Harbor Oaks Homes with Parking Pad Parking Features

Welcome to Harbor Oaks, a hidden gem nestled in the picturesque Longboat Key, Florida. This charming subdivision is a perfect blend of coastal elegance and modern convenience, making it an ideal destination for those seeking a serene yet vibrant lifestyle.

Harbor Oaks boasts an array of stunning homes, each designed to capture the essence of relaxed beach living. With lush landscaping and a welcoming community atmosphere, residents enjoy a sense of tranquility while being just moments away from the sparkling Gulf of Mexico. The area is renowned for its pristine beaches, world-class dining, and boutique shopping, ensuring that every day feels like a vacation.

One of the standout features of homes in Harbor Oaks is the inclusion of parking pad options. This thoughtful addition provides residents with the convenience of dedicated parking right at their doorstep, making it easy to entertain guests or return home after a day of exploring the beautiful surroundings. Whether you're a full-time resident or a seasonal visitor, having a designated parking space adds an extra layer of comfort and ease to your living experience.

In addition to its exceptional homes and convenient parking features, Harbor Oaks is located within close proximity to Sarasota's vibrant cultural scene, including art galleries, theaters, and outdoor festivals. The community is also well-connected to local parks and recreational areas, offering plenty of opportunities for outdoor activities and relaxation.

Discover the charm of Harbor Oaks, where coastal living meets modern comfort, and let your dream home become a reality in this idyllic enclave of Longboat Key.

Newest Harbor Oaks Homes with Parking Pad Parking Features

$924,900

3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 33756 Zip Code

Historic Harbor Oaks charm meets a backyard made to wow! Set on a gated corner lot beneath mature oaks, this beautifully remodeled 1940s bungalow pairs original character with exceptional modern upgrades. Pella impact windows, Hardie board siding, a tile-inspired metal roof and a five-car carport add to its appeal. Inside, pristine original hardwood floors, plantation shutters and a striking stone fireplace welcome you into the bright, open living room. The chef’s kitchen is a showpiece, featuring leathered granite countertops, high-end KitchenAid appliances, slate floors, glass-front cabinetry, a pot filler and a statement-making Futuro Murano range hood. The primary suite leads to an oversized bath designed for indulgence. Soak in the 72-inch copper-coated claw-foot tub beneath an overhead rain shower or unwind in the custom walk-through steam shower with mood lighting and river rock flooring. A private outdoor garden shower offers another way to recharge. You’ll also find a walk-in sauna, a TV built into the vanity mirror, heated floors in the second bath, and a new stackable washer and dryer concealed behind a glass mirror in the primary bath, keeping laundry convenient while saving valuable space. And then there’s the outdoor oasis: a private splash pad with cascading waterfalls, dual shower heads, and gusher jets. Surrounded by lush green space and an irrigated garden, it’s a setting built for relaxing or entertaining. Additionally, a spacious shed with electricity and newer AC wall unit offers flexible room for hobbies, a workshop or storage. World famous Clearwater Beach, Coachman Park, the Pinellas Trail and more are all nearby. This magnificent property is truly a MUST-SEE!

420 Druid Road W, Clearwater

$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

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