Clearwater Homes with Association Recreation - Lease Community Features

Welcome to Clearwater, a vibrant city located in Pinellas County, Florida. Known for its stunning beaches, lively downtown area, and rich cultural scene, Clearwater offers a fantastic quality of life for its residents.

If you're looking for homes with association recreation and lease community features, Clearwater has plenty to offer. These communities provide a range of amenities, from swimming pools and fitness centers to tennis courts and clubhouse activities. Living in a community with these features allows residents to enjoy a convenient and active lifestyle right at their doorstep.

Whether you're interested in a cozy condo near the beach or a spacious single-family home in a gated community, Clearwater has diverse real estate options to suit every preference. With its beautiful weather, top-rated schools, and abundance of outdoor recreational activities, Clearwater is an ideal place to call home.

If you're considering making Clearwater your new home, explore the homes with association recreation and lease community features to find the perfect match for your lifestyle. Experience the best of Florida living in Clearwater, where every day feels like a vacation.

Newest Clearwater Homes with Association Recreation - Lease Community Features

$115,900

1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8534802 MLS ⋅ Active Status ⋅ 48 BLDG.

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

$639,000

4 Beds ⋅ 4 Baths ⋅ Fairmont Sub SubDv. ⋅ 33755 Zip Code ⋅ TB8534856 MLS ⋅ Active Status

Investor opportunity in Clearwater! Rare four-unit multifamily property consisting of four 1-bedroom, 1-bath units at 1504–1510 N Madison Ave. The property offers strong income-producing and value-add potential and is located next to a neighborhood park with a playground, pavilion, picnic areas, and green space. The property needs a little TLC, allowing the next owner to make improvements, increase overall appeal, and potentially enhance future rental income. Conveniently located near Downtown Clearwater, shopping, dining, public transportation, major roadways, and Clearwater Beach. Ideal for a buy-and-hold investor, 1031 exchange buyer, or investor seeking a small multifamily property with upside potential. Please do not disturb the tenants.

1506 N Madison Avenue, Clearwater

$86,000

1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8535323 MLS ⋅ Active Status ⋅ Azteca/19 BLDG.

Ideally located just a short walk from both the East Activity Center and a private golf course, this charming 1-bedroom, 1-bathroom condo offers comfortable living in a vibrant, interactive community. Inside, durable laminate flooring flows throughout the living room, hallway, bedroom, and Florida Room, complemented by assigned parking. Seller is offering home warranty for appliances. Furnishings are optional, the only piece not staying is the table and chairs in the living room. As part of an active 55+ community, residents enjoy access to two activity centers, two free private golf courses (9 and 18 holes), two heated swimming pools, a remodeled Cardio Gym, a fenced dog park with covered seating, hobby studios, and a dedicated wood shop. The bustling social calendar includes fitness classes, dancing, clubs, cards, billiards, and live entertainment, with the on-site Good Karma Café offering convenient take-and-bake meals. Situated close to beaches, shopping, dining, and transportation. This property is being transferred via a leasehold estate deed, requires Association approval, and necessitates a 35% down payment if financing. Schedule your showing today to experience this exceptional lifestyle!

2100 World Parkway Boulevard Unit 50, Clearwater

$269,000

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8532633 MLS ⋅ Active Status ⋅ Roman Byzantine / 22 BLDG.

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

$149,900

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8532008 MLS ⋅ Active Status ⋅ Victorian/42 BLDG.

Welcome to On Top of the World, one of Clearwater’s most popular 55+ active adult communities! This 2-bedroom, 2-bath condo offers a fantastic location directly across the street from one of the community’s two private golf courses. Bring your golf clubs and enjoy the Florida lifestyle right outside your door. This home features upgraded windows and outstanding views from both the living room and Florida room, creating a bright, comfortable setting to relax and enjoy your surroundings. The property is also located on a quiet street with no through traffic, adding to the peaceful feel of the home. Convenience is another major plus, with your assigned parking space, easy walk up to unit or elevator. On Top of the World offers an exceptional lifestyle with two private golf courses, including 9-hole and 18-hole options, two heated swimming pools, two activity centers, and a remodeled cardio gym with updated exercise equipment. Residents can also enjoy fitness classes, dancing, clubs, cards, billiards, hobby studios, a woodshop, and a wide variety of social activities. Pet owners will appreciate the very pet-friendly atmosphere, including a fenced dog park with covered seating. The community is conveniently located near Clearwater’s beautiful beaches, transportation, shopping, entertainment, restaurants, and everyday conveniences, making it easy to enjoy everything the area has to offer. This property is being transferred by leasehold estate deed, and association approval is required. If you are looking for a 55+ Clearwater condo with golf, amenities, views, convenience, and a true active Florida lifestyle, this On Top of the World opportunity is one to see.

2458 Florentine Way Unit 34, Clearwater

$139,900

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8532218 MLS ⋅ Active Status ⋅ Brittany Farmhouse/54 BLDG.

Welcome home to this beautifully maintained 2 bed/2 bath condo, ideally located at the end of a quiet cul-de-sac. Situated on the top (3rd) floor with no neighbors above, this home offers exceptional peace, privacy & beautiful surroundings! Furnishings are negotiable, offering added flexibility for the next owner. One of the biggest investments has already been taken care of with newer windows installed, providing added value, energy efficiency, & peace of mind. Enjoy picturesque golf course views from the front picture window, while the rear of the home overlooks lush green space instead of neighboring buildings, creating a tranquil setting from every angle. Inside you will appreciate the tasteful updates throughout. The inviting kitchen features quality wood cabinetry, tile backsplash, Corian countertops, & newer stainless steel appliances making it both functional & stylish. Both baths have also been thoughtfully updated, most recently adding a new high sitting toilet in the primary bath, and new sink faucets. The AC was installed approximately in 2010 & have been well maintained to ensure efficient operation. A Brand new hot water heater was installed a few months ago. A laundry room is conveniently located on the 2nd floor of the building for added ease & "loads of fun"! If you are looking for a move-in ready home that combines comfort, privacy, scenic views, & thoughtful updates, this condo is one you won't want to miss! 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.

2440 World Parkway Boulevard Unit 52, Clearwater

$139,900

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8531685 MLS ⋅ Active Status ⋅ French Renaissance Ii/44 BLDG.

Welcome home to this beautifully updated 2-bedroom, 2-bath 1,400 sq. ft. condo in the desirable On Top of the World 55+ community! Enjoy a renovated kitchen with modern cabinetry, updated countertops, and stylish finishes, plus easy-maintenance vinyl flooring throughout the main living areas. The spacious living and dining rooms flow seamlessly into a bright Florida room with a gorgeous golf course view. Perfect for relaxing or entertaining guests. The primary suite offers generous closet space and a private bath. Recent updates include a new HVAC installed Spring 2024 and a hot water heater (2016). Residents enjoy resort-style living with two private golf courses (9 & 18 holes), two heated pools, fitness centers, tennis and pickleball courts, dog park, and more. Conveniently located near shopping, dining, and Clearwater Beach! If financing, a 35% down payment is required.

2460 Franciscan Drive Unit 76, Clearwater

$175,000

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8531059 MLS ⋅ Active Status ⋅ Emerald Island/58 BLDG.

END UNIT!!! Discover the perfect blend of comfort, style, and resort-style living in this beautifully maintained third-floor furnished end-unit with a scenic view of the preserve. This Emerald Model offers extra windows with abundant natural light, exceptional privacy, and one of the community's most desirable floor plans, this move-in-ready residence is much more than a condominium. The kitchen features updated cabinets and countertops and stainless-steel appliances. Updated hurricane impact windows. All furniture comes with property for your convenience. The washer and dryer are going to be removed. Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents. 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. All washer, dryer and hook ups must be approved by the association.

2471 Sumatran Way Unit 43, Clearwater

$220,000

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8528727 MLS ⋅ Active Status ⋅ English Gothic/26 BLDG.

1st floor End Unit! This completely updated condo has everything you need. Enjoy updated hurricane impact windows and doors and knock down ceilings. Featuring updated vinyl flooring and fresh paint throughout. The extra windows make a huge difference. The kitchen features an island, updated cabinets, granite countertops and tile backsplash. Washer and dryer in unit. The primary bedroom has a 10 ft by 5 ft walk in closet and an ensuite bathroom completely remodeled with glass shower doors, updated tile and vanity. Both bathrooms were remodeled in 2022. Enjoy the front and back patio which a ground floor unit provides. There is not another property quite like this one!! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents. 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. All washer, dryer & hook ups must be approved by the association.

2458 Columbia Drive Unit 28, Clearwater

$220,000

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8527244 MLS ⋅ Active Status ⋅ Saratoga/55 BLDG.

1st floor End Unit! This furnished updated condo has everything you need. Enjoy updated hurricane impact windows overlooking the preserve and window shades and knock down ceilings. Featuring updated flooring and fresh paint throughout. The extra windows make a huge difference. The kitchen features updated cabinets and reverse osmosis filtered water. Washer and dryer in unit. A/C was replaced in 2022. The windows feature stainless steel windowsills. The primary bedroom features an adjustable bed for your comfort and a ensuite bathroom. This property is a gem. Make 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 residents. 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. All washer, dryer and hook ups must be approved by the association.

2460 Persian Drive Unit 24, Clearwater

$129,000

2 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8527565 MLS ⋅ Active Status ⋅ Southern Georgian/17 BLDG.

Fl living at it's finest! Welcome to this beautifully updated top floor (no neighbors above) 2 bedroom, 1 bath condo located in the highly sought after 55+ resort style community of On Top of the World. Offering 1100sf of thoughtfully updated living space, this move in ready home combines comfort, style, & peace of mind. Major updates include a BRAND NEW AC (6/26), HURRICANE IMPACT WINDOWS, NEW ELECTRIC PANEL WITH WHOLE HOME SURGE PROTECTOR (2025) & WATER HEATER INSTALLED IN 2017. The home has been exceptionally maintained & features high end carpeting with premium padding in the living room and bedrooms and modern wood look laminate in the kitchen and FL room. The beautifully REMODELED KITCHEN is a stand out featuring soft close cabinetry extending to the ceiling, elegant quartz countertops, a stone tile backsplash & updated appliances (2018). The RENOVATED BATHROOM offers a stylish tiled walk in shower with seamless glass doors for a spa like feel. Laundry located on the 2nd floor of the building. Enjoy peaceful views of the lush green space from this desirable end of street location on a quiet cul-de-sac. Whether you are looking for a year round residence or the perfect FL retreat, this home checks every box! Plus you are a short drive from the world renowned Gulf Coast beaches, shopping and dining! 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.

2459 Columbia Drive Unit 69, Clearwater

$180,900

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code ⋅ TB8526553 MLS ⋅ Active Status ⋅ Chinese Cathay/15 BLDG.

Welcome to this meticulously maintained 2-bedroom, 2-bath condo, perfectly located directly across from the East Activity Center, where you'll enjoy convenient access to a heated pool, fitness center, tennis and pickleball courts, and more. Bright and inviting, the updated kitchen features shaker-style cabinetry, ceramic tile backsplash, stainless steel appliances, recessed lighting, and ceramic tile flooring perfect for everyday living and entertaining. Recent updates include a new A/C (2023), washer and dryer (2018), updated windows, and new carpeting throughout the living room, Florida Room, and both bedrooms. The spacious primary suite offers a beautifully renovated en suite bath with new wall and floor tile, updated shower doors, a large vanity and mirror, and a comfort-height commode. Enjoy resort-style living in this vibrant 55+ community featuring two private golf courses (9- and 18-hole), two heated pools, two activity centers, a remodeled fitness center, tennis, pickleball, hobby studios, a woodshop, billiards, fitness classes, dancing, clubs, and endless social activities. Pet lovers will appreciate the fenced dog park with covered seating, while the on-site Good Karma Café offers convenient snacks and beverages. Ideally located just minutes from award-winning beaches, shopping, dining, entertainment, and public transportation, this home offers the perfect blend of comfort, convenience, and an active Florida lifestyle. Association approval is required. This property conveys by leasehold estate deed. If financing, a 35% down payment is required. Don't miss this opportunity to own a beautifully updated home in one of the area's most amenity-rich communities. Schedule your private showing today. All washer, dryer & hook ups must be approved by the association.

2070 World Parkway Boulevard Unit 36, Clearwater

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