Harbor Oaks Homes with Pool

Welcome to Harbor Oaks, a stunning subdivision nestled in the heart of Clearwater, FL. Located in Pinellas County, this charming community offers a serene and picturesque setting for residents to call home. With its convenient location and array of amenities, Harbor Oaks is the perfect place to live for those seeking a relaxed yet vibrant lifestyle.

One of the standout features of Harbor Oaks is the abundance of homes with pools. Whether you enjoy taking a refreshing dip on a hot summer day or simply lounging by the water, these homes offer the ultimate in luxury and convenience. Imagine hosting poolside parties with friends and family or simply enjoying a peaceful swim after a long day – the possibilities are endless.

In addition to the homes with pools, Harbor Oaks boasts a variety of other amenities for residents to enjoy. The neighborhood features beautifully landscaped streets, well-maintained sidewalks, and lush green spaces, creating a welcoming and inviting atmosphere. Residents can also take advantage of nearby parks, shopping centers, and top-rated schools, making Harbor Oaks an ideal place to raise a family.

With its prime location in Clearwater, Harbor Oaks provides easy access to the city's vibrant downtown area, renowned beaches, and a wide range of dining, entertainment, and recreational options. Whether you're looking to relax on the white sandy shores of Clearwater Beach or explore the vibrant arts scene in downtown, there's always something to do just minutes away from your doorstep.

If you're searching for a beautiful home in a desirable location, look no further than Harbor Oaks. With its homes with pools, picturesque surroundings, and convenient amenities, this subdivision offers the perfect blend of comfort and luxury. Come and experience the Harbor Oaks lifestyle for yourself – you won't be disappointed.

Newest Harbor Oaks Homes with Pool

$1,495,000

3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 34228 Zip Code

3BR/2.5BA, 2,219 sf end-unit villa in gated Harbour Oaks at Bay Isles. Fairway views across hole #3 (White) of the Longboat Key Club golf course, plus a full-sized private heated pool on a large screened lanai. Three sliders open the living spaces to that outdoor room—ideal for gatherings, quiet evenings, and southwest-oriented sunsets over the greens. Renovated in a clean modern-farmhouse style: shiplap fireplace, new lighting and ceiling fans, paneled interior doors with dark hardware, and a wood-and-glass front door. The open, refreshed kitchen flows into the dining area overlooking the pool and golf course. The primary suite is a true retreat with multiple closets including a walk-in, double sinks, a newly tiled glass-enclosed shower, and a bathroom skylight. Two additional bedrooms and a bonus office with golf-course and garden-atrium views give the household room to work, guest, and spread out. Practical updates include a new roof with the assessment paid and a large two-car garage with epoxy floor and organized storage for beach and sports gear. Harbour Oaks residents have use of the private Bay Isles Beach Club on the Gulf (parking available). Longboat Key Club golf, tennis, pickleball, and dining are nearby by optional separate membership; the marina is a short walk, with slips available separately. Move-in ready Longboat Key living: golf-course backdrop, private pool, beach-club access, and lock-and-leave convenience behind the Bay Isles gates. Schedule your private showing and start living the island lifestyle.

2101 Harbourside Drive Unit 1103, Longboat Key

$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

Start Your Search