Rolling Oaks Homes with Sidewalk Exterior Features

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Tarpon Springs, Florida, within the picturesque Pinellas County. This delightful community is the perfect blend of suburban tranquility and vibrant local culture, making it an ideal place for families, retirees, and everyone in between.

Rolling Oaks is characterized by its beautifully designed homes, each featuring inviting sidewalks that encourage leisurely strolls and friendly neighborhood interactions. Imagine taking a morning walk along tree-lined paths, greeting neighbors, and enjoying the warm Florida sunshine. The sidewalks not only enhance the aesthetic appeal of the community but also promote an active lifestyle, making it easy to enjoy the great outdoors right at your doorstep.

The homes in Rolling Oaks boast a variety of architectural styles, ensuring that there’s something to suit every taste. From contemporary designs to classic Florida charm, each residence is thoughtfully crafted with attention to detail. Many homes feature spacious yards, perfect for family gatherings, gardening, or simply soaking in the serene surroundings.

Located just a stone’s throw away from Tarpon Springs' famous sponge docks, residents of Rolling Oaks have easy access to a plethora of dining, shopping, and recreational opportunities. Enjoy fresh seafood at local eateries, explore unique boutiques, or soak in the rich history of this charming coastal town.

Experience the best of Florida living in Rolling Oaks, where community spirit thrives, and every day feels like a vacation. Come discover your dream home in this enchanting neighborhood today!

Newest Rolling Oaks Homes with Sidewalk Exterior Features

$330,000

2 Beds ⋅ 3 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code

Welcome to resort-style living in the heart of Margaritaville Resort Orlando! This bright and spacious 2-bedroom townhome with a bonus room is located in the desirable Rolling Oaks community, just minutes from Walt Disney World. The flexible bonus room is currently set up with a twin bed, making it a great additional sleeping space, guest room, or cozy retreat. Inside, you’ll find stylish wood-look tile, quartz countertops, upgraded appliances, wood stairs, high ceilings, a private owner’s closet, and plenty of space to relax and unwind. Whether you’re looking for a full-time residence, a Florida getaway, or a short-term rental investment, this property offers incredible flexibility. Margaritaville Resort delivers the vacation lifestyle with multiple resort-style pools, restaurants and bars, a fitness center, full-service spa, walking trails, gated security, and convenient access to Sunset Walk, where shopping, dining, entertainment, and Island H2O Water Park are practically at your doorstep. With exterior maintenance, landscaping, and lawn care included, you can spend less time worrying about upkeep and more time enjoying everything Central Florida has to offer!

2939 Castaway Lane, Kissimmee

$365,000

3 Beds ⋅ 2 Baths ⋅ Rolling Oaks SubDv. ⋅ 34689 Zip Code

Virtually Staged. Check out this Tarpon Springs stunner located on a gorgeous tree-lined street in the highly desirable Rolling Oaks community. This beautiful home features gorgeous tile flooring, soaring cathedral ceilings, and an inviting eat-in kitchen complete with a breakfast bar. The thoughtfully designed split-bedroom floor plan offers privacy and comfort, while the spacious primary suite boasts attractive laminate flooring and a walk-in closet. An inside utility room with additional storage adds convenience, and the tranquil screened porch overlooks a shady, fenced backyard, creating the perfect setting for relaxing or entertaining. Nestled in a quiet and established section of Tarpon Springs, Rolling Oaks offers a peaceful setting while remaining close to everything that makes the area so special. Enjoy easy access to the world-famous Tarpon Springs Sponge Docks, charming downtown Palm Harbor, Fred Howard Park, and the award-winning beaches of Honeymoon Island and Caladesi Island. This is Florida living at its finest—don't miss your opportunity to call this exceptional property home.

1672 Countrywood Street, Tarpon Springs

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