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
Mashonda Smith,
an experienced agent in this area.
GreatSchools:
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On average, homes in Gulfport, FL sell after 87 days on the market compared to the national average of 54 days. The median sale price for homes in Gulfport, FL over the last 12 months is $359,000, down 9% from the median home sale price over the previous 12 months.
Nestled in the calm, serene, private gated-community of Royal Palm Village, this 2-bedroom, 3-bathroom townhome combines luxury, comfort and convenience. With water views and overlooking the Pasadena Yacht and Country Club golf course, your new home is a three-level, quiet end-unit that features vaulted ceilings, plenty of sunshine, and a huge, spacious kitchen with granite countertops. It has a
Move-in ready Gulfport home with timeless charm and modern comfort. Features include built-ins, Miami block windows, pristine vintage tile, an open airy floor plan. The eat-in kitchen offers honey-toned wood cabinetry and opens to the living area and a versatile bonus room ideal for a home office, media room, or dining space. The spacious utility room provides potential for conversion into a
IMPROVED PRICE!! Centrally located in the gated waterfront community of Pasadena Yacht and Country Club, this spacious 2BR/2BA 7th floor condo is located in Building A on Pelican Bay Plaza. There is plenty of room to spread out with 1,476 SqFt & a split bedroom floor plan with en suite baths in both rooms. The 33 ft balcony has gorgeous views of Boca Ciega Bay and is accessible from the living
Step into your own private tropical resort where an oversized open floor plan flows seamlessly toa heated pool, grass-thatched tiki bar, and a beautifully lit backyard paradise designed forunforgettable indoor-outdoor entertaining, in this beautifully updated block construction homedesigned for effortless Florida living. The oversized open floor plan creates a bright, spaciousfeel
Completely renovated 2-bedroom, 2-bath pool home with dining/bonus room in Gulfport’ssought-after Marina District. The open-concept layout connects the living, dining, and kitchenareas, creating a bright, inviting space. The updated kitchen features modern appliances, amplestorage, and a breakfast bar, while the separate dining/bonus room offers flexible space forentertaining, a
Welcome to this move-in ready deluxe floor plan offering an open-concept layout and a light-filled bonus room surrounded by wall-to-wall windows — the perfect space for a home office,reading nook, or additional lounge area. Extra storage adds to the functionality of this bright andversatile space. Recent upgrades provide peace of mind and modern comfort, including
This bright 2-bedroom, 2-bath condo, located in the popular Town Shores 55+ waterfront community in Gulfport, offers plenty of natural light and a relaxing atmosphere. Situated on the sixth floor, it features a Florida Room with bay views, newer kitchen appliances, impact windows, covered parking, and storage. While the condo needs a little TLC, it has great potential to become your perfect
One or more photo(s) has been virtually staged. Completely remodeled and move-in ready, this beautifully updated 3-bedroom, 2-bath home is ideally located in Gulfport near Stetson University and just minutes from downtown, the waterfront, and local shops and restaurants. The home features a brand-new kitchen with white cabinetry, quartz countertops, stainless steel appliances, and modern finishes
Welcome home to this upgraded Deluxe 1 Bedroom, 1 Bath Condo, offering stunning views of Boca Ceiga Bay. From the moment you walk in, you'll love the Open Concept floor plan that seamlessly connects the modern kitchen complete with Quartz countertops, newer appliances and dining room and the living room with elegant finishes throughout. Relax in the Florida room and take in the breathtaking
Here is an amazing opportunity to personalize your water front dream Home in prestigious Pasadena Yacht & Country Club. Situated on the fourth floor of Building A at 5950 Pelican Bay Plaza, this two-bedroom, two en-suite bathroom residence offers an exclusive canvas for the discerning buyer ready to add their personal touch and vision. The residence is ideally positioned within Pasadena Yacht and
YOUR DREAM CONDO IS UP FOR SALE IN THE HIGHLY SOUGHT AFTER JAMISON BLDG. Sitting High and dry during all recent and past hurricanes, this 2 Bedroom, 2 Full Bath Condo is absolutely immaculate. The unit is being sold completely turnkey, just bring your clothes and personal belongings and move right in. Unit is completely updated from the high end appliances (stove, refrigerator & dishwasher are
Looking for a GREAT INVESTMENT OR PERSONAL OASIS! The LOCATION is THE ONLY Condo's right across from the Gulfport Beach that is currently for sale AND the Association by-laws allow for monthly renting (once a month for 12 months with a min of 7 days in the month) This Beauty is located in the Heart of Gulfport's Historic Art District and is directly across from the Gulfport Municipal Beach/Park.
Seller is motivated and ready so bring us your offers!!! Welcome to this light-filled, airy 2-bedroom, 2-bath home with a sparkling private pool and an open-concept layout perfect for coastal living. The beautifully renovated kitchen features modern finishes and flows seamlessly into the spacious living and dining areas. This home creates an easy indoor-outdoor vibe that's perfect for Florida
2180 Dolphin Blvd a true PASADENA PARADISE! This stunning 4-bedroom, 3-bath waterfront pool home in Pasadena Golf Club Estates offers breathtaking water views from nearly every room and has been thoughtfully updated from top to bottom—inside and out. The light-filled custom kitchen is a showstopper, featuring shaker cabinetry, touchless under-cabinet lighting, quartz countertops, sleek GE Café
Magnificent Golf Course Estate with Pool – 4 Bed | 3 Bath | 3,429 Sq Ft | Oversized 3-Car Garage + 2,300 Sq Ft Bonus Space Welcome to this exceptional four-bedroom, three-bath pool home overlooking the Pasadena Golf and Country Club. Designed with elegance, functionality, and Florida living in mind, this residence offers 3,429 square feet of light-filled, beautifully planned living space, plus an
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
Live like a local in the heart of Gulfport with this fully furnished 2-bedroom, 1-bath home available for short-term, month-to-month lease (1–3 months). Perfect for seasonal stays, relocations, or anyone looking to experience the charm of Gulfport without a long-term commitment.Inside, you’ll find comfortable, turnkey living with everything you need to settle in with ease. Step outside to
Set in the heart of Gulfport, this home offers the kind of coastal lifestyle that draws people here and makes them stay. Known for its eclectic charm, Gulfport features a lively waterfront downtown with local art, award-winning restaurants, nightlife, a working harbor, and a strong sense of history and community, all just minutes away. This thoughtfully maintained 3 bedroom, 2 bath home blends
Welcome to this beautifully refreshed 2-bedroom, 1 and 1/2- bath home, available for a 12 month lease beginning March 1, 2026. Bright, clean, & move in ready home features all-new interior paint, a newer roof and new carpeting in both bedrooms and the Florida Room. Enjoy an open, inviting layout with a spacious living and dining area, ideal for everyday living or entertaining guest. The kitchen
2180 Dolphin Blvd a true PASADENA PARADISE! This stunning 4-bedroom, 3-bath waterfront pool home in Pasadena Golf Club Estates offers breathtaking water views from nearly every room and has been thoughtfully updated from top to bottom—inside and out. The light-filled custom kitchen is a showstopper, featuring shaker cabinetry, touchless under-cabinet lighting, quartz countertops, sleek GE Café
Ideally located in Gulfport's waterfront district and only a few blocks from the beach, local shops, and restaurants, you’ll enjoy easy access to everything that makes Gulfport unique—its vibrant energy, eclectic charm, and unmistakable character.Situated just moments from the Performing Arts Center and Library, this second-floor, two-bedroom, one-and-a-half-bathroom residence offers both
Nestled in the heart of charming Gulfport and steps from the Yacht Club, this completely remodeled 2-bedroom, 2-bathroom cottage is ready for its next chapter. A light-filled open floor plan has been tastefully updated with all required permits. The kitchen includes new cabinetry with elegant leathered marble countertops, new stainless appliances, and updated lighting. Two spacious bedrooms each
The advertised rate of $2,676/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
Welcome to this bright, fully furnished 3 bedroom, 2 bath home in a quiet area of friendly Gulfport, Florida. Available for a 8 month lease from 5/1/26 through 12/31/26. As you step into the front door, you’ll enter an open concept living, dining, and fabulous kitchen, including cozy reading nooks by the fireplace. The spacious primary suite has vaulted ceilings and enchanting bathroom with large
Property Id: 1760591Step into this beautiful 2-bedroom, 1-bathroom block home in Gulfport, FL. This home is open with a spacious living area that flows into the kitchen. The kitchen boasts stunning quartz countertops, complemented by sleek stainless-steel appliances. Gorgeous vinyl flooring throughout, providing durability and a modern touch. The home is situated in flood zone X (high
WELCOME TO RESORT STYLE LIVING IN THE HEART OF GULFPORT! Immerse yourself in the ultimate 55+ community experience at Town Shores, where luxury meets convenience and million-dollar waterfront views await. Nestled within walking distance to downtown Gulfport's charming waterfront, this maintenance-free paradise offers a lifestyle like no other. Indulge in the vibrant community atmosphere boasting
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