South Pasadena Homes with Sidewalk Exterior Features

South Pasadena Homes with Sidewalk Exterior Features

Welcome to South Pasadena, a picturesque gem nestled in the heart of Pinellas County, Florida. This charming city offers a delightful blend of coastal living and suburban tranquility, making it an ideal place for families, retirees, and everyone in between. With its close proximity to the stunning Gulf beaches, vibrant shopping districts, and a variety of dining options, South Pasadena is a haven for those seeking a relaxed yet active lifestyle.

One of the standout features of homes in South Pasadena is the welcoming sidewalks that line its streets. These thoughtfully designed exterior features not only enhance the aesthetic appeal of the neighborhood but also promote a sense of community. Imagine taking leisurely strolls with friends or family, enjoying the warm Florida sunshine while engaging with friendly neighbors. The sidewalks invite you to explore the charming parks and local attractions that dot the area, making every outing a delightful adventure.

The real estate market in South Pasadena boasts a diverse array of homes, from quaint bungalows to modern townhouses, each with its unique character and charm. Many properties feature beautifully landscaped yards, perfect for outdoor gatherings or quiet evenings under the stars. The community is known for its well-maintained residences, where homeowners take pride in their surroundings.

Whether you're looking to buy your first home, downsize, or invest in a rental property, South Pasadena offers a vibrant lifestyle with the added benefit of sidewalks that connect you to the heart of the community. Come discover the magic of South Pasadena, where every day feels like a vacation!

Newest South Pasadena Homes with Sidewalk Exterior Features

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
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
6075 Shore Boulevard S Unit 411, Gulfport
$175,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to Nottingham 411 at Town Shores of Gulfport, where beautifully updated interiors, panoramic water views, and an exceptional coastal lifestyle come together. What truly sets this residence apart is its coveted orientation overlooking Boca Ciega Bay and the beautiful waterfront homes of Pasadena Yacht and Country Club. Watch dolphins play, boats cruise by, and the sky transform with color from sunrise to sunset. With no buildings obstructing the rear water views, there’s always something beautiful to see! Inside, this spacious one-bedroom 55+ residence offers a refreshing blend of modern coastal style and Zen-inspired design. The generous living and dining areas feel open and inviting, with luxury vinyl plank flooring, hurricane-impact windows, and clean, contemporary finishes throughout. The beautifully appointed kitchen features a suite of Samsung appliances, including a desirable gas range, combining sleek design with everyday functionality. Thoughtfully curated interiors create a sophisticated yet comfortable atmosphere that feels distinctly different. And the views don’t stop at the living room! Enjoy additional views of Boca Ciega Bay from the kitchen, bedroom, and front entry. A nearby seating area provides another peaceful spot to enjoy your morning coffee or an evening beverage while taking in the scenery. The Nottingham Building enjoys a wonderful location within Town Shores, convenient to the waterfront swimming pool and an impressive collection of recreational amenities. Residents enjoy a clubhouse, pickleball courts, shuffleboard, bocce ball, kayak storage, and beautifully maintained waterfront grounds. Whether relaxing poolside, enjoying an afternoon on the water, or spending time with friends, there’s no shortage of ways to enjoy the Florida lifestyle. Beyond the community, you’re just a short walk from downtown Gulfport’s charming waterfront arts district, with its eclectic restaurants, boutiques, galleries, live music, and community events. Ibis Park, the beach, and the waterfront recreation center are also nearby, while downtown St. Petersburg and the Gulf beaches are just a short drive away. With its stylish, move-in-ready interior, exceptional waterfront orientation, and outstanding community amenities, Nottingham 411 offers something special: a beautifully designed home where the views are as memorable as the lifestyle.

6075 Shore Boulevard S Unit 411, Gulfport
7979 Sailboat Key Boulevard S Unit 202, South Pasadena
$599,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
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
6930 Bougainvilla Avenue S, St Petersburg
$1,325,000
3 Beds ⋅ 3 Baths ⋅ Pasadena On The Gulf Sec B SubDv. ⋅ 33707 Zip Code
Welcome to a truly special property in The Pasadena on the Gulf neighborhood. A charming neighborhood of brick-lined streets with canopies of trees and beautiful estate homes. Situated on an impressive 0.66-acre homesite surrounded by beautiful mature landscaping, this three-bedroom, three-bath residence offers a rare combination of old-school Florida charm, modern amenities, and exceptional garage space. The main residence features 2 of the 3 bedrooms are full en suites, an attached two-car garage with abundant storage, natural gas service, and a new 50-year metal roof. Outside, enjoy a heated pool, an oversized spillover spa with screen enclosure, and generous outdoor space designed for relaxing and entertaining. One of the property's most remarkable features is the separate 1,800-square-foot concrete-block garage. With 16-foot ceilings, 14-foot garage doors, and drive-through access from both the front and rear of the property. It offers incredible flexibility for boats, RVs, collectible vehicles, a workshop, or additional storage or even an EDU. The detached garage also has a 50-year metal roof. Located in an area where flood insurance is not required, this distinctive property offers convenient access to Treasure Island, St. Pete Beach, downtown St. Petersburg, shopping, grocery stores, restaurants and everyday conveniences. A rare opportunity to own a spacious and versatile estate property in one of the area's most appealing established neighborhoods.

6930 Bougainvilla Avenue S, St Petersburg
7465 Bay Island Drive S Unit 217, South Pasadena
$169,000
1 Beds ⋅ 1 Baths ⋅ Bay Island Group 3 SubDv. ⋅ 33707 Zip Code
Virtually Staged. Beautiful Intracoastal views and an active waterfront lifestyle await in the highly desirable Bay Island community, just minutes from St. Pete Beach! Located in the Barbados Building, this bright and inviting 1-bedroom, 1-bath condo features an open floor plan with expansive windows that fill the home with natural light and showcase gorgeous water views. Whether enjoying your morning coffee or watching boats pass by, you'll love the peaceful coastal setting. This move-in-ready residence benefits from recent building improvements, including a new roof (2024) and new elevator. Assigned parking adds convenience, with a new carport structure scheduled for installation. Bay Island is a sought-after 55+ gated waterfront community offering an exceptional active lifestyle with six heated pools, four lighted tennis and pickleball courts, a beautifully renovated clubhouse, and numerous social activities. Enjoy scenic walks along the 1.5 mile waterfront path or simply relax and take in the views. Located less than a mile from the white sands of St. Pete Beach, you'll enjoy easy access to restaurants, shopping, and entertainment. Whether you're looking for a full-time residence or a seasonal getaway, this condo offers the perfect combination of waterfront living, outstanding amenities, and a fantastic location.

7465 Bay Island Drive S Unit 217, 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
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
7425 Bay Island Drive S Unit 105, South Pasadena
$214,500
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 2 SubDv. ⋅ 33707 Zip Code
Bay Islands has so much to offer the +55 resident! A gated waterfront community in S Pasadena, a terrific location between the Gulf beaches and St Petersburg. This lovely updated 2 bed 2 bath - ground level condo enjoys a beautiful east view of the Pass that connects Boca Ciega Bay to the Intracoastal. Get to know the dolphins that pass by every day while you enjoy your coffee! This condo had very minimal water damage from the past storms, yet it has new kitchen and bathroom cabinets, quartz counters, new appliances, and gorgeous hurricane rated windows and 3 panel sliding doors, carpeting and interior paint. even the furnishings are available. There's a hook-up for a stack laundry near the guest bath. Your small pets are Welcome ( 2 pets, 1 dog + 1 cat Or 2 cats ) The Bahama building has owned solar panels on roof that offset everyone water bill. Bay Islands has 6 pools, a Very Active social vibe ! Gorgeous 2 story Rec Center, with Assoc Office - a banquet room with stage and kitchen, bar area, a library, billards and card rooms And his & her gyms with saunas. There is a 1.4 mile walkable seawall surrounding the community - multiple tennis courts and many areas to grill and picnic. And a marina - slips may be available. IF you need to wander, the SunRunner Express bus, just out front will zip you to locations in downtown St Petersburg as well as all along St Pete Beach. THIS could be the lifestyle you've been thinking about

7425 Bay Island Drive S Unit 105, 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
1868 Shore Drive S Unit 208, South Pasadena
$224,900
2 Beds ⋅ 2 Baths ⋅ Shore Towers Bldg SubDv. ⋅ 33707 Zip Code
ABSOLUTELY STUNNING WATER VIEWS! Welcome to this beautifully furnished 2-bedroom, 2-bath condo located on the second floor of the desirable 55+ waterfront community of Shore Towers, offering approximately 1,075 square feet of comfortable living space and breathtaking views of Boca Ciega Bay. From the moment you step inside, your eye is immediately drawn toward the sparkling water, tropical landscaping, and peaceful waterfront setting beyond. This inviting residence offers the perfect combination of comfort, convenience, and quintessential Florida living. The bright and spacious living area flows seamlessly into the Florida room, where expansive windows frame sweeping, unobstructed views of Boca Ciega Bay. Filled with natural light, this is truly the highlight of the home and the perfect place to enjoy your morning coffee, unwind at the end of the day, watch boats pass by, or simply take in the incredible waterfront scenery and Florida sunsets. The kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, ceramic tile flooring, and a convenient breakfast bar and coffee station. Easy-care flooring throughout makes the residence ideal for relaxed everyday living. The generously sized primary suite provides plenty of room for an additional sitting area, reading nook, or home office and features a large closet and private en-suite bathroom. Even the primary bedroom captures a beautiful glimpse of Boca Ciega Bay through a charming interior window overlooking the Florida room, allowing you to enjoy a touch of the water view right from your bedroom. A spacious second bedroom and full guest bath provide comfortable accommodations for visitors while maintaining privacy. For added peace of mind, the residence features impact windows and electric hurricane shutters. The condo is offered furnished, making it easy to settle in and immediately begin enjoying the waterfront lifestyle. Beyond the residence, Shore Towers offers beautifully maintained tropical grounds and an impressive collection of amenities. Spend your days relaxing alongside the heated waterfront pool, enjoy the clubhouse and fitness room, play a round of shuffleboard, or gather with friends at the waterfront patio and BBQ area. The community dock makes it easy to truly embrace life on the water—launch your kayak or paddleboard right from the property and paddle across the calm waters of Boca Ciega Bay to a small nearby island just offshore. Whether you're fishing from the dock, exploring the bay, watching dolphins and other marine life, or simply relaxing by the water and taking in the view, there are endless ways to enjoy this incredible waterfront setting. Ideally located just minutes from the sugar-sand beaches of St. Pete Beach, vibrant Gulfport, shopping, restaurants, and entertainment, while Downtown St. Petersburg and its renowned waterfront, museums, dining, nightlife, and Pier are only a short drive away. Tampa International Airport and St. Pete-Clearwater International Airport are also conveniently accessible. If you've been searching for a furnished Florida retreat where spectacular water views take center stage, this is one you won't want to miss. Come experience the peaceful waterfront setting and easy Florida lifestyle Shore Towers has to offer!

1868 Shore Drive S Unit 208, South Pasadena
6025 Shore Boulevard S Unit 107, Gulfport
$254,900
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to waterfront living in Town Shores of Gulfport, a vibrant 55+ community nestled along the beautiful shores of Boca Ciega Bay. This spacious 2-bedroom, 2-bath GROUND FLOOR residence offers comfortable Florida living with easy access and a relaxed coastal feel. The open living and dining areas create a welcoming space for everyday living and entertaining, while the Florida room provides a wonderful spot to enjoy the waterfront setting and Florida sunshine. The primary bedroom offers a private retreat, complemented by a second bedroom and full bath for guests. Town Shores offers an array of amenities designed for an active, social lifestyle, including heated pools, tennis and pickleball courts, shuffleboard, clubhouse activities, fitness opportunities, and scenic waterfront areas. Conveniently located near downtown Gulfport's restaurants, shops, galleries, parks, and waterfront attractions, this home puts the best of Gulfport right outside your door. Whether you're looking for a year-round residence or a seasonal getaway, this waterfront condo offers the opportunity to enjoy the laid-back Gulfport lifestyle in a sought-after 55+ community.

6025 Shore Boulevard S Unit 107, Gulfport
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