Harbor Oaks Homes with Street Lights Community Features

Welcome to Harbor Oaks, a picturesque subdivision nestled in the heart of Clearwater, Florida, within the vibrant Pinellas County. This charming community offers a serene escape while being just moments away from the stunning Gulf Coast beaches and the bustling life of downtown Clearwater.

Harbor Oaks is renowned for its inviting atmosphere, where friendly neighbors and beautifully landscaped streets create a sense of belonging. The community is thoughtfully designed with well-maintained homes that reflect a variety of architectural styles, ensuring that there’s something for everyone. Each residence is complemented by street lights that illuminate the neighborhood, enhancing safety and providing a warm, welcoming glow during evening strolls.

One of the standout features of Harbor Oaks is its commitment to fostering a connected community. Residents enjoy a host of amenities that promote an active lifestyle, including walking paths, parks, and recreational areas perfect for family gatherings or quiet afternoons. The well-lit streets not only enhance the beauty of the neighborhood but also encourage leisurely walks and evening socializing, making it easy to meet new friends or catch up with neighbors.

Living in Harbor Oaks means embracing a lifestyle where convenience meets tranquility. With top-rated schools, shopping, dining, and outdoor activities all within a short drive, residents can enjoy the best of Clearwater living. Whether you’re seeking a peaceful retreat or a vibrant community, Harbor Oaks is the perfect place to call home. Come discover the charm and warmth of this delightful subdivision—you won’t want to leave!

Newest Harbor Oaks Homes with Street Lights Community Features

$3,000,000

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

Virtually Staged. This exceptional residence offers a rare opportunity to acquire one of Harbor Oaks' most storied addresses. Built between 1918 and 1925 within the coveted "Florida Heritage" district, 403 Magnolia Drive stands just blocks from downtown Clearwater — a seven bedroom, seven and a half bathroom estate of 7,223 square feet, gracefully arranged across three levels. Floor-to-ceiling windows trace the twin formal living rooms, allowing the day to unfold from room to room in a continuous wash of natural light. At the same time, rich original hardwood floors carry warmth throughout every level. A sun-filled solarium and an adjoining Florida room extend this openness further still, complemented by a private library and a spacious family room. Each of the home's seven bedrooms is appointed with its own full, private bathroom — Upstairs, two primary suites open onto a sweeping wraparound deck, each accompanied by a spa-inspired Restoration-style bath of exceptional finish. The entire third floor is reserved for the primary suite, complete with a full bath, fireplace, sun deck, and generous storage, offering a graceful degree of separation and privacy from the rest of the home. The kitchen is outfitted with commercial-grade stainless appliances, a Dacor gas range, crown molding, and a walk-in pantry of considerable scale — a room designed as much for the passionate cook as for the discerning host. A wet bar and tray ceilings polish the home's entertaining spaces, while French doors along the main level open onto a private courtyard and balcony, softening the boundary between interior and exterior life. Beyond its walls, the estate unfolds across a corner lot of over half an acre, anchored by a resort-caliber pool and spa deck. A circular drive welcomes you home, while Downtown shopping and dining are just minutes away, and the white sands of Clearwater Beach are a mere five-minute drive. Floor plans and a full tour are available upon request — 403 Magnolia Drive is a rare opportunity to own a true piece of Harbor Oaks history.

403 Magnolia Drive, Clearwater

$800,000

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

Welcome to effortless coastal living in this beautifully maintained, fully furnished end-unit villa on Longboat Key. Offering nearly 2,400 square feet of thoughtfully designed living space, this exceptional residence combines the spaciousness and privacy of a single-family home with the convenience of maintenance-free living—all just moments from the Gulf's renowned white-sand beaches. From the moment you step inside, soaring vaulted ceilings, abundant natural light, and an open, airy floor plan create a warm and inviting atmosphere. Designed for both comfortable everyday living and effortless entertaining, the home offers multiple gathering spaces, including a formal living room with a charming wood-burning fireplace and expansive sliding glass doors that open to an impressive 740-square-foot private terrace overlooking peaceful pond views. The kitchen is both stylish and functional, featuring granite countertops, updated cabinetry, rich wood flooring, plantation shutters, and a skylight that fills the space with natural light. Recent upgrades, including a new roof and new air-conditioning system completed in 2025, provide added comfort and peace of mind. Adding to the home's unique character are two private atriums that bring the outdoors in, creating bright, tranquil spaces throughout the residence. A versatile office with a built-in Murphy bed offers the flexibility to easily serve as a fourth bedroom, while the spacious primary suite provides a relaxing retreat with comfortable accommodations for family and guests. Additional highlights include a private two-car garage with organized storage, a heated community pool and spa, and exclusive membership to the gated Bay Isles Beach Club, where residents enjoy private Gulf-front beach access and dedicated parking. Perfectly located near world-class beaches, boating, waterfront restaurants, boutique shopping, and the renowned Longboat Key Club's golf, tennis, pickleball, marina, and dining amenities, this residence places the very best of island living right at your doorstep. Beautifully furnished, impeccably maintained, and move-in ready, this is an exceptional opportunity to enjoy the relaxed elegance and coastal lifestyle that make Longboat Key one of Florida's most sought-after destinations.

2326 Harbour Oaks Drive, Longboat Key

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