Location: Pasadena Gardens, Gulfport
Do Not Show Listings
5313 18TH AVE S, GULFPORT, FL 33707
$399,00025 Days on yellowkey MLS ID: TB8521320
REDUCED by $16,000 (3.9%) on 07/02/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1264 Built: 1925 Tax: $2,152 (2025)Community: Pasadena Gardens Gulfview SecSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,152
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Historic Gulfport Craftsman with Soaring 9-Foot Ceilings, Edible Paradise, Outside The Flood Zone & ADU Ready (R-2 Zoning) Step into the charm of Old Florida with this beautifully maintained historic Craftsman-style home in Gulfport's highly desirable Garden District. Featuring stunning 9-foot ceilings, original hardwood floors, abundant natural light, and timeless architectural character throughout, this home offers a rare blend of historic charm, modern upgrades, and future potential. The heart of the home is a show-stopping designer bathroom that has been completely renovated with floor-to-ceiling mosaic tile, creating a luxurious spa-like retreat. Recent improvements include a new roof, new HVAC system, new 200-amp electrical service, new hurricane-impact windows, and an instant hot water heater, providing both comfort and peace of mind. Outside, the detached garage includes a dedicated 50-amp EV charging circuit and sits on an R-2 zoned property, offering the potential to build a second unit, guest house, or mother-in-law suite above the garage (buyer to verify all development possibilities with the City of Gulfport). Located just four homes from a large park that connects to an extensive network of green spaces, this property offers a truly unique walkable lifestyle. Stroll through parks, gardens, and food-forest areas on your way to Downtown Gulfport, the waterfront, the beach, restaurants, shops, festivals, and the Gulf. Outdoor enthusiasts will appreciate the nearby dog park, playgrounds, elementary school, and bike-friendly streets. The lush tropical landscape is a private edible paradise featuring more than 30 fruit trees and flowering plants, including avocado, orange, star fruit, soursop, and other tropical varieties. A mature producing avocado tree serves as the centerpiece of this remarkable backyard retreat. An existing water well is also located on the property, although its current condition and operability are unknown. Property highlights include: • Historic Craftsman architecture • Soaring 9-foot ceilings • Original hardwood floors • Designer bathroom with floor-to-ceiling mosaic tile • New HVAC system • Instant hot water heater • New roof • New 200-amp electrical service • New hurricane-impact windows • Detached garage with 50-amp EV charging circuit • R-2 zoning with potential for second unit or mother-in-law suite • Garden District location • Walkable to Downtown Gulfport, waterfront, and beach • Adjacent to connected parks and green spaces • Nearby dog park, playgrounds, and elementary school • Existing water well on property • 30+ fruit trees and tropical flowering plants • Mature producing avocado tree In addition to the primary living spaces, the home features two bright, sun-filled flex rooms currently used as bedrooms. These versatile spaces are ideal for guest rooms, home offices, creative studios, nurseries, or additional sleeping areas. Large windows provide beautiful garden views and abundant natural light, creating inviting spaces that enhance the home's unique character. Buyers should note that these rooms do not contain closets. A rare Gulfport gem offering the perfect blend of history, nature, walkability, coastal living, and future development potential. Owner is a licensed Florida Realtor selling their personal residence. Buyer agents are welcome.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: David Ahlgren (405-466-5558)
5710 19TH AVE S, GULFPORT, FL 33707
$379,0003 Days on yellowkey MLS ID: TB8528666
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1176 Built: 1973 Tax: $4,264 (2025)Community: Pasadena Gardens Gulfview SecApartment
Taxes:$4,264
Remarks: Great Investment Opportunity in Gulfport! NO FLOOD ZONE! Concrete block Duplex with large 1br/1ba, tile floors, New Roof 4/26, each with separate water and electric meters. Both units currently rented, long term tenants and responsible for own yard. Both units have a fenced backyard. Close to downtown Waterfront Art District & Stetson Law School and central of Gulf Beaches, downtown St. Pete and shopping
Listing is courtesy of: MC HOMES REALTY INC (727-432-2181)
Listing Agent: James Newman (727-742-5140)
1714 55TH ST S, GULFPORT, FL 33707
$400,0007 Days on yellowkey MLS ID: TB8528313
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 955 Built: 1955 Tax: $3,600 (2025)Community: Pasadena GardensSingle Family
Taxes:$3,600
Remarks: Welcome to **1714 55th Street S, Gulfport, FL 33707**, where comfort, convenience, and the Florida lifestyle come together in one exceptional opportunity. Whether you're searching for a primary residence, seasonal retreat, or investment property, this move-in-ready **3-bedroom, 2-bath home** offers outstanding value with **no deed restrictions**, giving you the flexibility to truly make it your own. From the moment you arrive, you'll appreciate the peace of mind that comes with major updates already completed. The **roof was replaced in 2021**, a **4-point inspection has just been completed**, and for added confidence, the seller is including a **one-year home warranty** for the new owner's protection. Best of all, this home is **ready for immediate occupancy**, allowing you to move in and start enjoying the Florida lifestyle right away. Inside, you'll find a functional floor plan with comfortable living spaces, generous bedrooms, and two full bathrooms designed to accommodate families, guests, or those who simply appreciate extra space. Natural light fills the home, creating a warm and inviting atmosphere that's ready for your personal touches. One of this home's greatest advantages is its incredible location in the heart of Gulfport. Known for its vibrant arts community, welcoming small-town charm, and beautiful waterfront, Gulfport has become one of Pinellas County's most desirable places to live. Spend your weekends strolling along the Gulfport Marina, exploring the eclectic shops and local art galleries, dining at award-winning waterfront restaurants, or enjoying live music and community festivals that take place throughout the year. The city's famous Tuesday Fresh Market and First Friday Art Walk create an atmosphere unlike anywhere else on Florida's Gulf Coast. Outdoor enthusiasts will appreciate the nearby parks, walking trails, pickleball and tennis courts, kayak launches, and waterfront recreation opportunities. Enjoy spectacular sunsets over Boca Ciega Bay, launch your boat from nearby public ramps, or simply relax along the scenic waterfront while watching dolphins play. Beach lovers will appreciate being just a short drive from some of Florida's most beautiful white-sand beaches, including **St. Pete Beach, Treasure Island, Pass-a-Grille, Madeira Beach, and Fort De Soto Park**. Whether you enjoy boating, fishing, paddleboarding, or simply soaking up the sun, you'll have endless opportunities just minutes from your front door. The location also provides quick access to vibrant **Downtown St. Petersburg**, where you'll enjoy world-class restaurants, rooftop bars, museums, breweries, shopping, waterfront parks, entertainment venues, and professional sports. Visit the renowned Salvador Dalí Museum, catch a Tampa Bay Rays game, explore Beach Drive, or enjoy concerts and events at the St. Pete Pier—all just a short drive away. Commuters will appreciate convenient access to I-275, making travel to Tampa, Clearwater, and both Tampa International and St. Pete-Clearwater International Airports simple and convenient. With **no HOA or deed restrictions**, valuable recent improvements, immediate availability, and an unbeatable location close to Gulfport's waterfront, Downtown St. Petersburg, and the Gulf beaches, this home offers an incredible opportunity to enjoy everything Florida's Gulf Coast has to offer. Schedule your private showing today and discover why so many people are proud to call Gulfport home.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Patrick Defeo, Ii (941-518-0708)
5617 GULFPORT BLVD S, GULFPORT, FL 33707
$675,000327 Days on yellowkey MLS ID: TB8420149
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 1851 Built: 1954 Tax: $3,968 (2024)Community: Pasadena Gardens Gulfview SecApartment
Taxes:$3,968
Tax Year: 2024
Remarks: 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 property can be used for large single-family living or commercial purposes, featuring ample parking and high visibility. In the private back area, you’ll find two 1-bedroom, 1-bathroom Airbnb units with their own parking. The possibilities are endless: establish your business at the front and live comfortably in the back, or rent out the back units for additional income. Don’t miss out on this versatile and rare piece of Gulfport real estate!
Listing is courtesy of: GULFPORT REALTY (727-289-5500)
Listing Agent: Stacey Purcell (727-744-0636)
1830 58TH ST S, GULFPORT, FL 33707
$230,000321 Days on yellowkey MLS ID: TB8421966
1 Days Off yellowkey (back on 3/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1205 Built: 1950 Tax: $2,903 (2024)Community: Pasadena Gardens Gulfview SecSpa: YesSingle Family
Taxes:$2,903
Remarks: Under contract-accepting backup offers. Short Sale. Accepting Back up and Bump ups. Big Price Drop! Don't miss it! Calling all investors or anyone that just wants a good deal on a home that needs minimal work. If you want a home that is located near all of the fun and excitement of Gulfport and our beautiful beaches, check this home out. Located in close proximity to Stetson Law, this home would make a fantastic rental. Or with some minor updating this home could be flipped for a profit or made your own. The home includes a whole house solar system so imagine your savings. The home has a master suite with an ensuite bath and inside laundry. Large covered porch and huge deck allows you to take advantage of our great weather. Good bones but could use some cosmetics. You will need to allow some additional time to close as it will need short sale approval.
Listing is courtesy of: NEXTHOME LUXE COASTAL (727-315-0315)
Listing Agent: Marsh Bilby (727-692-3118)
1902 53RD ST S, GULFPORT, FL 33707
$448,50013 Days on yellowkey MLS ID: TB8525542
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1368 Built: 1945 Tax: $4,035 (2025)Community: Pasadena Gardens Gulfview SecSpa: NoSingle Family
Taxes:$4,035
Remarks: 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.
Listing Agent: Eddie Mcclure (727-200-7625)
5520 20TH AVE S, GULFPORT, FL 33707
$436,500128 Days on yellowkey MLS ID: TB8485962
REDUCED by $3,400 (0.8%) on 07/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1958 Tax: $5,846 (2025)Community: Pasadena Gardens Gulfview SecSingle Family
Taxes:$5,846
Remarks: Discover this beautifully updated home in the heart of Gulfport! This inviting property features an open floor plan designed for comfortable living and easy entertaining. The home has been completely updated and includes a brand-new roof, fresh interior and exterior paint, and stylish modern finishes throughout. The spacious primary bathroom offers both a separate shower and relaxing bathtub, creating a perfect retreat at the end of the day. An inside laundry room adds everyday convenience, while the fenced backyard provides privacy and plenty of space for outdoor enjoyment—with room to add a pool if desired. Ideally located, you can walk or bike to the vibrant downtown waterfront, local parks, restaurants, and shops that make Gulfport such a sought-after community. With no flood insurance required and close proximity to parks and schools, this home offers both peace of mind and an exceptional location. A wonderful opportunity to enjoy the Gulfport lifestyle in a move-in-ready home!
Listing is courtesy of: EQUITY REALTY SUNCOAST (727-343-8100)
Listing Agent: Peter Chicouris (727-410-7064)
5518 18TH AVE S, GULFPORT, FL 33707
$899,999323 Days on yellowkey MLS ID: TB8422862
3 Days Off yellowkey (back on 5/8/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1925 Tax: $12,715 (2024)Community: Pasadena Gardens Gulfview SecSingle Family
Taxes:$12,715
Remarks: Under contract-accepting backup offers. 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!
Listing Agent: Larry Lanni (727-744-6823)
5610 19TH AVE S, GULFPORT, FL 33707
$425,00044 Days on yellowkey MLS ID: TB8515725
1 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1266 Built: 1963 Tax: $1,304 (2025)Community: Pasadena Gardens Gulfview SecSpa: NoSingle Family
Taxes:$1,304
Elementary School: Gulfport Elementary-PN
High School: Boca Ciega High-PN
Middle School: Azalea Middle-PN
Remarks: Under contract-accepting backup offers. 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!
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Monica Crawford (727-599-1944)
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