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 welcoming subdivision nestled in the heart of Clearwater, Florida. This active adult community is designed for those who seek an engaging lifestyle surrounded by natural beauty and modern conveniences. With its prime location in Pinellas County, residents enjoy easy access to stunning Gulf Coast beaches, local parks, and a variety of shopping and dining options.

One of the standout features of On Top Of The World is its impressive array of amenities, particularly for tennis enthusiasts. The community boasts several well-maintained tennis courts, offering residents the perfect opportunity to engage in friendly matches or improve their skills. Whether you’re a seasoned player or a newcomer to the sport, these courts provide a fantastic way to stay active, socialize, and enjoy the Florida sunshine.

In addition to tennis, On Top Of The World offers a wealth of recreational facilities, including swimming pools, fitness centers, and walking trails, ensuring there's always something to do. The community fosters a strong sense of camaraderie, with regular events and activities that encourage residents to connect and make lasting friendships.

Homes in On Top Of The World are thoughtfully designed, featuring spacious layouts and modern finishes. Many residences boast beautiful views and outdoor spaces, perfect for enjoying the warm Florida evenings. If you’re looking for a community that combines an active lifestyle with a laid-back atmosphere, On Top Of The World in Clearwater is the ideal place to call home. Come and experience the charm and convenience of this exceptional community!

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

2401 Franciscan Drive Unit 39, Clearwater
$150,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Located in On Top of the World, a premier 55+ adult condominium community on over 300 acres offers resort-style living with two golf courses that are free to the residents, pickleball courts, shuffleboard/lawn bowling, 4 tennis courts, horseshoe pits, two recreation centers with events that include live bands and balls, over 60 active clubs, billiards room, craft room, café, fitness center with 13 exercise classes, wood working and craft rooms, dog park, two pools including one heated pool with hot tub, lakes with fishing pier, picnic areas with grills, ponds and lakes with walking trails, and more. There is a free resident shuttle that operates 5 days a week to local grocery stores and the malls. **The monthly HOA fee includes Cable TV, Internet, Water/Sewer/Trash, Exterior Maintenance, Grounds Maintenance, Building Insurance, Roof, and community amenities. ** This is a rare opportunity to purchase up to two units next door (MLS TB8495481) to create one large home, multi-generational living, or a live-in caregiver. Your home also has one reserved parking space, plus there is adjacent guest parking. This top-floor second-story unit is located in a prime location adjacent to the golf course and only 1,800 feet from the recreation center and pool. The windows were upgraded to impact-resistant windows, and the floors are a combination of luxury vinyl and tile. The spacious open floor plan has a large living room and dining room in front of the home, and a kitchen with a dinette, plus a large 300-foot Florida room. There are also two additional bedrooms with two bathrooms. A stacked Washer/Dryer combo is included with the home, plus there is a laundry facility down the hallway. There is also an outdoor breezeway with room for a table in front of the home. Minutes to Clearwater Beach, Dunedin, shops, restaurants, and easy access to Tampa International Airport.

2401 Franciscan Drive Unit 39, Clearwater
2255 Philippine Drive Unit 45, Clearwater
$190,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to one of the better priced, updated, 1400 sqft condo in the Top of the World. It's a 2/2, 3rd floor unit (nobody above you), that combines comfort & resort style living. It has a desirable floor plan & is move in ready. The kitchen features new hardware, wood cabinets, new granite counter tops, a new under counter sink & faucet, new back splash, a new range top, stainless steel refrigerator/dishwasher/microwave, butler station, lament flooring, plus plenty of countertop space & cabinets. The Florida room has added counter tops/cabinets, large pantry closet, double pane windows, & lament flooring. The master bedroom has luxury vinyl tile and an approved 2020 stack washer/dryer closet (which conveys). The ensuite bathroom has a stand-alone shower, new toilet, new vanity sink/cabinet w/ a marble top, lighted mirror, and luxury vinyl tile. The 2nd/guest bathroom has a shower/tub combo w/ hand grip, new sink/vanity, & luxury vinyl tile. The 2nd/guest bedroom has Berber carpet. The front windows are hurricane impact. The main living area has lament flooring. The entry way has a new storm door. All rooms have recently been painted, all flooring is recent, all rooms but the kitchen/bathrooms have ceiling fans. The water heater is new, and the ac system is 2018 (well maintained & serviced yearly). Newer blinds throughout. Assigned parking. This pet friendly 55+ community has 2 activity centers/club houses, 2 heated pools, 2 golf courses (9 & 18 holes), jacuzzi, computer center, gym/exercise room, fenced dog park, hobby studio/wood shop, billiards, shuffleboard, tennis, horseshoes, lawn bowling, picnic areas, entertainment, classes, clubs, cards, library, dancing, the on-site Good Karma Cafe, & more. Your HOA covers all the amenities, 120 channel basic cable/high speed internet, water/sewer, trash, and everything outside the walls. This unit is fee simple. HOA approval is required & if financing, there is a min down payment requirement. You will be close to everything, the beach, airports, the mall, shopping, entertainment, health facilities, restaurants, pet care, hairdressers, banking, downtown Dunedin/Safety Harbor, Honeymoon Island, & more. All rooms sizes are approximate.

2255 Philippine Drive Unit 45, Clearwater
2295 Mexican Way Unit 21, Clearwater
$125,000
1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
COME AND SEE This First floor condo is across from the 18 hole golf course and backs up to a beautiful backyard with a nice patio for grilling out and spending relaxing, cool and peaceful evenings. This condo has been completely remodeled with an open floor plan as you enter. The kitchen features granite counter with a beautiful eating bar. Come see this completely furnished move in ready home and make it your own. Hurry, this one will not last. Assigned parking just outside your door. 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 many restaurants. All room sizes, floor plans and square footage are approximate.

2295 Mexican Way Unit 21, Clearwater
2426 Persian Drive Unit 52, Clearwater
$132,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Step inside this inviting third-floor condo in the sought-after 55+ community of On Top of the World and start making your Florida lifestyle dreams a reality! From the moment you enter, you’ll appreciate the open-concept living and dining area, offering plenty of space for relaxing, entertaining, and gathering with family and friends. Just around the corner from the dining area, you’ll find the kitchen, conveniently positioned near an additional bonus room filled with natural light from its ample windows. This versatile flex space offers so many possibilities—create a comfortable family room, game room, hobby space, reading retreat, or simply make it your own! Back through the main living area, the hallway leads to the home’s private living spaces. The generously sized guest bedroom features a spacious wall closet, while the nearby guest bathroom offers a convenient tub/shower combination. Just around the corner is the primary suite, complete with abundant wall closet space and a private en-suite bathroom featuring a step-in shower. As an added bonus, the primary bedroom also provides direct access to the light-filled family/bonus room. Of course, life at On Top of the World is about so much more than the condo itself! This vibrant 55+ community is known for its tremendous array of amenities and activities, including golf, clubhouses, swimming pools, walking trails, planned activities, and so much more. Whether you’re looking to stay active, meet new friends, or simply enjoy the Florida sunshine, there’s something here for everyone. Come discover what makes On Top of the World such a special place to call home. Schedule your showing today and see all that this wonderful condo and community have to offer!

2426 Persian Drive Unit 52, Clearwater
2228 Swedish Drive Unit 22, Clearwater
$285,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Virtually Staged. Welcome to On Top of The World, a premier 55+ Active Community. This beautiful & spacious 2 bedroom/ 2 bathroom condo is one of the largest units in the community at 1,740 sf. This condo is ideal for someone who is transitioning from a single family home or anyone looking for EXTRA SPACE and STORAGE. You will find closets and storage everywhere: there is a good size closet at the entry way; there is a large WALK-IN STORAGE closet in the hallway; there is a linen closet in the hallway; the master bedroom has a HUGE WALK-IN CLOSET and a 2nd closet; the 2nd bedroom has a large WALK IN CLOSET; there is a large Laundry Room with loads of storage cabinets; and there is a community storage closet. The spacious living room is accented with gleaming Brazilian Cherry wood floors. The large EAT-IN kitchen has endless possibilities: it can also double as a family room, a dining room, or an office space. Enjoy your morning coffee and meals with peaceful pond views out the large Bay window. You will love the gorgeous Travertine floors that make cleaning a breeze. As an added convenience, this is one of the newer buildings that has a full INSIDE LAUNDRY ROOM equipped with HOA approved hookups, a washer & dryer, and lots of storage cabinets. Some updates include newer DOUBLE PANE WINDOWS, NEW A/C system in 2024, and a newer hot water heater. On Top of The World has over 100 clubs and activities. There are two activity centers and two private GOLF courses with 9 and 18 holes, free exclusively for residents & owners. There are two HEATED swimming pools to enjoy all year. The remodeled Cardio Gym is a state-of-the-art fitness center with the latest exercise equipment complete with spinning classes, yoga, and more. There are hobby studios including a wood shop, a computer lab, Billiards room, and card rooms. The grand ballroom hosts live music, entertainment, and events. There is also horseshoes, shuffle board, tennis courts, pickle ball, walking trails, bike storage, kayak storage & launch area. Enjoy some take & bake meals and snacks at the on-site Good Karma Café’. Your four legged friends will love the fenced Dog Park with benches. This is a VERY FRIENDLY PET community and one of the only 55+ communities that allows for multiple pets and LARGE DOGS. This community offers the security and comfort of being situated on one of the highest points in Pinellas County and is in a NON-FLOOD & NON-EVACUATION zone, safe from any potential storm surge. The buildings are made of concrete, built to withstand hurricane winds, and the Milestone Study has been completed with no need for Phase II. Additionally, OTOW has a long history of careful budgeting, resulting in NO special assessments during its four-decade history. This great location is close to the Best Beaches and State Parks including the Sugar Sands at Clearwater Beach, Honeymoon Island, the charming towns of Tarpon Springs, Dunedin and Safety Harbor. There are excellent Shopping and Dining options all around and it provides easy commuting to Tampa, St. Petersburg, Airports. Whether you’re looking for a year-round residence or a seasonal retreat, this condo has everything you need for an enjoyable and comfortable lifestyle.

2228 Swedish Drive Unit 22, Clearwater
2386 Sumatran Way Unit 44, Clearwater
$125,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
This well-maintained 2BR/2BA unit on the 2nd floor is move in ready. The unit features updated windows in the Florida Room and Master bathroom, and newer AC. The kitchen has an updated built in oven, extra cabinets and counter tops and a dual basin stainless steel sink. 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 swimming pools; one is heated. 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, 35% down is required.

2386 Sumatran Way Unit 44, Clearwater
2221 Swedish Drive Unit 53, Clearwater
$179,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Virtually Staged. Beautiful 3rd-floor 2-bedroom, 2-bath partially furnished El Dorado model offering 1,370 sq ft of bright, open living on the highly sought-after West Side of On Top of the World’s golf community—just steps from Harbor Lake. Complete with a charming sitting area at the front entry perfect for enjoying your morning coffee or relaxing after a day of activities, you will see this sets the tone before you step inside. The spacious interior features ceramic tile flooring throughout the main living areas, granite kitchen countertops, newer appliances, and a new disposal. The home includes updated windows in front (2008); back windows are hurricane-impact (2025) providing added protection and efficiency. Major mechanicals are already updated with a (2025) water heater and Trane A/C (2018). The primary bedroom offers new soft carpeting, creating a comfortable retreat. The guest bedroom is carpeted and is a blank canvas. This desirable El Dorado layout delivers generous room sizes, abundant natural light, and a smooth, easy-living flow. Located on OTOW’s premier West Side, residents enjoy close proximity to golf, pools, fitness centers, clubs, and endless activities—all within a vibrant 55+ community and minutes from shopping, dining, and Clearwater’s beautiful beaches.

2221 Swedish Drive Unit 53, Clearwater
2363 Israeli Drive Unit 33, Clearwater
$99,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Step into this cheerful well cared for 2-bedroom, 2-bath condo in Clearwater’s beloved On Top of the World 55+ community, where the lifestyle is easy and the possibilities are wide open. This clean second-floor unit is partially furnished and ready for someone who wants a move-in-ready start while planning their updates. You’ll appreciate the updated windows in the back, a dependable 2013 A/C, and a layout that includes a bright Florida room—furniture included! The primary bedroom also comes furnished, and the living room’s crisp neutral couch stays, giving you a great base for your décor. The kitchen is truly turn-key, stocked with pots, pans, glasses, and dishes, plus a new 1-year-old SS refrigerator that makes settling in even easier. Just bring groceries and you’re good to go. Located steps to the elevator and the laundry room. Yes, it needs updating—but that’s your chance to make it shine. Meanwhile, you get to enjoy all the amenities OTOW is famous for: golf, pools, fitness centers, clubs, and endless activities. A clean slate, partial furnishings, and instant livability in one of Clearwater’s most social, active communities. Come make this condo your next fun project.

2363 Israeli Drive Unit 33, Clearwater
2220 Swedish Drive Unit 42, Clearwater
$174,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to 2220 Swedish Drive #42, located in the highly desirable 55+ community of On Top of the World in Clearwater! Offering 1,440 square feet of living space, this spacious 2-bedroom, 2-bathroom condo combines comfort, functionality, and an exceptional maintenance-free lifestyle. Step inside to discover an inviting living and dining area featuring beautiful wood flooring, while porcelain tile adds a stylish and durable touch to the kitchen and sitting area. The generously sized kitchen offers plenty of room for cooking and entertaining, with windows overlooking lush green space that bring in natural light and peaceful views. The versatile sitting area provides additional space to relax, read, or entertain guests. Enjoy the convenience of an IN-UNIT WASHER AND DRYER, a highly desirable feature that adds to the home’s everyday comfort. Beautiful green space views create a tranquil setting, while one assigned parking space adds convenience. The charming Colonial-style building features an ELEVATOR for easy access. Beyond your front door, On Top of the World offers an incredible array of amenities designed for an active and social lifestyle! Residents can enjoy TWO SWIMMING POOLS, two activity centers, golf courses, a fitness center, tennis and pickleball courts, shuffleboard, lawn bowling, billiards, woodworking facilities, walking trails, a dog park, and an on-site café. With numerous clubs, organized activities, and social events, there’s always something to enjoy! Conveniently located near shopping, restaurants, medical facilities, and the beautiful Gulf Coast beaches, this community offers the perfect combination of relaxation, recreation, and convenience. Whether you’re looking for a full-time residence or a seasonal Florida retreat, this spacious condo offers an opportunity to enjoy the best of Clearwater’s active adult lifestyle. Schedule your private showing today! This property is being transferred via a leasehold estate deed, requires Association approval, and necessitates a 35 percent down payment if financing.

2220 Swedish Drive Unit 42, Clearwater
2287 Philippine Drive Unit 9, Clearwater
$169,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to easy Florida living in this desirable ground-floor Supreme model, ideally located on the west side of On Top of the World Clearwater! This spacious 2-bedroom, 2-bath residence offers approximately 1,070 square feet of comfortable living space with thoughtful updates throughout. Step inside to find attractive luxury vinyl flooring, ceramic tile in the kitchen, updated windows, newer doors in the bedrooms, Stainless Steel Appliances in the kitchen and updated vanities in the bathrooms and for added convenience, the kitchen also features a stackable washer and dryer, allowing you to take care of laundry right at home. Enjoy Florida outdoor living with patios in both the front and back, including a fenced rear patio that provides a private spot for morning coffee, relaxing with a good book, or simply enjoying the outdoors. The convenient ground-floor location means no stairs or elevator needed. The desirable west-side location is another bonus, offering a short walk to the community dog park and beautiful Harbor Lake. Located in the popular On Top of the World 55+ community in Clearwater, this sought-after Supreme model combines comfortable living, convenient first-floor access, numerous updates, private outdoor space, in-unit laundry, and a wonderful location—all ready for its next owner to make it home. The Buyer/Buyers Agent is to verify all information about this property, including but not limited to square footage, room sizes, condition, deed restrictions, rules, and regulations. MILESTONE COMPLETE Association approval is required. Financing requires 35% down.

2287 Philippine Drive Unit 9, Clearwater
2209 Utopian Drive E Unit 207, Clearwater
$199,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to easy Florida living in the highly desirable Active Adult community of On Top of the World! This spacious two-bedroom, two-bath condominium offers a comfortable, functional layout along with the convenience of an inside laundry—a rare and valuable feature within the community. One of the home’s best features is its location. Step outside your door and enjoy the scenic walking trail surrounding Arbor Lake, perfect for a peaceful morning walk, an evening stroll or simply taking in the natural surroundings. On Top of the World is known for its impressive selection of amenities, including two activity centers, two golf courses, swimming pools, a fitness center, tennis and pickleball courts, shuffleboard, lawn bowling, billiards, a dog park and countless clubs, classes and social activities. Whether you prefer an active lifestyle or a relaxing day by the pool, there is always something to enjoy. Ideally located near shopping, dining, medical facilities and everyday conveniences, this community also places you just a short drive from charming Downtown Dunedin, the Pinellas Trail and the sugar-sand beaches of Clearwater Beach and Honeymoon Island. Enjoy waterfront restaurants, local breweries, festivals, boating and everything the Tampa Bay lifestyle has to offer. With its spacious floor plan, rare inside laundry and exceptional location near Arbor Lake, this residence is ready for its next owner to make it home. Come experience the carefree, amenity-rich lifestyle that makes On Top of the World one of Clearwater’s most popular Active Adult communities!

2209 Utopian Drive E Unit 207, Clearwater
2070 World Parkway Boulevard Unit 22, Clearwater
$138,900
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Unique Location! Enjoy the sunshine and refreshing breezes from this desirable second-floor end-unit condo, perfectly situated directly across from the East Activity Center. New front windows provide a wonderful opportunity to enjoy beautiful sunrise views and abundant natural light. You’ll also appreciate the convenient location, just a short distance from the heated pool, tennis courts, lawn bowling, and pickleball courts. Inside, the kitchen features a custom mosaic-tiled backsplash, adding a stylish touch to the space. The spacious master bathroom offers additional room that could easily accommodate a vanity, extra cabinetry, or convenient storage. With its sought-after end-unit location, activity-filled surroundings, and comfortable living spaces, this condo offers a wonderful opportunity to enjoy an active and relaxing lifestyle.

2070 World Parkway Boulevard Unit 22, Clearwater
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