South Pasadena Homes with Two Story Style

South Pasadena Homes with Two Story Style

Welcome to South Pasadena, a charming city located in Pinellas County, Florida. Known for its beautiful beaches, vibrant community, and excellent amenities, South Pasadena offers a high quality of life for residents of all ages.

If you're looking for a home with a two-story style in South Pasadena, you're in luck! Two-story homes are a popular choice in this area, offering spacious layouts and a sense of grandeur. Whether you're looking for a cozy two-story cottage or a luxurious two-story estate, South Pasadena has a variety of options to suit your needs.

Imagine waking up in your two-story home in South Pasadena, with the sun shining through the windows and a gentle sea breeze in the air. You can enjoy panoramic views of the surrounding area from your second-floor balcony or host gatherings in your spacious living room with high ceilings.

With easy access to local schools, parks, shopping, and dining options, South Pasadena is the perfect place to call home. Whether you're a first-time homebuyer or looking to upgrade to a two-story home, South Pasadena has something for everyone.

Discover the beauty and convenience of living in South Pasadena and find your dream two-story home in this wonderful city.

Newest South Pasadena Homes with Two Story Style

$765,000
4 Beds ⋅ 2 Baths ⋅ TB8539995 MLS
Under Construction. This one checks a box most new builds simply can't: it's fully approved for short-term rental use. The home you've been waiting for is going up in the heart of Pasadena, and yes, it allows for multifaceted use. Whether you're looking for an investment property that actually cash flows, a part-time beach getaway you can rent out when you're not using it, or just want the flexibility down the road, this home gives you options most new construction in St. Pete can't offer. Built entirely out of concrete block for durability and peace of mind, this 4 bedroom, 2 bath home offers 1,839 sq ft of heated living space (3,346 sq ft total) with an open concept layout that makes sense for everyday living or hosting guests. High-end finishes run throughout, and all impact-rated windows mean less worry and lower insurance costs, always a win in Florida. Outside, you've got a massive 4-car garage, giving you the kind of storage and flexibility that's hard to come by this close to the water, whether for cars, boats, beach toys, or all of the above. Location is what truly sets this one apart. You're tucked into the desirable Pasadena neighborhood, close to Bear Creek, and just a short drive from some of the best beaches on the Gulf. It's the kind of spot that rents itself, and the kind of neighborhood buyers want to actually live in too. Estimated completion December 2026. If you've been looking for new construction that works as hard as you do, whether that's a primary home, a second home, or an income property, this one's worth seeing!

6760 Hibiscus Avenue S, South Pasadena
$999,000
3 Beds ⋅ 2 Baths ⋅ TB8539199 MLS
Discover an exceptional Gulfport home situated on an oversized lot in the desirable Royal Palm Villages neighborhood with no HOA. This elevated residence offers over 2,500 square feet of light-filled living space, along with an impressive 2,560-square-foot garage, providing exceptional space for vehicles, storage and more. High ceilings complement the spacious living & dining areas, while the inviting family room features a wood burning fireplace. The generously sized kitchen offers granite countertops, abundant cabinetry & counter space, a convenient snack bar & adjoining dinette area. All of the bedrooms are generously sized, offering an abundance of comfortable living space. A large laundry room adds to the home's functionality. Outside, the property truly captures the Florida lifestyle. The expansive, fenced backyard is surrounded by lush tropical landscaping, creating a private, resort-like setting around the in-ground pool. Generous additional outdoor space provides wonderful opportunities for entertaining, relaxing and enjoying the beautiful surroundings. Notable improvements include a 2019 shingle roof, 2019 HVAC system, 2020 double-pane impact windows and 2024 vinyl fencing. The irrigation system is serviced by a deep well with a newly installed well pump, providing an economical way to maintain the property’s lush landscaping. Ideally located near Pasadena Yacht & Country Club's golf course and marina, charming downtown Gulfport, vibrant downtown St. Petersburg & the Gulf beaches, with convenient access to shopping, restaurants, schools & houses of worship, I275 and Tampa International Airport. A spacious & distinctive Gulfport property offering privacy, versatility & an exceptional Florida lifestyle. Only one photo has been virtually staged to illustrate how the spacious living area can accommodate a formal dining setting.

6501 Mockingbird Way S, South Pasadena
$450,000
3 Beds ⋅ 3 Baths ⋅ TB8534052 MLS ⋅ 1328 BLDG.
Experience Florida living at its finest in this beautifully maintained 3-bedroom, 3-bathroom townhome overlooking the tranquil pond and the 5th hole of the Pasadena Yacht and Country Club (PYCC) golf course. Enjoy spectacular golf course and water views from your private Lanai. The updated open concept kitchen with solid surface countertops, stainless steel appliances, abundant cabinetry, and a spacious breakfast bar that flows seamlessly into the dining and living areas-perfect for entertaining or everyday living. Tastefully renovated bathrooms add style and comfort throughout the home. Ideally located 15 minutes from vibrant downtown St Petersburg, where you will find world-class dining, museums, shopping, and waterfront park, and only 5 minutes from charming Gulfport, known for its art galleries, restaurants, boutiques, and lively festivals. Plus, you're only 3 miles from award-winning beaches, making it easy to enjoy the sunsets whenever you choose. Whether you're looking for a primary residence or a seasonal retreat, this exceptional home offers the perfect combination of golf course living, and the florida lifestyle. Storm shutters !!

1328 Pelican Creek Crossing Unit D, South Pasadena
$995,000
4 Beds ⋅ 4 Baths ⋅ TB8538839 MLS
Under Construction. Every now and then, a home comes along built for the way people actually want to live. This is one of them. Set just a mile and a half from downtown Gulfport, with the world renowned beaches of Pinellas County minutes away and downtown St Pete only ten minutes out, the location alone is hard to beat. Close proximity to the Pinellas Trail adds even more convenience, making it easy to bike into downtown Saint Pete or out to the beaches. A striking two tone exterior and a covered front porch welcome you home, backed by impact windows and a location outside the flood zone. Out back, a fully fenced yard wraps around an inground concrete pool, built for easy afternoons and effortless entertaining, true Florida living right outside the door. Inside, ten foot ceilings and natural light carry through an open, easy flow from room to room. A designer entry leads up the stairwell hallway to the second floor, where a sculptural gold relief wall panel greets you, created by a woodworking artist who treats every project like a work of art. That same artist designed and installed the kitchen, and the difference shows. Most new construction treats the kitchen as an afterthought. This one does not. Custom cabinetry and vanities imported from Europe pair with Taj Mahal quartz countertops, glass front display cabinetry with integrated lighting, and top of the line appliances including a built in Samsung double wall oven. The adjoining dining area opens easily to the backyard, keeping the kitchen, dining, and pool just steps apart. The layout gives everyone room to spread out. A formal living room and a separate family room anchor the first floor, alongside a full primary suite. Upstairs, a second living room or office offers real flexibility, easily reimagined as a movie theater, a home office, or simply another place to unwind, so no one is stuck hanging out in their bedroom. Combined with the second upstairs primary suite, the layout works equally well for a growing family, guests, or multigenerational living. With 4 bedrooms and 3.5 baths total, including two full primary suites and a half bath for guests, this home covers every need. Every closet throughout the home is finished with built out cabinetry, adding function to every corner. Each bathroom was finished by a tile artisan, with full height natural stone look tile and craftsmanship that sets it apart from standard builder grade work. The primary bath feels like a private retreat, with a freestanding soaking tub, walk in glass rain shower, dual floating vanities, and a custom walk in closet. Rounding things out, a detached 2 car garage keeps the backyard open around the pool, with a third parking spot alongside it for added convenience. Elevated, personal, and entirely one of a kind.

617 Folsom Street S, South Pasadena
$1,500,000
TB8531043 MLS
NOW AVAILABLE! 7024 Central Avenue presents a compelling owner-user and investment opportunity along St. Petersburg’s highly desirable West Central Avenue corridor. This two-story, 4,960-sqft Class B office building combines timeless character with a versatile professional office layout. The second floor is largely occupied by professional office tenants, providing an incoming owner with in-place rental income, with only one upstairs suite currently available. The owner’s company presently occupies much of the first floor and plans to relocate, creating an excellent opportunity for a buyer to occupy nearly the entire first floor while continuing to collect rent from the upstairs tenants. Alternatively, an investor may lease the first-floor offices individually and reposition the property as a fully income-producing, multi-tenant office asset. The building features high ceilings, beautiful wood flooring, abundant natural light, a welcoming lobby, private offices, open workspace areas, a conference room, kitchen/breakroom, restroom facilities, central air conditioning, wheelchair-accessible entry, and rear stair access to the second-floor suites. Parking is a major advantage, with 16 total spaces consisting of 12 onsite spaces and four additional spaces directly behind the building across the alley. The property is conveniently located near Treasure Island Beach, Pasadena, Park Street, Tyrone, established residential neighborhoods, restaurants, shops, and other professional businesses. With existing tenants, near-term first-floor availability, an updated professional buildout, ample parking, and a highly visible Central Avenue location, this property offers multiple possibilities for an owner-user, value-add investor, or buyer seeking a diversified multi-tenant office investment. Showings are available by appointment. Please do not disturb the existing tenants.

7024 Central Avenue, South Pasadena
$474,900
3 Beds ⋅ 2 Baths ⋅ TB8531210 MLS
Virtually Staged. Welcome to this bright and inviting 3-bedroom, 2-bath loft home built in 2003, located right in the heart of Gulfport with no HOA! Featuring premium landscaping with an exterior artistic paver circle entryway. This home offers a central position near downtown shops, dining, the library, theater, and local beach, this property places you close to everything this vibrant town has to offer. Inside, vaulted ceilings and an open-concept layout create an airy atmosphere filled with natural light. The kitchen features wood cabinetry, granite countertops, a center island, and recently updated appliances, including a new stove/oven and dishwasher. Downstairs offers flexibility with a full bedroom and bath setup, while upstairs leads to additional bright living spaces and updated bathroom, including a newly installed walk-in shower. Outdoors, the home is surrounded by an expansive paved patio perfect for outdoor dining or relaxing, with views looking out toward the nearby serene 4-acre park and lake. Premium Pella impact windows, a new hurricane-rated front door, and a new front roof offer peace of mind. Additional updates include a new water heater, and replaced storage room door. The dryer/washer hook-ups are located in Storage room. Conveniently located just minutes from Pinellas County beaches, and near downtown St. Petersburg, and Tampa International Airport, this Gulfport home offers modern updates, great character, and a location that is hard to beat. Mortgage savings may be available for buyers of this listing.

5731 28th Avenue S, South Pasadena
$1,750,000
4 Beds ⋅ 6 Baths ⋅ TB8528651 MLS
Perched high above sea level in a non-flood zone, (approximately 15’), this exceptional 1923 Spanish Mediterranean Revival Estate sits on nearly one Acre in the heart of Gulfport. The property features two structures with a combined 4 bedrooms and 5.5 bathrooms, including a beautifully preserved 3BR/3.5BA main residence, a versatile two-story carriage house, and a detached 2-car carport showing preserved wood rarely seen in the area. The main home showcases original hardwood floors, exposed wood-beam ceilings, graceful arches, two gas fireplaces, and hurricane-impact windows throughout. First floor layout includes formal living room with gas fireplace, formal dining room with large windows, a sunlit family room, a quaint powder bath and an en-suite guest bedroom or first floor primary with a fireplace! In the well appointed gourmet kitchen you will find heart-of-pine floors, gas range with 6-burner gas range with griddle, stainless steel appliances, a step-down walk-in pantry and more arches! Upstairs, a spacious primary en-suite features a walk-in dressing room, and access to the quintessential Spanish-style balcony. The guest bathroom comes with separate shower & claw foot tub, while the third bedroom enjoys the possibility of having its own future south-facing private balcony. The detached carriage house includes a guest en-suite, laundry room, two-car garage, one-car carport, and an upstairs flex room equipped with a full bath ideal as a home office, a studio, a gym, or a play room, you decide! Outdoor living is exceptional with a magnificent Resort-Style heated saltwater pool and spa with built-in self cleaning system, and lush fully fenced grounds. Encompassing an entire block from north to south, the extensive south-facing rear backyard with gate access, provides additional parking for large vessels - RV or boat, as well endless possibilities for a tennis, pickleball or basketball court for memorable outdoor entertaining. Conveniently located just minutes from Gulfport's vibrant waterfront district, award-winning beaches, downtown St. Petersburg, Tampa, and Sarasota, this remarkable Estate presents a rare opportunity to own a 1920’s classic that perfectly balances timeless charm, and modern comfort.

6010 17th Avenue S, South Pasadena
$990,000
5 Beds ⋅ 4 Baths ⋅ TB8526499 MLS
Welcome to this beautifully renovated, move-in-ready home that seamlessly combines modern luxury, exceptional craftsmanship, and outstanding income potential. The main residence offers 4 bedrooms, 3 bathrooms, and a thoughtfully designed open-concept floor plan enhanced by premium finishes throughout. Features include hurricane-impact windows, luxury laminate flooring, quartz countertops, soft-close wood cabinetry, crown molding, recessed lighting, all new electrical wiring, 2 new electrical panels (1 for each unit), all new supply plumbing lines and sewer lines, tankless water heaters, custom glass shower enclosures, and a 2023 roof and HVAC system. The spacious primary suite serves as a private retreat, complete with an enclosed porch perfect for relaxing after a long day. The spa-inspired primary bathroom features dual vanities and an oversized walk-in shower with dual shower heads for a luxurious experience. Adding tremendous value is the detached 714 square feet, 1-bedroom, 1-bath guest suite located above the garage. This versatile space offers a private entrance accessed by a beautifully painted interior stairway mural, its own electric meter, a private ground-level patio with a dedicated laundry closet, making it ideal for rental income, multigenerational living, extended guests, or a private home office. Situated on an oversized corner lot of 15,394 square feet along a charming brick-paved street, the property also features a professionally finished epoxy-coated garage floor, a welcoming front deck, and ample outdoor living space that is great for entertaining or quiet relaxation. Ideally located just minutes from vibrant downtown, award-winning Gulf beaches, shopping, dining, parks, schools, and major commuter routes, this exceptional home offers the perfect balance of convenience and peaceful neighborhood living. Beautifully renovated with designer finishes and a highly desirable income-producing guest suite, this one-of-a-kind property is truly move-in ready and presents a rare opportunity to own a versatile, turnkey home in one of the area's most sought-after locations.

380 Villagrande Avenue S, South Pasadena
$1,100,000
6 Beds ⋅ 4 Baths ⋅ TB8512836 MLS
Rare Gulfport Investment Opportunity | Flood Zone X | Three Licensed Short-Term Rental Homes Rare opportunity to own three stand-alone single-family homes in Gulfport’s Waterfront Redevelopment District, all legally zoned and fully licensed for nightly rentals. Situated in desirable Flood Zone X, the property remained high and dry during the 2024 storms. Located just steps from Gulfport’s restaurants, shops, beach, marina, and entertainment, this turnkey property is ideally positioned to benefit from the area’s thriving vacation rental market. The property includes three units: one 3-bedroom, 2-bath Sears house, one 2-bedroom, 1-bath bungalow, and one 1-bedroom, 1-bath cottage, offering a total of 6 bedrooms and 4 bathrooms. All three homes are being sold fully furnished, including indoor and outdoor furnishings. The property features in-unit laundry in two units, off-street parking, private driveway, a shared courtyard, and lush landscaping. With immediate income potential and value-add opportunities through future updates, this is a rare chance to own a turnkey short-term rental portfolio in one of Gulfport’s most desirable locations.

5407 29th Avenue S, South Pasadena
$139,900
2 Beds ⋅ 2 Baths ⋅ O6420348 MLS ⋅ Les Chateaux Condominiums BLDG.
Well-maintained condo located in the established Les Chateaux community of South Pasadena. The unit offers a functional two-story layout with comfortable living space and efficient use of square footage. Positioned in a high-demand coastal submarket near St. Pete Beach and downtown St. Petersburg.

1134 Rue Des Rois Unit 1134, South Pasadena
$375,000
2 Beds ⋅ 2 Baths ⋅ TB8521650 MLS ⋅ 3120 BLDG.
Virtually Staged. Have you been dreaming of living in a village where your morning walks to the coffee shop are followed by a lazy strolls along the beach while sailboats bob in the water? Or do you prefer to walk outside your door to the vibrancy of village festivals, live music, Tuesday morning makers markets and restaurants and boutiques surround you? This special opportunity affords you that village life. The residence is a two bedroom townhouse in a quaint 8 unit building where neighbors gather for evening sunsets or enjoy a beverage and conversation. The first floor kitchen, living and dining room are tiled, freshly painted and have a convenient bath for visitors. There is a large patio with gated access directly onto the village boardwalk and is perfect for bike storage and al fresco dining. The upstairs two bedrooms, bath and laundry closet are split and have ample space with plenty of storage. The windows and doors are impact, keeping you insulated and worry-free. The kitchen is the perfect size with all of the amenities you would expect, including a bar counter for eating, visiting or browsing the latest recipe. The community is well run with minimal maintenance and therefore low maintenance fees. Two reserved parking spaces come with the unit and there is always ample street parking for guests. Outside of Gulfport, the home is located 15 minutes to downtown St. Pete and 10 minutes from St. Pete Beach and Treasure Island beaches. Both airports are a short drive and you have east access to all that Tampa Bay has to offer. These opportunities don't come around often so take advantage of this one while you can.

3120 Beach Boulevard S Unit 1, South Pasadena
$1,190,000
6 Beds ⋅ 5 Baths ⋅ TB8512434 MLS
PRICED $160,000 UNDER APPRAISED VALUE! Sellers say "Our grandkids aren't getting any younger and we wanted to be near them. Let's Sell!" 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, South Pasadena
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