South Pasadena Homes with Oversized Parking Features

South Pasadena Homes with Oversized Parking Features

Welcome to South Pasadena, Florida, a hidden gem nestled in the heart of Pinellas County. This charming city offers a delightful blend of coastal living and suburban tranquility, making it the perfect place for families, retirees, and everyone in between. With its stunning waterfront views, lush parks, and vibrant community spirit, South Pasadena is more than just a place to live; it’s a lifestyle.

One of the standout features of homes in South Pasadena is the availability of properties with oversized parking options. Whether you have multiple vehicles, a boat, or an RV, you’ll find homes designed to accommodate your needs with spacious driveways and garages. This is particularly advantageous in a city known for its access to beautiful beaches and recreational activities. Imagine coming home after a day on the water, knowing you have ample space to park your prized possessions securely.

South Pasadena boasts a variety of dining, shopping, and entertainment options, all within a short drive or leisurely stroll. The nearby Gulf beaches offer endless opportunities for sun-soaked days, while the city’s parks provide a serene escape for picnics and outdoor fun. With its friendly atmosphere and strong sense of community, South Pasadena is a place where neighbors become friends and families thrive.

If you’re searching for a home with oversized parking features in a picturesque and welcoming environment, South Pasadena is the ideal destination. Discover your perfect property today and start enjoying the vibrant lifestyle this charming city has to offer!

Newest South Pasadena Homes with Oversized Parking Features

$1,295,000
6 Beds 5 Baths Pasadena On The Gulf Sec B SubDv. 33707 Zip Code
Exceptional Renovated Estate with Income Producing Turn Key Guest House (ADU), Detached Garage & Resort-Style Pool Oasis.  ~ Major (2024) Updates: ~Hardie Siding ~ Impact Windows & Doors ~ Tankless Water Heater ~ Water Softener ~ Reverse Osmosis ~ Fences~ Exterior Lighting ~ 30-amp RV/boat Hookup. In (2023), ~ New Roof & Gutters on all 3 buildings ~ Behind the walls, virtually every major system has been upgraded, including all new (2024) ~Plumbing ~Water Service Line ~ Sewer Lines ~ HVAC & Ductwork ~ Insulation ~Extensive Electrical Upgrades.  A newly installed Natural Gas Line has also been stubbed for a future gas range or fireplace. Welcome to a truly one-of-a-kind property where timeless character, modern luxury, and exceptional flexibility come together. Situated on an expansive .33-acre lot, this meticulously renovated estate features a stunning 4-bedroom, 4-bath main residence, a separate 2-bedroom, 1-bath guest house, gorgeous pool & courtyard; creating tremendous value and flexibility for multigenerational living, guest accommodations, a home office, or rental income.  From the moment you step inside, you'll appreciate the seamless blend of original charm and high-end updates. Beautifully refinished original oak hardwood floors welcome you into the home, while elegant arched doorways and coved ceilings in the front portion of the house pay homage to its classic 1950s architecture. The thoughtfully designed floor plan offers two spacious living rooms and a bonus room plus a split bedroom plan. The spacious eat-in kitchen is designed for entertaining, featuring granite countertops, stainless steel appliances, abundant cabinetry. Upstairs, each bedroom enjoys the convenience of its own luxury ensuite bathrooms. The primary suite serves as a true retreat, featuring a massive glass-enclosed walk-in shower, soaking tub, designer finishes, and walk-in closet. Step outside and discover your own private tropical paradise. The beautifully refinished pool is surrounded by elegant travertine pavers, creating the perfect setting for relaxing, entertaining, and enjoying Florida's year-round sunshine. Mature oak trees, swaying palm trees, and a vibrant butterfly garden create a lush, park-like setting. The detached 2-bedroom, 1-bath ADU is equally impressive, offering in-unit washer/dryer and a fresh coastal aesthetic with bright finishes. Beyond its beauty, this property offers unmatched peace of mind with extensive and complete recent renovations and infrastructure improvements. Rarely does a property offer this combination of historic character, luxury finishes, flexible living arrangements, and extensive infrastructure improvements. Adding to its appeal, the property is located in a desirable X flood zone, offering added peace of mind. Enjoy a highly walkable lifestyle with nearby restaurants, parks, just moments from your doorstep. The award-winning beaches of St. Pete Beach are just minutes away, while vibrant St. Petersburg offers some of the region's finest dining, rooftop bars, nightlife, waterfront parks, galleries, museums, and cultural attractions. Convenient access to St. Pete–Clearwater Airport and Tampa International Airport makes travel effortless. This is a rare opportunity to enjoy the best of Florida living—privacy, luxury, convenience, and location—all in one exceptional property.

6921 Mango Avenue S, St Petersburg

$1,595,000
3 Beds 2 Baths South Cswy Isle Yacht Club 5th Add SubDv. 33707 Zip Code
Yacht Club Estates! Luxurious waterfront estate with open water views situated on a premier elevated over sized lot. No water intrusion at all from Hurricane Helene! This gorgeous home consists of three bedrooms plus study, two full baths, 2,421sf. of living area, and a three car garage. In 2012 an extensive remodel/addition took place creating a spectacular covered patio and entertaining area with fireplace all waterside offering beautiful water views and endless sunsets. Included in the addition was a spacious inside laundry room and a tandem three car garage. The lushly landscaped tropical lot has 89ft. of waterfront and is 150ft. deep with plenty of room for any size pool. The primary suite has a 12ft. x 12ft. sitting area perfect for an office or nursery. Other features include: Travertine flooring throughout main living areas, kitchen with granite tops, stainless steel appliances, and a Viking gas range, new seawall in 2010, new dock with Trex decking and lift in 2010 with a 10,000lb lift capacity, a waterfront patio with Travertine pavers, Impact windows across rear of home, driveway and front walkway with designer pavers, a floating Kayak launch pad, natural gas, reclaimed water and so much more. For the boating enthusiast, just minutes away from the open Gulf waters! Exceptional overall location and neighborhood offering a short commute to vibrant downtown St. Petersburg, I-275, and the Gulf Beaches. This is true luxury waterfront living at its best.

1201 81st Street S, St Petersburg

$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

$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

$2,999,000
5 Beds 6 Baths Skimmer Point Ph Ii SubDv. 33707 Zip Code
Motivated Seller! Welcome to a true waterfront paradise offering spectacular, unobstructed open bay views—the ideal setting for the Florida lifestyle, perfect for kayaking, swimming, and quiet enjoyment. Discover unparalleled luxury in this exquisite, fully renovated waterfront estate nestled within a spectacular GATED COMMUNITY. Enjoy the beautiful amenities of the renowned Pasadena Yacht & Country Club, all while benefiting from an incredible location with less than a 15-minute commute to vibrant Downtown St. Pete! This estate has been renovated top-to-bottom and offers 5 spacious en-suite bedrooms plus a 1/2 bathroom, providing comfort and privacy for all. The exterior boasts an entertainer’s dream with an extended deck overlooking the bay, a resurfaced pool, and a brand new, unused pool bar area. This ultimate outdoor kitchen features two new refrigerators, a dedicated ice maker, dishwasher, and a 3-tap system for premixed beverages. The waterfront is ready for your toys with a new dock system featuring a confirmed 16,000 lb fully loaded boat lift and a separate lift for two jet skis. Anglers will appreciate the brand new installed fish cleaning station with a dedicated water line. Inside, the home is appointed with the highest level of luxury finishes. The flooring is brand new throughout, featuring elegant new carpet and premium luxury vinyl plank (LVP). The living room offers a grand scale with high ceilings, complemented by tasteful Hunter fans and high-end Moen fixtures in the baths. Every bathroom features the exquisite Cambria Brittanica Quartz from the Luxury Collection. The gourmet kitchen is equipped with top-of-the-line KitchenAid appliances (including a new dishwasher), and the laundry room features the largest capacity Samsung washer and dryer set available. Practical amenities abound, including a 4-car garage that is convertible to 5-car capacity for the collector or enthusiast. Crucially, the home features a dedicated craft room—completely separate from the bedrooms and den—offering an invaluable space for hobbies without sacrificing a bedroom. The primary suite is a true retreat, featuring a large walk-in closet and a convenient wet bar area with a fridge and sink. This is not just a house; it's a completely renovated, ready-to-enjoy luxury compound.

5918 Skimmer Point Boulevard S, Gulfport

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