AshCaswellCompany.com Search Results

Welcome home to 13 Tyler Drive, characterized by bayside living conveying with a spectacular 50' deepwater boat slip at the Churchill Oaks Marina, a showpiece new-construction estate tucked behind the gates of Churchill Oaks. Every window frames something worth looking at, from tranquil lake views to sweeping park greenery, and every room delivers on the promise of true luxury living. With six bedrooms, six full baths, and two half baths, this residence balances timeless architecture with a decidedly modern edge. Soaring ceilings, custom millwork, and designer-grade fixtures carry through an open, effortless floor plan built for both grand entertaining and everyday living. Retreat upstairs to a primary suite that feels worlds away, quietly overlooking the resort-caliber pool and manicured grounds below. A detached carriage house rounds out the offering with rare flexibility, ready to serve as a guest retreat, private office, or the ultimate poolside hideaway. Life at 13 Tyler Drive is built for the outdoors as much as the in. A sparkling pool, covered summer kitchen, and generous terrace spaces set the stage for year-round gatherings, while a third-floor bunk and multipurpose room deliver even more room to play, unwind, or host overnight guests. And the estate is only the beginning. Conveying with the property is a private 50-foot boat slip within Churchill Oaks' deepwater marina, placing the bay just moments from your front door. Beyond the water, residents enjoy a members-only clubhouse, bayfront resort-style pool, fully equipped fitness center, catering kitchen, event spaces, and more than 40 acres of parks, lakes, and preserved green space.

6 Beds ⋅ 8 Baths ⋅ 1011151 MLS

Welcome home to 13 Tyler Drive, characterized by bayside living conveying with a spectacular 50' deepwater boat slip at the Churchill Oaks Marina, a showpiece new-construction estate tucked behind the gates of Churchill Oaks. Every window frames something worth looking at, from tranquil lake views to sweeping park greenery, and every room delivers on the promise of true luxury living. With six bedrooms, six full baths, and two half baths, this residence balances timeless architecture with a decidedly modern edge. Soaring ceilings, custom millwork, and designer-grade fixtures carry through an open, effortless floor plan built for both grand entertaining and everyday living. Retreat upstairs to a primary suite that feels worlds away, quietly overlooking the resort-caliber pool and manicured grounds below. A detached carriage house rounds out the offering with rare flexibility, ready to serve as a guest retreat, private office, or the ultimate poolside hideaway. Life at 13 Tyler Drive is built for the outdoors as much as the in. A sparkling pool, covered summer kitchen, and generous terrace spaces set the stage for year-round gatherings, while a third-floor bunk and multipurpose room deliver even more room to play, unwind, or host overnight guests. And the estate is only the beginning. Conveying with the property is a private 50-foot boat slip within Churchill Oaks' deepwater marina, placing the bay just moments from your front door. Beyond the water, residents enjoy a members-only clubhouse, bayfront resort-style pool, fully equipped fitness center, catering kitchen, event spaces, and more than 40 acres of parks, lakes, and preserved green space.

13 Tyler Dr, Santa Rosa Beach

$3,999,000

68 Perrin sits within the gated community of Churchill Oaks and offers a modern coastal design built around clean lines, natural light, and a functional layout that lives comfortably day to day. The home spans roughly 4,298 square feet with five bedrooms, five full baths, and two half baths arranged to balance openness with privacy. The main living area feels refined without being overdone. Tall ceilings, expansive windows, and a marble-accented fireplace create a bright and inviting central space. The living, dining, and kitchen areas connect seamlessly, giving the home a sense of ease and flow. The kitchen features a waterfall-edge island, high-end appliances, and streamlined cabinetry that keeps the space crisp and uncluttered. The primary suite is located on the main level... and is positioned to feel removed from the activity of the home. Vaulted ceilings and large windows bring in soft natural light, and the adjoining bath and custom walk-in closet reinforce a sense of calm and functionality. The remaining bedrooms are each en-suite and placed on separate wings or levels, offering comfort and independence for family or guests. Throughout the home, the layout feels intentional and well measured. Outdoor living centers around a private courtyard that serves as an extension of the interior. A pool, spa, firepit, outdoor kitchen, and exterior half bath give the space structure and utility while maintaining a relaxed coastal feel. Access from multiple points of the home makes the courtyard a natural focal point. Two garages add convenience and storage. Churchill Oaks is one of Santa Rosa Beach's most thoughtfully planned communities, set on more than 40 acres of preserved green space with mature oak canopy and sweeping views along the bay. Residents enjoy access to a private marina with boat slips, a waterfront clubhouse, fitness center, and a resort-style pool. The neighborhood's architectural standards, landscaped streets, and quiet setting create a cohesive environment that complements the design and quality of 68 Perrin.

5 Beds ⋅ 7 Baths ⋅ 990446 MLS

68 Perrin sits within the gated community of Churchill Oaks and offers a modern coastal design built around clean lines, natural light, and a functional layout that lives comfortably day to day. The home spans roughly 4,298 square feet with five bedrooms, five full baths, and two half baths arranged to balance openness with privacy. The main living area feels refined without being overdone. Tall ceilings, expansive windows, and a marble-accented fireplace create a bright and inviting central space. The living, dining, and kitchen areas connect seamlessly, giving the home a sense of ease and flow. The kitchen features a waterfall-edge island, high-end appliances, and streamlined cabinetry that keeps the space crisp and uncluttered. The primary suite is located on the main level... and is positioned to feel removed from the activity of the home. Vaulted ceilings and large windows bring in soft natural light, and the adjoining bath and custom walk-in closet reinforce a sense of calm and functionality. The remaining bedrooms are each en-suite and placed on separate wings or levels, offering comfort and independence for family or guests. Throughout the home, the layout feels intentional and well measured. Outdoor living centers around a private courtyard that serves as an extension of the interior. A pool, spa, firepit, outdoor kitchen, and exterior half bath give the space structure and utility while maintaining a relaxed coastal feel. Access from multiple points of the home makes the courtyard a natural focal point. Two garages add convenience and storage. Churchill Oaks is one of Santa Rosa Beach's most thoughtfully planned communities, set on more than 40 acres of preserved green space with mature oak canopy and sweeping views along the bay. Residents enjoy access to a private marina with boat slips, a waterfront clubhouse, fitness center, and a resort-style pool. The neighborhood's architectural standards, landscaped streets, and quiet setting create a cohesive environment that complements the design and quality of 68 Perrin.

68 Perrin, Santa Rosa Beach

$3,795,000

Home is where the heart is, and you'll quickly fall in love with Churchill Oaks. Nestled along Hogtown Bayou on the scenic Choctawhatchee Bay, this exclusive waterfront community offers over half a mile of shoreline and a private deep-water marina with boat slips. A rare opportunity exists to purchase separately a deeded 35-foot boat slip featuring a boat lift, providing convenient access to Choctawhatchee Bay and the Gulf beyond. This elegantly designed home is nestled among the beautifully landscaped grounds of Churchill Oaks, awaiting your arrival. Upon stepping into the foyer, you'll immediately appreciate the home's exceptional architectural beauty and thoughtful design. From the soaring ceilings and natural stone flooring that extend throughout the first floor to the elegant mirrored wet bar and refined custom finishes, every detail has been carefully curated to create an atmosphere of timeless sophistication and comfort. The seamless flow of the living spaces enhances both everyday living and entertaining, while abundant natural light highlights the home's exquisite craftsmanship. The kitchen is a chef's dream, featuring a Wolf six-burner gas range with griddle, separate refrigerator and freezer, a convenient coffee station, stunning quartzite countertops, and an impressive 12-foot island that serves as the perfect gathering place for family and guests alike. Just off the kitchen, you'll find a spacious butler pantry designed for both convenience and entertaining. This well-appointed space includes a second dishwasher, microwave, warming drawer, additional sink, and beverage refrigerator, making it easy to host large gatherings while keeping the main kitchen beautifully organized and functional. Step into the spacious living room and unwind by the inviting fireplace, beautifully framed by expansive windows that flood the space with natural light and offer tranquil views of the surrounding landscape. Just beyond, the rear porch provides a peaceful retreat for relaxing or entertaining while enjoying the beauty of nature. Take the elevator to the second floor, where wide-plank white oak flooring adds warmth and elegance throughout. This thoughtfully designed level features a spacious sitting area, a convenient breakfast bar, a laundry room, a private office with a fireplace, and three additional bedrooms. The home offers two luxurious primary suites, each highlighted by soaring 12-foot vaulted ceilings, creating a light and airy retreat. An additional guest bedroom provides comfortable accommodations for family and visitors. The main primary suite is a true sanctuary, featuring a spacious walk-in closet and a beautifully appointed ensuite bath with dual vanities, a soaking tub, and a separate walk-in shower, offering the perfect place to relax and unwind at the end of the day. Ideally situated near the community boardwalk, the home offers convenient access to the clubhouse, fitness center, resort-style pool, and private marina, allowing you to fully embrace the exceptional waterfront lifestyle Churchill Oaks offers.

4 Beds ⋅ 5 Baths ⋅ 1005355 MLS

Home is where the heart is, and you'll quickly fall in love with Churchill Oaks. Nestled along Hogtown Bayou on the scenic Choctawhatchee Bay, this exclusive waterfront community offers over half a mile of shoreline and a private deep-water marina with boat slips. A rare opportunity exists to purchase separately a deeded 35-foot boat slip featuring a boat lift, providing convenient access to Choctawhatchee Bay and the Gulf beyond. This elegantly designed home is nestled among the beautifully landscaped grounds of Churchill Oaks, awaiting your arrival. Upon stepping into the foyer, you'll immediately appreciate the home's exceptional architectural beauty and thoughtful design. From the soaring ceilings and natural stone flooring that extend throughout the first floor to the elegant mirrored wet bar and refined custom finishes, every detail has been carefully curated to create an atmosphere of timeless sophistication and comfort. The seamless flow of the living spaces enhances both everyday living and entertaining, while abundant natural light highlights the home's exquisite craftsmanship. The kitchen is a chef's dream, featuring a Wolf six-burner gas range with griddle, separate refrigerator and freezer, a convenient coffee station, stunning quartzite countertops, and an impressive 12-foot island that serves as the perfect gathering place for family and guests alike. Just off the kitchen, you'll find a spacious butler pantry designed for both convenience and entertaining. This well-appointed space includes a second dishwasher, microwave, warming drawer, additional sink, and beverage refrigerator, making it easy to host large gatherings while keeping the main kitchen beautifully organized and functional. Step into the spacious living room and unwind by the inviting fireplace, beautifully framed by expansive windows that flood the space with natural light and offer tranquil views of the surrounding landscape. Just beyond, the rear porch provides a peaceful retreat for relaxing or entertaining while enjoying the beauty of nature. Take the elevator to the second floor, where wide-plank white oak flooring adds warmth and elegance throughout. This thoughtfully designed level features a spacious sitting area, a convenient breakfast bar, a laundry room, a private office with a fireplace, and three additional bedrooms. The home offers two luxurious primary suites, each highlighted by soaring 12-foot vaulted ceilings, creating a light and airy retreat. An additional guest bedroom provides comfortable accommodations for family and visitors. The main primary suite is a true sanctuary, featuring a spacious walk-in closet and a beautifully appointed ensuite bath with dual vanities, a soaking tub, and a separate walk-in shower, offering the perfect place to relax and unwind at the end of the day. Ideally situated near the community boardwalk, the home offers convenient access to the clubhouse, fitness center, resort-style pool, and private marina, allowing you to fully embrace the exceptional waterfront lifestyle Churchill Oaks offers.

295 Churchill Oaks Dr, Santa Rosa Beach

$3,625,000

Set within the private gates of Churchill Oaks, 273 Churchill Oaks Drive blends thoughtful design, versatile living, and effortless access to the coastal lifestyle. Located in this premier bayfront community, the home offers over 4,000 square feet of refined living space, including four bedrooms, four-and-a-half bathrooms, and a private carriage house--perfect for guests, extended family, or a dedicated home office. The spacious great room, anchored by a gas fireplace and framed by an abundance of windows and doors, sets the tone for the home's mix of traditional elegance with modern touches.

5 Beds ⋅ 8 Baths ⋅ 1011437 MLS

Set within the private gates of Churchill Oaks, 273 Churchill Oaks Drive blends thoughtful design, versatile living, and effortless access to the coastal lifestyle. Located in this premier bayfront community, the home offers over 4,000 square feet of refined living space, including four bedrooms, four-and-a-half bathrooms, and a private carriage house--perfect for guests, extended family, or a dedicated home office. The spacious great room, anchored by a gas fireplace and framed by an abundance of windows and doors, sets the tone for the home's mix of traditional elegance with modern touches.

273 Churchill Oaks Dr, Santa Rosa Beach

$3,325,000

Set within the gates of Churchill Oaks, this thoughtfully designed residence captures peaceful bayou views and a level of craftsmanship rarely found. Architectural details such as arched doorways, a vaulted two-car garage, and decorative rain-chain downspouts establish the home's distinctive character, while light oak flooring, Restoration Hardware lighting, and a grand motorized foyer chandelier create a refined, welcoming interior. The well-conceived floor plan balances everyday functionality with elevated design, featuring a butler's pantry, boot room hallway, and a stylish guest bath with designer wallpaper. A first-floor junior suite offers comfort and privacy, complete with an elegant ensuite bath showcasing an oval soaking tub, dual vanities, and a frameless glass shower. At the center of the home, the open-concept kitchen is both striking and highly functional, appointed with floor-to-ceiling cabinetry, quartz countertops, a contrasting wood and white granite island, and premium Wolf and Sub-Zero appliances, including a six-burner gas range. The adjacent dining area with wet bar flows seamlessly into the living room, where wood-beam ceiling details and a gas fireplace create a warm yet sophisticated setting. Expansive sliding glass doors open to a spacious terrace designed for year-round enjoyment, complete with outdoor heating, electric screens, and a plunge pool with a tranquil water feature. Accessible by private elevator, the second level includes two beautifully appointed guest suites and a vaulted primary suite designed as a true retreat. The spa-inspired bath features a frameless glass shower and a custom dressing room with extensive built-in storage, while a private screened porch offers sweeping views of Hogtown Bayou and the surrounding natural landscape. Churchill Oaks is an exclusive 40-acre gated waterfront community with just 87 homesites, offering residents access to a deepwater marina, waterfront clubhouse, three resort-style pools, fitness center, and outdoor gathering spaces. The result is a lifestyle defined by privacy, natural beauty, and effortless access to boating and the best of the Emerald Coast.

4 Beds ⋅ 5 Baths ⋅ 995561 MLS

Set within the gates of Churchill Oaks, this thoughtfully designed residence captures peaceful bayou views and a level of craftsmanship rarely found. Architectural details such as arched doorways, a vaulted two-car garage, and decorative rain-chain downspouts establish the home's distinctive character, while light oak flooring, Restoration Hardware lighting, and a grand motorized foyer chandelier create a refined, welcoming interior. The well-conceived floor plan balances everyday functionality with elevated design, featuring a butler's pantry, boot room hallway, and a stylish guest bath with designer wallpaper. A first-floor junior suite offers comfort and privacy, complete with an elegant ensuite bath showcasing an oval soaking tub, dual vanities, and a frameless glass shower. At the center of the home, the open-concept kitchen is both striking and highly functional, appointed with floor-to-ceiling cabinetry, quartz countertops, a contrasting wood and white granite island, and premium Wolf and Sub-Zero appliances, including a six-burner gas range. The adjacent dining area with wet bar flows seamlessly into the living room, where wood-beam ceiling details and a gas fireplace create a warm yet sophisticated setting. Expansive sliding glass doors open to a spacious terrace designed for year-round enjoyment, complete with outdoor heating, electric screens, and a plunge pool with a tranquil water feature. Accessible by private elevator, the second level includes two beautifully appointed guest suites and a vaulted primary suite designed as a true retreat. The spa-inspired bath features a frameless glass shower and a custom dressing room with extensive built-in storage, while a private screened porch offers sweeping views of Hogtown Bayou and the surrounding natural landscape. Churchill Oaks is an exclusive 40-acre gated waterfront community with just 87 homesites, offering residents access to a deepwater marina, waterfront clubhouse, three resort-style pools, fitness center, and outdoor gathering spaces. The result is a lifestyle defined by privacy, natural beauty, and effortless access to boating and the best of the Emerald Coast.

37 Junop Ct, Santa Rosa Beach

$3,300,000

Where centuries-old live oaks frame tranquil bay views, 11 Bennett offers a rare expression of timeless coastal architecture within the gated waterfront community of Churchill Oaks. Positioned on a private corner homesite, this bespoke residence was thoughtfully designed to maximize natural light, privacy, and effortless indoor-outdoor living, creating a home that feels both grand and remarkably serene. Spanning 4,252 square feet, the four-bedroom, five-and-a-half-bath residence welcomes you with soaring ceilings, rich wood flooring, and walls of mahogany French doors that invite the outdoors in. At the heart of the home, the great room is anchored by a striking Venetian plaster fireplace, while the chef's kitchen is a true work of craftsmanship, featuring custom cabinetry, a hand-finished metal range hood, dual-fuel range, handset tile, and cypress tongue-and-groove ceilings that continue the home's exceptional level of detail. The primary suite serves as a private sanctuary, offering a spa-inspired bath adorned with marble finishes, a freestanding soaking tub, and a beautifully appointed walk-in shower designed for everyday indulgence. An elevator provides seamless access to the upper level, where an expansive second living retreat serves as the heart of the space, thoughtfully designed as a bunk lounge and gathering area that offers exceptional flexibility for hosting family and guests. Perfect as a media room, game room, additional lounge, or overflow sleeping space, this inviting retreat creates the feel and function of an additional living area while enhancing the home's ability to comfortably accommodate larger gatherings. Three spacious guest suites, each thoughtfully appointed with en suite baths, complete the upper level. More than 1,000 square feet of covered porches and patios extend the living experience outdoors, creating inviting spaces for alfresco dining, evenings beside the outdoor fireplace, or simply enjoying the peaceful surroundings beneath the canopy of mature oaks. The upstairs porch shown is a conceptual rendering, thoughtfully presented to illustrate the intended design vision. Residents of Churchill Oaks enjoy an exceptional waterfront lifestyle with a private deep-water marina, bayfront clubhouse, resort-style pools, fitness center, and picturesque walking trails, all just minutes from the white-sand beaches, acclaimed dining, and boutique shopping along 30A. Designed to stand apart and built to endure for generations, 11 Bennett presents a rare opportunity to own a truly one-of-a-kind residence where craftsmanship, privacy, and the natural beauty of South Walton come together in perfect harmony.

4 Beds ⋅ 6 Baths ⋅ 1006644 MLS

Where centuries-old live oaks frame tranquil bay views, 11 Bennett offers a rare expression of timeless coastal architecture within the gated waterfront community of Churchill Oaks. Positioned on a private corner homesite, this bespoke residence was thoughtfully designed to maximize natural light, privacy, and effortless indoor-outdoor living, creating a home that feels both grand and remarkably serene. Spanning 4,252 square feet, the four-bedroom, five-and-a-half-bath residence welcomes you with soaring ceilings, rich wood flooring, and walls of mahogany French doors that invite the outdoors in. At the heart of the home, the great room is anchored by a striking Venetian plaster fireplace, while the chef's kitchen is a true work of craftsmanship, featuring custom cabinetry, a hand-finished metal range hood, dual-fuel range, handset tile, and cypress tongue-and-groove ceilings that continue the home's exceptional level of detail. The primary suite serves as a private sanctuary, offering a spa-inspired bath adorned with marble finishes, a freestanding soaking tub, and a beautifully appointed walk-in shower designed for everyday indulgence. An elevator provides seamless access to the upper level, where an expansive second living retreat serves as the heart of the space, thoughtfully designed as a bunk lounge and gathering area that offers exceptional flexibility for hosting family and guests. Perfect as a media room, game room, additional lounge, or overflow sleeping space, this inviting retreat creates the feel and function of an additional living area while enhancing the home's ability to comfortably accommodate larger gatherings. Three spacious guest suites, each thoughtfully appointed with en suite baths, complete the upper level. More than 1,000 square feet of covered porches and patios extend the living experience outdoors, creating inviting spaces for alfresco dining, evenings beside the outdoor fireplace, or simply enjoying the peaceful surroundings beneath the canopy of mature oaks. The upstairs porch shown is a conceptual rendering, thoughtfully presented to illustrate the intended design vision. Residents of Churchill Oaks enjoy an exceptional waterfront lifestyle with a private deep-water marina, bayfront clubhouse, resort-style pools, fitness center, and picturesque walking trails, all just minutes from the white-sand beaches, acclaimed dining, and boutique shopping along 30A. Designed to stand apart and built to endure for generations, 11 Bennett presents a rare opportunity to own a truly one-of-a-kind residence where craftsmanship, privacy, and the natural beauty of South Walton come together in perfect harmony.

11 Bennett, Santa Rosa Beach

$3,195,000

Located within the gated waterfront community of Churchill Oaks, this thoughtfully designed residence offers a refined take on coastal living with a focus on effortless indoor-outdoor flow and elevated everyday comfort. Positioned just north of 30A, the home pairs a private setting with access to a bayou front marina, clubhouse, and resort-style infinity pool. Designed for both entertaining and daily living, the home features a private pool, two-car garage, and a flexible layout with two primary suites. The main living area is anchored by soaring 12-foot ceilings and expansive 10-foot Euro-wall sliders that open seamlessly to the outdoor living space, creating a natural extension of the home. Interior finishes blend warmth and sophistication with Venetian plaster walls, white oak flooring, and curated architectural details throughout. The kitchen is designed for both function and presentation, featuring a 48-inch Wolf dual-fuel range with griddle, 48-inch Sub-Zero refrigerator, 6cm honed marble island, butler's pantry, and a wet bar with beverage refrigeration. The main-level primary suite offers vaulted ceilings, a spacious bath with dual vanities and soaking tub, and direct access to the L-shaped plunge pool. Upstairs, a secondary living area with wet bar provides additional space to gather, along with a second primary suite featuring a custom walk-in closet, screened balcony, and a wet-room-style bath with garden tub and shower. Outdoor spaces are designed for low-maintenance enjoyment, complete with an AstroTurf lawn, fire pit, and summer kitchen with built-in grill, sink, and refrigerator. Churchill Oaks residents enjoy gated privacy along with access to a private marina, bayou front clubhouse, and community pool, all within close proximity to the beaches, dining, and shopping of 30A.

4 Beds ⋅ 5 Baths ⋅ 981260 MLS

Located within the gated waterfront community of Churchill Oaks, this thoughtfully designed residence offers a refined take on coastal living with a focus on effortless indoor-outdoor flow and elevated everyday comfort. Positioned just north of 30A, the home pairs a private setting with access to a bayou front marina, clubhouse, and resort-style infinity pool. Designed for both entertaining and daily living, the home features a private pool, two-car garage, and a flexible layout with two primary suites. The main living area is anchored by soaring 12-foot ceilings and expansive 10-foot Euro-wall sliders that open seamlessly to the outdoor living space, creating a natural extension of the home. Interior finishes blend warmth and sophistication with Venetian plaster walls, white oak flooring, and curated architectural details throughout. The kitchen is designed for both function and presentation, featuring a 48-inch Wolf dual-fuel range with griddle, 48-inch Sub-Zero refrigerator, 6cm honed marble island, butler's pantry, and a wet bar with beverage refrigeration. The main-level primary suite offers vaulted ceilings, a spacious bath with dual vanities and soaking tub, and direct access to the L-shaped plunge pool. Upstairs, a secondary living area with wet bar provides additional space to gather, along with a second primary suite featuring a custom walk-in closet, screened balcony, and a wet-room-style bath with garden tub and shower. Outdoor spaces are designed for low-maintenance enjoyment, complete with an AstroTurf lawn, fire pit, and summer kitchen with built-in grill, sink, and refrigerator. Churchill Oaks residents enjoy gated privacy along with access to a private marina, bayou front clubhouse, and community pool, all within close proximity to the beaches, dining, and shopping of 30A.

267 Churchill Oaks Dr, Santa Rosa Beach

$1,998,000

Stunning Bay-View Home in Churchill Oaks. Experience timeless craftsmanship and sweeping, unobstructed bay views from this exceptional custom home, the very first residence built in prestigious Churchill Oaks. Constructed by Davis-Dunn Construction, this home blends modern luxury with rich character, showcasing exposed brick and reclaimed 19th-century textile mill beams. An expansive 1,600-square-foot wraparound porch provides multiple vantage points to enjoy the serene beauty of Choctawhatchee Bay. Inside, the spacious layout offers 5 bedrooms, 4.5 baths, two master suites, and two laundry rooms. The open chef's kitchen and living area anchor the main floor, featuring custom cabinetry, hardwood floors, a gas range, double oven, and warm architectural details that add depth and charm. The primary suite on the main level ensures easy, comfortable living, while the private brick courtyard complete with a built in outdoor kitchen and fireplace offers a relaxing and inviting extension of the living space. Upstairs, a secondary master suite and three guest bedrooms open onto the sweeping wraparound porch, enhancing the home's signature indoor-outdoor design and delivering some of the finest bay views in the community. Located in Santa Rosa Beach's premier gated bayfront neighborhood, Churchill Oaks offers an unmatched coastal lifestyle. Residents enjoy access to a deep-water dock, a resort-style bayfront clubhouse with three pools, a fitness room, a media room, and expansive gathering spaces. Miles of walking paths wind beneath centuries-old oaks and along the water's edge, connecting you to the natural beauty that defines this extraordinary community. A rare opportunity to own a legacy home with unmatched character, craftsmanship, and panoramic waterfront vistas in one of South Walton's most sought-after communities.

5 Beds ⋅ 5 Baths ⋅ 990335 MLS

Stunning Bay-View Home in Churchill Oaks. Experience timeless craftsmanship and sweeping, unobstructed bay views from this exceptional custom home, the very first residence built in prestigious Churchill Oaks. Constructed by Davis-Dunn Construction, this home blends modern luxury with rich character, showcasing exposed brick and reclaimed 19th-century textile mill beams. An expansive 1,600-square-foot wraparound porch provides multiple vantage points to enjoy the serene beauty of Choctawhatchee Bay. Inside, the spacious layout offers 5 bedrooms, 4.5 baths, two master suites, and two laundry rooms. The open chef's kitchen and living area anchor the main floor, featuring custom cabinetry, hardwood floors, a gas range, double oven, and warm architectural details that add depth and charm. The primary suite on the main level ensures easy, comfortable living, while the private brick courtyard complete with a built in outdoor kitchen and fireplace offers a relaxing and inviting extension of the living space. Upstairs, a secondary master suite and three guest bedrooms open onto the sweeping wraparound porch, enhancing the home's signature indoor-outdoor design and delivering some of the finest bay views in the community. Located in Santa Rosa Beach's premier gated bayfront neighborhood, Churchill Oaks offers an unmatched coastal lifestyle. Residents enjoy access to a deep-water dock, a resort-style bayfront clubhouse with three pools, a fitness room, a media room, and expansive gathering spaces. Miles of walking paths wind beneath centuries-old oaks and along the water's edge, connecting you to the natural beauty that defines this extraordinary community. A rare opportunity to own a legacy home with unmatched character, craftsmanship, and panoramic waterfront vistas in one of South Walton's most sought-after communities.

69 Bennett Dr, Santa Rosa Beach

$850,000

Rare opportunity to acquire a prime vacant homesite in the coveted waterfront community of Churchill Oaks! Located on a desirable corner lot, this expansive lakefront property offers breathtaking views in every direction—including a glimpse of the bay through the surrounding nature preserve—and comes with the option to purchase a 50-foot private boat slip in the community's deep-water marina. Notably, there is no lot to the north, providing enhanced privacy and a clear, unobstructed landscape. Design and build your custom dream home in one of South Walton's most sought-after bayfront communities. A preliminary design study by Matt Savoie is included with the property. Renderings can be found under the Documents tab. Nestled amidst native vegetation and the serene waters of Hogtown Bayou, Churchill Oaks embodies a lifestyle of luxury and natural beauty. Once you pass through the stately gated entrance, you'll be greeted by magnificent coastal homes that highlight southern architecture, all shaded beneath majestic oak trees. This 40-acre community features 87 homesites and some of the finest amenities in South Walton. The latest addition to the community is a deep-water private marina, which includes 36 private boat slips (available for purchase separately), paddleboard storage decks, a fish cleaning station, shoreline stabilization, and more. The Churchill Oaks Clubhouse is an exceptional 8,000-square-foot amenity perched on a point overlooking the bay, offering stunning views. The clubhouse features three pools, an exercise room, outdoor bar, fully equipped media room, commercial-grade kitchen, bath and locker rooms, and ample gathering spaces for residents and their guests to enjoy.

973883 MLS

Rare opportunity to acquire a prime vacant homesite in the coveted waterfront community of Churchill Oaks! Located on a desirable corner lot, this expansive lakefront property offers breathtaking views in every direction—including a glimpse of the bay through the surrounding nature preserve—and comes with the option to purchase a 50-foot private boat slip in the community's deep-water marina. Notably, there is no lot to the north, providing enhanced privacy and a clear, unobstructed landscape. Design and build your custom dream home in one of South Walton's most sought-after bayfront communities. A preliminary design study by Matt Savoie is included with the property. Renderings can be found under the Documents tab. Nestled amidst native vegetation and the serene waters of Hogtown Bayou, Churchill Oaks embodies a lifestyle of luxury and natural beauty. Once you pass through the stately gated entrance, you'll be greeted by magnificent coastal homes that highlight southern architecture, all shaded beneath majestic oak trees. This 40-acre community features 87 homesites and some of the finest amenities in South Walton. The latest addition to the community is a deep-water private marina, which includes 36 private boat slips (available for purchase separately), paddleboard storage decks, a fish cleaning station, shoreline stabilization, and more. The Churchill Oaks Clubhouse is an exceptional 8,000-square-foot amenity perched on a point overlooking the bay, offering stunning views. The clubhouse features three pools, an exercise room, outdoor bar, fully equipped media room, commercial-grade kitchen, bath and locker rooms, and ample gathering spaces for residents and their guests to enjoy.

Lot 48A Perrin, Santa Rosa Beach

Lot 75A Churchill Oaks, Santa Rosa Beach

$815,000

Welcome to Churchill Oaks, where timeless architecture meets modern coastal living. Lot 75A presents a rare opportunity to build a custom residence overlooking the community's serene coastal preserve within this sought-after gated enclave. A thoughtfully designed architectural plan has been envisioned for the property. The proposed home offers over 4,100 square feet of living space, featuring a four-bedroom, four-and-a-half-bath layout designed to blend refined interiors with relaxed coastal living. The concept includes an open-concept great room with vaulted ceilings and reclaimed wood beams, a marble-clad chef's kitchen with Wolf and Sub-Zero appliances, and seamless indoor-outdoor living with sliding glass doors leading to a covered patio and summer kitchen. The proposed main level includes a private primary suite with a spa-inspired bath, generous closet space, and views of the surrounding preserve. The upper level is designed to accommodate three guest suites, each with a private bath, along with a bunk nook and morning bar for added flexibility. Exterior plans reflect painted brick construction, metal roofing, a private courtyard, and lush landscaping, along with a two-car garage and additional driveway parking. Buyers have the opportunity to personalize finishes and further tailor the design to their preferences. Residents of Churchill Oaks enjoy gated security, a resort-style pool, clubhouse, fitness center, and access to the bay with potential dock slip availability, offering a refined coastal lifestyle.

1001950 MLS

Welcome to Churchill Oaks, where timeless architecture meets modern coastal living. Lot 75A presents a rare opportunity to build a custom residence overlooking the community's serene coastal preserve within this sought-after gated enclave. A thoughtfully designed architectural plan has been envisioned for the property. The proposed home offers over 4,100 square feet of living space, featuring a four-bedroom, four-and-a-half-bath layout designed to blend refined interiors with relaxed coastal living. The concept includes an open-concept great room with vaulted ceilings and reclaimed wood beams, a marble-clad chef's kitchen with Wolf and Sub-Zero appliances, and seamless indoor-outdoor living with sliding glass doors leading to a covered patio and summer kitchen. The proposed main level includes a private primary suite with a spa-inspired bath, generous closet space, and views of the surrounding preserve. The upper level is designed to accommodate three guest suites, each with a private bath, along with a bunk nook and morning bar for added flexibility. Exterior plans reflect painted brick construction, metal roofing, a private courtyard, and lush landscaping, along with a two-car garage and additional driveway parking. Buyers have the opportunity to personalize finishes and further tailor the design to their preferences. Residents of Churchill Oaks enjoy gated security, a resort-style pool, clubhouse, fitness center, and access to the bay with potential dock slip availability, offering a refined coastal lifestyle.

Lot 75A Churchill Oaks, Santa Rosa Beach

$750,000

Nestled within the sought-after Churchill Oaks community, Lot 44A Perrin offers a rare opportunity to build your custom home on one of the most desirable parcels in the neighborhood. This lakefront lot enjoys peaceful water views and also backs up to a section of preserved green space, offering added privacy and a natural buffer--something few other lots can match. Whether you're envisioning a full-time residence or a coastal getaway, Lot 44A provides a tranquil setting surrounded by native landscape, with architectural plans already available and ready to share upon inquiry, making the building process even smoother. Churchill Oaks is known for its timeless southern charm and resort-style amenities. The clubhouse serves as the heart of the community, featuring a sparkling resort-style pool, a state-of-the-art fitness center, and scenic walking trails that wind through the lush grounds. Residents also enjoy access to a deep-water marina with private boat slips and paddleboard storage. Enjoy a lifestyle where nature, elegance, and community convergeLot 44A Perrin is a one-of-a-kind opportunity in an exceptional setting.

981255 MLS

Nestled within the sought-after Churchill Oaks community, Lot 44A Perrin offers a rare opportunity to build your custom home on one of the most desirable parcels in the neighborhood. This lakefront lot enjoys peaceful water views and also backs up to a section of preserved green space, offering added privacy and a natural buffer--something few other lots can match. Whether you're envisioning a full-time residence or a coastal getaway, Lot 44A provides a tranquil setting surrounded by native landscape, with architectural plans already available and ready to share upon inquiry, making the building process even smoother. Churchill Oaks is known for its timeless southern charm and resort-style amenities. The clubhouse serves as the heart of the community, featuring a sparkling resort-style pool, a state-of-the-art fitness center, and scenic walking trails that wind through the lush grounds. Residents also enjoy access to a deep-water marina with private boat slips and paddleboard storage. Enjoy a lifestyle where nature, elegance, and community convergeLot 44A Perrin is a one-of-a-kind opportunity in an exceptional setting.

Lot 44A Perrin, Santa Rosa Beach