29 Highpoint Dr

Midcentury charm meets unbeatable location in this beautifully restored 1955 home nestled in the heart of Gulf Breeze Proper. Situated on a spacious corner lot, this timeless property blends original character with thoughtful modern upgrades—only a short stroll to Shoreline Park’s boat ramp and exceptional recreation facilities, and just minutes by car to the beach. One of the neighborhood's basketball and pickleball courts sits right on Highpoint Drive—just steps from your front porch, offering easy access with a tucked-away, semi-private feel. Step inside to find a bright, open living area filled with natural light streaming through abundant windows, all outfitted with classic plantation blinds. The living room flows seamlessly into an updated kitchen with granite countertops, KitchenAid appliances, and modern fixtures. Original hardwood floors, unique tile details and exposed wood beams preserve the home's timeless character. The oversized primary bedroom includes a spacious walk-in closet and convenient laundry room. Both bathrooms feature tiled showers and tasteful, updated finishes. A peaceful back patio opens to lush foliage and colorful blooms including magnolia trees, camellias, mulberry trees, palms, hibiscus, and an abundance of azaleas—offering year-round beauty and natural privacy. Highpoint Drive is known for its picturesque canopy of live oaks and is one of the only streets in the area that does not require flood insurance. (High. Point.)! Enjoy being within walking distance to some of Florida's top-rated schools, Woodland Park, and the Gulf Breeze Recreation Center—located in Shoreline Park’s 155 acres of green space. The Rec Center boasts 10 lighted athletic fields, tennis courts, a splash pad, playgrounds, skatepark, disc golf course, paved walking trails, an indoor multisport facility, and more. This is more than a home—it's a rare chance to live in the heart of Gulf Breeze Proper, surrounded by beauty, walkable adventures, and timeless style.