South Pasadena Homes with Garage Faces Side Parking Features

South Pasadena Homes with Garage Faces Side Parking Features

Welcome to South Pasadena, Florida – a charming city nestled in the heart of Pinellas County, where coastal living meets a vibrant community spirit. Known for its picturesque streets, friendly neighborhoods, and proximity to the stunning Gulf of Mexico, South Pasadena offers an idyllic setting for those seeking a blend of relaxation and adventure.

One of the standout features of homes in South Pasadena is the convenient side-facing garage parking. This thoughtful design not only enhances the curb appeal of your property but also maximizes your front yard space, allowing for beautiful landscaping and outdoor enjoyment. Imagine coming home to a beautifully manicured lawn, where your garage is discreetly tucked away, enabling a welcoming entryway for family and friends.

In South Pasadena, you'll find a diverse array of homes, many of which boast this desirable garage feature. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, the options are plentiful. The community is known for its well-maintained properties, friendly atmosphere, and an abundance of amenities, including parks, shops, and dining options.

With its prime location, South Pasadena provides easy access to the stunning beaches of St. Pete and Treasure Island, as well as the vibrant culture of downtown St. Petersburg. Whether you're enjoying a leisurely stroll along the waterfront or indulging in the local dining scene, South Pasadena truly offers the best of Florida living.

Experience the charm and convenience of South Pasadena, where your dream home with side-facing garage parking awaits!

Newest South Pasadena Homes with Garage Faces Side Parking Features

$5,700,000
4 Beds 5 Baths Pasadena Point Estates Ph Ii SubDv. 33707 Zip Code
A MAGNIFICENT LUXURY WATERFRONT ESTATE SUPPORTED BY AN IMPRESSIVE DEEP-WATER DOCK WITH MOORINGS FOR A 100FT YACHT! Located in renowned Pasadena Yacht and CC, south Pinellas County’s only gated golf and boating community, this remarkable Windstar Home rests on a wide, 1 ½ lot footprint, with beautiful open water view of Boca Ciega Bay. Step up to the elevated courtyard entry and take in rich cast stone and travertine exterior finishes. Soaring 25 feet high, the majestic rotunda foyer introduces exquisite cherrywood and marble floors, dazzling faux paintwork, elegant detailed woodwork, radiant lighting, brilliant custom ceilings and unforgettable waterviews. The superb CEO-quality executive office provides extensive sumptuous built-ins, wonderful matching coffered ceilings and a double-sided fireplace. Lovely casual waterfront dining is complemented by a gorgeous formal dining room with 12ft-high ceilings. The sublime chef’s kitchen is a deeply-satisfying culinary experience. Artisan quality raised-panel wood cabinetry and superb Ogee-edge granite surfaces support high-end Gaggenau steam, convection and gas cooking, Subzero refrigeration, built-in Miele coffee system, warming drawers, refrigeration drawers, large walk-in pantry, and a built-in workstation center. You’ll love the fabulous butler’s pantry, multi-level breakfast bar (with beverage chiller and ice maker), and dedicated wine closet that support this incredible kitchen. Relax in the resplendent waterfront living room with custom designer entertainment center, rich marble-encased fireplace, fine coffered ceilings, and terrific window treatments (all windows are elegantly encased in wood). Step out to the enticing 450sqft covered waterfront balcony with remote controlled sunshades. Balcony offers a built-in tumbled marble/granite gas cooking center, and spacious seating/dining areas. Huge guest bedroom suite has a lavish, adjacent luxury bath. Upstairs, you’ll discover a spectacular owner’s suite: a full-height cast stone double-sided gas fireplace separates the bedroom from the plush sitting area with Juliette balcony and magnificent built-in entertainment center. The grand walk-in closet system features numerous built-ins and a generous center island dresser. The owner’s bath is a posh, pampering retreat with commanding views of the water, exceptional marble/granite surfaces, built-in microjet spa tub, custom designer vanities, a dedicated sit-down cosmetics center, and a superb glass-enclosed marble rain shower/steam room. Bedrooms 3 & 4 are oversized and en suite, with beautiful, luxurious baths. Your massive lower level is ideal for fitness/gaming/storage. Lushly landscaped, out back you’ll find the perfect blend of luxury, entertainment and waterfront adventure. A 460sqft covered lounging/dining deck transitions to a stunning Pebbletec pool/elevated spa overlooking the water. An expansive composite dock supports a 16,000 lb boat lift with cat walk, shore power, water, lighting, shower and deep water mooring with tie poles for yacht with 22ft beam. This luxury estate is a true rarity and boasts countless amenities and highly-desirable extras. One of the finest waterfront homes in Tampa Bay! Pasadena Yacht & CC enjoys an extensive list of world-class amenities including golf, tennis, fitness center, marina, restaurant, community pool and clubhouse. A great location and an extraordinary community! Dimensions are estimates, buyer to verify.

6224 Pasadena Point Boulevard, Gulfport

$349,900
2 Beds 2 Baths Boca Ciega Estates Rep SubDv. 33707 Zip Code
BIG PRICE REDUCTION !!!! MID-CENTURY MARVEL Welcome to this Pristine Vintage, single-story block home that sits on a spacious corner lot, in a desirable NON-FLOOD zone, offering peace of mind and plenty of outdoor space. Featuring 2 generously sized bedrooms with built in closets and 1 and 1/2 baths, this home provides 1,420 square feet of comfortable living. Recent updates include a new roof (Jan. 2018), upgraded 200-amp electrical service (2018), and a brand-new air conditioning system (2024). The home was also professionally tented for termites on March 31, 2026, adding an extra layer of confidence for buyers. Inside, you'll find fresh interior paint throughout the house. Step into an oversized living and dining area showcasing beautiful original terrazzo floors and a unique retro charm. The full bathroom stands out with vibrant tile work and has 2 step-in showers, offering both character and functionality. The kitchen features all-wood cabinetry, a built-in oven, a cooktop stove, a large refrigerator, add your personal touch to make it your own. The dining room is just waiting for your table and chairs with plenty of space for your family and friends. Off from the dining room are sliding glass doors leading to the nice sized Florida Room, which is an excellent space to relax after a long day or starting your morning with a hot cup of coffee, it also gives access to the attached extra-large 1 car garage that has ample room for your vehicle as well as extra storage space, along with laundry hookups and a convenient half bath with utility tub/sink. This property is perfect for buyers looking for solid construction, thoughtful updates, and a Mid-Century Marvel—all in a PRIME LOCATION, as it is only 1 mile from the Stetson Law School and downtown Gulfport. Once you visit the hidden gem of Gulfport, an unspoiled waterfront village brimming with independent boutiques and restaurants, you will understand and want to be part of this vibrant community. Locals will tell you, “There’s always something going on in Gulfport!” You’ll delight in this charming small town’s art festivals twice a month, market day every Tuesday, live music, delicious restaurants, beautiful parks and public pickleball courts, plus a performing arts theater, library and first-rate senior center. Located only 10 minutes away from stunning gulf beaches, 15 minutes to Downtown St. Petersburg, 20 minutes to the St. Pete/Clearwater airport and just 30 minutes to Tampa International Airport make the location of your new home or home away from home even sweeter.

5800 21st Avenue S, Gulfport

$1,475,000
4 Beds 5 Baths Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. 33707 Zip Code
Welcome to 6024 Kipps Colony Drive East, a beautifully updated concrete-block home tucked inside the private gates of Pasadena Yacht & Country Club’s sought-after Kipps Colony. This residence blends comfort, design and thoughtful upgrades in a setting built for everyday living and memorable entertaining. From the curb, a newly installed tile roof and freshly painted exterior signal the care and investment poured into the home. Step inside, and you’re greeted by a sunlit great room with soaring 20-foot ceilings, gleaming marble floors and full-length French doors that open to the terrace, ideal for seamless indoor-outdoor living. A dramatic double-sided fireplace adds warmth and architectural interest, setting the tone for relaxed elegance. The remodeled kitchen is built for the way we live now, offering clean lines, functional storage and refined finishes. Custom soft-close cabinetry, quartz countertops, and Bosch stainless steel appliances are accented by brass fixtures and designer lighting that bring the space together with a quiet sense of luxury. Retreat to the primary suite, where a private fireplace, built-in morning bar and dual spa-inspired baths create a personal escape. One bath is light and serene, with a freestanding soaking tub, artisan tilework and soft blue cabinetry. The other is tailored and warm, with rich wood, marble finishes and striking lighting. Two walk-in closets and direct laundry access keep your daily routine effortless. Upstairs, two generous guest suites each offer private baths, walk-in closets, and hardwood floors. French doors lead out to balconies where you can enjoy breezes and water views, ideal for reading, unwinding or hosting overnight guests. Out back, a wide 40-by- 38-foot terrace provides room for grilling, lounging or future plans for a custom pool. A second laundry area, conveniently just off the garage, makes outdoor living even easier—ideal for managing towels and gear once the pool is installed. With no rear neighbors, the space is quiet, private and ready for your vision. The four-car garage has extra depth and storage—ideal for a home gym, workshop or collector’s setup. Additional highlights include plantation shutters, detailed millwork, hurricane protection, and adjustable ambient lighting to match the mood or time of day. As a resident of Pasadena Yacht & Country Club, you’ll have access to optional membership amenities including a deepwater marina, 18-hole golf course, tennis courts, a resort-style pool and a full-service clubhouse. All of this, just minutes from Gulf beaches, local dining, and downtown St. Petersburg’s vibrant arts and culture.

6024 Kipps Colony Drive E, Gulfport

$875,000
3 Beds 2 Baths Villa De Maria SubDv. 33707 Zip Code
Welcome to a NATURE-INSPIRED retreat, CUSTOM BUILT in 1992 by its original builder-owner and designed to live in harmony with its surroundings. Sustainability and peace of mind are key features of this home, with PAID OFF SOLAR PANELS (2019) averaging under $100/month in electric costs, a NATURAL GAS system, and a 2024 Generac generator. Natural gas also powers the cooktop, fireplace, water heater, and BBQ hookup. Major updates include a 2015 ROOF and GAS WATER HEATER, plus HVAC systems (Main and Split System) replaced in 2019. Tucked just outside the gates of Pasadena Yacht and Country Club, this home feels peacefully secluded, surrounded by mature trees, a protected nature preserve, and park views, yet remains remarkably walkable to Gulfport Beach, Beach Blvd, the waterfront recreation center, and multiple nearby parks. There is even potential for a pool! (Check out the renderings in photos.) With 3 bedrooms, 2 full bathrooms, and an oversized 2-car garage with an EV CHARGER HOOK-UP, the home balances beauty and practicality. Inside, soaring vaulted ceilings, custom blinds, and refined finishes create light-filled, inviting spaces. The CHEF'S KITCHEN features plantation shutters, striking live-edge granite countertops, a paneled refrigerator, a cozy breakfast nook, and convenient access to the indoor laundry room. The primary suite is a tranquil escape with a PRIVATE DECK overlooking the trees, a generous walk-in closet, and a spa-like bath with dual vanities, a garden tub, and a separate shower. The rear family room, fondly known as the "Tree House", features PANORAMIC views of oaks and orchids, a NATURAL GAS FIREPLACE, and elegant coffered ceilings. Outdoor living shines with THREE ELEVATED DECKS, including a grilling balcony off the kitchen and a spacious deck off the family room, perfect for entertaining or birdwatching. The lower level, while un-insurable, adds an additional 1,669 square feet of highly useful space. Equipped with a separate workshop, this space is ideal for your hobby gear, a home gym or create your own WINE CELLAR! Walkable. Private. Nature-immersed. This is a rare Gulfport opportunity.

2613 59th Street S, Gulfport

$539,000
3 Beds 2 Baths Pasadena Golf Club Estates Sec 5 SubDv. 33707 Zip Code
Situated in St Petersburg's highly sought after community, Pasadena Golf Club Estates; this gorgeous home is a beach lover's dream! Just 4 miles to the world-renowned St Pete beach, 3 miles to Gulfport Recreation center and beach, and 5.9 miles to John's Pass, Treasure Island. Nearby to highly rated restaurants, shops, and entertainment, there is always something exciting to do just a short drive away. This home is perfect for those looking for a quiet community as a permanent home, a secondary-vacation home, or it can even serve as a short-term rental as it is located in an unincorporated portion of St. Petersburg, FL. With two vast living rooms, this open floor plan home is spacious and full of natural light. The newly renovated bathrooms are bright and airy. The kitchen is equipped with brand new appliances, a separate coffee bar station, and even a built-in pot filler-making cooking and meal preparation more exciting and convenient. The large Florida room opens beautifully into the family room, allowing for indoor and outdoor living as well as plenty of backyard space in the fully fenced-in backyard. The large semi-circular driveway allows for ample space for boats, jet-skis, trucks, trailers, and RVs. NO HOA, NO CDD. Recently appraised at $60,000 above list price! Don't miss your opportunity to own a slice of paradise in St Petersburg's Premier community, Pasadena Golf Club Estates. We welcome you to schedule your private showing today!

1897 Dolphin Boulevard S, St Petersburg

$2,798,000
7 Beds 8 Baths Boca Ceiga Park SubDv. 33707 Zip Code
Discover a one-of-a-kind modular home steps from Boca Ciega bay with fabulous views from every level. This stunning home boasts 7 bedrooms, 7.5 bathrooms, and a spacious 5-car garage. Imagine the options afforded by this layout. Perfect for multi generational living, Airbnb or income producing potential,1031 exchange, Entrepreneurial think tank retreat,hotel or one large single dwelling. Featured RV garage, perfect for storing your work vehicle, creating a mobile office or even launching a rental business. Step into your own private retreat, featuring separate living quarters on each level. With private entrances and upscale finishes throughout, you’ll enjoy flexibility without sacrificing privacy. The top floor is a true sanctuary—your personal haven with 3 bedrooms, a beautifully designed office, and breathtaking views of Boca Ciega Bay. Bask in natural light on rich mahogany floors beneath soaring vaulted ceilings. The gourmet kitchen, equipped with a gas stove and expansive island, leads to a covered veranda where sunsets paint the sky, perfect for entertaining or evenings of relaxation. The second floor is a versatile space, currently optimized as a 2-bedroom suite and 1-bedroom executive apartment—ideal for guests or rental income. On the ground floor, a charming studio suite offers an additional escape, complemented by a well-equipped workshop and beautiful landscaping nourished by a well-water irrigation system. Every inch of this estate reflects unparalleled craftsmanship with features like hurricane-impact windows, individual climate control for each space, tankless water heaters, and a whole-house water filtration system. Designed to embrace the luxury of coastal living while providing peace of mind with CAT 5 storm resilience. This home truly stimulates everyone’s imagination. Embrace the ultimate Florida lifestyle—this exceptional property awaits your personal touch! In the heart of downtown Gulfport steps from Boca Ciega Bay.

5659 Shore Boulevard S, Gulfport

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