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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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Written By
Jessica Haddad
Photography Contributed By
Leila Sally
Interested in learning more about homes in this area?
Reach out to
Christopher Lampe,
an experienced agent in this area.
GreatSchools:
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On average, homes in Gulfport, FL sell after 82 days on the market compared to the national average of 52 days. The median sale price for homes in Gulfport, FL over the last 12 months is $360,000, down 10% from the median home sale price over the previous 12 months.
Welcome to your dream home nestled in the heart of Gulfport — where small-town charm meets vibrant coastal living! This beautifully refreshed 3-bedroom, 2.5-bath home offers a perfect blend of style, comfort, and modern updates. Step inside and be greeted by a light-filled interior featuring a brand-new kitchen with sleek cabinetry, gleaming countertops, and stainless-steel appliances —
Motivated seller accepting strong offers with backup options considered. Welcome to 6138 11th Avenue S, where modern elegance meets Florida’s relaxed coastal lifestyle and best of all, NO FLOOD INSURANCE is required! Ideally located minutes from the Gulf beaches, downtown Gulfport, and vibrant downtown St. Petersburg, this beautifully updated home offers the perfect combination of comfort, style,
Seller Motivated!!!! $20K Price Reduction!!! NO FLOODING OF DAMAGE FROM STORMS. Welcome to Your Dream Coastal Bungalow in the Heart of Gulfport ON A HUGE OVERZIZED .34 ACRE LOT!!!! Step into the charm and soul of coastal living with this adorable 2-bedroom, 2-bath, 1 car garage Gulfport gem! Nestled on a quiet, tree-lined brick street just blocks from the Gulfport Marina, Arts District and
Rare opportunity to build your dream home in the heart of idyllic Gulfport, known for its larger-than-life vibe, with plenty of art fests, parades, farmers markets and other events. This large lot (55 x 176) has both street and alley access and is zoned R2 for single-family or two-family residential. It is located a few blocks from Gulfport's waterfront area and many shops and restaurants.
Welcome to this Mid-Century Marvel!Step back in time — with all the modern comforts — in this beautifully updated 1,752 sq. ft. home. Featuring 3 bedrooms, 2.5 baths, and a layout filled with natural light, this gem has been tastefully refreshed while preserving the classic Mid-Century Modern design elements we all love.Perched on a corner lot in a Non-Food Insurance Required Area, the
Coastal Bungalow in Gulfport’s Marina District – Fully Furnished & Move-In Ready!Welcome to your slice of paradise in the heart of the highly sought-after Gulfport Marina District! This charming 3-bedroom, 2-bathroom coastal bungalow offers the perfect blend of comfort, convenience, and coastal lifestyle. Just a couple blocks from the Gulfport Marina, public boat ramp, and Clam Bayou for
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,
Charming Renovated Studio – Your Perfect Gulfport Getaway!Welcome to your cozy retreat in the heart of beautiful downtown Gulfport! This fully furnished and thoughtfully renovated studio is the perfect place to relax, unwind, and enjoy everything this vibrant coastal town has to offer.Inside, you’ll find beautiful hardwood floors throughout, a bright and airy layout, and comfortable
Charming 2-Bedroom, 2-Bathroom Rental - Perfect Location!Available for a 6-month lease from May 1, 2025, to October 31, 2025.Enjoy a comfortable and spacious 2-bedroom, 2-bathroom home with a generous fenced-in yard, ideal for outdoor relaxation or entertaining. Located just minutes from Gulfport, you'll have easy access to vibrant shops, restaurants, and art festivals. Downtown
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