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5518 18th Avenue S, Gulfport
$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

1902 53rd 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

5610 19th Avenue 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

5313 18th 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

5401 17th 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

2105 52nd Street S, St Petersburg
$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

5514 16th Avenue S, Gulfport
$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

5722 20th 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

5613 20th 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

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