Clearwater Homes with Gated Community - Guard Community Features

Clearwater Homes with Gated Community - Guard Community Features

Welcome to Clearwater, Florida, a sun-kissed gem nestled in Pinellas County, renowned for its stunning beaches, vibrant culture, and a lifestyle that perfectly blends relaxation with excitement. Clearwater is not just a destination; it’s a community that welcomes you with open arms. With its picturesque waterfront, the famous Clearwater Beach, and a thriving arts scene, this city offers a unique blend of leisure and entertainment for residents and visitors alike.

For those seeking the ultimate in privacy and security, Clearwater boasts an array of exquisite homes within gated communities. These exclusive neighborhoods not only provide a serene environment but also feature guard services that ensure peace of mind for all residents. Imagine waking up each day in a beautifully designed home, surrounded by lush landscapes and the added comfort of living in a secure environment.

Gated communities in Clearwater offer more than just security; they present a lifestyle filled with amenities. Residents can enjoy resort-style pools, fitness centers, and clubhouse facilities, perfect for hosting gatherings or enjoying a leisurely afternoon. Many of these communities are conveniently located near shopping, dining, and recreational options, making it easy to enjoy everything Clearwater has to offer.

Whether you’re looking for a spacious family home or a cozy retreat, the gated communities in Clearwater provide a perfect sanctuary. Experience the charm of Clearwater living, where safety, comfort, and community come together to create the ideal place to call home. Discover your dream home today in this beautiful coastal paradise!

Newest Clearwater Homes with Gated Community - Guard Community Features

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

WELCOME TO THE ON TOP OF THE WORLD LIFESTYLE! This 2-bedroom, 2-bath condo offers an opportunity to enjoy one of Clearwater's established 55+ communities, where the lifestyle and amenities take center stage. Enjoy a community designed for active Florida living with swimming, golf, fitness facilities, clubhouse activities, a dog park and much more. Cable and Wi-Fi are included, along with convenient transportation to local shopping. The community's Clearwater location puts shopping, dining, grocery stores and medical facilities within easy reach. Whether your ideal Florida day includes a round of golf, time by the pool, staying active at the fitness center, enjoying community activities or simply relaxing in the Florida sunshine, On Top of the World offers plenty of ways to enjoy it. Unit 26 includes an assigned parking space with additional guest/visitor parking available. Owner financing is available, creating another option for qualified buyers. This is an opportunity to make the condo your own while enjoying the amenities and lifestyle that make On Top of the World such a recognizable Clearwater 55+ community. Come see the community, experience the lifestyle, and imagine calling it home. Association approval required. Property is transferred by leasehold estate deed.

2260 Costa Rican Drive Unit 26, Clearwater

2 Beds ⋅ 2 Baths ⋅ Grand Bellagio At Baywatch Condo SubDv. ⋅ 33764 Zip Code

YOUR BOAT. YOUR SLIP. JUST STEPS FROM YOUR FRONT DOOR. Welcome to 2741 Via Cipriani, where luxury waterfront living feels like a year-round resort vacation. This exceptional two-bedroom, two-bath townhome features two private primary suites—one downstairs and one upstairs—providing comfort, privacy, and a flexible layout that is perfect for homeowners and guests. This residence offers a rare combination that is difficult to find: its own boat slip, an attached two-car garage, and the convenience of walking directly from your garage into your home—then stepping outside and being just feet from your boat. Imagine beginning your morning with a peaceful kayak or canoe ride, spending the afternoon cruising on your boat, and returning home to grill by the water and enjoy the evening with neighbors. This is not simply a place to live—it is a waterfront lifestyle and a true sense of community unlike any other. Located within the prestigious, gated waterfront community of The Grand Bellagio at Baywatch, residents enjoy resort-style amenities including a 24-hour guard gate, clubhouse, fitness center, sauna, resort-style pool, community dock, waterfront walking areas, outdoor grilling stations, three dog parks, and regularly scheduled community events. The community fee also includes access to the amenities, Spectrum internet, basic television service, and convenient valet trash pickup. Whether you are an avid boater, enjoy kayaking and canoeing, or simply want to relax beside the water, this residence delivers luxury, security, convenience, and an unmatched connection to the Florida waterfront lifestyle. This is more than a townhome—it is resort-style waterfront living at its finest. Schedule your private showing and experience it for yourself.

2741 Via Cipriani Unit 916A, Clearwater

1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

This one bedroom condo is awaiting your vision and personal touches. Conveniently located on the second floor, which also houses the building's laundry room. Enjoy added protection and peace of mind with impact resistant windows in the Florida Room. Additional updates include a newer walk-in shower, vanity, and toilet. Not to mention, a water heater replacement in May of 2026. AC replaced in 2018. Schedule your private showing today! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required.

2457 Ecuadorian Way Unit 41, Clearwater

2 Beds ⋅ 2 Baths ⋅ Belleview Biltmore Villas Bayshore Ii SubDv. ⋅ 33756 Zip Code

Fabulous remodeled southeast corner condominium in the guard-gated Belleview Biltmore community in Belleair, Florida. Pride of ownership in this updated two-bedroom, two-bath corner unit offering abundant light, beautiful finishes throughout and a 26-foot balcony with peaceful views. The 1,385-square-foot, corner floorplan is unique and offers extra windows in the living room and kitchen that fill the unit with eastern and southern light. Enjoy the neutral color palette with porcelain tile throughout, thoughtfully updated lighting, smooth ceilings and walls with new paint and updated window shades. The kitchen is a chef’s delight and has been opened to the living and dining for an open concept featuring a breakfast bar, granite countertops, custom wood cabinetry, task, pendant and LED lighting, a stone backsplash and a stainless KitchenAid®. Living and dining offer glorious green views and access to your 26 ft balcony. King-size primary ensuite with balcony access, green tree views and dual closets. The primary ensuite bath has been remodeled with LED lighting, granite, wood cabinetry and tile and features a built-in linen closet. A large second bedroom is perfect for guests or an office with balcony access, green tree views and a huge closet. The second bath is remodeled with a gorgeous walk-in shower, LED lighting, granite and wood cabinetry. Convenient laundry closet inside the unit with new washer and dryer. This well-cared-for condominium comes with one assigned under-building parking spot and one assigned storage under the building. The Bayshore II building is meticulously maintained with a secure lobby, video monitoring, a heated/cooled lakeside pool, a BBQ area, a clubroom and bike storage all on Harold’s Lake with a peaceful nature setting offering sights to behold such as the Rosette Spoonbills. Located in the 24/7 guard gated Belleair Country Club, Belleview Biltmore and Belleview Inn community. The new owner qualifies to skip the multi-year waitlist for golf membership application to private Belleair Country Club for a fee, should you choose. There is a private marina with boat slips for rent or purchase that are subject to availability. Quaint town of Belleair with its own police department, town hall, 19 green space parks and a recreational center with activities for all. Close to Gullf beaches, Pinellas Trail, excellent medical facilities, dining and shopping. Two international airports with PIE 20 mins and TPA 30 mins. This unit is a must-see! Floor plan photo slide 47. No pets allowed. Must own two years before renting.

220 Belleview Boulevard Unit 403, Belleair

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Welcome to On Top of the World, a sought-after 55+ active adult community in Clearwater, Florida! This charming first-floor 2-bedroom, 2-bathroom residence offers a comfortable layout, convenient location, and plenty of potential to make it your own. The living and dining areas flow into the kitchen, which opens to a spacious family room for easy everyday living and entertaining. Both bedrooms are generously sized, with the primary bedroom featuring a private ensuite bath. An inside laundry area adds everyday convenience, while laminate and tile flooring throughout means NO CARPET. Step outside to the patio and enjoy views of the surrounding green space and peaceful community setting. Convenient parking is located right outside your door for easy access. This home is cute and full of possibilities, with an opportunity for the new owner to add their own personal touch. Located in On Top of the World Clearwater, residents enjoy an active 55+ lifestyle with an array of amenities, including golf, heated swimming pools, fitness facilities, tennis and pickleball, shuffleboard, hobby and activity centers, social clubs, walking areas, and more. The community offers an abundance of activities and opportunities to stay active, socialize, and enjoy the Florida lifestyle. Plus, this convenient Clearwater location puts you close to shopping, dining, medical facilities, entertainment, and the beautiful Gulf Coast beaches. If you're looking for an affordable Clearwater 55+ home in a vibrant active adult community, this could be the one!

2295 Belgian Lane Unit 5, Clearwater

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Beautiful first-floor, 1,370-square-foot condo ideally situated on the golf course and positioned on a corner with no neighbors on one side. This spacious condo features a wide-open floor plan, an updated kitchen and bathrooms, and luxury vinyl tile flooring throughout for a seamless, cohesive look. The tastefully updated kitchen features beautiful cabinetry and countertops. Both bathrooms have been updated with new vanities and showers featuring large glass doors. A large updated window provides beautiful views of the golf course. Relax and enjoy your morning coffee or evening nightcap on either the front or rear patio. This is a must-see condo! Furniture is negotiable. Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required. Washer, dryer, and hook ups must be approved by the Association.

2460 Franciscan Drive Unit 28, Clearwater

2 Beds ⋅ 2 Baths ⋅ Imperial Cove 14 SubDv. ⋅ 33764 Zip Code

Discover waterfront Florida living at 19029 US Hwy 19 N #204, Clearwater, FL 33764, a beautifully maintained and tastefully renovated 2-bedroom, 2-bath condo located in the highly sought-after gated 55+ community of Imperial Cove. Situated in Association 14, Building 26, this building is a longtime community favorite for its convenient location and substantial construction. Originally engineered to be structurally sound for an additional three floors, Building 26 was built “tank strong,” with the additional stories ultimately not constructed. Unit #204 offers an exceptional combination of comfort, convenience, thoughtful updates, and beautiful views. Enjoy quick elevator access just steps from your front door, in-unit laundry, one dedicated covered parking space, and plenty of guest parking. Relax on the lanai and take in beautiful Florida sunsets, while the front porch and balcony areas provide additional views of this incredible waterfront community. Dolphin and manatee sightings are a regular part of life here! Inside, the condo has been tastefully updated and renovated with quartz countertops, a glass tile backsplash, an eat-in kitchen area, formal dining space, and a large living area perfect for entertaining. A reverse osmosis water system was installed in 2026, adding another thoughtful upgrade to the home. The primary bathroom features a tiled walk-in shower with glass doors, while the guest bathroom has been totally remodeled with a new tub. Additional improvements include a new refrigerator and stove in 2026, new ceiling fans in 2026, updated electrical panel in 2026, reverse osmosis water system in 2026, HVAC replaced in 2024, and water heater replaced in 2022. Imperial Cove offers an impressive active-adult lifestyle with a gated entrance, active clubhouse/community room, billiards rooms, fitness center/gym, sauna and showers, shuffleboard courts, putting greens, outdoor grilling areas, library, fishing pier, and a heated saltwater swimming pool. A lighted walking path winds through the community and along the waterfront, offering gorgeous Tampa Bay views and opportunities to see dolphins, manatees, and spectacular Florida sunsets. Even better, this unit enjoys the lowest HOA fee in Imperial Cove while providing access to the community's outstanding amenities. Association fees include water, sewer, trash, exterior maintenance, grounds maintenance, roof and more. Centrally located in Pinellas County, you're minutes from shopping, dining, entertainment, Clearwater, St. Petersburg, Tampa, area beaches, airports, and everything the Tampa Bay area has to offer. If you're searching for a move-in-ready 55+ Clearwater condo with elevator access, in-unit laundry, covered parking, waterfront amenities, extensive community activities, beautiful views, and an unbeatable Central Pinellas location, #204 at Imperial Cove deserves to be at the top of your list. Come experience the Imperial Cove lifestyle and see why Building 26 is such a community favorite!

19029 Us Highway 19 N Unit 26-204, Clearwater

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Welcome to On Top of the World, the most desirable 55+ community in Pinellas County! This 3rd flood 2-bedroom, 2-bathroom condo comes with washer and dryer. Seller is to replace all flooring with Luxury Vinyl Planks. Enjoy living on the third floor without neighbors above you. Schedule your showing today. Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for resident owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. If financing, a 35% down payment is required. Washer, dryer and hook ups must be approved by the association.

2361 Jamaican Street Unit 51, Clearwater

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Spacious 2-bed, 2-bath, 1,370 sq ft condo in the sought-after On Top of the World 55+ community of Clearwater. This bright, tastefully decorated third-floor home lives large, with an open living and dining area, abundant natural light, ceiling fans throughout, and peaceful treetop and green-space views. The kitchen offers ample cabinetry, generous counter space, and a tiled backsplash, flowing easily into the main living space for effortless entertaining. A comfortable primary suite with private bath, a generous second bedroom, and a versatile bonus/TV room give you room to spread out. Laminate and tile flooring run throughout, and newer windows (2017) add to the appeal. Furnishings are negotiable — move right in. An elevator, assigned parking space and dedicated storage space add everyday convenience, and a laundry facility is located right on the same floor. Beyond your front door, OTOW offers an incredible array of amenities and activities, including more than 175 clubs, 2 swimming pools, 4 tennis courts, pickleball, a fitness center, dog park, horseshoe pits, lawn bowling and shuffleboard. Approved resident owners with a valid Activity Card also enjoy FREE golf on the community's 2 courses — an exceptional perk for golf enthusiasts! With a vibrant social atmosphere, pet-friendly environment and something for everyone, On Top of the World makes it easy to stay active, connected and entertained. All this, just minutes from Clearwater's beautiful beaches, shopping, dining, medical facilities and more. Make this your new home today!

2285 Norwegian Drive Unit 59, Clearwater

2 Beds ⋅ 2 Baths ⋅ Waters Edge Condo SubDv. ⋅ 33755 Zip Code

Resort-Style Luxury in Downtown Clearwater! Welcome to Water’s Edge, a premier waterfront high-rise in the heart of downtown Clearwater. This turn-key 2-bedroom, 2-bathroom second-floor condo offers 1,331 square feet of beautifully designed, light-filled living space with an open, airy layout and an array of upscale features. Soaring ceilings and plantation shutters create a refined yet inviting atmosphere throughout. The spacious kitchen features granite countertops, wood cabinetry, stainless-steel appliances, and an open design that flows seamlessly into the main living area—perfect for entertaining. The desirable split-bedroom floor plan provides privacy, with two generously sized bedrooms and beautifully appointed bathrooms featuring matching granite countertops. A dedicated interior laundry room with washer and dryer adds everyday convenience. The second-floor location offers a unique vantage point with views toward the historic Capitol Theatre. Additional highlights include two assigned, gated and covered parking spaces and a private climate-controlled storage unit. Residents of Water’s Edge enjoy an exceptional collection of resort-style amenities, including 24-hour concierge and security, fitness center, yoga studio, locker rooms with steam rooms, social club room with billiards, and an expansive 11,000-square-foot amenity deck featuring a heated pool, spa, cabanas, firepit, and gas grills. The monthly condo fee includes basic cable, high-speed internet, water, sewer, trash, exterior pest control, and building flood insurance. Live in the heart of it all with a truly walkable downtown lifestyle. Enjoy easy access to the newly reimagined Coachman Park, The Sound Amphitheater, local restaurants and wine bars, Clearwater Harbor Marina, and more. Plus, the world-famous sands of Clearwater Beach are just a quick 3-minute trolley ride across the bridge. Luxury, convenience, and an unbeatable downtown location—this is Clearwater living at its finest. Schedule your private showing today!

331 Cleveland Street Unit 212, Clearwater

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Tucked into the sought-after On Top of the World 55+ community, this well-maintained 2-bedroom, 2-bath residence offers 1,100 square feet of comfortable living space with a layout that feels open, functional, and easy to enjoy. The spacious living and dining areas flow naturally together, creating plenty of room for quiet evenings at home or gathering with friends and family. The kitchen offers abundant cabinetry, generous counter space, a ceiling fan, and a dedicated eat-in area for casual meals or morning coffee. The primary suite provides a private place to unwind, complete with ample closet space and an en suite bath. A second bedroom and full bath offer flexibility for overnight guests, a home office, hobby space, or whatever best fits your lifestyle. One of the home's standout features is the enclosed Florida room, adding valuable extra space that can be enjoyed throughout the year. Use it as a reading room, sitting area, game room, craft space, or simply a comfortable spot to relax and enjoy the Florida lifestyle. Living in On Top of the World means more than just having a place to call home. Residents enjoy an active, resort-style community with golf, swimming pools, fitness facilities, walking areas, clubhouses, social clubs, activities, and recreation designed for a wide range of interests. Whether you're looking for a full-time residence, seasonal escape, or an easy-to-maintain home in an established 55+ community, 2370 Jamaican Street, Unit 30 offers a comfortable setting, versatile living space, and access to one of the area's most popular active-adult lifestyles.

2370 Jamaican Street Unit 30, Clearwater

2 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Discover the easygoing Florida lifestyle at On Top of the World! This spacious 2 bed, 1bath, 1,100 sq. ft. condo is located on the 3rd floor as an interior end unit in one of Clearwater’s most active and amenity-rich 55+ communities. The comfortable layout features abundant closet space and storage, including wall-to-wall closets in the primary bedroom. A versatile bonus room off the back adds valuable flex space for a second living room, home office, den, study, hobby room or workout area. Lovingly cared for and successfully rented seasonally for nearly 20 years, the condo makes an appealing Florida getaway or full-time or seasonal residence. The interior retains its original character, offering a blank canvas for a new owner to update and personalize to their own taste. The home is offered fully furnished, with the option to have the furnishings removed before closing if desired. An elevator, assigned parking space and dedicated storage space just outside the unit add everyday convenience. Beyond your front door, OTOW offers an incredible array of amenities and activities, including more than 175 clubs, 2 swimming pools, 4 tennis courts, pickleball, a fitness center, dog park, horseshoe pits, lawn bowling and shuffleboard. Approved resident owners with a valid Activity Card also enjoy FREE golf on the community’s 2 courses—an exceptional perk for golf enthusiasts! With a vibrant social atmosphere, pet-friendly environment and something for everyone, On Top of the World makes it easy to stay active, connected and entertained. All this, just minutes from Clearwater’s beautiful beaches, shopping, dining, medical facilities and more. Come see what makes OTOW such a special place to call home!

2455 Finlandia Lane Unit 63, Clearwater

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