South Pasadena Homes with Community Mailbox Community Features

South Pasadena Homes with Community Mailbox Community Features

Welcome to South Pasadena, Florida—a charming coastal city nestled in the heart of Pinellas County. Known for its picturesque landscapes, friendly neighborhoods, and vibrant community spirit, South Pasadena offers a unique blend of small-town charm and modern conveniences. With its prime location just minutes from the beautiful Gulf of Mexico beaches, residents enjoy a relaxed lifestyle infused with plenty of outdoor activities, dining, and shopping options.

One of the highlights of living in South Pasadena is the sense of community fostered through its welcoming neighborhoods. Many homes here feature community mailbox setups, creating a friendly atmosphere where neighbors can connect and engage with one another. Picture yourself strolling through these inviting streets, exchanging smiles and greetings with those who share your home. The community mailbox not only serves as a practical feature but also as a gathering point, encouraging camaraderie among residents.

South Pasadena is also known for its well-maintained parks, scenic waterfront views, and a variety of recreational activities. Whether you're biking along the picturesque trails or enjoying a leisurely afternoon at the local park, there’s always something to do. The city's close-knit community hosts events throughout the year, ensuring that residents feel connected and engaged.

If you’re considering a move to South Pasadena, you’ll find a range of homes that perfectly suit your lifestyle. From cozy single-family residences to modern condos, there’s something for everyone in this delightful city. Discover the warmth and charm of South Pasadena—where community spirit thrives and the coastal lifestyle awaits!

Newest South Pasadena Homes with Community Mailbox Community Features

3114 59th Street S Unit 401, Gulfport
$237,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
SUNSHINE, STYLE & THE FLORIDA LIFESTYLE YOU'VE BEEN WAITING FOR! Welcome to the highly desirable 55+ waterfront community of Town Shores, where resort-style amenities meet an unbeatable walkable location! Situated in the pet-friendly Dover Building, this beautifully maintained END UNIT is filled with natural Florida light thanks to an entire additional wall of windows, creating a bright and welcoming retreat. Thoughtfully updated and move-in ready, this home features TWO renovated bathrooms (2021 & 2025), a newer HVAC system (2020), dishwasher and gas range (2024), luxury vinyl plank flooring in the Florida room (2025), fresh interior paint, and custom blinds throughout. Hurricane-rated windows throughout and hurricane-rated front and storm doors (2023) provide added peace of mind, along with a recent home inspection and 4-point inspection available from the seller. ENJOY THE VALUE OF AN ALL-INCLUSIVE LIFESTYLE! The HOA fee covers gas for heating, hot water and cooking, upgraded cable with streaming, high-speed internet, two cable boxes, deeded assigned covered parking, trash pickup three times weekly, fire alarm system, on-site security, quarterly pest control, and grounds maintenance. Enjoy FOUR swimming pools, boat docks, kayak storage, bocce ball, and a vibrant clubhouse with a library, billiards room, and planned social events. The Dover Building also offers a patio grilling area, on-site laundry, and janitorial services, while an on-site community office adds convenience. AND THE LOCATION? SIMPLY EXCEPTIONAL! Leave the car behind and stroll to the charming downtown arts district, beautiful beach, restaurants, shops, entertainment, and nearby bus line. Whether you're seeking an active social calendar or a peaceful Florida retreat, Town Shores offers the best of both worlds. Beautifully updated, wonderfully located, and ready to enjoy—your Florida lifestyle starts here! Call today for your private tour as this unit won't last!

3114 59th Street S Unit 401, Gulfport
3114 59th Street S Unit 208, Gulfport
$190,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to the Dover Building in Town Shores of Gulfport, a highly desirable 55+ waterfront community offering resort-style living along beautiful Boca Ciega Bay. This nicely updated 2-bed, 2-bath condo features thoughtful upgrades throughout, including hardwood floors, fresh interior paint, and a remodeled kitchen with designer touches such as lower-drawer cabinetry, built-in shelving, quartz countertops, ceramic tile backsplash, stainless steel appliances, gas stove, and newer HVAC system installed in 2020. The spacious layout offers comfortable living and dining areas, generous storage, and a bright, welcoming feel. Both bedrooms are well-sized, and the split floor plan provides privacy for guests. This home is truly move-in ready with stylish updates already completed. Town Shores residents enjoy an impressive array of amenities, including four heated pools, pickleball, tennis, bocce ball, shuffleboard, a fitness center, a marina, and beautifully maintained waterfront walking paths. With direct access to the bay, the community is perfect for kayaking and enjoying Gulfport’s coastal lifestyle. The Dover Building is ideally located within the community and offers easy access to all amenities. The Dover House pet policy allows for cats and dogs. Just minutes from the vibrant Gulfport Waterfront District, you’ll enjoy restaurants, shops, art galleries, weekly markets, and the sandy shoreline of Gulfport Beach. Experience the best of Florida’s waterfront living in a welcoming, amenity-rich community.

3114 59th Street S Unit 208, Gulfport
7979 Sailboat Key Boulevard S Unit 202, South Pasadena
$599,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Virtually Staged. Morning coffee overlooking Boca Ciega Bay, an evening stroll along the water, and St. Pete Beach just minutes away. This updated 2 bedroom, 2 bath waterfront condo in Harbourside makes that your everyday routine, and the big-ticket items are already done: new roof (2024), completed milestone inspection, impact windows and sliders, and newer HVAC and water heater. The kitchen is made for cooking and entertaining, with designer cabinets, granite countertops, an induction cooktop, drawer microwave, pull-out exhaust, dishwasher with water filter, and a separate wine fridge. A full-size LG ThinQ washer and dryer is included. Luxury vinyl flooring and 5-inch baseboards run throughout, along with newer doors, a barn door, Nest thermostat, electric shades in the primary bedroom, and an electric fireplace in the dining area. Harbourside lives like a resort: six pools plus a heated pool and spa at the clubhouse, pickleball, tennis, shuffleboard, outdoor grilling, fitness rooms, saunas, a library, and a craft room. Boaters will love the community marina with 87 deeded boat slips, with slips available for sale or lease. You'll also find 4 EV charging stations, a car wash area, an active social club, and a 1.5-mile waterfront walking path that wraps around the island. Small pets welcome. Come see the Harbourside lifestyle for yourself.

7979 Sailboat Key Boulevard S Unit 202, South Pasadena
6940 A Sunset Drive S Unit 1A, South Pasadena
$110,000
1 Beds ⋅ 1 Baths ⋅ Les Chateaux Condo SubDv. ⋅ 33707 Zip Code
Move-in ready and full of thoughtful features, this beautifully remodeled corner condominium offers the perfect combination of comfort, privacy, and convenience. The unit features two separate entrances, with the main entrance located in a hallway shared with only one other unit. A second, private entrance is located at the back of the unit, conveniently near the main road and the designated parking space. Remodeled throughout in 2026, the home features new appliances, a new HVAC system, and a new water heater, along with durable laminate flooring throughout. The kitchen offers plenty of storage, including a convenient pantry. The bathroom features a walk-in shower with security grab bars and a telescopic showerhead for added comfort and accessibility. The living room and bedroom both have ceiling fans, and the spacious bedroom walk-in closet provides excellent storage. An additional walk-in closet off the living room offers a great place to store a bicycle, beach chairs, umbrellas, and all your beach gear. A coat closet by the front entrance adds even more storage. The location within the community is another plus, with the unit conveniently close to the pool, laundry facilities, and clubhouse. Whether you're looking for a low-maintenance second home, a winter getaway from the cold, or a convenient place to enjoy long weekends near the beach, this corner unit is ready for you to move in and start enjoying the Florida lifestyle.

6940 A Sunset Drive S Unit 1A, 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
1847 Shore Drive S Unit 204, South Pasadena
$189,900
2 Beds ⋅ 1 Baths ⋅ Shore Crest Bldg SubDv. ⋅ 33707 Zip Code
How about trading Winter cold for Light and Bright Florida Living as soon as you walk in the door! Comfortable, open floorplan with 1120 Sq - 2 bed/ 1 bath, draws you to the Florida room with a magnificent southeastern view overlooking Boca Ciega Bay, it’s sure to be your Favorite spot to relax. Spacious Living / Dining area leads off to split bedrooms with abundant closet space and storage, and a nicely updated full bath . The current galley kitchen is efficient and has gas cooking plus a double wall oven. There are drawings showing options for a beautiful Kitchen update. Great news, a Washer & ventless Dryer can be added to the new kitchen design and you have a new electric panel and more GFI outlets already installed to work with! Luxury vinyl flooring, updated windows in the Florida room provides more time to relax and enjoy this wonderful condo. This +55 Community has been well managed – it’s a steel reinforced building has a new roof ( thanks Milton) and is currently being updated with trendy new exterior paint, new walkways surfaces. Recent updates include railings, plumbing and laundry and common room over recent years, All Milestone inspections completed. Laundry is available on floors 1, 5 and 8. ShoreCrest community has So much to do: premium Spectrum cable and hi-speed Internet included in monthly fee 2 heated pools, clubhouse, fitness center, library, shuffleboard, extensive waterfront with seating areas on Both sides of Shore Dr., gas grills and 2 piers to fish or just relax and a kayak launch. There are shared storage areas on each floor for bikes, beach supplies, etc. No pets and No rentals creates a community of friendly neighbors and an active social scene. Location provides easy access to our Gulfcoast beaches as well as to dining, sport activities, shopping, the theater and hospital, anything you might want to do! Also the SunRunner Express bus stops very nearby by for easy access to downtown St Petersburg and St Pete Beach, no driving required! If you’ve been dreaming of a waterfront lifestyle, condo #204 at Shore Crest is one to consider!

1847 Shore Drive S Unit 204, South Pasadena
1893 Shore Dr. Drive S Unit 216, South Pasadena
$140,000
2 Beds ⋅ 2 Baths ⋅ Shore Plaza Bldg SubDv. ⋅ 33707 Zip Code
Waterfront Value on Shore Drive: Priced to Sell! Why pay $180K+? The last 2/2 in this community sold for just over $180K, and this second-floor unit is priced at $140K. Waterfront living on Boca Ciega Bay at a price you won't see often. This 2-bed, 2-bath condo in a sought-after 55+ waterfront community is move-in ready. Sip your morning coffee in the spacious Florida room and watch dolphins, manatees, and boats drift by. St. Pete Beach, Treasure Island, and Gulfport are all just minutes away. Split-bedroom layout for privacy • Spacious primary suite with ensuite bath and large closet • Large windows and bright living space with bay views • Meticulously maintained* The community offers fantastic waterfront amenities, including: • Heated waterfront pool • Fishing pier and dock • Waterfront picnic areas with gas grills • Large clubhouse with fitness center, billiards, and event space • Laundry rooms on every floor Major community improvements include a new roof and dock/fishing pier (2018). The monthly condo fee provides tremendous value, covering cable, internet, gas, water, and more. The building also uses a central gas boiler, which helps reduce both building and individual unit insurance costs. Conveniently located near shopping, dining, medical facilities, and the SunRunner Express to downtown St. Petersburg. Affordable waterfront living in a prime location—rarely available at this value on Shore Drive. Schedule your private showing today and start enjoying the relaxed Florida coastal lifestyle.

1893 Shore Dr. Drive S Unit 216, South Pasadena
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
5840 30th Avenue S Unit 201, Gulfport
$189,900
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
7050 Sunset Drive S Unit 211, South Pasadena
$345,000
2 Beds ⋅ 2 Baths ⋅ Chateau Tower Condo SubDv. ⋅ 33707 Zip Code
Welcome to Paradise Living at Chateau Towers!  This beautifully furnished, 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.  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
1847 Shore Drive S Unit 202, South Pasadena
$264,900
2 Beds ⋅ 2 Baths ⋅ Shore Crest Bldg SubDv. ⋅ 33707 Zip Code
This is how retirement should look. Fully renovated waterfront 2BR/1.5BA in Shore Crest, an active 55+ community — opened up top to bottom, all work permitted, and arguably the nicest unit in the building + this unit was NOT affected by the 2024 storms. Water views the moment you open the door. New wide-plank flooring throughout, brand-new bathrooms, and an open kitchen with quartz counters, soft-close two-tone shaker cabinets and floating shelves; electric range with gas available (included in condo fees). The water carries through the living room, Florida Room, bonus room, and guest bedroom/den — manatees and dolphins off the shoreline. Primary suite with en-suite bath and walk-in closet. PGT vinyl impact Low-E windows; A/C 2022. Enclosed bonus room (included in sq ft) works as office or third sleeping space. At Shore Crest the big-ticket items are done and paid: completed $1.2M roof, $1.4M in building renovations, and all Milestone inspections (Phases 1, 2 & final) funded by the association — plus an exterior repaint underway and already paid. The association is run well enough that HOA fees actually dropped this year, now $551/mo, covering 2 heated pools, sauna, renovated clubhouse, gym, shuffleboard, library/card room, waterfront grills, storage, and a bayfront pier. ~1 mi to St. Pete Beach, 15 min to downtown St. Pete, 3 mi to Gulfport, 30 min to Tampa/airports.

1847 Shore Drive S Unit 202, South Pasadena
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