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$875,000
5 Beds 5 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
This versatile retreat is unlike anything else on the market. A rare Gulfport estate sitting on a truly private double lot, this property blends timeless character with modern upgrades across three separate residences- the main home, a stand-alone cottage, and a garage apartment overlooking a resort-style pool. Whether you’re envisioning multi-generational living, private guest retreats, or income-producing opportunities, the versatility and lifestyle here are unmatched. The main Dutch Colonial home spans over 2,200 sq ft with 3 bedrooms, 2.5 baths, and rich hardwood floors. A spacious updated family room opens directly to the pool deck, while a covered porch overlooks the lush backyard-creating the perfect setting for indoor-outdoor living. The standalone cottage has been completely remodeled from top to bottom and never lived in since. Bright and airy, it features a full kitchen with stone countertops, modern appliances, a stylish bath, lofted bedroom, and luxury vinyl plank flooring. Above the oversized two-car garage, the freshly renovated studio apartment offers abundant natural light, sleek stone counters, and luxury vinyl flooring - plus a bird’s-eye view of the backyard and pool that makes every day feel like a private resort. Step outside and this estate transforms into a tropical sanctuary: a sparkling in-ground pool, outdoor kitchen, travertine patio, and fruit-bearing trees (including mango), all surrounded by privacy fencing. Recent upgrades include one of the roofs (2017), electrical, plumbing, irrigation, gutters, pool resurfacing, tankless water heater, refinished oak and bamboo floors, landscaping, driveway, full interior renovation of the guest apartment, cottage and more - blending peace of mind with lasting appeal. All three residences enjoy private entries both to exterior roadways and interior pool/backyard, making this one of the most flexible and unique estates in Gulfport. Just blocks from the city’s historic waterfront district, vibrant arts and dining scene, and less than 10 minutes to both the Gulf beaches and downtown St. Petersburg- this home offers a one-of-a-kind lifestyle in a prime location without the added cost of being in a flood zone!

5518 18th Avenue S, Gulfport

$780,000
3 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Step into your happily-ever-after in the vibrant heart of Gulfport, Florida! This isn’t just a house—it’s a vibe. Fully reimagined in 2021, this stunner fuses chic modern updates with the quirky, colorful spirit Gulfport is famous for. Inside, every detail shines: soaring cathedral ceilings, light-filled spaces, and sleek flooring that ties it all together. The open layout sets the stage for everything from quiet nights in to big, laughter-filled gatherings. The kitchen is a showstopper. A giant island made for cooking, cocktails, or casual catch-ups. High-end appliances to unleash your inner chef. Dining space for a feast with friends. And just steps away, sliding doors open to your private pool—screened in for nearly bug-free bliss. Sunshine, shade, or starry-night swims… it’s all here. The primary suite is pure retreat mode. Think spa bathroom with a soaking tub, double sinks, and walk-in shower. Add a dreamy walk-in closet plus a bonus office/studio, and you’ll never want to leave. Two more bedrooms on the opposite side of the house keep the floor plan fresh and functional. Outside, the lot is super-sized and full of possibilities. New front yard landscaping with a new well and irrigation system. Covered porch? Check. Two-car garage? Check! Room to play, lounge, or create your own oasis? Absolutely. And let’s not forget location, location, location! This beautiful property is located across from Tomlinson Park where you can stroll and enjoy the pond and the illuminated fountain that you can see from the window. You’re tucked into the beloved Pasadena neighborhood, just minutes from Gulfport’s Tuesday market, funky shops, foodie-approved restaurants, lively bars, and the beach overlooking sparkling Boca Ciega Bay. All underground utilities are being installed in the neighborhood. This home is more than walls and windows—it’s a coastal retreat, a memory-maker, and the ultimate Gulfport lifestyle all wrapped up in one. Your Gulf Coast dream? Found it.

1807 55th Street S, Gulfport

$675,000
3 Beds 3 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Discover this exquisite Dutch Colonial estate from 1924, meticulously preserved and on an oversized lot (1-1/2 lot) in the heart of Gulfport, known for its historic neighborhoods and vibrant arts scene. The home has been beautifully renovated, featuring upgraded systems and finishes while retaining its historic charm. It boasts three generous bedrooms and 2.5 baths, highlighting elegant quartz countertops and designer tile accents. Recent upgrades include a roof (2022), electrical and plumbing systems, an underfloor HVAC (2022) system for energy-efficient airflow, premium Andersen hurricane-impact windows (2022), new Hardie board siding, and uniform tile flooring for lasting durability and ease of maintenance. Original hardwood floors have been restored to their original beauty. At the heart of the home lies a chef's kitchen outfitted with high-end Café appliances, a stylish backsplash, quartz countertops and a delightful copper farmhouse sink. The inviting living room, adorned with 10-foot ceilings and large format windows, features the original 1920s brick fireplace. The formal dining room showcases period-appropriate moldings, while a beautifully restored wooden staircase with spindle balustrade leads to the upper level. Here, you'll find bedrooms equipped with built-in closet systems, period-style windows, and a primary en-suite bath featuring a frameless glass shower, dual vanities and imported ceramic tile. Step outside to the thoughtfully landscaped backyard, designed for entertaining and relaxation, where a composite wood deck encircles a mature mango tree, offering seasonal fruit and shade. Just moments from the vibrant Gulfport Art District, pristine beaches, golf, Pasadena Yacht and Country Club, and an array of fine dining and shopping options, this residence offers proximity to upscale coastal amenities. At 16 feet above sea level, this property is in Flood Zone X, which is not classified as a high-risk flood area according to FEMA. Flood insurance is not required. Qualified buyers may receive a 1-year interest rate buydown for the first year paid for by the Seller's preferred lender when financing this home (subject to credit approval and program availability) - call today for details!

5518 21st Avenue S, Gulfport

$635,000
4 Beds 3 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
BONUS DEPRECIATION IS BACK! Take advantage of this remarkable tax savings and put this triplex in service this year! House hackers listen up, great opportunity to build equity, live low cost living while tenants pay the mortgage. This concrete block triplex offers incredible potential, featuring two 1-bedroom, 1-bath units and one 2-bedroom, 1-bath unit. Not in a flood zone & unaffected by recent hurricanes. The property includes a common laundry area, shared garden space, and a play/seating area for residents to enjoy. Located just blocks from Gulfport Beach, Williams Pier, and Gulfport Casino, this triplex is a short walk to the Gulfport Tuesday Morning Market, parks, shops, and top-rated restaurants. Whether you're looking for solid cash flow or an opportunity to live in one unit while renting the others, this triplex is a true gem. Please do not disturb tenants. Schedule your private showing today!

1806 57th Street S, Gulfport

$464,900
4 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
DUPLEX ALERT! Welcome to 1604 58th Street S, a vibrant mid-century duplex in the heart of Gulfport that’s full of charm, character, and income potential. This solid block property comes fully furnished and offers two separate 2-bedroom, 1-bath units, each with its own private entrance, unique style, and artistic flair. The front unit features bold colors, stained concrete floors, a retro kitchen, and a vintage tiled bath. The back unit has a cozy cottage vibe with mid-century pink cabinetry, wood-paneled walls, and an updated bathroom with a walk-in shower. Both units are bright and spacious, featuring a newer roof (2023), central HVAC (2017), newer on-demand water heaters (2018), and have ample storage. The fully fenced yard offers space to relax, garden, or entertain, and there’s a long driveway for off-street parking. Each unit is separately metered, with shared laundry and multi-family zoning, making it perfect for house-hacking, long-term tenants, or short-term rental use. Located just minutes from Gulfport Beach, the waterfront district, art walks, and downtown St. Pete, this is your chance to own a truly unique income property in one of Pinellas County’s most beloved neighborhoods. If you're looking for a property that’s anything but cookie-cutter, 1604 58th Street S delivers style, soul, and serious income potential. Schedule your showing today and step into a slice of Florida charm that’s bursting with possibility.

1604 58th Street S, Gulfport

$450,000
4 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Mid-Century Magic Meets Modern Living in Gulfport! Step into a world of style, character, and charm with this picturesque 4-bedroom home nestled in the heart of vibrant Gulfport. With a nod to mid-century modern design, this residence captivates with clean lines, expansive windows, and timeless architectural flair. Just minutes from Gulfport’s colorful downtown arts district, waterfront parks, and local eateries, this home delivers the perfect mix of character, convenience, and coastal living. Just minutes to multiple sun-kissed ivory beaches & sunsets, blocks to Gulfport’s artsy and eclectic waterfront district, an array of restaurants and much more, this peaceful retreat with a stellar location can be yours! Big Bonus! There is NO FLOOD INSURANCE REQUIRED. The versatile layout with multiple living areas can accommodate a variety of living arrangements. Starting with the linear kitchen, which is the heart of the home, equipped with stainless steel appliances, connecting to the dining and living room off the entry. Located off the main living space, three spacious bedrooms share a well-appointed full bathroom, while a fourth, generously sized bedroom adjacent to the dining area serves as a serene meditation retreat. The adjacent laundry room doubles as a workout area and features porcelain tile flooring, a large built-in closet and a private second bathroom. At the back of the home, there is a large flex room or family room that is cozy and informal and emphasizes versatility. Value added extras include; New interior paint throughout, a new 200-amp electric panel, updated windows, new gutters with Leaf Filter, newer vinyl fencing, new roof in 2019, new plumbing from the house to the street, new water heater in 2023 and transferable warranties for the termite treatment, Friends Plumbing (07/22/2025), Leaf Filter, Vinyl fence and Roof. Don’t miss your chance to own this one-of-a-kind coastal gem, where charm meets convenience just steps from the shore. Whether you're looking for a second home escape or a place to call home year-round, this character-filled haven offers the perfect blend of comfort, style, and location. Make your move to a home that tells a story—yours!

5309 21st Avenue S, Gulfport

$440,000
2 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Welcome to your Gulfport Craftsman dream home! A very desirable antique home Located on a peaceful NON FLOOD ZONE street just minutes from Gulfport’s vibrant waterfront arts district, 5318 20th Ave S is a rare blend of character, comfort, 1920's charm and smart modern upgrades starting with a custom designed front door that belongs on display at a museum. Inside, you’re greeted by a warm natural light and inviting living spaces, anchored by a gorgeous fireplace that creates the perfect setting for cozy nights or stylish entertaining. Beyond its charm, this home has been thoughtfully enhanced for efficiency and peace of mind. The entire home’s water supply runs through a charcoal whole-house filtration system—only 2 years old and rated for up to 8 years of use—providing clean, filtered water throughout. The HVAC system is also equipped with a brand-new UV sterilizing light (installed this year), helping improve air quality and overall comfort. The kitchen has been immaculately updated with beautiful stainless steel appliances and the wood floors have been perfectly restored to give the entire home an amazing 1920's feel with all the modern updates! Step into the backyard and discover one of the property’s most desirable features: a detached Accessory Dwelling Unit (ADU) offering exceptional flexibility for rental income, guests, multigenerational living, or a private office. Water and sewer connections are already in place, making it easy to hook up a tiny home or further customize the space to suit your needs. For today’s lifestyle, the home also includes a 50-amp fast EV charging station, adding both convenience and future-forward value. Set on a lush lot with room to relax or entertain, this property perfectly captures Gulfport’s laid-back coastal vibe—just minutes from beaches, downtown St. Pete, dining, and shopping. Live in one, earn from the other, and enjoy the upgrades that truly matter—this is Florida living at its finest! Schedule a showing as this gem is going to sell quickly!!!

5318 20th Avenue S, Gulfport

$438,000
3 Beds 3 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Tenant occupied triplex! Three 1-bedroom apartments! A perfect addition to your income producing portfolio or a great starter income property! 2007 54th St S has a new roof, one new HVAC, and two newer water heaters. Other features include a long driveway for tandem parking, a parking pad, alley access, and a storage shed. The South unit has fresh paint and is ready for immediate occupancy. The other 2 units are already rented! Nestled between the Trolley Market Square on the Tangerine Greenway and Beach Blvd, this property is located in a NON-FLOOD zone and less than a mile from the Gulfport waterfront. Call today to see! Shown by appointment ONLY. 24-hour notice required for all showings. Please do not disturb the tenants.

2007 54th Street S, Gulfport

$412,500
2 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
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 gathering area. Recent improvements include a new HVAC system (2026), updated plumbing and electrical, and a tankless water heater for added efficiency and convenience. The indoor laundry room includes pantry storage, a second refrigerator/freezer, maximizing functionality and organization. The kitchen boast a gas range, refrigerators/freezer, brand new microwave, and dishwasher, kitchen island, and built in bench seating with storage. Outside, you'll find two storage buildings offering ample space for tools, hobbies, or additional storage needs. An outdoor programmable lighting system enhances the home's curb appeal and creates a welcoming atmosphere day and night. Located in a charming, walkable neighborhood and situated in a non-flood zone, this property is just steps away from Tomlinson Park, local shops, dining, and all that Gulfport represents! Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this delightful home is ready to welcome its next owner.

1902 53rd Street S, Gulfport

$410,000
3 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Welcome to your dream pool home in the heart of Gulfport! Located in a highly desirable, thriving waterfront community on Boca Ciega Bay, this property puts you just moments away from Beach Blvd’s vibrant art galleries, local boutiques, delicious dining, and buzzing live music scene. Constructed of solid block, this home offers incredible peace of mind by being situated in Flood Zone X and Evacuation Zone D. Parking and access are effortless, featuring a welcoming front driveway for guests alongside convenient alley access to a rear driveway and a one-car garage. Step into your private backyard paradise, which boasts a sparkling saltwater pool surrounded by a spacious paver patio that is absolutely ideal for sunbathing and outdoor entertaining. A handy storage shed and a dedicated side-yard dog run for your furry friends round out the impressive exterior features. Inside, you will find classic, low-maintenance terrazzo floors flowing seamlessly throughout the entire three-bedroom, two-bathroom layout, which includes a private primary en-suite. The charming, sunlit kitchen offers a cozy eat-in space framed by bright double windows, while the main living room flows effortlessly into a massive 270-square-foot sunroom overlooking your pool oasis. With a brand-new 2025 HVAC system, a 2018 main house roof, and a 2016 garage roof, all the major big-ticket updates are already done for you. There is nothing left to do but pack your bags, move right in, and start living the ultimate Gulfport lifestyle today!

5610 19th Avenue S, Gulfport

$400,000
4 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Welcome to your slice of paradise- just minutes from not one, but multiple stunning beaches! This incredible property is the definition of the Florida lifestyle: sunshine, coastal breezes, and endless opportunities to relax or entertain. Whether you're walking the shoreline at St. Pete Beach, catching a sunset at Treasure Island, or enjoying Gulfport's artsy waterfront district, you're never far from sand and serenity. Recently updated with a brand-new roof (2025) and fresh pavers (2025), this home offers not only style but lasting value. But that's just the beginning. Future homeowners will also enjoy the flexibility of choosing whether to purchase the home fully furnished or make it their own with a personal touch. Whether you're looking for a forever home, a seasonal escape, or an investment property with amazing rental potential, this one check all the boxes. Don't miss out on this unique opportunity to own a piece of Florida living at its finest!

5705 17th Avenue S, Gulfport

$397,000
4 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Historic Gulfport Craftsman | Major 2019 Renovation | R-2 Zoning | Outside Flood Zone. Major renovation completed in 2019 including: new architectural shingle roof, new hurricane-impact windows, complete electrical rewire with new 200-amp electrical service and breaker panel, dedicated 50-amp EV charging circuit, new HVAC system with all new ductwork, completely remodeled kitchen with stainless steel appliances, completely renovated designer bathroom featuring a 6-foot soaking tub and floor-to-ceiling tile, original hardwood floors professionally refinished, and exterior aluminum siding professionally painted. Step into the charm of Old Florida with this beautifully maintained historic Craftsman home in Gulfport's desirable Garden District. Original hardwood floors, soaring 9-foot ceilings, abundant natural light, and timeless architectural details are complemented by extensive 2019 renovations and modern systems. Situated on an R-2 zoned lot, the detached garage offers potential for a future accessory dwelling unit (ADU), guest house, or mother-in-law suite (buyer to verify permitted uses with the City of Gulfport). The private backyard is an established edible landscape with more than 30 mature fruit trees and tropical plants, including a producing avocado tree, orange, star fruit, soursop, and many other varieties. An existing water well is also located on the property (condition unknown). Located just four homes from a large park connected to Gulfport's greenway system, the property is approximately a 1.2-mile walk to Downtown Gulfport, the waterfront, beach, restaurants, shops, festivals, playgrounds, dog park, and elementary school. The home also includes two bright flex rooms currently used as bedrooms. These versatile spaces are ideal for guest rooms, home offices, studios, nurseries, or additional sleeping areas. Buyers should note these rooms do not contain closets.

5313 18th Avenue S, Gulfport

$362,000
2 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Move-In Ready! LARGE BONUS ROOM for office, den, dining or 3rd bedroom! Light-Filled Gulfport Gem on Spacious Corner Lot. See Virtual Tour Links for you walk though now! Welcome to this beautifully updated 2-bedroom, 1-bath concrete block home with soaking pool in the heart of Gulfport, Florida—located in a non-flood zone for added peace of mind. Perfect as a full-time residence or an ideal snowbird retreat, this property offers an inviting open-concept layout designed for modern living. Step inside to discover gleaming terrazzo floors and abundant natural light throughout. The updated gathering kitchen is the true centerpiece, featuring a large center island perfect for entertaining, casual dining, or hosting friends and family. The stylishly renovated bathroom boasts a walk-in shower, while the versatile large bonus room offers endless possibilities—use it as a home office, third bedroom, or formal dining space to suit your lifestyle. Outdoors, enjoy a fully fenced backyard with convenient access for boat or camper storage, plus a soaking pool and expansive paver patio—perfect for relaxing or entertaining under the Florida sun. The property also includes a one-car garage, abundant off-street parking, and valuable upgrades like a brand-new roof (2025) and rain gutters. Located in the Gulfport garden district, close to vibrant downtown, 2 blocks to Tomlinson Park and Tangerine Greenway, and nearby Stetson College. Only 15 minutes from both St Pete beach and the St. Pete Pier. Prime location near parks, downtown & beaches Motivated seller—don’t miss this move-in ready Gulfport opportunity!

5401 17th Avenue S, Gulfport

$350,000
2 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Coastal Charm Meets Modern Sophistication in the Heart of Gulfport. Tucked away behind a classic white picket fence and surrounded by lush tropical landscaping, this beautifully reimagined Key West-inspired residence offers an exceptional blend of timeless charm and modern comfort in one of Tampa Bay's most beloved waterfront communities. Perfectly positioned just moments from Boca Ciega Bay, Downtown Gulfport, and award-winning Gulf beaches, this enchanting 2-bedroom, 1 bathroom, BLOCK, NON-FLOOD ZONE residence embodies the laid-back coastal lifestyle that makes Gulfport so special. A welcoming front porch and picturesque curb appeal immediately set the tone, inviting you inside to discover thoughtfully curated interiors filled with warmth and character. Luxury vinyl plank flooring flows throughout the home, complemented by freshly painted interiors and an abundance of natural light that creates an airy, inviting atmosphere. The beautifully renovated kitchen has been designed with both style and functionality in mind, featuring elegant quartz countertops, real wood soft-close cabinetry, premium stainless-steel appliances, a large undermount sink, and a spacious breakfast bar perfect for casual dining and entertaining. Adjacent dining space offers flexibility for intimate gatherings or everyday living. The spa-inspired bathroom has been meticulously updated with distinctive tile work, elegant finishes, and a designer vanity, creating a refined retreat that feels both sophisticated and serene. Beyond its charming interiors, the home has been thoughtfully improved with a newer HVAC system, newer irrigation system, and a roof replaced in 2016, offering peace of mind for years to come. The expansive, fully fenced backyard presents endless possibilities—whether hosting friends under the Florida sunshine, creating your dream outdoor oasis, or simply enjoying the privacy and tranquility of your own tropical retreat. A paved and covered carport further enhances the home's functionality and convenience. Rarely does a home capture the essence of Old Florida charm while offering such thoughtful modern updates and an unbeatable location. This is more than a home—it's an invitation to embrace the relaxed, coastal lifestyle that has made Gulfport one of Tampa Bay's most treasured hidden gems.

2105 52nd Street S, St Petersburg

$350,000
3 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Perched on a picturesque DOUBLE CORNER LOT (0.23 acre) in NO FLOOD ZONE (Pasadena Gardens), turn this Mid-century, versatile layout 3 bedroom 2 bath RETRO- home into your personal oasis. Call for 100% financing option "PATH LOAN" by CADENCE BANK with no mortgage insurance on this property! A standout opportunity to either remodel, build new, or subdivide – whether you're a builder or a buyer with a vision, this is a property you do not want to miss! The unique 1948-constructed home is ready for your choice of enhancements: it features a long double driveway with ample parking, leading into a rare oversized 2-car garage with two new separate high-impact garage doors, new “Bradford” water heater, partial newer water pipes, upgraded electric panel box, lots of newer windows, exterior window shutters, some cedar-lined bedroom closets, 2 sewer lines (septic tanks were closed), a deep well for sprinklers, Shingle & mopped 3-ply with GAF/Ruberoid cap Roof with gutters (30 year Warranty!) - replaced in 2009 by Duncan Roofing (inspected before property went on the market for sale), & Carrier A/C in 2016 (motor replaced in 2024). More exterior features include a huge chain-link fenced backyard with a mature Avocado tree & plenty of room for a pool and/or playground set, storage shed, two open patios and a convenient back alley. Walk 8 blocks to STETSON LAW SCHOOL, Boca Ciega High School ("Bogie"), Pinellas Trail, & easy access to urban amenities in the vibrant, artsy coastal community of Gulfport with its eclectic shops, dining, waterfront parks; Tyrone Mall, and a quick commute via I-275 to St. Petersburg, Tampa, plus Bradenton & Sarasota across the “Sunshine Skyway” bridge. No HOA! Call for a showing today and don't let this gem of an opportunity sail away!

1502 55th Street S, St Petersburg

$339,000
2 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
One or more photo(s) has been virtually staged. This Gulfport residence redefines Florida living. Whether it is enjoyed as a permanent home or a coastal retreat, it offers a refined balance of polished renovations, modern efficiency, a cozy feel, and an exceptional location. An updated eat-in kitchen anchors the living space. It features white shaker cabinetry, stone countertops, extra pantry storage, on-trend lighting, and stainless-steel appliances. A spacious breakfast bar invites casual meals, easy entertaining, and everyday connections. Life extends outdoors with a screened Florida room ideal for morning coffee or evening conversations. For those who cherish outdoor spaces, this home delivers! The landscaping has been carefully designed to create a private, tropical setting. An accessory building adds versatility, ideal for storage, a workshop, or a future art studio. There is potential for an easy conversion into a garage with coveted alley access. Significant mechanical updates have already been completed including a roof replacement in 2021, a Rheem tankless hot water heater in 2019 and newer windows. A solar system installed in 2018 keeps energy costs remarkably low with an average electric bill of $45 per month including additional surge protection. Gulfport is more than just a destination – it’s a way of life. Known for its fun and funky spirit, the community offers boutique shopping, award winning dining, lively street parades, and the beloved Tuesday Morning Market. For quieter moments enjoy yoga in Thomlinson Park, sunset strolls along the beach or on Williams pier. There are endless opportunities for both adventure and relaxation. An eco-friendly coastal lifestyle awaits: beautifully updated, thoughtfully designed, and perfectly Gulfport.

5514 16th Avenue S, Gulfport

$335,000
2 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Welcome to this cozy and inviting 2-bedroom, 1-bathroom home nestled in the heart of Gulfport—just 4 minutes from the beach and close to all the vibrant local restaurants, shops, and activities the area has to offer. As you walk up, you're greeted by charming curb appeal that sets the tone for the warmth inside. Step into the living room, where a cozy fireplace creates the perfect place to relax and unwind. Just beyond is the stylish kitchen, featuring modern gold accents and thoughtful design. The kitchen opens into a bright family room filled with natural light—ideal for gatherings or quiet mornings. Off the hallway before the kitchen, you’ll find a sunlit guest bedroom, a versatile bonus room perfect for an office or studio, and a full bathroom. Tucked at the back of the home, through the family room, is the primary bedroom with high vaulted ceilings, offering a peaceful and airy retreat. On the opposite side of the family room, you’ll find a dedicated laundry room, adding functionality and convenience to the layout. Step outside to enjoy a covered back porch and a spacious backyard—perfect for entertaining, gardening, or simply enjoying the Florida sunshine. This Gulfport gem blends charm, comfort, and an unbeatable location—don’t miss your chance to make it yours!

5622 Tangerine Avenue S, Gulfport

$325,000
3 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Timeless charm meets modern ease! This Gulfport bungalow is rich with vintage character that coexists perfectly with modern amenities. Original chocolate-stained wood floors, coved ceilings, archways, cedar closets and classic Bahama shutters all give a warm nod to yesteryear. Yet, tasteful renovations throughout elevate the home to today’s lifestyle. The kitchen is a standout, featuring extended white shaker style cabinetry, stone countertops, a subway tile backsplash, stainless steel appliances and has plenty of space for a dining table. A split bedroom layout ensures both privacy and convenience. The two guest bedrooms share an updated main bathroom which echoes the home’s contemporary aesthetic. A major bonus? The garage conversion - separated by a breezeway, utility room, and second full bath - offers incredible flexibility. Use it as a spacious primary suite, home office, studio, fitness room, or take advantage of the layout for house-hacking. With two separate entrances, its ideal for multigenerational living or potential rental income. Coveted alley access makes coming and going a breeze, easily pull in your boat, golfcart or recreational vehicles. The backyard is lined with lush Areca palms for added privacy and a tropical vibe, while coconut palms and thoughtful landscaping in front enhance the home's curb appeal. The list of upgrades since 2019 has been extensive: roof, AC, replaced sewer line, and tankless hot water heater. These improvements will guarantee the new owner years of stress-free living and peace of mind. Located just blocks from everything that makes Gulfport so adored: colorful festivals, quirky boutiques, award-winning waterfront dining, and the Tuesday Morning Market. Don’t forget the sunset strolls along the beach or Williams Pier! Whether you're searching for a full-time home, vacation escape, or a savvy investment, this home offers an ideal blend of comfort, character, and coastal lifestyle.

2020 58th Street S, Gulfport

$325,000
3 Beds 2 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Back on market due to financing issues. Seller's are entertaining offers. Welcome to this adorable 2-bedroom, 1-bath home in the highly desirable Stetson area of Gulfport, Florida! This move-in-ready gem features gleaming hardwood floors, a bright and open floor plan, and timeless character throughout. Situated on a well-maintained lot, the property boasts two outdoor living spaces perfect for relaxing, entertaining, or enjoying the Gulfport breeze. BONUS ALERT! A detached 1-bedroom, 1-bath in-law suite offers flexible living arrangements—ideal for guests, multi-generational living, or generating extra income. This home has a solid rental history. Property also has a 8 x 12 storage room, with it's own entrance, attached to in-law suite and an indoor laundry room that is accessible to both the primary home and in-law suite. A/C replaced in 2017, hot water heater 2025 both in main house. Located in Flood Zone X (no flood insurance required), this is a rare opportunity in a prime location—just minutes from downtown Gulfport, the marina, and the beaches. Whether you’re looking for a smart investment, a cozy Gulfport retreat, or both, this one checks all the boxes!

5725 18th Avenue S, Gulfport

$281,000
2 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Gulfport: Welcome to this Gulfport home ideally located in a well-established Gulfport neighborhood with-in convenient walking distance to Boca Ciega High School, Gulfport Library, Gulfport Police Station and Gulfport beach. This vibrant community has local farmers markets and festivals to convenient outings. This is not a foreclosure or shortsale. This Home is completely upgraded: Bathroom with Walk-in Tub and Whirlpool Jets, Roof updated 4 years, Ac 4 years, Electrical Box 200 Amp and re-wired 3 years, Windows 2 years. Privacy fenced with alley access! Great for Boat or RV storage. Cordless wood grain blinds installed in every window. The Kitchen has upgraded cabinets with granite countertops, pull-out shelving, new refrigerator, new range and convenient breakfast bar. This inviting property features a comfortable layout filled with natural light and thoughtful spaces designed for everyday living and easy entertaining. The Living Room has new carpet, and underneath the carpet is ceramic tile so you can have carpet or tile. The Primary Bedroom featuring wood floors and a cedar-lined closet. The updated bathroom has a Walk-in Bathtub with Jacuzzi jets, offering comfort and relaxation. Step outside to enjoy a recently added wood deck off the back of the house, perfect for outdoor relaxing and dining. The private tropical yard includes a detached storage shed with parking pad and gated alley access. Room to park a large Boat or RV. The storage shed is equipped with a new washer and new dryer, electric lawn mower and shelving easily removable offering excellent potential to be converted into a work-shop, one-car garage or mother-in-law suite. Don’t miss this opportunity to own a home with character, comfort, and a lifestyle that truly delivers.

5722 20th Avenue S, Gulfport

$270,000
2 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Location is everything, centrally located in a non flood zone just blocks from Stetson Law College, in the heart of Gulfport. This Mid-Century Modern home has only had one family ownership since the 50's. Two bedrooms/one bath with a bonus room off the main bedroom, with access to the yard. Old carpet recently removed with a clean slate to tile or carpet to your own taste. Perfect for 1st time home buyer, those looking for an investment property, law students or a cozy weekend getaway/second home. Convenient alley access to the spacious yard with a shed for extra storage. Prime location to Gulfport's vibrant downtown, library, theater, beachfront, pier, award winning restaurants & boutiques with weekly & monthly events. With its Mid- Century Modern charm and endless potential, this concrete block home is ready for you to invest, settle in, or escape for the weekend or the winter. Seller will offer a $5,000 credit with full price offer for new flooring allowance or closing cost assistance.

5717 16th Avenue S, Gulfport

$175,000
2 Beds 1 Baths Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
5613 20th Avenue South, Gulfport, FL 33707 BUILD, REIMAGINE, OR START FRESH IN GULFPORT! This property presents a unique opportunity for builders, investors, or buyers looking to create something of their own in an established Gulfport neighborhood. The existing structure is considered to have no contributory value to the purchase price, with the value placed primarily in the land and redevelopment potential. The property is being sold AS-IS for the convenience of the seller. For most buyers, the opportunity will be to tear down the existing structure and build a new home, while an experienced and highly motivated renovator may choose to explore restoring or substantially rebuilding what is currently in place. The existing structures include a carport, detached storage shed, and additional attached storage area. Mature trees and established vegetation provide character to the lot, with selective trimming and clearing offering the opportunity to create a beautiful setting for new construction. The property remained safe from the major storms of 2024, adding another consideration for buyers evaluating redevelopment opportunities in the area. Enjoy a convenient Gulfport location with easy access to shopping, dining, everyday necessities, Gulf beaches, vibrant Downtown Gulfport, and nearby St. Petersburg. Whether you're a builder searching for your next project or a buyer ready to design a home from the ground up, this property offers an opportunity to bring a new vision to life in one of Pinellas County's most distinctive communities. Bring your plans, your builder, and your imagination—the value is in the land and the possibilities ahead.

5613 20th Avenue S, Gulfport

$148,000
Pasadena Gardens Gulfview Sec SubDv. 33707 Zip Code
Residential buildable lot measuring 50-by-127 feet with alley access. Site is ready for development, with architect-designed plans for a two-bedroom, two-bath carriage house/accessory dwelling unit (ADU) and survey available upon request. In proximity to the Gulfport Arts District, Gulf beaches, golf, Pasadena Yacht & Country Club, and multiple dining and shopping venues. The area is golf cart-friendly, providing convenient access to local destinations. The property sits approximately 16 feet above sea level in Flood Zone X, which FEMA does not classify as high-risk flood area. Flood insurance is not required. The adjacent home at 5518 21st Avenue S (MLS #TB8397347) is available separately or together with this parcel to create a larger residential estate.

21st Avenue S, Gulfport