Imagine waking up to the serenity of towering magnolias, live oaks, and longleaf pines, paired with calm bay waters and thoughtfully crafted homes. Churchill Oaks, tucked along Hogtown Bayou, is a secluded yet accessible neighborhood near 30A, where nature and luxury coexist.
Once inside its stately gated entrance, whitewashed brick coastal homes with gas-lit porches reflect classic Southern architecture, shaded by a canopy of mature oak trees. Spanning 42 acres, the community includes 78 homesites, blending seamlessly with their surroundings and offering some of the best amenities in South Walton.
Founded by Roy and Wendy Sembera, Churchill Oaks was envisioned as a sanctuary where Southern sophistication meets modern comfort. Roy, a former petroleum engineer from South Louisiana, brought his passion for quality to every aspect of the neighborhood, creating a timeless community where residents feel truly at home.
Nature is at the heart of Churchill Oaks, with nearly half of the property preserved as green space. Two miles of winding walking paths weave through majestic trees, providing a serene backdrop that enhances the neighborhood’s harmony with its environment.
The Churchill Oaks Clubhouse is a standout feature, an 8,000-square-foot retreat perched on a scenic point overlooking the bay. It boasts three pools, a fitness center, an outdoor bar, a media room, a commercial-grade kitchen, and expansive gathering spaces. Nearby, a private deep-water marina offers 36 boat slips, paddleboard storage, a fish-cleaning station, and shoreline stabilization, making it a hub for outdoor enthusiasts.
Every home in Churchill Oaks is designed with care, featuring spacious courtyards, outdoor kitchens, and high-quality craftsmanship. Designers like Matt Savoie and builders such as Chris Burch and Tim O’Hara ensure each residence reflects the neighborhood’s signature charm and attention to detail.
More than a collection of homes, Churchill Oaks is a thriving community. Roy and Wendy personally welcome every homeowner, fostering a warm, neighborly atmosphere where friendships flourish. Plans for phase two, including new amenities like sports courts, promise even more opportunities for connection and outdoor living.
This family-friendly neighborhood welcomes residents of all ages. Children play on the community playground, while adults enjoy boating, fishing, biking, or strolling the scenic trails. Thoughtfully designed paths and sidewalks along the backside of homes enhance safety and encourage an active lifestyle.
Roy’s commitment to quality, paired with Churchill Oaks’ quiet charm, stunning views, and strong sense of community, makes this neighborhood a true hidden gem near 30A. Discover the perfect blend of relaxation and adventure at Churchill Oaks and find your place in this one-of-a-kind community. Visit https://churchilloakslife.com to learn more.
Marisol Gullo: A Designer’s Touch in Churchill Oaks
Marisol Gullo, a distinguished luxury interior designer and resident of Churchill Oaks in Santa Rosa Beach, Florida, brings her artistic expertise to the heart of the neighborhood’s development. Known for her artistry and craftsmanship, with her work reflecting a deep connection to her community and her love for unique designs, Marisol’s journey from law to interior design has made her a community staple. Her two stores, Not Too Shabby and Not Too Shabby Two, offers bespoke furniture and curated home accents, while her design firm helps homeowners craft elegant and personal spaces.
Her approach to design reflects her passion for integrating inspiration from her surroundings into the spaces she creates. Marisol emphasizes the importance of fostering connections within the community and designing homes that truly feel lived-in and personal.
Her achievements include being named South Walton Artist of the Year in 2017 and her recent expansion into design-build projects. Marisol and her family enjoy a beautifully designed home in Churchill Oaks, embodying the lifestyle she curates for her clients.
For more about her work, visit nottooshabbybymarisolgullo.com or call Not Too Shabby at (850) 520-2390 for inquiries. Connect with Marisol’s artistic journey on Instagram: @nottooshabbybymarisolgullo
Crafting a Coastal Community: Tim O’Hara and Churchill Oaks
Tim O’Hara, owner of Coastal Custom Builders and a resident of Churchill Oaks, has been instrumental in transforming this development into a vibrant community. As one of two approved contractors, O’Hara blends personal investment with professional expertise to build not just homes but a lifestyle.
Eight years ago, O’Hara purchased his first lot in Churchill Oaks, where he has since overseen the construction of numerous homes. His work emphasizes timeless architectural designs and cutting-edge craftsmanship, aligning with the vision of architect Matt Savoie. A hallmark of the neighborhood is its white-painted brick aesthetic, inspired by South Louisiana architecture.
O’Hara highlights “massing,” a design approach that shapes interior and exterior spaces to enhance both functionality and aesthetic appeal. Outdoor living is central, with porches, courtyards, pools, and fire pits fostering a seamless indoor-outdoor connection.
As both builder and resident, O’Hara upholds high standards of quality and fosters strong relationships with homeowners. “We’re not just building houses; we’re building a community,” he says.
With Phase 2 underway and new amenities nearing completion, O’Hara’s dedication to excellence ensures Churchill Oaks remains a sought-after destination and a cherished home for its residents.
Gregory Jazayeri Design: Designing Homes, Creating Memories
For over 20 years, Gregory Jazayeri Design has been a trusted name in residential design along the beautiful shores of Santa Rosa Beach. Specializing in designing timeless homes, the firm’s work spans from the most coveted neighborhoods in the area, including Churchill Oaks, Camp Creek, Watersound, WaterColor, and Seaside.
At Gregory Jazayeri Design, every home tells a unique story, balancing functionality with artistry. Each project is a testament to the power of personalization. Whether it’s a beachfront retreat or a modern sanctuary, Gregory Jazayeri Design prioritizes creating homes that not only serve as spaces to live but as places where lifelong memories are made. By focusing on the client’s lifestyle and the surrounding environment, the firm ensures that every home feels intuitive and timeless.
Creativity fuels this process, guiding the design team to push boundaries and craft spaces that inspire. We are inspired to create homes that connect with people and leave a legacy along the serene shores of Santa Rosa Beach.
John D’Amico: Expert Real Estate Agent and Resident of Churchill Oaks
With 30 years of experience in the NW Florida real estate market, John D’Amico has been a key player in the success of Churchill Oaks. Originally from Louisiana, John was drawn to the neighborhood’s Southern charm, reminiscent of his home state, with its oak trees and Spanish moss evoking a sense of familiarity.
Since joining the development team in late 2018, John has overseen sales efforts, helping relaunch the neighborhood with a focus on high-quality homes and personalized service. His deep understanding of market trends and relationships with developers Roy and Wendy, who also hail from Louisiana, have been instrumental in shaping Churchill Oaks into a sought-after community.
In 2024 alone, John achieved $20 million in sales volume within Churchill Oaks, contributing to a total of $85 million since 2019. His expertise extends beyond transactions, as he works closely with potential buyers to showcase the neighborhood’s unique appeal, from its painted white-brick homes to thoughtfully designed amenities.
Living within the community himself, John brings a personal touch to every interaction. To learn more about available properties or upcoming developments visit www.churchilloakssales.com or email John at john.damico@compass.com.
Lighting the Way in Churchill Oaks: Adam Crosby’s Elite Outdoor Lighting
Adam Crosby’s Elite Outdoor Lighting has elevated outdoor aesthetics to an art form and Churchill Oaks provides the perfect backdrop for Crosby’s custom lighting designs.
Since its founding in 2017, Elite Outdoor Lighting has become a go-to for creating stunning, functional outdoor spaces. In Churchill Oaks, Crosby and his team work closely with builders and homeowners to design lighting that not only meets but exceeds the community’s high standards. Their projects range from subtle pathway lights to dramatic uplighting for mature trees, all designed to highlight each property’s unique features while maintaining a seamless connection with the neighborhood’s refined atmosphere.
Durability and quality are central to their work, with fixtures crafted from weather-resistant brass to endure the coastal environment. Crosby’s innovative approach, such as mimicking moonlight with soft tree-mounted lights, transforms outdoor areas into captivating retreats.
With a focus on creating timeless elegance and adding value to homes, Adam Crosby and Elite Outdoor Lighting are making Churchill Oaks shine brighter than ever.
