Harbor Oaks Homes with Pool View

Welcome to Harbor Oaks, an enchanting subdivision nestled in the heart of Longboat Key, Florida. This picturesque community is a true gem in Sarasota County, offering an idyllic blend of coastal charm and luxurious living. Harbor Oaks is renowned for its serene atmosphere and stunning natural beauty, making it a perfect retreat for families, retirees, and everyone in between.

The homes in Harbor Oaks are thoughtfully designed to maximize comfort and style, with many featuring breathtaking pool views that invite you to unwind and soak in the Florida sunshine. Imagine waking up to the gentle sound of water lapping against the pool's edge, and enjoying your morning coffee while basking in the warm rays of the sun. Each residence is crafted with high-quality materials and modern finishes, ensuring that your home is not only beautiful but also functional.

Living in Harbor Oaks means embracing a lifestyle centered around relaxation and recreation. With easy access to pristine beaches, lush parks, and vibrant local dining options, residents can enjoy the best of what Longboat Key has to offer. Whether you’re lounging by your private pool, taking a leisurely stroll along the shoreline, or exploring the nearby shops and restaurants, every day feels like a vacation.

Discover the charm of Harbor Oaks, where your dream home awaits with stunning pool views and the vibrant lifestyle of Longboat Key at your doorstep. Come experience the tranquil beauty and welcoming community that makes Harbor Oaks a truly special place to call home.

Newest Harbor Oaks Homes with Pool View

$899,999

5 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 34756 Zip Code

Welcome to this spacious custom pool home on a beautifully wooded half-acre lot in Montverde! Offering 5 bedrooms, 3 full baths and over 3,700 sq. ft. of heated living space, this unique split-level home provides plenty of room to live and entertain. Enjoy a kitchen with granite countertops and stainless steel appliances, formal living area with fireplace, family room, bonus/game room and flexible living spaces. Step outside to your private Florida retreat featuring a sparkling pool and spa, screened outdoor kitchen, covered porch, fire pit and mature trees offering shade and privacy. A garage-sized workshop and additional tandem garage/storage space provide plenty of room for hobbies and storage. Updates include A/C replaced in 2022, newer kitchen appliances and refinished hardwood floors. Convenient to Clermont, shopping, dining and major roadways.

16017 Harbar Oaks Drive, Montverde

$3,500,000

7 Beds ⋅ 8 Baths ⋅ Harbor Oaks SubDv. ⋅ 33756 Zip Code

Virtually Staged. A rare opportunity to own one of Harbor Oaks’ most distinguished estates. Built between 1918 and 1925, 403 Magnolia Drive pairs nearly a century of architectural character with the scale and presence of a true estate—all just one block from the water, minutes from Downtown Clearwater, and located in desirable Flood Zone X. Spanning 7,223 square feet across three levels, the seven-bedroom, seven-and-a-half-bath estate is defined by soaring natural light, original hardwood floors, beautifully preserved architectural details, and an exceptional sense of space. Floor-to-ceiling windows line the dual formal living rooms, while a sun-filled solarium with NEW windows and an adjoining Florida room create effortless transitions throughout the main level. A private library and expansive family room offer additional spaces for both intimate everyday living and large-scale entertaining. Each of the home’s seven bedrooms features its own private full bathroom, an extraordinary level of comfort and privacy for family and guests. Upstairs, two generous suites open onto a sweeping wraparound deck and feature beautifully appointed, spa-inspired baths. The entire third floor offers another private retreat with a full bath, fireplace, sun deck, and abundant storage—creating exceptional flexibility for a primary suite, guest quarters, or private living level. At the heart of the home, the kitchen is designed for both serious cooking and entertaining, featuring commercial-grade stainless steel appliances, a Dacor gas range, custom millwork, and an oversized walk-in pantry. A wet bar, tray ceilings, and French doors opening to the courtyard and outdoor living spaces further enhance the home’s ability to host with ease. Outside, the estate unfolds across a prominent corner lot of more than half an acre—an increasingly rare offering in this location. Mature surroundings create a private setting for the resort-style pool and spa, expansive deck, and outdoor entertaining areas, while a circular drive provides an impressive sense of arrival. Moments from Downtown Clearwater’s dining and entertainment, minutes from Clearwater Beach, and surrounded by some of the area’s most notable residences, 403 Magnolia Drive offers a combination of history, scale, land, and lifestyle that is truly one of a kind.

403 Magnolia Drive, Clearwater

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