Grayton Beach, Santa Rosa Beach, FL Real Estate Search

Grayton Beach, Santa Rosa Beach, FL Just Listed Homes for Sale

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Newest Grayton Beach, Santa Rosa Beach, FL Just Listed Homes for Sale

52 Bentley Ln, Santa Rosa Beach
$1,819,000
4 Beds ⋅ 4 Baths ⋅ 1013676 MLS ⋅ 3,144 SqFt.
Set behind the gates of The Preserve at Grayton Beach, 52 Bentley Lane brings together the space, amenities, and beach access buyers are searching for along 30A. Built in 2021 and spanning 3,144 square feet, this coastal residence offers five bedrooms, generous gathering spaces, and a location within walking distance of the community's private gated deeded beach access. Designed with both everyday living and hosting in mind, the home offers five distinct bedrooms with flexibility for family, friends, and extended stays. The first-floor primary suite provides the convenience of main-level living, while the second level offers another spacious primary suite along with additional guest bedrooms, creating comfortable separation and privacy throughout the home. An open-concept main living area anchors the residence with plenty of room to gather, entertain, and settle in after a day along the Gulf. Beyond the home itself, life in The Preserve at Grayton Beach is centered around an impressive collection of amenities. The gated community features two private entrances and sidewalks throughout, with the community pool, fitness center, tennis courts, and pickleball courts all close by. Most notably, owners and their guests enjoy private gated deeded beach access within walking distance of the home. A scenic boardwalk leads through the natural coastal landscape before opening onto the sugar-white sand and emerald waters of the Gulf, offering a private way to enjoy the beach without relying on a crowded public access. Spend the morning walking to the Gulf, the afternoon by the pool or on the pickleball courts, and the evening exploring nearby Grayton Beach, Blue Mountain Beach, and the restaurants and shops throughout 30A. With five bedrooms, an amenity-rich gated setting, and private deeded beach access just a short walk away, 52 Bentley Lane offers an exceptional opportunity to enjoy the 30A lifestyle from the moment you arrive. Whether envisioned as a full-time residence, second home, or coastal investment, this home offers a compelling combination of space, privacy, convenience, and access to everything that makes this stretch of the coast so desirable. Contact us today for rental projections and cost-to-own figures.

52 Bentley Ln, Santa Rosa Beach

505 Defuniak 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

345 Morgans Trl, Santa Rosa Beach
$1,897,000
4 Beds ⋅ 4 Baths ⋅ 1010885 MLS ⋅ 2,730 SqFt.
Designer-curated coastal living in The Preserve at Grayton Beach. Welcome to one of the most distinctive properties in the gated community of The Preserve at Grayton Beach. This local interior designer owned, full-time resident home is layered, collected, and exceptionally executed. The residence pairs classic coastal architecture with custom millwork and a refined blend of traditional and contemporary design. Every space feels intentional, creating a home that is sophisticated without feeling formal--and refreshingly unique. The Kitchen. Designed as the heart of the home, the chef's kitchen showcases custom inset cabinets by Grimes Cabinetry and an oversized contrasting marble island, an inviting centerpiece for gathering and entertaining. A full-height marble backsplash frames the custom Venetian plaster hood, while warm brass hardware and fixtures add a refined touch. Premium paneled appliances, including Sub-Zero refrigeration, double Wolf wall ovens, and dual Miele dishwashers, complete this beautifully appointed space. Custom Interiors. Throughout the home, carefully considered details create a cohesive, elevated feel. Bespoke wallpaper, curated window treatments, designer lighting, layered rugs, and integrated millwork give nearly every space an individual sense of purpose. Outdoor Living. Thoughtfully designed as a natural extension of the home's interior, the outdoor living spaces offer the same comfort, style, and attention to detail. The screened rear porch features a shiplap-clad fireplace and television, creating an inviting setting for year-round relaxation and entertainment. Just beyond, the private backyard feels like a personal retreat, with mature landscaping, ambient lighting and a dedicated grilling patio. A maintenance free turf backyard is accented by a putting green inlay--perfect for practicing your short game just steps from the porch. The Preserve at Grayton Beach. Enjoy your own private beach access along a serene boardwalk leading to the to the sugary white sands of the Gulf. The Preserve is steps from direct access to the 30A bike path which runs the length of 30A as well as many state park entrances offering multiple hiking and biking trails. Local lakes offer opportunities for kayaking, paddleboarding and other water activities. This quiet enclave of the Preserve is undoubtedly a prime location situated amongst native oaks, pines and magnolias with immediate access to the 30A lifestyle.

345 Morgans Trl, Santa Rosa Beach

393 Wilderness Way, Santa Rosa Beach
$6,299,000
5 Beds ⋅ 6 Baths ⋅ 1010149 MLS ⋅ 5,686 SqFt.
Experience the rare opportunity to own a brand-new custom coastal estate in the exclusive gated community of Lakeplace at Grayton Beach, ideally positioned near the beaches, dining, and lifestyle of Grayton Beach on Scenic 30A. This exceptional 5-bedroom, 5 full bath, 2 half bath residence offers luxury, privacy, and a large lot, rarely found this close to the beach. Set on nearly half an acre, the home encompasses approximately 5,686 square feet of heated and cooled living space with just under 10,000 square feet under roof. Designed for both everyday comfort and grand-scale entertaining, the floor plan blends timeless coastal architecture with elevated modern finishes. The exquisite master suite is thoughtfully located on the main level, offering a private retreat complete with generous proportions, refined finishes, and a spa-inspired bath designed for relaxation and comfort. Upstairs, four spacious guest suites each feature their own private en suite bathrooms, providing exceptional comfort and privacy for family and visitors alike. The expansive outdoor living area is a true private retreat, featuring a large pool, spacious sun deck, covered lounge areas, and outdoor kitchen--perfect for hosting family and friends or enjoying quiet evenings after a day at the beach. Additional highlights include a three-car garage, oversized driveway, generous guest accommodations, and the peace of mind that comes with brand-new construction. Tucked along the shores of Western Lake and neighboring Grayton Beach State Park, the community offers a rare blend of coastal and lakefront living. Residents enjoy a serene, low-density setting with access to a shared dock and pier, ideal for paddleboarding, kayaking, or simply taking in the natural beauty. The neighborhood also features a community pool and convenient connectivity to Scenic 30A, placing dining, shopping, and beach access just moments away. With limited rental activity, the atmosphere remains peaceful and private--equally suited for a full-time residence or a refined second home retreat

393 Wilderness Way, Santa Rosa Beach

260 Magnolia 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

24 Magnolia 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

61 Auburn Dr, 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

10 Hotz Ave, 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

53 Bartons Way, Santa Rosa Beach
$2,649,000
4 Beds ⋅ 6 Baths ⋅ 1005194 MLS ⋅ 3,571 SqFt.
Welcome to the private, gated community of The Preserve at Grayton Beach. Perfectly situated just moments from Seaside and Gulf Place, this neighborhood offers an exceptional lifestyle. This stunning 3,571 sq ft residence, newly constructed by Simmons Custom Homes, is designed for both comfort and elegance. From the inviting rocking chair front porch to the screened-in back porch with its own fireplace and the third floor entertaining area, every space is crafted for enjoyment. This charming Florida Coastal home greets you with thoughtful luxury. The foyer flows into a versatile dining area and a spacious family room, which features a retractable glass wall opening seamlessly to the covered porch. Guest room with ensuite bath. The kitchen is a chef's dream, boasting bar seating, two refrigerators, classic marble countertops, and vibrant café curtains. A half bath and a full laundry room with ample cabinet storage and a utility sink completes the main level. The second floor offers a secondary family room, perfect for relaxing or media viewing. The primary suite is a true retreat, featuring a private covered porch, a spa inspired bath, and generous walk in closets. Two additional guest suites, each with custom tile work and built-in bunk beds ensure comfort for all guests, and a dedicated laundry room on this floor adds modern convenience. An elevator provides easy access to the third floor, which is designed for entertaining with a wet bar, half bath and covered porch Curated furnishings and high end finishes throughout the home, such as warm wood flooring, cozy brick fireplaces, lighted shelving, rustic brick accents, wood planked ceilings, under the stair wine storage and hand wrought iron railings define the property's unique character. Residents of The Preserve enjoy exclusive amenities including tennis and pickleball courts, two swimming pools, and deeded beach access. Ideally located near the premier shopping and dining destinations of Seaside, Grayton Beach, and Grand Boulevard, this home offers the very best of the 30A lifestyle.

53 Bartons Way, Santa Rosa Beach

186 Magnolia St, Santa Rosa Beach
$3,295,000
4 Beds ⋅ 5 Baths ⋅ 994736 MLS ⋅ 2,752 SqFt.
Welcome to 186 Magnolia Street - Where Old Grayton Soul Meets Refined Coastal Design - a completely reimagined coastal retreat that captures the quintessential Old Grayton Beach vibe-retro, relaxed, and effortlessly cool-this property is designed to entertain, built to endure and be coveted by guests and is just a short walk to two beach accesses. This stunning 4-bedroom, 4.5-bath home has been fully remodeled from top to bottom, blending vintage surf-style charm with modern luxury and high-end finishes throughout. The property offers exceptional parking with a garage featuring an epoxy floor, an additional carport, and a large driveway accommodating up to seven vehicles. The first level welcomes you with wood-planked tile flooring, a comfortable sitting area, and an inviting living space complete with a wet bar, ice maker, wine refrigerator, and a striking custom tile accent wall. A first-floor primary suite features an ensuite bath with a soaking tub and custom tile work. A stylish half bath with shiplap accents completes the interior. Step outside to the expansive first-floor deck, showcasing a large, heated pool with a chair deck, an herb garden with pergola, and space designed for outdoor living. (A paver walkway and pool deck are currently being completed.) The second and third levels feature beautiful oak wood flooring throughout. The second level offers a light-filled sitting area, dining space, and living room with a gas fireplace. The galley-style kitchen is outfitted with Thermador appliances, quartz countertops, open shelving, and a breakfast bar-perfect for entertaining. A hallway leads to a guest bedroom with an ensuite bath and private balcony overlooking the front yard, a bunk room with two full-size bunks and a full bath, and a conveniently located laundry room. The third level is dedicated to a serene primary suite, complete with an ensuite bath featuring dual vanities and a custom-tiled shower. A private balcony offers beautiful Gulf views, creating the perfect escape. Major upgrades include all new impact-rated windows and doors, new wiring and plumbing, new tankless water heater, three new HVAC units, and a new 30-year architectural shingle roof-offering peace of mind and modern efficiency. 186 Magnolia Street is a rare opportunity to own a thoughtfully updated beach home that honors the timeless Grayton Beach aesthetic while delivering today's comforts-all in one of the area's most beloved locations. Grayton Beach is beloved for its eclectic, retro surf culture, tree-lined streets, and an atmosphere that feels authentically coastal. Home to Grayton Beach State Park, world-class dining, and a strong sense of community, this is one of 30A's most sought-after and enduring neighborhoods. Whether envisioned as a refined personal escape, a legacy beach home, or a property with strong rental appeal thanks to its layout, amenities, and premier location, 186 Magnolia Street represents a rare opportunity to own a true Grayton Beach classic-elevated, effortless, and undeniably timeless. This is more than a beach house; this is a Grayton Beach Statement! Now is your chance to live the Grayton Beach Life-Artful, Authentic, and Unmatched!

186 Magnolia St, Santa Rosa Beach

76 Hotz Ave, Santa Rosa Beach
$4,450,000
7 Beds ⋅ 8 Baths ⋅ 993213 MLS ⋅ 3,576 SqFt.
Ideally positioned just steps from the sugar white sand, this exceptional residence captures the character of historic Grayton Beach and offers expansive gulf views from all four stories. The main living level is designed for effortless entertaining, featuring a spacious open floor plan anchored by a custom chef's kitchen with bespoke cabinetry, premium KitchenAid appliances, dual ovens, dual dishwashers, two sinks, a six-burner gas cooktop with a pot filler, an ice maker, a beverage cooler, and an expansive island seating area. The living and dining areas are generously scaled, highlighted by custom furnishings, a large dining space ideal for gatherings, and seamless access to a private outdoor living area. Outdoors, a private saltwater plunge pool is complemented by an outdoor kitchen with a gas grill, sink, and ample counter space, along with an outdoor shower, creating a relaxed yet elevated coastal retreat. Multiple guest suites span the upper levels, offering privacy, comfort, and flexibility for family and guests. Several bedrooms feature private ensuite baths and direct access to gulf-view balconies, creating serene personal retreats throughout the home. With a private elevator connecting all three levels, the home offers effortless access for every generation and is fully ADA compliant for added convenience. The upper-level cocktail lounge is a standout feature, offering unobstructed gulf views and a fully appointed entertaining space with a beverage cooler, ice maker, and sink, ideal for sunset gatherings. The top floor further includes a dedicated workspace, a spacious bunk room, a full bath, and an additional living space, offering room for everyone to spread out and unwind. Thoughtfully designed and meticulously appointed, this Grayton Beach property presents a rare opportunity to own a truly distinctive residence in an iconic location, where coastal elegance and everyday livability meet. Walton County Appraiser recognizes the Effective Built Date as 2021

76 Hotz Ave, Santa Rosa Beach

64 Banfill Street, Santa Rosa Beach
$3,390,000
6 Beds ⋅ 6 Baths ⋅ 783716 MLS
A Grayton Beach rarity: Western Lake views, a private guest cottage, a resort-style pool, and projected rental income of up to $373,000 annually combine to create a property as versatile as it is unforgettable. Timeless Grayton Beach character meets thoughtful modern renovation in this rare dual-residence offering just steps from Western Lake, the shoreline, and the heart of one of 30A's most storied beach villages. Originally built in 1970 and extensively reimagined, the property pairs a gracious main home with a fully detached private cottage, creating flexibility for hosting, multigenerational living, or income potential without sacrificing privacy or charm. The main residence spans approximately 2,910 square feet with five bedrooms and four-and-a-half baths across three levels. Recent updates include a fully redesigned kitchen, renovated bathrooms, fresh interior paint, new flooring, updated wiring and plumbing, two HVAC systems, new appliances, and a new roof. From the inviting front porch, morning coffee is enjoyed with tranquil views toward Western Lake. Inside, the first floor opens to a generous living and dining area that flows seamlessly into the kitchen, which offers ample space for an island and connects to a comfortable sitting or game room. A mudroom off the kitchen adds a half bath, a full-sized laundry, and direct access to the side yard for grilling. Two first-floor bedrooms feature updated ensuite baths, while a rear hallway leads directly to the backyard. Upstairs, the second level offers two additional bedrooms and two full baths. The third floor serves as a flexible retreat or bedroom, highlighted by a striking wood A-frame ceiling with access to the large balcony. The detached cottage provides approximately 560 square feet with one bedroom, one full bath, a family room, a full kitchen, a laundry room, an outdoor shower, and a separate entrance. With a new roof and alley access, the cottage allows easy movement to the beach, lake, and dining while remaining discreetly set apart from the main home. Outdoor living is equally compelling, with a spacious backyard ready for relaxed afternoons, a newly added private pool, curated hardscape, and lush landscaping. After a day on the water, rinse off at the outdoor shower or unwind in one of several private seating areas. Parking is generous with a paver driveway, additional front parking, and two rear spaces for a total of seven. Accessibility has been carefully considered with a ramp on the north side and a fully accessible first floor, including the primary bath. Both residences may be rented separately or together, offering exceptional versatility. Positioned moments from Western Lake, two beach accesses, and iconic spots like The Red Bar, Chiringo, and AJ's Grayton Beach, this is a rare opportunity to own a true Grayton Beach classic where coastal history, modern updates, and an unbeatable walkable setting come together with ease.

64 Banfill Street, Santa Rosa Beach

64 Banfill St, Santa Rosa Beach
$3,390,000
6 Beds ⋅ 6 Baths ⋅ 992659 MLS ⋅ 3,470 SqFt.
A Grayton Beach rarity: Western Lake views, a private guest cottage, a resort-style pool, and projected rental income of up to $373,000 annually, combine to create a property as versatile as it is unforgettable. Timeless Grayton Beach character meets thoughtful modern renovation in this rare fully-furnished, dual-residence offering just steps from Western Lake, the shoreline, and the heart of one of 30A's most storied beach villages. Originally built in 1970 and extensively reimagined, the property pairs a gracious main home with a fully detached private cottage, creating flexibility for hosting, multigenerational living, or income potential without sacrificing privacy or charm. The main residence spans approximately 2,910 square feet with five bedrooms and four-and-a-half baths across three levels. Recent updates include a fully redesigned kitchen, renovated bathrooms, fresh interior paint, new flooring, updated wiring and plumbing, two HVAC systems, new appliances, and a new roof. From the inviting front porch, morning coffee is enjoyed with tranquil views toward Western Lake. Inside, the first floor opens to a generous living and dining area that flows seamlessly into the kitchen, which offers ample space for an island and connects to a comfortable sitting or game room. A mudroom off the kitchen adds a half bath, a full-sized laundry, and direct access to the side yard for grilling. Two first-floor bedrooms feature updated ensuite baths, while a rear hallway leads directly to the backyard. Upstairs, the second level offers two additional bedrooms and two full baths. The third floor serves as a flexible retreat or bedroom, highlighted by a striking wood A-frame ceiling with access to the large balcony. The detached cottage provides approximately 560 square feet with one bedroom, one full bath, a family room, a full kitchen, a laundry room, an outdoor shower, and a separate entrance. With a new roof and alley access, the cottage allows easy movement to the beach, lake, and dining while remaining discreetly set apart from the main home. Outdoor living is equally compelling, with a spacious backyard ready for relaxed afternoons, a newly added private pool, curated hardscape, and lush landscaping. After a day on the water, rinse off at the outdoor shower or unwind in one of several private seating areas. Parking is generous with a paver driveway, additional front parking, and two rear spaces for a total of seven. Accessibility has been carefully considered with a ramp on the north side and a fully accessible first floor, including the primary bath. Both residences may be rented separately or together, offering exceptional versatility. Positioned moments from Western Lake, two beach accesses, and iconic spots like The Red Bar, Chiringo, and AJ's Grayton Beach, this is a rare opportunity to own a true Grayton Beach classic where coastal history, modern updates, and an unbeatable walkable setting come together with ease.

64 Banfill St, Santa Rosa Beach

186 Banfill St, Santa Rosa Beach
$10,500,000
4 Beds ⋅ 6 Baths ⋅ 970654 MLS ⋅ 4,559 SqFt.
A symphony of elegance in Grayton Beach, Lollygag commands the most coveted location on 30A, where Western Lake meets the Gulf of America in an awe-inspiring convergence of coastal beauty. Positioned at the curve of the Grayton Beach outfall, this home offers a rare and uninterrupted panorama, with forever-protected views of the dune lake, sugar-white sands, and emerald Gulf waters. Its setting is as private as it is breathtaking. Designed with an emphasis on both luxury and resilience, Lollygag is a fortress of coastal design, featuring a bedrock-anchored seawall ensuring lasting protection without compromising the natural beauty that surrounds it. Inside, every element has been thoughtfully curated to create a home that is both extraordinary in design and effortless in function. A commercial-grade elevator provides seamless access across all three levels, while wide hallways enhance flow and accessibility. The first floor is dedicated to comfort and convenience, featuring a steam room (sauna), full laundry, and half bath. The second level hosts two king suites, a queen suite, and a six-bed bunk room, each, except bunkroom, has its own private covered porch to take in the endless views. A handicap-accessible bath serves the bunk room, ensuring comfort for every guest. A swing bed on the second-floor porch provides a tranquil retreat, perfect for soaking in the coastal serenity. The third floor is where Lollygag truly shines. A grand great room, private office, screened-in porch, and an expansive seaward-facing deck with another swing bed create the ultimate indoor-outdoor living experience. Whether gathering in the open concept living space or unwinding as the sun dips below the horizon, every moment in this home is framed by the natural beauty of 30A's most remarkable setting. From its high-end appliances and integrated surround sound to its durable metal roof, hardboard siding, and Trex decking, every element of Lollygag speaks to quality and craftsmanship. Under-home covered parking with custom lighting enhances convenience, while two full outdoor showers offer the perfect way to refresh after a day on the water. With an unrivaled location, timeless design, and a level of craftsmanship rarely found, Lollygag stands as a benchmark of luxury along 30A. Used as a second home and not a rental, its pristine condition and exclusivity remain intact. Private showings by appointment only.

186 Banfill St, Santa Rosa Beach

196 Magnolia St, Santa Rosa Beach
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 991726 MLS ⋅ 2,016 SqFt.
Welcome to your dream Gulf view beach house in historic Grayton Beach, one of Florida's most beloved and iconic coastal communities. This beautifully updated 4 bedroom, 3.5 bath home sits just steps from the sugar white sand and emerald waters of Grayton Beach State Park, offering the perfect blend of charm, comfort, and investment potential. With a proven rental history and exceptional short term rental income opportunities, this property is both a serene retreat and a high performing asset. A True Grayton Beach Gem Located in the heart of Old Town Grayton Beach, where life moves at an easygoing pace and every day ends with a breathtaking sunset, this home invites you to relax on any of its three covered lanais and soak in the coastal breeze. The exterior has been meticulously maintained and enhanced with low maintenance natural landscaping, ensuring beauty without the upkeep. Resort Style Outdoor Living The main level is designed for unforgettable days in the sun, featuring: " A large custom pool " Outdoor shower " Poolside half bath " Covered terrace perfect for lounging or grilling " Ample storage, including a large owner's storage room/workspace " Covered parking This thoughtful layout makes beach living effortless for both owners and guests. Bright, Open, and Perfect for Entertaining On the second level, sunlight pours through expansive windows and doors, illuminating the spacious open concept living area. The upgraded kitchen features: " Custom white cabinetry " Stainless steel appliances " 6 burner gas range + dual oven " Wine Cooler / Beverage Fridge " Breakfast bar " Walk in pantry Three guest bedrooms and two full bathrooms provide plenty of space for family and visitors, while the screened porch offers a peaceful spot to enjoy morning coffee or evening cocktails. Private Third Level Retreat The entire third floor is dedicated to the luxurious primary suite, complete with: " Spectacular Gulf views " Expansive walk in closet " Spa inspired bathroom with jetted tub, large walk in shower, and dual vanities " Private covered veranda overlooking the water It's a sanctuary designed for relaxation and rejuvenation. Unmatched Walkability & Local Lifestyle This home places you in the center of everything that makes Grayton Beach so special: " Walk to 15+ restaurants, cafés, and local favorites " Two beach access points just two blocks away " Steps from Grayton Beach State Park " Launch a boat or YOLO board into Western Lake " Paddle straight out to the Gulf or explore Turtle Reef Grayton Beach is known for its quirky charmlocals lovingly say, "Nice Dogs, Strange People"and Southern Living has described the area as "upscale but unfussy." It's a community unlike any other on 30A. Turnkey & Rental Ready This home is being sold fully furnished and rental ready, making it an ideal opportunity for investors seeking a high value short term rental with a strong rental history. Whether you're looking for a personal getaway, a full time residence, or a top performing vacation rental, this property checks every box. Don't miss your chance to own a rare piece of paradise in one of the most sought after neighborhoods on 30A. Buyers should verify all dimensions and details important to them.

196 Magnolia St, Santa Rosa Beach

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