South Pasadena Real Estate

South Pasadena Real Estate

Welcome to South Pasadena, a charming city located in Pinellas County, Florida. Nestled on the beautiful Gulf Coast, South Pasadena offers residents a peaceful and laid-back lifestyle with easy access to all the amenities of the surrounding area.

South Pasadena is known for its picturesque neighborhoods, lined with well-maintained homes and lush greenery. The city boasts a strong sense of community, with friendly neighbors and a welcoming atmosphere. Residents enjoy a close-knit community where they can easily connect with one another and participate in local events and activities.

One of the highlights of living in South Pasadena is its proximity to stunning beaches. Just a short drive away, residents can bask in the sun, take a dip in the crystal-clear waters, or enjoy a leisurely walk along the sandy shores. The area is also a haven for outdoor enthusiasts, with numerous parks and nature reserves offering opportunities for hiking, biking, and wildlife spotting.

South Pasadena is conveniently located near major highways, making it easy to explore the wider Pinellas County area. Residents have access to a variety of shopping centers, restaurants, and entertainment options, ensuring there is always something to do. Additionally, the city is within driving distance of downtown St. Petersburg and Tampa, offering even more opportunities for cultural experiences, dining, and nightlife.

Whether you're looking for a peaceful beachside retreat or a place to raise a family, South Pasadena has something to offer everyone. With its idyllic location, strong sense of community, and easy access to amenities, this city is truly a hidden gem on Florida's Gulf Coast.

Newest Listings in South Pasadena

2 Beds ⋅ 1 Baths ⋅ Pasadena Estates SubDv. ⋅ 33707 Zip Code

Virtually Staged. Welcome to this St. Petersburg home offering a functional layout and plenty of potential. The residence features two bedrooms, one full bathroom, an eat-in kitchen, separate dining area, and an additional den or office that provides flexible space for everyday needs. The home could use some TLC and offers a great opportunity for a buyer looking to add their own personal touches. Outside, enjoy a spacious fenced yard, detached garage, and additional parking. Conveniently located near shopping, dining, parks, schools, and major roadways.

375 64th Street S, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Bring your personal style and discover the possibilities in this 2-bedroom, 2-bath condo in the Avalon Building at Town Shores of Gulfport. With a solid foundation and plenty of potential, just a few thoughtful updates could transform this home into a fresh, inviting Florida retreat tailored to your taste. Some of the work is already done. The shared bath has been refreshed with newer tile, a walk-in shower, and an updated vanity, and French doors open from the primary bedroom into an enclosed Florida room, a bright bonus space ready to become a home office, reading nook, hobby room, or guest retreat. An assigned carport space keeps your car covered and close to home. Located in a beautifully maintained 55+ waterfront community along Boca Ciega Bay, the Avalon Building offers a friendly atmosphere and convenient access to everything that makes Town Shores such a desirable place to call home. Whether you're looking for a full-time residence or a sunny Florida getaway, this condo presents an opportunity to update at your own pace while enjoying the community and lifestyle from day one. Town Shores is known for its impressive collection of resort-style amenities, including four heated swimming pools, tennis and pickleball courts, a fitness center, shuffleboard, billiards, a library, marina, and scenic waterfront walking paths. Spend your mornings strolling along Boca Ciega Bay, your afternoons by the pool, and your evenings enjoying everything nearby Gulfport has to offer. Just minutes away is Gulfport's colorful waterfront district, filled with locally owned restaurants, boutiques, art galleries, entertainment, and popular markets and community events. Browse the Tuesday Fresh Market on the bay, catch a dance or concert at the historic Gulfport Casino Ballroom, or paddle the mangroves at Clam Bayou Nature Preserve. Stetson University College of Law is right around the corner, the Gulf beaches of St. Pete Beach are about 10 minutes away, and downtown St. Petersburg is roughly 20 minutes by car, making this Gulfport FL condo an easy home base for 55+ living in Pinellas County.

5840 30th Avenue S Unit 201, Gulfport

2 Beds ⋅ 2 Baths ⋅ Chateau Tower Condo SubDv. ⋅ 33707 Zip Code

Welcome to Paradise Living at Chateau Towers! This beautifully renovated, second-floor condo offers 2 spacious bedrooms and 2 bathrooms and boasts beautiful waterfront views of Boca Ciega Bay. This unit comes completely furnished and is turn key ready. Relax on your private balcony, watching beautiful sunset skies over the Gulf of Mexico. Step inside to find an open floor plan, perfect for entertaining. The kitchen features new white shaker cabinets with quartz counters, and stainless steel appliances. All new easy care luxury vinyl plank flooring and 5 inch baseboards. The laundry closet is conveniently located next to the kitchen. The primary ensuite is tucked at the back of the condo featuring a tranquil water view, along with a large walk-in closet and renovated bath. The second bedroom and bathroom are at the front of the unit, for added privacy. The water heater is brand new, and the AC is only 3-4 years old. Resort-style amenities include a waterfront heated pool, hot tub, and a fitness center. The community also features a sauna, steam room, outdoor grills, a bike rack, a party room with a kitchen, a library, and a recreation room with a billiard table, ping pong table, and shuffleboard. Store your kayak on the property and launch it into the Bay, where you can paddle alongside dolphins and manatees. Prime Pasadena location...just 5 minutes from the award-winning St Pete Beach and Treasure Island, with easy access to Publix, Walmart, a variety of dining options, and a quick 20-minute drive to exciting downtown St Pete. This is coastal living at its finest!

7050 Sunset Drive S Unit 211, South Pasadena

3 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5417 Essex Avenue S, Gulfport

5 Beds ⋅ 4 Baths ⋅ SubDv. ⋅ 33707 Zip Code

Must-see Italian Riviera-style villa offering exceptional coastal living in the amazing gated community of Pasadena Yacht & Country Club! This spectacular 5-bedroom, 4-bath residence offers 4,895 square feet of living space and is one of the largest one-story homes in the community. Set on one of the neighborhood’s largest lots at nearly half an acre, the highly desirable U-shaped design provides exceptional privacy while creating a seamless connection between the spacious interior and remarkable outdoor spaces. The resort-style backyard is truly an entertainer’s dream. The expansive area features a heated saltwater lap pool (resurfaced in 2024), Jacuzzi, outdoor kitchen, gas fire pit and abundant space for entertaining, dining, or simply relaxing and enjoying the Florida lifestyle. From the moment you enter the inside the impressive scale of the home is immediately apparent. The open floor plan features an elegant living room, formal dining area, and beautifully appointed wet bar. The bar includes an ice maker, quartz countertops, peninsula with seating space, two refrigerators and abundant cabinetry. The adjacent living room features beautiful wood flooring and soaring cathedral ceilings. The formal sunken dining area is framed by dramatic ceilings rising more than 20 feet and is complemented by a dedicated wine room with a Thermador wine cooler. Movie nights become an experience in the state-of-the-art media room, complete with a huge screen and surround sound. The gourmet kitchen is equally impressive, featuring a Sub-Zero refrigerator, Wolf gas range with double ovens, granite countertops, large island, peninsula with seating, and an abundance of cabinetry. Just off the kitchen is a SECOND dining area and living room, giving multiple spaces for privacy or to entertain guests in. Next to that also includes a versatile bedroom that can easily function as a children’s playroom, home office, library, or family room. The private south wing is dedicated to the primary suite and additional bedrooms. The enormous primary retreat features his-and-her closets with custom organizers, dual sinks with powder area, and a whirlpool tub overlooking the marina. An indoor shower and separate outdoor shower add a distinctive resort-style touch. Two additional generously sized bedrooms on this wing provide comfortable accommodations for family and guests. A spacious three-car garage offers ample storage, an epoxy-coated floor, and dedicated work area. Other upgrades include: full-home generator, hurricane-impact windows/sliders/doors, block home, full-home security system, water softener, irrigation/sprinkler system, dual HVAC systems, central vacuum, ceiling-mounted sound system, laundry room, large driveway, pest-control service. Pasadena Yacht & Country Club offers an exceptional private-club lifestyle with 18-hole championship golf course, tennis and pickleball courts, Olympic-size swimming pool, fitness center, and an active calendar of social events. The club is planning a new state-of-the-art fitness center as well as updates to the golf course and marina in 2027. New owners have the ability to bypass the current membership waitlist, which is reportedly more than two years long. Close to downtown St. Pete, St. Pete Beach, easy drive to Tampa, Bradenton, and Sarasota, and walking distance to charming downtown Gulfport. Home never flooded during the seller’s ownership and sits notably higher than many surrounding homes.

6320 Pasadena Point Boulevard, Gulfport

3 Beds ⋅ 1 Baths ⋅ SubDv. ⋅ 33707 Zip Code

Great investment opportunity in St. Petersburg! This solid block home offers a large living space plus a Florida room, 3 bedrooms with a spacious primary suite, providing plenty of room to make it your own. Fully fenced front and back yard offers privacy, while alley access and ample parking provide plenty of space for a boat or RV. Conveniently located near shopping, dining, parks, and major roadways. Property is being sold AS-IS with right to inspect. A great opportunity for investors or buyers looking for a property with potential!

5029 Emerson Avenue S, St Petersburg

10 Beds ⋅ 7 Baths ⋅ Veteran Park SubDv. ⋅ 33707 Zip Code

Three side-by-side properties, one rare Gulfport opportunity. 5025, 5027 & 5029 28th Ave S are sold together: 7 rental units in 4 classic 1949 buildings on over half an acre, blocks from Beach Blvd, the waterfront and Casino Ballroom. Four 2BR/1BA units, two 1BR/1BA units and a detached studio cottage, with covered porches, garden path, green space and off-street parking. Currently rented and producing income. Flood Zone X, no HOA/CDD. Package sale only. Owner is a licensed FL broker.

5025 28th Avenue S, Gulfport

4 Beds ⋅ 2 Baths ⋅ East Pasadena SubDv. ⋅ 33707 Zip Code

Opportunities like this are hard to find in St. Pete. This 4 bedroom, 1.5 bath home sits on a large 100' x 127' corner lot and gives the next owner a lot more than just a house. The home has just over 1,500 sq ft of living space, a 2022 roof, detached 390 sq ft garage, alley access, and some of the original character that makes these St. Pete homes stand out. Inside you’ll find wood beams, arched details, cove ceilings, a skylight, and a wood-burning fireplace. The real value here is in the land and what you can do with it. Yes - updates and a beautiful pool would be amazing. But the new build potential is where even more value is if you have development on your mind. The property can be split into two separate lots, with the ability to build a home and an ADU on each lot. That opens up a lot of possibilities depending on what you want to do. Keep the existing home and enjoy the extra land, renovate it and make it your own, build new, or take advantage of the development potential and create multiple living spaces on one property. The corner lot and alley access make the layout even more useful, whether you are thinking about future construction, additional parking, a new garage, or separate access for an ADU. You are also just minutes from the beaches, Downtown St. Pete, restaurants, shopping, and everything that makes this part of St. Pete so desirable. A 4 bedroom home on a large corner lot is already hard to find. Add a newer roof, detached garage, alley access, two buildable lots, and the ability to build a home and ADU on each one, and you have a property with a lot of upside.

6190 2nd Avenue S, St Petersburg

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to EXQUISITE WATERFRONT living in Unit 304 of the Manchester building in Town Shores, an exceptional 55+ community in the CHARMING town of Gulfport. This PARADISE is located directly on Boca Ciega Bay. This one bedroom, one bathroom unit provides nearly 1100 square feet of OPEN FLOOR PLAN living space! The MURPHY BED in the living room conveys with the sale and makes it a breeze to host guests. You won’t believe the OVER-SIZED living room, which boasts an entire WALL OF WINDOWS emphasizing the beautiful water view and inviting in tons of natural light and Florida sunshine. The large bedroom is complimented by a WALK-IN closet. The bathroom has been remodeled with a modern style vessel sink, large vanity, built in shelves, walk-in shower, and tile floors. Enjoy the convenience of a gas stove in the updated kitchen, which is highlighted with PENDENT LIGHTS at the bar, NATURAL STONE counters, and a large PANTRY. UNIT 304 HAS A DEEDED, COVERED PARKING SPACE. The Manchester building has a PRIVATE COURTYARD for lounging, grilling, and enjoying the waterfront. The building provides 2 laundry rooms, a building-specific Book Nook, allows for 1 indoor cat, and allows for LEASING within HOA approval and availability. The HOA includes water, gas, trash, recycling, cable, wifi, insurance, grounds, exterior, and pool maintenance. The Town Shores complex includes an array of RESORT STYLE AMENITIES including multiple heated pools, a MARINA, tennis courts, PICKLE BALL courts, shuffleboard, bocce ball, kayak storage and rental, art programs, a billiards room, library, clubhouse with a host of planned activities and social events for active living. Town Shores is positioned literally steps to GULFPORT BEACH and just a few blocks from Gulfport’s Beach Boulevard district. Gulfport is known as a small, colorful, walkable town with an Old Florida and artsy COASTAL CHARM. The Beach Boulevard district provides a host of casual dining, fine dining, art galleries, independent shops, and a vibrant night life. DON’T MISS THIS OPPORTUNITY TO HAVE IT ALL!

6025 Shore Boulevard S Unit 304, Gulfport

2 Beds ⋅ 2 Baths ⋅ Pasadena Shores SubDv. ⋅ 33707 Zip Code

Unbeatable Location where Coastal Living is easy in South Pasadena! Just minutes to our beautiful Gulf Beaches, state-of-the-art healthcare and public services, and within walking distance to Pasadena Marina (slips available), restaurants, parks and plenty of Florida sunshine! Whether you’re seeking a move-in-ready permanent residence, seasonal getaway or coastal retreat, this single-level block home offers 2 bedrooms, 2 bathrooms, a 1-car garage, and a covered lanai, ideally situated on a low-maintenance corner lot. Polished terrazzo floors and an abundance of natural light greet you as you step inside to the open-concept floor plan. The beautifully renovated two-tone coastal kitchen is the centerpiece of the home, featuring premium KitchenCraft cabinetry with soft-close drawers, two lazy Susans, a pull-out spice rack drawer, and a tray-divider cabinet. Quartz countertops and pretty tiled backsplash complement the stainless-steel appliances and a stainless-steel farmhouse sink, while the breakfast bar provides comfortable seating for three. The dining area is conveniently adjacent to the kitchen, while a versatile bonus room offers endless possibilities such as a home office, exercise room, reading nook, or additional living space, with direct access to the covered lanai. The primary suite is positioned to the left of the kitchen and features an updated en-suite bathroom with walk-in shower and sliding glass doors providing access to the covered lanai. Two generously sized hall closets, each equipped with electrical outlets, provide convenient space for charging devices and everyday storage. A pristine mid-century hall bath and a guest bedroom complete this side of the home. Outdoor living is where this home truly shines. Relax beneath the covered lanai overlooking the fully fenced backyard or rinse off in your private outdoor cold-water shower – perfect after a day of boating, fishing, or enjoying the beach! The side-facing 1-car garage provides protection for your vehicle or additional storage for your recreational gear and toys! Love to fish, picnic, dolphin watch, relax and catch a gorgeous sunset? This neighborhood offers two mini waterfront community parks located at the end of Pasadena Shores Drive and 14th Ave. S. Notable Features & Updates: Plantation Shutters, Google Nest Gen 4 Smart Thermostat; 2025 – Insulated Roof over Bonus Room and Lanai; New Kitchen, Appliances, Interior Doors & Trim, Baseboards; 2024 – Electric Water Heater; Washer and Dryer; 2021 – Tile Roof, Garage door, 6’ white vinyl fence; 2018 – Air Conditioning System; 2001 – Insulated Windows. Plan to preview today and start living the coastal lifestyle you have been dreaming of!

1472 Durling Drive S, South Pasadena

3 Beds ⋅ 2 Baths ⋅ Bellecrest Heights SubDv. ⋅ 33707 Zip Code

4955 5th Ave S, St. Petersburg, FL 33707 Investor opportunity in Bellecrest Heights - a high-and-dry neighborhood in southwest St. Petersburg near Gulfport and the Gulf beaches. 1,432 sq ft single-family home on a 6,377 sq ft lot, built 1954, with frame construction, covered porch, and rear patio. The home requires a full remodel and is sold strictly as-is - for investors seeking a value-add project. Lot size supports substantial rebuild or expansion subject to City approvals. Sale is subject to an active City of St. Petersburg code violation compliance plan. Buyer must accept the plan and complete required work under proper permits, with the City granting extensions as reasonably needed.

4955 5th Avenue S, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Shore Crest Bldg SubDv. ⋅ 33707 Zip Code

This is how retirement should look. Fully renovated waterfront 2BR/1.5BA in Shore Crest, an active 55+ community — opened up top to bottom, all work permitted, and arguably the nicest unit in the building. Water views the moment you open the door. New wide-plank flooring throughout, brand-new bathrooms, and an open kitchen with quartz counters, soft-close two-tone shaker cabinets and floating shelves; electric range with gas available (included in condo fees). The water carries through the living room, Florida Room, bonus room, and guest bedroom/den — manatees and dolphins off the shoreline. Primary suite with en-suite bath and walk-in closet. PGT vinyl impact Low-E windows; A/C 2022. Enclosed bonus room (included in sq ft) works as office or third sleeping space. At Shore Crest the big-ticket items are done and paid: completed $1.2M roof, $1.4M in building renovations, and all Milestone inspections (Phases 1, 2 & final) funded by the association — plus an exterior repaint underway and already paid. The association is run well enough that HOA fees actually dropped this year, now $551/mo, covering 2 heated pools, sauna, renovated clubhouse, gym, shuffleboard, library/card room, waterfront grills, storage, and a bayfront pier. ~1 mi to St. Pete Beach, 15 min to downtown St. Pete, 3 mi to Gulfport, 30 min to Tampa/airports.

1847 Shore Drive S Unit 202, South Pasadena

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