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
Lysette Ketterer,
an experienced agent in this area.
GreatSchools:
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On average, homes in Gulfport, FL sell after 88 days on the market compared to the national average of 56 days. The median sale price for homes in Gulfport, FL over the last 12 months is $360,000, down 2% from the median home sale price over the previous 12 months.
Move in ready and beautifully updated, this charming 3 bedroom, 2 bath home in desirable Pasadena Park offers the perfect blend of style, comfort, and location. Filled with natural light, the home features an open and inviting layout with wood look plank flooring, rich wood cabinetry, granite countertops, all new windows, stainless steel appliances, and tasteful finishes throughout. Pride of
Welcome to the highly sought-after Fairfax Building in Town Shores of Gulfport! This beautifully renovated first-floor condo offers the perfect blend of modern luxury and effortless Florida living. Every detail has been thoughtfully updated, making this home truly move-in ready. The stunning interior features porcelain tile flooring throughout, hurricane-impact windows and exterior doors,
This amazing Gulfport property has so many great features you will feel like you are home! It is nestled in this beautiful community where you can walk to downtown Gulfport and find beaches, shops, parks, bars, tons of restaurants, and a thriving Arts District. This three bedroom, 2 bath house has a split floorplan and sits on a double lot with alley access and off street parking available. The
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
Welcome Home to Town Shores of Gulfport!Experience the best of Florida waterfront living in this vibrant 55+ community nestled along the scenic shores of Boca Ciega Bay in the charming and friendly town of Gulfport. This spacious corner-unit condominium offers approximately 1,250 square feet of comfortable living space, featuring 2 bedrooms, 2 bathrooms, an open-concept floor plan, abundant
This property could easily be 3 units. 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
Welcome to this charming 2-bedroom, 1-bath home situated on a rare double corner lot in the heart of Gulfport! Featuring a light, bright, and airy open floor plan, this well-maintained home offers comfortable living with thoughtful updates throughout. The former sunroom was professionally converted into additional bonus living space in 2022, providing flexibility for a home office, den, or extra
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
BIG PRICE REDUCTION !!!! 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
Live the Gulfport life in this charming, walkable home. Embrace the vibrant, laid-back Gulfport lifestyle from this beautifully renovated bungalow. Positioned for easy strolls to the downtown area, you can enjoy the Art District, restaurants, and the waterfront just blocks from your front door. This bright and airy 2-bed, 2-bath home blends classic Florida charm with modern updates. The luminous
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! NEW BUYER INCENTIVE - OFFERING $10,000 OFF PRICE OR HAVE $10,000 TO PUT TOWARDS YOUR CLOSING COSTS!! 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
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!
Located across the street from Stetson Law School. This condo features two generously sized bedrooms, one full bathroom, and an additional half bath, making it ideal for comfortable living. Conveniently located near the beach, this property offers an exceptional coastal lifestyle. Residents can enjoy a variety of amenities, including a refreshing pool, a secure entrance for added peace of mind,
Welcome to your own slice of paradise in Pelican Bay, located within the prestigious gated waterfront community of Pasadena Yacht & Country Club. Situated on the fifth floor, this spacious 2-bedroom, 2-bath condominium offers 1,476 square feet of well-designed living space with peaceful water and tropical community views that create a true Florida coastal lifestyle. Floor-to-ceiling sliding glass
Charming Craftsman Bungalow in the Heart of Gulfport This beautifully remodeled 2-bedroom, 1-bathroom craftsman bungalow is the perfect blend of historic charm and modern convenience in one of Gulfport's most sought-after neighborhoods. Completely updated throughout with a brand new kitchen featuring Samsung stainless steel appliances, this home is move-in ready and comes fully furnished with a
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
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: 1727930 Welcome to your charming, fully furnished, 2/1 duplex apartment in idyllic Gulfport . This ground-level unit offers practical convenience with free driveway and carport parking. The modern kitchen provides ample storage and countertop space, ideal for cooking. The bedroom is efficiently organized with plenty of closet space. Terrazzo tile flooring runs throughout the
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.
Property Id: 2619666 This very clean 3bed/3 bath has a beautiful view of the Pasadena Yacht & glof course. Very peaceful & quiet. 3 parking spots, new kitchen & showers. 2 large balconies overlooking the course. 1 off the family room and 1 off the main suite. Maintenance free. Must apply for a showing.
NEW LOWER MONTHLY RENT!! - 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
Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $55 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.
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
Beautiful Gulfport 3 bedroom, 2 bathroom house for rent. Walking distance to Stetson College. Has great central A/C and heat. Quiet and safe neighborhood patrolled by Stetson security and Neighborhood Watch, fenced big backyard with screened porch. Refrigerator, dishwasher, washer & dryer and oven are provided. Master bathroom has a jacuzzi tub and a shower. Close to beaches and easy access to
The BEST unit in Golfview! This remarkable corner unit abounds with natural light from every direction. This floor plan is so rare because it has the largest private courtyard in the building. Marvel in the panoramic views of Golfview's pristine landscaping, tranquil ponds, and the South Pasadena Yacht and Golf Club. This 2 bedroom 2 bath unit has been completely renovated from head to toe! The
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