South Pasadena Homes with Security Community Extras

South Pasadena Homes with Security Community Extras

Welcome to South Pasadena, Florida – a hidden gem nestled in the heart of Pinellas County! This charming city, with its picturesque tree-lined streets and friendly atmosphere, offers a unique blend of coastal living and suburban comfort. Just a stone’s throw away from the sparkling waters of the Gulf of Mexico, South Pasadena is perfect for those who crave a relaxed lifestyle without sacrificing convenience.

Residents of South Pasadena enjoy a vibrant community with easy access to beautiful parks, delightful local shops, and exquisite dining options. Whether you’re taking a leisurely stroll along the waterfront or enjoying a sunset at one of the nearby beaches, you’ll find that South Pasadena is a place where you can truly unwind and connect with nature.

One of the standout features of homes in South Pasadena is the emphasis on security and community extras. Many properties are part of well-established neighborhoods that prioritize safety and tranquility, providing peace of mind for families and individuals alike. With gated entrances, community patrols, and well-maintained common areas, you can feel secure in your investment while enjoying the camaraderie of your neighbors.

In addition, many homes come equipped with modern amenities and luxurious finishes, ensuring that you have everything you need for a comfortable lifestyle. From spacious backyards perfect for family gatherings to cozy interiors designed for relaxation, these homes truly cater to every need.

Discover the allure of South Pasadena, where community spirit meets coastal charm, and find your dream home in this delightful city today!

Newest South Pasadena Homes with Security Community Extras

7405 Bay Island Drive S Unit 226, South Pasadena
$154,900
1 Baths ⋅ Bay Island Group 6 SubDv. ⋅ 33707 Zip Code
Welcome to easy Florida living in this immaculately maintained, fully furnished studio sanctuary in the gated 55+ community of Bay Island. Designed for maximum function and low-maintenance comfort, this residence offers a rare blend of immediate move-in convenience, smart design, and picturesque water views. Step inside to an inviting, light-filled layout featuring easy-care tile in the entry, kitchen, and bathroom, transitioning to sleek laminate through the main living area. The open space is engineered for versatility - featuring a built-in Murphy bed that effortlessly transforms your bedroom into a spacious living and entertaining area by day, alongside ample closet space for all your storage needs. Step outside to your private lanai to enjoy morning coffee or peaceful breezes overlooking one of the community’s sparkling heated pools with the serene canal stretching just beyond. Major system updates provide peace of mind, including a new water heater (2024), updated electrical panel (2022), and HVAC (2019). Simply bring your suitcase and start enjoying the coastal lifestyle from day one. Bay Island residents enjoy an unparalleled, resort-inspired lifestyle. Take advantage of multiple heated pools, waterfront tiki huts, grilling stations, tennis and pickleball courts, and scenic walking paths along the water, plus a vibrant clubhouse with a fitness center and active social calendar. The comprehensive monthly fee includes basic cable, high-speed internet, water, sewer, trash, flood insurance, exterior maintenance, and 24-hour guarded security. The community is pet-friendly (up to 2 pets, 1 dog under 15 lbs) and maintains rental guidelines designed to preserve residential stability (30-day minimum lease, maximum 3 rentals per year). A SunRunner transit stop sits right outside the gates for easy rides to nearby beaches and downtown St. Petersburg. Whether you're looking for a seasonal getaway, an easy-care primary residence, or a smart turnkey investment, this unit delivers ultimate convenience. Schedule your private showing today!

7405 Bay Island Drive S Unit 226, South Pasadena
5980 Shore Boulevard S Unit 1006, Gulfport
$249,500
1 Beds ⋅ 2 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
FANTASTIC BAY VIEWS FROM THIS 10th FLOOR CONDO! Enjoy breathtaking bay views and glorious sunsets from this beautifully furnished 10th floor condo! The updated kitchen features stone countertops, bright cabinetry, modern appliances and comes fully-stocked-perfect for the buyer who loves to cook and entertain. The home is tastefully furnished with beautifully crafted furniture and is ready for immediate occupancy, just in time for the 2026-2027 winter season. This is truly a "turnkey property". An additional partially enclosed room offers flexible space that can be used as a guest room, bonus room, or home office-all while enjoying beautiful water views. The Diplomat Building has undergone numerous recent improvements, including fresh exterior paint, new flake-and-epoxy flooring on walkways and in laundry rooms. Additional Upgrades include newly installed Carports, improved walkways and a storm-protection system designed to help prevent water intrusion into the lobby and elevators. The beautifully maintained lush landscaping adds to the property's appeal. Residents of "Town Shores" enjoy an impressive array of resort-style amenities, including four heated swimming pools, a clubhouse, bocce ball, shuffleboard courts, chair volleyball, a puzzle room, billiards, a poker room and a community room available to rent for special occasions. "Don't miss this opportunity to own a move-in-ready waterfront retreat with spectacular views, beautiful sunsets and an exceptional community lifestyle. Schedule your showing today!"

5980 Shore Boulevard S Unit 1006, Gulfport
5935 30th Avenue S Unit 301, Gulfport
$225,000
2 Beds ⋅ 2 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
Come and see our end unit located in the Fairfax waterfront building. Views galore day and night for a relaxing atmosphere. Fairfax is a smaller low rise building well maintained and updated. New roof, replaced gas lines, newly paved and located on a waterfront canal. It overlooks the Pasadena Yacht Club waterfront homestead properties.

5935 30th Avenue S Unit 301, Gulfport
5940 Pelican Bay Plaza S Unit 203, Gulfport
$280,000
2 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg B SubDv. ⋅ 33707 Zip Code
Welcome to the prestigious Pasadena Yacht & Country Club, an exclusive gated golf community offering a resort-style lifestyle in a highly desirable location. This spacious 2-bedroom, 2-bathroom condominium features 1,476 square feet of living space, a well-designed floor plan, and abundant natural light. One of the home’s highlights is the impressive 33-foot balcony spanning the entire side of the unit, with sliding glass door access from the living room, kitchen and primary bedroom. Enjoy your morning coffee or unwind in the evening while taking in the peaceful pond and pool views. Inside, you’ll discover a bright, spacious open floor plan with generous living areas and a welcoming feel throughout. The kitchen features a cozy breakfast area, while the oversized living and dining rooms provide plenty of room for entertaining or everyday comfort. The split-bedroom layout offers added privacy, and both bedrooms feature walk-in closets. Upgrades include wood-effect porcelain tile flooring throughout, stainless steel appliances, and an air conditioning system and water heater replaced in 2017. Additional conveniences include an in-unit washer and dryer, a private exterior storage closet (#203), and a reserved under-building parking space (#9) on the ground level. Small furry friends are welcome, too! Building amenities include a party kitchen, billiards table, library, and social gathering rooms. Residents of Buildings A and B also enjoy access to a clubhouse, heated swimming pool, and spa, all included in the association dues. Ample guest parking makes entertaining friends and family easy. Optional membership at Pasadena Yacht & Country Club offers access to an outstanding selection of amenities, including an 18-hole championship golf course, sheltered marina, waterfront heated lap pool, tennis courts, fitness center, and an elegant clubhouse with multiple dining rooms, private event spaces, sports and pool bars, and a pro shop. Eligible buyers also have the opportunity to bypass the lengthy membership waitlist. Originally developed by U.S. Steel, this established community features beautifully maintained, resort-style grounds and two 24-hour manned security gates. Enjoy the best of coastal living in this fantastic location, just minutes on foot from downtown Gulfport, with its charming restaurants, lively bars, art galleries, unique shops, medical offices, convenience stores, and dog park. Nearby amenities include the library, Senior Center, and Recreation Center, featuring basketball and tennis courts, pickleball, and more. Take a stroll along beautiful Williams Pier and soak up Gulfport’s unique waterfront charm. You’re also just a 10-minute drive from Florida’s stunning Gulf beaches and the vibrant downtown St. Petersburg, with Tampa International Airport approximately 30 minutes away. This is the perfect location to enjoy small-town charm, outdoor recreation, arts and culture, and easy access to everything Tampa Bay has to offer! Call to schedule your private showing today. **PRICED TO SELL**

5940 Pelican Bay Plaza S Unit 203, Gulfport
7645 Sun Island Drive S Unit 101, South Pasadena
$350,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 8 SubDv. ⋅ 33707 Zip Code
Step into a lifestyle of effortless luxury in this stunning corner-unit condo at Bay Island. Spanning nearly 1,400 square feet, this two-bedroom, two-bathroom residence has been completely reimagined with a top-to-bottom remodel that balances modern sophistication with coastal comfort. The open floor plan is bathed in natural light, drawing your eyes toward the serene water views that serve as the backdrop for daily life. In the kitchen, sleek new stainless steel appliances and contemporary finishes make every meal a delight, while the convenience of in-unit laundry adds to the home's seamless functionality. The covered parking spot right in front of your door is an additional bonus. Living in the premier 55+ community of Bay Island feels like being on a permanent vacation. Whether you’re looking to stay active on the tennis or pickleball courts, take a dip in one of the multiple sparkling pools, or enjoy a sunset dinner in the picnic and grilling area, the amenities here are second to none. The community also features a marina, shuffleboard, and a vibrant community center that serves as the heart of the neighborhood. When you’re ready for the sand and surf, the world-renowned shores of St. Pete Beach are just minutes away. This is more than just a condo; it’s an invitation to enjoy the very best of Florida living.

7645 Sun Island Drive S Unit 101, South Pasadena
2850 59th Street S Unit 112, Gulfport
$147,000
1 Beds ⋅ 1 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
Welcome to Bright and Cherry, a beautifully maintained first-floor condo that offers the perfect blend of comfort and convenience. This residence features a thoughtfully upgraded kitchen complete with elegant stone countertops and modern, updated appliances. The unit showcases the desirable Deluxe floor plan, which includes a convenient private back door providing seamless, direct access to the recently renovated community pool and patio area. You can enjoy total peace of mind knowing that this first-floor residence at The Kenmore remained completely unaffected by the hurricanes and flooding events of 2024. Because The Kenmore building is elevated, it has a proven history of being free from low-grade drainage or flooding issues. For your ease of access, this unit comes with dedicated, convenient curb parking located right along the walkway at space #14. This is a fantastic opportunity to own a turnkey home in a prime location!

2850 59th Street S Unit 112, Gulfport
8021 Sailboat Key Boulevard S Unit 304, St Petersburg
$625,000
2 Beds ⋅ 2 Baths ⋅ Harbourside - Coral Pointe SubDv. ⋅ 33707 Zip Code
A fresh opportunity for buyers to enjoy the best of waterfront living at 8021 Sailboat Key, Apt. 304, located in HarbourSide's exclusive Coral Pointe. Furniture, most of which was purchased recently, is included with the sale. This inviting third-floor residence features two bedrooms, two baths, and a den/office with 1,265 square feet of thoughtfully designed living space (larger than most 2 BR/2 BA units). Beautiful water views and a comfortable split-bedroom layout make it ideal for everyday living or a seasonal retreat. Remodeled in 2024, the attractive wood-look Luxury Vinyl Plank flooring flows seamlessly throughout this condo that has an abundance of natural light. The kitchen features shaker cabinets, quartz countertops, pretty teal glass backsplash and stainless-steel appliances. Brand new hurricane shutters with an unobstructed wide-open view were added in 2025. Sliding glass doors open to a spacious waterfront balcony—an ideal setting for morning coffee or relaxing at the end of the day. The primary suite includes a generous walk-in closet and an en-suite bath with a step-in shower. A separate guest bedroom and bath provide privacy for family and visitors, while the den provides flexible space for an office, additional sitting or sleeping area. In-unit laundry and assigned under-building parking #123 that protects your car from the elements and provides convenience to the building entry. Updates include a new A/C in 2021 and a water heater in 2024. Two storage units, one on the balcony and another near the elevator, provide additional storage space. Harbourside offers a waterfront lifestyle with a gatehouse staffed around the clock. Amenities include multiple swimming pools, tennis and pickleball courts, a fitness center, and a clubhouse. A scenic 1.5-mile waterfront walking path winds along the community’s shoreline, while a private marina and fishing pier enhance its coastal appeal. Gulf beaches, local restaurants, and shopping are nearby, with vibrant downtown St. Petersburg’s museums, theaters, dining, and waterfront attractions just a short drive away. Discover the views, comfort, and convenience of Coral Pointe at Harbourside. Schedule your private showing today.

8021 Sailboat Key Boulevard S Unit 304, St Petersburg
7902 Sailboat Key Boulevard S Unit 407, South Pasadena
$559,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Welcome to a beautiful waterfront lifestyle in this tastefully remodeled 2-bedroom, 2-bath immaculately maintained all ages condominium located in the highly sought-after, resort-style community of Harbourside. From your private gemstone coated balcony you will relax and enjoy picture perfect westerly views of the Intracoastal Waterway, passing boats, dolphins, pelicans, and other marine life not to mention breathtaking sunsets on a daily basis. #407, sold furnished and turnkey, is protected from adverse weather by a strong storm shutter (without view obstructing posts) that covers the entire balcony. The spacious 1,145-square-foot open floor plan is light, bright, and inviting, featuring 9-foot ceilings (no popcorn), and elegant crown molding throughout. The open-concept kitchen is designed for both everyday living and entertaining, including upscale appliances, quartz countertops, expanded cabinetry, crown molding and a cozy breakfast nook. Extensive improvements include luxury vinyl plank flooring, new interior doors and lighting, and beautifully remodeled bathrooms. The primary includes an en suite bath with step in shower and walk-in closet. A washer and dryer are located in the unit, the HVAC is new in 2020 and storage is plentiful, with a storage area on the balcony and additional storage (4’x4’x8’) conveniently located near the elevator. #407 also offers under-building parking #126 that protects your car from the elements and provides convenience to the building entry. Additional guest parking is located in front of the building. Harbourside buildings are constructed of solid steel-reinforced concrete, providing exceptional strength and a quieter living environment. Harbourside is a pet-friendly, guard-gated private island community offering an incredible collection of resort-style amenities. Residents enjoy beautifully landscaped grounds, a marina with 87 deeded boat slips, kayak storage, five tennis courts with pickleball, six swimming pools, shuffleboard, saunas, a hot tub, and a scenic 1.5-mile waterfront walking trail. Additional amenities include separate men’s and women’s fitness centers, a country-club-style clubhouse with an active social calendar, three car-wash stations with vacuums and air, and electric-vehicle charging stations. All of this is just a short bike ride from the beach and close to shopping, restaurants, medical facilities, entertainment, vibrant downtown St. Petersburg, world-class Gulf beaches, professional sports venues, and international airports. Close to everything—yet a world away. Harbourside is an all ages community - waterfront resort living at its absolute finest! Don’t delay, schedule your exclusive showing today.

7902 Sailboat Key Boulevard S Unit 407, South Pasadena
7300 Sun Island Drive S Unit 701, South Pasadena
$450,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code
Welcome to 7300 Sun Island Dr. #701 at Bay Island in South Pasadena. This sought after end unit residence features 73 feet of wrap-around balconies with spectacular water views of Boca Ciega Bay, the intercoastal waterway, and the Bay Island marina. This beautifully appointed condo is being sold fully furnished, turnkey and truly move-in ready - offering a seamless indoor-outdoor living space and Gulf coastal breezes! Thoughtfully renovated with attention to detail, featuring plantation shutters, plantation bifold doors, custom door casings and 6 inch baseboards. The updated kitchen features a generous open floor plan, newer stainless steel appliances, and east facing windows for your morning sunrises. The split-bedroom layout features a primary waterfront suite with an ensuite bath and walk-in closet. The second bedroom offers balcony water views and works well for guests or as a home office suite. At 1,375 sq. ft. the 2 bedrooms, living room and dining area are spacious, filled with natural light, all with expansive water views! An in-unit full size washer and dryer adds to your convenience, this unit also offers plenty of inside storage - plus a utility closet located off the balcony, and 2 additional assigned walk-in storage units, 1 on the ground floor and the other on the 7th floor next to the elevator. Reverse osmosis system under kitchen sink, HVAC 2018, both HVAC and reverse osmosis system recently serviced. 3 large flat screen TV's included, windows and doors 2020 and new Admiral building roof 2026. As an added bonus 701 features a private gated front entrance balcony with water and sunrise views. This residence comes with a covered parking space, just steps away from the building's front entrance and plenty of visitor parking for your family and guests. For your peace of mind and comfort this end unit comes with electric roll down balcony shutters, and hurricane impact windows and sliders. Entering the building you'll find a newly renovated lobby area, 2 large elevators and a large newly remodeled leisure room with water views and a full catering kitchen. The Admiral Building at Bay Island is a 55+ waterfront gated community that offers an almost endless list of amenities including 6 heated pools, 2 spas, tennis and shuffleboard courts, pickleball, waterfront walking and jogging trails, dog walking areas, on-site marina and fishing dock access, outdoor grilling stations and tiki huts, fitness center, clubhouse space, billiards, plus an active social calendar. Bay Island community has a rear axillary one-way exit bridge to Pasadena Ave. The Admiral building has passed the Milestone and Structural Integrity Reserve Studies. Just minutes from the 'Old Florida' charm of Gulfport, the beautiful sands of St. Pete Beach and Treasure Island, great restaurants, shopping, galleries, vibrant downtown St. Pete, and 2 International Airports - The Admiral at Bay Island is the perfect balance for today's Florida living. Buyer and buyer's agent to verify all information and measurements.

7300 Sun Island Drive S Unit 701, South Pasadena
3128 59th Street S Unit 203, Gulfport
$120,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Freshly cleaned and painted condo. Well priced move in ready, partially furnished. New A/C System installed 3 years ago. Convenient curb parking. Town Shores features 4 heated pools. Updated Clubhouse, meeting rooms, pool tables, library, puzzle room, poker room and club room and kitchen for parties etc. Stroll to down town Gulfport daily for the Open Air Market on Tuesdays for fresh produce. Restaurants Vendors and Social Affairs. Live Theater, Library, Community and Senior Center for many activities.

3128 59th Street S Unit 203, Gulfport
6060 Shore Boulevard S Unit 200, Gulfport
$560,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Unique East-Side Corner Condo with Amazing Water Views. Welcome to this immaculate, updated, 2-bedroom, 2-bathroom corner condo in the highly sought-after Buckingham Building at Town Shores of Gulfport. Conveniently provided as Turn-Key, including all the furniture, furnishings and fully equipped kitchen. Unique to the Buckingham building is a Balcony, and this east-side corner unit features a spacious wrap-around balcony with spectacular water views of Boca Ciega Bay, where you may spot dolphins, rays, and even manatees. Inside, you'll find tile flooring throughout, an updated kitchen featuring stone countertops, stainless-steel appliances, a gas range and a breakfast bar. Your very own in-unit washer and dryer, unique to the Buckingham, and kitchen water purification system add an extra touch of convenience. The home is equipped with a new 2-ton A/C installed in May 2025, complete with an extended warranty. Another highly desirable feature is the coveted covered parking space directly under the building. Storm protection is exceptional, with hurricane roll-down shutters on all the balconies, windows, as well as heavy-duty aluminum accordion shutters protecting the main living room and primary bedroom glass sliders. Town Shores is a vibrant 55+ community offering an incredible variety of amenities and activities, including tennis and pickleball courts, Bocce and shuffleboard courts, four heated swimming pools, Kayak storage and launch area, and Boat slips available for rent when available. The Clubhouse houses numerous amenities such as the Fitness center, billiards room, Library and more. Outside the community, the City of Gulfport provides a world of entertainment, shopping, and relaxation. The Gulfport Library, the Hickman Theater, public Tennis courts, Baseball field, the Casino with yearly events and let's not forget the Gulfport Beach! The Beaches and downtown St. Petersburg are all nearby adding opportunities to your active calendar. No pets allowed. Come see this Gem!

6060 Shore Boulevard S Unit 200, Gulfport
7300 Sun Island Drive S Unit 1104, South Pasadena
$430,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code
Water Views from Every Room – Updated 11th-Floor Condo at Gated 55+ Bay Island Every room looks out on the water. From the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo takes in Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico, and the downtown St. Petersburg skyline, all from 1,310 sq ft of updated living space. The kitchen was remodeled under a 2023 permit, with granite countertops, wood shaker cabinets, Italian marble accents, and Samsung appliances. Other updates include an LG washer and dryer, new light fixtures, and fresh interior paint. Ceramic tile and wood-look laminate run throughout, and the HVAC was updated in 2017. Hurricane shutters add peace of mind. The split floor plan puts the bedrooms on opposite sides of the home for privacy. Both have walk-in closets, the primary suite has its own bath, and three storage rooms give you more space than most condos offer. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance, and 24-hour security. Life at Bay Island includes: Six heated pools and spas Fitness center with sauna Tennis, pickleball, and shuffleboard courts Clubhouse and library Fishing pier and boat slips 1.5-mile waterfront walking trail A reserved covered parking space is included, plus guest parking. You're about 2 miles from St. Pete Beach, close to Gulfport's restaurants and art festivals, and roughly 20 minutes from downtown St. Petersburg. Optional turnkey furnishings are available under a separate bill of sale. Schedule your private tour of Bay Island today.

7300 Sun Island Drive S Unit 1104, South Pasadena
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