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
Allison Mawhinney,
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 58 days. The median sale price for homes in Gulfport, FL over the last 12 months is $360,000, down 4% from the median home sale price over the previous 12 months.
Welcome to Gulfport living with space, convenience, and access to the Florida lifestyle. Situated on a DOUBLE LOT, this home features a large backyard with ample room for entertaining, gardening, or simply relaxing in your private outdoor oasis. This BLOCK construction home is located in Flood Zone X, offering 3 LARGE bedrooms and a spacious kitchen, perfect for comfortable living and
Virtually Staged. Welcome to a beautifully reimagined piece of Gulfport history in Pasadena Estates—a 1920s Spanish-Mediterranean gem on a sprawling 1/3-acre lot. Meticulously restored, this residence honors its architectural heritage w/ original arches, beamed vaulted ceilings & exquisite woodwork throughout, complemented by deco-stucco interior walls. Featuring beautiful hardwood floors
Located 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
Opportunity meets charm in this ideally located Gulfport corner-lot property, perfectly positionedon a spacious 66 x 100 lot just minutes from the waterfront, vibrant downtown Gulfport, localdining, art galleries, and community events that make this area so highly sought after. This 2-bedroom, 2-bath concrete block home offers the solid foundation buyers want, with majorupdates
Welcome to this light-filled, airy 2-bedroom, 2-bath home with a sparkling private, enclosed 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 living! A unique bonus artist studio or flex space
Welcome home to this bright and airy 2-bedroom, 2-bathroom condo located in the highly sought-after 55+ Town Shores community of Gulfport. Thoughtfully and completely remodeled, this beautifully updated residence showcases quality craftsmanship and attention to detail throughout. The kitchen is a standout, featuring modern stainless steel appliances, crisp white cabinetry, granite countertops,
One or more photo(s) has been virtually staged. Welcome to Villas Del Verde, a private, gated community that is located in a NO FLOOD ZONE. This pet-friendly neighborhood offers elegance, privacy, and resort-style amenities. Step inside and experience the luxury of a 3-bedroom, 2.5-bath, 2 car garage and spacious 2-story layout residence. The garage features multiple cabinets. A new water heater
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
Discover a unique opportunity in Gulfport: this 4-bedroom property with an office and 3 bathrooms offers excellent road frontage and exposure. Zoned for commercial/residential use, this property presents various mixed-use options such as retail, salon, spa, office, medical office, tattoo parlor, restaurant, daycare, Airbnb, and more. The front of the property can be used for large single-family
LAST PRICE DROP! LESS THAN LAND VALUE. Hurry this Mixed use property in the heart of down town Gulfport wont last. Step into the charm of this enchanting cottage located in the heart of Gulfport! While the home requires some TLC (Flood damage from Helene), it offers endless possibilities to create your dream space. The expansive outdoor living area is a true showstopper, featuring mature
PRICE REDUCED !!!! MID-CENTURY MARVEL Welcome to this Pristine Vintage single-story block home that sits on a spacious corner lot, in a desirable NON-FLOOD zone, offering peace of mind and plenty of outdoor space. Featuring 2 generously sized bedrooms with built in closets and 1 and 1/2 baths, this home provides 1,420 square feet of comfortable living. Recent updates include a new roof (Jan.
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
Exceptional opportunity to own an oversized double corner lot in one of Gulfport’s most desirable areas. This property offers outstanding potential to build new, expand, or create income-producing opportunities, with ample space for additional structures. The existing 3-bedroom, 1.5-bath home with a 1-car garage is move-in ready and features flexible living space, including a separate living room
BIG PRICE REDUCTION! Looking for a PERSONAL OASIS or GREAT INVESTMENT? Possible 3.75percent Assumable Mortgage for well Qualified Buyers. This Condo's Location is exceptional and is the ONLY Condo right across from the Gulfport Beach that is currently for sale. In addition; the Association by-laws allow for monthly renting (once a month for 12 months) This Beauty is located in the Heart of
Rare Opportunity! Great Gulfport location! Two units - 2 bedroom, 1 bath & 1 bedroom 1 bath units. Rents are $1,300 & $1,500 per month now, one year lease. Sold AS IS with the right to inspect. Affordable and almost always fully leased! Tenants pay own utilities!
Spacious 1-bedroom, 1-bath condo in the desirable 55+ waterfront community of Town Shores in Gulfport! This home features a large living and dining area, updated kitchen and bathroom, bright sunroom, and a small back patio. Enjoy resort-style amenities including multiple pools, tennis, pickleball, fitness room, clubhouse, water views, and boat docks available for rent when available. Close to
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
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
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,
Welcome home to this stunning annual furnished rental condo, smoke free, NO-PET, available now, offering the ultimate opportunity to experience the exclusive Pasadena Yacht & Country Club (PYCC) lifestyle! Nestled in a waterfront boating, tennis, pickleball, and golf resort community, this condo provides peace-of-mind with 24/7 guarded gate security. Step into Pelican Bay Yacht Club Condo
Property Id: 25905752 Bed, 1 Bath Bungalow close to downtown Gulfport, Clam Bayou Nature Park, Pinellas Trail, Stetson Law School, and a 15 minute drive to the beach and downtown St Pete. Features hardwood floors, stainless steel kitchen appliances, new quartz kitchen counters, updated bathroom, private washer and dryer, fenced in backyard. Not furnished, but option to keep existing bed
AVAILABLE NOW! 2 Bedroom 1 Bath 1/2 of a duplex. Excellent location, close to Stetson Law School, Gulfport, Shopping and Public Transportation. Located in a NON-Flood Zone is an added benefit. Access to your own Covered Carport is right off the Alley with easy access to the Covered Back Entrance. This Gem will not be on the market for long, so schedule your personal showing today.
NEW RENTAL LISTING - THIS 1 BEDROOM, 1 BATHROOM CONDO LOCATED IN THE ETON BLDG. ON THE 2ND FLOOR IS UNFURNISHED AND IS AVAILABLE NOW. This Condo checks all of your boxes wanted in a Rental; which includes, Easy maintainable Hardwood flooring from the Living room through the Florida Room, the Bedroom Features 2 closets, a large walk-in and the 2nd a double folding door design, in addition to a
Fully Renovated 3BD/1BA Home in Gulfport — $2,200/mo.Beautifully updated 3 bedroom, 1 bathroom home available in the heart of Gulfport. Every major system and finish has been completely renovated — just move in and enjoy coastal living at its best.Inside:Brand new luxury vinyl plank flooring throughoutCeramic tile in kitchen and bathroomRenovated kitchen with newer
Corner unit overlooking golf course, large private patio, community pool, grill, gazebo area, many Stetson law students reside in complex, directly across the street from the school. Previous tenant willing to leave sofa and love seat if renter would like.
**Summer Special Rate: $2600 per month** If you've been searching for a place where you can fully enjoy the Gulfport lifestyle—walk to dinner, the beach, and feel connected to a vibrant, welcoming community—this furnished monthly rental is the perfect fit. Ideally located just a short stroll from downtown Gulfport, the marina, local shops, and local favorites like Pia's Trattoria and O'Maddy's
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