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Boca Ciega High-PN - TB8528314 - 1108 S 55TH ST, GULFPORT, FL 33707 7 Days on yellowkey
$375,000 | Single Family Home | 3 beds | 2.0 baths | 1 car
Welcome to **1108 55th Street S, Gulfport, FL 33707**—a beautifully maintained **3-bedroom, 2-bath** home offering the perfect blend of comfort, convenience, and the laid-back Florida lifestyle you've been dreaming of. Featuring a **brand-new roof installed in 2025**, this move-in-ready property provides peace of mind and is ideal as a primary residence, seasonal getaway, or investment opportunity. Step inside to discover a bright and inviting floor plan with spacious living areas, comfortable bedrooms, and a functional layout designed for everyday living and entertaining. Whether you're hosting family gatherings, working from home, or simply relaxing after a day at the beach, this home offers the flexibility and comfort to fit your lifestyle. The true highlight is the incredible location in the heart of Gulfport—one of Tampa Bay's most charming and eclectic waterfront communities. Known for its vibrant arts scene, colorful cottages, walkable streets, and welcoming atmosphere, Gulfport is unlike anywhere else on Florida's Gulf Coast. Spend your evenings strolling along Beach Boulevard, where you'll find locally owned restaurants, waterfront dining, boutique shopping, art galleries, live music, weekly markets, and year-round festivals that create a true small-town coastal experience. Outdoor enthusiasts will love being just minutes from the sparkling waters of Boca Ciega Bay, the Gulfport Marina, Clam Bayou Nature Preserve, kayaking, paddleboarding, fishing, parks, walking trails, and public waterfront areas. Gulfport's famous Tuesday Fresh Market, community events, and waterfront sunsets make every week feel like a vacation. Love the beach? You're only a short drive from the award-winning sugar sand beaches of **St. Pete Beach, Treasure Island, Pass-a-Grille, and Fort De Soto Park**, offering endless opportunities for boating, swimming, shelling, and spectacular Gulf Coast sunsets. When you're ready for big-city entertainment, vibrant **Downtown St. Petersburg** is just minutes away. Enjoy world-class museums including the Dalí Museum, waterfront parks, the St. Pete Pier, Beach Drive dining, breweries, rooftop bars, shopping, concerts, and an exciting nightlife scene. Sports fans will appreciate easy access to professional baseball, hockey, soccer, football, and year-round sporting events throughout the Tampa Bay area. Tampa International Airport, downtown Tampa, and Sarasota are all conveniently accessible, making travel throughout Florida simple and convenient. Whether you're searching for your forever home, a winter retreat, or an investment in one of Pinellas County's most desirable waterfront communities, **1108 55th Street S** delivers exceptional value, an unbeatable location, and the Florida lifestyle you've always wanted. With a **new 2025 roof**, a spacious 3-bedroom, 2-bath layout, and immediate access to beaches, boating, dining, arts, entertainment, and everything the Gulfport and St. Petersburg area has to offer, this is an opportunity you won't want to miss. Schedule your private showing today and experience why so many people are proud to call Gulfport home.
Listing is courtesy of: EXP REALTY LLC
Boca Ciega High-PN - TB8527868 - 1319 S 56TH ST, GULFPORT, FL 33707 8 Days on yellowkey
$3,000 Reduced | Single Family Home | 2 beds | 2.0 baths
This Gorgeous Gulfport Rental is just what you have been looking for! This FULLY updated home is in immaculate condition. EVERYTHING is brand new! Offered FULLY FURNISHED, it feels like you have just walked into a show room. All new Samsung Bespoke Appliances and new furnishings make this truly a turnkey home. This lovely home is in a fantastic location on a quiet street. It’s only ¾ of a mile from Stetson University College of Law. Close to local hospitals and businesses. Perfect for working professionals. It boasts a quiet backyard with two patios. This vibrant two-bedroom two bath bungalow home blends charm with modern comfort. Located in a lively, eclectic neighborhood, this home is delightful walk, bike or golf cart ride from Gulfport’s artsy downtown - perfect for browsing shops, savoring local eats, and soaking up the charm. And when you’re ready for a bigger city buzz, downtown St. Pete is only a 10-minute drive away. Experience the best of small-town coastal living while being 5 minutes from St. Pete's beaches and amenities. Rent includes Water, Cable TV, Grounds Care, Insurance, Internet, Management, Pest Control, Repairs, Sewer, Taxes, Trash Collection. Tenant pays electricity. Come see this beautiful property today and enjoy living in your own Florida paradise tomorrow. Walkthrough video available. No extra fees! Small dogs welcome (no cats). Move-in ready and packed with charm—don’t miss this rare Gulfport rental opportunity! Terms: Monthly rent is $3,000 with a 1-year lease required. Security deposit is $3,000. One pet is allowed with owner approval and a $350 pet deposit. There is a $65 application fee/ applicant over 18, and once approved, an additional $100 tenant processing fee. Don't miss this rare opportunity to live in a turnkey home in one of Tampa Bay's most charming communities. To schedule a showing, please contact the property owner.
Listing is courtesy of: DENNIS REALTY & INV. CORP.
Boca Ciega High-PN - TB8523560 - 1520 60TH ST S, GULFPORT, FL 33707 17 Days on yellowkey
$850,987 | Single Family Home | 4 beds | 3.0 baths
Welcome home to this Amazing updated mid century modern Gulfport Pool home with 4 bedrooms, 3 full bathrooms, with a covered open porch overlooking the one of a kind lap pool. This property includes the absolute best and most amazing back yard with lush tropical plants, paver patio, massive outdoor kitchen with concrete countertops, putting green, fire pit and a water wall feature. As you pull up you will instantly notice all the lush tropical landscaping, Glass ball art display, massive pavered driveway with parking for 6 cars and a inviting walkway to the front porch / patio. Enter the main entry to an inviting Living room with open access to the kitchen, fireplace and builtin shelving. Just off the living room is the open concept Dining / Family room which includes a bar, 2 sliders leading to the pool patio. beauifully updated kitchen with white ikea cabinets/ stainless steel appliances and granite countertops. There are 3 master Bedrooms in this home, one being on the first floor which includes ensuite bath and slider to a private screen in patio. The second master with over 440 sq feet is on the second floor of this home and includes a huge walkin closet, ensuite bath and an absolutely huge walkin shower with multiple shower heads, shower bench and dual vanity. The 3rd master is back down on the first floor and includes a seperate bath, laundry closet and has a bonus kitchenette. Could also be a 2nd Family room/ game room. The 4th bedroom is just off the dining room and is currently being used as a home office. Formally on the Gulfport Pink Flamingo Home Tour. Come and make this amazing Gulfport home your very own. Includes Irrigation front and back, Whole House Wired Entertainment System, NEW Roof 2024 (Including plywood decking) Over 2,500 Sq feet under roof. NOT IN A FLOOD ZONE. Flood insurance not required.
Listing is courtesy of: FOREVER FLORIDA REAL ESTATE
Boca Ciega High-PN - TB8523477 - 2869 SEABREEZE DR S, GULFPORT, FL 33707 18 Days on yellowkey
$3,200,000 | Single Family Home | 3 beds | 4.5 baths | 4 gar
This magnificent estate is set on an exceptional location and lot with 102 ft frontage a wide open billion-dollar view of BOCA CIEGA BAY and yearlong 180-degree SUNSET views this estate masterpiece spans over 4155 sq ft of refined interior living space. A dramatic open-concept three story which wraps around the living area with a commanding fireplace that anchors the soaring cathedral ceilings. The sweeping water views from each room on the second level is where you can capture synchronized sunset views and compliments with large balconies and outdoor cook top and refrigerator for entertaining. The high caliber of kitchen appliances alongside elongated island provides exceptional versatility for entertaining as well as two resort-type bars. Outside the home transforms into a private oasis with spa and resort-type sparkling pool full 180 degrees of water views. The pool bathroom has washer and dryer hook-ups, shower, vanity, and benches. The wood deck spans most of the property. Additional highlights include Primary Bedroom with ensuite and Hugh walk-in closet, two additional bedrooms also ensuite and a loft. The three garages has parking for 4 vehicles. Quality high grade superior structural elements built this custom masterpiece in 1990 with many extras. Hurricane Shutters, Central Vacuum, Elevator, pet bathtub are just a few. The famous Vaughn McCarthy & Sons of PVC architects designed it and a full set of blueprints are available. PASADENA YACHT AND COUNTRY CLUB is one of the finest country club communities on the west coast of Florida. Enter through the 24/7 Guard Gate to a refined lifestyle full of pastoral land and mature landscapes. PASADENA YACHT CLUB AND COUNTRY CLUB is a very sought after community and this masterpiece is offered for the first time. Come and enjoy the ultimate in Florida lifestyle.
Listing is courtesy of: COASTAL PROPERTIES GROUP
Boca Ciega High-PN - TB8523519 - 6150 GULFPORT BLVD #514, GULFPORT, FL 33707 20 Days on yellowkey
$2,500 | Condo | 2 beds | 2.0 baths
Fantastic Gated two bedroom/two bath furnished condo in convenient Gulfport location with very nice amenities. Looking for ANNUAL LEASE to begin as early as AUGUST 1, 2026. Beautiful completely renovated fifth floor unit with Luxury wood laminate flooring in Great Room, ceramic tile in kitchen and bathroom. The handsome Kitchen features solid wood cabinets, and appliances including refrigerator, range/oven and dishwasher. Washer and dryer conveniently located in your own unit are included. Large bathroom and plenty of closet space. Large living room and dining area. Enjoy the private balcony that is off the Primary Bedroom. The community has a beautifully landscaped central courtyard with swimming pool, relaxing BBQ area and even a relaxing hammock. Unit includes a locked storage closet on the 4th floor and a reserved parking spot. Located just across the street from Stetson Law School and just blocks from historic Gulfport with its unique shops and a variety of great restaurants. Only a quick drive to the beaches and trendy downtown St Petersburg. Rent includes garbage pickup, maintenance, recreation and management. Sorry no pets. Application fee $75 for adult, tenant processing fee $100. HOA approval and application fee required. No smoking property. SELLER WILL CONSIDER PURCHASE CONTRACT OR LEASE PURCHASE.
Listing is courtesy of: KELLER WILLIAMS GULF BEACHES
Boca Ciega High-PN - TB8522460 - 5940 30TH AVE S #301, GULFPORT, FL 33707 22 Days on yellowkey
$325,000 | Condo | 2 beds | 2.0 baths | 1 car
Welcome to waterfront living at its finest in the sought-after 55+ community of Town Shores in the heart of charming Gulfport! This beautifully updated top-floor corner condominium offers breathtaking panoramic views of Boca Ciega Bay and an exceptional coastal lifestyle you'll enjoy every day. This move-in-ready 2-bedroom, 2-bath residence has been thoughtfully renovated with high-end finishes throughout. The stunning kitchen features granite countertops, rich wood cabinetry, a gas range, convection microwave, and a spacious center island that's perfect for cooking, entertaining, or gathering with friends. As an end unit, the home is filled with natural light from additional windows that brighten the open living and dining areas while showcasing the spectacular water views. Quality upgrades include hurricane-impact windows, storm shutters, luxury flooring, beautifully remodeled bathrooms, electric shades throughout, and fresh interior paint. The spacious primary suite opens to the enclosed Florida room and features a generous walk-in closet. Both bathrooms have been updated with walk-in showers and single vanities. The guest bedroom offers a comfortable retreat for family and friends, while the enclosed waterfront Florida room provides the perfect space for a home office, library, or relaxing sitting area where you can unwind while taking in the beautiful bay views. Town Shores offers true resort-style living with an incredible array of amenities, including four heated pools, tennis and pickleball courts, bocce and shuffleboard, kayak storage, docks with boat slips available for rent, waterfront grilling areas, and beautifully maintained grounds. The clubhouse features a fitness center, saunas, billiards, a poker room, arts and crafts studio, library, catering kitchen, and an active social calendar designed to help you enjoy every day. Just minutes away, discover the vibrant Gulfport Arts District with its eclectic boutiques, waterfront restaurants, live music, galleries, and the historic Gulfport Casino. You'll also appreciate the proximity to award-winning Gulf beaches, downtown St. Petersburg, and two major airports. For added peace of mind, the Groton Building has successfully completed the State of Florida Milestone Inspection, and the association's reserves and surplus have funded several recent capital improvement projects. If you've been dreaming of carefree waterfront living with stunning views, outstanding amenities, and an unbeatable location, this exceptional home is ready to welcome you.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP
Boca Ciega High-PN - TB8514378 - 5405 10TH AVE S, GULFPORT, FL 33707 24 Days on yellowkey
$340,000 | Single Family Home | 3 beds | 2.0 baths
Under contract-accepting backup offers. Welcome to your Gulfport retreat! Tucked away on a quiet street, this charming three bedroom, two bathroom home offers the perfect blend of character, comfort, and convenience. One of this home's standout features is its unbeatable location. Just a few homes away from the Pinellas Trail, you'll have miles of scenic pathways that connect you to Downtown Gulfport, some of Floridas most famous beaches, Downtown St. Petersburg, and some of the area's best parks, restaurants, breweries, and waterfront destinations. Whether you enjoy morning walks, evening bike rides, or exploring everything the city has to offer, the Pinellas Trail truly puts it all within reach. Located just minutes from Stetson College of Law, this home also presents an incredible opportunity for those looking for an investment property or long term rental in a highly desirable area. Inside, you'll immediately appreciate the home's inviting character and spacious living room, creating the perfect place to gather with family and friends or simply relax after a long day. New luxury vinyl plank flooring (2026) has been installed throughout all three bedrooms, adding a fresh and modern touch while offering lasting durability. Step outside to the covered patio, an ideal spot to enjoy your morning coffee or unwind in the shade during Florida's warm summer afternoons. The backyard provides a peaceful setting with plenty of room to entertain, garden, or create your own outdoor oasis. The home has also seen several important updates, including a water heater installed in 2020, partial plumbing updates completed in 2019, and the plumbing professionally cleaned out in 2026, giving buyers added peace of mind. Whether you're looking for a primary residence, a seasonal escape, or an income producing investment, this home offers the charm, location, and lifestyle that make Gulfport one of Pinellas County's most beloved communities. Don't miss your opportunity to make this Gulfport gem your own.
Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC
Boca Ciega High-PN - TB8519638 - 6150 GULFPORT BLVD S #302, GULFPORT, FL 33707 30 Days on yellowkey
$290,000 Reduced | Condo | 2 beds | 2.0 baths | 2 car
Virtually Staged. Unit #302 offers a bright and inviting 2-bedroom, 2-bath condo with 2 assigned parking spaces. One spot is a covered Deeded spot at the front door. Ideally situated across from Stetson School of Law in a beautifully maintained, gated community, this home features a spacious, open living and dining area flooded with natural light and offering peaceful views of the community pool and pond.The primary en-suite bedroom is a true retreat, complete with a private balcony perfect for morning coffee or evening relaxation. The second bedroom provides generous space and comfort for family, guests, or a home office. Additional conveniences include an in-unit washer and dryer and a same-floor storage unit. Residents enjoy a resort-style courtyard with a sparkling pool, BBQ grills, a charming veranda garden, and inviting seating areas—all surrounded by lush landscaping and scenic views of the Pasadena Yacht and Country Club golf course. The community is secure with gated, coded entry and on-site management available Monday through Friday. One parking space is covered and conveniently located at the front entrance. Best of all, the location is unbeatable—just minutes from vibrant downtown Gulfport, the PYCC golf course, St. Pete Beach, and downtown St. Petersburg, with quick access to I-275. This condo perfectly blends comfort, convenience, and community charm. Welcome home!
Listing is courtesy of: PINEYWOODS REALTY LLC
Boca Ciega High-PN - TB8517996 - 1213 55TH ST S, GULFPORT, FL 33707 32 Days on yellowkey
$439,000 Reduced | Single Family Home | 3 beds | 2.0 baths
Welcome to 1213 55th St S, a thoughtfully designed home offering incredible flexibility just minutes from Gulfport's waterfront and downtown St. Petersburg. With three bedrooms, inviting living spaces, and a beautifully landscaped backyard, this property combines comfort, functionality, and location. Step inside to a bright and welcoming living room that flows effortlessly into the heart of the home. The kitchen features an eat-in dining area, creating a warm gathering space for everyday meals and conversation. Two bedrooms are situated within the main living area, while the full bathroom is conveniently located toward the rear of the home. The third bedroom offers a unique and versatile layout with its own private entrance, making it an ideal space for guests, a home office, hobby room, fitness area, or quiet retreat. Whether you're working from home, hosting visitors, or simply looking for additional flexibility, this space easily adapts to your needs. Step outside to discover a tropical backyard oasis where lush landscaping and an expansive paver patio create the perfect setting for outdoor dining, entertaining, or relaxing under the Florida sunshine. The fully fenced yard provides both privacy and charm. The location is equally impressive. Just minutes from Gulfport's vibrant Arts District, waterfront restaurants, boutique shopping, galleries, parks, and community events, while Downtown St. Petersburg and the Gulf beaches are only a short drive away. Enjoy the perfect blend of neighborhood charm and city convenience with easy access to everything the area has to offer. Recent improvements include a ROOF (2015), HVAC (2015), ELECTRICAL PANEL (2022), and UPDATED PLUMBING TO THE MAIN SEWER LINE. Properties offering this level of flexibility, outdoor living, and prime location are a rare find—schedule your private tour today.
Listing is courtesy of: KINEST REALTY
Boca Ciega High-PN - TB8516674 - 1720 53RD ST S, GULFPORT, FL 33707 41 Days on yellowkey
$1,800 | Half Duplex | 1 beds | 1.0 baths | 1 car
Welcome to your new Gulfport sanctuary! Available immediately and nestled in a convenient location outside of the flood zone, this bright and airy unit offers the perfect blend of comfort and classic charm. The open floor plan features wood-look flooring throughout. The bedroom can accommodate a king-sized bed and includes dual closets, while the bathroom boasts well-maintained yellow tiling that adds a fun touch of retro character that goes with Gulfport's style. Outside, you'll enjoy a covered carport in the back, street parking for guests, your own laundry space with a washer and dryer, and a private patio space perfect for sipping your morning coffee or relaxing after a long day. The location is truly unbeatable: you're steps away from a local park with an outdoor gym and the Pinellas Trail, 3 minutes from Stetson Law School, and just 4 minutes from the vibrant shops and dining of downtown Gulfport. With quick access to world-class beaches and the heart of downtown St. Pete, you're never far from the action. Don't miss your chance to make this Gulfport gem your new home! Please note this is a non-smoking property.
Listing is courtesy of: COLDWELL BANKER REALTY