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SEASIDE FLORIDA

One of the most popular communities provided by Karen Holder EXP Luxury

SEASIDE FLORIDA

About SEASIDE FLORIDA

Seaside, Florida Real Estate: Your Ultimate Guide

Seaside, Florida is a picturesque, master-planned beach town on the renowned Emerald Coast, celebrated for its colorful cottages, white sand beaches, and iconic town center. If you’re considering a coastal property investment or searching for the perfect vacation home, Seaside’s unique architecture, walkability, and vibrant community spirit make it one of the most sought-after destinations for real estate in Northwest Florida.

Why Buy Real Estate in Seaside, Florida?

Unmatched Location & Beaches

  • Located between Panama City Beach and Destin, boasting stunning views of the Gulf of Mexico.
  • World-famous sugar-white sand and crystal-clear waters.
  • Direct access to scenic 30A, offering bike trails and beach boardwalks.

Charming Architecture & Thoughtful Design

  • Renowned for its pastel-colored, classic beach cottages.
  • Designed by leading architects promoting New Urbanism—walk everywhere!
  • Low-density zoning enhances privacy and exclusivity.

Vibrant Community & Amenities

  • Home to the Seaside Amphitheatre, regular farmer’s markets, and festivals.
  • Boutique shopping, fine dining, and gourmet markets within walking distance.
  • Exceptional schools and family-friendly parks.

Types of Real Estate in Seaside

  • Beachfront Homes: Wake up to breathtaking ocean views.
  • Cozy Cottages: Quintessential Seaside charm, perfect for families and couples.
  • Luxury Vacation Rentals: High ROI opportunities for short-term rentals.
  • Residential Lots: Design and build your custom dream home.

Investment Potential

  • Strong appreciation rates and consistent rental demand.
  • Turnkey options available for investors and second-home seekers.
  • High ranking among best beaches and family destinations in the U.S.

Living in Seaside

Lifestyle benefits include:

  • Endless recreational activities like paddleboarding, kayaking, and cycling.
  • Year-round events, art galleries, and live music.
  • A welcoming, tight-knit community ideal for both full-time residents and vacationers.

Start Your Real Estate Search in Seaside, Florida

Ready to find your dream home or investment property? Contact a Seaside, FL real estate expert today! Discover the latest listings, market trends, and neighborhood insights to help you make a confident and informed decision.


Explore Seaside, Florida real estate and experience why so many choose to call this coastal paradise home. Don’t miss your chance to own a piece of the Emerald Coast’s most iconic beach town!

One of the most popular communities provided by Karen Holder EXP Luxury
3
# of Listings
3
Avg # of Bedrooms
$1,642
Avg. $ / Sq.Ft.
$2,631,666
Med. List Price

Browse SEASIDE FLORIDA Real Estate Listings

3 Properties Found. Page 1 of 1.

Location location location!! Irish Cottage is located only a 3 minute walk to the beach, is a quick stroll to downtown Seaside, and overlooks the iconic Tupelo Gazebo.  You wont need a golf cart or bikes with a home this close to the beach! This two-story home comfortably sleeps 12 with 2 primary en suite bedrooms, one on each floor! Yes, all 2,674 sq ft is in one large home, allowing the family to stay together instead of split b/w a small house and guest cottage.Scaling Charm into a Spacious Family Retreat:The timeless design created in 2013 by the award winning Tom Christ & Associates reimagined the 5th cottage built in Seaside into a spacious family home retaining its original drive-up charm along with its iconic arbored swing featured in several Seaside coffee table books Be sure to click on the 3D Virtual Tour for an interactive experience of walking through the home at your own pace and seeing exactly how the home flows. Below is a quick reference break down of each floor for your convenience.

First Floor:
- Private Primary Suite on first floor with king bed.
- Office, currently being used as secondary bedroom with Double Bed, single trundle bed underneath, and full bath in adjacent hallway

Second Floor:
- Extra spacious second Primary Suite with king bed and sitting area with private porch.
- Spacious Sleeping Den with 3 queen beds and a sitting area with half bath attached and full bath in adjacent hallway

What the owners LOVE about this home: 

- Within 240 feet of the Tupelo Beach Pavillion
- 2 primary suites with king beds, one on each floor.
- Spacious bedrooms are separated throughout the house to allow for quiet rest from the fun and sun.
- Open floor plan with 9 -10 foot ceilings
- 1st level screened front porch that looks upon Tupelo gazebo
- Private front balcony off 2nd floor primary suite
- Additional private side porch for evening gatherings
- Major Renovation in 2013
- Large walk-in pantry
- Private home, not on the rental market.
- Huge exterior storage closet in rear of home
- Iconic arbored swing featured in Seaside books
#980167

Santa Rosa Beach

102 Tupelo Street

4 Beds

4 Baths

2,674 Sq.Ft.

$3,400,000

MLS#: 980167

Tucked along Seaside's cherished Rosewalk and just steps from the town center, 54 Robert's Way is a masterfully redefined residence that blends architectural history with modern refinement. Originally constructed as one of the very first spec homes to introduce the Seaside vision, this property has been fully reimagined through a comprehensive renovation completed in 2023. Every detail of the home has been curated with intentionprofessionally designed with a clean, coastal-modern aesthetic that feels both timeless and elevated. The main level offers a private owner's suite with a newly constructed full bath, along with a spacious bunk room and additional full bathroom.

Upstairs, a soaring second floor delivers volume and natural light, housing a brand-new designer kitchen, wet room-style bath, dining area, and an airy living space that opens to a treetop balcony overlooking the lush Rosewalk green space. The third-floor loft, complete with a twin trundle and peek-a-boo Gulf view, adds versatility and charm.

New systems throughoutincluding all new appliances and HVACensure effortless living. Moments from Seaside's iconic town square, world-class dining, boutique shopping, and the sugar-white sands of 30A, 54 Robert's Way offers a rare opportunity to own a piece of the community's legacycompletely redefined for modern coastal living.
#979804

Santa Rosa Beach

54 Roberts Way

3 Beds

3 Baths

1,061 Sq.Ft.

$2,295,000

MLS#: 979804

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 liveit 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.
#990967

Santa Rosa Beach

29 Rosewalk Alley

2 Beds

2 Baths

1,072 Sq.Ft.

$2,200,000

MLS#: 990967

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