Highland Park Homes with Courtyard Exterior Features

Highland Park Homes with Courtyard Exterior Features

Welcome to Highland Park, a picturesque subdivision nestled in the heart of Belleair Bluffs, Florida, within the charming Pinellas County. This delightful community offers residents a unique blend of serene living and vibrant local culture, making it an ideal place to call home.

Highland Park is renowned for its beautifully crafted homes, many of which boast stunning courtyard exterior features. These inviting courtyards create a seamless transition between indoor and outdoor living, providing the perfect space for entertaining guests, enjoying morning coffee, or simply basking in the Florida sunshine. The thoughtfully designed layouts of these homes enhance the natural beauty of the area, allowing residents to enjoy the lush greenery and tranquil surroundings.

Beyond the alluring architecture, Highland Park is conveniently located just minutes away from pristine Gulf Coast beaches, local parks, and a variety of shopping and dining options. The community fosters a friendly atmosphere, where neighbors become friends and gatherings are cherished. Whether you're taking a leisurely stroll, biking along the scenic paths, or enjoying a sunset at one of the nearby beaches, the lifestyle here is both relaxed and invigorating.

With its charming homes featuring courtyard designs and a welcoming community vibe, Highland Park in Belleair Bluffs is a hidden gem waiting to be discovered. Experience the best of Florida living in this enchanting subdivision, where every day feels like a vacation. Come explore Highland Park and find your dream home today!

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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