Grayton Beach Real Estate Search – Jodi Ketchersid 850-424-3094

5 Beds ⋅ 4 Baths ⋅ 1013316 MLS ⋅ 3,456 SqFt.

Tucked beneath a canopy of live oaks in the heart of Grayton Beach, this elevated five-bedroom home is positioned a short distance from the beach as well as the Red Bar and a number of other shopping and dining opportunities. The main living level is open and airy, with elevated ceilings, wood floors, and designer fixtures all anchored by a grand fireplace. The area flows seamlessly from the living room into a dining area. A chef's kitchen features a gas range and a butcher-block island with bar seating. An expansive balcony extends the living space outdoors. The primary suite located on this level offers an ensuite bath, large closet and its own private balcony. On the upper level, three more bedrooms, two bathrooms, a laundry room, and a family room are all perfectly positioned. A spiral staircase from the family room leads to the rooftop lookout, with treetop views over the Gulf of Mexico. The ground level adds a fifth bedroom and a flex room that granting access to the courtyard oasis. Outdoors, a brick-paver courtyard holds a private pool, a covered dining pavilion, and an outdoor shower. Parking includes covered space for a golf cart. Beaches, Western Lake, and the 30A bike path are nearby. Do not miss the rare opportunity to own a piece of Grayton Beach!

99 Magnolia St, Santa Rosa Beach

$2,995,000

4 Beds ⋅ 4 Baths ⋅ 1013212 MLS ⋅ 2,300 SqFt.

Opportunities like this in the heart of historic Grayton Beach are exceptionally rare. Set along coveted DeFuniak Street, this home offers the chance to own in one of South Walton's most distinctive locations. Just steps from the beach and a short stroll from the heart of Grayton, everything that makes this iconic community so special is within easy reach. Walk to the beach, enjoy some of the area's best loved dining and local shops, or simply explore 30A. Adding to the rarity is a generously sized backyard with space to create a private outdoor retreat, including the potential for an in-ground pool, an increasingly difficult find in the heart of old Grayton. Ample parking accommodates owners and guests, another valuable feature in this coveted beachside setting. Offered fully furnished, with professionally designed and thoughtfully curated interiors, the home features dual primary suites, each with its own private balcony, offering flexibility and privacy for owners and guests alike. Currently enjoyed as a vacation rental, the home is ideally suited for continued rental use or as your own personal beach retreat. More than simply a beach house, this is an opportunity to become part of a place that has retained the charm, individuality and laid-back coastal lifestyle that have made Grayton Beach so special for generations. Enjoy it as it is today, make it your own over time, and own a piece of Grayton in a location that simply cannot be recreated.

505 Defuniak St, Santa Rosa Beach

$4,450,000

5 Beds ⋅ 6 Baths ⋅ 1009587 MLS ⋅ 4,081 SqFt.

Welcome to Grayton Gold, a distinctive coastal residence set among the dunes of Grayton Beach. Just a short walk to dining, shopping, and, of course, the beach, 260 Magnolia puts you close to everything that makes Grayton special, while its design keeps you connected to the dunes, Gulf, and surrounding landscape. Designed to embrace its setting, the home features clean architectural lines, warm finishes, large windows, and generous outdoor spaces. Entering through the open foyer, herringbone-patterned tile flooring leads to a private guest suite and an oversized laundry room with a double washer and dryer setup. This level opens to a covered entertaining area with an outdoor summer kitchen and pool. It's an easy space for grilling, having fun, and enjoying time outside. Moving to the second floor, the serene primary suite offers floor-to-ceiling glass, abundant natural light, a large walk-in closet, and a resort-style bath with a freestanding soaking tub and Calacatta porcelain tile. A private porch adds another quiet outdoor space to enjoy. This level also includes a custom six-bed bunk room and an additional guest suite, both with ensuite baths, plus a beverage station and snack/coffee bar. The third main level is made for gathering, with vaulted shiplap ceilings, an open living and dining area, and a well-appointed kitchen with top-of-the-line appliances. Expansive glass doors frame views of the Gulf and Grayton Beach State Park dunes, while an oversized outdoor living area extends the space outside. A sculptural spiral staircase leads to the rooftop deck, where expansive views stretch across the Gulf, dunes, and Grayton Beach landscape. It's the perfect spot for morning coffee or watching the sunset with a glass of wine. Built by a respected local builder, 260 Magnolia is a modern coastal home designed for comfortable living, easy entertaining, and making the most of life in Grayton Beach.

260 Magnolia St, Santa Rosa Beach

$2,700,000

3 Beds ⋅ 2 Baths ⋅ 1009729 MLS ⋅ 2,372 SqFt.

Embrace the timeless magic of Old Florida at Pine Cove. Tucked away in iconic Grayton Beach--voted the nation's best beach--this charming coastal retreat perfectly blends laid-back bohemian vibes with exceptional investment appeal. Proven earnings speak for themselves, generating $100k Year over Year. Lounge under sunny skies beside your private heated pool, stroll down sand paths to Grayton Beach State Park and local hot spots, or simply soak in the gentle breeze from the Gulf's emerald waters. With plenty of room to add a custom carriage house, Pine Cove offers rare upside in 30A's most historic beach neighborhood. Step into simple, effortless beach-living before this gem slips away.

91 Pine St, Santa Rosa Beach

$2,499,000

4 Beds ⋅ 4 Baths ⋅ 1009332 MLS ⋅ 1,492 SqFt.

Beautifully remodeled and offered fully furnished, 24 Magnolia Street is a distinctive Grayton Beach home along Scenic Highway 30A, combining timeless coastal design, a detached carriage house, private pool, and exceptional proximity to the Gulf of Mexico and the heart of one of South Walton's most beloved beach communities. Here, days are shaped by time at the beach, afternoons spent among Grayton Beach restaurants, galleries, boutiques, and local gathering places, and evenings at home in a private outdoor setting designed for connection and ease. Thoughtfully reimagined with refined craftsmanship, the main residence offers inviting interiors that feel sophisticated while remaining true to the relaxed character of Grayton Beach. Two bedrooms and two full bathrooms create an intimate coastal retreat, while the kitchen serves as a natural gathering place with floor-to-ceiling custom cabinetry, a generous gas range, and architectural details that bring warmth and intention to both everyday living and entertaining. A detached carriage house adds two additional bedrooms and two full bathrooms, creating valuable flexibility for guests, extended family, multi-generational stays, or additional private accommodations. This separation of spaces gives 24 Magnolia Street a versatility that is especially appealing for buyers considering a primary residence, second home, vacation property, or short-term rental investment in Grayton Beach. Outdoor living is equally central to the experience. A private pool anchors the backyard, while an outdoor fireplace creates an inviting setting for evenings beneath the stars. A screened porch extends the living space throughout the year, and the shaded front porch, complete with classic rocking chairs, offers a quiet place to enjoy the coastal setting and the distinctive rhythm of this historic 30A community. After a day along the Gulf, an outdoor shower offers a refreshing return home, while a dedicated storage shed keeps bicycles, paddleboards, beach gear, and other coastal essentials neatly organized. The location places 24 Magnolia Street near Grayton Beach's shoreline and the restaurants, galleries, and local favorites that give the community its unmistakable personality. Positioned along Scenic Highway 30A in South Walton, Grayton Beach is known for its laid-back coastal character, creative culture, and enduring sense of place. With short-term rentals permitted, a fully furnished offering, private pool, detached carriage house, and close proximity to the beach and central Grayton Beach, 24 Magnolia Street is well positioned for buyers searching for a luxury home in Grayton Beach, a furnished second home along 30A, or an investment property near the Gulf of Mexico with both lifestyle and rental flexibility.

24 Magnolia St, Santa Rosa Beach

$18,900,000

5 Beds ⋅ 7 Baths ⋅ 1008919 MLS ⋅ 6,450 SqFt.

Most homes along this stretch of Grayton Beach play it expected. Whitewashed shiplap, soft coastal palette, the familiar vocabulary of a beach house doing its best impression of the one next door. Sixty-one Auburn does something different. The design intention here was coastal industrial, and builder Chris Burch of Grand Bay Construction and architect Chris Stoyles of Archiscapes committed to it completely. Exposed steel beams run the full height of the home, solid and horizontal on the ground floor, shifting to a triangular pattern on the second for a detail that is structural and sculptural at once. Nearly every wall surface is mitered nickel-gap paneling, and ceiling is tongue-and-groove. The lot itself is an asset before the front door opens. Auburn Drive carries some of Grayton's oldest and most beloved cottages, many raised on pilings with views earned over decades. This new construction, completed in 2026, occupies one of the street's highest natural positions and makes full use of it. The Gulf is visible from the pool deck, the kitchen, the primary balcony, and the watchtower. The state park fills the view to the north. The site works in every direction. The ground floor establishes the register. A marble fireplace anchors the main interior space while an oversized wet bar island in leathered quartzite handles the social load. Flanking Sub-Zero units, one a dedicated wine chiller and one a combination refrigerator with pebble ice and freezer, make the bar a serious operation. Seven-panel nano doors retract to open the entire south wall onto a gulf-front pool with a floating fire pit and sunning shelves. The summer kitchen carries the leathered quartzite through and adds a 52-inch DCS grill with side burner. A first-floor bedroom suite with a multi-head shower, soaking tub, dual vanities and a Moen smart toilet functions as a fully self-contained guest level. A flex room currently configured as a gym converts easily to office, bunk room or whatever else the moment calls for. The main living floor is where the coastal industrial intention reads most clearly. Triangular steel beams run the ceiling of a kitchen outfitted for real cooking: 48-inch Thermador dual-oven range, Bosch dishwashers, quartzite waterfall counters, a prep sink alongside the main, under-cabinet lighting, cabinetry with crown molding and uplighting, ceilings approaching 12 feet. Custom graphite pendants with bronze interiors provide the lighting anchor. A steel and glass door leads to the butler's pantry with GE Cafe convection microwave and oven, enough counter space to run a second line, and storage that actually gets used. Seven-panel nano doors open the south wall to a covered balcony with an outdoor fireplace and multiple configurations for alfresco dining. A north-facing balcony looks out over the state park. An elevator services all three primary floors. Above the garage, a fully self-contained one-bedroom, one-bath apartment with a full kitchen and Juliet balcony, handling extended family with equal ease. The third floor is quieter, more private, and built around the primary suite. An angular roofline pitches toward seven nano panels that open onto a private gulf balcony. A painted brick fireplace sits on the opposite wall. The bath is an exercise in material confidence: a stone countertop running cream into gray into oxidized orange, cement sink basins, a generously sized shower with rain head and multiple body sprayers, shell travertine tile on the walls, a freestanding tub enclosed within the glass shower surround, two casement windows framing the Gulf and a hidden linear drain that eliminates the need for a shower curb entirely. A pocket door leads to the primary closet with full built-ins, a dedicated shoe wall with cubbies, and HVAC service. Two additional guest suites occupy the third floor, both with direct gulf views and full en suites. One features a teak-panel tile shower with rain head and body sprayers. The other offers a slate herringbone shower floor. HVAC runs into every closet on the floor. The watchtower at the top operates on its own HVAC system. A pergola-covered corridor opens to the east. A porch swing faces west into the Gulf. There is a ceiling fan and double-hung windows and nothing else required. It is the kind of space that becomes a habit. Throughout the home: hidden-fastener clip decking with mitered flush-mount edges and water hookups at every balcony level, a view rail stair system with white oak treads and cable-and-steel handrails rising through all four floors, whole-home smart system, and whole-home surround sound. Five bedrooms, six full baths, and one powder bath. Two-car garage with epoxied floor and tiled stairs.

61 Auburn Dr, Santa Rosa Beach

$2,750,000

1007410 MLS

*OWNER FINANCING NOW AVAILABLE**This is the last available homesite on PIne Street in iconic Grayton Beach offering breathtaking westerly sunset views across the pristine dunes of Grayton Beach State Park and the emerald waters of the Gulf. This exceptional property presents a rare opportunity to build a legacy beach home in one of Florida's most sought-after coastal communities. Enjoy the perfect blend of natural beauty, boutiques and white-sand beaches. A truly one-of-a-kind offering in the heart of historic Grayton Beach. X-flood Zone

Lot 3 Pine, Santa Rosa Beach

$10,750,000

6 Beds ⋅ 9 Baths ⋅ 1006109 MLS ⋅ 6,225 SqFt.

The Grayton House stands among the most significant homes in Grayton Beach. Rooted in the heart of Grayton Beach, with origins dating to the 1890s and a thoughtful 2022 reconstruction, this storied residence has been reimagined for modern coastal living, with architectural design by Gregory D. Jazayeri, interiors by Tami Owen of Owen Group Interiors, and reconstruction led by Daniel Brock. The result is a rare blend of Grayton history, thoughtful design, and contemporary comfort. Historic materials and architectural elements from the original home were incorporated where appropriate, preserving its character while the residence was completed with the craftsmanship, comfort, and everyday ease expected in a modern coastal home. What makes The Grayton House especially compelling is the way it lives. Rather than relying on a single defining space, the home unfolds through a series of inviting indoor and outdoor living areas, allowing family and guests to gather naturally, enjoy real space, and move through the day with ease. The layout feels intentional. Primary suites on both living levels, additional bedroom suites, a dedicated bunk room, and a flexible guest wing with the comfort of its own living space and direct access to the pool terrace create a home that accommodates beautifully without feeling formal or forced. Mudroom space, generous storage, laundry on multiple levels, garage areas, elevator access from the garage level, and unusually generous parking for a home with Gulf views add the practical ease that makes the home as functional as it is beautiful. Expansive porches extend from bedrooms and common areas, framing immersive views across native dunes, coastal vegetation, and the Gulf beyond. These outdoor spaces feel less like balconies and more like open air rooms, creating a natural connection between the home and its Grayton Beach setting. At the heart of the outdoor experience, the pool terrace, outdoor kitchen, dining area, and fireplace create a natural place to land after the beach and continue into the evening. Inside, layered living spaces, a beautifully appointed kitchen, wet bar, and multiple areas for gathering allow the home to host with ease. Rich in history yet thoroughly current in execution, The Grayton House offers something increasingly difficult to recreate in Grayton Beach. It is a meaningful historic residence with the comfort, character, scale, views, and livability of a modern coastal home.

10 Hotz Ave, Santa Rosa Beach

$2,950,000

5 Beds ⋅ 4 Baths ⋅ 1001035 MLS ⋅ 2,363 SqFt.

This is what Grayton Beach is all about. This charming Old Florida-style cottage captures everything people love about the area, from its relaxed coastal character to its unbeatable location. It features a large private pool--perfect for cooling off after a day at the beach--and is being sold fully furnished for an easy, turnkey experience. Just steps from the beautiful beaches of South Walton and a short walk to ''downtown'' Grayton Beach, home to favorites like The Red Bar and Chiringo, this property offers the ideal blend of convenience and privacy. You're close to all the action, yet tucked away on a peaceful street. The first floor includes a four bunks, two additional bedrooms, and a secondary living space. Upstairs, the main living level features a screened-in porch, updated kitchen, and open living area, along with the primary suite and two additional guest bedrooms. Whether you're gathered on the screened porch, enjoying the heated pool, or walking back from the beach, every moment here is designed for slowing down and truly relaxing in this timeless coastal retreat. Information contained within this listing such as lot dimensions, is deemed to be accurate but is not guaranteed. Buyer to verify.

245 Magnolia St, Santa Rosa Beach

$5,900,000

7 Beds ⋅ 5 Baths ⋅ 995944 MLS ⋅ 3,448 SqFt.

Stunning Home Right on the sand with gorgeous Gulf Views in Grayton Beach!!! This exceptional 7-bedroom coastal retreat also features 2 bonus rooms, offering space and flexibility for large gatherings. Enjoy a large private pool, outdoor kitchen, private elevator, and parking for up to 8 cars--rare for a true beachfront home. Designed for luxury living, the property is turn key, features a dedicated bunk room, and three expansive balconies capturing breathtaking sunsets and stars on clear nights. Located less than 350' from The Red Bar and Chiringo, with a boat launch to place in a kayak or paddle board into Western Lake at the end of the street. Fully furnished and turnkey, this is effortless Gulf-front living at its finest.

6 Hotz Ave, Santa Rosa Beach

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