Rolling Oaks Homes with Deed Restrictions Community Features

Rolling Oaks Homes with Deed Restrictions Community Features

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Tarpon Springs, Florida. This picturesque community is located in Pinellas County, where the sun shines brightly and the lush landscapes create an inviting atmosphere for families and individuals alike.

Rolling Oaks is a beautifully designed neighborhood that features homes with deed restrictions, ensuring that the community maintains its aesthetic appeal and integrity. These restrictions help foster a sense of pride among homeowners, creating a harmonious environment that enhances the overall quality of life. Here, you’ll find well-maintained properties with manicured lawns, vibrant gardens, and a variety of architectural styles that cater to diverse tastes.

One of the standout features of Rolling Oaks is its community-oriented spirit. Residents enjoy access to a range of amenities, including parks, walking trails, and recreational areas that promote an active lifestyle. The nearby waterfront offers opportunities for boating, fishing, and soaking up the sun on the beautiful beaches that Tarpon Springs is famous for.

Families will appreciate the proximity to top-rated schools, shopping centers, and dining options that make everyday living convenient. The rich cultural heritage of Tarpon Springs, known for its historic sponge docks and Greek influence, adds a unique charm to the area.

Whether you’re looking to settle down or invest in a vibrant community, Rolling Oaks presents an unparalleled opportunity to enjoy the best of Florida living. Discover the warmth and allure of this delightful neighborhood, where your dream home awaits!

Newest Rolling Oaks Homes with Deed Restrictions Community Features

2939 Castaway Lane, Kissimmee
$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
8117 Surf Street, Kissimmee
$615,000
3 Beds ⋅ 2 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages in the community with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from both private balconies and a lifestyle unlike any other. **Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rental properties. Whether you're looking for a primary residence, vacation home, or investment property, this home is eligible for short-term rentals and can easily be placed into the resort's rental program if desired. Inside, you'll find numerous upgrades, including tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces that are both stylish and functional. The thoughtfully selected coastal décor perfectly complements the home's character and inviting atmosphere. The spacious kitchen opens seamlessly to the living and dining areas, creating the perfect space for entertaining family and friends. One of the home's most desirable features is its two private waterfront balconies—one on each level—where you can enjoy peaceful water views, your morning coffee, or spectacular Florida sunsets. Margaritaville Resort Orlando offers an exceptional resort lifestyle with multiple resort pools, a fitness center, live entertainment, shopping, dining, Island H2O Water Park, and the vibrant Promenade at Sunset Walk featuring restaurants, bars, boutiques, and year-round entertainment. Located just minutes from Walt Disney World and Orlando's other world-famous attractions, this rare waterfront property offers an outstanding opportunity as a primary residence, second home, or income-producing investment.

8117 Surf Street, Kissimmee
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