Funky, artsy, and weird are just some of the many nicknames for Gulfport. This lively little bayside town embraces all the artisans and walks of life that enter its borders. It’s an area speckled with nightlife hot spots and independently owned stores. In addition, locals are just steps from Boca Ciega Bay and a quick drive to others. “The Philadelphia Inquirer wrote an article a few years back about Gulfport and referred to it as a new and upcoming little Key West,” says Gloria Hunter-Peroni, a local Realtor with RE/MAX Commercial. “It’s kind of quirky with many artists and great restaurants. That’s the draw: the bay, the art, the restaurants. You’ve got it all. And there’s always something going on in town.” These events could be live music along Shore Boulevard or the fun annual events.
Live music can be heard at many places in Gulfport neighborhood.
Sunsets are breath taking when living in Gulfport neighborhood.
Sit back & take in the views at Gulfport Beach recreation area.
1/3
Shore and Beach Blvd for all things local dining
Stella’s is the spot for breakfast, serving an array of staples. Thanks to their dog menu, four-legged children can enjoy a simple meal. O’Maddy’s Bar and Grille is located along the waterfront, offering American cuisine favorites with a side of laid-back vibes. On top of the food, diners can also enjoy live music. Pia’s Trattoria is another popular sport along Beach Boulevard. This Italian restaurant takes people into Tuscany, offering fresh dishes in a cozy atmosphere. Grocery hauls can be done at the Save a Lot grocery or stop by the Gulfport Fresh Market on Tuesdays for fresh produce, bread, cheese and seafood.
Enjoy lunch throughout Gulfport on many beautiful patios.
Pia's Trattoria makes you fill like you stepped into Italy and serves delicious pasta.
O'maddy's bar & grill has indoor an outdoor sitting for you to enjoy near the water.
1/3
GeckoFest and unique parades
There’s never a shortage of things to do in Gulfport. “There are so many events in Gulfport it would be hard for me to list them all,” says local broker Jody Caldwell Sepulveda with Caldwell Realty. “They shut the streets down for St. Patrick’s Day and Spring Fest. They also have dog rescue events, July fireworks, a boat parade, a golf cart parade, car shows and more.” One notable event is GeckoFest, which is held every Labor Day weekend. This street festival celebrates the area’s quirky atmosphere and unofficial gecko mascot.
Enjoy some time out with your pub & friends when living in Gulfport neighborhood.
Gulfport neighborhood is an artist town with many artist working outside.
1/2
Colorful properties near the shore
Gulfport homes are as quirky and unique as their environment. “They range from starter homes to multimillion-dollar properties,” Sepulveda says. “There was a big building spree in the 20s and 50s. After the country club was developed, that’s when we got newer homes. The market is very competitive.” Common home styles are Spanish revival and Florida ranch homes in bright colors, which can go from $350,000 to $700,000. Condos can be found along the shoreline, and those can be under $300,000. Waterfront properties and gated communities offer upscale opportunities on larger lots; those stretch above $700,00 and peak around $1 million.
Spanish Revival Homes are found in the gated community in Gulfport Neighborhood and many of them sit on the waters edge.
A Private Gated community guarded by a security guard allows for the comfort of a more private home setting for those who like that feeling.
Colorful Art inspired homes are seen throughout the Gulfport Neighborhood.
1/3
Aviation education in Pinellas County schools
Gulfport students can start their education in the Pinellas County Public Schools at Bear Creek Elementary, which holds a B on Niche. Azalea Middle School prides itself on its aviation and engineering program, offering a drone academy. The C-rated school is the first middle school to provide a Civil Air Patrol program, which partners with the U.S. Air Force to develop cadets and educate. Boca Ciega High holds an A-minus on Niche, priding itself on its robust AP and dual enrollment program.
Bear Creek Elementary School serves students in the Gulfport area if parents would like.
Welcome to Azalea Middle School in Florida.
The Boca Ciega High School is colloquially referred to as Bogie in the Gulfport neighborhood.
1/3
Gulfport parks offer multiple recreation options
Spend some time outdoors at one of the many parks sprinkled throughout Gulfport. Chase Park offers playground equipment, pickleball, tennis courts, and a dog park. Along the coast of Boca Ciega Bay is where to find an abundance of recreation at the Gulfport Beach Waterfront Complex. Enjoy the sun on the soft sands, play a round of volleyball or bocce ball, or take the little ones to the playground. Clam Bayou Nature Park is an option for a canoe and kayak ride.
Take a stroll under the beautiful canopy trees covering the sidewalks through out Gulfport Neighborhood.
Living in Gulfport Neighborhood allows your to be on the water any day of the week.
Gulfport Beach Park has Picnic pavilions, beach volleyball courts and a beach for your enjoyment.
1/3
Five miles from St. Petersburg
Those who need to get around the town have access to several bus routes that land at St. Petersburg Grand Central Station. Those who need to commute via car can hop on 275 from there. It’s about a five-mile drive. Interstate 275 stretches 60 miles through the rest of Tampa Bay.
Public Buses can be caught at many stops through out the Gulfport Neighborhood to get you around Saint Petersburg.
Check out 31st Ave S which is filled with many Restaurants and a park.
1/2
Important to Know
Parts of Gulfport are located within the FEMA's 100-year floodplain map, which targets properties that may experience flooding during 100-year events from tropical cyclones and significant storms.
A Private Gated community guarded by a security guard allows for the comfort of a more private home setting for those who like that feeling.
Condominiums and Apartment living has many options for you to choose from in Gulfport neighborhood.
Beautiful Homes line the waters edge in Gulfport an give you your own private docks.
1/3
Written By
Jessica Haddad
Photography Contributed By
Leila Sally
Interested in learning more about homes in this area?
Reach out to
Andrew Salamone,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Gulfport, FL sell after 84 days on the market compared to the national average of 53 days. The median sale price for homes in Gulfport, FL over the last 12 months is $345,000, down 14% from the median home sale price over the previous 12 months.
Premiere Waterfront District location just steps from Beach Blvd in Downtown Gulfport. This property offers a rare opportunity for multi-generational living, guest accommodations, or future new construction in one of Florida's most walkable and desirable coastal neighborhoods. Enjoy immediate access to restaurants, coffee shops, art markets, live music, marina activities and waterfront recreation
Vintage Gulfport Bungalow — this quintessential Gulfport bungalow is brimming with character, modern updates, and flexible living space. Situated on a spacious corner lot, this home offers over 1,900 sqft., featuring 3 bedrooms, 2 full baths, and a versatile layout ideal for multigenerational living or rental potential. Originally built in 1940, this home retains its timeless craftsmanship — from
Just Completed + added updated photos!! Brand New 2025 Construction! Welcome to your new to-be-built modern home, offering nearly 2,000 sq. ft. of open-concept living. Not only with the high-end finishes, sleek design, and thoughtful details make this home a true standout with 4 bedrooms and 2 bathrooms. Built with all-block construction and situated in Flood Zone X; this home is high and dry
Cottage Cozy Feel *The Light Filled Florida Room has Central Heat & Air, Nice Window Treatments & a Sleeper Sofa + New in 2025 Membrane Roof * The Front Facing Eat-in Kitchen Invites You to Sit A Spell, Built in Storage / Serving Buffet, Lots of Light * The Comfortable Living Room has a Nice Sofa, a Comfy Reading Chair + Two Recliners * There is a Walk-in Tile Shower in the Hall Bath * Newer
NOW priced $16,000 lower—an exceptional value for this "Turn-key" beautifully updated 2nd-floor end unit showcasing open water views in one of the area’s premier waterfront communities. Enjoy the best of coastal Florida living in this tastefully updated, fully furnished 2-bedroom, 2-bath condo located in one of the most desirable 55+ waterfront communities on Boca Ciega Bay. This spacious 1,250
Step into a piece of Gulfport history with this charming two-story Craftsman bungalow, perfectly positioned just moments from the beach and vibrant Art District. The open and flexible floor plan showcases the home's original historic charm, from the decorative brick fireplace to the custom built-in bookshelves, desk, and classic hardware. A spacious front Florida room provides a sunlit welcome,
New Seasonal Rental Opportunity – Tropical Oasis Near the Marina! ATTENTION BOATERS – Looking for the perfect tropical getaway? This beautifully updated 2-bedroom, 1-bath home is just six houses from Gulfport Marina and Boat Launch, making it a dream location for those who love life on the water. Step inside to find a spacious living room with a large TV, perfect for relaxing after a day on the
2 Bedroom / 2 Full Bath Condo for rent in the sought after Jamison Bldg in Town Shores. This unit is on the 5th Floor and had no damage in any storm (in fact there was no flooding to entire bldg.) It comes completely Turnkey. Unit is available for a 6 month minimum lease which is perfect for snow birds looking for the perfect place to spend their winter. Tenant can enjoy all of the features that
One or more photo(s) has been virtually staged. Come enjoy luxury penthouse living nestled in the gated community of Pasadena Yacht & Country Club! This waterfront boating and golf resort community with the peace-of-mind of a 24/7 guarded gate. Enjoy the stunning view from the penthouse floor of Pelican Bay Yacht Club Condo Building A featuring panoramic views of Boca Ciega Bay, St. Pete Beach,
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
