Bay Oaks Estates Homes with Tennis Court(s) Amenities

Welcome to Bay Oaks Estates, a hidden gem nestled in the heart of Siesta Key, Florida. This vibrant subdivision offers a unique blend of luxury and leisure, making it the perfect destination for those seeking a serene lifestyle just moments away from the sparkling Gulf Coast. Known for its lush landscapes and tranquil atmosphere, Bay Oaks Estates is more than just a neighborhood; it’s a community where neighbors become friends.

One of the standout features of Bay Oaks Estates is its exclusive tennis court amenities. For sports enthusiasts and casual players alike, the well-maintained courts provide an ideal setting for both practice and play. Imagine stepping out of your beautifully appointed home, racket in hand, ready to enjoy a friendly match with neighbors or hone your skills in the warm Florida sun. The tennis courts not only promote an active lifestyle but also foster a sense of community among residents.

The homes in Bay Oaks Estates are designed with elegance and comfort in mind. Many properties boast spacious layouts, modern finishes, and private outdoor spaces perfect for entertaining or simply soaking up the sun. With the stunning beaches of Siesta Key just a short drive away, residents can easily transition from a game of tennis to a relaxing day by the sea.

Whether you’re looking for a primary residence, a vacation home, or an investment property, Bay Oaks Estates offers a unique opportunity to experience the best of coastal living. Embrace the lifestyle you’ve always dreamed of in this charming subdivision, where every day feels like a vacation. Welcome home to Bay Oaks Estates!

Newest Bay Oaks Estates Homes with Tennis Court(s) Amenities

$399,000

2 Beds ⋅ 1 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code

Enjoy easy island living in this beautifully maintained first-floor condominium at Bay Oaks on Siesta Key. With your assigned carport just steps from the front door, there's no need to wait for elevators, making everyday living and guest arrivals effortless. This versatile one-bedroom residence features a converted den that functions as a second bedroom, allowing the property to be successfully marketed and rented as a two-bedroom vacation rental. A favorite among returning guests, this turnkey-furnished unit offers an excellent opportunity for personal enjoyment or investment income. Inside, ceramic tile flooring flows throughout the living and dining areas, while the flexible floor plan comfortably accommodates family and visitors. Step outside to a private patio surrounded by mature trees, providing a peaceful retreat and convenient rear access to the community's resort-style amenities. Residents and guests enjoy Bay Oaks' impressive amenities, including a heated pool, tennis courts, fishing dock, social room, and outdoor grilling areas. Located directly on the free Siesta Key trolley route, you'll have easy access to world-famous Siesta Beach and the shops, dining, and entertainment of Siesta Key Village. Bay Oaks permits one-week rentals, making this a highly desirable and consistently popular rental property. Sold turnkey furnished, this island getaway is ready for immediate enjoyment or rental income from day one.

6157 Midnight Pass Road Unit G11, Sarasota

$499,000

2 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code

New Listing Photos now attached! Weekly rentals, prime Siesta Key location, and immediate income potential—this is the beach investment opportunity buyers wait for. Welcome to Bay Oaks, where island living meets exceptional rental flexibility in one of the most desirable communities on Siesta Key. This beautifully updated 2-bedroom, 2-bath condo is being offered fully turn-key furnished, making ownership effortless from day one. Even better, future rental bookings are already in place, allowing you to start generating income immediately—no waiting, no setup, no downtime. Just close and collect. Since its last listing, the home has been enhanced with a newly renovated kitchen, featuring stylish modern finishes that elevate both form and function. The bright, open-concept layout creates an inviting coastal feel, with seamless flow between the kitchen, dining, and living spaces—perfect for relaxing after a day at the beach or entertaining guests. Enjoy peaceful mornings on your private balcony surrounded by lush tropical landscaping, while both spacious bedrooms provide comfortable retreats filled with natural light. Bay Oaks is beloved for its unbeatable location and resort-style amenities. Situated on the bayside of Siesta Key and just moments from the powdery sands of world-famous Siesta Key Beach, residents and guests enjoy access to a sparkling pool, private fishing pier, tennis courts, shuffleboard, and beautifully maintained grounds. Hop on the free trolley for quick access to the restaurants, boutiques, and nightlife of Siesta Key Village. For investors, the biggest advantage is Bay Oaks’ highly desirable weekly rental policy—a rare and valuable feature on Siesta Key that opens the door to strong vacation rental demand and attractive income potential. Whether you're searching for a personal beach getaway, a savvy investment property, or the perfect combination of both, this Bay Oaks condo delivers. Flip-flops encouraged. **Updated Listing Photos Now Attached!**

6157 Midnight Pass Road Unit E12, Sarasota

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