Harbor Oaks Homes with Shingle Roof

Harbor Oaks Homes with Shingle Roof

Welcome to Harbor Oaks, a picturesque subdivision nestled in the heart of South Sarasota, Florida. Known for its tranquil ambiance and friendly community, Harbor Oaks offers a perfect blend of suburban charm and coastal convenience. This delightful neighborhood is characterized by its lush landscaping, tree-lined streets, and a welcoming atmosphere that makes it an ideal place for families, retirees, and everyone in between.

One of the standout features of Harbor Oaks is its beautiful homes, many of which boast classic shingle roofs that not only enhance their aesthetic appeal but also provide durability and protection against Florida's diverse weather conditions. These homes come in various styles and sizes, catering to a wide range of preferences and lifestyles. Whether you’re looking for a cozy retreat or a spacious family residence, you’re sure to find the perfect fit in this charming community.

Residents of Harbor Oaks enjoy easy access to nearby amenities, including shopping centers, parks, and some of the finest dining options Sarasota has to offer. The stunning Gulf Coast beaches are just a short drive away, providing endless opportunities for relaxation and recreation. With a strong sense of community and a variety of activities available, Harbor Oaks is more than just a neighborhood; it’s a place where you can truly feel at home.

Discover the allure of Harbor Oaks today, where your dream home awaits amidst the serene beauty of South Sarasota. Embrace the Florida lifestyle and make this charming subdivision your new sanctuary!

Newest Harbor Oaks Homes with Shingle Roof

$899,999
5 Beds ⋅ 3 Baths ⋅ O6435135 MLS
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
$725,000
4 Beds ⋅ 3 Baths ⋅ S5147369 MLS
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, South Sarasota
$599,000
3 Beds ⋅ 3 Baths ⋅ A4684433 MLS
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, South Sarasota
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