Highland Park Homes with Courtyard Exterior Features

Highland Park Homes with Courtyard Exterior Features

Welcome to Highland Park, a hidden gem nestled in the charming city of Belleair Bluffs, Florida. This delightful subdivision, located in picturesque Pinellas County, offers residents a serene lifestyle combined with the convenience of nearby urban amenities. Highland Park is characterized by its beautifully designed homes, many of which feature stunning courtyard exteriors that create an inviting atmosphere for both relaxation and entertainment.

As you stroll through the tree-lined streets of Highland Park, you’ll be captivated by the unique architectural styles and lush landscaping that define this community. The homes here are thoughtfully crafted to enhance outdoor living, with private courtyards that serve as perfect retreats for morning coffee, evening gatherings, or simply soaking in the Florida sunshine. These outdoor spaces truly extend your living area, allowing you to enjoy the balmy climate year-round.

Living in Highland Park means you’re just minutes away from the pristine beaches of the Gulf Coast, as well as a plethora of shopping, dining, and recreational options. The vibrant local culture, combined with the laid-back charm of Belleair Bluffs, creates an ideal environment for families, retirees, and everyone in between.

Whether you’re looking to buy your first home, downsize, or invest in a vacation property, Highland Park offers a unique opportunity to embrace a lifestyle that balances comfort, community, and the beauty of Florida living. Come discover the allure of Highland Park, where your dream home awaits!

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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