Bay Oaks Estates Condos for Sale

Bay Oaks Estates Condos for Sale

Welcome to Bay Oaks Estates, a hidden gem nestled in the heart of Siesta Key, Florida. This charming subdivision offers a unique blend of coastal living and modern convenience, making it an ideal destination for those seeking a serene retreat or a vibrant lifestyle. With its lush tropical landscapes and picturesque surroundings, Bay Oaks Estates is perfect for anyone looking to embrace the quintessential Florida lifestyle.

The community is renowned for its stunning condos for sale, each designed with comfort and style in mind. These spacious residences feature open floor plans, contemporary finishes, and breathtaking views of the nearby waterways. Imagine waking up to the soothing sounds of nature and sipping your morning coffee on your private balcony, soaking in the warm Florida sun. With amenities such as swimming pools, fitness centers, and lush gardens, residents can enjoy an active and leisurely lifestyle.

Bay Oaks Estates is conveniently located just a short stroll from Siesta Key’s world-famous beaches, where powdery white sands and crystal-clear waters await. Whether you’re in the mood for sunbathing, beach volleyball, or simply taking a leisurely walk along the shore, this idyllic location has it all. Additionally, the vibrant local community offers a plethora of dining, shopping, and entertainment options to explore.

If you’re ready to experience the best of coastal living, Bay Oaks Estates is the perfect place to call home. Don’t miss the opportunity to own a piece of paradise in this enchanting subdivision—your dream condo awaits!

Newest Bay Oaks Estates Condos for Sale

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

2 Beds ⋅ 3 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code

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, Sarasota

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

Elevated Living on the 4th Floor! Discover this well appointed 1-bedroom, 1-bath condo just minutes from the world-renowned Siesta Key Beach. This TURN KEY residence offers the ideal blend of relaxed Florida living and exceptional value. Step into a bright and airy space where natural light pours into the east-facing screened balcony, overlooking lush tropical landscaping. The interior features ceramic tile flooring throughout the kitchen, dining, and living areas, creating a clean and cohesive look. The kitchen is equipped with stainless steel appliances, including a range and dishwasher, and boasts a generous walk-in pantry for all your storage needs. A separate large closet provides ample space for beach and pool gear. Residents and guests enjoy access to a host of amenities including a community pool, tennis courts, social room, and fishing pier. Recent updates include a brand-new water heater and a newer A/C system for added peace of mind. Best of all, this gem allows for weekly rentals, offering a fantastic opportunity to offset ownership costs. Gross rental income ranging from $30,000 to $40,000 annually. Great place to vacation when you can...and rent when you can't! The unit includes one assigned covered parking space, plus plenty of guest parking. Don’t miss out—schedule your showing today!

6157 Midnight Pass Road Unit E24, Sarasota

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CLICK HERE TO LEARN ABOUT LIZ

Liz Van Osdol - Broker / Owner

Liz Van Osdol Broker/Owner Hi, I’m Liz Van Osdol, Broker and Owner of Grand Homes. With my lifelong connection to the Gulf Coast, I bring a unique combination of experience, local expertise, market knowledge, and personalized service to every client relationship. Having lived in the Venice/Nokomis area for more than 40 years, I continue to be inspired by its charm, natural beauty, and welcoming spirit. My greatest professional joy comes from helping people achieve their real estate goals—whether that means finding the perfect Florida home, selling to begin a new chapter, or relocating with confidence. I believe buying or selling a home shouldn't feel overwhelming. That’s why I walk you through every step of the process—from the first consultation to the closing table. I provide clear, timely guidance on everything from paperwork and contracts to inspections and settlement statements, ensuring you feel informed, confident, and in control throughout your real estate journey. My approach is rooted in careful attention to detail. I conduct in-depth research on property condition, market trends, and neighborhood dynamics to help buyers make smart investments and sellers price strategically. Whether exploring different areas or evaluating a specific home, I’ll help you understand everything from nearby schools, healthcare, property taxes, HOAs, insurance, flood zones, resale value, and everything in between. Over the years, I’ve also built strong professional relationships with trusted local partners—home inspectors, title companies, mortgage brokers, service contractors, and more—so I can connect you with the right people at every stage of the transaction. My promise to you: Local Expertise: I know the neighborhoods, schools, amenities, and hidden gems throughout Southwest Florida. Results-Driven Service: With decades of experience in negotiation and pricing strategy, I work to ensure you get the best possible outcome. A Personalized Approach: Every client is treated like family, with honesty, transparency, and unwavering commitment to your goals. Outside of real estate, I enjoy the lifestyle that makes this area so special—riding bikes, going to the beach or pool, spending time with friends and family, listening to live music, participating in community festivals, attending church, and visiting local attractions. Venice is more than just where I live—it’s my heart and home, where I grew up, and where we raised our two daughters. Naturally, I’m always excited to welcome new people to the community I love. Liz Van Osdol – Broker/Owner

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