SEASIDE, FLORIDA REAL ESTATE

Pastel perfection, white-sand wonders and classic chic.

If you think the adorable town of Seaside seems gorgeous enough to make it in Hollywood, you’re not alone. This postcard-perfect enclave was the backdrop for Jim Carry’s hit movie The Truman Show. The birthplace of the New Urbanism architectural design movement – which essentially means “refreshingly refined and relaxingly retro” – charming Seaside is a coastal enclave of pastel-colored beach houses, sparkling Airstream Row, lively festivals, open-air concerts and al fresco dining. Perfect is as perfect does, and in Seaside, they’re doing it beautifully. 

Why You’ll Love It

  • Iconic, white-washed New Urbanist architecture 
  • Plentiful dining choices, from elegant restaurants to street food
  • Upscale boutique shopping  
  • Easy biking or walking access to WaterColor 
  • Local- and chef-favorite Seaside Farmers’ Market
  • Public beach access with beach amenities
  • Cultural events throughout the year

Everyday Life 

Life in the award-winning, luxury community of Seaside means everything you need is at your fingertips, from exclusive dining and shopping opportunities to breathtaking beaches. When you’re not on the sand or in the turquoise waves, you’re mingling with your neighbors at the weekly farmers’ market, an art gallery opening or one of the many community-building events that take place each year. There’s no need for a car as you walk or bike between home, the shops, the restaurants and even the grocery store. 

Founded with an Old Florida beach town vision, Seaside today is friendly and familial, yet sophisticated and serene, a place where you’re as comfortable barefoot in the surf as dressed to the nines for a special-occasion dinner. And at day’s end, in your gracious, luxurious home, you’ll toast to the visionaries who dreamt up this perfect paradise. (There’s a mural of the architect in town, if you’d like to pay homage.)

Dining, Entertainment & Shopping

Farm-to-table and surf-to-table top the coastal cuisine menus in Seaside. Casual beachfront eateries have a loyal following, including long-time favorite Bud and Alley’s, where you can sip tasty sunset cocktails at the rooftop bar and indulge in fresh seafood. Head over to the convivial Pizza Bar, to tuck into a savory wood-fired pizza or make your way to the colorful and festive Taco Bar for its extensive and tempting menu (and top-shelf tequilas!). Black Bear Bread Co. brings scrumptious breakfast sandwiches, pastries and breads to Seaside’s foodie-focused community. 

Can’t quite decide what you’d like to eat, or perhaps you’re too active to sit down for long? Visit the retro food trailers of Airstream Row, serving everything from 100-layer donuts to succulent barbecue, crepes and snow cones. Or, head to the porch at Great Southern Cafe, where no one can turn down the famous Grits a Ya Ya with blackened shrimp, bacon, mushrooms – need we say more? 

Locals and visitors alike stream toward the Saturday morning Seaside Farmers’ Market in the Seaside Amphitheater – which just also happens to be a South Walton chef favorite for its plethora of fresh produce, meats, dairy and baked goods (the same delicious ingredients you’ll find used in Seaside’s incredible restaurants). For everything else you may need to whip up a meal in your home’s gourmet kitchen, stop by Modica Market (don’t forget to include one of their homemade desserts in your shopping basket). 

Set aside a full day when you shop in Seaside. A quick trip into that cute boutique “over there” turns into a quick pop into the shop “over here” … and so on. Peruse the fine pearls and leather jewelry by Wendy Mignot at La Vie est Belle. Flip through the best in modern and historical fiction at Sundog Books or pick up classic or edgy, new or used vinyl records at Central Square Records. From vintage treasures to tabletop gems and quirky gifts for your furry friends, The Art of Simple offers an array of carefully curated goods. 

The Shops at Ruskin bring out the neighborhood on Saturday mornings with their European-inspired “farmer and flea market.” Local farmers bring their freshest items, while Seaside shops set up booths in the Ruskin Place park. If you miss it, don’t worry – there are several enticing boutiques around the green space, from Cara Roy Artworks to Eliott Boutique. Continue a day of outdoor shopping at Cabana by the Seaside Style, a boutique set up like an outdoor bazaar with a fantastic selection of warm-weather fashions. 

Treat kids of all ages to a whimsical toy from Duckies Shop of Fun, where part of the proceeds give back to local community organizations such as the Special Olympics of Walton County and Alaqua Animal Refuge. You never know what fun you’ll find under the rubber ducky disco ball!

Things to Do

You’re always just a few steps from the soft white-sand beaches of Seaside. The town has nine uniquely designed pavilions, offering a sense of peace on the beach. Each anchors a street that provides access to the inviting emerald waters of the Gulf of Mexico. Cabanas line the beach, urging you to stay awhile, watching the kids play in the waves or sinking into a new novel. Public beach access at the Coleman Pavilion (or obelisk) includes provided chair sets and umbrellas, as well as food and beverage service from Seaside eateries. 

Cultural events light up the Seaside social calendar, including the Seeing Red Wine Festival, where you can taste vintages from around the world and enjoy live entertainment; and Nights on the Green, presented by the Seaside Repertory Theatre. Gallery openings take place routinely throughout the year. 

Seaside Real Estate & Homes for Sale 

Seaside is a choice spot for those looking to make their permanent residence feel more like a vacation. Whether you’re looking for a luxurious primary home, secondary home or an investment property, Seaside’s appeal remains the same: a place to relax, reconnect and call home in beautiful Northwest Florida. Seaside homes range from centrally located condos to lavish beachfront mansions. You’ll find 1,600-square-foot condos starting at $2.8 million all the way to luxurious 3,800-square-foot estates that can sell for up to $6.5 million.

64 Roberts Way, Santa Rosa Beach
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 1011791 MLS
Introducing a Masterpiece of Coastal Preservation in Seaside's Historic Rosewalk Looking for a storybook beach cottage in one of the country's most celebrated coastal towns? This is it. Tucked away in Rosewalk--Seaside's iconic original neighborhood--this rare property offers the quintessential beach lifestyle, situated just across 30A from the legendary Tupelo Street beach access. This one-of-a-kind, 3-bedroom, 2-bathroom home features an additional tower flex room and has just completed an extensive, meticulous 17-month renovation. To honor the cottage's pedigree, the current owners brought back the original visionary behind both the home and Rosewalk itself: renowned architect Robert Orr. The extensive reimagining seamlessly blends historic character with cutting-edge, future-proof structural updates. The second floor was expanded to create a true primary sanctuary, complete with a luxurious four-piece en suite bathroom featuring a freestanding soaking tub. Throughout the home, custom-milled 3/4-inch pine walls and ceilings perfectly match the originals--leaving the entire cottage completely free of drywall to preserve its authentic architectural soul. Beneath the surface, every detail has been engineered to exceed modern luxury standards. The home boasts sinker pine floors, milled from historic logs recovered from the Chattahoochee River, alongside new designer lighting and hurricane-rated windows throughout most of the home. The exterior walls were rebuilt as a vented rainscreen system with a fluid-applied water barrier and an air gap behind new cedar siding, managing moisture far better than most new construction on the market today. The roof was entirely rebuilt from the deck up, featuring a fully sealed waterproof membrane beneath premium corrugated metal. Additional mechanical upgrades include a new tankless water heater and a highly efficient two-zone HVAC system. On the main level, a brand-new subfloor anchors a beautifully rebuilt guest bathroom with a zero-entry shower, alongside a kitchen that radiates coastal charm. The kitchen perfectly pairs timeless marble countertops and soft blue cabinetry with a classic apron sink, subway tile backsplash, and retro-styled appliances. Rarely does a property combine this level of architectural significance, structural integrity, and coveted location. Fully furnished less some art and accessories.

64 Roberts Way, Santa Rosa Beach
771 Forest St, Santa Rosa Beach
$3,329,500
4 Beds ⋅ 5 Baths ⋅ 1011509 MLS
Behind a white picket fence in the heart of Seaside, this 2,416 square foot home offers four bedrooms and four and a half baths, with beautiful porches on the ground level and a sense of privacy that is hard to find in town. Hardwood floors run throughout the first floor, home to two guest bedrooms and the master suite, each with its own full ensuite bath. The guest bedrooms feature shower tub combos, ceiling fans, and recessed lighting, while the master suite holds a king bed, double vanities, a stand up glass shower enclosure, and windows that fill the room with natural light, with under stairs storage tucked nearby. A laundry room finished with cabinets and counter space rounds out the floor. The second floor is where the living space unfolds, anchored by a kitchen outfitted with a gas range and generous counter space alongside a dining area that seats eight, all framed by natural light. A large bedroom on this floor offers built-in bookshelves and cabinetry along with an ensuite bath with a shower tub combo, and a half bath serves the main living area. A screened porch invites true outdoor living, complete with a porch swing for taking in the Seaside evenings. A third floor loft overlooks the living space below, offering ample sleeping space, and one final rise leads to a fourth floor balcony wrapping two sides of the house for 180 degree views over the treetops of Seaside. The home sits just a few blocks from the Pensacola Street beach pavilion, with easy access to Seaside's town center, shops, and restaurants.

771 Forest St, Santa Rosa Beach
16 Natchez St, Santa Rosa Beach
$4,400,000
4 Beds ⋅ 4 Baths ⋅ 1010600 MLS
Sitting prominently at the corner of 30A and Natchez Street, this custom built and updated main home occupies one of Seaside's most coveted locations, directly across from the beach and just steps from the beach walkover. The full-width front porch, anchored by stout columns and a classic porch swing, wraps around the home and opens onto two of the bedrooms. Step through the foyer and the character of this beach cottage unfolds through board and batten walls, wood trim and wainscoting, and an inverted floor plan that places all four bedrooms on the first level and the main living space above. The first floor features opens to a central hall leading to four bedrooms and three full baths. The king master retreat sits at the rear of the home for privacy, with a private en-suite bath featuring a separate tub and shower, plus a screened porch for a quiet retreat. A second king bedroom includes plantation shutters, a built-in closet with drawers, and an en-suite bath that connects to an outdoor shower. A third king bedroom offers a private closet and shares a Jack-and-Jill style bath with the fourth bedroom, currently configured as a queen, with both of these bedrooms opening onto the wraparound veranda. A hall laundry closet with washer and dryer adds convenience to the first floor. Stairs off the foyer lead to the second level living area, where oak flooring continues underfoot and peaked ceilings with exposed beams create a light, airy gathering space. Two linen slip-covered sofas with swivel club chairs anchor the living room, complemented by a half bath. The kitchen has been fully remodeled with Taj Mahal quartzite countertops, new cabinetry, a KitchenAid electric range and hood, KitchenAid refrigerator, and a panel-ready Thermador freezer with ice maker. Two dining spaces, an indoor banquette with storage and an outdoor eating area offer flexibility for entertaining, all framed by French doors and tall windows that shift the room's light and ambiance throughout the day. The home is offered fully furnished. A spiral staircase leads to the enclosed tower on the third level, opening to a private deck with gulf views spanning east to west, capturing both town and water views. Perhaps the greatest opportunity at 16 Natchez is what's still to come: approved plans already exist for an 800-square-foot, two-bedroom guest cottage on the property, offering a rare path to add meaningful square footage and value in the heart of Seaside. Seaside is the town that started it all, the original New Urbanist community on 30A and the model for beach towns built for walking rather than driving. As Seaside's westernmost street, Natchez sits just before Watercolor begins, placing this home at the edge of two of 30A's most celebrated communities. This home sits directly across the street from the Natchez Beach Pavilion, one of Seaside's iconic sugar white sand access points, putting the Gulf within an easy walk from the front porch. From here, residents are close to the pedestrian paths and greenways that connect throughout town, as well as the shops, restaurants, and open air markets of Seaside's central square.

16 Natchez St, Santa Rosa Beach
2000 E County Highway 30a, Santa Rosa Beach
$8,900,000
3 Beds ⋅ 4 Baths ⋅ 1010087 MLS
Gulf front and spectacular! The views from this incredible home will amaze you. This beauty was designed by renowned architect Scott Merrill, winner of AIA Design Awards, and the SEASIDE Prize. Extensive remodeling throughout created this masterpiece! All emphasis is on the views and location. Brand new storm rated doors and windows frame the vistas and offer protection and peace of mind. The second level sports the kitchen with all high-end appliances, dining area, living room, and half bath. Wall to wall windows blur the lines between inside and out. Passing through one of the sets of French doors leads you to an open porch/outdoor living area overlooking the sea. This is the perfect place for catching early morning sunrises and those famous Gulf of America sunsets. The ground floor boasts two gorgeous guest suites- one with four bunk beds, and a magnificent master suite! All bathrooms have been beautifully remodeled- new vanities, all newly tiled floors and showers, plus frameless glass shower doors, etc. Off the master suite is a separate and private screened porch with an oversized soaking tub- a peaceful and relaxing end to a busy beach day or just hiding from the kids! The exterior of this classic beach cottage features board & batten siding, extended overhangs, full view glass doors and floor to ceiling windows. Seldom does a gorgeous gulf front home in SEASIDE- that's not a mini-hotel, become available for new ownership. This is a must see and explore.

2000 E County Highway 30a, Santa Rosa Beach
130 Odessa St, Santa Rosa Beach
$3,785,000
4 Beds ⋅ 6 Baths ⋅ 1007786 MLS
A Charleston-Inspired Seaside Retreat Designed for Coastal Living Set within one of the most prestigious and award-winning communities along 30A, 'Just For Fun' is a beautifully renovated Charleston-inspired home that captures the essence of Seaside living. Designed with family, friends, and effortless coastal enjoyment in mind, this exceptional property combines timeless architecture, modern amenities, and an enviable location. One of the home's most compelling features is its rare corner-lot setting at the quiet end of a dead-end street. Enjoy the natural light, openness, and additional space of a corner location without the traffic--creating an unusually private and peaceful retreat in the heart of Seaside. Across the street from the West End Family Pool and just a short stroll from Seaside's iconic white-sand beaches, this home places you close to everything while maintaining a sense of privacy and tranquility. MAIN HOUSE | TIMELESS ARCHITECTURE, MODERN COMFORT The main residence is thoughtfully designed across three levels, with generous spaces for gathering as well as private retreats for family and guests. The first floor features two spacious king suites, each with its own en-suite bath, providing comfort and privacy for owners and guests alike. Upstairs, the second floor serves as the heart of the home. A dramatic living room with soaring ceilings and abundant natural light creates an inviting setting for relaxing and entertaining. French doors open onto a side porch, extending the living space outdoors and embracing Seaside's quintessential indoor-outdoor lifestyle. The renovated kitchen combines style and performance, featuring new quartz countertops and premium stainless-steel appliances, including a Viking gas range, Liebherr refrigerator, Bosch dishwasher, and built-in Sharp microwave. A newly added half bath and convenient laundry area complete this level. The third floor offers a private third bedroom with en-suite bath, along with a spacious sleeping loft that is sure to become a favorite gathering spot for children and grandchildren. An owner's storage room provides valuable space for keeping personal belongings organized and out of sight. Continue upward to the rooftop sun deck and covered tower, where elevated views provide a spectacular setting for evening sunsets and glimpses of the Gulf--a quintessential Seaside experience. GUEST QUARTERS | PRIVACY WITH FLEXIBILITY Attached guest quarters add another dimension to this already versatile property. The space can be completely locked off for privacy or seamlessly incorporated into the main residence when hosting extended family and friends. The lower level includes a full kitchen, comfortable living and dining areas, and a full bath. Upstairs, guests enjoy a private primary bedroom with full bath, a sleeping loft, and their own porch. Whether used for visiting family, guests, or as a private retreat, the guest quarters offer exceptional flexibility while preserving the character and charm of the main home. OUTDOOR LIVING | MADE FOR SEASIDE DAYS A charming brick patio connects the main house and guest quarters, creating an inviting outdoor setting for morning coffee, afternoon gatherings, or memorable al fresco dinners with family and friends. Recently and extensively renovated, "Just For Fun" is truly move-in ready, allowing you to begin enjoying the very best of Seaside from day one. "Just For Fun" offers a distinctive opportunity to experience Seaside at its very best. Come for the beach. Stay for the lifestyle. Make "Just For Fun" your own.

130 Odessa St, Santa Rosa Beach
2130 E Co Highway 30a, Santa Rosa Beach
$11,598,750
5 Beds ⋅ 6 Baths ⋅ 1007146 MLS
Perched just steps from the sand in the heart of Seaside, Beluga is a timeless coastal retreat where classic architecture meets easy, elegant living. Step through the front door and into a small, welcoming den anchored by original shiplap and rich wood floors that continue throughout the home. A private elevator, serving all three levels, sits just off the entry alongside a full laundry room. Down the hall, two spacious king suites offer private retreats of their own. Each features a king-size bed, shiplap walls, and a full ensuite bath with a tiled shower-tub combination behind glass enclosures; the second suite adds built-in dresser drawers and a separate vanity area with polished chrome fixtures. Both come fully furnished and ready for guests. Farther down the hall, mirror-image bunk suites flank either side, each outfitted with two sets of twin-over-full built-in bunks and generous built-in storage. Every bunk suite has its own private bath -- one finished in marble tile with a separate shower -- and each opens conveniently to both the interior hallway and directly to the back door, making it easy to rinse off after a day at the beach. An owner's storage closet completes the first floor. Take the elevator or stairs to the second floor, where a light-filled landing opens onto a cozy den with built-in storage and plenty of seating -- the ideal spot to unwind. The rest of this level belongs entirely to the primary suite, a true retreat with two separate ensuite baths. The gentleman's bath features a spa-style shower and penny-tile flooring, while the lady's bath is finished in marble with built-in storage, a dressing table, a full shower-tub combination, its own full-size washer and dryer, and floor-to-ceiling windows that flood the space with light. Step outside onto a private balcony furnished with a sleeping swing and lounge seating -- perfect for morning coffee or evening sunsets. The third floor is the heart of the home, crowned by a soaring, light-filled ceiling designed by Scott Merrill, the same architect behind the iconic Seaside Chapel. Floor-to-ceiling windows frame panoramic Gulf views, illuminating an open living room and a dining area that comfortably seats eight with room to spare. The kitchen is outfitted with Viking appliances including a six-burner gas range, marble countertops, a farmhouse sink, a dishwasher, and generous counter space, with a pass-through window connecting it to the living area so the whole floor feels open and connected. A powder bath sits just off the kitchen. north-facing windows look toward Seaside's town center, and the elevator reaches all the way here, opening directly into the kitchen. Beyond the living area, step out onto Beluga's show-stopping entertaining porch. Finished with the same signature ceiling detail as the living space inside, this expansive outdoor room comfortably seats a crowd and includes space for outdoor dining, all beneath sweeping Gulf views -- the perfect stage for sunset gatherings and long, easy evenings by the water. Fully furnished and thoughtfully laid out across three levels, Beluga sleeps up to eighteen guests across five bedrooms and five and a half baths in roughly 3,500 square feet -- offering the rare combination of architectural character, everyday comfort, and true Gulf-front living.

2130 E Co Highway 30a, Santa Rosa Beach
128 Tupelo St, Santa Rosa Beach
$4,400,000
5 Beds ⋅ 6 Baths ⋅ 1002020 MLS
Nestled in the heart of Seaside, this beach home was built to encompass the refined style of one of 30A's original beachside communities. Upon arriving at ''Taste and Sea'' you are welcomed by three stories of outdoor entertaining spaces, along with patios and decking to connect the main house to the fully serviced guest house. Through the generous front foyer, walk into the inviting living and dining room, dressed in a combination of modern and antique furnishings. Doric columns define each of the main areas on the first floor, but offer visibility from every room into the next. The Kitchen is equipped with everything a cook might need and is tucked away with pocket doors to allow entertainment to remain in the large indoor / outdoor living and dining spaces. The "Sugar Shack" guest house includes a full kitchen, laundry, and flexible living space. A first-floor day room can function as a bedroom, while the second-floor primary suite features a half bath and Juliet balcony overlooking the garden. Set on a larger, private lot backing up to Old Seagrove, the property offers strong outdoor living space in a central Seaside location.

128 Tupelo St, Santa Rosa Beach
2048 E Co Highway 30a, Santa Rosa Beach
$5,750,000
6 Beds ⋅ 6 Baths ⋅ 1001390 MLS
Experience the rare opportunity to own a beautifully updated coastal retreat south of 30A in the world-renowned community of Seaside, Florida. Offered for the first time by the family who originally built the home, this exceptional property has been lovingly cared for and thoughtfully enhanced throughout the years, creating a timeless retreat designed for generations of family memories. A true coastal masterpiece, the home captures spectacular Gulf views and embraces the relaxed indoor-outdoor lifestyle that makes Seaside so extraordinary. Two expansive porches extend the living and dining spaces outdoors, creating inviting settings for morning coffee, sunset cocktails, leisurely dinners, and effortless entertaining. At the center of the home is a thoughtfully designed chef's kitchen, complete with a four-seat breakfast bar that naturally draws family and friends together. It is the perfect gathering place to prepare picnic lunches before heading to the beach or share stories at the end of a sun-filled day. For relaxed evenings, a first-level media room provides a comfortable retreat for movie nights and quiet family time. The generous floor plan offers six bedrooms and six full baths, including three luxurious king suites, providing exceptional comfort and privacy for family and guests. Every detail has been considered for easy coastal living, from the spacious storage area for bikes, beach chairs, and all the essentials of a day at the shore to the convenient private outdoor shower that keeps the sand outside where it belongs. Just steps from one of Seaside's seven private HOA beach accesses, the home places you within easy reach of the community's iconic beach, town square, restaurants, shops, and the unmistakable charm that has made Seaside one of the most coveted destinations on Florida's Emerald Coast. Two private carports provide a total of four parking spaces, an especially valuable amenity in Seaside. Extensively updated and ready to enjoy, recent improvements include a new roof, impact-rated windows and doors, new exterior siding, completely replaced decks and handrails, fresh interior and exterior paint, refinished floors, new window treatments, an updated bath off the kitchen, and new landscaping. Rarely does a home combine this level of thoughtful updating, generous accommodations, Gulf views, and an exceptional location so close to the beach. This is more than a Seaside home--it is an invitation to slow down, gather together, and create the kind of Emerald Coast memories that last for generations.

2048 E Co Highway 30a, Santa Rosa Beach
29 Rosewalk Aly, Santa Rosa Beach
$1,995,000
2 Beds ⋅ 2 Baths ⋅ 1000975 MLS
29 Rosewalk Aly is a rare opportunity to own in the iconic community of Seaside, Florida. This charming two-bedroom home features a formal living room and dining room, blending comfort with timeless elegance. Built using indigenous materials and designed in harmony with Seaside's architectural traditions, the residence reflects the region's celebrated style, where porches, pitched roofs, and thoughtful details create a home that feels both enduring and inviting. Life in Seaside is unlike anywhere else. Just steps from Town Hall Square, homeowners enjoy a lifestyle centered around walkability and community. Stroll to world-class restaurants, boutique shopping, and cultural landmarks, or take advantage of the multiple private beach access points reserved exclusively for Seaside homeowners, leading to the community's sugar-white sands and emerald waters. With its quiet alleys, lush native landscaping, and a deep sense of connection between neighbors, Seaside is more than a place to live it is a way of life. 29 Rosewalk Aly offers not only a beautifully designed home but also the chance to become part of a community renowned for its architecture, culture, and coastal charm. Rarely do properties become available here, making this an extraordinary opportunity to claim your place in one of Florida's most beloved towns. Reach out today for rental projections & cost to-own figures.

29 Rosewalk Aly, Santa Rosa Beach
Start Your Search

Vendor Member Number : 28166