Bay Oaks Estates Homes with Street Lights Community Features

Bay Oaks Estates Homes with Street Lights Community Features

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 suburban comfort, making it a perfect choice for families, retirees, and anyone seeking a serene lifestyle.

Bay Oaks Estates is known for its beautifully designed homes that exude warmth and character. Each residence is set against a backdrop of lush landscaping and palm trees, creating a picturesque environment that captures the essence of Florida living. The community is thoughtfully planned, featuring street lights that enhance safety and provide a welcoming ambiance during evening strolls.

As you explore Bay Oaks Estates, you'll discover a vibrant community spirit. Neighbors often gather for seasonal events, fostering friendships and a sense of belonging. The community's well-maintained streets are perfect for leisurely walks or bike rides, and the welcoming atmosphere makes it easy to connect with fellow residents.

Location is key, and Bay Oaks Estates is ideally situated just a short drive from the pristine beaches of Siesta Key, renowned for their powdery white sand and crystal-clear waters. Residents can enjoy a variety of outdoor activities, from sunbathing and swimming to kayaking and paddleboarding. Additionally, the nearby dining, shopping, and entertainment options ensure that you’ll never run out of things to do.

Experience the charm of Bay Oaks Estates, where the beauty of nature meets the warmth of community. Your dream home awaits in this idyllic slice of paradise!

Newest Bay Oaks Estates Homes with Street Lights Community Features

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

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

Priced to sell! Beautifully updated 4BR/2BA pool home in the sought-after Bay Oaks Estates community of Osprey. This single-story residence's backyard borders the Legacy Trail and includes a private gate for direct trail access. Inside, high ceilings and natural light complement luxury vinyl plank flooring, fresh paint, new doors, baseboards, and fixtures. The kitchen features quartz countertops, marble backsplash, recessed lighting, an undermount sink, and newer Whirlpool appliances. A split floor plan provides privacy with spacious bedrooms, including a primary suite with lanai access, two closets (one walk-in), and a spa-like bath with soaking tub, walk-in shower, and dual quartz vanities. The screened lanai overlooks an inviting pool and spa with a private, tree-lined backdrop. Other highlights include a dedicated laundry room, 2-car garage with new door and opener, newer roof, A/C, and water heater. All improvements and system updates completed in 2020. Last year, the pool was resurfaced and the waterline tile replaced. Additional upgrades include new pool equipment, a saltwater system, and a heater. Low HOA and no CDD. Conveniently located near top-rated schools, Oscar Scherer State Park, shopping, dining, and world-class beaches including Siesta Key, Nokomis, and Venice.

583 Pine Ranch East Road, Osprey

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

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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Lauralyn Kazimir

Lauralyn "Laurie" Kazimir

Laurie Kazimir is the Licensed Real Estate Broker and Co-Founder of Four Sails Real Estate, working alongside her husband and business partner, Christian Kazimir. Known for her strategic mindset, steady presence, and attention to detail, Laurie provides clarity and structure throughout complex real estate transactions. With experience spanning thousands of transactions across multiple markets, Laurie brings a thoughtful, analytical approach to both buyers and sellers. She is particularly skilled in pricing strategy, market positioning, contract structure, and guiding clients through high-stakes decisions with confidence and perspective. Laurie’s background includes primary residences, waterfront and coastal homes, second properties, and residential development opportunities. She plays a key role in evaluating financial considerations, long-term value, and overall transaction strategy—ensuring each deal is not only well-executed, but aligned with a client’s broader goals. Clients value her calm guidance, clear communication, and ability to manage complexity while keeping the process focused and grounded

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Christian Kazimir Four Sails Real Estate

Christian Kazimir

Christian Kazimir is a Broker Associate and Co-Founder of Four Sails Real Estate, working alongside his wife and business partner, Laurie Kazimir. Known for his energy, responsiveness, and deal-driven mindset, Christian is highly engaged throughout every stage of a transaction. With experience spanning thousands of real estate transactions across multiple markets, Christian brings momentum and focus to buyers and sellers navigating competitive environments. He is proactive, decisive, and deeply involved in negotiations—helping clients move forward efficiently while staying aligned with their goals. Christian’s background includes primary residences, waterfront and coastal homes, second properties, and land with residential development potential. He is especially skilled at identifying site opportunities, understanding buildability, and helping clients evaluate how a property can be developed or improved over time. Today, his work is focused on residential and lifestyle-driven properties along Florida’s Gulf Coast. Clients value his drive, availability, and commitment to pushing transactions forward while protecting their interests.

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