South Pasadena Homes with Three+ Story Style

South Pasadena Homes with Three+ Story Style

Welcome to the charming city of South Pasadena, located in Pinellas County, Florida. Known for its beautiful waterfront views and laid-back atmosphere, South Pasadena offers a unique blend of small-town charm and modern conveniences.

If you are looking for a home with character and space, consider exploring the Homes with Three+ Story Style in South Pasadena. These properties offer a unique living experience with multiple levels that provide ample space for families, guests, or home offices. Whether you're looking for a cozy townhouse or a luxurious waterfront estate, you'll find a variety of options to suit your lifestyle.

Living in a three-story home in South Pasadena allows you to enjoy stunning views of the surrounding area, whether it's the sparkling waters of Boca Ciega Bay or the lush greenery of the neighborhood. With easy access to local amenities, parks, and beaches, you'll have everything you need right at your doorstep.

Don't miss the opportunity to own a piece of paradise in South Pasadena. Explore the Homes with Three+ Story Style and discover the perfect home that fits your unique style and preferences. Experience the best of Florida living in this picturesque city on the Gulf Coast.

Newest South Pasadena Homes with Three+ Story Style

$159,000
2 Beds ⋅ 2 Baths ⋅ TB8539903 MLS ⋅ Jamison BLDG.
A first-floor corner home in Gulfport's Town Shores—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's is the renovated HEATED year round pool directly behind your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. An assigned covered carport adds everyday convenience. The condo fee includes cable and internet, natural gas, water, sewer, trash, pools and recreation, management, reserves, common-area insurance, grounds, and exterior and structural maintenance. Less upkeep, more Gulfport—and a first-floor corner worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, South Pasadena
$3,249,000
4 Beds ⋅ 6 Baths ⋅ TB8538068 MLS
Well-built Rutenburg home that has all the upgrades you will need. New roof and windows throughout the home in 2024! These 4 bedrooms plus office and 5.5 bath home is designed for coastal living. Open floor plan with beautiful formal living and dining room with designer lighting and cathedral ceilings. Off the living room is an expansive lanai with water views and plenty of outdoor space to entertain. The kitchen has been upgraded with Sub-zero refrigerator, Thermador ovens, quartz counter tops, subzero large wine cooler and seating for 4 at the kitchen island. A gas cook top with a beautiful hood cover tops off this gourmet kitchen. The kitchen opens to the family room with an abundance of windows for more spectacular water views. Off the family room is a grand lanai with a new retractable awning for plenty of shade. Gas hook-up is available for an outdoor kitchen if you wanted to add on the main level! The large primary bedroom is on the main floor, with powered blinds, two walk in closets and his and her vanities with again more water views. The office with custom built cabinets is off the primary and also has water views. A large 2nd bedroom is also on the main level with a full bath off the bedroom. A half bath for visiting guests is also on main level. On 2nd level is two large ensuites. As you step out to the pool area you will see a pebble tec saltwater pool and spa with newer heater and seal pavers. Plenty of shaded area to get out from the sun and more grilling area. The 91 feet waterfront property has a newer trex dock with water and electricity, along with a wet slip, 20000lb boat lift and jet ski lift. Backyard has been fenced in and has an Artisan well . A generator has recently been added to keep lower level in law suite livable if power outage should occur. The In-law suite has hurricane shutters and a full bath with its own AC system. There is plenty of storage in the 3-car garage and a workstation. There are 2 new water heaters. Elevator can be added but will lose pantry space and bedroom closet. The sellers have added a chair lift from lower level to main level of house and is a smart home. This elegant home has so much to offer, a plus is that it is located in the gated community of Pasadena Yacht and Country Club. The amenities of PYCC include 18-hole championship golf course, pickleball courts, tennis courts, olympic size swimming pool, great fitness center and many social activities throughout the year. In 2027 the club will be offering a new state of the art Fitness center and update golf course and marina. Joining the club is optional however if you purchase this home, you can jump the wait list for membership (wait list over 2 years). However, you must join within 30 days of purchasing your home. Location is awesome, only 15 minutes to downtown St. Petersburg, 10 minutes to St. Pete Beach and walking distance to quaint Gulfport.

6113 Pasadena Point Boulevard, South Pasadena
$189,999
2 Beds ⋅ 1 Baths ⋅ W7888346 MLS ⋅ Shore Towers Bldg BLDG.
Rise above it all in this stunning 5th-floor condo at Shore Towers, perfectly positioned along the shimmering waters of Boca Ciega Bay. Sweeping panoramic views and breathtaking sunsets set the tone for the relaxed Florida lifestyle you've been dreaming of. This spacious 2-bedroom, 1-bath unit offers 1,140 square feet of open, light-filled living, completely furnished and move-in ready! — just bring your suitcase and start enjoying the good life. Shore Towers is more than a building — it's a vibrant, active community. The well-appointed clubhouse hosts a packed calendar of social events, activities, and gatherings that make it easy to connect with neighbors and truly feel at home. When you're not socializing, enjoy the resort-style pool, fish off the private dock, or relax at the waterfront patio with BBQ grills and outdoor dining. All of this, just minutes from the beaches of St. Pete Beach and Treasure Island, with quick access to Downtown St. Petersburg, I-275, dining, and shopping. Whether a permanent residence, seasonal escape, or investment opportunity — this is Florida waterfront living at an exceptional value.

1868 Shore Drive S Unit 503, South Pasadena
$720,000
3 Beds ⋅ 3 Baths ⋅ TB8530895 MLS ⋅ Spice Palms BLDG.
Welcome to 7010 Grevilla Avenue S, an exceptional 3-bedroom, 2.5-bath residence in the exclusive gated community of Spice Palms. Built in 2016, this meticulously maintained home offers 2,017 square feet of thoughtfully designed living space, blending modern luxury, low-maintenance living, and an unbeatable location just 2 miles from the Gulf beaches.Step inside to an inviting open-concept floor plan designed for both everyday comfort and effortless entertaining. The gourmet kitchen serves as the heart of the home, featuring solid wood soft-close cabinetry, granite countertops, a striking oversized island with breakfast bar seating, designer backsplash, updated lighting, and stainless steel appliances. Hardwood flooring flows throughout the main living areas, while plush carpeting adds warmth and comfort to each bedroom.The spacious primary suite is a private retreat, complete with a generous walk-in closet and a spa-inspired ensuite bath designed for relaxation. Every detail of this home has been carefully maintained, creating a residence that truly shows like a model. A brand-new HVAC system provides added comfort and peace of mind, making this home truly move-in ready.CAT6/CAT7 wiring provides reliable, high-speed connectivity for working from home, streaming, and today's connected lifestyle. Low HOA fees provide exceptional value by covering exterior maintenance, including the metal roof and impact-rated windows, allowing for true lock-and-leave living. Built for lasting durability, the home also features reinforced concrete construction and a self-contained stormwater management system designed to help reduce flood insurance costs.Outside, residents enjoy a beautifully maintained community pool and professionally landscaped grounds within this intimate nine-home gated enclave. Ideally located, the home is within walking distance of shopping, restaurants, and local pubs, offers an easy bike ride to the beach, and is just a 12-minute drive from vibrant Downtown St. Petersburg. There, you'll discover waterfront parks, world-class museums, acclaimed dining, nightlife, and a thriving arts and entertainment scene. Offering luxury finishes, modern amenities, maintenance-free living, and an exceptional South Pasadena location, this is a rare opportunity to experience the very best of Florida living. Schedule your private showing today.

7010 Grevilla Avenue S, South Pasadena
$3,200,000
3 Beds ⋅ 5 Baths ⋅ TB8523477 MLS
This magnificent estate is set on an exceptional location and lot with 102 ft frontage a wide open billion-dollar view of BOCA CIEGA BAY and yearlong 180-degree SUNSET views this estate masterpiece spans over 4155 sq ft of refined interior living space. A dramatic open-concept three story which wraps around the living area with a commanding fireplace that anchors the soaring cathedral ceilings. The sweeping water views from each room on the second level is where you can capture synchronized sunset views and compliments with large balconies and outdoor cook top and refrigerator for entertaining. The high caliber of kitchen appliances alongside elongated island provides exceptional versatility for entertaining as well as two resort-type bars. Outside the home transforms into a private oasis with spa and resort-type sparkling pool full 180 degrees of water views. The pool bathroom has washer and dryer hook-ups, shower, vanity, and benches. The wood deck spans most of the property. Additional highlights include Primary Bedroom with ensuite and Huge walk-in closet, two additional bedrooms also ensuite and a loft. The three garages has parking for 4 vehicles. Quality high grade superior structural elements built this custom masterpiece in 1990 with many extras. Hurricane Shutters, Central Vacuum, Elevator, pet bathtub are just a few. The elevator was just rebuilt with current electrical equipment Julyn of 2026 The primary Bedroom and ensuite is freshly painted July 2026 The famous Vaughn McCarthy & Sons of PVC architects designed it and a full set of blueprints are available. PASADENA YACHT AND COUNTRY CLUB is one of the finest country club communities on the west coast of Florida. Enter through the 24/7 Guard Gate to a refined lifestyle full of pastoral land and mature landscapes. PASADENA YACHT CLUB AND COUNTRY CLUB is a very sought after community and this masterpiece is offered for the first time. Come and enjoy the ultimate in Florida lifestyle.

2869 Seabreeze Drive S, South Pasadena
$1,925,200
3 Beds ⋅ 4 Baths ⋅ TB8515704 MLS
Virtually Staged. Pre-Construction. To be built. Available to Be Built: This package features the 0.17-acre homesite located at 7932 2nd Avenue South, St. Petersburg, FL, 33707, along with G.J. Gardner Home’s proposed Azure Shores 2595 floor plan. This thoughtfully designed home offers 2,595 square feet of living space with 3 bedrooms, a flex space, 3.5 bathrooms, and a 3-car garage. Homebuyers may customize this home, choose an alternate G.J. Gardner pre-designed floor plan, or create a fully personalized design to suit their lifestyle. Pricing for G.J. Gardner Homes is subject to change based on the final site review, county building requirements, and the lot’s specifications. Final price may also vary depending on the selected floor plan and any upgrades chosen by the Owner. Images may depict landscaping, upgraded fixtures, features, facades, finishes, or other items not included in the base price. For availability and pricing of these options, please consult with a G.J. Gardner Homes sales consultant. Located minutes from Treasure Island beaches and the core of what St. Petersburg offers — waterfront dining, marinas, golf, the Dalí Museum, the Pier, IndyCar GP, USL Championship soccer, and a private airport.

7932 2nd Avenue S, South Pasadena
$5,700,000
4 Beds ⋅ 5 Baths ⋅ TB8513065 MLS
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, South Pasadena
$225,000
2 Beds ⋅ 2 Baths ⋅ TB8511670 MLS ⋅ Shore Towers BLDG.
LOCATION, LOCATION, LOCATION! Minutes away from the heart of St. Petersburg! This beautiful waterfront condo in a 55+ community of Shore Towers in South Pasadena features 2-bedroom, 2-bath and is ready to move in. Split plan layout allows for comfortable living and entertainment. Updated kitchen, with nice cabinets and counter tops, plenty of storage including convenient storage space next the Florida room. There are elevators and one assigned parking space (there is more guest parking nearby). Each floor has shared laundry facilities. Community pool is ready for you! There are outdoor activities like shuffle board, walking and optional kayaking. There is a recreation center with fitness area as well. Also, you can jump on your bicycle and explore close by beautiful areas. Possibilities are endless. GORGEOUS sunsets are waiting for you! Enjoy them from the 6th floor of your cozy sun room or from the community dock while entertaining or simply fishing. Great location near shopping areas, restaurants, beaches, commuting roads and hospitals.

1868 Shore Drive S Unit 607, South Pasadena
$294,900
2 Beds ⋅ 2 Baths ⋅ TB8503890 MLS ⋅ Yorktown BLDG.
Welcome to Bay Island — a beautifully maintained, guard-gated 55+ waterfront community overlooking the sparkling Boca Ciega Bay. This 3rd-floor unit offers wide-open water views the moment you step inside. Watch dolphins play, boats drift by, and enjoy nightly sunsets from your private balcony. This spacious 2-bedroom, 2-bath condo is designed for comfort and convenience, featuring an in-unit washer & dryer, a dedicated storage locker, and covered parking just steps from the building entrance. Bay Island is known for its vibrant, active lifestyle with a full calendar of social events and 24-hour security. Residents enjoy six heated pools, a waterfront tiki hut with BBQ grills, a marina with boat slips available through a sign-up list, and a first-class clubhouse offering pool tables, card rooms, a library with internet access, and separate his & her fitness centers, each with saunas and spas. A scenic 1.25-mile waterfront walking path wraps around the community, perfect for morning walks or evening strolls. Located just minutes from St. Pete Beach, restaurants, shopping, and vibrant downtown St. Petersburg — with quick access to Tampa — this community truly has it all. Enjoy resort-style living with unmatched amenities in one of the area’s most desirable 55+ waterfront communities.

7910 Sun Island Drive S Unit 302, South Pasadena
$1,210,000
4 Beds ⋅ 3 Baths ⋅ TB8457726 MLS
JUST REDUCED $90,000! Exceptional Value Meets Income-Producing Potential in Gulfport's Historic Waterfront District. A rare opportunity to own a fully furnished, Key West-inspired coastal retreat offering short-term vacation rental potential, breathtaking Boca Ciega Bay views, and one of the most walkable locations in Gulfport's Historic Art District. Whether you're searching for a high-performing Airbnb/VRBO investment, second home, or full-time waterfront residence, this turnkey property delivers an unmatched combination of lifestyle, luxury, and exceptional value. Just steps from Gulfport's charming downtown, you'll enjoy award-winning restaurants, art galleries, boutique shopping, waterfront parks, marinas, live entertainment, and the beloved Tuesday Fresh Market. This is Florida coastal living at its finest. Designed to maximize indoor-outdoor living, the home features multiple private balconies and expansive outdoor entertaining spaces overlooking Veterans Park and Boca Ciega Bay—perfect for morning coffee, sunset cocktails, or simply soaking in the waterfront atmosphere. Inside, an open-concept floor plan is filled with natural light and thoughtfully designed for entertaining. The gourmet kitchen showcases stone countertops, abundant cabinetry, generous prep space, and premium finishes that make hosting effortless. The luxurious primary suite offers a peaceful retreat with a professionally designed walk-in closet and a spa-inspired ensuite featuring dual vanities, a whirlpool soaking tub, and an oversized walk-in shower. Two additional guest bedrooms each enjoy private balconies with beautiful water views and refreshing coastal breezes. Built for long-term durability and low-maintenance ownership, this exceptional home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, synthetic turf landscaping, and a whole-home solar system that helps keep utility costs remarkably low. The oversized two-car garage offers abundant storage for vehicles, kayaks, paddleboards, golf carts, bicycles, and all your beach gear. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, championship golf, marinas, and Tampa Bay's premier attractions, this move-in-ready residence is equally suited as a luxury primary home, seasonal escape, or income-producing investment. With a recent $90,000 price improvement, this is an exceptional opportunity to own one of Gulfport's premier waterfront homes at an incredible new value. Schedule your private showing today.

5429 Essex Avenue S, South Pasadena
$749,000
3 Beds ⋅ 4 Baths ⋅ TB8475683 MLS ⋅ N/A BLDG.
Developer Closeout – Final Opportunity at Strum Place Townhomes. Don’t miss your chance to purchase the last remaining residence directly from the developer in this exclusive, gated enclave of just nine luxury townhomes in St. Petersburg. Now complete and move-in ready, this beautifully finished home blends modern design with timeless St. Pete charm. Every detail has been thoughtfully designed for comfort and style. Spanning three levels, the flexible layout offers a private ground-floor bedroom with ensuite bath—ideal for guests, a home office, or multigenerational living. The main level impresses with 10-foot ceilings, oversized windows, and an open-concept kitchen, dining, and living space that flows seamlessly to a private balcony. The chef’s kitchen includes a large island, quartz countertops, walk-in pantry, ceramic tile backsplash, and a full KitchenAid appliance suite, with a convenient half bath nearby. Upstairs, two additional ensuite bedrooms include a spacious primary suite featuring a walk-in closet, dual vanities, and a frameless glass shower. A full laundry room with sink and extra storage adds everyday convenience. Designed with future flexibility in mind, the home includes aligned closet spaces suitable for a future elevator installation. Located on 64th connecting you to Central Avenue in a non-flood zone, Strum Place offers unbeatable access to the SunRunner, Pinellas Trail, local shops, dining, downtown St. Pete, and the beaches. This is the final unit available—an increasingly rare opportunity to own new construction in one of St. Pete’s most desirable locations.

50 64th Street S, South Pasadena
$1,648,000
4 Beds ⋅ 4 Baths ⋅ TB8468277 MLS
Built in 2024, this elevated modern residence in a sought-after neighborhood offers an intricately-designed layout tailored for functional coastal living. A classic split-entry architectural design places the two-car garage on the ground floor, with an interior staircase leading up to the main living space, on the second level. This primary floor centers around a bright, open-concept great room with a fireplace, opening completely to the outdoors through a dramatic four-panel sliding glass wall. The high-end kitchen is detailed with stainless steel appliances, custom two-tone cabinetry, a walk-in pantry, and a waterfall island designed for effortless hosting. The third level dedicated to private quarters features two guest bedrooms, a dedicated laundry room, and a full-width primary suite serving as a private retreat. The owner’s suite enjoys direct access to a private covered terrace, where a spiral staircase leads to an expansive rooftop deck. From this unique overlook, enjoy panoramic views stretching from the Intracoastal to the vibrant, hotel-lined beaches. A spa-like primary bathroom is complete with dual vanities, a glass shower, and a freestanding soaking tub. The private backyard oasis is anchored by a newly installed swimming pool, offering a move-in ready modern sanctuary in an exceptional coastal community.

301 79th Street S, South Pasadena
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