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Welcome to this delightful 3-bedroom, 2-bathroom cottage-style home situated on a spacious double lot (in an X flood zone!) in the vibrant coastal community of Gulfport, FL! Bursting with character, this home features a cozy wood-burning fireplace in the living room, built-in storage, and charming vintage-style tile in both the kitchen and guest bath. The primary suite offers a private retreat with a full ensuite bath for added convenience.  The split floorplan gives serenity at the end of a long day with the guest bedrooms distanced from the primary.  Step outside to your fenced-in backyard, perfect for pets or gardening, complete with a concrete pad for boat parking, and a covered seating area for year-round enjoyment. Relax on the screened-in patio, ideal for savoring Gulfport’s coastal breezes.  Utilize the alley access to easily get your boat or water toys into the backyard.  Located just minutes from Gulfport’s eclectic shops, dining, and waterfront parks, beaches, Stetson Law School, and Pasadena Golf and Yacht Club, this home is a true gem!  A sprinkler system fed by well water keeps your garden lush and vibrant.  Water heater and electrical panel have both been recently updated. Don’t miss your chance to own a piece of this charming artsy community. Schedule your showing today!

City Limits, Level, Near Marina, Near Public Transit, Paved

Welcome to the pinnacle of luxury living in the exclusive Pasadena Yacht & Country Club. This stunning corner penthouse offers breathtaking, panoramic views that capture both unforgettable sunsets over Boca Ciega Bay and the Gulf of Mexico, as well as vibrant sunrises over downtown St. Petersburg from your expansive private balconies.

Designed to impress, the two bedroom/two bath penthouse boasts seamless balcony access from the living and dining areas, as well as both bedrooms, allowing you to fully immerse yourself in the spectacular surroundings. 

Pasadena Yacht & Country Club is a meticulously maintained, gated community known for its top-notch amenities and serene ambiance. Residents of Buildings A & B enjoy exclusive access to their own private clubhouse, featuring inviting social gathering rooms, a party kitchen, a billiards room, and a library. Relax and rejuvenate in the sauna or by the heated pool and spa, all set in a lush, private setting—and all included in your condo dues.

Additional conveniences include a dedicated in-garage parking space (#133) and a convenient storage unit. The community’s 24-hour manned security gates provide peace of mind, ensuring a secure and serene living environment. Ample guest parking makes entertaining effortless.

Perfectly positioned, this residence offers easy access to the best of the area. You’re just a 35-minute drive from Tampa International Airport, 15 minutes from the pristine Gulf beaches, and a mere 5 minutes from Gulfport’s charming downtown—home to eclectic dining options, a bustling Tuesday fresh market, and quaint shops.

For those seeking a lifestyle of leisure, Pasadena Yacht & Country Club offers optional memberships, granting access to an 18-hole championship golf course, tennis and pickleball courts, a Jr. Olympic-sized swimming pool, covered lounge areas, and a poolside bar and grill. Boaters will appreciate the marina, while culinary enthusiasts will delight in both casual and fine dining options. Best of all, new owners can skip the waitlist and immediately enroll in club membership upon taking title.

Experience unparalleled elegance, comfort, and convenience in this one-of-a-kind penthouse residence. Schedule your private showing today and discover the lifestyle you deserve.

FloodZone, City Limits, Near Golf Course, Private

Experience the best of waterfront Luxury living in this immaculate first-floor end-unit condo. Perfectly situated in an exclusive 55+ community, offering 1,700 square feet, this beautifully updated 3-bedroom, 2.5-bath residence boasts breathtaking sunset views and an unbeatable combination of comfort and convenience. This property DID NOT FLOOD DURING HURRICANE HELENE & MILTON! Step inside to a renovated kitchen (2020) featuring custom Kraft cabinetry, gleaming granite countertops, stainless steel appliances, and upgraded recessed & track lighting. The open-concept dining and living area is perfect for entertaining, complete with a custom bar and beverage fridge. Enjoy smooth ceilings throughout, a remodeled custom storage closet, and  updated bathrooms with new vanities and toilets. Designed for effortless living, this condo features storm shutters and new storm doors (2025), a new A/C condenser and thermostat in (2024) natural gas cooktop, spacious walk-in closets, and a large open patio to soak in the coastal breeze and watch the dolphins. Designated covered parking adds convenience and peace of mind. Indulge in resort-style amenities, including 4 heated pools, marina with boat slip rental available, kayak and bike storage, a clubhouse with a billiards room, library, fitness center, saunas, an auditorium, and meeting rooms that are complete with a full kitchen. A vibrant social calendar offers tennis, pickleball, bocce ball, shuffleboard, yoga, bingo, and line dancing—there’s something for everyone. Town Shores is half a mile from the Gulfport Senior Center which offers minibus service, food pantry, medical equipment lending, a wide variety of activities, classes, and workshops, including gardening, art, crafts, music, language, writing, cooking, and social events. Indulge in the carefree lifestyle that this beautiful home can provide.

Welcome to this beautifully updated home set on a spacious lot in the vibrant Arts District of Gulfport - perfect for entertaining or relaxing in comfort!
The layout offers a seamless flow between living, dining and kitchen areas and the split-plan puts the bedrooms on each side, allowing for peace and privacy. The heart of the home is the kitchen and features granite countertops, a wine fridge, rich wood cabinetry, stainless steel appliances, and a breakfast bar that overlooks your tranquil backyard. 
The primary suite includes two closets and a lovely en-suite bath with a walk-in shower. The second bedroom and bath have also been tastefully remodeled, offering a walk-in shower and stylish details as well.
Live the Florida Lifestyle and venture outside to your backyard retreat where you will find a beautiful new screened lanai on over 600 sq. ft. of composite decking creating an ideal space for outdoor dining, lounging, and entertaining. The fully fenced yard offers a serene escape with lush mature landscaping and still plenty of room to add a pool or garden. Multiple wells for the upgraded irrigation system keep it all looking good and there’s lots of parking with the gated, alley access to your double carport and driveway.
Back inside, the comfort features include new windows in 2016, a whole house reverse osmosis water system, a water softening system and the inside laundry adds convenience. The home is energy-efficient with underground electric service, a 2022 electrical panel, and fully paid 2021 solar system to keep the bills down. The 2016 roof and HVAC have been recently inspected and serviced and will serve you for years to come. 
Located in the vibrant Art District of Gulfport, this home offers fantastic walkability to local dining, galleries, shops, and parks. Enjoy Gulfport’s year-round community events and cultural venues, including the Gulfport library, theatre, rec center, marina and its very own beach on Boca Ciega Bay! 
Don’t miss out on this opportunity to own a slice of Gulfport charm. Schedule your showing today and make this dream home yours!

Level, Near Golf Course, Near Marina, Oversized Lot

33707

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Terry A. Karousos has 1 photo of this 4 bed, 2 bath, 2462 sqft property that was listed on 02-14-2025 for $495000, and is located at 5606 20TH AVENUE S Gulfport, FL 33707.

5606 20TH AVENUE S Gulfport, FL 33707

One or more photo(s) has been virtually staged. This duplex features two 2-bedroom, 1-bath units and is ideally located just north of 22nd Ave S in the highly desirable Gulfport neighborhood, on the south side of St. Petersburg. Great for multi-generational living or rent out one for added income. No flood insurance required! Enjoy the vibrant Gulfport entertainment district just to the south, offering a variety of restaurants, shops, and activities. Additionally, the property is conveniently located less than a mile from Stetson University College of Law. This area is one of the few remaining pockets of “Old Florida” charm, offering a unique and unspoiled atmosphere. Recent updates include a new roof in 2019 and a flat roof over the carport replaced in December 2024. Whether you’re an investor or looking to call this charming property home, this is a fantastic opportunity. Don’t miss out—schedule your showing today!

5606 20TH AVENUE S

Gulfport, FL 33707

2462 sqft | 4 beds | 2 baths | 0.14 acres | #A4636960

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