Bay Oaks Estates Homes with Deed Restrictions Community Features

Bay Oaks Estates Homes with Deed Restrictions Community Features

Welcome to Bay Oaks Estates, a charming subdivision nestled in the heart of Sarasota, Florida. This vibrant community is a hidden gem, offering a perfect blend of tranquility and accessibility, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle in a beautiful setting.

Bay Oaks Estates features a selection of meticulously designed homes, each reflecting the essence of Florida living. With deed restrictions in place, residents can enjoy the peace of mind that comes from well-maintained properties and a cohesive neighborhood aesthetic. This commitment to quality enhances the overall appeal of the community, ensuring that your investment remains secure and your surroundings are always inviting.

The community boasts a host of amenities that cater to an active lifestyle. Residents can take advantage of nearby parks, walking trails, and recreational facilities, perfect for morning jogs or leisurely strolls. The lush, landscaped surroundings provide a picturesque backdrop for outdoor gatherings and family activities. Plus, with Sarasota's stunning beaches just a short drive away, residents of Bay Oaks Estates can easily indulge in sun-soaked days by the ocean.

Conveniently located, Bay Oaks Estates offers easy access to local shopping, dining, and entertainment options. Whether you prefer the charm of boutique shops or the excitement of vibrant nightlife, everything you need is within reach.

Embrace the Bay Oaks Estates lifestyle, where community spirit meets natural beauty, and discover the perfect place to call home in sunny Sarasota, Florida.

Newest Bay Oaks Estates Homes with Deed Restrictions Community Features

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

3 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34229 Zip Code

**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS. The Gourmet Kitchen boasts a modern, European design with premium appliance package and counter sitting area while the primary bedroom suite offers an expansive, private retreat complete with walk-in closets, dual vanities, Jacuzzi tub, custom-tiled shower, Italian smart toilet-bidet, etc. A complete List of Recent Upgrades is attached and available upon request and includes but is not limited to NEW Kitchen & Baths, Interior and Exterior Paint, whole home LED lighting and smart fans, built-in Sound System, Flooring (tile, luxury vinyl, carpet), Washer & Dryer, water filtration, exterior LED lighting, pavered driveway, Irrigation system, privacy fence, storage shed and So Much MORE! Relish in the utmost Florida lifestyle with a Saltwater Pool in a large, screened lanai with covered seating area while overlooking the serene and private landscape. Enjoy peace of mind with NEW HURRICANE IMPACT WINDOWS and DOORS, MASONRY Wall Construction, and a structure situated in Flood Zone “X”. LOW HOA. Ideally Located close to Area Beaches including #1-Rated SIESTA BEACH, the Popular LEGACY BIKE TRAIL, #1-Rated PINE VIEW SCHOOL, Shopping, Downtown Sarasota and Venice cultural venues, and all that Florida’s Gulf Coast Living has to offer. **PLEASE ENJOY VIEWING THE 3D VIRTUAL TOUR**

599 Pine Ranch East Road, Osprey

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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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