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$4,700,000
2 Beds ⋅ 3 Baths ⋅ 996570 MLS
Set on two extraordinary acres, this rare bayfront estate offers exceptional privacy, scale, and presence. Positioned directly on the water, this fortress-style residence was constructed in 2023 for durability, security, and long-term ownership. The home features two bedrooms and two and one-half baths, yet lives far beyond its footprint with expansive living areas, soaring ceilings, and walls of glass capturing panoramic bay views. The primary suite is a private retreat with tranquil waterfront vistas, while guest accommodations reflect the same level of comfort and quality. Finishes throughout are thoughtfully selected, blending craftsmanship with timeless coastal design. Outdoor living is equally compelling. A waterfront pool overlooks the bay, and a private dock provides immediate access for boating, paddleboarding, and fishing. The grounds offer a level of space and privacy rarely found on bayfront property. Additional features include a solar power system for low operating costs, solar pool heating, and an impressive collection of included assets: a double-decker Triton boat, two wave runners, a Rubicon Jeep, Hobie cat pedal kayaks, and an all-glass greenhouse. Floor plans for a potential carriage house are available. This is a true waterfront estate--designed for privacy, built for strength, and positioned for generational ownership.

252 Chat Holley Rd, Santa Rosa Beach
$1,750,000
5 Beds ⋅ 5 Baths ⋅ 995769 MLS
NOW OFFERED AT $1,750,000 -- AN ADDITIONAL $140,000 PRICE REDUCTION! This remarkable price adjustment presents an exceptional opportunity to own one of Cypress Dunes' most scenic and elevated homes at an incredible value. The new price allows buyers the flexibility to update the bathrooms, refresh the interior with today's preferred neutral colors, and personalize the home to their own taste--all while securing one of the community's most coveted locations with extraordinary Gulf views that simply cannot be replicated. Experience coastal living at its absolute finest in this extraordinary three-story turn-key beach retreat, perfectly positioned on one of the highest elevations in Cypress Dunes, offering some of the most breathtaking Gulf views in the entire community. From brilliant sunrise skies to unforgettable sunset panoramas, the views from this home are nothing short of spectacular. Designed to fully embrace its premier setting, every level of this beautifully maintained residence captures the beauty of the Gulf, with expansive porches and elevated living spaces showcasing emerald waters, endless horizons, and soothing coastal breezes. The rare high-elevation homesite not only maximizes sweeping views but also provides an added sense of privacy, security, and distinction that is increasingly difficult to find. Whether as a primary residence, luxury second home, or investment property with outstanding rental potential, this is a rare opportunity to own one of Cypress Dunes' premier view properties at an exceptional price. Cosmetic updates can always be made--but a location and Gulf views like these are truly irreplaceable. Beyond its beauty, this property presents a compelling investment opportunity. With documented 2025 rental projections of $100,000+ (part-time short-term rentals), this home offers exceptional income potential while serving as a luxurious personal retreat. Its desirable location, three-story layout, and panoramic Gulf views make it highly attractive to vacation renters seeking a premium coastal experience. Whether you're searching for a high-performing investment, a second home, or a legacy property to enjoy for generations, this elevated Gulf-view masterpiece delivers on every level. Located in the highly sought-after community of Cypress Dunes in Santa Rosa Beach, this exceptional home seamlessly blends timeless architectural charm, thoughtful coastal design, and an unbeatable setting. Residents enjoy resort-style amenities, including a breathtaking Gulf-view infinity-edge pool, a fully equipped fitness center, and a relaxing spa tub--all designed to elevate everyday living. If you're hosting unforgettable gatherings, savoring peaceful mornings with coffee while gazing out over the Gulf, or unwinding at day's end as the sky melts into brilliant sunset hues, this property captures the very essence of refined beachside living. Here, every moment feels like a getaway, and the coastal lifestyle you've dreamed of becomes your daily reality. Opportunities to own a home with this level of elevation and view are rare--don't miss your chance to secure one of the best vantage points in Cypress Dunes!

255 Cypress Dr, Santa Rosa Beach
$3,325,000
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
$899,000
3 Beds ⋅ 4 Baths ⋅ 995359 MLS
Priced to sell!! Tucked away in the exclusive gated community of Sanctuary at Redfish, this stunning condo is a hidden gem. Surrounded by nature and overlooking a rare coastal dune lake with glimpses of the Gulf, it's the perfect place to unwind. The freshly painted open-concept layout boasts a cozy gas fireplace and a spacious balcony--ideal for sipping your morning coffee or catching a breathtaking sunset. Resort-style amenities make every day feel like vacation, with multiple pools (one heated), hot tubs, a grilling area, garage parking, storage cages, a fire pit, lush terraces, and a fitness center. Plus, with private boat access, you can paddle out on Big Redfish Lake and explore one of the most serene coastal lakes in the world. Whether you're looking for

1653 W County Hwy 30a Unit UNIT 2119, Santa Rosa Beach
$3,595,000
4 Beds ⋅ 5 Baths ⋅ 989082 MLS
A masterfully designed retreat tucked away on a peaceful cul-de-sac in the sought-after gated community of Churchill Oaks, this residence is the personal home of a national designer who has artfully curated every detail to embody the essence of a life well-lived—a perfect balance of refined elegance, comfort, and effortless coastal living. Set on one of the most private lots in Churchill Oaks, with only one adjacent neighbor, this home offers an uncommon sense of seclusion and tranquility rarely found within the community. Designed by Matthew Savoie and constructed by Grand Bay Construction, this four-bedroom, four-and-a-half-bath home showcases timeless architecture and thoughtful functionality. Recently enhanced with custom wallpaper, designer lighting, and curated finishes, the interiors exude warmth, texture, and depthreflecting a home where beauty and authenticity coexist. Expansive living areas with walls of glass overlook one of Churchill Oaks' tranquil spring-fed lakes, offering soft bay views and abundant natural light. The gourmet kitchen and auxiliary prep kitchen create a seamless flow for entertaining, while climatized wine storage and a dedicated home office provide both luxury and livability. A two-car garage and exterior parking for three complete this elegant and practical layout. Set within 40 acres of waterfront serenity, Churchill Oaks offers an unrivaled coastal lifestyle with access to a private deep-water marina and a clubhouse featuring three pools, a fitness center, outdoor bar, media room, and spacious gathering areas for owners and guests. A 31-foot deep-water boat slip with a newly installed lift and a 2023 Sea Hunt Gamefish boat are available for purchase, offering a rare opportunity to fully embrace the boater's lifestyle. Every detail of 314 Tyler Drive has been thoughtfully designed to elevate daily livinga home that inspires, welcomes, and truly celebrates the art of creating a life well-lived.

314 Tyler Dr, Santa Rosa Beach
$349,900
1 Beds ⋅ 1 Baths ⋅ 993204 MLS
Welcome to your perfect coastal getaway! This beautifully appointed, fully furnished large 1-bedroom, 1-bath condo at Pinewood 30A offers the ideal blend of comfort, style, and convenience. Thoughtfully upgraded throughout, the unit features recently added high-end furnishings, custom woodwork with floating shelves, and extra outlets added in the bedroom closet—details that truly set this unit apart from the rest. Located in one of the most desirable positions in the building, this unit overlooks the Point Washington State Forest, providing peaceful views and added privacy. Nestled just minutes from the pristine beaches along scenic Highway 30A, it's perfectly suited as a vacation home, primary residence, or income-producing short-term rental. Furnished and move-in ready, this unit includes an upgraded deeded covered parking space conveniently located closest to the building. Pinewood 30A offers low-maintenance coastal living with resort-style amenities including a pool, hot tub, and fitness center, all just a short golf cart ride to 30A shopping, dining, and beach access.

179 S County 393 Highway Unit 324, Santa Rosa Beach
$195,000
993110 MLS
LOCATED SOUTH OF 30A, IN A GATED NEIGHBORHOOD, WITH NO BUILD OUT TIME!!! Cypress Dunes is a sanctuary of coastal elegance on the tranquil west end of Scenic Highway 30A in Santa Rosa Beach, Florida--where timeless architecture blends seamlessly with the untouched natural beauty of Topsail Hill Preserve State Park. This coveted gated community is defined by majestic cypress trees, serene walking paths, and breathtaking sunset views that create a peaceful retreat just minutes from sugar-white beaches, boutique shopping, and the vibrant dining that make 30A so beloved. Residents enjoy the rare opportunity to build a custom home that reflects their personal style while still honoring the community's refined coastal aesthetic, supported by thoughtful architectural guidelines and a selection of respected local builders. Cypress Dunes offers a premium location and exceptional craftsmanship, and lasting serenity in a setting protected from future overdevelopment. Its amenities are truly resort-caliber featuring two stunning pools including an infinity-edge pool overlooking the Gulf of America and rare Coastal Dune Lake, a jetted spa, a state-of-the-art fitness center, owners' clubhouse, outdoor fireplace, tennis & pickleball courts, a recreational lawn, and beautifully maintained boardwalks where local wildlife can often be spotted. Short term rentals are allowed with a six night minimum. A rustic elevated pathway connects Phase I to Phase II, leading to an an additional pool with a cascading waterfall while offering sweeping views of the surrounding cypress landscape. Living in Cypress Dunes means embracing beauty, balance, and the easy rhythm of coastal living in one of Santa Rosa Beach's most desirable communities. There are 21 floor plans that fit this lot that are listed under the document tab, along with the survey. The actual dimensions of the entire lot is 45 x 290 x 45 x 192. Lot goes half way into the cypress pond. The HOA fees are done in two different ways. It is all about the amenities. If you own a vacant lot, and do not want to use the amenities, then you can pay a reduced, tier 2 fee of $792.00 per quarter. If you have a vacant lot and want to use the amenities or have a home, then the fee is $1200.00 per quarter.

107 Cypress Walk, Santa Rosa Beach
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 992058 MLS
BEST PRICED 4 BEDROOM IN NATUREWALK! Welcome to Sea Blessings, the best-priced four-bedroom home in the highly coveted Phase 1 of NatureWalk at Seagrove. Ideally located just a short stroll to the community pool and offering quick bike access to 30A and WaterColor, this home is perfectly positioned for both convenience and tranquility. Nestled among mature trees, this section of NatureWalk exudes a peaceful, tucked-away feel that enhances the sense of relaxation. The home backs to serene woods and is near extra overflow parking, a rare and practical perk. Designed with both comfort and style in mind, this popular Sea Breeze floor plan features two living areas, one on the main level just off the kitchen, and a second loft-style space upstairs that opens to a spacious covered porch. The thoughtful layout includes a junior primary suite on the first floor and an additional primary suite upstairs with a generous walk-in closet and en suite bath, as well as a bunk room and guest bedroom that share a bath. With three screened porches, outdoor living becomes an effortless extension of the home, perfect for morning coffee or evening unwinding. Additional highlights include solid pine floors, a golf cart barn for easy storage, and a heated and cooled owner's lockout with abundant storage off the back porch. The CDD bond is paid off, resulting in lower property taxes than many comparable homes. Beautifully and professionally decorated by Sugar Beach Interiors, this home has been well maintained and minimally rented, move-in ready and full of thoughtful touches throughout. Residents of NatureWalk at Seagrove enjoy access to an impressive list of amenities at The Gathering Place, including a beach-entry pool, heated lap pool, hot tub, kiddie pool, playground, fire pits, and grilling stations. The community also offers pickleball courts, fitness stations, and a scenic beach trail that provides a quick five-minute bike ride to the sugar-white sands of the Gulf. From its charming curb appeal to its unbeatable location and relaxed coastal style, Sea Blessings embodies the best of 30A living.

21 Cinnamon Fern Ln, Santa Rosa Beach
$824,990
2 Beds ⋅ 3 Baths ⋅ 986443 MLS
Welcome to The Legends on 30A, a refined coastal retreat where classic charm meets effortless modern living. Fully turnkey furnished with over $20,000 in brand-new designer furnishings, this immaculate home is move-in or rental-ready. Step inside to discover natural hardwood floors, bright light-filled interiors, and a wide-open concept floor plan designed for effortless connection. The chef's kitchen boasts white shaker cabinetry and stainless steel appliances, flowing seamlessly through the airy living space onto a large back deck built for seamless indoor-outdoor entertaining. Upstairs, the home features a quiet guest suite with its own private bath, along with a primary retreat complete with vaulted ceilings, an updated vanity, a modern walk-in shower, a private balcony, and serene horizon ocean views. Enjoy ultimate peace of mind with a brand-new HVAC system, an electric golf cart charger outlet, and all assessments fully paid for a major HOA-driven exterior rehab--including new siding, decks, windows, and doors. Rare for 30A, the property includes covered parking and locked owner's storage. Best of all, unwind in style with access to top-notch community amenities, including a large pool and relaxing hot tub with outdoor shower. Buyer to verify all dimensions.

19 Brentwood Ln Unit UNIT 309, Santa Rosa Beach
$2,750,000
4 Beds ⋅ 5 Baths ⋅ 969990 MLS
Experience the pinnacle of coastal luxury in this exceptional four-bedroom, four-and-a-half-bath residence at Sanctuary by the Sea, one of 30A's most sought-after beachfront communities. Spanning 3,163 square feet across the top two floors, this fully furnished condominium has been refreshed with new carpet and fresh interior paint, offering a move-in-ready opportunity for full-time living or a luxurious second home. Enjoy breathtaking, unobstructed southwestern views of Big Redfish Lake and the Gulf of Mexico from two expansive balconies, including an impressive 22' x 38' second-level terrace designed for entertaining and outdoor living. The thoughtfully designed floor plan features two waterfront primary suites, an open-concept living and dining area, and a chef's kitchen appointed with Viking appliances, granite countertops, custom cabinetry, dual islands, and a beverage station. Additional highlights include floor-to-ceiling windows and doors, soaring 10-foot ceilings, abundant natural light, and a spacious laundry room. Nestled on 23 gated acres between Grayton Beach State Park and Blue Mountain Beach, Sanctuary by the Sea offers an unparalleled blend of privacy, luxury, and natural beauty. Residents enjoy 650 feet of private beach access, three resort-style pools with waterfalls, fountains, hot tubs, and zero-entry access, as well as outdoor fire pits and grilling areas. A private boardwalk and dock on Big Redfish Lake provide opportunities for kayaking, paddleboarding, and fishing. Community amenities also include a state-of-the-art fitness center, golf simulator, theater room, and 24-hour security. Ideally located just minutes from WaterColor and Seaside, this extraordinary residence offers the ultimate 30A lifestyle with world-class amenities and unforgettable coastal views.

1363 W County Highway 30a Unit UNIT 3118, Santa Rosa Beach
$995,000
3 Beds ⋅ 4 Baths ⋅ 990873 MLS
Welcome to your dream retreat, nestled in the serene community of Highland Parks at Blue Mountain Beach. This custom-built home by Henderson Homes offers a perfect blend of comfort and tranquility, boasting 3 spacious bedrooms, each with its own private ensuite, and an additional half bath for guests. The huge open-concept living area is designed for both relaxation and entertaining. This home comes completely furnished and turn key ready for your enjoyment and/or investment. The six seater golf cart is also included in the purchase. Step outside to your porch, where the beautiful backyard opens up to the Pt. Washington State Forest, offering unmatched privacy and a connection to the Long Leaf Pine Trail.

135 Gulfview Cir, Santa Rosa Beach
$750,000
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
$650,000
981254 MLS
Situated near the heart of the Churchill Oaks community, Lot 82 offers a rare opportunity to build your custom home just steps from the neighborhood's premier amenities. This spacious homesite backs up to the scenic boardwalk that wraps around the neighborhood, offering peaceful views and easy access to nature right from your backyard. Located just a short stroll from the clubhouse, Lot 82 is ideally positioned for enjoying everything Churchill Oaks has to offer. The clubhouse features a resort-style pool, a state-of-the-art fitness center, and walking trails that meander through lush, landscaped grounds. Residents also enjoy access to a deep-water marina with private boat slips, paddleboard storage, and a fish cleaning station. With its boardwalk setting and close proximity to the community hub, Lot 82 is a prime opportunity to create your ideal coastal retreat in one of Santa Rosa Beach's most prestigious neighborhoods.

Lot 82 Churchill Oaks Drive, Santa Rosa Beach

Vendor Member Number : 28166