South Pasadena Homes with Maintenance Free Community Extras

South Pasadena Homes with Maintenance Free Community Extras

Welcome to South Pasadena, a charming gem nestled in the heart of Pinellas County, Florida. This vibrant city offers a delightful blend of coastal living, community spirit, and easy access to the beautiful Gulf of Mexico. Known for its picturesque landscapes and friendly atmosphere, South Pasadena is a haven for those seeking a tranquil lifestyle without sacrificing modern conveniences.

As you explore this delightful city, you’ll discover a range of homes that exemplify the essence of comfortable living. Many properties in South Pasadena boast maintenance-free community extras, allowing residents to enjoy a worry-free lifestyle. Imagine coming home to a beautifully landscaped yard without the hassle of upkeep, giving you more time to relish the nearby parks, waterfront views, and delightful dining options.

South Pasadena is not just about beautiful homes; it’s also about community. Residents enjoy a variety of recreational activities, including boating, fishing, and leisurely strolls along the scenic waterfront. The city is well-connected to nearby beaches, shopping, and entertainment, ensuring that you are never far from the action.

Whether you're a first-time homebuyer, a retiree looking for a peaceful retreat, or someone seeking a vibrant community, South Pasadena offers the perfect blend of comfort and convenience. With its charming neighborhoods and maintenance-free living options, you can focus on what truly matters – enjoying life in this beautiful corner of Florida. Come discover your dream home in South Pasadena, where community and coastal beauty meet!

Newest South Pasadena Homes with Maintenance Free Community Extras

2960 59th Street S Unit 215, Gulfport
$225,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Wrapped in natural light and framed by west-facing inlet and marina views, this GORGEOUS NEWLY UPDATED CORNER UNIT in the Jamison building at Town Shores of Gulfport has been totally reimagined, elevating it to a chic, modern waterfront escape! Located on the southwest corner of the building, it’s a quick elevator ride or short walk-up to this privately positioned 2nd floor unit. BUY WITH TOTAL PEACE OF MIND: The Jamison building is fully structurally compliant, has completed its Milestone Inspections, and boasts 100% FULLY FUNDED RESERVES with NO upcoming or planned special assessments. Thoughtfully and beautifully redesigned for comfort and casual living, the BRAND NEW IMPROVEMENTS include 1) NEW modern white speckled granite countertops 2) NEW white subway tile stacked backsplash and matte black cabinet hardware 3) a NEW black and stainless natural gas range (complementing the newer stainless fridge and dishwasher) 4) NEW granite counter height peninsula with sleek faux leather stools, and 5) NEW fresh paint throughout the unit in a soft, neutral coastal tone. This chic and modern spacious corner residence offers a light and bright open floorplan and 2 oversized bedrooms, each with classically updated baths. Plus, you will appreciate the smooth ceilings throughout – all the popcorn texture has been removed. This expansive 1,250 sq ft residence also features newer hurricane impact windows that frame the intracoastal waters of Boca Ciega Bay. Enjoy watching passing boats, dolphins, coastal birds and be dazzled by spectacular nightly sunset views from just about everywhere in the living area! The primary bedroom is a beautiful, serene retreat with a roomy walk-in closet and ensuite bath featuring an updated tiled shower with sliding glass doors. A bright and cheerful generous second bedroom features a double built-in closet, and two other closets – a linen closet in the hallway and a storage closet off the kitchen – provide lots of extra storage space. You’ll also appreciate a convenient covered carport (#85) providing year-round shade for your vehicle, as well as a separate storage closet for your beach and pool toys. The monthly HOA fee includes a Spectrum Bulk internet and wireless package, natural gas for cooking and on-demand hot water, flood and building insurance, and pool, landscaping and exterior maintenance. Town Shores has its own private marina and slips (as they become available), 4 heated pools, an active and social Clubhouse with weekly events, a tennis/pickleball court, shuffleboard, bocce ball and kayak storage. This vibrant 55+ community is walking distance from the active and artsy village of Gulfport and its restaurants, cafes, boutiques and famous Tuesday Fresh Market and First Friday Art Walks. Conveniently located minutes from our award-winning Gulf beaches, Town Shores is just 30 minutes from TIA and only 10 minutes from the cultural mecca of downtown St. Petersburg. Furniture is negotiable with sale, making your move-in experience simple and stress-free! Don’t miss out on this beautiful residence – a rare blend of spaciousness, style, and soothing water views that create a truly unique living experience in Town Shores.

2960 59th Street S Unit 215, Gulfport
5925 Shore Boulevard S Unit 611, Gulfport
$174,900
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Water views fill this sixth-floor Lancaster condo at Town Shores of Gulfport. This top-floor, one-bedroom, one-bath deluxe unit offers 1,060 square feet and a Florida room with room for an office or guests. A full-size Murphy bed, a large Florida room closet, and a separate storage closet on the same floor add practical flexibility. The beautifully renovated open concept kitchen has granite counters, soft close shaker cabinets and stainless steel appliances, including a brand new refrigerator and new gas stove with a three year extended warranty. The bedroom features a custom Closets by Design walk-in closet, and the bathroom has a walk-in shower. Other updates include hurricane impact windows, solar window shades, an exterior storm door, and a Carrier HVAC system installed in 2025. The building received a new roof in 2025, and elevator replacement is nearing completion. The unit also includes a deeded hurricane-rated carport. Town Shores is an established 55+ waterfront community with four heated pools, a clubhouse, fitness facilities, tennis and pickleball courts, shuffleboard, bocce, fishing, and kayak storage. Marina boat slips may be available separately. The $758 monthly condominium fee includes cable TV, internet, natural gas, water, sewer, trash, exterior and grounds maintenance, pest control, pool maintenance, and recreational facilities. Gulfport’s waterfront district is nearby, with restaurants, galleries, shops, the Tuesday Fresh Market, and First Friday Art Walks. Downtown St. Petersburg and Gulf beaches are also within easy reach. Association approval and pet restrictions apply.

5925 Shore Boulevard S Unit 611, Gulfport
7907 Sailboat Key Boulevard S Unit 205, South Pasadena
$405,100
2 Beds ⋅ 2 Baths ⋅ Harbourside - Savannah Condo SubDv. ⋅ 33707 Zip Code
Welcome to Harborside, a resort living community for all ages. It has a marina, yaht club with boat slips and kayaks, multiple pools, a library, work room, sauna, club house with many activities, shuffle board and tennis courts. car cleaning station, and EV charging stations and a 1 and 1/2 mile walkway around the island where one can view manatee, dolphins and other sea life. 7907 Sailboat Key, Apartment 205, a small patch of paradise awaits discerning people. With both an outside veranda and a fully enclosed patio, this apartment affords a spectacular view all year of Boca Ciega Bay, the marina and the intercoastal waterway. Located at one of the highest points on the island this second floor unit with electric storm shutters, is high enough above the ground to avoid a possible storm surge. The master bedroom and Livingroom both have direct access to the enclosed patio and outside through sliding glass doors. The Master bedroom is large enough for a king size bed and it has an attached upgraded bathroom and a large walk-in closet. The second bedroom boasts built it wooden bookcases and cabinets and another walk-in closet . A second full bathroom and laundry is adjacent. The front door opens into a large dining and living room area. The kitchen has built in storage and pantry and 2 windows. It is large enough for a table and chairs. There are ceiling fans throughout the apartment, storage closets and electrical outlets in the walls and floors for easy connectivity. Cable and internet are also included. An easy walk across the draw bridge takes one to Saint Petersburg Beach with a Post Office, shopping, restaurantss and the beaches on the Gulf of Mexico. The other direction leads to South Passadena with super markets, shoping, emergency services and The Palms of Passadena Hospital. Directly across the road from Harborside are sightseeing and dinner cruise boats.

7907 Sailboat Key Boulevard S Unit 205, South Pasadena
6313 Pelican Creek Crossing Unit -, St Petersburg
$319,000
2 Beds ⋅ 2 Baths ⋅ Pelican Creek Village Condo SubDv. ⋅ 33707 Zip Code
This property is a 2-bedroom, 2-bathroom townhome located in Pelican Creek Village in Pasadena. It has recently been fully painted upstairs and downstairs, including the kitchen cabinets. The kitchen countertops are also brand-new quartz. The master bedroom and bathroom are located on the first floor. The master bathroom is massive, with a full walk-in shower and a generously sized Jacuzzi tub. The washer and dryer are also located in the master bathroom. Both the living room and master bedroom have sliding glass doors that open to a private, west-facing patio, offering spectacular sunset views. The living room is a good size but feels much larger due to the very tall ceilings. Upstairs, you will find the second bedroom and second full bathroom. There is also a loft area that is excellent for a desk or home office. The townhome is located in a very quiet community, right on a golf course, offering an open and lush setting. The complex itself has a pool and a small clubhouse where they host occasional events. Each unit comes with one private covered carport, but you are able to have more than one vehicle since there is ample guest parking.The HOA includes water, cable, internet, etc. The only additional utility expense is electricity.

6313 Pelican Creek Crossing Unit -, St Petersburg
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
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
5980 Shore Drive S Unit 901, Gulfport
$375,000
3 Beds ⋅ 3 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
Diplomat building, newly painted, newer flake & Epoxy flooring on walkways and laundry rooms, carport roofing recently cleaned (power washed), lush maintained landscaping, breathtaking views of Boca Ciega Bay and glorious sunsets. Enjoy living in this beautiful east end unit at Town Shores of Gulfport. You have your own oasis at the end of the hallway with full water views, loads of shade and privacy. The condo is protected with hurricane shutters for those yearly storms we may get in the summers. Stone countertops speak of an updated kitchen, upgraded maple cabinets, dishwasher, microwave, refrigerator featuring all the comforts of home. Enjoy the bonus of a full size Washer and Dryer. What a benefit for a new owner. A must see for anyone thinking of buying a waterfront condo.

5980 Shore Drive S Unit 901, Gulfport
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
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
7912 Sailboat Key Boulevard S Unit 201, South Pasadena
$759,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Welcome to an extraordinary waterfront lifestyle in this beautifully renovated 2-bedroom, 2-bath corner condominium with den located in the highly sought-after, resort-style community of Harbourside. With more than $200,000 invested in impressive upgrades—including new plumbing—this remarkable residence is truly in a class of its own. Adding to this rare opportunity, a deeded boat slip capable of holding a 34 ft boat with 20,000 pound lift in Dock B #21 may be purchased separately - asking price is $70,000. From your private balcony, relax and take in beautiful southeasterly views of the Intracoastal Waterway, passing boats, dolphins, manatees, pelicans, and other marine life. The water views continue inside, filling the living room and primary bedroom with an ever-changing waterfront backdrop. The spacious 1,300-square-foot open floor plan is light, bright, and inviting, featuring 9-foot ceilings, no popcorn ceilings, and elegant crown molding throughout. Extensive improvements include porcelain plank flooring, new interior doors and lighting, and a beautifully remodeled primary bathroom with upscale cabinetry and fixtures. A new HVAC system was installed in 2026. Recently installed hurricane-impact windows and sliding glass doors provide full storm protection while showcasing the spectacular views. The open-concept kitchen is designed for both everyday living and entertaining, with GE Café appliances—including a double oven—quartz countertops, expanded cabinetry, and crown molding. The guest bathroom has also been completely updated. The den offers wonderful flexibility as a home office, television room, reading retreat, or overflow guest bedroom. Storage is plentiful, with a private balcony storage area and additional storage conveniently located near the elevator. The condominium includes under-building parking space #185, along with additional guest parking in front of the building. All but bedroom furnitue is avaialble for purchase. 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. This is waterfront resort living at its absolute finest! Harbourside is not an age-restricted community.

7912 Sailboat Key Boulevard S Unit 201, South Pasadena
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
7922 Sailboat Key Boulevard S Unit 206, South Pasadena
$625,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Virtually Staged. Breathtaking, wide expansive waterfront views and stunning sunsets greet you the moment you step into this fully renovated 2BR/2BA coastal oasis. Completely upgraded in 2019 with an uncompromising eye for detail, this move-in ready condo offers high-end modern finishes and total peace of mind. The gorgeous open kitchen boasts premium quartzite countertops, sleek shaker-style cabinetry, new stainless steel appliances, and added pantries and base cabinets for abundant storage. Both the primary and guest bathrooms have been completely upgraded with Calcite countertops, new elongated toilets, pristine glass enclosures, and walk-in showers dressed in modern designer porcelain tile. Premium upgrades continue with all-new A/C and water heater installed in 2026, high-impact windows, and protective storm shutters on the balcony sliders. Sparkling water views can be enjoyed from the kitchen, guest bedroom, living room, and the private balcony with cool decking coverage. The primary bedroom features its own spectacular wide-water backdrop. Complete with under-building parking space #18 and two private storage units (one on the balcony and one steps away by the elevator), this turnkey property truly has it all! Harbourside Community has a 24/7 Gate access with on duty Guard, the Amenities include, 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's, Gyms, Jacuzzi, saunas, Shuffle board, outdoor grilling, 3 car wash station with vacuum & air, Car Charging station and Marina. There is no deeded slip to this unit but there may be slips available to rent or purchase from other owners. A Clubhouse with a full social agenda, Card Room, Library, Billiard room and wood working shop. This Paradise has a 1.5 mile waterfront walking trail around the Island. Harbourside is located just minutes from the Popular Pristine West Coast Fl beaches and Minutes from I 275 and Downtown St Petersburg where you can enjoy the St Pete Pier, Museums, Art Galleries, Dining and all the History of the City of St Petersburg. Come and enjoy Resort style living at it's best.

7922 Sailboat Key Boulevard S Unit 206, South Pasadena
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