Harbor Oaks Homes with Private Mailbox Exterior Features

Welcome to Harbor Oaks, a prestigious subdivision located in the heart of Longboat Key, Sarasota, FL. This exclusive community offers a luxurious lifestyle with stunning views and convenient access to the best that the area has to offer.

Homes in Harbor Oaks boast exquisite exterior features, including private mailboxes that add a touch of elegance and convenience to everyday living. The well-maintained streets and lush landscaping create a serene and welcoming atmosphere for residents and visitors alike.

Living in Harbor Oaks means enjoying the best of both worlds - a peaceful retreat away from the hustle and bustle of city life, yet just a short drive away from top-rated restaurants, shopping centers, and recreational activities. Whether you prefer a relaxing day at the beach or a round of golf at a nearby course, there is something for everyone in this vibrant community.

With its prime location in Longboat Key, Harbor Oaks offers easy access to Sarasota's cultural attractions, including museums, theaters, and art galleries. Residents can also take advantage of the area's excellent schools, healthcare facilities, and outdoor amenities, making it an ideal place to call home.

Come and experience the beauty and charm of Harbor Oaks - where luxury meets tranquility, and every day feels like a vacation. Live the life you've always dreamed of in this exclusive waterfront community.

$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

Harbor Oaks Homes with Private Mailbox Exterior Features

Newest Harbor Oaks Homes with Private Mailbox Exterior Features