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266 Woodland Bayou Dr, Santa Rosa Beach
$3,950,000
5 Beds ⋅ 7 Baths ⋅ 1014311 MLS ⋅ 5,808 SqFt.
Set across 1.5 private acres in Woodland Bayou, 266 Woodland Bayou Drive offers an exceptional blend of architectural sophistication, thoughtful craftsmanship, and waterfront living. This custom residence features approximately 5,808 square feet of heated and cooled living space, expansive entertaining areas, and direct access to the bay. Inside, engineered white oak hardwood floors flow throughout the home, leading into a dramatic two-story living room anchored by a soaring fireplace and custom built-ins. The gourmet kitchen is appointed with Thermador appliances, a 48-inch gas range, under-cabinet lighting, an oversized island, and both a butler's pantry and generous walk-in pantry. A formal dining room, glass-enclosed wine room, and spacious bar with seating for five create an inviting atmosphere for entertaining, while a separate wet bar with a beverage refrigerator and ice maker adds convenience. The thoughtfully designed floor plan features four bedrooms, each with a private ensuite bath, including the primary suite and an additional guest suite on the main level. The primary retreat showcases elegant marble finishes, a soaking tub, walk-in shower, and an expansive custom closet with a center island and built-ins, along with private access to the rear porch. Upstairs, two additional ensuite bedrooms are joined by a versatile flex room with a closet, ideal for a home office or fifth bedroom. A secondary sitting area opens to an outdoor balcony overlooking the surrounding property. Above the three-car garage, a spacious bonus retreat offers a private escape complete with a kitchenette and half bath, with plumbing already in place for a potential conversion to a full bathroom. The garage features a utility sink, additional storage bay, and dedicated storage closet, while three attic spaces, an oversized laundry room, and a whole-house Generac generator further enhance the home's functionality. Designed for seamless indoor-outdoor living, the screened rear porch features a fully equipped summer kitchen with a grill, smoker, and beverage refrigerator. Beyond, the fenced backyard offers a resort-inspired retreat with a heated and cooled saltwater pool, hot tub, expansive lounging areas, and a covered pool pavilion complete with a fireplace and bar. An outdoor shower, dedicated pool half bath, and multiple gated access points to the side yard and dock add to the property's thoughtful design. Along the bayou, a two-level private dock with a boat lift and floating jet ski dock provides effortless access to boating, fishing, and waterfront recreation. Surrounded by lush grounds and offering exceptional privacy, this remarkable property combines custom architectural details, generous living spaces, and an unparalleled outdoor lifestyle. With approximately 8,209 square feet under roof, 266 Woodland Bayou Drive presents a rare opportunity to enjoy refined waterfront living in the heart of Santa Rosa Beach.

266 Woodland Bayou Dr, Santa Rosa Beach

469 Turquoise Bch Dr, Santa Rosa Beach
$5,750,000
6 Beds ⋅ 7 Baths ⋅ 1014177 MLS ⋅ 8,677 SqFt.
Some homes impress with their size; others distinguish themselves by how thoughtfully they were built. This exceptional waterfront estate accomplishes both. Spanning 1.33 gated acres with 110 feet of deep-water frontage on Choctawhatchee Bay, the property offers more than 8,600 square feet of beautifully appointed living space with six bedrooms and seven bathrooms where refined design is matched by remarkable structural integrity. Conceived as a legacy residence rather than a speculative build, every detail reflects an unwavering commitment to craftsmanship, longevity and the waterfront lifestyle. Originally renovated down to the studs after its 2006 purchase, the home underwent another complete transformation in 2020 as the owners expanded and reimagined the property for generations to come. Every major system, structural component, electrical, plumbing, roofing, windows, doors, insulation and HVAC was replaced or upgraded to current building standards. The addition was engineered with extraordinary precision, supported by approximately 100 pilings driven 30 feet into the ground and anchored with massive reinforced concrete caps tied directly into the slab foundation. Designed by Terry Anderson of Anderson Engineering, the result is a residence built with remarkable strength, longevity and peace of mind. Inside, soaring ceilings, expansive walls of glass and oversized windows frame panoramic views across the bay while filling the home with natural light. A dramatic foyer introduces an inviting entertainment space complete with a custom corner bar, ideal for hosting movie nights, game days or large gatherings. Rich shiplap accents, custom LED ceiling lighting and a wood-burning fireplace create warmth throughout the lower level. The main living area upstairs embraces the waterfront setting with wide-plank wood flooring, rustic wood beam details and an open-concept design centered around a striking feature wall with a linear fireplace and mounted television overlooking sparkling bay views. Since its completion, the home has been professionally redecorated by an interior designer, bringing a refined, cohesive aesthetic that perfectly complements its clean coastal architecture. Designed for both everyday living and entertaining, the kitchen features quartzite countertops, two oversized islands, a six-burner Wolf range, built-in microwave, ice maker and three dishwashers. Frosted glass cabinetry, a sleek tile backsplash and subtle cove lighting elevate the design, while an adjoining butler's pantry with beverage refrigerators and an additional microwave provides exceptional convenience for hosting on any scale. The primary suite serves as a luxurious private retreat with its own exterior entrance, custom built-in dresser and an expansive walk-in closet illuminated with integrated LED lighting. The spa-inspired bath offers a dramatic ceiling-fill soaking tub, oversized dual-head shower and floating double vanity with elegant underlighting. The waterfront setting becomes an extension of the home itself. Step onto the expansive second-floor terrace before descending the broad staircase to the spacious poolside patio designed for dining, relaxing and entertaining against an uninterrupted backdrop of Choctawhatchee Bay. For boating enthusiasts, the private dock is complemented by a rare DEP deep-water lease agreement that permits the future construction of a substantial covered boathouse, creating an exceptional opportunity not commonly found along the bay. Perfectly positioned along the bay, this remarkable property offers the privacy of a secluded waterfront retreat while remaining just minutes from the Emerald Coast's sugar-white beaches, championship golf courses, full-service marinas and renowned dining destinations. Whether spending the day boating on the bay, exploring nearby gulf waters, enjoying waterfront restaurants or relaxing on the beach, this location places the very best of the Emerald Coast within easy reach.

469 Turquoise Bch Dr, Santa Rosa Beach

35 Seclusion Way, Santa Rosa Beach
$2,350,000
5 Beds ⋅ 6 Baths ⋅ 1013934 MLS ⋅ 4,192 SqFt.
Now under construction with estimated completion in February 2027, 35 Seclusion Way (Lot 3) offers a rare opportunity to own new construction on the last available homesite in the cul-de-sac within Seclusion Bay, a gated bayfront community in Santa Rosa Beach, Florida. Positioned on an approximately 0.52-acre corner lot, this two-story residence will offer 4,192 heated and cooled square feet, 6,212 square feet under roof, five bedrooms, five and one-half bathrooms, an upstairs bonus space and a side-entry three-car garage. A covered front porch with an arched entry opens to a spacious foyer and an open-concept main living area designed for both everyday living and entertaining. The dining area features a tray ceiling and chandelier, while the kitchen centers around a large island with gas stove, range hood, dedicated ice maker and a sink positioned beneath a window overlooking the backyard and pool. A generous walk-in pantry with built-ins provides exceptional storage and also houses the microwave. The living room is anchored by a gas fireplace with built-ins on either side, complemented by a dramatic vaulted ceiling with decorative beam detail. Large sliding doors extend the living space outdoors to the covered rear porch, private pool and spa. The first-floor primary suite enjoys direct access to the pool deck through French doors and includes two large walk-in closets, each with custom built-ins and center islands. The primary bath features dual vanities, a private water closet and an oversized wet room combining a walk-in shower with a freestanding soaking tub. Also on the main level are two additional ensuite bedrooms, both with vaulted ceilings and walk-in closets, including one with direct access to the rear porch and pool area. A powder room and dedicated laundry room with utility sink and built-in counter space complete the first floor. Just off the garage entry, a drop zone with lockers and additional storage creates a practical transition into the home. The side-entry three-car garage includes a two-car bay, separate single-car bay and exterior access door. Upstairs, two additional bedroom suites offer private baths and walk-in closets, while a large bonus area provides flexible space for a game room, media room, fitness area, home office, homeschool space or additional lounge. Outdoor living is a major focal point, with a covered rear porch featuring a gas fireplace and a full summer kitchen with grill, vent hood, sink and beverage refrigerator. The pool and spa complete a private backyard retreat designed for entertaining and year-round enjoyment. Seclusion Bay is a low-density gated enclave known for oversized homesites, custom residences and access to a private community dock on Choctawhatchee Bay. Short-term rentals are not permitted, helping preserve the neighborhood's peaceful residential character. The community is conveniently located just minutes from the beaches, dining and lifestyle of Scenic Highway 30A, with championship golf, Miramar Beach and Destin also within easy reach. With its half-acre corner setting, thoughtful floor plan, resort-style outdoor living, three-car garage and location on the final available homesite in the cul-de-sac, 35 Seclusion Way offers an exceptional combination of space, privacy and new construction in one of Santa Rosa Beach's most distinctive bayfront communities.

35 Seclusion Way, Santa Rosa Beach

237 Royal Palm Blvd, Santa Rosa Beach
$1,800,000
5 Beds ⋅ 6 Baths ⋅ 1011776 MLS ⋅ 5,570 SqFt.
This meticulously crafted residence, just blocks from 30A offers the perfect blend of modern luxury and relaxed beachside living featuring a bright and airy open floor plan, grand high ceilings, large windows, and elegant finishes throughout. The spacious living areas provide ample room for entertaining guests or unwinding with family, while the fireplace adds a touch of warmth and comfort. The gourmet kitchen is a chef's dream, equipped with top-of-the-line appliances, custom cabinetry, and a generous island perfect for casual dining or meal preparation. The luxurious primary suite is complete with a spa-like bathroom and private entry to the balcony. Two public boat launch ramps less than 1/2 mile down the street.

237 Royal Palm Blvd, Santa Rosa Beach

13 Tyler Dr, Santa Rosa Beach
$4,395,000
6 Beds ⋅ 8 Baths ⋅ 1011151 MLS ⋅ 4,812 SqFt.
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

389 Driftwood Point Rd, Santa Rosa Beach
$3,750,000
6 Beds ⋅ 7 Baths ⋅ 1010759 MLS ⋅ 7,216 SqFt.
Set along the peaceful shores of Choctawhatchee Bay, 389 Driftwood Point Road is a remarkable waterfront estate where architectural character, privacy, and the beauty of bayfront living come together. Set on 1.1 private bayfront acres, this custom estate offers the perfect balance of luxury and the effortless waterfront lifestyle that makes Santa Rosa Beach so desirable. Spanning 7,216 square feet, the property features a 4-bedroom, 3.5-bath main residence and a detached 2-bedroom, 2-bath guest house, creating exceptional flexibility for hosting family, friends, or extended stays. Complete with a private dock and resort-style outdoor living, every space is thoughtfully designed for entertaining and making the most of life on the bay. The residence reflects timeless architectural character and craftsmanship. Blending the charm of New Orleans architecture with the relaxed elegance of the Emerald Coast, the home showcases antique doors, Old Chicago brick, copper gutters, private balconies, and inviting courtyards that give the estate a sense of history, warmth, and authenticity. Inside, you'll find a chef's kitchen with premium appliances, a spacious bayfront primary suite with a beautifully appointed bath that opens directly to a private courtyard for a true retreat, flexible bonus spaces, a separate guest wing complete with its own full kitchen, and the detached guest house offering a private retreat for visitors or multigenerational living. Outside, the estate transforms into a true waterfront oasis. The expansive backyard is centered around a 20-by-40 resort-style pool, while the pool house serves as the ultimate entertaining hub with a summer kitchen, convenient half bath, and relaxed gathering space perfect for cookouts, game days, sunset dinners, or unwinding after a day on the water. Every space is designed to bring family and friends together while embracing the beauty of the waterfront setting. The private dock is equipped with two boat lifts, a boathouse, a jet ski lift, and a kayak launch, providing effortless access to boating, fishing, paddleboarding, and endless days exploring Choctawhatchee Bay. Conveniently located just minutes from Grand Boulevard, Sacred Heart Hospital, top-rated schools, and the sugar-white beaches of 30A, this exceptional bayfront estate delivers a distinctive combination of architectural significance, peaceful waterfront living, privacy, and everyday convenience.

389 Driftwood Point Rd, Santa Rosa Beach

431 Pisces Dr, Santa Rosa Beach
$6,788,000
6 Beds ⋅ 8 Baths ⋅ 997142 MLS ⋅ 5,826 SqFt.
Expertly designed and built by Coastal Elements with architecture by Greg Jazayeri, 431 Pisces Drive is a newly completed bayfront estate where contemporary coastal design meets elevated craftsmanship. Set on over half an acre with 100+ feet of private water frontage, the home sits along a quiet cul-de-sac of just fourteen bayfront residences, offering private deep-water access, protected serenity, and effortless proximity to 30A, Destin, and Panama City Beach. From your private dock, mornings begin on a paddle board and weekends turn into spontaneous trips to the Gulf for offshore fishing, exploring sandbars, or boating to your favorite local restaurants at sunset. From its earliest conception, the home was designed to live in dialogue with the land. Mature live oaks were intentionally preserved, framing the residence with a sense of permanence and authenticity. Smooth white stucco, streamlined rooflines, Brazilian hardwood accents, and large hand-placed concrete pavers create a clean, modern silhouette softened by the natural canopy around it. The result is architecture that feels quietly timeless, rooted, and distinctly refined. Inside, the home unfolds with Venetian plaster walls, vaulted beam ceilings, custom white oak cabinetry, and hand-selected marble tile and countertops. The open living and dining spaces are anchored by panoramic bay views, connecting seamlessly to the covered veranda and pool terrace. The kitchen features cabinet-finish premium appliances, a sculptural range wall, a refined butler's pantry, coffee bar, and generous storage designed for everyday livability and elevated hosting. The 6-bedroom layout includes all en-suite accommodations and 2 additional half baths, including one conveniently positioned for poolside use. The primary suite enjoys a private wing on the first level with vaulted white oak ceilings, dual custom closets, and a spa-caliber bath of Italian marble with a grand walk-in shower. A wall of glass completes the room that captures sweeping bay views, allowing you to wake to glass-smooth water and step directly onto the veranda for quiet sunrise moments and a seamless connection to the outdoors. Upstairs, a secondary living room opens to a private balcony overlooking the water, accompanied by three guest suites. A detached carriage house and three-car garage allow for flexible living, privacy for guests, or dedicated space for lifestyle gear. Outdoors, the estate is designed for both quiet reflection and memorable gatherings: a summer kitchen, bayfront fire feature, private dock ready to host a substantial vessel, a resort-style pool, and a separate fire pit lounge beneath the preserved live oaks. The curved brick paver driveway completes the sense of arrival. Here, the bay is a lifestyle, sunrise coffee on the veranda, effortless boating in the afternoons, evenings by the water with firelight and salt air.

431 Pisces Dr, Santa Rosa Beach

68 Perrin, Santa Rosa Beach
$3,999,000
5 Beds ⋅ 7 Baths ⋅ 990446 MLS ⋅ 4,298 SqFt.
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

Vendor Member Number : 28166

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