South Pasadena Homes with Sidewalks Community Features

South Pasadena Homes with Sidewalks Community Features

Welcome to South Pasadena, Florida—a hidden gem nestled in the heart of Pinellas County! This charming city is known for its picturesque streets, friendly atmosphere, and vibrant community spirit. With its prime location just minutes from the stunning Gulf beaches, residents enjoy the perfect blend of coastal living and suburban tranquility.

One of the standout features of South Pasadena is its delightful array of homes, many of which are located in neighborhoods designed with sidewalks, making it a walkable paradise. Imagine leisurely strolls down tree-lined streets, where friendly neighbors greet you and children ride their bikes with carefree laughter. The sidewalks create a sense of community, inviting residents to explore local parks, quaint shops, and delightful eateries.

South Pasadena boasts a rich history and a variety of recreational activities. The city is home to several parks, including the scenic Pasadena Park, where families can enjoy picnics, playgrounds, and beautiful walking trails. For those who love the outdoors, the nearby beaches offer opportunities for swimming, fishing, and sunbathing, ensuring that every day feels like a vacation.

In addition to its natural beauty, South Pasadena is conveniently located near major highways, providing easy access to the bustling cities of St. Petersburg and Tampa. With its welcoming atmosphere, vibrant community events, and beautiful homes with sidewalks, South Pasadena is not just a place to live—it's a place to thrive. Come discover the charm of South Pasadena, where your dream home awaits!

Newest South Pasadena Homes with Sidewalks Community Features

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
3128 59th Street S Unit 204, Gulfport
$125,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
**AFFORDABLE GULFPORT LIVING IN DESIRABLE TOWN SHORES!** Great price on this second-floor, 2-bedroom, 2-bath condo with covered parking makes it a wonderful opportunity to enjoy the Florida lifestyle in a sought-after 55+ waterfront community! Featuring an open floor plan and a sunroom just off the kitchen, this spacious condo offers plenty of possibilities. Freshly painted and professionally cleaned, this neat and inviting home is move-in ready, allowing you to settle in comfortably while adding your own personal touches and updates over time. Town Shores of Gulfport offers an exceptional array of amenities, including 4 heated swimming pools, clubhouse, fitness center, tennis/pickleball courts, shuffleboard, bocce ball, and waterfront walking paths along beautiful Boca Ciega Bay. Located in the charming small city of Gulfport, you're just blocks from its vibrant downtown, known for wonderful local restaurants, unique boutiques, art galleries, community events, and a beautiful waterfront beach. Whether you're looking for a full-time residence, a seasonal Florida retreat, or an opportunity to create a space that truly reflects your own style, this is your chance to enjoy the Town Shores lifestyle at an exceptionally appealing price!

3128 59th Street S Unit 204, 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. No popcorn ceilings. 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
7300 Sun Island Drive S Unit 1501, South Pasadena
$649,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code
No Reasonable Offer Refused! PANORAMIC WATER VIEWS & LUXURY WATERFRONT LIVING AT BAY ISLAND! Welcome to 7300 Sun Island Drive S, Unit 1501, where breathtaking water views, spectacular sunsets, and sophisticated coastal living come together! This beautifully renovated 2-bedroom, 2-bathroom condo offers magazine-worthy finishes, an abundance of natural light and a spacious wraparound terrace. Also included is a front row covered parking space. The new 12k lb boat is available as well. Whether enjoying your morning coffee, watching boats cruise by, or unwinding with an evening cocktail, this is a view that will never get old! Step inside to discover a bright, open, and inviting interior featuring stylish updates and thoughtful design throughout. The beautifully remodeled kitchen is a showstopper, featuring white cabinetry, elegant quartz countertops, a large bar top for entertaining and finished with stainless-steel appliances. The built-in bar adds to the custom touches! Expansive Impact-Resistant windows and sliding glass doors line the living space allowing the Gulf breeze to flow through. The spacious primary suite is a relaxing retreat, comfortably accommodating a king-size bed and offering a generous walk-in closet and private ensuite bathroom. Sliders to the balcony make for beautiful sunrise wake up. The versatile guest bedroom features a convenient Murphy bed, allowing the space to easily transition between a welcoming guest room, a home office or flex space. A beautifully updated guest bathroom completes the interior. Everything was thought of when renovating this condo including new electric and plumbing, A/C, water heater, Impact-Resistant windows, built-in entertainment center, tile flooring, crown molding, lighting, in-unit laundry and hurricane shutters in place for added protection or shade. The condo also has a storage closet on the balcony and separate storage space for beach toys or bikes. Located in the highly desirable Bay Island, a gated 55+ waterfront community with 24-hour security, this property offers an exceptional resort lifestyle. With an impressive array of amenities, you may never want to leave! Enjoy a heated swimming pool, fitness center, clubhouse with a full kitchen, tennis courts and beautiful waterfront surroundings. Whether you're looking to stay active, socialize with neighbors, or simply relax and soak up the Florida sunshine, Bay Island has something for everyone. Conveniently situated just minutes from St. Pete Beach, fantastic restaurants, shopping, and healthcare facilities. With Tampa International Airport less than 35 minutes away and Downtown St. Pete only 15, this location offers the perfect combination of tranquility and accessibility.

7300 Sun Island Drive S Unit 1501, South Pasadena
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
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
5955 30th Avenue S Unit 111, Gulfport
$199,900
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Virtually Staged. Waterfront ! check. Beautiful view! check. Steps to the pool! check. Walk to downtown Gulfport with live music, good food and great people! check. Beautiful waterfront community of Town Shores, surrounded by water that sparkles likes it's been sprinkled with diamonds. You may not believe what a great find. This oversized (almost 1100) sq ft condo is completely remodeled with new kitchen, bath, paint, floors and most anything you can think of, like AC. Move in ready. Gulfport is surrounded by St Pete which is the mecca of museums , restaurants, executive airport downtown, and activities. You also have easy access to the beaches - take your choice, we have miles of them just to our West. With more activities for young and old. When the kids and grandkids come to visit there are more activities that they will love as well. Busch Gardens is just across the bridge in Tampa and Disney just "up the road" in Orlando. Great central location for family and you. Come join us in Gulfport!

5955 30th Avenue S Unit 111, Gulfport
6150 Gulfport Boulevard S Unit 515, Gulfport
$299,000
2 Beds ⋅ 2 Baths ⋅ Golfview Ii Condo SubDv. ⋅ 33707 Zip Code
Virtually Staged. Enjoy top-floor living in this well-maintained 2-bedroom, 2-bathroom condo in Gulfport, conveniently located directly across the street from Stetson University College of Law. Accessible by elevator or stairs, this inviting residence features granite countertops in the kitchen and a combination of vinyl and tile flooring throughout for easy upkeep. The primary bedroom offers its own private balcony—a welcoming spot for morning coffee or unwinding at the end of the day. The condominium association recently replaced the building’s roof, adding to the property’s appeal. Enjoy a convenient location near Gulfport’s waterfront district, local restaurants, shops, and Gulf beaches, with downtown St. Petersburg also within easy reach. Whether you’re seeking a full-time residence or a seasonal getaway, this condo offers a comfortable home base for enjoying the Florida lifestyle. Schedule your private showing today!

6150 Gulfport Boulevard S Unit 515, Gulfport
6982 Sunset Drive S Unit 6982, South Pasadena
$145,000
2 Beds ⋅ 2 Baths ⋅ Les Chateaux Condo SubDv. ⋅ 33707 Zip Code
Discover an inviting blend of comfort, style, and coastal convenience in this beautifully updated two-story condo featuring 2 bedrooms, 1.5 baths, and 1,047 square feet of living space. Nestled within a courtyard setting accented by mature landscaping, this welcoming residence offers comfortable interiors, thoughtful updates, and an appealing collection of community amenities. The main level is designed for easy everyday living and relaxed entertaining. A spacious kitchen showcases quartz countertops and brand-new stainless steel appliances, creating a polished backdrop for everything from a quiet breakfast to preparing dinner for friends. The adjoining dining area flows seamlessly into the living room, keeping conversation connected and making the space feel welcoming. Luxury vinyl flooring brings warmth and continuity to the main living areas, while updated lighting and ceiling fans add a fresh finishing touch. A conveniently located half bath completes the main level. Upstairs, two comfortable bedrooms provide a peaceful place to unwind at the end of the day. The primary bedroom features a large walk-in closet with generous space for clothing and storage. The additional bedroom is equally versatile, whether used for overnight guests, a home office, or your own personal retreat. Outside, the covered patio invites you to slow down and savor the surroundings. Enjoy a morning cup of coffee, settle in with a favorite book, or relax after a day at the beach while taking in the courtyard’s mature landscaping. This outdoor space extends the home’s inviting atmosphere and offers a pleasant spot to enjoy Florida’s outdoor lifestyle. Assigned parking adds everyday convenience, providing a designated place for your vehicle when you return home. Beyond your door, community amenities provide opportunities for recreation and connection. Take a refreshing dip in the heated pool, gather at the clubhouse, enjoy a friendly match on the tennis courts, or spend an afternoon playing shuffleboard. A community playground adds another option for outdoor enjoyment. The location makes it easy to explore the neighborhood and enjoy nearby conveniences. Take a short walk to local coffee shops, shopping, and specialty dining, or visit Bay View Park for walking trails and scenic views of Boca Ciega Bay. Nearby Intracoastal waterways provide even more ways to appreciate the area’s coastal beauty, while Gulf beaches just minutes away invite leisurely afternoons along the shore and evenings watching the sunset. With easy access to I-275, you’ll also enjoy convenient connections for commuting and exploring the surrounding area. Whether you’re looking for a full-time residence or a seasonal escape, this condo presents a welcoming place to settle in and enjoy the best of Florida living.

6982 Sunset Drive S Unit 6982, South Pasadena
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 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, 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
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