Search Properties on the Emerald Coast!

Seaside FL Real Estate

Seaside, Florida is the crown jewel of Scenic Highway 30A — the iconic, pastel-colored master-planned community that inspired a generation of New Urbanist design and was famously featured as the setting for the film "The Truman Show." Located in Santa Rosa Beach, Walton County, Seaside is one of the most recognizable and sought-after addresses on the Emerald Coast. Its walkable streets, proximity to the Gulf, thriving town center, and vibrant arts and food scene make it a perennial favorite for buyers seeking a true Emerald Coast lifestyle.

Ash Caswell, Broker/Owner of Ash Caswell & Company, has 17 years of experience selling properties throughout the 30A corridor including Seaside. As a sixth-generation Emerald Coast native, Ash has the relationships and market expertise to help you find and secure a property in one of Florida's most coveted communities.

Why Buy Real Estate in Seaside FL?

Seaside was built with intention — every detail, from the white picket fences to the food trucks at Airstream Row to the amphitheater at the town center, creates a community experience unmatched anywhere on 30A. The real estate market reflects this unique appeal: Seaside properties are among the most consistently in-demand on the corridor, with a loyal buyer base of both lifestyle purchasers and investors drawn to the community's exceptional rental performance.

The community's central location on 30A puts you within walking or biking distance of Grayton Beach, WaterColor, and Seagrove Beach, while the town center provides everything you need on a daily basis — dining, shopping, fitness, and entertainment all within steps of your front door.

Frequently Asked Questions — Seaside FL Real Estate

What is the average home price in Seaside FL?

Seaside real estate prices range from approximately $800,000 for smaller cottages to $4 million+ for larger Gulf-view homes and premium properties. The community's iconic status and consistently strong demand support premium valuations, particularly for Gulf-view and central-location properties. For current listings and market data, call Ash Caswell at 850-419-5934.

Is Seaside FL a good vacation rental investment?

Seaside is one of the strongest vacation rental markets on the Emerald Coast. The community's fame (amplified by The Truman Show), the town center's amenities, and its loyal repeat visitor base drive exceptional rental income. Many Seaside properties generate $100,000–$200,000+ annually in gross rental income. Ash Caswell can provide realistic rental projections and connect you with local property management resources.

Where exactly is Seaside FL located?

Seaside is located along Scenic Highway 30A in Walton County, Florida — part of the Santa Rosa Beach unincorporated community. It sits roughly mid-corridor on 30A, between Grayton Beach to the west and Seagrove Beach to the east. Seaside is approximately 45 minutes east of Destin and 40 minutes west of Panama City Beach.

What makes Seaside unique among 30A communities?

Seaside pioneered the New Urbanism movement — a design philosophy centered on walkability, mixed uses, front porches, and human-scaled streets. It was planned in the 1980s and has remained remarkably true to its original vision. The result is a community where you actually know your neighbors, walk to dinner, and feel genuinely connected to a place. The town center, Airstream Row food vendors, amphitheater events, and Bud & Alley's restaurant give Seaside an energy that draws visitors back year after year.

Who is the best real estate agent in Seaside FL?

Ash Caswell, Broker/Owner of Ash Caswell & Company, specializes in 30A properties including Seaside. With 17 years of local experience and deep roots as a sixth-generation Walton County native, Ash brings genuine expertise and a trusted network to every transaction. Call or text 850-419-5934, or visit ashcaswellcompany.com.

How do I find a realtor near me in Seaside, FL?

Seaside homes rarely come on the market, so it helps to work with someone who knows the town and its owners. Ash grew up in Walton County and has sold along 30A for 17 years. Call or text Ash at 850.419.5934.

Can a Seaside real estate agent help me buy a vacation rental?

Yes. Many Seaside cottages rent well because of the walkable town center. Ash reviews rental history and town rules with every buyer. Rental rules vary by HOA and property, so Ash confirms them before you make an offer.

25 Plantation Cir Unit LOT 71, Santa Rosa Beach
$399,900
1015128 MLS
Discover the perfect setting to build your dream home on this exceptional 0.61-acre wooded homesite in one of Santa Rosa Beach's most desirable communities. This lot offers a rare combination of privacy, mature trees, and generous space, creating an ideal backdrop for a custom coastal retreat. Located just approximately a half-mile from Gulf Place Town Center and the Ed Walline Regional Beach Access, you'll enjoy easy access to sugar-white sand beaches, local restaurants, boutique shopping, coffee shops, and live entertainment. Residents also have access to an expansive community pool, providing the perfect place to relax and unwind after a day at the beach. Opportunities to own a homesite of this size in such a prime location are increasingly rare. Whether you're planning a primary residence, second home, or investment property, this lot offers the space, location, and lifestyle you've been searching for.

25 Plantation Cir Unit LOT 71, Santa Rosa Beach
49 Seaboard Ln, Santa Rosa Beach
$1,699,900
4 Beds ⋅ 4 Baths ⋅ 1015125 MLS
Welcome to Bluewater Landing, an intimate GATED COMMUNITY SOUTH of Scenic Highway 30A in Blue Mountain Beach. Surrounded by South Walton's rolling dunes and coastal dune lakes, this sought-after location offers convenient access to sugar-white beaches, local dining, outdoor recreation, and the 18-mile Timpoochee Trail. With more than 4,000 square feet, this meticulously maintained residence features 6 spacious bedrooms, 6 full en-suite bathrooms, two spacious single-car garages, and an ELEVATOR serving all three levels for convenience. The open-concept main floor is filled with natural light and anchored by a well-appointed kitchen--creating an inviting setting for everyday living and effortless entertaining. Never used as a short-term rental, this home shows minimal wear and is presented in exceptional condition! This property offers flexibility as a primary residence, second home, or investment. It has previously rented for $10,500 per month, and an identical floor plan in the community reportedly generated over $150,000 in rental revenue.

49 Seaboard Ln, Santa Rosa Beach
87 Village Blvd Unit APT 512, Santa Rosa Beach
$533,000
2 Beds ⋅ 2 Baths ⋅ 1015097 MLS
Coastal Living at Its Best! Don't miss this ground floor unit in The Village at Blue Mountain Beach! A gated community located less than 1/2 mile from the sugar sand with lots of restaurants and shops only steps away. This unit has been completely renovated and comes fully furnished with a Golf Cart Included! Whether you're looking for a primary residence, a relaxing second home, or an investment opportunity, this beautifully updated condo is sure to impress! Step inside and discover a completely updated interior featuring beautiful flooring throughout, plantation shutters on every window and door, and stylish furnishings that make this condo feel like a true beach retreat. The updated kitchen boasts stainless steel appliances, granite countertops, and a convenient breakfast bar that opens seamlessly to the living area, creating the perfect space for entertaining and relaxing. The living room boasts lots of natural light, new furniture and shiplap wall accent. The desirable split-bedroom floor plan features two bedrooms located on opposite ends of the unit, providing added privacy and separation for owners and guests and a large walk-in closet in the primary bedroom. Both bathrooms feature beautiful tile, new fixtures and vanities with granite tops. Outside you'll love the covered porch overlooking the quiet community perfect for relaxing and having your morning coffee. The Village offers lots of amenities including a large pool, fitness center, bocce ball, putting greens, shuffle board courts, outdoor grilling space, and golf cart parking. Easy to walk to shops and restaurants including the popular Mimmo's Italian Ristorante and Blue Mountain Creamery. Don't miss your opportunity to live or invest in one the most popular Gated Communities on the West end of scenic 30A.

87 Village Blvd Unit APT 512, Santa Rosa Beach
42 Via Largo Unit # 7-B, Santa Rosa Beach
$369,900
2 Beds ⋅ 2 Baths ⋅ 1015092 MLS
Discover coastal living at its best in this beautifully maintained townhome in the sought-after Escada neighborhood, south of Highway 98 and just 1.5 miles from the sugar-white beaches of 30A. Enjoy convenient walkability to Butler Elementary, the beach, and local restaurants via a scenic neighborhood nature trail. Located across from the lake, this home offers access to a community pool and an unbeatable location close to shopping, dining, and everything that makes 30A special. Inside, the open-concept layout features vaulted ceilings, oversized windows, and abundant natural light. The kitchen offers stainless steel appliances, a breakfast bar, ample cabinetry, and a brand-new ceiling. Enjoy carpet-free living with tile in the main areas and luxury vinyl plank throughout the bedrooms, stairs, and upstairs. A flexible first-floor guest bedroom with two closets and full bath access is ideal for guests or a home office. Upstairs, the private primary suite features a walk-in closet and en suite bath. Additional upgrades include a Reme Halo whole-home air purification system. Outdoor living shines with a screened-in porch, spacious fenced backyard (a rare find in the area), and a dedicated deck perfect for grilling and entertaining. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this townhome delivers location, lifestyle, and value in one exceptional package. Experience the 30A lifestyle and make this coastal retreat yours!

42 Via Largo Unit # 7-B, Santa Rosa Beach
429 Ridgewalk Cir, Santa Rosa Beach
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 1015089 MLS
Classic architecture, exceptional craftsmanship and a coveted homesite set the stage for this beautifully appointed residence in Ridgewalk, a gated community just one mile from the sugar-white sands of Scenic Highway 30A. Built by respected local builder Randy Wise, this three-bedroom, three-bath home offers 2,356 square feet of thoughtfully designed living space, where timeless finishes, custom upgrades and an enviable coastal location create an inviting setting for everyday living. Positioned on one of the community's most desirable lots, the home enjoys enhanced privacy, generous driveway space and the enduring appeal of its handsome brick exterior. Inside, the Normandy floor plan balances sophisticated design with effortless functionality. Rich hardwood flooring, custom shiplap accents and carefully selected finishes lend warmth and character to the open living spaces. At the heart of the home, a beautifully equipped kitchen features premium appliances, natural gas cooking, a spacious center island, beverage refrigerator and walk-in pantry with floating shelving. Designed for both casual gatherings and more elaborate entertaining, the kitchen connects naturally to the dining and living areas, creating an easy flow throughout the main living space. Thoughtful customizations distinguish this home at every turn. Built-in bunks provide charming accommodations for family and guests, while a dedicated bar area adds another layer of convenience for entertaining. A cleverly incorporated pocket office offers a quiet place to work or manage daily tasks without sacrificing valuable living space. The spacious primary suite provides a peaceful retreat, complemented by an expansive walk-in closet with exceptional storage and organization. Each of the three bedrooms and three baths reflects the home's emphasis on comfort, quality and lasting appeal. Outdoor living is equally inviting, with a covered patio and built-in summer kitchen extending the home's entertaining possibilities into the fresh coastal air. Whether preparing dinner outdoors, enjoying a leisurely morning coffee or gathering with friends after a day at the beach, this private setting makes the most of Northwest Florida's temperate climate. Beyond the property, Ridgewalk offers the added advantages of gated entry, a community swimming pool and a residential atmosphere protected by restrictions prohibiting short-term rentals. This distinction helps maintain a quieter neighborhood environment, making the community especially appealing to full-time residents and second-home owners seeking a more established coastal setting. The location places the best of 30A comfortably within reach. Just one mile from the beach and minutes from Gulf Place and Santa Rosa Golf Club, residents enjoy convenient access to public beach access points, popular restaurants, boutique shopping, golf and entertainment. A short bike ride or golf cart outing makes it easy to enjoy the area's celebrated coastal lifestyle before returning to the privacy of home.

429 Ridgewalk Cir, Santa Rosa Beach
00000 Pearl Place Cir Unit Lot 6, Santa Rosa Beach
$1,645,000
5 Beds ⋅ 5 Baths ⋅ 1015086 MLS
Location, Location, Location! Walking distance to the beautiful Emerald Coast (Ed Walline Regional Beach Access) as well as all the eating and shopping at Gulf Place. Buyers can make all selections for limited time at Traton Homes Design Studio. This beautiful 2 story FL cottage boasts a private pool (approximately 10 x 24) with 5 bedrooms and 4.5 baths (3 Shower only, 1 tub/shower, 1 half bath). Two sets of Bunk Beds line the upstairs hallway. The main level will have 12 ft ceilings/second floor 10 ft. Living area has a stunning accent wood ceiling. Kitchen boasts Stainless Steel GE appliances with beautiful quartz counter tops. Pantry/Laundry room has built in cabinets and sink. Large open concept living in the main areas. The main level Owner's Suite has a spacious walk-in closet, Zero Entry - Luxury Oversized Spa Shower and double vanities. Second Owner's suite on the second level. All bathrooms have Tiled baths to the ceiling. Estimated completion date late Spring 2027. Please see agent for Incentives details.

00000 Pearl Place Cir Unit Lot 6, Santa Rosa Beach
335 Fairway Dr, Santa Rosa Beach
$899,000
3 Beds ⋅ 2 Baths ⋅ 1015057 MLS
Ideally situated in the highly desirable Santa Rosa Ridge neighborhood of Santa Rosa Beach, 335 Fairway Drive offers a rare combination of privacy, generous outdoor space, and convenient access to some of the area's most sought-after amenities, all with the added benefit of no HOA. Set on an expansive half-acre lot surrounded by natural landscaping, this single-level home offers a peaceful setting with exceptional room to make the backyard your own. Ample space allows for the addition of a pool, outdoor kitchen, or custom outdoor living area, creating an opportunity to further enhance an already appealing property. Inside, updated interiors include a fully renovated kitchen and updated bathrooms, while a thoughtful split-bedroom floor plan provides both comfort and functionality. Two guest bedrooms share a full bathroom, while the spacious primary suite offers a private retreat complete with a large walk-in closet and an en suite bathroom featuring dual vanities and a walk-in shower. The inviting living area flows seamlessly onto a large back deck, creating an ideal setting for entertaining or enjoying the surrounding natural landscape. A two-car garage adds everyday convenience. Just minutes from Santa Rosa Golf & Beach Club, Gulf Place, and Ed Walline Beach Access, this property offers an appealing blend of space, privacy, and proximity to the best of 30A and Santa Rosa Beach. With its desirable neighborhood setting, no HOA, updated interiors, and generous homesite, 335 Fairway Drive presents an exceptional opportunity to enjoy the coastal lifestyle with room to grow.

335 Fairway Dr, Santa Rosa Beach
136 Southhaven Cir Unit # 28, Santa Rosa Beach
$325,000
3 Beds ⋅ 3 Baths ⋅ 1013997 MLS
Want to be on the South Side of 98 but not have the high payments? Don't let this Beautiful, Freshly Painted 3 bedroom, 2.5 bath Townhome pass you by. The Granite Counters, SS Appliances, Covered Patio, 1 Car Garage, 3 Large Bedrooms, Laundry on the 2nd floor makes this home a must have! After a day of shopping, a day at the beach, hiking, bike riding or dining, come home and relax at the community pool! With this home checking all the boxes: Primary Home, Vacation Home, Long Term Investment rental, it is a must have! Make your appointment today for a viewing.

136 Southhaven Cir Unit # 28, Santa Rosa Beach
30 Corte Pino Unit # 99-A, Santa Rosa Beach
$465,000
3 Beds ⋅ 3 Baths ⋅ 1015003 MLS
Welcome to affordable, low maintenance, beautifully refreshed and ready to move in easy living at 30 Corte Pino in the neighborhood of Escada! REVIEW IMPROVEMENTS LIST. Escada affords a convenient walking path to 30A and is located minutes from the beautiful beaches of 30A and Topsail Hill Preserve State Park beaches. 30 Corte Pino is a 3-bedroom townhome with livable flex space, 2.5-baths, parking for 4 vehicles with a two car garage, and two car driveway, a fireplace, and the living room lets on to an east facing screened porch overlooking a water feature and serene pond. Some recent improvements include all new kitchen appliances, professionally painted Sherwin Williams (SW) paint on interiors walls in Alabaster, baseboards in SW semi-gloss white, SW exterior Alabaster of front door, and SW Alabaster paint of kitchen cabinetry, beautiful brand new pad and carpet, professionally cleaned tile and sealed grout, and professional epoxy-coated garage floor, fresh pine straw, professional cleaning and replacement glass in two windows. The spacious open floor plan features a coveted first floor primary ensuite which is 'a find' in townhomes near the beach, powder room, and gracious living area with fireplace. The kitchen touts brand new appliances, freshly painted cabinets, a breakfast bar, and an adjoining laundry room with overhead cabinets. The bright and airy screened porch overlooking the pond provides the perfect spot to relax and unwind. The second level features two guest bedrooms filled with light, a shared bathroom and a loft. The loft/flex space is ideal for a den/study/home school/hobby room or an office. Situated on a quiet street you will enjoy a short walk to Escada's private community room, pool, tennis/pickleball and basketball courts. Walk on the neighborhood path connecting the 30A bike path. Public beach access options can be enjoyed less than 2 miles from your doorstep. Shopping, dining and entertainment in the coastal towns of 30A are nearby. Popular Louis Louis, Crust and VKI Japanese Steakhouse and Sushi Bar are minutes away. Escada is well suited for a primary residence or pure second home as no short-term rentals are permitted. We invite you to make an appointment today and discover the convenience of townhome living, wonderful neighborhood amenities, and the coastal lifestyle of 30A at 30 Corte Pino in Escada.

30 Corte Pino Unit # 99-A, Santa Rosa Beach
187 Crescent Rd, Santa Rosa Beach
$1,490,000
4 Beds ⋅ 3 Baths ⋅ 1014910 MLS
With a private setting of almost 1/2 acre, this home welcomes you with natural light and plenty of space for everyone. It is within walking distance to the beach and Butler Elementary and centrally located at the west end of 30A. Mature trees on this spacious property bring shade and a bit of nature right into the yard, A home not to be missed!

187 Crescent Rd, Santa Rosa Beach
125 Baird Rd, Santa Rosa Beach
$1,049,999
3 Beds ⋅ 2 Baths ⋅ 1014904 MLS
PRIME LOCATION WITH NO HOA AND CLOSE PROXIMITY TO THE BEACH! Discover an exceptional opportunity in the desirable Beach Highland neighborhood of Santa Rosa Beach! Situated on a spacious quarter-acre lot measuring approximately 75 x 145 feet, this 3-bedroom, 2-bathroom coastal home offers 1,333 square feet of living space and incredible potential to create your ideal beach retreat. Built in 2010, this single-story home features an elevated piling foundation, covered outdoor living spaces, and a desirable location less than half a mile from the water. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property offers flexibility and the opportunity to enjoy the sought-after 30A coastal lifestyle. BRING YOUR VISION TO LIFE! Offered AS IS, the property includes documentation for a previously planned addition, including architectural drawings, engineering drawings, a stormwater plan, geotechnical study, and piling plan. These materials offer a starting point for exploring future improvements or expansion, subject to applicable permits and approvals. Enjoy convenient access to the beautiful beaches of South Walton, local dining, boutique shopping, and the many attractions along Scenic Highway 30A. NO HOA, A QUARTER-ACRE LOT, AND A DESIRABLE COASTAL LOCATION! SELLER WILL ENTERTAIN OWNER FINANCING OFFERS! Schedule your private showing today!

125 Baird Rd, Santa Rosa Beach
249 Woodshire Dr, Santa Rosa Beach
$795,000
4 Beds ⋅ 4 Baths ⋅ 1014836 MLS
Welcome to 249 Woodshire Drive in sought after Santa Rosa Beach! This spacious 4-bedroom, 3.5-bathroom home offers approximately 2,640 square feet of comfortable living space, a beautiful lake view, and a location that makes enjoying the best of the Emerald Coast easy. Just minutes from the beach and Scenic Highway 30A, this property offers convenient access to the area's coastal attractions, shopping, dining, and outdoor recreation. Located next to Hellen McCall park, you'll enjoy additional outdoor space right nearby. The home also features an attached garage and offers potential for long-term rental opportunities, making it worth exploring for both homeowners and real estate investors. Whether you're looking for a place to call home, a coastal getaway, or an investment opportunity, 249 Woodshire Drive is ready for its next chapter. Don't miss the opportunity to make this Santa Rosa Beach property yours!

249 Woodshire Dr, Santa Rosa Beach
Start Your Search

Vendor Member Number : 28166

How much is your home worth?

Get instant property value now!