Bay Oaks Estates Homes under $800,000

Bay Oaks Estates Homes under $800,000

Welcome to Bay Oaks Estates, a hidden gem nestled in the heart of Siesta Key, Florida. This charming subdivision offers a serene coastal lifestyle, perfect for those seeking the ideal blend of relaxation and community. With its lush landscapes and friendly atmosphere, Bay Oaks Estates invites you to experience the best of what this beautiful region has to offer.

Located in Sarasota County, Bay Oaks Estates is just a stone's throw away from the world-renowned Siesta Key Beach, known for its powdery white sands and stunning sunsets. Residents enjoy easy access to a variety of outdoor activities, including boating, fishing, and biking along scenic trails. The vibrant local culture is just around the corner, with delightful shops, restaurants, and entertainment options that showcase the unique charm of Siesta Key.

One of the most appealing aspects of Bay Oaks Estates is its diverse selection of homes, many of which are available for under $800,000. Whether you're searching for a cozy bungalow or a spacious family home, this subdivision offers a range of options to suit your needs. Each property is designed with comfort and style in mind, featuring modern amenities and beautiful outdoor spaces that invite you to soak up the sun and enjoy the coastal breeze.

If you're looking for a welcoming community that embodies the essence of Florida living, Bay Oaks Estates is the perfect place to call home. Discover the charm of this delightful subdivision and embrace the lifestyle you've always dreamed of in Siesta Key!

Newest Bay Oaks Estates Homes under $800,000

6157 Midnight Pass Road Unit G11, Siesta Key
$399,000
2 Beds ⋅ 1 Baths ⋅ Bay Oaks Estates SubDv.
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, Siesta Key
6157 Midnight Pass Road Unit E12, Siesta Key
$499,000
2 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv.
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, Siesta Key
6157 Midnight Pass Road Unit F22, Siesta Key
$529,900
2 Beds ⋅ 3 Baths ⋅ Bay Oaks Estates SubDv.
This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.

6157 Midnight Pass Road Unit F22, Siesta Key
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