Highland Park Homes with Courtyard Exterior Features

Highland Park Homes with Courtyard Exterior Features

Welcome to Highland Park, a hidden gem nestled in the picturesque Belleair Bluffs, Florida, within the vibrant Pinellas County. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal destination for families, retirees, and anyone seeking a serene coastal lifestyle.

Highland Park is characterized by its beautifully designed homes, many of which boast stunning courtyard exterior features. These enchanting courtyards serve as private retreats, perfect for enjoying morning coffee, hosting intimate gatherings, or simply soaking up the Florida sunshine. The thoughtful architectural designs create a seamless indoor-outdoor living experience, allowing residents to embrace the natural beauty that surrounds them.

The community itself is a haven of peace, with lush landscaping, well-maintained pathways, and a friendly atmosphere that fosters connection among neighbors. Residents enjoy easy access to nearby parks, shopping centers, and the beautiful beaches of the Gulf Coast, ensuring that leisure and recreation are just moments away.

Living in Highland Park means embracing a lifestyle filled with outdoor activities, from kayaking and fishing in the nearby waters to enjoying the scenic trails perfect for walking or biking. Belleair Bluffs is also known for its vibrant dining scene, where you can indulge in fresh seafood and local cuisine.

Whether you’re looking for a cozy retreat or a spacious family home, Highland Park offers a diverse selection of properties that cater to various tastes and lifestyles. Come and discover the charm and 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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