South Pasadena Homes with Guest Parking Features

South Pasadena Homes with Guest Parking Features

Welcome to South Pasadena, Florida, a charming gem nestled in the heart of Pinellas County! Known for its picturesque streets and friendly atmosphere, South Pasadena offers a unique blend of coastal living and suburban comfort. With its lush landscapes and proximity to the sparkling waters of the Gulf of Mexico, this delightful city is perfect for those seeking a serene lifestyle without sacrificing convenience.

One of the standout features of homes in South Pasadena is the availability of guest parking. Imagine hosting family and friends in your beautiful abode, knowing that they have a hassle-free place to park. Many properties in this area come equipped with dedicated guest parking spaces, ensuring that your visitors can easily access your home and enjoy all that South Pasadena has to offer.

The city is also known for its vibrant community spirit, with local parks, shops, and dining options just a stone's throw away. Whether you’re enjoying a leisurely stroll along the scenic waterfront or indulging in a delicious meal at one of the local eateries, South Pasadena is brimming with opportunities for relaxation and recreation.

With a variety of homes available, you can find the perfect space that meets your needs while also providing the luxury of guest parking. Whether you’re a first-time buyer, looking to downsize, or seeking a vacation retreat, South Pasadena has something for everyone. Discover the charm and convenience of this lovely city, and let your new home become the gathering place for cherished memories.

Newest South Pasadena Homes with Guest Parking Features

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
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
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
40 64th Street S Unit 1, St Petersburg
$895,000
3 Beds ⋅ 3 Baths ⋅ Strum Place SubDv. ⋅ 33707 Zip Code
Brand new and never lived in, this corner residence at Strum Place is one of just nine luxury townhomes in a gated enclave positioned on Central Avenue, St. Petersburg's iconic corridor connecting downtown to the Gulf beaches, accessible from both Central Avenue and 1st Avenue South. One of only a select few homes in the community with a fully installed elevator, this residence also features north, south and west facing windows that flood every level with natural light and a west-facing balcony perfectly positioned for sunset views. Enter through a private fenced courtyard into the ground floor, where a bedroom with a walk-in closet and its own full bathroom provides a welcoming space for guests, a home office, or a studio. Off the two-car garage, the elevator and generous under-stair storage make everyday living effortless. The community also offers dedicated guest parking for visiting friends and family. A decorative metal railing staircase, designed to maximize light flow, leads to the main living level where 10-foot ceilings and impact-resistant windows frame an open-plan kitchen, dining, and living space that opens through a three-panel slider to the balcony. The kitchen is appointed with custom wood cabinetry with soft-close drawers and doors, quartz countertops, ceramic tile backsplash, a full KitchenAid appliance suite including a French door refrigerator, induction range, built-in microwave, and dishwasher, plus a spacious island and walk-in pantry. Just off the main living space, a dedicated wet bar with matching tile backsplash adds an elegant entertaining touch, alongside a half bath. On the top floor, the primary suite offers dual vanities, a water closet, a linen closet, and an oversized frameless glass shower. The additional bedroom has its own full bathroom, and a full laundry room with sink serves the entire upper level. Hardwood flooring runs throughout every level of the home. After purchasing and before ever moving in, the owner made a series of deliberate upgrades: upper-stack cabinetry in the kitchen, a custom built-out pantry, custom built-ins throughout every closet on all levels, a fully built-out primary walk-in closet complemented by a separate custom-designed space perfect as a vanity or private desk, and designer light fixtures selected and installed throughout the home. The washer and dryer are also included. Situated in a non-flood zone with low HOA fees, this residence offers more than just a beautiful home - it offers a lifestyle. Steps from the SunRunner rapid transit line and the Pinellas Trail, and minutes from the energy of downtown St. Pete and the sugar sand beaches of the Gulf Coast, Strum Place is where thoughtful design meets one of Florida's most vibrant locations. A rare opportunity to own a truly turnkey luxury residence, brand new and entirely move-in ready.

40 64th Street S Unit 1, St Petersburg
6020 Shore Boulevard S Unit 107, Gulfport
$239,000
1 Beds ⋅ 2 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
Enjoy living in this adorable waterfront condo. Never flooded during the storms. The Windsor is a Dog or Cat friendly building. The property has been completely updated and features updated furnishings. The floor plan has been modernized with a bonus room which can be used for a 2nd bedroom (queen) or a office. The room features privacy with French Doors AC & Heat. Your own private Patio leads you directly to the seawall on the Bay. Outdoor living at it's finest.

6020 Shore Boulevard S Unit 107, Gulfport
1847 Shore Drive S Unit 216, South Pasadena
$223,900
2 Beds ⋅ 2 Baths ⋅ Shore Crest Bldg SubDv. ⋅ 33707 Zip Code
With 1250 square feet, two bedrooms and two baths, this waterfront paradise is move in ready. With the building's new roof last year, the HOA fees were just reduced and all milestones were completed years ago. The community has a heated pool and access to a second pool across the street, along with many fun amenities. There are various clubs and gatherings opportunities, Exercise room, clubhouse, Kayak launch and storage, fishing pier, corn hole, gas grills, library and card room. The community provides gas water heating and cooking as well as cable/Internet package included in your HOA fees. Each unit has access to a large storage closet with plenty of space for your bikes. The bathrooms include safety bars. The Shorecrest building is solid concrete, not frame. In unit laundry is possible if you wanted. The monthly newsletter will give you plenty of opportunities to connect with the friendly residents here. This island community is very walkable and centrally located to everything you are looking for. 1.5 miles to St Pete Beach, .3 miles to the Orange Groves winery, 1.5 miles to shopping, dining, and Bowling. Downtown St Pete is 8 miles driving, or take the sun runner to and from downtown or the beaches. The building is walking distance (.5 mile) to Pasadena Marina, so bring your boat and enjoy waterfront beauty and convenience at a great price. ***Room sizes are approximate.

1847 Shore Drive S Unit 216, South Pasadena
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
1119 63rd Street S, Gulfport
$425,000
3 Beds ⋅ 1 Baths ⋅ Pasadena Estates Sec F SubDv. ⋅ 33707 Zip Code
Virtually Staged. Say hello to carefree coastal living! You will notice the great curb appeal of this NEWLY RENOVATED charmer as soon as you approach! It has a Freshly Painted, Bright Exterior with NEW Renovated Landscaping. This 3-BEDROOM 1 BATH home has been completely & thoughtfully updated with great attention to detail--both INSIDE and OUT! Perfectly situated in the highly desirable Gulfport community! Step inside this luxurious home filled with natural light, showcasing luxury Pergo vinyl plank flooring, recessed LED lighting, and a neutral color palette that complements any décor. The BRAND-NEW Kitchen boasts 42” Solid Wood SOFT-CLOSE shaker cabinets with Gold Handles, Beautiful Emerald Green QUARTZ countertops, BRAND-NEW GE Stainless-Steel Appliances, and Beautiful Icelandic Green Marble Backsplash! The bathroom has been Completely Renovated with NEW Step-in Shower, Mosaic Tile, and Fixtures! As you make your way through the home, please note the Additional Upgrades including (but not limited to): ALL NEW TEXTURE on Ceilings and Walls, Interior Paint, Interior Doors, Door Hardware, Closet Doors, Ceiling Fans, LED Light Fixtures, 40 Gallon Rheem Water Heater and MORE! The HUGE ATTACHED 2-CAR GARAGE - AIR CONDITIONED - has plenty of room with extra storage and a dog washing station. NEW DOUBLE-PANED HURRICANE-RATED WINDOWS throughout! AC (2020) Water Heater (2026) The home sits on a HUGE 9,335sqft Lot with a BRAND-NEW PVC Privacy Fence (2026), a storage shed and a covered gazebo. Plenty of room for entertaining or pets! One Block from Stetson College of Law and nearby Playground at RW Caldwell Park, This home is just minutes from Gulfport’s charming Waterfront Arts District, St. Pete Beach, downtown St. Petersburg, and easy access to I-275. Whether you're a first-time buyer, investor, or looking for your Florida retirement home, this move-in ready Gulfport gem checks all the boxes! NO FLOOD ZONE! NO FLOOD INSURANCE REQUIRED! NO HOA or CDD! Call to view this beautiful home TODAY!

1119 63rd Street S, Gulfport
7907 Sailboat Key Boulevard S Unit 205, South Pasadena
$395,000
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
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