Clearwater Homes with Trail(s) Amenities

Welcome to Clearwater, Florida – a vibrant coastal gem nestled in Pinellas County, renowned for its stunning beaches, rich cultural scene, and an abundance of outdoor activities. Clearwater is not just a destination; it’s a lifestyle, offering residents and visitors alike a unique blend of sun-soaked relaxation and community spirit. With its sparkling Gulf waters, pristine sandy shores, and a charming downtown area brimming with shops, restaurants, and entertainment, Clearwater truly has something for everyone.

For those seeking a home that embraces the beauty of nature, Clearwater’s properties with trail amenities provide an exceptional living experience. Imagine stepping outside your front door and finding yourself on a scenic trail, perfect for morning jogs, evening strolls, or leisurely bike rides. These homes are strategically located near lush parks and well-maintained pathways that weave through the picturesque landscapes of Clearwater, allowing you to immerse yourself in the serene surroundings.

The homes in Clearwater with trail amenities are designed for both comfort and convenience, offering spacious interiors and modern features while promoting an active lifestyle. Whether you’re a nature enthusiast, a fitness fanatic, or simply someone who enjoys the tranquility of outdoor spaces, these properties provide the perfect backdrop for your daily adventures.

Discover the charm of Clearwater, where the sun shines bright, the community thrives, and your dream home awaits amidst the trails. Explore the possibilities today and embrace a lifestyle that celebrates both relaxation and recreation in this beautiful Florida paradise!

Newest Clearwater Homes with Trail(s) Amenities

2320 Brisbane Street Unit 44, Clearwater image

2320 Brisbane Street Unit 44, Clearwater — Rizal / 18 $171,000

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 $250,000

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 $150,000

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 $169,900 ▲

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

2430 Florentine Way Unit 56, Clearwater image

2430 Florentine Way Unit 56, Clearwater — Rila Renaissance Building 41 $174,900

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 ...

2 Beds
2 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 $219,000 ▼

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