Harbor Oaks Real Estate

Harbor Oaks Real Estate

Welcome to Harbor Oaks, a hidden gem nestled in the heart of Sarasota County, Florida. This picturesque subdivision offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking a vibrant community to call home.

Harbor Oaks is characterized by its charming tree-lined streets, beautifully landscaped yards, and a warm, welcoming atmosphere. The neighborhood boasts a variety of stunning single-family homes, each designed with comfort and style in mind. Whether you’re looking for a cozy bungalow or a spacious family residence, Harbor Oaks has something to suit every taste and lifestyle.

Residents of Harbor Oaks enjoy easy access to a wealth of amenities. Just a short drive away, you’ll find pristine beaches, world-class dining, and an array of shopping options. The famous Siesta Key Beach, known for its powdery white sands and crystal-clear waters, is only minutes from your doorstep, offering endless opportunities for sun-soaked relaxation and water sports.

For families, the area is served by highly rated schools and a range of parks and recreational facilities, perfect for outdoor activities and community gatherings. And with Sarasota's vibrant arts scene, including theaters, galleries, and cultural festivals, there’s always something happening just around the corner.

In Harbor Oaks, you’re not just buying a home; you’re investing in a lifestyle. Experience the charm, community spirit, and beautiful surroundings that make this subdivision a wonderful place to live. Come discover your new home in Harbor Oaks, where every day feels like a vacation!

Newest Listings in Harbor Oaks

5 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv.

Welcome to this beautifully renovated 5-bedroom, 2.5-bathroom home located in the heart of Merritt Island. Combining modern upgrades with spacious living, this home offers the perfect setting for both everyday comfort and entertaining. From the moment you arrive, you'll be impressed by the inviting curb appeal, manicured landscaping, and welcoming exterior. Inside, luxury vinyl plank flooring flows throughout the main living areas, creating a bright and contemporary atmosphere. The updated kitchen is designed to impress, featuring quartz countertops, stainless steel appliances, ample cabinetry, and plenty of workspace for preparing meals and hosting guests. The spacious living room is anchored by a charming fireplace, creating a warm focal point for gatherings and relaxing evenings at home. Large windows throughout the home fill each room with natural light, enhancing the open and airy feel. The primary suite serves as a private retreat with a beautifully updated bathroom featuring a modern vanity and a tiled walk-in shower. The additional bedrooms offer flexibility for family, guests, a home office, or hobby space. Step outside to the fenced backyard, where you'll find plenty of room for entertaining, outdoor activities, and enjoying Florida's year-round sunshine. Conveniently located near shopping, dining, parks, waterways, and the beaches of the Space Coast, this move-in-ready home offers the perfect blend of style, comfort, and location.

1760 Harbor Oaks Place, Merritt Island

Harbor Oaks SubDv.

SUBJECT PARCEL IS A 1.47+ ACRE COMMERCIAL SITE (MU) WITH OVER 210 LF ALONG S RIDGEWOOD AVENUE HAVING GOOD SITUS AND A SIGNALIZED INTERSECTION CONNECTING WITH SR 5A (S NOVA ROAD) & EAST PALM AVENUE. THE PARCEL HAS THE REMNANTS OF A 1924 STRUCTURE ON SITE WITH UTILITY CONNECTIONS STILL AVAILABLE AND A FIRE HYDRANT AT THE NW CORNER OF THE PARCEL.

5919 S Ridgewood Avenue, Port Orange

4 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv.

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

3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv.

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

3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv.

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

Harbor Oaks SubDv.

SUBJECT PROPERTY IS A .62 ACRE SECLUDED SINGLE FAMILY RESIDENTIAL WATER FRONT LOT LOCATED AT THE SOUTH END OF RIVERSIDE DRIVE IN PORT ORANGE RIGHT ON SCENIC ROSE BAY. THE LOT IS A 100 FT WIDE BY ~ AVG. OF 275 FT DEEP (~27,547 SF) WITH LARGE BEAUTIFUL OAKS, CONCRETE BOAT RAMP WITH ROOM TO BUILD A CUSTOM BOAT DOCK TO HOUSE & MOOR YOUR WATER CRAFT. THE PARCEL PROVIDES ACCESS TO THE INTRACOASTAL WATERWAY VIA MILL CREEK PROVIDING AMPLE DRAFT. THIS PARCEL HAS PLENTY OF AREA TO BUILD YOUR CUSTOMIZED HOME ON THIS DEEP LOT TO ENJOY OUR FLORIDA SUNSETS OVER THE SOUTH END OF ROSE BAY.

5948 Riverside Drive, Port Orange

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