Clearwater/Clearwater Beach Homes with Maintenance Amenities

Clearwater/Clearwater Beach Homes with Maintenance Amenities

Welcome to Clearwater and Clearwater Beach, a stunning coastal gem nestled in Pinellas County, Florida. Known for its pristine white sandy beaches and vibrant sunsets, this region offers an idyllic lifestyle for those seeking both relaxation and adventure. Clearwater Beach boasts an array of recreational activities, from water sports and fishing to beach volleyball and leisurely strolls along the famous Beach Walk promenade. With its lively atmosphere, charming shops, and delectable dining options, Clearwater Beach is not just a destination; it's a way of life.

For those considering a home in this beautiful area, Clearwater offers a variety of properties, including stunning beachfront condos and spacious family homes. Many of these residences come with maintenance amenities, providing the ultimate convenience for homeowners. Imagine waking up to the sound of gentle waves and knowing that your property’s upkeep is taken care of, allowing you more time to enjoy the sun-soaked beaches and vibrant community events.

Whether you're looking for a vacation home, a permanent residence, or an investment property, Clearwater and Clearwater Beach cater to diverse needs with a focus on quality living. The community is not only welcoming but also rich in cultural experiences, with art festivals, live music, and seasonal events that bring residents together.

Embrace the Clearwater lifestyle where the sun shines bright, the beaches beckon, and your dream home awaits with maintenance amenities that make living here even more enjoyable. Come discover the magic of Clearwater Beach—where every day feels like a vacation!

Newest Clearwater/Clearwater Beach Homes with Maintenance Amenities

$350,000
2 Beds ⋅ 2 Baths ⋅ 51 Island Way Condo SubDv. ⋅ 33767 Zip Code
PRICED TO SELL! WATERFRONT ISLAND LIVING! Welcome to one of the most desirable condominium communities in Island Estates, where coastal living meets the ultimate Florida lifestyle. This updated two-bedroom, two-bathroom waterfront residence offers views of the Intracoastal Waterway, two private balconies, and an opportunity to enjoy resort-style living. Designed with comfort and style in mind, this light and bright residence features an open-concept floor plan filled with natural light from expansive hurricane-rated sliding glass doors. The beautifully updated kitchen showcases attractive stone countertops, abundant cabinetry, and a functional design that flows effortlessly into the spacious living and dining areas, making it ideal for everyday living and entertaining. Vinyl plank flooring extends throughout the main living areas, while ceramic tile complements both updated bathrooms. The spacious primary suite easily accommodates a king-size bedroom set and features a private ensuite bathroom, generous closet space, and direct access to the main balcony. The guest bedroom also enjoys its own private balcony, creating a welcoming retreat for family and friends. Enjoy peaceful Intracoastal Waterway views from both the living room and primary suite. Living at 51 Island Way is about far more than owning a condominium—it's about embracing a true waterfront lifestyle. Island Estates is one of Clearwater's premier residential island communities, surrounded by sparkling waterways and known for its boating, fishing, walkability, and relaxed coastal atmosphere. Everyday conveniences, including a Publix grocery store, pharmacy, bank, post office, restaurants, bars, coffee shops, salons, and other neighborhood services, are all located right on the island. World-famous Clearwater Beach is just a short bicycle ride, an enjoyable walk, or a quick trip on the Jolly Trolley. Spend your days boating through the Intracoastal Waterway, cruising into the Gulf, fishing, kayaking, paddle boarding, enjoying the beach, or dining at one of the area's many waterfront restaurants before enjoying a spectacular Florida sunset. Community amenities include: secure building access, heated waterfront swimming pool and spa, sauna, tiki bar, tiki huts, clubroom for social gatherings, marina with boat slips available on a first-come, first-served basis, kayak storage, dedicated kayak launching dock, fishing, tennis court, pickleball, shuffleboard courts, waterfront grounds overlooking the Intracoastal Waterway, and an assigned private storage closet. Nature lovers will appreciate frequent visits from dolphins, manatees, tropical birds, and other native Florida wildlife, while boating enthusiasts will love immediate access to the Intracoastal Waterway and convenient routes to the Gulf of America. Whether you're searching for a full-time residence, a seasonal retreat, or an exceptional waterfront investment, this beautifully updated condominium offers the perfect combination of location, lifestyle, and value. If you've been dreaming of living on an island where every day feels like a vacation, this is your opportunity to make that dream a reality. Come experience why Island Estates remains one of the Tampa Bay area's most desirable waterfront communities—and why so many residents never want to leave. Call today to schedule your private showing!

51 Island Way Unit 311, Clearwater Beach
$625,000
1 Beds ⋅ 2 Baths ⋅ Landmark Towers One SubDv. ⋅ 33767 Zip Code
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
$555,000
2 Beds ⋅ 2 Baths ⋅ Island Way Towers Condo SubDv. ⋅ 33767 Zip Code
Welcome to Island Way Towers, a premier waterfront condominium community in the highly sought after Island Estates neighborhood. Meticulously maintained and thoughtfully updated, this second floor corner residence offers two bedrooms, two full bathrooms, and approximately 1,345 sq. ft. of light filled living space. Designed to maximize its exceptional waterfront setting, the home features two private water view balconies, hurricane, rated windows, and sliding glass doors, and an open living and dining area. The spacious primary suite offers private balcony access, a walk-in closet, and tranquil intracoastal views. The beautifully appointed kitchen hen showcases custom cabinetry, granite countertops, and generous storage. Island Way Towers offers an exceptional coastal lifestyle with resort style amenities including a heated waterfront pool and spa, fitness center, clubhouse, tennis courts, outdoor grilling area, elevators, dock access, and additional storage. Ideally located directly across the street from Publix and just moments from restaurants, banking, Clearwater, Marine aquarium, downtown Clearwater, and world famous Clearwater Beach. Boat slips, private garages, and additional storage may be available separately and are not included with this residence. Association approval and leasing restrictions apply. Motivated seller. List price reflects an outstanding opportunity to own one of the best values on the waterfront in Island Estates. Opportunities like this are rare. Schedule your private showing today.

223 Island Way Unit 2E, Clearwater Beach
$399,000
2 Beds ⋅ 2 Baths ⋅ Sea Island North 3 Condo SubDv. ⋅ 33767 Zip Code
Experience refined coastal living in this extensively renovated unit, where every detail has been thoughtfully upgraded with quality craftsmanship and timeless style. Filled with natural light, the inviting interior showcases breathtaking panoramic views of Mandalay Bay and an airy, open-concept design perfect for everyday living and entertaining. The enclosed lanai serves as an exceptional extension of the living space, providing the perfect setting to relax and take in the waterfront scenery. At the heart of the home, the beautifully updated kitchen features an impressive granite island, premium finishes, and generous prep space that will delight both casual cooks and seasoned chefs. Designer upgrades continue throughout with elegant tile flooring, recessed lighting, modern interior doors, and custom built-in cabinetry that maximizes both storage and functionality. A full-size in-unit washer and dryer add everyday convenience. Major improvements include impact-resistant, UV-protected windows, updated electrical, a newer water heater, water softener, HVAC system, wine refrigerator, and numerous additional enhancements that provide lasting value and peace of mind. Residents enjoy easy access via both the elevator and stairs, along with outstanding waterfront amenities. Spend evenings on the community dock watching spectacular sunsets, grilling with friends, launching a kayak, fishing, or taking advantage of available water, electric, and boat access. Nestled in the highly desirable Island Way community, this well-maintained building has successfully completed its required Milestone Inspection with no current assessments. Just minutes from Clearwater Beach, Publix, popular restaurants, and the vibrant entertainment of downtown Clearwater, this exceptional waterfront property offers the ideal blend of comfort, convenience, and coastal lifestyle. Buyers should verify all rules, regulations, and leasing guidelines directly with the homeowners association.

770 Island Way Unit N204, Clearwater
$265,000
1 Beds ⋅ 1 Baths ⋅ Horizon House Co-Op SubDv. ⋅ 33767 Zip Code
DIRECT VIEWS OF CLEARWATER BEACH & THE SPARKLING GULF OF AMERICA! Welcome to this move-in-ready, spacious waterfront 1-bedroom, 1-bathroom co-op located on the highly desirable Island Estates in Clearwater Beach. From the moment you enter, you are greeted by breathtaking panoramic water views of Clearwater Harbor that can be enjoyed from every room. The home features large southwest-facing windows that fill the space with natural light and showcase stunning sunsets over the water and the beauty of Clearwater Beach. The bedroom offers oversized windows with incredible waterfront views, creating a peaceful retreat where you can wake up to the beauty of the coast. The unit is offered with furnishings optional, making it easy to move right in and start enjoying the Florida lifestyle. Additional features include an upgraded FOB entry system for added security and convenience. The community offers an impressive array of amenities and services, including cable TV, internet, water, sewer, trash, electricity, insurance, exterior maintenance, grounds maintenance, repairs, pest control, pool maintenance, recreational facilities, and on-site management. Enjoy resort-style living with a community pool, fishing pier, boat dock, outdoor grilling area, recreation center, library, fitness room, indoor bike storage, free laundry facilities, private storage closets located on your floor, and game areas featuring ping pong and pool tables. Perfectly situated on Island Estates, you are just steps away from popular restaurants, shopping, grocery stores, and entertainment. The Clearwater Marine Aquarium is directly across the street, along with the iconic Island Way Grill and convenient Jolly Trolley service, providing easy access to Clearwater Beach and surrounding attractions. Experience waterfront living at its finest with spectacular views, incredible amenities, and an unbeatable location in one of Clearwater Beach’s most desirable communities.

31 Island Way Unit 505, Clearwater Beach
$545,000
1 Beds ⋅ 1 Baths ⋅ Regatta Beach Club Condo SubDv. ⋅ 33767 Zip Code
BEACHFRONT UNIT AVAILABLE! Welcome to Regatta Beach Club, one of the most sought-after beachfront communities on Clearwater Beach. Enjoy breathtaking views of the Gulf of America, sugar-white sands, and spectacular nightly sunsets from your private beachfront balcony. This beautifully updated, fully furnished, turnkey one-bedroom, one-bathroom condominium with a bonus room offers the perfect opportunity to own your own slice of paradise and experience the very best of Florida's Gulf Coast lifestyle. Interior Features: Beautifully updated with modern coastal finishes, Light and bright open-concept floor plan, Ceramic tile flooring throughout, Updated kitchen featuring granite countertops and stainless steel appliances, Spacious beachfront balcony in the highly desirable center tower with panoramic Gulf views and unforgettable sunsets, Hurricane-rated sliding glass doors and windows, Primary bedroom with direct balcony access and stunning beachfront views, Updated bathroom featuring a granite vanity and beautifully tiled walk-in shower, Bonus room ideal for guests, a home office, or additional sleeping space and Resort-Style Amenities. Residents of Regatta Beach Club enjoy an exceptional collection of amenities, including: Gated entry with lobby staff, Olympic-sized heated beachfront swimming pool, State-of-the-art fitness center, Private movie theater, Club room for entertaining, Game room with billiards, Outdoor grilling area, Shuffleboard courts Direct access to one of Clearwater Beach's most beautiful stretches of sand. Located on the quiet north end of world-famous Clearwater Beach, you'll enjoy the perfect balance of privacy and convenience while remaining just minutes from Pier 60, award-winning restaurants, shopping, entertainment, the Clearwater Marine Aquarium, and everything that makes Clearwater Beach one of Florida's premier destinations. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this exceptional beachfront condominium truly has it all. Schedule your private showing today before this incredible opportunity is gone!

880 Mandalay Avenue Unit C801, Clearwater Beach
$529,900
2 Beds ⋅ 2 Baths ⋅ 440 West Condo SubDv. ⋅ 33767 Zip Code
Experience the ultimate coastal lifestyle in this direct Gulf-front condo offering expansive water views and breathtaking sunsets. This highly sought-after, 1,186-square-foot residence features two bedrooms, two bathrooms, and a large private balcony perfect for watching boats cross the sparkling blue waters. The interior features a bright great room layout ideal for entertaining, complemented by a kitchen with a closet pantry and breakfast bar seating. The primary suite serves as a private retreat, complete with dual closets and an en-suite bathroom featuring a walk-in shower, double vanities, and a linen closet. Additional conveniences include an in-unit stackable washer and dryer, plus a dedicated storage room located directly across the hall (shared with only three other residents on the floor). The monthly association fees cover water, sewer, trash, cable, internet, building amenities, and 24/7 guarded security. For investors or seasonal residents, the community permits short-term rentals (30-day minimum), offering an excellent opportunity to generate income and offset ownership costs. Property Note: The complex is currently undergoing extensive building updates and repairs. Perfectly situated within walking distance of world-renowned Clearwater Beach, premier dining, shopping, and vibrant coastal activities, this property delivers a perpetual vacation experience.

450 S Gulfview Boulevard Unit 605, Clearwater Beach
$700,000
2 Beds ⋅ 2 Baths ⋅ Dans Island On Sand Key Condo SubDv. ⋅ 33767 Zip Code
Virtually Staged. Experience the best of Florida waterfront living in this spacious residence offering breathtaking Intracoastal Waterway views from nearly every room and direct access to the pristine Sand Key Gulf beach just steps away. Perfectly positioned to enjoy spectacular sunrises over the water and unforgettable sunsets on the beach, this home offers the lifestyle buyers dream about. Featuring approximately 1,610 square feet with a desirable floor plan, multiple balconies, and generous living spaces, this residence is ready for its next owner to personalize and make it their own. While tastefully maintained, (Kitchen and Primary Bath updated 2015; new HVAC in 2026) it presents an outstanding opportunity to update and create a custom coastal retreat that reflects your own style and vision. The spacious living and dining areas flow seamlessly to the main balcony overlooking the Intracoastal, creating an inviting setting for entertaining or simply relaxing while watching the boats go by. The primary suite offers private balcony access, a large ensuite bath with soaking tub and separate shower, and abundant closet space. The guest bedroom also enjoys its own private balcony, providing comfort and privacy for family or visitors. Residents enjoy an exceptional amenity package including 24-hour guard-gated security, a beachfront pool and spa, fitness center, indoor recreational courts, clubhouse, and private beach access. The monthly condominium fee includes high-speed internet, cable television, water, sewer, trash, exterior maintenance, building insurance, reserve funding, on-site management, and full use of the community amenities. Whether you're searching for a full-time residence, seasonal getaway, or investment in one of Sand Key's most desirable waterfront communities, this is an exceptional opportunity to secure a well-located residence with outstanding views, direct beach access, and unlimited potential to create the luxury coastal home you've always envisioned.

1660 Gulf Boulevard Unit 407, Clearwater Beach
$285,000
1 Beds ⋅ 1 Baths ⋅ Dolphin Cove Clearwater SubDv. ⋅ 33767 Zip Code
Virtually Staged. Welcome to Dolphin Cove in Island Estates! Experience the ultimate Florida lifestyle in this stunning waterfront condo located in the highly desirable Dolphin Cove community. Situated on the scenic Intracoastal Waterway, this secure high-rise building offers unparalleled convenience paired with resort-style relaxation. Step inside to find an inviting layout. The kitchen comes fully equipped with a refrigerator, range, and dishwasher, making meal prep a breeze with plenty of counter space & storage. Bedroom features a spacious walk in closet. Building Amenities Include: private swimming pool with shaded tiki patio tables, fishing pier, bike storage area & BBQ grills with picnic area for your enjoyment. Steps away from the Clearwater Marine Aquarium; Minutes away to world renowned Clearwater Beach. Island Estates is an exclusive self-contained community, and this property is walking distance to a grocery store, pharmacy, banks, restaurants, dry cleaners, nail & hair salons, & much more. Building is located 2.5 blocks from the Jolly Trolley route and the public transportation route. Please allow 15 days for application processing. Ample, open parking spots. Sorry no pets allowed. Please note, 12 months of ownership required prior to renting out the property. Storage space #43 conveys with unit.

255 Dolphin Point Unit 307, Clearwater Beach
$629,000
2 Beds ⋅ 2 Baths ⋅ Sand Key Condo-South Beach 2 SubDv. ⋅ 33767 Zip Code
An idyllic oceanfront setting and incredible water views blend beautifully in this wonderful property. Cherished by the current owner for more than 30 years, this beach home is situated in a prime Sand Key location and also occupies a premium position in the building that offers extraordinary views of the pool, beach, Intracoastal, and Gulf. The spacious, open layout features floor to ceiling sliding doors and a large West facing window that create an abundance of natural light in the daytime and unforgettable sunsets each evening from the comfort of your own living room. All windows and doors are protected by electric roll down shutters. The kitchen has an eat-in area and features wood cabinets, granite countertops, and Samsung appliances. The bedrooms are among the largest that you will find on Sand Key and include sliding doors that access a 25ft. balcony with magnificent water views and generous storage. The owner suite features dual closets and en-suite bath with new wood cabinets and jacuzzi tub. This property also comes with 2 parking spaces and a storage locker for your beach toys! South Beach II is a private gated community with lush tropical landscaping and direct access to one of the most pristine beaches that you will find anywhere. Enjoy breathtaking sunsets from the tiki huts and swim in the heated resort-style pool that overlooks the Gulf. Other amenities include a fitness room, outdoor showers and baths, and clubroom for social events. Private and serene yet close to great restaurants, shops, entertainment, and the Jolley Trolley! Call now to schedule your tour. Virtual tours are also available.

1430 Gulf Boulevard Unit 501, Clearwater Beach
$575,000
2 Beds ⋅ 2 Baths ⋅ Starboard Tower SubDv. ⋅ 33767 Zip Code
This spectacular unit has stunning high & expansive views! Step into your dream coastal retreat with this newly renovated, 2-bedroom, 2-bathroom unit on the 9th floor. Boasting a spacious balcony that offers the most desirable west and gulf views, complete with sunsets!! The newly added impact sliding doors enhance the panoramic vistas, creating a seamless indoor-outdoor living experience. The bright kitchen with stone countertops and an additional island is perfect for entertaining. Remote controlled shades, updated electric panel, in-unit laundry closet, uniquely hidden pull out ironing board, well-appointed primary bedroom walk-in closet system and luxury vinyl throughout were added for convenient living. This condo's built in storage systems maximize all use of space to provide a seamless living space. HVAC & water heater 2021 & all new water lines/plumbing. The building offers a workout room, dry sauna, billiards, storage, resort style heated pool/spa, outdoor grill area and spaces for community gatherings. Next to Publix grocery store, local shops, restaurants, and a short distance to the beautiful Clearwater Beach! This home is a true gem in paradise. Live the luxury lifestyle that Coastal Classic Design offers. Covered parking space #56 conveys with unit

400 Island Way Unit 904, Clearwater Beach
$369,000
2 Beds ⋅ 2 Baths ⋅ Horizon House Co-Op SubDv. ⋅ 33767 Zip Code
Welcome to this beautifully updated 5th-floor, 2-bedroom, 2-bath residence at the highly sought-after 31 Island Way Co-op, where spectacular water views, spacious interiors, and resort-style amenities create the ultimate Florida waterfront lifestyle. The elevated 5th-floor location offers breathtaking vistas and an abundance of natural light throughout. Enjoy truly maintenance-free living with an extensive monthly fee that includes **electricity, water, sewer, cable television, basic Wi-Fi, building insurance, professional property management, and lobby attendants.** This well-managed community allows you to focus on enjoying your surroundings rather than worrying about everyday expenses and upkeep. Residents have access to an impressive array of amenities designed to enhance every aspect of daily living. Relax beside the geothermal-heated waterfront pool, stay active in the **fully renovated fitness center, gather with friends in the stylish lobby seating areas, or host special events in the spacious clubhouse and social rooms. Additional conveniences include Free laundry facilities, private storage closets on each floor, indoor bicycle storage, a library, billiards, ping pong, and numerous recreational gathering spaces. The building has undergone significant updates, including a state-of-the-art secured entry system, modernized elevators, upgraded HVAC systems, renovated common areas, updated lobby flooring, and an enhanced fitness facility, providing comfort, security, and long-term value. Outdoor enthusiasts will appreciate the fishing pier, boat dock, outdoor grilling areas, and boat slips available on a first-come, first-served basis for a nominal monthly fee. The association maintains full reserves and handles exterior maintenance and common areas, offering exceptional peace of mind. Ideally located on Island Way, you'll be just minutes from everything Clearwater has to offer. Take a short walk, bike ride, or trolley trip to local shops, restaurants, grocery stores, the Clearwater Marine Aquarium, and the sugar-sand beaches of world-famous Clearwater Beach. The convenient Jolly Trolley stop directly across the street makes exploring the area effortless. Don't miss this opportunity to own a stunning 5th-floor waterfront residence in one of Clearwater's most desirable communities where every day feels like a vacation. This Property does not allow pets or rentals.

31 Island Way Unit 508, Clearwater Beach
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