St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Courtyard Exterior Features

St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Courtyard Exterior Features

Welcome to the enchanting region of St. Petersburg, South Pasadena, Gulfport, and St. Pete Beach—an idyllic corner of Pinellas County, Florida, where vibrant culture meets serene coastal living. This sun-kissed paradise boasts stunning waterfront views, lush greenery, and a warm, welcoming community that captures the essence of Florida living.

Nestled between the sparkling Gulf of Mexico and the picturesque Boca Ciega Bay, this area is a haven for outdoor enthusiasts and beach lovers alike. Enjoy sun-soaked days on the pristine shores of St. Pete Beach or explore the charming streets of Gulfport, known for its eclectic art scene and lively local markets. Discover the rich history and cultural offerings of St. Petersburg, including world-class museums, theaters, and an array of dining options that cater to every palate.

In South Pasadena, you’ll find a delightful blend of residential charm and modern amenities. The homes here often feature beautiful courtyard exterior designs, creating inviting outdoor spaces perfect for relaxation and entertaining. Imagine sipping your morning coffee in a serene courtyard surrounded by lush landscaping, or hosting a lively evening gathering under the stars. These courtyard homes not only enhance your living experience but also foster a sense of community and connection with your neighbors.

Whether you’re seeking a vibrant lifestyle, a peaceful retreat, or a place to call home, the St. Pete/South Pasadena/Gulfport/St. Pete Beach area offers an unparalleled quality of life. Explore the possibilities today and discover your dream home in this captivating coastal paradise!

Newest St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Courtyard Exterior Features

$195,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Bring your personal style and discover the possibilities in this 2-bedroom, 2-bath condo in the Avalon Building at Town Shores of Gulfport. With a solid foundation and plenty of potential, just a few thoughtful updates could transform this home into a fresh, inviting Florida retreat tailored to your taste. Some of the work is already done. The shared bath has been refreshed with newer tile, a walk-in shower, and an updated vanity, and French doors open from the primary bedroom into an enclosed Florida room, a bright bonus space ready to become a home office, reading nook, hobby room, or guest retreat. An assigned carport space keeps your car covered and close to home. Located in a beautifully maintained 55+ waterfront community along Boca Ciega Bay, the Avalon Building offers a friendly atmosphere and convenient access to everything that makes Town Shores such a desirable place to call home. Whether you're looking for a full-time residence or a sunny Florida getaway, this condo presents an opportunity to update at your own pace while enjoying the community and lifestyle from day one. Town Shores is known for its impressive collection of resort-style amenities, including four heated swimming pools, tennis and pickleball courts, a fitness center, shuffleboard, billiards, a library, marina, and scenic waterfront walking paths. Spend your mornings strolling along Boca Ciega Bay, your afternoons by the pool, and your evenings enjoying everything nearby Gulfport has to offer. Just minutes away is Gulfport's colorful waterfront district, filled with locally owned restaurants, boutiques, art galleries, entertainment, and popular markets and community events. Browse the Tuesday Fresh Market on the bay, catch a dance or concert at the historic Gulfport Casino Ballroom, or paddle the mangroves at Clam Bayou Nature Preserve. Stetson University College of Law is right around the corner, the Gulf beaches of St. Pete Beach are about 10 minutes away, and downtown St. Petersburg is roughly 20 minutes by car, making this Gulfport FL condo an easy home base for 55+ living in Pinellas County.

5840 30th Avenue S Unit 201, Gulfport
$345,000
2 Beds ⋅ 2 Baths ⋅ Chateau Tower Condo SubDv. ⋅ 33707 Zip Code
Welcome to Paradise Living at Chateau Towers!  This beautifully renovated, second-floor condo offers 2 spacious bedrooms and 2 bathrooms and boasts beautiful waterfront views of Boca Ciega Bay. This unit comes completely furnished and is turn key ready.  Relax on your private balcony, watching beautiful sunset skies over the Gulf of Mexico.  Step inside to find an open floor plan, perfect for entertaining.  The kitchen features new white shaker cabinets with quartz counters, and stainless steel appliances.  All new easy care luxury vinyl plank flooring and 5 inch baseboards.  The laundry closet is conveniently located next to the kitchen.  The primary ensuite is tucked at the back of the condo featuring a tranquil water view, along with a large walk-in closet and renovated bath.  The second bedroom and bathroom are at the front of the unit, for added privacy.  The water heater is brand new, and the AC is only 3-4 years old.  Resort-style amenities include a waterfront heated pool, hot tub, and a fitness center.  The community also features a sauna, steam room, outdoor grills, a bike rack, a party room with a kitchen, a library, and a recreation room with a billiard table, ping pong table, and shuffleboard.  Store your kayak on the property and launch it into the Bay, where you can paddle alongside dolphins and manatees.  Prime Pasadena location...just 5 minutes from the award-winning St Pete Beach and Treasure Island, with easy access to Publix, Walmart, a variety of dining options, and a quick 20-minute drive to exciting downtown St Pete.  This is coastal living at its finest!

7050 Sunset Drive S Unit 211, South Pasadena
$175,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to EXQUISITE WATERFRONT living in Unit 304 of the Manchester building in Town Shores, an exceptional 55+ community in the CHARMING town of Gulfport. This PARADISE is located directly on Boca Ciega Bay. This one bedroom, one bathroom unit provides nearly 1100 square feet of OPEN FLOOR PLAN living space! The MURPHY BED in the living room conveys with the sale and makes it a breeze to host guests. You won’t believe the OVER-SIZED living room, which boasts an entire WALL OF WINDOWS emphasizing the beautiful water view and inviting in tons of natural light and Florida sunshine. The large bedroom is complimented by a WALK-IN closet. The bathroom has been remodeled with a modern style vessel sink, large vanity, built in shelves, walk-in shower, and tile floors. Enjoy the convenience of a gas stove in the updated kitchen, which is highlighted with PENDENT LIGHTS at the bar, NATURAL STONE counters, and a large PANTRY. UNIT 304 HAS A DEEDED, COVERED PARKING SPACE. The Manchester building has a PRIVATE COURTYARD for lounging, grilling, and enjoying the waterfront. The building provides 2 laundry rooms, a building-specific Book Nook, allows for 1 indoor cat, and allows for LEASING within HOA approval and availability. The HOA includes water, gas, trash, recycling, cable, wifi, insurance, grounds, exterior, and pool maintenance. The Town Shores complex includes an array of RESORT STYLE AMENITIES including multiple heated pools, a MARINA, tennis courts, PICKLE BALL courts, shuffleboard, bocce ball, kayak storage and rental, art programs, a billiards room, library, clubhouse with a host of planned activities and social events for active living. Town Shores is positioned literally steps to GULFPORT BEACH and just a few blocks from Gulfport’s Beach Boulevard district. Gulfport is known as a small, colorful, walkable town with an Old Florida and artsy COASTAL CHARM. The Beach Boulevard district provides a host of casual dining, fine dining, art galleries, independent shops, and a vibrant night life. DON’T MISS THIS OPPORTUNITY TO HAVE IT ALL!

6025 Shore Boulevard S Unit 304, Gulfport
$259,000
2 Beds ⋅ 2 Baths ⋅ Golfview I Condo SubDv. ⋅ 33707 Zip Code
Contemporary style, a functional open floor plan, and an exceptional location come together in this tastefully updated 2-bedroom, 2-bath condo in Golfview I Condominiums. Situated directly across from Stetson University College of Law, you'll be minutes from Gulfport's lively waterfront district, eclectic Beach Boulevard, award-winning Gulf beaches, downtown St. Petersburg, and countless destinations for dining, shopping, entertainment, and recreation. Designed for easy living, the floor plan flows naturally from the spacious living room into the dining area and kitchen, creating comfortable spaces for everyday life and effortless entertaining. Gleaming wood floors bring warmth to the living room, while tile flooring throughout the remainder of the home offers durability, low maintenance, and a cohesive look. Neutral finishes provide the perfect backdrop for virtually any decorating style. The kitchen combines clean design with everyday practicality, featuring granite countertops, stainless steel appliances, and a dedicated glass washer at the sink—a thoughtful upgrade that's rarely found. Just beyond, the adjoining dining area offers an ideal setting for everything from a quick breakfast before work to leisurely dinners with family and friends. The primary suite includes a private bathroom, while the second bedroom features an oversized double closet and convenient access to the hall bath. A separate laundry room with washer and dryer keeps household tasks neatly tucked away. The A/C was replaced six years ago, and the water heater was installed in 2016. Bordering the Pasadena Yacht & Country Club golf course, Golfview I offers residents beautifully landscaped grounds, a saltwater swimming pool, gazebo and lounge areas, perfect for unwinding after a day at work or on the golf course. Two furnished guest suites are available for rent by family and friends of residents, subject to availability and advance reservations, making extended visits easy and comfortable. The community welcomes up to two pets, cats or dogs, with a maximum weight of 50 pounds/dog. Owners may lease their unit with a minimum rental period of only three months, providing excellent flexibility for seasonal residents, investors, or anyone seeking additional options for future use. Living in Gulfport means becoming part of one of Tampa Bay's most distinctive communities. Known for its vibrant arts scene, independently owned restaurants, galleries, boutiques, live music, festivals, weekly markets, historic Casino Ballroom, marina, and year-round community events, Gulfport offers a character all its own. Spend the afternoon exploring Beach Boulevard, enjoy dinner overlooking Boca Ciega Bay, browse the monthly Art Walk, paddle through nearby waters, or gather with friends to watch another unforgettable Florida sunset. There is always something to experience. Whether you're searching for a primary residence, a winter escape, or an investment opportunity, this move-in-ready condo offers an outstanding opportunity to enjoy the Gulfport lifestyle while staying close to everything that makes the greater St Petersburg area one of Florida's most desirable places to live.

6100 Gulfport Boulevard S Unit 405, Gulfport
$244,900
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to the amazing waterfront community of Town Shores of Gulfport. This completely renovated 2-bedroom, 2-bath condo located on the second floor is waiting for you. The kitchen was beautifully renovated in 2022, windows were replaced in 2023, and new flooring was completed in 2024.The primary bedroom offers a spacious walk-in closet with a custom closet system for exceptional storage and organization and a bathroom renovated in 2024. The community has several pools, Tennis courts and many fun activities. You will spend your evenings watching the spectacular sunset. Enjoy easy Florida living in a beautifully updated home close to Gulfport’s charming waterfront, shops, restaurants, and beaches. Just a short drive to downtown St. Pete and Tampa. Don't miss out on the opportunity to own this wonderful updated condo today.

5840 30th Avenue S Unit 202, Gulfport
$475,000
4 Beds ⋅ 2 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
Seller agrees to offer $10k to buyer for closing costs or rate buy down at closing! Over $100,000 in upgrades—including a brand-new 400 sq ft addition with two new bedrooms and a luxurious master bathroom—have transformed this charming Gulfport home into a modern retreat. Enjoy the best of both worlds: perfectly situated along the vibrant Pinellas Trail for biking, jogging, and leisurely walks, yet tucked away on a remarkably quiet corner lot that offers serenity and privacy. Located just 5 minutes from world-famous St. Pete Beach, this move-in ready home sits in a no-flood zone and features a brand-new roof (2025), new gutters, fresh exterior paint, new fencing, new electrical upgrades, and a tent treatment for termites completed in 2025—offering true peace of mind and low-maintenance living for years to come. Step outside your door and experience the best of Gulfport’s thriving coastal lifestyle. From the legendary weekly farmers market and 500-foot fishing pier to boutique shopping, local art galleries, and waterfront dining, you’re just minutes from everything this dynamic community has to offer. Don’t miss your chance to own this beautifully remodeled, corner-lot home in a rapidly appreciating neighborhood—schedule your private showing today and make this exceptional property yours!

1419 55th Street S, Gulfport
$164,900
1 Beds ⋅ 1 Baths ⋅ Boca Ciega Apts Co-Op SubDv. ⋅ 33707 Zip Code
Waterfront living awaits in South Pasadena! This beautiful 55 plus 1-bedroom, 1-bathroom water front retreat offers immediate access to a premier coastal lifestyle. Step inside to find absolute peace of mind with central air, hurricane-impact windows, and a sleek, kitchen equipped with new appliances. Nestled in an intimate 18-unit waterfront community, you will enjoy a spectacular sparkling pool right on Boca Ciega Bay, complete with a community day dock for watching dolphins, fishing, or launching water adventures. Convenience is unmatched with a dedicated private parking space, extra storage closet and inside new washer and dryer. This prime location is just minutes from the sugar sands of St. Pete Beach, Gulfport, and downtown St. Petersburg. Completely move-in ready—schedule your tour today and start living the Florida dream tomorrow!

1834 Shore Drive S Unit 6, South Pasadena
$599,000
2 Beds ⋅ 2 Baths ⋅ Torres Add Sub Of Lt 5 SubDv. ⋅ 33707 Zip Code
A historic fish camp turned artist's old Florida cottage, on one of Gulfport's high and dry streets, known locally for its elevation on the Ridge. Fully renovated and set on a large corner lot along a brick street, shaded by lush tropical landscaping and with no history of flooding. The home retains its 120 year old heart pine floors throughout, paired with a complete renovation: new heavy gauge metal roof (Jan. 2025), LG high efficiency inverter HVAC with three zones (Jan. 2026), new ductwork, and PGT impact windows and doors installed in 2020 along with updated plumbing. The kitchen features a Bosch refrigerator and dishwasher, KitchenAid induction range, and Electrolux washer/dryer. The oversized corner lot leaves room for RV or boat parking, planted with a Florida avocado tree and native species like coonties and cardboard palms. Walking distance to Beach Blvd, Gulfport Beach, Shore Blvd, the marina, restaurants, galleries, and the Tuesday Market, with the Gulfport Arts District close by too. A rare find on one of Gulfport's most walkable streets and desirable locations.

3001 51st Street S, Gulfport
$167,000
2 Beds ⋅ 1 Baths ⋅ Pasadena Plaza Condo SubDv. ⋅ 33707 Zip Code
LOCATION! LOCATION! LOCATION! Seller motivated! Move right into this beautiful 2-bedroom, 1-bath first floor corner condominium that’s centrally located and close to shopping, dining, major roadways, beaches, and everyday conveniences. This move-in-ready condo features a renovated kitchen with new cabinets, a new sink, and fresh real, butcher block countertops, along with stylish rigid core performance waterproof flooring that is highly scratch and dent resistant throughout. Additional upgrades include thermal windows for improved energy efficiency and a 2023 air conditioning system for year-round comfort. With low HOA fees and some modern updates already completed, this condo offers low-maintenance living and exceptional value, making it the perfect place to call home, a seasonal get away, or a rental investment. The Pinellas Trail is right out the door as is the assigned parking spot and plenty of guest parking. Pet friendly!

6700 1st Avenue S Unit 103, St Petersburg
$1,399,000
3 Beds ⋅ 4 Baths ⋅ South Davista Rev Map SubDv. ⋅ 33707 Zip Code
**Old Pasadena Masterpiece: European Grandeur Meets Vibrant Coastal Living** Nestled in the highly desirable Old Pasadena neighborhood, this striking estate perfectly marries Old World romance with modern luxury. Situated on a gorgeous, historic street surrounded by beautiful homes and classic brick roads, this custom-built residence showcases an exquisite blend of authentic Italian and Spanish architectural features. Enjoy the ultimate St. Pete lifestyle-peacefully tucked away just minutes from the pristine sand of the Gulf beaches, yet an easy drive to the electric energy, world-class dining, museums, and waterfront nightlife of vibrant Downtown St. Petersburg. Pass through the entryway to discover jaw-dropping 22-foot high ceilings and floor-to-ceiling windows that flood the home with natural light. The sprawling main floor features premium travertine floors running through most of the house, anchored by a magnificent grand staircase and punctuated by extra-large statement chandeliers that elevate the home's palatial feel. Designed with the entertainer in mind, the property boasts an expansive, private courtyard with an incredible amount of space to host unforgettable parties, intimate dinners, or large-scale gatherings under the stars. This architectural gem provides an unparalleled balance of neighborhood charm, beachside relaxation, and a buzzing downtown scene.

411 72nd Street S, St Petersburg
$170,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 2 SubDv. ⋅ 33707 Zip Code
Virtually Staged. Wake up to tranquil water views, enjoy a morning stroll along the waterfront, spend the afternoon by the pool, and end the day watching the sunset in one of Florida’s most desirable coastal communities at Bay Island, a gated 55+ waterfront community offering a true Florida lifestyle. This completely renovated, move-in-ready ground-floor residence features a bright and airy interior filled with natural light, highlighted by a brand-new three-panel impact-rated sliding glass door showcasing serene water views. The updated kitchen offers timeless shaker cabinetry, new stainless steel appliances, and a fresh modern design ideal for everyday living and entertaining. The spacious primary suite includes a walk-in closet and provides a comfortable private retreat, while the ground-floor location offers easy access without elevators. An assigned covered carport space adds convenience, and the community has successfully completed all major required inspections for added peace of mind. Ideally situated between South Pasadena and St. Pete Beach, with two pools in immediate walking distance, surrounded by beautifully maintained grounds, this condo is perfect! Residents enjoy access to multiple heated pools, tennis and pickleball courts, a fitness center, clubhouse, marina access, walking paths, and a full calendar of social activities. The comprehensive HOA fee includes cable, WiFi, water, sewer, trash, and building insurance, making this an ideal low-maintenance full-time residence or seasonal getaway. Located just minutes from the award-winning beaches of St. Pete Beach and Treasure Island, waterfront dining, shopping, golf, marinas, and the vibrant attractions of downtown St. Petersburg, this exceptional waterfront home offers the perfect blend of relaxation, convenience, and resort-style living. All at an amazing price! Make your appointment today.

7425 Bay Island Drive S Unit 104, South Pasadena
$245,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Stunning 2 bedroom, 2 bath COMPLETELY REMODELED condo in bustling & coveted waterfront Gulfport. With marina views right from your front door & Florida room, just step outside to see dolphins or go fishing. Enter into a large living/dining room combo boasting shiplap walls and built-in cabinetry and shelving. Fresh paint throughout, two sizable bedrooms, newer double paned windows (2021), newer AC (2023), BRAND NEW ceramic wood look tile flooring throughout (2026), newer electrical outlets, upgraded fans and lighting, and a Chef's dream kitchen. The kitchen features recess dimmable lighting, butcher block counter tops, new sink & Kohler fixtures, newer stainless steel appliances, gas stove, newer shaker cabinets, and leads into a sunny Florida room that overlooks one of 4 Town Shores pools and a water view of Boca Ciega Bay. Gorgeous guest bathroom was totally remodeled in 2026. Enjoy shuffleboard, tennis & pickleball courts, kayak storage, fitness center with his and hers saunas, billiards & poker room, and the many gatherings the community puts together. Located within walking distance to all downtown Gulfport has to offer- weekly markets, festivals, shops, live music, restaurants, and bars. Steps away from the water and minutes from world renowned Gulf Beaches. 30 minutes to 2 international airports. Unit includes 1 Carport (#41) and plenty of guest parking is available. FURNITURE IS NEGOTIABLE. **Service and Emotional Support Animals Allowed!** All information is deemed to be accurate and to be verified by buyer.

2960 59th Street S Unit 310, Gulfport
Start Your Search