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 heart of Pinellas County, where coastal living meets community spirit. Just a stone's throw from the stunning beaches of the Gulf of Mexico, South Pasadena offers a delightful blend of small-town charm and modern conveniences. With its picturesque streets lined with lush trees and vibrant gardens, this city is perfect for those seeking a tranquil yet engaging lifestyle.

One of the standout features of South Pasadena is its welcoming neighborhoods, particularly those within the Homes with Sidewalks community. Here, you’ll find beautifully maintained properties that not only provide comfortable living spaces but also foster a strong sense of community. The sidewalks invite you to take leisurely strolls, whether it’s a morning jog or an evening walk with family and friends. Picture yourself sipping coffee on your porch as neighbors pass by, exchanging friendly waves and smiles.

In addition to the scenic streets, South Pasadena boasts a variety of parks and recreational areas, perfect for outdoor enthusiasts. Enjoy picnics in the park, take your furry friends for a walk, or simply unwind while soaking in the Florida sun. The city is also conveniently located near vibrant shopping districts, eclectic dining options, and cultural attractions, ensuring you have everything you need right at your fingertips.

Whether you're looking to buy your first home or seeking a peaceful retreat, South Pasadena's Homes with Sidewalks community offers an exceptional lifestyle that balances relaxation and connection. Come discover the charm of South Pasadena—where every day feels like a vacation!

Newest South Pasadena Homes with Sidewalks Community Features

7400 Sun Island Drive S Unit 511, South Pasadena
$189,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 1 SubDv. ⋅ 33707 Zip Code
Priced for Quick Sale, Buying Opportunity, Owner has Relocated and says SELL! Gated Community 55+, Ambassador Building has an inside Lobby and inside hallways, Spacious Corner Unit with 1300 Sq Ft! Needs TLC and has so much potential! Selling As-Is with the right to inspect. Owner wants quick closing. Laundry Room is just steps away from the front door and this unit boasts TWO Covered Assigned Parking Spaces! Enjoy the best of Florida living at Bay Island Condominium with a host of Social Activities, and Fantastic Amenities. This spacious 2-bedroom, 2-bath corner residence in the desirable Ambassador Building offers approximately 1,300 square feet with beautiful water and garden views . A wonderful opportunity for the next owner to bring their vision to life and make this condo their own. The corner-unit location, desirable floor plan, and picturesque surroundings provide tremendous potential. Enjoy the many amenities of this gated waterfront community, including a multi million dollar clubhouse with banquet facility, Pool Room, Card Room, Table Tennis, Library, Separate His and Her Gym / remodeled fitness centers, and SIX swimming pools, all surrounded by magnificent Intracoastal water views. Conveniently located near St Pete Beach with a Bus line stop just outside in front of the Gate House, shopping, dining, and entertainment are close by, Bay Island offers the perfect setting to enjoy the Florida lifestyle. Two assigned covered parking spaces add to the convenience. The owner has relocated, and this property is priced to sell! Being offered AS-IS for the seller's convenience and priced to make this a buying opportunity.

7400 Sun Island Drive S Unit 511, South Pasadena
6100 Gulfport Boulevard S Unit 301, Gulfport
$375,000
2 Beds ⋅ 2 Baths ⋅ Golfview I Condo SubDv. ⋅ 33707 Zip Code
Welcome home to Golfview Condos! This 2-bedroom, 2-bathroom condo offers a spacious 1,160sqft of easy living with golf course views and a private, oversized porch just outside your front door. At a generous 25x14, it’s a true outdoor living space overlooking the community pool and courtyard. Just picture yourself starting the day with coffee out front, then winding down in the evening with a front-row seat to sunsets and the peaceful Florida nights. As you enter the front door, you’ll love open layout of the main living space with plenty of flexibility for entertaining and dining options. Just off the living room you’ll find the guest bathroom and laundry closet. Around the corner is the spacious 15’x14’ primary bedroom with room length built-in closet and ensuite bathroom. Next door is an equally generous 14’x14’ bedroom perfect for guests, a home office, or a little extra breathing room. As an additional perk of ownership you will have not 1 but 2 assigned parking spots, include 1 covered space (#637, uncovered #198). The $881.03 monthly condo fee includes water, sewer, trash, building insurance, community pool, grounds maintenance, and 2 community elevators. This pet-friendly community also allows up to two dogs (50lb max. each). Located on Gulfport Blvd, just across the street from Stetson Law and minutes from the Gulfport waterfront, you’ll love this convenient location. You’ll be just minutes away from plenty of grocery and restaurant options plus you’re just 10 minutes from St. Pete Beach, 15 minutes to downtown St. Pete, and 30 minutes to Tampa International Airport. Truly an opportunity you won’t want to miss!

6100 Gulfport Boulevard S Unit 301, Gulfport
1898 Shore Drive S Unit 319, South Pasadena
$173,900
1 Beds ⋅ 1 Baths ⋅ Shore Manor Bldg Town Apts SubDv. ⋅ 33707 Zip Code
Experience the ultimate Florida lifestyle in this completely reimagined 1-bedroom, 1-bathroom condo in South Pasadena. Spanning nearly 900 square feet of modern living space, this unit offers total peace of mind with impact-rated windows, a new roof, and stylish new flooring throughout. The sleek kitchen and updated bathroom feature contemporary finishes that make the home feel brand new. Residents enjoy resort-style amenities including a sparkling pool, fitness center, and clubhouse. The community boasts stunning waterfront access to the Intracoastal Waterway, perfect for launching water activities or enjoying sunsets. Ideally located just minutes from the Gulf beaches and the vibrant energy of downtown, this home offers the perfect balance of coastal tranquility and local convenience.

1898 Shore Drive S Unit 319, South Pasadena
7420 Bay Island Drive S Unit 179, South Pasadena
$185,000
1 Beds ⋅ 1 Baths ⋅ Bay Island Group 5 SubDv. ⋅ 33707 Zip Code
A great waterfront opportunity in Bay Island - offering updated, low-maintenance living in a premier 55+ community. Water views greet you right from the front door and continue through the main living, dining, and kitchen areas of this beautifully remodeled 725 sq. ft. residence. Featuring an open layout with continuous Travertine stone flooring throughout, this 1-bedroom, 1-bathroom home delivers sophisticated coastal style. The updated kitchen features crisp Shaker-style cabinetry, soft-close drawers, sleek Quartz countertops, and brand-new stainless steel appliances - perfect for cooking while keeping the water backdrops in view. Step out onto your private, screened-in lanai to catch peaceful morning breezes along the canal. The bathroom matches the kitchen's elevated aesthetic with a custom-tiled walk-in shower and a new Quartz-topped vanity. Major system upgrades provide peace of mind, including a new HVAC (2025), a new hot water heater (2025), and impact-resistant windows and sliding glass door. Bay Island residents enjoy 24-hour guarded gate security, multiple heated pools, waterfront tiki huts, grilling areas, tennis, pickleball, shuffleboard, and a waterfront walking path. The active clubhouse features a fitness center and a busy social calendar. Your monthly fee covers basic cable, high-speed internet, water, sewer, trash, flood insurance, exterior maintenance, and security. Pet-friendly (2 pets, 1 dog under 15 lbs) with rental opportunities (30-day min, 3x/year max). The SunRunner transit stop right outside the gate connects you directly to Gulf beaches and downtown St. Petersburg. Schedule your private tour today!

7420 Bay Island Drive S Unit 179, South Pasadena
7871 Sailboat Key Boulevard S Unit 106, South Pasadena
$285,000
1 Beds ⋅ 1 Baths ⋅ Santa Maria Condo Sailboat SubDv. ⋅ 33707 Zip Code
**YOUR WATERFRONT RETREAT AWAITS AT HARBOURSIDE!** Imagine beginning your morning with coffee overlooking lush tropical landscaping, swaying palm trees, and beautiful open-water views. This furnished, FIRST-FLOOR, one-bedroom, one-bath condominium offers 915 square feet of air-conditioned living space PLUS a spacious enclosed waterfront porch in the desirable gated island community of Harbourside. Step inside and enjoy the natural light and beautiful views through the living room's expansive sliding glass doors. The open living and dining areas create a welcoming setting for everyday living and entertaining. One of the home's standout features is the generously sized enclosed porch, accessible from both the living room and primary bedroom. With floor-to-ceiling sliding windows, this versatile space offers plenty of room for dining, lounging, or simply relaxing while enjoying the tropical landscaping and expansive canal views. Open the windows to welcome the coastal breezes and enjoy the peaceful waterfront setting. The condo is offered FURNISHED, including a new refrigerator, making it easy to settle in and start enjoying the Florida lifestyle. The interior also offers an opportunity to add your own personal touches over time. Beyond your doorstep, discover the exceptional HARBOURSIDE LIFESTYLE! This beautifully landscaped island community offers tennis and pickleball courts, swimming pools, a hot tub, sauna, shuffleboard, fitness centers, boat docks, kayak storage, and a clubhouse with social activities, a library, game rooms, and woodworking facilities. Additional conveniences include EV charging stations and car wash bays. Enjoy leisurely walks along approximately 1.5 miles of waterfront pathways, where dolphins, manatees, and Florida's coastal birds are often spotted. Harbourside is a pet-friendly, ALL-AGES community with a 24-hour guarded entrance, conveniently located just minutes from the Gulf beaches, shopping, restaurants, and downtown St. Petersburg. **BEAUTIFUL WATER VIEWS, FIRST-FLOOR CONVENIENCE, AND AN EXCEPTIONAL WATERFRONT LIFESTYLE!** Explore the video and 3D virtual tours, then schedule your private showing and experience all that Harbourside has to offer!

7871 Sailboat Key Boulevard S Unit 106, South Pasadena
7700 Sun Island Drive S Unit 604, South Pasadena
$210,000
1 Beds ⋅ 2 Baths ⋅ Bay Island Group 10 SubDv. ⋅ 33707 Zip Code
Experience resort style living at this waterfront, private, gated, 55+ community where every day feels like a vacation. This move-in ready 1 bedroom, 1.5 bathroom condo on the 6th floor of the Commadore building has been beautifully renovated with soft-close cabinets, granite countertops and new flooring. Enjoy the gorgeous bay view from your unit or a scenic walk-around the private marina and sea wall that surrounds the entire community, making this the perfect oasis. Bay Island amenities include 6 heated pools, 2 hot tubs, separate men's and women's gyms, pickleball courts and tennis courts. The clubhouse offers billiards, ping-pong, a card room, a dart room, a conference meeting room, with planned exercise classes and social activities. The clubhouse can also be rented at the onsite office to host your private events. The HOA includes water, cable, high-speed internet, landscaping and pool maintenance, providing low-maintenance, active living at its best. Whether you want a full-time residence or a seasonal retreat, this partially furnished condo is a must see!

7700 Sun Island Drive S Unit 604, South Pasadena
7405 Bay Island Drive S Unit 226, South Pasadena
$154,900
1 Baths ⋅ Bay Island Group 6 SubDv. ⋅ 33707 Zip Code
Welcome to easy Florida living in this immaculately maintained, fully furnished studio sanctuary in the gated 55+ community of Bay Island. Designed for maximum function and low-maintenance comfort, this residence offers a rare blend of immediate move-in convenience, smart design, and picturesque water views. Step inside to an inviting, light-filled layout featuring easy-care tile in the entry, kitchen, and bathroom, transitioning to sleek laminate through the main living area. The open space is engineered for versatility - featuring a built-in Murphy bed that effortlessly transforms your bedroom into a spacious living and entertaining area by day, alongside ample closet space for all your storage needs. Step outside to your private lanai to enjoy morning coffee or peaceful breezes overlooking one of the community’s sparkling heated pools with the serene canal stretching just beyond. Major system updates provide peace of mind, including a new water heater (2024), updated electrical panel (2022), and HVAC (2019). Simply bring your suitcase and start enjoying the coastal lifestyle from day one. Bay Island residents enjoy an unparalleled, resort-inspired lifestyle. Take advantage of multiple heated pools, waterfront tiki huts, grilling stations, tennis and pickleball courts, and scenic walking paths along the water, plus a vibrant clubhouse with a fitness center and active social calendar. The comprehensive monthly fee includes basic cable, high-speed internet, water, sewer, trash, flood insurance, exterior maintenance, and 24-hour guarded security. The community is pet-friendly (up to 2 pets, 1 dog under 15 lbs) and maintains rental guidelines designed to preserve residential stability (30-day minimum lease, maximum 3 rentals per year). A SunRunner transit stop sits right outside the gates for easy rides to nearby beaches and downtown St. Petersburg. Whether you're looking for a seasonal getaway, an easy-care primary residence, or a smart turnkey investment, this unit delivers ultimate convenience. Schedule your private showing today!

7405 Bay Island Drive S Unit 226, South Pasadena
1840 Shore Drive S Unit 15, South Pasadena
$185,000
1 Beds ⋅ 1 Baths ⋅ Boca Ciega Apts SubDv. ⋅ 33707 Zip Code
Experience the best of Florida’s coastal lifestyle in this charming, fully furnished 1-bedroom, 1-bath condo along the Intracoastal Waterway of Boca Ciega Bay. Located just 1.2 miles from St. Pete Beach in a quaint 20-unit waterfront community, this 2nd-story residence offers designated covered parking, a private patio, in unit laundry and stunning west-facing sunset views. Low HOA dues, no assessments, and a newer roof add value & peace of mind. NOT a 55+ community. Ideal as a full-time residence, seasonal retreat, or investment property, this move-in-ready coastal getaway blends comfort and laid-back beach living. Recent updates include fresh interior paint, new luxury plank vinyl flooring throughout, new bifold closet doors, a new bathroom vanity & faucet, new baseboard trim, and a Lennox dual mini-split HVAC system installed in late 2024. Enjoy abundant storage with a linen closet, additional storage closet, & spacious walk-in closet. Large windows fill the condo w/ natural light, creating a bright, airy, welcoming atmosphere. The fully equipped kitchen has everything needed to prepare meals and entertain. A memory foam pull-out sofa allows the space to comfortably sleep a total of 4. The private utility room includes a washer & dryer, plus hanging storage for beach gear & equipment. This elevated unit experienced no flooding or damage in recent storms, and impact-glass doors provide added security & assurance. Sold furnished and equipped w/ housewares, decor, linens, utensils, large & small appliances, & beach essentials, this condo is ready for you to settle in and enjoy Florida living from day one. Enjoy picturesque sunsets from the front patio or gather with friends for waterfront dining and grilling along Boca Ciega Bay. Community amenities include a swimming pool, shuffleboard court, and inviting waterfront outdoor space for relaxing, entertaining, or soaking up the sunshine. Location is everything! Just 4 minutes from Upham Beach, a local favorite where you'll enjoy sandy shores, beach volleyball, the enchanting Secret Garden beachfront experience, and popular restaurants including Paradise Grille, The Toasted Monkey, Oyster Shuckers, & Buoy’s Waterfront Bar & Grill. Explore Corey Avenue’s shops, restaurants, and Sunday Farmers Market, plus Caddy’s on the Beach, Malio’s Beach House, or the restaurants and entertainment of John’s Pass. The iconic Don CeSar is approx 10 min away, and world-famous Pass-a-Grille Beach is just 12 min away. Downtown St. Petersburg, the St. Pete Pier, and Tropicana Field are less than 15 min away, offering dining, shopping, art, parks, music, and nightlife. Enjoy area kayaking, paddleboarding, boating, shelling, biking, parks, & the Pinellas Trail. Fort De Soto Park is a short 10-mile drive, while downtown Tampa and Raymond James Stadium, home of the Tampa Bay Bucs, are approx 35 min away. HOA dues include property insurance, maintenance, lawn care, management, pest control, water & garbage. Whether you're looking for a year-round home, winter escape, or investment opportunity in a sought-after coastal location, this furnished condo is ready to welcome you. With an intimate waterfront community, spectacular sunsets, laid-back amenities, and close proximity to the Gulf Coast's beloved beaches and attractions, here you'll enjoy the best of Florida living. Prime location to explore the area's coastal communities, dining, music, nightlife, parks, and shoreline. Your relaxed beach lifestyle starts here.

1840 Shore Drive S Unit 15, South Pasadena
1819 Shore Drive S Unit 116, South Pasadena
$225,000
2 Beds ⋅ 2 Baths ⋅ Shore View Bldg SubDv. ⋅ 33707 Zip Code
Enjoy waterfront living in this beautifully renovated, move-in-ready 2-bedroom, 2-bath condo in the desirable Shoreview 55+ community. The open living and dining area flows into a bright Florida room featuring beautiful water views and direct walkout access to the waterfront, courtyard and pool. The updated kitchen features quartz countertops, solid wood cabinetry, new appliances, and an eat-in area. Both bathrooms have been updated with quartz countertops and designer tile. Additional improvements include luxury vinyl flooring, porcelain tile in the kitchen and baths, and a newer electrical panel (2022). Additional conveniences include assigned parking space #21 directly in front of unit, guest parking, first-floor laundry, and dedicated storage space. Enjoy community amenities including two heated pools, shuffleboard, corn hole, and a clubhouse with fitness center, billiards and ping-pong. Conveniently located just minutes from St. Pete Beach, waterfront dining, shopping, parks, and vibrant downtown St. Petersburg. Make an appointment today!

1819 Shore Drive S Unit 116, South Pasadena
3018 59th Street S Unit 103, Gulfport
$217,500
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Live the Gulfport lifestyle in this beautifully renovated first-floor Deluxe 1 bedroom, 1 bath unit in Town Shores of Gulfport! Offering 1060 square feet of thoughtfully designed living space, this move-in-ready home perfectly blends modern updates with the charm and convenience of coastal living. Inside, you'll find fresh interior paint, new tile and luxury vinyl flooring, new 5-inch baseboards, updated kitchen and bathroom cabinetry, and new interior doors throughout. Additional improvements include impact-rated exterior doors, newer impact windows, closet organizers in each closet, a new HVAC system, and a new electrical panel.The spacious kitchen is designed for both functionality and entertaining, featuring abundant cabinetry with built-in pantry storage, stunning quartz countertops, a movable island with additional storage, stainless steel appliances, and a gas stove. The sunroom has a Murphy Bed for guests, and storage closet. Step outside to your private first-floor patio with an awning—the perfect spot to enjoy your morning coffee, or unwind after a day exploring Gulfport's vibrant waterfront. Town Shores of Gulfport is a welcoming waterfront 55+ community known for its active lifestyle and unbeatable location. Residents enjoy an impressive array of resort-style amenities, including four heated pools, tennis/ pickleball courts, shuffleboard, kayak storage, community events, and first-come, first-served boat slips with a waitlist. Best of all, you're just a short stroll from Gulfport's charming waterfront district, where colorful shops, local restaurants, art galleries, live music, festivals, and breathtaking sunsets create a true "Old Florida" coastal experience. Whether you're seeking a year-round residence, a seasonal escape, or the perfect place to embrace the Florida lifestyle, this exceptional home offers the opportunity to live where others vacation and enjoy your own slice of paradise. The Chatham building is pet-friendly, allowing one dog or cat up to 20 pounds and parking space for this unit is right outside front door. Seller is a licensed real estate salesperson.

3018 59th Street S Unit 103, Gulfport
829 Date Palm Lane, St Petersburg
$679,900
3 Beds ⋅ 3 Baths ⋅ Villas At Date Palm SubDv. ⋅ 33707 Zip Code
Welcome to 829 Date Palm Lane, where spacious living meets coastal convenience in the charming, gated Villas at Date Palm community. Nestled within an intimate community of just 30 townhomes in desirable South Pasadena, this beautifully designed residence offers 2,590 square feet of living space, 3 bedrooms, 2.5 bathrooms, and the comfort of a single-family home with the convenience of low-maintenance townhome living. Step inside and immediately appreciate the impressive high ceilings and open-concept floor plan that create a welcoming atmosphere throughout. Beautiful neutral-toned ceramic tile flooring complements the spacious main living areas, while the generously sized living and dining rooms has plenty of space for everyday comfort and entertaining, where french doors lead to a private paver patio surrounded by tropical landscaping, creating a wonderful setting for morning coffee, outdoor dining, or simply enjoying Florida's beautiful weather. At the heart of the home is a beautifully appointed kitchen featuring striking sapphire and brown granite countertops, rich cappuccino cabinetry, a decorative stone mosaic backsplash, and stainless steel appliances. The spacious center island offers additional prep space and seating, while a built-in wine refrigerator, pendant lighting, and separate pantry add both style and functionality. Whether preparing everyday meals or entertaining guests, this thoughtfully designed kitchen is sure to impress. Upstairs, 9-foot ceilings continue the home's spacious feel. The oversized primary suite offers a private balcony, two generous walk-in closets, and a beautifully appointed en-suite bathroom featuring dual granite vanities, a deep soaking tub, and a frameless glass shower. Two additional spacious bedrooms feature ample closet space, while the generously sized upstairs landing provides a comfortable transition between the bedrooms and the convenient walk-in laundry room, complete with a utility sink. Additional highlights include hurricane-rated windows, an attached two-car garage, two additional driveway parking spaces, and abundant storage throughout. An oversized first-floor storage closet was originally designed to accommodate the potential installation of a residential elevator, offering added flexibility for future needs. Residents of Villas at Date Palm enjoy the privacy of a gated entrance along with wonderful community amenities, including a swimming pool, clubhouse, and fenced dog run. Conveniently located just minutes from St. Pete Beach, shopping, waterfront dining, and entertainment, this home provides easy access to everything that makes the Gulf Coast lifestyle so desirable. An additional highlight is the property's location in Flood Zone X, with no flooding reported during Hurricanes Helene or Milton in 2024, according to the seller. With its generous living spaces, thoughtfully designed floor plan, beautiful finishes, and exceptional coastal location, 829 Date Palm Lane offers an inviting place to call home. Schedule your private showing to discover all this wonderful property!

829 Date Palm Lane, St Petersburg
5980 Shore Boulevard S Unit 1006, Gulfport
$249,500
1 Beds ⋅ 2 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
FANTASTIC BAY VIEWS FROM THIS 10th FLOOR CONDO! Enjoy breathtaking bay views and glorious sunsets from this beautifully furnished 10th floor condo! The updated kitchen features stone countertops, bright cabinetry, modern appliances and comes fully-stocked-perfect for the buyer who loves to cook and entertain. The home is tastefully furnished with beautifully crafted furniture and is ready for immediate occupancy, just in time for the 2026-2027 winter season. This is truly a "turnkey property". An additional partially enclosed room offers flexible space that can be used as a guest room, bonus room, or home office-all while enjoying beautiful water views. The Diplomat Building has undergone numerous recent improvements, including fresh exterior paint, new flake-and-epoxy flooring on walkways and in laundry rooms. Additional Upgrades include newly installed Carports, improved walkways and a storm-protection system designed to help prevent water intrusion into the lobby and elevators. The beautifully maintained lush landscaping adds to the property's appeal. Residents of "Town Shores" enjoy an impressive array of resort-style amenities, including four heated swimming pools, a clubhouse, bocce ball, shuffleboard courts, chair volleyball, a puzzle room, billiards, a poker room and a community room available to rent for special occasions. "Don't miss this opportunity to own a move-in-ready waterfront retreat with spectacular views, beautiful sunsets and an exceptional community lifestyle. Schedule your showing today!"

5980 Shore Boulevard S Unit 1006, Gulfport
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