On Top Of The World Homes with Tennis Court(s) Amenities

On Top Of The World Homes with Tennis Court(s) Amenities

Welcome to On Top Of The World, a vibrant and active 55+ community located in Clearwater, FL, in the heart of Pinellas County. This sought-after subdivision offers an array of amenities, including the convenience of having homes with tennis courts right at your doorstep.

Imagine starting your day with a friendly match or joining a tennis league to stay active and socialize with neighbors who share your passion for the sport. Whether you are a seasoned player or a beginner looking to improve your skills, having access to tennis courts within the community makes it easy to enjoy a game whenever the mood strikes.

In addition to the tennis courts, residents of On Top Of The World can take advantage of a variety of recreational facilities, including golf courses, swimming pools, fitness centers, and social clubs. The community also boasts beautifully landscaped grounds, walking trails, and organized activities to keep you engaged and entertained year-round.

With its prime location in Clearwater, On Top Of The World offers the perfect blend of tranquility and convenience. Enjoy easy access to shopping, dining, entertainment, and the stunning Gulf Coast beaches, all just a short drive away.

Come experience resort-style living at On Top Of The World, where homes with tennis court amenities are just the beginning of the exceptional lifestyle that awaits you in this active adult community.

Newest On Top Of The World Homes with Tennis Court(s) Amenities

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

This beautiful and pristine condo has been renovated from top to bottom. It is in a 55+ community, has 2-bedrooms, 2-bathrooms and is on the second-floor with an elevator. The pet friendly neighborhood is ready to welcome you home! Thoughtfully refreshed throughout, the unit features fresh paint, an updated kitchen with quartz countertops and newer appliances, and beautifully updated bathrooms. A versatile bonus room just off the kitchen offers endless possibilities, use it as a dining area, TV room, home office, or additional guest space. Partial furnishings are also available, making your move even easier. Enjoy an unbeatable location close to Gulf beaches, airports, medical facilities, shopping, dining, entertainment, and everything you need for an easy Florida lifestyle. The community offers an impressive array of amenities and activities, including two heated pools, a dog park, fitness center, two golf courses, card games, many clubs, dancing, social events and plenty of opportunities to meet new friends and stay active. Whether you're looking for a full-time residence, seasonal getaway, or a place to enjoy the best of Florida living, this move-in-ready condo is a must-see. Schedule your private tour today and make this wonderful home yours!

2256 Spanish Drive Unit 42, 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

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

Welcome to this spacious 2-bedroom, 2-bathroom, 1400 sq ft condo, conveniently located next to the East community center, walking distance from pools, tennis courts, pickle ball and golf courses. This tastefully updated condo has it all. Featuring updated luxury vinyl flooring and paint throughout. Living room/ Dining room combo. Updated impact windows. Updated kitchen featuring granite countertops, tile back splash, updated Stainless Steel Refrigerator, Dishwasher, Microwave and Garbage Disposal. Added pantry for plenty of storage. The master bedroom has an updated en-suite bathroom featuring, updated vanity, tile and toilet. The A/C was replaced in 2019. Furniture is optional. Make a 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.

2401 Ecuadorian Way Unit 57, Clearwater

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

You will love this vibrant 55+ neighborhood. Spacious 3rd floor one bedroom with laminate and tile flooring throughout, impact resistant windows, new HVAC system, updated kitchen and bath, nice peaceful view of trees and greenery in backyard from bonus room area. Golf on beautiful 9 and 18 hole courses, hike scenic green spaces, play cards, dance, join clubs, attend community events, take group trips, or relax in the heated swimming pools. This is a pet friendly area and dogs will love the dedicated dog park, and you'll appreciate being close to shopping malls, dining, entertainment, healthcare facilities, and gorgeous area beaches. It's a place where comfort meets community, where everything you need is right at your doorstep.

2370 Jamaican Street Unit 74, Clearwater

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

Great location at a great price - Come see this move in ready 1 bedroom 1 bath condo in the highly sought after 55+ community of On Top of the World in beautiful Clearwater, Florida. This unit includes new luxury vinyl flooring for easy clean up and newer windows in the Florida room. On Top of the World has so much to offer including one of two clubhouses where you can enjoy all the great amenities, including two golf courses (free to owners), pools (one heated), tennis courts, shuffleboard, pickleball, lawn bowling, billiards, dog park, state of the art fitness center, clubs, entertainment and much more. Located close to award winning beaches, great restaurants, shopping, medical and 25 minutes to Tampa International Airport...

2459 Columbia Drive Unit 47, Clearwater

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

Welcome to this stunning corner-unit condo offering 2 bedrooms and 2 bathrooms, beautifully updated with luxury vinyl flooring throughout. Filled with natural light, this bright and inviting home features an open-concept kitchen that flows seamlessly into the living and dining areas, creating the perfect space for everyday living and entertaining. With approximately $47,000 in upgrades, this home has been thoughtfully enhanced for both style and peace of mind. The kitchen is equipped with stainless steel appliances installed in 2023, while updated hurricane-impact windows provide added security and energy efficiency. The water heater was replaced in 2025, and the primary bathroom has been tastefully renovated with modern finishes. The location is exceptional situated just steps from the clubhouse and pool, you'll enjoy easy access to community amenities. Relax from the comfort of your home with front-row views of clubhouse activities or simply walk over and join the fun. This move-in-ready residence combines modern updates, abundant natural light, and an unbeatable location.

2380 World Parkway Boulevard Unit 40, Clearwater

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

COME AND GRAB THIS AWESOME HOME and indulge in a RESORT-LIKE lifestyle in FLORIDA PARADISE!!! FIRST FLOOR, FURNISHED, MOVE IN READY, 2BED/1BATH with additional Florida Room for entertainment or office! FEE Simple, NO land lease! This condo features an open floor plan of dining and living area, RENOVATED KITCHEN with gorgeous cabinets, granite countertops and added wine cabinet! Enjoy tile floors throughout, ceiling fans, updated bathroom, doors, and hurricane windows!!! This condo is sold with everything what you see including amazing, beautiful surprises! Perhaps you enjoy music as much as the owners, or may decide to learn some new skills? There is plenty of equipment including 2 golf sets and 2 bicycles! It has a LOW HOA which includes: water, sewer, garbage, basic cable, internet, maintenance of the building, and insurance & maintenance of all amenities including the 2 golf courses that you can enjoy every day with no additional costs!!! This is a 55+ active On Top of the World, gated community with two recreation centers. Along with the tennis courts and GYM there are two heated pools, lawn bowling courts, shuffleboard, hobby studio, billiards, pickleball, social events, dancing, variety of classes and clubs, Good Carma Café, library, new BBQ pavilion, and more! There is bus transportation for shopping, a dog park and lakes to enjoy fishing or kayaking! Close to shopping, restaurants, entertainment, beaches, and 2 International Airports! COME SEE IT TODAY! HOA approval is required and 35% down on financing is required.

2464 Australia Way E Unit 14, Clearwater

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

Virtually Staged. Welcome home to this beautifully updated 2-bedroom, 2-bathroom second-floor condo in the highly sought-after On Top of the World 55+ community in Clearwater. Offering approximately 1,100 square feet of comfortable living space, this move-in-ready home combines modern updates with the incredible lifestyle this community is known for. Step inside through the main entrance into the spacious living and dining areas, where you'll find fresh interior paint and luxury vinyl plank flooring that extends throughout the living room, dining room, and both bedrooms. The beautifully remodeled kitchen features brand-new appliances, making it the perfect space for everyday living and entertaining. One of this home's unique features is its flexible layout with two separate entrances. In addition to the main front door, the front bedroom offers its own private exterior entrance, making it ideal for guests, a home office, hobby room, or added convenience. Water Heater (2023), AC (2017). Living in On Top of the World means enjoying an unmatched resort-style lifestyle. Residents have access to two heated swimming pools, relaxing hot tub, fitness centers, golf courses, two clubhouses, tennis courts, a woodworking shop, billiards room, and countless clubs and social activities designed for every interest. The monthly condominium fee offers exceptional value and includes water, sewer, trash, cable television, high-speed internet, and access to the community's outstanding amenities, allowing you to enjoy maintenance-free living at its best. Conveniently located near shopping, dining, medical facilities, Gulf beaches, and vibrant downtown Dunedin, this is your opportunity to enjoy the Florida lifestyle you've been dreaming of.

2454 Australia Way E Unit 32, Clearwater

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

Virtually Staged. Move-In Ready 2-Bedroom Condo in Desirable On Top of the World! NEW 2 TON HVAC SYSTEM IN 2026. Welcome home to this bright and inviting 2-bedroom, 1-bath condominium in Clearwater's sought-after On Top of the World 55+ community. Offering approximately 1,100 square feet of comfortable living space, this well-maintained residence is vacant and move-in ready, making it an excellent opportunity for year-round living or a seasonal Florida retreat. The thoughtful floor plan features spacious living and dining areas, generous bedroom sizes, and the convenience of both front and rear entrances. Window coverings are included, allowing you to settle in immediately and add your own personal touches over time. Residents of On Top of the World enjoy an active, resort-style lifestyle with an impressive array of amenities. The community offers multiple swimming pools, fitness facilities, tennis and pickleball courts, shuffleboard, lawn bowling, hobby studios, a woodworking shop, billiards, card rooms, library, and numerous clubs and social activities. Golf enthusiasts will appreciate access to the community's golf courses, while pet owners can enjoy the on-site dog park. Beautiful walking paths, scenic ponds, and mature landscaping create a peaceful setting throughout the neighborhood. Ideally located, you'll be just minutes from Clearwater's award-winning Gulf beaches, shopping, dining, medical facilities, cultural attractions, and both Tampa International and St. Pete-Clearwater International airports. The monthly HOA fee of $500.23 provides exceptional value and includes a wide range of community amenities, helping you enjoy a carefree Florida lifestyle. Whether you're looking for a full-time residence or a winter getaway, this inviting home offers comfort, convenience, and the vibrant lifestyle that has made On Top of the World one of Clearwater's most popular active adult communities.

2451 Canadian Way Unit 29, Clearwater

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

Looking for an investment and own less than 3 condos. Condo was recently rented and lease will be in place for 1 year and tenants may renew. This is the perfect condo for you! Breezy, bright & Beautiful. This 3rd-floor condo is the perfect blend of upgrades and location. Enjoy the Beautiful Oak kitchen with ample cabinets, updated appliances, Corian countertop, and a ceramic tile floor. EZ care flooring throughout the living area to free up time for activities. A total renovation of the main bath with marble-like tiles, and decorative vanities in both baths. This condo is located on a quiet cul-de-sac in the amazing and active 55+ community. The condo is located near one of the 2 golf courses, free to owners, which is one of the many amenities offered to the residents. 2 rec centers have a bevy of offerings from a state-of-the-art gym, Lapidory, Library Clubs, Shows, and much more. Outdoor activities include Lawn Bowling, Tennis, 2 Heated Pools, 2 Doggie Parks, and a Gazebo with BBQ pits, a great area for entertaining. The perfect combination of living in a comfortable spacious condo together with the appealing and desirable active On TOp of the World Community.

2469 Franciscan Drive Unit 59, Clearwater

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

Looking for one of the BEST VALUES in On Top of the World? This BEAUTIFULLY UPDATED 2-BEDROOM, 2-BATH condo offers approximately 1,400 square feet in one of Clearwater's premier 55+ communities. Perfectly positioned DIRECTLY ACROSS FROM THE GOLF COURSE, this third-floor residence enjoys ONE OF THE MOST PRIVATE AND SERENE REAR VIEWS IN ON TOP OF THE WORLD, overlooking a semi-wooded setting with mature trees that provide exceptional privacy and a peaceful backdrop. PET FRIENDLY with NO WEIGHT OR NUMBER RESTRICTIONS for dogs, a rare feature among 55+ communities. Inside you'll find UPDATED TRAVERTINE AND PREMIUM STRAND-WOVEN BAMBOO FLOORING, an UPDATED KITCHEN featuring QUARTZ COUNTERTOPS, modern appliances, and a thoughtfully designed pantry cabinet that keeps the microwave at convenient counter height while preserving valuable countertop space. UPDATED BATHROOMS include a renovated guest bath with a comfort-height commode, and the home also offers the convenience of an IN-UNIT WASHER & DRYER. For added peace of mind, Seller will pay for a HOMEOWNER'S WARRANTY. The $535 monthly condo fee includes WATER, SEWER, TRASH, HIGH-SPEED FIBER OPTIC INTERNET, 120 BASIC CABLE CHANNELS, BUILDING INSURANCE, exterior maintenance, and maintenance of the community's outstanding amenities, including UNLIMITED GOLF on both the 9-hole and 18-hole golf courses at no additional cost. Residents enjoy two heated pools, tennis, pickleball, a remodeled fitness center and cardio gym, hobby studios, a woodshop, library, dog park, fishing, kayaking, daily shuttle service, Good Karma Café, and an active calendar of clubs, classes, and entertainment. Conveniently located just minutes from Clearwater Beach, downtown Dunedin, shopping, dining, and medical facilities, this exceptional home offers the perfect opportunity to enjoy Florida's active adult lifestyle in one of Clearwater's most desirable 55+ communities.

2430 Florentine Way Unit 56, Clearwater

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