Harbor Oaks Homes with Rain Gutters Exterior Features

Welcome to Harbor Oaks, a hidden gem nestled in the picturesque Longboat Key, Florida. This charming subdivision is a tranquil retreat that perfectly combines coastal living with a vibrant community atmosphere. Situated in Sarasota County, Harbor Oaks offers residents an idyllic lifestyle just moments away from the stunning Gulf of Mexico beaches, lush parks, and exquisite dining options.

The homes in Harbor Oaks are designed with both comfort and functionality in mind, featuring beautiful architecture that complements the serene surroundings. One standout feature of these residences is the inclusion of rain gutters, which not only enhance the aesthetic appeal but also provide practical benefits. These exterior features help to manage rainwater effectively, protecting your home’s foundation and landscaping while promoting longevity and durability.

Living in Harbor Oaks means you’re not just purchasing a home; you’re investing in a lifestyle. Picture yourself enjoying morning strolls along the neighborhood’s scenic paths, hosting gatherings in your beautifully landscaped yard, or simply relaxing on your patio while taking in the gentle sea breeze. The community spirit here is palpable, with friendly neighbors and an array of social events that foster connections and create lasting memories.

Whether you’re seeking a permanent residence or a vacation home, Harbor Oaks offers a unique blend of luxury, comfort, and community that is hard to find elsewhere. Experience the best of Longboat Key living in this charming subdivision, where every day feels like a vacation. Come discover your dream home at Harbor Oaks today!

Newest Harbor Oaks Homes with Rain Gutters Exterior Features

$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

$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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