Clearwater Homes with Trail(s) Amenities

Welcome to Clearwater, Florida – a vibrant coastal city that blends stunning natural beauty with a rich cultural scene. Nestled in Pinellas County, Clearwater is renowned for its pristine beaches, crystal-clear waters, and warm sunshine, making it a top destination for both residents and visitors alike. The city boasts a lively downtown area filled with charming shops, delightful restaurants, and a bustling nightlife, all while maintaining its small-town charm.

One of Clearwater's standout features is its access to a variety of outdoor activities, particularly for those who appreciate an active lifestyle. Homes in Clearwater often come equipped with trail amenities, offering residents the perfect opportunity to explore the great outdoors. Picture yourself jogging or biking along scenic trails that wind through lush parks and along the picturesque coastline. Whether you're a nature enthusiast or simply seeking a peaceful retreat, these trails provide a serene escape right at your doorstep.

In addition to the beautiful trails, Clearwater is home to numerous recreational facilities, including parks, playgrounds, and sports complexes. Families can enjoy weekend picnics, while fitness aficionados can take advantage of the various outdoor exercise options. The community is dedicated to maintaining a healthy and active lifestyle, making it an ideal place for individuals of all ages.

With its perfect blend of urban convenience and natural beauty, Clearwater is more than just a place to live; it's a lifestyle. Discover your dream home with trail amenities in this enchanting city, where every day feels like a vacation. Come experience the charm and warmth of Clearwater, and see why so many are proud to call it home!

Newest Clearwater Homes with Trail(s) Amenities

2209 Utopian Drive E Unit 207, Clearwater image

2209 Utopian Drive E Unit 207, Clearwater — Utopian/2209 $199,900

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...

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

2320 Brisbane Street Unit 44, Clearwater image

2320 Brisbane Street Unit 44, Clearwater — Rizal / 18 $168,000 ▼

Looking for the perfect move-in ready condo? This is it. This beautifully updated home features new windows, modernized bathrooms, a refreshed kitchen, and a updated air ...

2 Beds
2 Baths
SubDv.
33763 Zip Code

2741 Via Cipriani Unit 916A, Clearwater image

2741 Via Cipriani Unit 916A, Clearwater — 9 $499,000

Virtually Staged. 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 va...

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

19029 Us Highway 19 N Unit 26-204, Clearwater image

19029 Us Highway 19 N Unit 26-204, Clearwater — 26 $248,000 ▼

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 t...

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

2370 Jamaican Street Unit 30, Clearwater image

2370 Jamaican Street Unit 30, Clearwater — 2370 $145,000 ▼

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...

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

2380 World Parkway Boulevard Unit 40, Clearwater image

2380 World Parkway Boulevard Unit 40, Clearwater — Roman Byzantine / 22 $259,000 ▼

REDUCED! Welcome to this stunning corner-unit condo offering 2 bedrooms and 2 bathrooms, beautifully updated with luxury vinyl flooring throughout. Filled with natural l...

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

2054 Sunset Point Road Unit 38, Clearwater image

2054 Sunset Point Road Unit 38, Clearwater — 2054 $167,400 ▼

Welcome home to this well-maintained 2-bedroom, 1-bath condominium in the established Woodlake community, where pride of ownership shines through after being lovingly car...

2 Beds
1 Baths
Woodlake 1 Condo SubDv.
33765 Zip Code

2451 Canadian Way Unit 29, Clearwater image

2451 Canadian Way Unit 29, Clearwater — 9 $114,000

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...

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

3062 Eastland Boulevard Unit 406, Clearwater image

3062 Eastland Boulevard Unit 406, Clearwater — D $147,000 ▼

Welcome to Imperial Pines, one of Clearwater's most desirable gated 55+ communities. This 1-bedroom, 1-bath condominium offers comfortable, low-maintenance living in a pr...

1 Beds
1 Baths
Imperial Pines Condo SubDv.
33761 Zip Code

2284 Philippine Drive Unit 39, Clearwater image

2284 Philippine Drive Unit 39, Clearwater — 82 / Capistrano $123,900 ▼

You'll be delighted you didn't miss this beautifully maintained ~ diamond in the rough condo featuring an updated A/C and located in one of the most sought-after sections...

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

2209 Utopian Drive E Unit 307, Clearwater image

2209 Utopian Drive E Unit 307, Clearwater — Antigua 1 /91 $215,000 ▼

Welcome to your top-floor oasis in the highly desirable, gated On Top of the World 55+ golf community. This beautifully FULLY FURNISHED updated two-bedroom, two-bathroom ...

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

2461 Rhodesian Drive Unit 51, Clearwater image

2461 Rhodesian Drive Unit 51, Clearwater — Saratoga/55 $139,000 ▼

Welcome to a bright and breezy 3rd-floor end unit in Clearwater’s beloved On Top of the World community—where every day feels a little lighter. This unit fully furnished ...

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