South Pasadena Homes with Sidewalks Community Features

South Pasadena Homes with Sidewalks Community Features

Welcome to South Pasadena, Florida—a charming city nestled in the picturesque Pinellas County, where coastal beauty meets suburban tranquility. Just a stone's throw away from the sparkling waters of the Gulf of Mexico, South Pasadena offers a perfect blend of small-town charm and modern convenience. With its lush landscapes, vibrant community spirit, and rich history, this city is an ideal place to call home.

One of the standout features of South Pasadena is its commitment to creating a welcoming and pedestrian-friendly environment. Many homes here boast delightful sidewalks, inviting residents to take leisurely strolls through the neighborhood. Imagine enjoying your morning coffee while soaking in the warm Florida sun, or taking an evening walk with family and friends along the tree-lined streets. The sidewalks not only enhance the aesthetic appeal of the area but also foster a sense of community, encouraging neighbors to connect and engage with one another.

In South Pasadena, you’ll find a variety of beautiful homes, from charming bungalows to contemporary residences, all designed to meet the needs of modern living. The city is also home to a plethora of parks, shops, and dining options, ensuring that everything you need is just a short walk away. With its convenient location, residents can easily access the vibrant culture of nearby St. Petersburg or the serene beaches of Treasure Island.

Whether you’re looking to settle down or find a vacation retreat, South Pasadena is a hidden gem that offers a unique lifestyle filled with warmth, community, and beautiful surroundings. Come explore all that this delightful city has to offer!

Newest South Pasadena Homes with Sidewalks Community Features

$599,900
3 Beds ⋅ 2 Baths ⋅ Coral Pointe SubDv. ⋅ 33707 Zip Code
Virtually Staged. Wide-open views of Boca Ciega Bay and two private balconies set the stage for waterfront living in Coral Pointe at Harbourside, a gated resort-style community in St. Pete Beach. This light-filled end unit features a split-bedroom layout with two bedrooms, an office/den that may serve as a third bedroom, and two full baths. The expansive waterfront balcony is accessible from both the living room and primary suite, offering sunrise views across the bay, while a second west-facing balcony off the kitchen and office/den provides a separate place to enjoy evening sunsets. Multiple windows and sliding glass doors bring natural light and water views into the living and dining areas. The kitchen features ample, clean-lined cabinetry, stainless steel appliances, and a pass-through that keeps it connected to the living area. At the far end, the breakfast nook is wrapped in windows on three sides and opens to the west-facing balcony, creating an inviting setting for morning coffee, casual meals, and evening views. The primary suite opens directly to the waterfront balcony and includes a large walk-in closet. Its ensuite bath is divided into a separate vanity area and an enclosed section with the tub-shower combination and toilet. A second bedroom and nearby guest bath offer comfortable accommodations for family or visitors. Double folding doors open to the office/den, where sliding glass doors lead to the west-facing balcony, allowing the room to function as a home office, den, or additional sleeping accommodations. In-unit laundry and multiple closets add everyday convenience. Hurricane shutters and steel-reinforced concrete construction provide added peace of mind, along with a newer air-conditioning system and water heater installed in 2022 and stainless steel appliances added in 2023. Other notable features include assigned under-building parking space #71, plus additional under-building guest parking, a distinctive convenience found only in the Coral Pointe buildings. A large private storage unit near the elevator provides room for bicycles, beach gear, seasonal items, and household belongings. Harbourside complements its waterfront setting with an extensive collection of resort-style amenities. Six swimming pools, tennis and pickleball courts, fitness facilities, a Jacuzzi, saunas, shuffleboard, and grilling areas offer many ways to stay active or relax, while car-wash stations and electric-vehicle charging add convenience. The clubhouse features a full social calendar, library, card room, billiards room, and woodworking shop. Boaters can enjoy the private marina with three docks and 87 deeded slips, which may become available for rent or purchase from individual owners. A fishing pier, seawall, and 1.5-mile walking trail provide additional ways to enjoy the waterfront surroundings. Gulf beaches, dining, shopping, downtown St. Petersburg, arts, entertainment, and waterfront activities are all within convenient reach. Schedule your private tour today.

8001 Sailboat Key Boulevard S Unit 201, St Pete Beach
$190,000
2 Beds ⋅ 2 Baths ⋅ Les Chateaux Condo SubDv. ⋅ 33707 Zip Code
Welcome home to Les Chateaux Condominium! One of the largest floor plans in the community, this beautifully renovated 2-bedroom, 2-bathroom first-floor condo offers spacious, move-in-ready living in an unbeatable location. Completely updated from top to bottom, the home features luxury vinyl plank flooring throughout, with tile in the kitchen and second bedroom. The spacious primary suite includes a private ensuite bathroom with a walk-in shower, while the guest bathroom features a bathtub—perfect for relaxing, bathing little ones, or washing pets. Enjoy the convenience of being just a short walk from Publix, coffee shops, restaurants, shopping, and everyday essentials. Right next door, Bay View Park offers stunning views of Boca Ciega Bay, walking trails, tennis courts, and a playground. Residents of Les Chateaux enjoy fantastic amenities, including a heated pool, putting green, shuffleboard courts, clubhouse with billiards, and easy access to the Intracoastal Waterway. Best of all, you're just minutes from the white sands of St. Pete Beach, making this the perfect full-time residence, seasonal getaway, or investment opportunity.

1190 Rue Des Chateaux Unit 1A, St Petersburg
$175,000
1 Beds ⋅ 1 Baths ⋅ Bay Island Group 7 SubDv. ⋅ 33707 Zip Code
Here's your opportunity to have a Stunning WATERFRONT condo totally renovated in the well sought out community, Bay Island. This 55+ community located on a private island is gated with 24 hr security and located directly on Boca Ciega Bay.  While sitting on your private porch, watch the dolphins and manatees as they like to visit along with the boats traveling to and from the Bay Island Marina.  The kitchen has an open view of the living room which has a window showcasing sunset skies. The Kitchen also features lots of natural light with Gorgeous solid wood cabinets, countertops and New stainless steel appliances. The primary bedroom is spacious, has a large walk-in closet and a hurricane rated slider door over looking Boca Ciega Bay! You have your own assigned parking space which is covered. Laundry is conveniently located on 4th floor as you get off elevator. Storage unit on 2nd floor for all your beach need items. This unit is super close to the marina, tennis courts and clubhouse. Live the Coastal life in comfort knowing your low HOA fee ($539/month) includes Cable TV, wireless internet, trash, sewer and water, Plus all these great amenities Bay Island offers. Amenities in this complex are: 6 heated outdoor pools, tennis & pickleball courts, multiple grills and picnic areas, 2 hot tubs, clubhouse with full kitchen/ballroom, separate male and female gyms each with a sauna. Billiards, game room, ping pong, shuffleboard and darts, AND Rare to find a condo that allows PETS, 2 cats or small dog. Private 1.5 mile waterfront walking path circling the island.  Hospital next door and Publix/Walmart less than 1 mile away. St. Pete Beach about a 1 mile walk and close to Tampa International Airport.

7625 Sun Island Drive S Unit 103, South Pasadena
$258,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to Town Shores’ desirable Manchester Building, where spectacular sixth-floor water views create the perfect backdrop for Florida living. From the moment you step inside this beautifully maintained 2-bedroom, 2-bath residence, you’ll be captivated by the sparkling waterfront vistas visible through the open floor plan. Watch dolphins and manatees play from the comfort of your own home, and even catch a glimpse of the iconic Don Cesar Hotel in the distance. Offering approximately 1,250 square feet, this light-filled condo features tile flooring throughout, creating a seamless flow from room to room. The inviting kitchen offers timeless appeal with crisp white cabinetry, neutral Corian countertops, and a gas range. The spacious primary suite includes an updated en-suite bathroom with a walk-in shower, while the guest bedroom is conveniently located next to the beautifully updated hall bath. Town Shores is one of Gulfport’s premier 55+ waterfront communities, offering an exceptional resort-style lifestyle with four heated pools, tennis courts, pickleball, shuffleboard, a clubhouse, fitness opportunities, and a full calendar of social activities. Stroll or bike to vibrant downtown Gulfport, where you’ll enjoy award-winning restaurants, waterfront parks, galleries, live entertainment, the popular Tuesday Fresh Market, and the city’s signature eclectic arts scene. This residence also includes covered, assigned parking and a private storage unit. Whether you’re searching for the perfect winter retreat or a year-round waterfront lifestyle, this exceptional condo offers breathtaking views, outstanding amenities, and everything that makes Gulfport one of Florida’s most beloved coastal communities.

6025 Shore Boulevard S Unit 602, Gulfport
$299,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Unmatched Views & Value: Make This 10th-Floor Windsor Condo Your Own. Experience sweeping water views and incredible value in this 10th-floor, 2-bedroom, 2-bath residence located in the highly desirable Windsor House 55+ community at Town Shores of Gulfport. Unit 1002 is a fantastic opportunity for buyers looking to build equity and customize their waterfront living experience. This is the perfect blank slate for your modern upgrades and coastal vision. Step inside to an open-concept floor plan filled with natural light, offering commanding views of Boca Ciega Bay from nearly every room. The spacious living and dining areas open to large picture windows where you can watch daily dolphin shows and take in the vibrant sunsets over the iconic Don CeSar Hotel. The kitchen layout is ideally situated for entertaining and features generous storage, reverse osmosis water filtration, and a gas stove. Town Shores offers an active, maintenance-free coastal lifestyle with a full calendar of social events. Just outside your elevator-equipped building, you have access to resort-style amenities including four pools, a marina, a fitness center, a dog run, and courts for tennis, pickleball, shuffleboard, and bocce ball, plus a vibrant clubhouse featuring a library, billiards, card rooms, and a ballroom. This residence includes a covered carport to keep your vehicle shaded and offers ample guest parking. Best of all, you are just a short stroll from the charming downtown Gulfport waterfront district, brimming with award-winning dining, entertainment, and art. Secure premium views with the freedom to upgrade on your terms and create your coastal paradise.

6020 Shore Boulevard S Unit 1002, Gulfport
$185,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to your WATERFRONT RETREAT in the highly sought-after Lancaster Building at TOWN SHORES OF GULFPORT – an active and vibrant 55+ community, where comfort meets coastal charm. This extra-large 1 bedroom, 1 bath condo offers an airy, open layout flooded with natural light, creating a bright and inviting atmosphere from the moment you step inside. Enjoy morning coffee or evening cocktails with sparkling water and marina views right outside your window — a daily reminder that you’re living in one of Gulfport’s most desirable waterfront communities. The expansive living and dining areas provide plenty of room for entertaining, relaxing, or simply soaking in the peaceful ambiance. Plus, the entire unit was recently upgraded with beachy driftwood tone vinyl plank flooring throughout ... practical, beautiful and easy to maintain. The spacious primary bedroom delivers comfort and privacy with a peaceful, laid-back boho/shabby-chic vibe, a large walk-in closet and a hall double closet for extra storage. A Murphy Bed in the Florida Room provides flexible guest space along with an upfront and close amazing water view to wake up to! The updated full bath with tub and rainhead shower features a beautiful new dove gray vanity, white quartz countertop, and gorgeous champagne gold vanity lighting, faucet hardware and modern cabinet pulls. The kitchen was also recently updated with white cabinetry, granite countertops and glass and champagne bronze hardware. This condo’s open design, gorgeous upgrades and extra-large footprint set it apart from typical 1-bedroom units, giving you space to breathe, move, and truly enjoy your home. Plus, this unit comes with the extra bonus of a deeded carport. Residents of Town Shores enjoy resort-style amenities including four heated pools, a private marina, tennis and pickleball courts, kayak storage, an active clubhouse with weekly social events, fitness areas, and walkable access to Gulfport’s vibrant shops, dining, and waterfront activities. With its unbeatable location, spacious interior, and bright coastal feel, this condo is the perfect place to embrace relaxed and vibrant Florida living!

5925 Shore Boulevard S Unit 405, Gulfport
$145,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
HUD-owned 2-bedroom, 2-bath ground-floor condo in the desirable Town Shores 55+ community. This unit offers a spacious layout with convenient first-floor access and is ready for your personal updates and finishing touches. Enjoy the community's amenities and a prime location just minutes from Gulfport, shopping, dining, and the Gulf beaches. Don't miss this great opportunity! HUD owned property sold strictly As-Is. HUD #093-557039.

2850 59th Street S Unit 115, St Petersburg
$555,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
This is a well maintained waterfront unit in Harbourside Condos in South Pasadena INCLUDING A DEEP WATER BOAT SLIP/LIFT (there are only 87 slips total for 800 units). It's a 16,000 lb Deco all aluminum and stainless steel cradle lift. Harbourside is a resort-like condo community on the intracoastal waterway 5 minutes from St Pete Beach. This unit's features are: HVAC system (2025), Stainless steel appliances, Hurricane shutters, Hurricane impact windows, 9' Ceilings and Dining and Living room combination with a Split Bedroom plan. The western view from the private balcony has beautiful Florida sunsets! The guest bedroom and kitchen also have beautiful water views. This desirable complex is guard gated (24 hour) with many amenities including 6 pools, his and hers fitness centers, shuffleboard, pickleball, tennis, hot tub, electric car charging stations, car wash stations, clubhouse with many social events throughout the year, library, card room, billiards room, arts and crafts room, wood working area, yoga and water exercise classes. There is a 1.5 mile walkway around the complex along the waterfront which is lit up for nightly walks. Come see what resort living in Florida is all about. You can live your tropical, island dream here in Harbourside.

7984 Sailboat Key Boulevard S Unit 303, St Petersburg
$209,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to coastal living in the highly sought-after 55+ waterfront community of Town Shores in Historic Gulfport! This unit features updated kitchen and bathrooms and laminate flooring. Enjoy the Florida Room with beautiful water views, perfect for relaxing, and also a dedicated carport spot. The community offers true resort-style amenities, including three heated pools, tennis, pickleball, and clubhouse activities, ideal for a vibrant and low-maintenance lifestyle. Located minutes from downtown Gulfport's walkable waterfront district, stunning Gulf Beaches, and downtown St. Pete, this is your chance to own a piece of paradise.

3128 59th Street S Unit 115, Gulfport
$370,000
1 Beds ⋅ 2 Baths ⋅ Harbourside SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to resort style living in the community of Harbourside! From the moment of parking your car in the assigned end space just a few steps away from your ground floor entryway (no elevator aggravation), you’ll enter this well maintained and updated unit with an immediate view through the living room wall of window sliders and view of the lovely community green space and water. The kitchen with west facing hurricane impact window, shelved pantry, wood cabinetry and stone countertops is immediately available upon entry for ease of arranging your groceries. A storage room with HVAC (installed 6/26), water heater (2024) and laundry across the hall allows you to multi task if you wish. The guest bath, living room and bedroom walls have been updated with lovely shiplap. The dining room/living room combination with a wall of mirrors provides a comfortable space with engineered hardwood throughout and an end wall of hurricane impact sliders leading to the porch. A Murphy bed cabinet (no mattress included) can be utilized for those occasional guest visits or used as storage. The master bedroom is ample and can accommodate a king size bed with nightstands; the east facing wall has a hurricane slider looking out to the lanai and lovely landscaping, walking trail but can the window treatment provides heavy coverage for days of sleeping in. The master bath was uniquely updated with a walk in shower and the walk in closet styled with extra shelves for additional storage. The community has a marina for your vessel (slips are owned/leased by residents) and clubhouse providing something for everyone, from a library, 2 fitness centers, craft room, woodworking shop, gathering area, pool, spa, and tennis and pickleball courts, EV charging stations, car wash/vacuum & air. Enjoy the fresh air as you take a stroll or run around the community along the waterfront 1.5 mile trail. Safe and secure with 24/7 security manned gate. Conveniently located to nearby shopping and restaurants and just minutes to the Gulf beaches.

7897 Sailboat Key Boulevard Unit 107, South Pasadena
$215,000
1 Beds ⋅ 1 Baths ⋅ Bay Island Group 14 SubDv. ⋅ 33707 Zip Code
Virtually Staged. ***HIGH and DRY - NO HURRICANE DAMAGE - NO WATER INTRUSION***SPECTACULAR LUXURY WATERFRONT CONDO with AMAZING DIRECT VIEWS of the BOCA CIEGA BAY*** Life is Great when you’re living in Paradise at the meticulously maintained Bay Island community. It’s a gated community with 24/7 security personnel. This gorgeous unit is located in the 8-story premier Presidential building. It’s a roomy 855 square feet of open plan with 1 Bedroom and 1 Full Bath. New LVP flooring was just installed throughout the condo. As a bonus…there is WASHER & DRYER laundry set inside the unit. Enjoy the sunsets and evening views of the Intracoastal waters from your private Balcony that's protected with a motorized HURRICANE SHUTTER for a high-level of protection. The timeless Kitchen was previously remodeled by prior ownership with solid-wood cabinets and beautiful countertops. The central HVAC system is only 1 year old. This unit comes with a dedicated Storage Closet big enough to store bicycles, beach chairs and small furniture. Your assigned covered parking spot is only a few steps away directly in front of the building’s entrance. Bay Island is a very active community for residents 55 years YOUNG or above. It boasts 6 heated swimming pools, 2 hot tubs, tennis and pickleball courts, shuffleboard, separate men and women fitness centers with locker rooms, a Clubhouse with party rooms, ping-pong tables, billiard tables, library and a full calendar of social events. There’s also an on-site MARINA for your boat - separately leased and subject to availability. The world-class Gulf Beaches of St Pete Beach, Treasure Island, Madeira Beach and Clearwater Beach are only minutes away and the famed Sunday Corey Ave Market is a stone’s throw across the iconic drawbridge. Come and enjoy the many beach bars with live bands or dine at the immense variety of restaurants that suit your taste. Downtown St. Petersburg is only a short drive where you can experience the many museums, theaters, parks, marinas, sidewalk dining, and cultural events – or come watch the Tampa Bay Rays play baseball and the Rowdies in a soccer match. Tampa International Airport (TPA) and the Clearwater-St Pete Airport (PIE) are about 30 minutes away. The MILESTONE INSPECTION REPORT and Structural Integrity Reserve Study are done. So come and enjoy life at this Waterfront Paradise with a Peace of Mind. Life is Good at Bay Island.

7600 Sun Island Drive S Unit 603, South Pasadena
$339,900
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 1 SubDv. ⋅ 33707 Zip Code
Wake up to paradise every single day! Tucked away in the premier, guard-gated 55+ active-lifestyle community of Bay Island, this beautifully renovated, turn-key 2BR/2BA waterfront oasis is ready for you to move right in. Positioned high and dry on the second floor, this immaculate home was completely unaffected by recent storms, offering ultimate peace of mind. Property Highlights: Perfect Exposure: East-facing orientation bathes the home in glorious morning light and gentle sunrises over Boca Ciega Bay, completely avoiding the intense afternoon heat. Serene Views: The expansive, screened lanai overlooks a peaceful, park-like waterfront setting—perfect for your morning coffee or evening relaxation. Spacious & Turn-Key: Fully furnished and exceptionally well-maintained, featuring 1,230 sq. ft. of comfortable living space with premium vinyl flooring and an abundance of storage, including a large primary walk-in closet. Resort-Style Amenities: Enjoy 24/7 guard-gated security, 6 heated pools, tennis and pickleball courts, a massive clubhouse, a fully equipped gym, and a marina. This pristine residence perfectly blends coastal relaxation with an active social calendar. Creative financing and flexible purchase solutions are welcomed. Schedule your tour today and start living the resort life!

7400 Sun Island Drive S Unit 203, South Pasadena
Start Your Search