Harbor Oaks Homes for Sale

Harbor Oaks Homes for Sale

Welcome to Harbor Oaks, a picturesque subdivision nestled in the heart of Clearwater, Florida, within the vibrant Pinellas County. This charming community is renowned for its serene atmosphere, lush landscaping, and friendly neighbors, making it an ideal place for families, retirees, and anyone looking to embrace the Florida lifestyle.

Harbor Oaks boasts a diverse selection of homes for sale, catering to various tastes and budgets. From cozy single-family residences to spacious modern designs, each property is uniquely crafted to provide comfort and style. Many homes feature open floor plans, updated kitchens, and expansive backyards perfect for entertaining or enjoying the sunny Florida weather. Imagine sipping your morning coffee on a sun-drenched patio or hosting weekend barbecues in your private oasis!

The subdivision is conveniently located just minutes away from Clearwater’s stunning beaches, vibrant downtown area, and a plethora of shopping and dining options. Residents can enjoy easy access to outdoor activities, including boating, fishing, and hiking in nearby parks. Families will appreciate the proximity to excellent schools and community amenities, ensuring a fulfilling lifestyle for all ages.

Whether you're searching for your dream home or a savvy investment opportunity, Harbor Oaks offers a welcoming community with a blend of tranquility and convenience. Explore the homes for sale in this lovely subdivision and discover the charm that makes Harbor Oaks a sought-after destination in Clearwater. Your perfect Florida home awaits!

Newest Harbor Oaks Homes for Sale

$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
$3,000,000
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
$725,000
4 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 34231 Zip Code
Fully furnished with a full price... Stunning Turn-Key Dual-Unit Income Property | Fully Renovated Top to Bottom | Prime Sarasota Location This meticulously renovated single-family residence with 4 bedrooms and 3 bathrooms has been completely transformed into a modern, income-producing gem on a spacious 10,048 sq ft lot (approx. 0.23 acres). The property features extensive updates throughout, including brand-new plumbing, electrical, roof, and air conditioning systems. The interior has been beautifully refreshed with a renovated kitchen featuring granite countertops, new cabinets, and an open-concept design, along with tile flooring throughout and fully renovated bathrooms. The exterior boasts fresh stucco paint for enhanced curb appeal. The interior floor plan has been thoughtfully reconfigured to include a completely independent studio unit with its own private entrance, full kitchenette, dedicated washer and dryer, and complete autonomy — ideal for multi-generational living, guests, or maximizing rental income. Both units are beautifully furnished and move-in ready, making this a true turn-key opportunity. Each unit enjoys its own private backyard space, while the generous lot size offers plenty of room to add a pool in the backyard if desired. The property also provides ample parking for multiple vehicles. Perfect for investors or owner-occupants seeking strong short- and mid-term rental performance, this home comes with proven rental records available upon request. The thoughtful design provides privacy and functionality for both living spaces. This fully renovated property offers unbeatable central Sarasota location — just minutes to Siesta Key Beach, downtown Sarasota, and surrounded by an abundance of restaurants, shopping, and entertainment options. Whether you're looking for a low-maintenance primary residence with income potential or a high-performing investment property, this fully updated and furnished dual-unit home delivers exceptional value in one of Sarasota’s most convenient and desirable neighborhoods. Don’t miss this rare opportunity — schedule your showing today!

2107 Pine Terrace, Sarasota
$599,000
3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 34231 Zip Code
Backyard retreat + income-producing detached studio + steps to Trader Joe’s! Quiet dead-end street near Siesta Key & Downtown Sarasota—privacy meets prime location. Extensively updated and ideally located, this Sarasota home offers the perfect blend of lifestyle and convenience—just minutes to Downtown, Siesta Key Beach, Sarasota Memorial Hospital, and SRQ Airport. The private backyard is a true highlight, featuring lush landscaping, custom hardscaping, a pergola, and a striking mural—fully fenced (2023) for privacy and perfect for entertaining or relaxing outdoors year-round. Inside, the home is move-in ready with fresh paint, custom feature wall, built-in closets, blackout blinds, and hurricane-rated windows and doors for peace of mind and natural light. The kitchen includes a Bosch dishwasher (2025), Samsung range and microwave (2023), plus LG washer/dryer (2023). Additional upgrades include whole-home water filtration with reverse osmosis (2022), air purification (2024), generator with transfer switch (2025), updated plumbing, maintained HVAC, and a new 28-gallon water heater (2026). The upgraded garage features waterproof flooring, built-ins, insulation, and mini-split AC (2025)—ideal for a gym, workshop, or flex space. The detached studio adds exceptional versatility with a private entrance, outdoor space, kitchenette, full bath, washer/dryer, and dedicated AC (2023). The studio has been successfully rented, offering strong income potential or flexibility for guests or a private office. A rare opportunity combining privacy, flexibility, and a highly desirable Sarasota location.

2121 Palm Terrace, Sarasota
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