South Pasadena Homes for Sale

South Pasadena Homes for Sale

Welcome to South Pasadena, Florida—a hidden gem nestled in the heart of Pinellas County. This charming city boasts a unique blend of coastal beauty and suburban tranquility, making it an ideal place to call home. With its picturesque streets lined with lush palm trees and vibrant bougainvillea, South Pasadena offers a delightful atmosphere that captures the essence of Florida living.

Just minutes away from the stunning Gulf Coast beaches, residents can enjoy sun-soaked days filled with swimming, fishing, and beachcombing. The city is well-known for its community spirit, featuring local parks, quaint shops, and inviting restaurants that cater to all tastes. Whether you’re exploring the scenic waterfront or indulging in a delicious meal at a local café, South Pasadena invites you to experience a relaxed yet vibrant lifestyle.

For those looking to settle down in this idyllic locale, there are a variety of homes for sale that cater to different lifestyles and budgets. From charming single-family residences to modern condos with breathtaking water views, you’ll find a diverse selection of properties that provide the perfect backdrop for your new life. Many homes feature spacious layouts, updated amenities, and easy access to the city’s parks and recreational facilities.

With its friendly atmosphere, beautiful surroundings, and a strong sense of community, South Pasadena is not just a place to live—it’s a place to thrive. Explore the available homes for sale today and discover the perfect residence that suits your needs in this enchanting Florida city!

Newest South Pasadena Homes for Sale

$2,999,000
3 Beds 4 Baths South Cswy Isle 2nd Add SubDv. 33707 Zip Code
Virtually Staged. JUST COMPLETED—2026 ELEVATED WATERFRONT LIVING IN SOUTH CAUSEWAY ISLE/YACHT CLUB ESTATES! From the moment you arrive, this distinctive waterfront residence makes an impression with its elevated design and custom hand-applied natural seashell exterior finish. Offering approximately 2,878 SF of heated and cooled living space with 3 bedrooms, 2 full baths and 1 half bath on the main living level, plus a separate den/office/bonus room that could be used as a 4th bedroom, the home provides exceptional flexibility. A striking custom-built stairway creates the transition to the elevated main living level and immediately showcases the home's craftsmanship. Combining natural wood with iron, stainless-steel supports and horizontal wire railings, the open architectural design makes the stairwell a feature of the residence rather than simply a passage between floors. Ascend to the main living level, where the home opens into a bright, expansive floor plan with kitchen, dining and living areas flowing together and drawing your attention toward the water. The kitchen features a large island, white cabinetry, quartz countertops and KitchenAid Signature Series stainless-steel appliances. LVP flooring continues throughout the living areas for a clean, contemporary coastal feel. The waterfront primary suite features a private balcony, large walk-in closet and luxurious bath with dual vanities, private toilet area and an oversized walk-in shower with marble walls. Additional bedrooms and baths provide comfortable accommodations for family and guests, while bathrooms on the main living level feature heated bidets. Moving toward the rear of the living space, this is where the home truly becomes about the Florida waterfront lifestyle. Step onto the expansive waterside deck, where stainless-steel posts and horizontal cable railings preserve the views. Below, an in-ground saltwater pool overlooks the water, while the private dock and two boat lifts with approximately 16,000-lb and 10,000-lb capacities put boating right outside your back door. Spend the day on the water, return for a swim and finish the evening watching the sunset from your backyard. The approximately 2,160 SF garage/lower level features a 5-car garage capable of accommodating up to 6 vehicles, epoxy flooring, an 8,000-lb automobile lift and separate half bath. A full-view glass rear garage door on the waterside provides convenient access for kayaks, paddleboards and other waterfront gear. Behind the finishes is substantial construction, including an engineered foundation with 33 pilings, engineered floor and roof trusses, PGT impact-resistant windows, impact-rated exterior doors, a 5V-crimp metal roof, engineered flood vents and breakaway construction. Located in South Causeway Isle/Yacht Club Estates, enjoy direct boating access to Boca Ciega Bay and the Gulf, world-famous beaches nearby and Downtown St. Petersburg approximately 20 minutes away for dining, museums, entertainment and professional sports. This is more than a waterfront home—it's an opportunity to live the boating, water and sunset lifestyle that makes this part of St. Petersburg so special. All dimensions are estimates and need to be verified by the buyer.

7957 2nd Avenue S, St Petersburg

$295,000
3 Beds 1 Baths Ardmore Heights SubDv. 33707 Zip Code
TURN KEY, MOVE IN READY! CAN BE SOLD COMPLETELY FURNISHED WITH BRAND NEW, NEVER USED, FURNITURE AND FURNISHINGS! THIS HOME JUST APPRAISED AT $293,000 AND PASSED A 4 POINT INSPECTION (ROOF, HVAC, ELECTRIC, AND PLUMBING). SELLER OFFERING CLOSING COST ASSISTANCE. Located in vibrant Gulfport and NOT in a flood nor evacuation zone, 3 bed, 1 bath home combines modern updates with coastal charm. Freshly painted inside and out and newly landscaped, this home offers great curb appeal with its xeriscape front yard accented by crisp white seashells. Inside, all new luxury vinyl and ceramic tile flooring flow through the home. The kitchen features newer appliances, cabinets, and custom tile backsplash. Stylish upgrades continue in the bathroom with charcoal grey ceramic tile flooring, marble-look ceramic tile walls, and eye-catching penny tile shower flooring, adding a modern finish. This home includes a brand new Rheem HVAC (2026), updated electrical panel (2023), newer roof (2022), newer hurricane impact windows (2023), a newer tankless water heater (2023), and all new ceiling fans with retractable blades. Step outside to a spacious backyard with new sod and rear alley access with driveway, providing plenty of potential for an ADU (accessory or secondary dwelling unit), garage addition, or large shed. This home is just minutes from downtown Gulfport, the Warehouse Arts District, downtown St. Petersburg, the Gulf beaches, and 30 minutes from Tampa. FURNITURE AND FURNISHINGS CAN BE INCLUDED WITH A FULL PRICE OFFER, AS WELL AS A $1,000 CLOSING COST CONCESSION! Call to schedule your showing today!

5021 9th Avenue S, Gulfport

$1,200,000
4 Beds 3 Baths 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 4 bedrooms, 2.5 bathrooms, and 3,804 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 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, 5433 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.

5433 Essex Avenue S, Gulfport

$1,300,000
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

$3,375,000
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

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