system, and the complete Enphase solar battery backup system. Elevated above many neighboring homes with a 12 foot elevation, this property benefits from reduced flood insurance costs and added peace of mind with its solar power system—essentially functioning as a built-in generator. Located in the coastal Island Estates community, home to Clearwater Marine Aquarium, residents enjoy close proximity to Island Way Grill, Publix, and the world-famous shores of Clearwater Beach. Discover your private waterfront sanctuary at 824 Island Way—where dolphins play just beyond your dock and spectacular Gulf Coast sunsets are part of your everyday view.

824 Island Way, Clearwater Beach

$1,949,900

4 Beds ⋅ 4 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code ⋅ TB8467513 MLS ⋅ Active Status

Indulge in Coastal Opulence at 207 Midway Island! Prepare to be captivated by the allure of Island living with this extraordinary property now available for sale on the prestigious Island Estates. Nestled amidst the sparkling waters of the Intercoastal Waterway, this 4 bedroom 4 bath stunning residence offers a rare opportunity to own a slice of paradise unlike any other. From the moment you arrive, you'll be swept away by the spaciousness of this home at over 4,000 square feet situated on an expansive waterfront lot. This estate boasts panoramic views of the Intercoastal, offering a front-row seat to dolphins playing and breathtaking sunrises. Step inside to discover a world of water views from every room. With an open concept master retreat upstairs you can walk out to a large deck and enjoy looking over the waterway and pergola downstairs. The master suite features spacious his and her own walk-in closets along with a large master bath, plus the benefit of additional room - perfect for a nursery or craft room. Every detail of this home has been meticulously designed to provide the utmost in comfort, storage, and style. Whether you're hosting lavish gatherings or enjoying the quiet of relaxation, this residence offers the perfect setting for every occasion. Conveniently located just a 10-minute walk to Clearwater's #1 beach, famous Clearwater Marine Aquarium, shopping centers, etc. This property offers the perfect blend of privacy and convenience. Whether you're seeking a serene retreat away from the hustle and bustle of the beach, or a luxurious waterfront escape to call your own, 207 Midway Island embodies the epitome of coastal living! Don't miss out on the opportunity to make this exquisite estate your new home. Contact us today to schedule a private tour and experience the unparalleled beauty and luxury that awaits you at 207 Midway Island - your island paradise awaits!

207 Midway Island, Clearwater Beach

$875,000

3 Beds ⋅ 3 Baths ⋅ Skiff Harbour Twnhs Condo SubDv. ⋅ 33767 Zip Code ⋅ TB8453027 MLS ⋅ Active Status ⋅ Skff Harbour Townhomes BLDG.

OPEN WATER VIEWS and INCLUDED BOAT SLIP with 12,000 lb Lift Included! Expansive waterfront townhome offering 3 bedrooms and 3 full bathrooms on desirable Island Estates. Enjoy direct water views of Mandalay Channel and Clearwater Beach from the main living area and covered balcony. The open floor plan features a living/dining combo with wood-burning fireplace and sliders overlooking the water. Updated kitchen with granite countertops, stainless appliances, and in-unit laundry. The First-floor bedroom with en-suite bath provides an ideal guest space. Spacious primary suite includes a renovated bathroom with dual sinks, walk-in shower, custom cabinetry, and upgraded walk-in closet and a private balcony to enjoy the stunning views. The Second bedroom upstairs also offers an updated en-suite bath, with walk-in shower and generous storage. The tandem garage has been partially converted into a versatile room with a partially finished bath. Recent improvements include Roof (2021), Water Heater (2021), Electrical Panel (2019), Garage Door Opener (2022), and Disposal (2023). Assigned boat slip with lift offers quick access to the Intracoastal and Gulf of Mexico. Located close to Clearwater Beach, shopping, dining, marina, and Island Estates conveniences. Enjoy waterfront living and coastal recreation in a highly sought-after community.Easy commute to Tampa International and Clearwater/St. Pete airports.

214 Skiff Point Unit 214, Clearwater Beach

$724,900

3 Beds ⋅ 4 Baths ⋅ Belleair Beach Yacht Club Estates SubDv. ⋅ 33786 Zip Code ⋅ TB8419416 MLS ⋅ Active Status

One or more photo(s) has been virtually staged. Enjoy direct views of Belleair Beach from your spacious front porch and formal living room. This beautifully maintained, updated coastal oasis sits on a landscaped, partially fenced quarter-acre lot, offering the perfect blend of elegant entertaining spaces and functional family living. Inside, the light-filled formal living room boasts large windows framing serene water views. The spacious kitchen is a chef’s delight, complete with wood cabinetry, a closet pantry, and 2025 stainless-steel appliances. Seamlessly flowing from the kitchen is an expansive great room with high ceilings, an abundance of natural light, and a cozy granite, wood-burning fireplace perfect for cooler evenings. This home features 3 spacious bedrooms, all equipped with walk-in closets. Two bedrooms include private ensuite bathrooms, and the third bedroom offers two private entrances—making it an ideal, secluded in-law suite. A versatile bonus room with its own ensuite bathroom and dual entrances provides the perfect layout for a home office, gym, or guest wing. The hall bathroom is updated with a granite countertop and a bright skylight. Some of the recent updates to the home include new carpet in the bedrooms, new laminate flooring, new baseboards, newer washer and dryer (2025), newer electrical wiring (2025), and the 2020 HVAC. There is a circular driveway for additional off-street parking, 2 car carport, and generous storage. Living in the highly desirable Belleair Beach community gives your family access to private amenities, including private beach access, a private boat launch, a neighborhood park, tennis courts, pickleball courts, and a waterfront Clubhouse on the Intracoastal Waterway. Plus, a public boat ramp is minutes away at the Belleair Causeway Bridge. Don’t miss this rare opportunity to live steps from Belleair Beach, and minutes from Indian Rocks Beach, Clearwater Beach, Belleair Bluffs, premier golfing, dining, and shopping. Schedule your tour today and start living your coastal dream!

941 Gulf Boulevard, Clearwater Beach

$329,000

Island Yacht Club Condo SubDv. ⋅ 33767 Zip Code ⋅ TB8357327 MLS ⋅ Active Status

Enjoy the Florida lifestyle at its finest!!! Boats slips like this in Florida do not pop up often! Located in the highly sought after Island Yacht Club Marina located on Island Estates. The owner has a new permit, new poles, new electric, and new lift 20k pounds. Slip is 45’x 15’. The lift and dock are under cover of a metal roof helping to keep your boat pristine. 20,000 pound DECO lift that can hold a 40’+ boat. Lift under warranty. Brand new wiring from Yarbrough Electric. Box has 50 Amp, 30 Amp, and 2 additional 20 Amp electrical outlets. Turnkey and ready to go. This marina offers easy access for your boat coming or going. No wake zone. Well-run marina with a true professional dock master who excels in customer service. This location is one of the best that the community offers. The intracoastal opens up to the Gulf of Mexico in either direction. Amenities include fresh water, outdoor rinsing, fish preparation sink, grills, a mail room, and full baths. This community compliments the residential condos in the area. Hurry you won't find a marina that offers safety, convenience and fun all in one place!

200 Windward Passage Unit 84, Clearwater Beach

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