South Pasadena Real Estate

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Newest Listings in South Pasadena

$249,000

2 Beds ⋅ 2 Baths ⋅ TB8542680 MLS ⋅ Avalon BLDG.

Welcome to the amazing waterfront community of Town Shores of Gulfport. This completely renovated 2-bedroom, 2-bath condo located on the second floor is waiting for you. The kitchen was beautifully renovated in 2022, windows were replaced in 2023, and new flooring was completed in 2024.The primary bedroom offers a spacious walk-in closet with a custom closet system for exceptional storage and organization and a bathroom renovated in 2024. The community has several pools, Tennis courts and many fun activities. You will spend your evenings watching the spectacular sunset. Enjoy easy Florida living in a beautifully updated home close to Gulfport’s charming waterfront, shops, restaurants, and beaches. Just a short drive to downtown St. Pete and Tampa. Don't miss out on the opportunity to own this wonderful updated condo today.

5840 30th Avenue S Unit 202, South Pasadena

Listing courtesy of LUXURY & BEACH REALTY INC. 727-800-5906

$399,900

TB8542696 MLS

Exceptional opportunity to build in the desirable Pasadena Yacht & Country Club community in St. Petersburg! This 0.22-acre unimproved residential lot offers a blank canvas to bring your vision to life. Whether you’re looking to build your dream home or add to your investment portfolio, this property provides excellent potential in an established and sought-after community surrounded by beautiful residential homes. Conveniently located near shopping, dining, schools, major roadways, Gulf beaches, and all that St. Petersburg has to offer. Don’t miss this opportunity to secure your piece of Florida and create something truly your own. Buyer and buyer’s agent to verify zoning, building requirements, utilities, dimensions, and all information deemed important.

Skimmer Point Drive S, South Pasadena

Listing courtesy of JPT REALTY LLC. 813-325-4177

$1,250,000

4 Beds ⋅ 3 Baths ⋅ TB8542125 MLS

NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM! Welcome to 2706 Skimmer Point Drive S, an exceptional 4-bedroom, 3-bath residence offering approximately 2,674 square feet of living space in the prestigious gated community of Pasadena Yacht & Country Club. This beautifully appointed home offers a spacious and inviting floor plan with soaring ceilings, abundant natural light, and generous living areas designed for both everyday comfort and entertaining. The kitchen features custom cabinetry, ample counter space, stainless steel appliances, a breakfast bar, and natural gas cooking, opening to a spacious family room highlighted by a cozy gas fireplace and views of the pool area. The private primary suite provides a relaxing retreat with dual walk-in closets, French doors leading to the screened lanai, and a spacious en-suite bathroom featuring separate vanities, a soaking tub, and separate shower. Three additional bedrooms offer plenty of flexibility for family, guests, or a home office. Step outside and enjoy the Florida lifestyle from the screened lanai overlooking the heated pool and spa, surrounded by tropical landscaping and a private backyard setting ideal for entertaining or relaxing. The outdoor area also features a gas fire pit, creating the perfect atmosphere for evenings by the pool. Additional highlights include a 3-car garage with generous storage, natural gas, public water and sewer, and the added peace of mind of the home’s major recent improvements: NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM. Located within the highly desirable Pasadena Yacht & Country Club community, this property offers the privacy and security of gated living while remaining conveniently close to Gulfport’s vibrant waterfront district, restaurants, shopping, beautiful Gulf beaches, downtown St. Petersburg, and Tampa International Airport. A rare opportunity to enjoy space, privacy, and the Florida lifestyle in one of Gulfport’s most sought-after communities. Schedule your private showing today!

2706 Skimmer Point Drive S, South Pasadena

Listing courtesy of JPT REALTY LLC. 813-325-4177

$419,500

2 Beds ⋅ 1 Baths ⋅ TB8530708 MLS

Welcome to this charming 2-bedroom GULFPORT COTTAGE with a versatile bonus room that can be used as a home office, guest space, or potential 3rd bedroom. Enjoy the Florida lifestyle from the SPACIOUS SCREENED IN BACK PORCH (permitted 2022), plus two large sheds offering plenty of additional storage in the FULLY FENCED in backyard. This Property is NOT LOCATED IN A FLOOD ZONE that requires flood insurance. The house has no history of flooding. Located less than a mile from Gulfport's beaches, restaurants, shops, and entertainment, approximately 10 minutes from Downtown St. Pete, and a short drive to some of FLORIDAS TOP RATED GULF BEACHES. Major upgrades include ROOF (2022), A/C (2024), WATER HEATER (2024), TUFF SHED (2022), and MAIN SEWER LINE replacement (2026). A great opportunity to own a well-maintained home in one of Gulfport's most desirable locations.

1907 53rd Street S, South Pasadena

Listing courtesy of EXIT BAYSHORE REALTY. 813-839-6869

$364,900

3 Beds ⋅ 2 Baths ⋅ TB8542428 MLS

BEAUTIFULLY RENOVATED | 3 BEDROOMS | 2 BATHROOMS | 1,104 SQ FT | NO HOA Behind the welcoming front porch of this classic St. Petersburg bungalow is a bright, design-forward interior that feels completely fresh while preserving the character that makes the home special. THE BIG UPDATES ARE ALREADY DONE: NEW KITCHEN, NEW STAINLESS STEEL APPLIANCES WITH WARRANTIES, TWO NEWLY FINISHED BATHROOMS, NEW WIDE-PLANK FLOORING, NEW WATER HEATER, NEW LIGHTING AND FIXTURES, AND A ROOF REPLACED IN 2016. Natural light fills the living room, where decorative wall molding and the fireplace create a warm and memorable focal point. The new wide-plank flooring carries throughout the home, tying together the crisp white finishes, warm wood tones, matte-black hardware, and carefully selected lighting. The kitchen is the true showpiece. White shaker cabinetry, sleek countertops, a full-height backsplash, an oversized island, pendant lighting, and a complete suite of new stainless steel appliances create a space that looks just as impressive in person as it does in the photos. The private primary suite brings a boutique-hotel feel with a warm wood double vanity, dual mirrors, matte-black fixtures, a glass-enclosed walk-in shower, and a custom walk-in closet. The second bathroom continues the same elevated design with a modern wood vanity, stylish fixtures, and a tub. Outside, the fully fenced corner lot provides double-gate access, a generous parking pad, and plenty of usable outdoor space. The covered front porch adds even more charm and gives the home a welcoming first impression. Conveniently located near Gulfport, St. Pete Beach, downtown St. Petersburg, shopping, dining, and major roadways. This is not a basic cosmetic update—it is a stylish, thoughtfully finished home where character, design, and everyday function come together beautifully.

5355 2nd Avenue S, South Pasadena

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$499,000

3 Beds ⋅ 2 Baths ⋅ TB8541262 MLS

Bring Your Vision: Create Your Dream Oasis in the Heart of Gulfport Capture the coveted "Key West North" lifestyle at a fraction of the price. Located at 3008 DuPont Street South, this 3-bedroom, 2-bathroom pool home sits just 0.2 miles from Gulfport's celebrated arts scene, local dining, and waterfront. The property is being sold AS-IS following Hurricane Helene, but because it was NOT SUBSTANTIALLY DAMAGED, you can fast-track your renovations instead of starting from scratch. Jumpstart your project with total peace of mind—Roof 8/2021, Electrial, Plumbing and Windows 2022, the backyard pool has already been repaired and is fully operational, and permits have been submitted for approval. A majestic Royal Poinciana tree anchors the front yard, where a classic porch overlooks a neighborhood coming back to life. Out back, your future paradise features a gorgeous travertine-paved pool with a sun-shelf and a large deck with a motorized awning. Gulfport is strong and rising quickly—don't miss this rare chance to build personal equity and design your own coastal sanctuary.

3008 Dupont Street S, South Pasadena

Listing courtesy of COLDWELL BANKER REALTY. 727-360-6927

$290,000

2 Beds ⋅ 2 Baths ⋅ TB8541778 MLS ⋅ 5 BLDG.

Here is your chance to live in the resort community of Pasadena Cove. This 2 bedroom 2 bath first floor condo has a split floor plan. The large great room has your dining and living room directly off the eat in kitchen. The large primary bedroom features an ensuite and a walk in closet with direct access to the screened in balcony. The unit has an assigned covered parking space as well as additional storage. The beautiful community has a Pool, Spa, EV charging stations, Fitness center, Shuffleboard, Cornwhole and Billiards as well as a Marina. The private marina offers boat slips available for purchase or lease, (subject to availability). The community is located minutes from the highly rated St Pete Beach with its many shops and restaurants. This community allow 90 day rentals so whether you want to be a full time resident in paradise or a part time resident you have the flexibility to accomplish either.

1316 Pasadena Avenue S Unit 102, South Pasadena

Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA. admin@remaxactionfirst.com

$210,000

2 Beds ⋅ 1 Baths ⋅ TB8539886 MLS

Welcome to this charming Gulfport fixer-upper in Pasadena Estates! This 2-bedroom, 1-bath ranch home offers a traditional layout, built-in cabinetry, an interior laundry area, detached garage, newer vinyl fencing, and a nice-sized backyard. Just a short walk from Tomlinson Park, with a scenic pond and fountain, nature boardwalk, walking trails, playgrounds, an adult fitness area, and baseball and softball fields. Just minutes from downtown Gulfport, you’ll find the fishing pier, beach, restaurants, shops, parks, Tuesday Fresh Market, and Art Walk, with only a short drive to vibrant downtown St. Petersburg and the beautiful Gulf beaches. Whether you’re looking for an investment opportunity, renovation project, or a home to make your own, this property is a must-see! Priced to sell—schedule your showing today!

5621 13th Avenue S, South Pasadena

Listing courtesy of CALDWELL REALTY. 727-321-1212

$249,000

2 Beds ⋅ 1 Baths ⋅ TB8541860 MLS

5613 20th Avenue South, Gulfport, FL 33707 BUILD, REIMAGINE, OR START FRESH IN GULFPORT! This property presents a unique opportunity for builders, investors, or buyers looking to create something of their own in an established Gulfport neighborhood. The existing structure is considered to have no contributory value to the purchase price, with the value placed primarily in the land and redevelopment potential. The property is being sold AS-IS for the convenience of the seller. For most buyers, the opportunity will be to tear down the existing structure and build a new home, while an experienced and highly motivated renovator may choose to explore restoring or substantially rebuilding what is currently in place. The existing structures include a carport, detached storage shed, and additional attached storage area. Mature trees and established vegetation provide character to the lot, with selective trimming and clearing offering the opportunity to create a beautiful setting for new construction. The property remained safe from the major storms of 2024, adding another consideration for buyers evaluating redevelopment opportunities in the area. Enjoy a convenient Gulfport location with easy access to shopping, dining, everyday necessities, Gulf beaches, vibrant Downtown Gulfport, and nearby St. Petersburg. Whether you're a builder searching for your next project or a buyer ready to design a home from the ground up, this property offers an opportunity to bring a new vision to life in one of Pinellas County's most distinctive communities. Bring your plans, your builder, and your imagination—the value is in the land and the possibilities ahead.

5613 20th Avenue S, South Pasadena

Listing courtesy of ORANGE GROVE PROPERTY SOLUTIONS. 727-336-3202

$179,000

1 Beds ⋅ 1 Baths ⋅ TB8541268 MLS ⋅ Na BLDG.

Waterfront One-Bedroom, One-Bath Condo with Unbeatable Views, you literally think you live on a cruise ship! This waterfront condo offers incredible water views of Boca Ciega Bay from every window, making every room feel serene and connected to the water. The living area features huge windows that flood the space with natural light and showcase panoramic vistas, while the large bedroom gives you a ZEN feeling , truly a perfect peaceful retreat. The building’s concrete and steel construction is fortified like a fort, delivering peace of mind, durability, and excellent sound insulation for privacy and comfort. This is a vibrant and active 55+ community with a plethora of clubs and activities. Recent exterior upgrades and maintenance include improvements such as new walkways for safe, stylish outdoor access, new railings that blend safety with waterfront aesthetics, and new plumbing to reduce maintenance concerns and improve reliability. The interior layout is a cozy, functional one-bedroom, one-bath design that maximizes water views with an open-concept living and dining area, a kitchen designed for efficiency with ample quartz counter space, storage and stainless steel appliances, truly a chefs delight. In addition the well-appointed bathroom with contemporary fixtures and walk-in shower with a chair rail (wheelchair accessible)makes for easy living. The laundry room is right outside the door and the elevator also stops right by your door. Shorecrest has also completed and paid for all Milestone Inspection report repairs. Each unit has access to a community storage room for larger items such as paddle boards, kayaks, bicycles etc. The community has a kayak club, card playing groups, shuffleboard courts, a library, and a clubhouse with a fitness center. Lots of opportunities to connect with fellow residents. The gleaming, inviting waterfront pool and outdoor grills make it easy and fun to entertain Family and Friends. Prime waterfront location places you steps from the shore. Lots of dolphin and manatee watching, multiple dining spots and local conveniences, Short drive to St Pete Beach, making it suitable for full-time residence or a serene vacation pied-à-terre. The community and amenities focus on resident comfort, with well-maintained common outdoor spaces to savor the breeze and views.

1847 Shore Drive S Unit 509, South Pasadena

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 727-342-3800

$1,295,000

2 Beds ⋅ 3 Baths ⋅ TB8541740 MLS

WATERFRONT One-of-a kind, Mid-Century Modern Waterfront , Pool Home in Causeway Isle — Your Florida Dream Come True Nestled along a pristine waterfront with tropical landscaping in a coveted bayside enclave. This one-of-a-kind must-see Mid-Century Modern retreat blends architectural flair with coastal ease: Open floorplan with gleaming terrazzo floors and expansive windows frame the gorgeous water vistas. Chef-inspired kitchen with stainless steel appliances (remodeled 2025), gleaming counter tops and a Breakfast bar/island flows into a welcoming dining area with pool and water views. Large inviting family and an additional enclosed "florida room" with lots of room to entertain Family and Friends. Convenient laundry room and pool bath combined with access to the cozy outdoor covered patio is a perfect place for enjoying your morning java or evening cocktail. The primary suite offers a spa-inspired bath, a roomy closet. large second bedroom and 2nd Bath. Convenient 1car attached garage (2025 garage door) Outdoor living is an entertainer’s delight—with a resort-style pool, covered patio and a private dock with deep-water access for boating and water sports, all set within lush landscaping and welcoming evening lighting. Located on a residential peninsula with quick access to beaches, dining, boutique shopping, short drive to downtown St Petersburg and I275. This property offers strong waterfront appeal for full or part time living. See this waterfront retreat in person to appreciate the scale and ambiance; schedule your private tour today and begin living the Florida dream in Causeway Isle.

560 79th Street S, South Pasadena

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE. 727-342-3800

$359,000

3 Beds ⋅ 3 Baths ⋅ O6436005 MLS

Sought after premier lot located in a true walk-to-all location with RM-10 zoning in the heart of highly desirable South Pasadena, just minutes from St Pete Beach, Central Avenue and Pinellas Trail. In particular interest to developers, this nearly .3 acre parcel possesses the by-right potential for the development of up to 2 separate dwelling units. It currently possesses a wood frame single family home with a 1500 gross sq ft footprint with room for 3 bedrooms and plumbing for 3 bathrooms. this home has been remediated to studs (after Helene 2024) and now approved for reconstruction. Additionally, the adjoining CORNER lot (Last Pictures - 7001 Hibiscus), under common ownership is also for sale.This .3 acre property currently has two buildings; a block 1,452 sq ft single family home and a late 1990's compliant pillared three story 6,648 sq ft duplex of which the primary second and third floors (4,200 sf) are intact. 8,100 gross sq ft to re-imagine! First floors have been remediated to studs (Helene 2024), buildings are structurally sound and ready for you to rebuild or renovate and enjoy multiple streams of rental revenue. Owner may consider hold on combined lots or 7001 only. Recent surveys upon request. NO WHOLESALERS!!

7011 Hibiscus Avenue S, South Pasadena

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

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