Highland Park Homes with Courtyard Exterior Features

Highland Park Homes with Courtyard Exterior Features

Welcome to Highland Park, a charming subdivision nestled in the picturesque Belleair Bluffs, Florida, within the beautiful Pinellas County. This delightful community offers a perfect blend of suburban tranquility and vibrant coastal living, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle.

Highland Park is renowned for its stunning homes, many of which feature exquisite courtyard exterior designs. These thoughtfully crafted courtyards create a warm and inviting atmosphere, perfect for outdoor gatherings, morning coffees, or simply enjoying the lush Florida sunshine. The architectural charm of these homes is complemented by manicured landscaping, which adds to the neighborhood's overall appeal.

Residents of Highland Park enjoy a close-knit community feel while being just minutes away from the stunning beaches of the Gulf Coast. Belleair Bluffs is known for its quaint shops, delightful dining options, and scenic parks, providing plenty of opportunities for leisure and recreation. Whether you’re taking a stroll along the waterfront or indulging in a delicious meal at a local eatery, there’s always something to explore.

In addition to its prime location and beautiful homes, Highland Park boasts a strong sense of community, with neighbors who look out for one another and engage in local events. If you’re searching for a welcoming community with charming homes featuring courtyard exteriors, Highland Park in Belleair Bluffs is the perfect place to call home. Come discover the magic of this beautiful subdivision and experience the lifestyle you’ve always dreamed of!

Newest Highland Park Homes with Courtyard Exterior Features

$1,725,000
7 Beds 6 Baths Highland Park SubDv. 33770 Zip Code
Price Improvement! This rare 5-unit short-term rental property offers an exceptional opportunity to own a fully established Airbnb-style compound just a short drive to the Gulf beaches and a central hub for nature trails, festivals, and events in downtown Clearwater. ** Listing includes includes Parcel Id 27-29-15-38970-003-0050. Spread across three lots on two parcels, the property includes a spacious main residence along with four individual guest cottages, creating multiple income-producing retreats in one highly desirable Pinellas County location. The property consists of five total units, including four well-appointed 1-bedroom, 1-bath cottages, each approximately 576 square feet, ideal for couples or small families seeking a private Florida getaway. The larger main home spans approximately 1,148 square feet and serves as the centerpiece of the compound with 3 bedrooms and 2 baths, luxury finishes, LVP flooring, a true primary suite with a walk-in closet, a bunk room, and inviting outdoor living spaces. Guests enjoy a side patio for dining plus a screened back porch complete with darts and foosball, creating a resort-style experience. Three of the four cottages share nearly identical layouts for ease of operation and consistent guest appeal, while all units offer generous backyard areas, ample secure parking, and convenient Yale smart lock access. Offered fully furnished and professionally designed, this property is truly turnkey and has been well maintained, while still presenting additional upside, including the potential to add a swimming pool. Laundry is thoughtfully arranged with a washer and dryer inside the main house, plus an additional centrally located utility room with washer and dryer access for cottage guests or cleaning teams. Each unit is separately metered for electric and water, providing added flexibility for future ownership strategies and long-term operational value. Adding to the uniqueness of the offering is the street-to-street frontage between 15th Avenue Northwest and 16th Avenue Northwest, along with mixed-use zoning that may provide future redevelopment or expansion potential as the surrounding area continues to grow. Surrounded by tropical landscaping with palm and orange trees, and located minutes from Clearwater, Belleair, and Indian Rocks Beach, yet positioned in Airbnb-friendly Largo, this is a truly rare chance to operate a well-performing short-term rental compound in one of Florida’s most in-demand coastal markets.

1500 Clearwater Largo Road N, Largo

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