South Pasadena Homes with Trail(s) Amenities

South Pasadena Homes with Trail(s) Amenities

Welcome to South Pasadena, Florida – a hidden gem nestled in the heart of Pinellas County! This charming city offers a perfect blend of coastal living and suburban tranquility, making it an ideal destination for families, retirees, and everyone in between. With its picturesque tree-lined streets, vibrant community spirit, and close proximity to the stunning Gulf of Mexico, South Pasadena is a place where you can truly feel at home.

One of the standout features of South Pasadena is its array of homes with trail amenities. Picture yourself living in a beautifully designed residence that not only offers comfort and style but also provides direct access to scenic trails. Whether you're an avid jogger, a leisurely walker, or simply someone who enjoys the great outdoors, these trails are perfect for exploring the natural beauty of the area. They wind through lush landscapes, offering a peaceful escape just steps from your front door.

In addition to the trails, South Pasadena boasts a variety of parks, recreational facilities, and waterfront activities. The city's commitment to maintaining green spaces and promoting an active lifestyle is evident, making it easy for residents to engage in outdoor pursuits year-round. Plus, with a diverse selection of dining, shopping, and entertainment options nearby, you'll never run out of things to do.

If you’re dreaming of a home where you can embrace an active lifestyle surrounded by nature, South Pasadena is the place for you. Discover the perfect blend of comfort, community, and convenience in this delightful city. Come find your dream home today!

Newest South Pasadena Homes with Trail(s) Amenities

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

A first-floor corner home in Gulfport's Town Shores with a covered carport spot (furnishings negotiable)—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day- this one. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's pool was just renovated and is HEATED year round, directly off your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. Less upkeep, more Gulfport—and a first-floor corner unit worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, Gulfport

2 Beds ⋅ 2 Baths ⋅ Ranger Condo SubDv. ⋅ 33707 Zip Code

Welcome to the largest and rarely available corner unit in Harbourside, offering 1,445 sq ft of living space, 2 oversized bedrooms, and an expansive 180 sq ft glass-enclosed Florida room. This beautifully updated first-floor residence lives like a private villa and is located in the highly sought-after waterfront community of Harbourside. From the moment you step inside, you’re greeted by a modern, updated kitchen featuring sleek gray wood cabinetry, granite countertops, a breakfast bar, and stainless steel Samsung appliances (just 2 years old). A cozy café-style eat-in nook adds charm and functionality. The spacious living and dining area is enhanced by luxury vinyl flooring and elegant crown molding, and flows effortlessly into multiple seating areas—perfect for both relaxing and entertaining. A cozy fireplace anchors the oversized living room, creating a warm and inviting atmosphere. The primary retreat offers generous space, a walk-in closet, and a beautifully updated en-suite bath with granite countertops and a glass-enclosed shower. The second bedroom is equally impressive—large enough for a king-sized bed—with a built-in office space and its own full walk-in closet. The guest bathroom stands out with a stylish glass bowl sink and a jacuzzi tub as a statement feature. Enjoy true indoor-outdoor Florida living with a large enclosed sunroom plus a separate covered patio, where you can relax and take in lush greenery and peaceful bay views. Additional upgrades include hurricane-impact windows and major systems—AC, water heater, and electrical panel—all replaced in 2020,. Residents of Harbourside enjoy resort-style amenities in a guard-gated setting, including a 1.5-mile waterfront walking trail, tennis, pickle ball and shuffleboard courts, heated pool & spa, 2 fitness centers with sauna, clubhouse with social activities, and a full-service marina. The home also includes a private carport directly in front of the building, ample guest parking, and EV charging stations. The condo fee incorporates extensive recent upgrades—including a new roof, building painting, and electrical updates—as well as completed milestone compliance, enhancing long-term value. Strong reserves have been established, and comprehensive financials are available for review. This is the largest corner unit in Harbourside, combining space, upgrades, and an unbeatable lifestyle. A rare opportunity to own a piece of paradise.

7893 Sailboat Key Boulevard S Unit 101, South Pasadena

2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code

Come see this beautifully updated end unit condo in the highly desired HarbourSide waterfront community! This spacious 2-bedroom, 2-bath home with a den has been completely remodeled, including a reimagined kitchen that truly sets this condo apart. Enjoy elegant crown molding, wood floors, a wet bar, water softener, storm shutters, and an expanded den perfect for extra living or office space. This end unit has two spacious balconies, you have the front one for the sunrises and enjoy the sunsets from the back one. This unit also comes with an assigned under-building parking spot #146. HarbourSide offers resort-style living just minutes from St. Pete Beach. This gated community features 6 pools, a marina with 87 deeded slips (slips available for purchase or lease) not one with this unit, tennis/pickleball courts, shuffleboard, his & hers fitness centers with saunas, clubhouse with heated pool/spa, library, craft room, billiards room, outdoor grilling areas, car wash station, and a lively social calendar. Enjoy peaceful walks along the 1.5-mile waterfront path that surrounds the island. You would be hard presses to find a community with more amenities for your enjoyment. Live the Florida dream in this exceptional home!

7862 Sailboat Key Boulevard S Unit 506, South Pasadena

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