Location: South Pasadena
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7862 SAILBOAT KEY BLVD S #506, SOUTH PASADENA, FL 33707
$799,00078 Days on yellowkey MLS ID: TB8487704
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1992 Tax: $10,089 (2025)Community: Harbourside CondoSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,089
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Come see this beautifully updated end unit condo in the highly desired HarbourSide waterfront community! This spacious 2-bedroom, 2-bath home with a den has been completely remodeled, including a reimagined kitchen that truly sets this condo apart. Enjoy elegant crown molding, wood floors, a wet bar, water softener, storm shutters, and an expanded den perfect for extra living or office space. This end unit has two spacious balconies, you have the front one for the sunrises and enjoy the sunsets from the back one. This unit also comes with an assigned under-building parking spot #146. HarbourSide offers resort-style living just minutes from St. Pete Beach. This gated community features 6 pools, a marina with 87 deeded slips (slips available for purchase or lease) not one with this unit, tennis/pickleball courts, shuffleboard, his & hers fitness centers with saunas, clubhouse with heated pool/spa, library, craft room, billiards room, outdoor grilling areas, car wash station, and a lively social calendar. Enjoy peaceful walks along the 1.5-mile waterfront path that surrounds the island. You would be hard presses to find a community with more amenities for your enjoyment. Live the Florida dream in this exceptional home!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Jane Freel (727-410-6205)
7425 BAY ISLAND DR S #108, SOUTH PASADENA, FL 33707
$250,000210 Days on yellowkey MLS ID: TB8445386
REDUCED by $15,000 (5.7%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1972 Tax: $5,707 (2024)Community: Bay Island Group 2Condo
Taxes:$5,707
Tax Year: 2024
Remarks: **Motivated Sellers bringing you a new incredible price!!!** This Picture-Perfect ground floor Waterfront beauty has been completely remodeled from top to bottom. Striking new kitchen with solid wood cabinetry, quartz countertops, new stainless appliances and modern breakfast/coffee bar niche with window to relax and enjoy the views! Fresh paint, hurricane windows, updated bathrooms, new luxury vinyl throughout with ceramic tile in all the wet areas and more are waiting for you to call this home! With a spacious primary suite featuring walk-in closet and en-suite bath, this split bedroom floor plan offers privacy for all; and the wide-open Great room has spectacular views to die for! Let's not forget the fully enclosed Florida room with ceramic tile flooring, hurricane sliders, and extra storage...and of course more breathtaking views. This 55+ guarded community offers everything you could possibly need...pool, tennis, fitness, clubhouse and more - you will not want to leave...but if you do, South Pasadena has it all; and just minutes to some of the most fabulous beaches on the West Coast! This unit is also equipped with an indoor laundry room and a deeded covered parking space - guest spaces are also available at the building. You will not want to miss this one! Door frame to the laundry has been on back order, but will be installed before closing.
Listing is courtesy of: COLDWELL BANKER REALTY (813-685-7755)
Listing Agent: Britt Brooks (813-310-7008)
1893 SHORE DR S #114, SOUTH PASADENA, FL 33707
$239,000100 Days on yellowkey MLS ID: TB8479837
REDUCED by $8,500 (3.4%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1130 Built: 1967 Tax: $918 (2025)Community: Shore Plaza BldgSpa: NoCondo
Taxes:$918
Elementary School: Bear Creek Elementary-PN
High School: Osceola Fundamental High-PN
Middle School: Azalea Middle-PN
Remarks: One or more photo(s) has been virtually staged. Recently professionally remediated and updated sparing no expense, this residence is essentially brand new from the drywall in and features all-new appliances, including a 5-burner gas range. Enjoy relaxed waterfront living at Shore Plaza, a beautifully maintained 55+ community set along Boca Ciega Bay in South Pasadena. This 2-bedroom, 2-bath condo with a bright Florida sunroom offers sweeping panoramic water views and effortless Florida comfort—perfect for year-round living or a seasonal escape.Start your day with tranquil bay views and gentle coastal breezes, then unwind with colorful sunsets from your enclosed Florida room overlooking the Intracoastal Waterway. The open, inviting layout features a spacious living area that flows seamlessly into a well-appointed kitchen with ample cabinetry, new appliances, and stunning waterfront views.The primary suite showcases beautiful bay views, dual closets, and a private ensuite bath, while the guest bedroom offers convenient access to the second bath with updated tilework and fixtures.Key updates include impact windows installed in 2021, enhancing both peace of mind and energy efficiency.Residents of Shore Plaza enjoy a host of resort-style amenities, including a bayside waterfront pool, fishing pier and dock, clubhouse with fitness center and billiards, a catering kitchen and inviting social spaces, as well as waterfront picnic areas equipped with gas grills—perfect for relaxing and entertaining while taking in the coastal setting.The property also includes assigned parking and additional shared storage on the same floor. Monthly maintenance fees cover water, gas, cable/internet, and building maintenance, and the community’s central gas boiler system can help reduce insurance costs.Ideally located just minutes from St. Pete Beach, Treasure Island, and Downtown St. Petersburg, you’ll enjoy easy access to shopping, dining, medical facilities, and the SunRunner. The St. Pete Pier, Dalí Museum, and vibrant waterfront restaurants are all a short drive away.Enjoy exceptional waterfront value with comfort, convenience, and a carefree coastal lifestyle at Shore Plaza—an outstanding opportunity to own and enjoy daily living that feels like a getaway..Shore Plaza maintains a no-pets, no-leasing policy, fostering a quiet, owner-occupied atmosphere.
Listing is courtesy of: GULFSIDE REALTY SALES (727-826-0001)
Listing Agent: Shawn Dunn (727-272-1618)
6925-A AVENUE DES PALAIS #1A, SOUTH PASADENA, FL 33707
$120,000355 Days on yellowkey MLS ID: TB8396982
REDUCED by $20,000 (14.3%) on 04/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1968 Tax: $2,648 (2024)Community: Les Chateaux CondoSpa: NoCondo
Taxes:$2,648
Elementary School: Azalea Elementary-PN
High School: Boca Ciega High-PN
Remarks: Very nice Condo complex located in the heart of South Pasadena. This is a bright and spacious ground floor unit that has been completely renovated after hurricane damage. Everything is brand new for your enjoyment. It's a great opportunity to purchase a wonderful property at a new price that has new systems, HVAC, electric and plumbing and all new appliances and fixtures, flooring throughout. The unit features a bright open floorplan with Great Room opening to the Kitchen. The all white Kitchen has stainless appliances including refrigerator, range and dishwasher with plenty of counter space. The condo offers a lot of storage and a spacious walk-in closet in the Master Bedroom and an exterior storage closet just outside your door. The Bathroom has new fixtures and a combination tub and shower with large vanity. Sliding doors open to your private patio that looks out to a relaxing courtyard with a gazebo and putting green. Great location near a variety of restaurants, pharmacies, banks, businesses and just a few minutes to the beautiful Gulf beaches. Near the bus line for your convenience. Community has many amenities, community Clubhouse, event space and game room, beautiful heated pool, gazebo, putting green and lush tropical landscaping and walking trails. 1 assigned parking space and ample guest parking.
Listing is courtesy of: KELLER WILLIAMS GULF BEACHES (727-367-3756)
Listing Agent: Drew Carlyle, Jr (727-420-6973)
1153 RUE DES ROIS #1A, SOUTH PASADENA, FL 33707
$159,000100 Days on yellowkey MLS ID: A4683848
REDUCED by $10,000 (5.9%) on 05/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1969Monthly Fee: $907 Tax: $993 (2025)Community: Les Chateaux Des RoisCondo
Taxes:$993
Remarks: One or more photo(s) has been virtually staged. Welcome to your new oasis in the heart of South Pasadena! This incredible ground-floor residence has been beautifully refreshed and is ready for you to start living the ultimate Florida lifestyle. Step inside to discover a bright and airy open floor plan where natural light dances across the stylish laminate flooring, creating a warm and welcoming atmosphere from the moment you enter. You will absolutely fall in love with the charming plantation shutters that frame the windows and the trendy barn door that adds a custom touch to the primary bedroom. The interior of this home offers total peace of mind as all appliances and major systems are brand new! This includes a complete update of the plumbing, electrical, and HVAC systems, ensuring everything is fully up to modern codes. The master suite serves as a true private retreat, offering generous proportions along with a massive walk-in closet and a private ensuite bath. The heart of the home features a thoughtfully designed kitchen complete with abundant cabinetry and a dedicated pantry to keep everything organized. The community is also undergoing exciting enhancements with no added cost to you! A new roof is scheduled for installation this year, fully funded by the healthy reserves with no special assessment to homeowners. Additional exterior work is currently underway to beautify the building, including updates to the columns and the addition of modern exterior lighting. Residents here enjoy a truly low-maintenance lifestyle, as the monthly fee conveniently includes both your exterior insurance and flood insurance coverage. Location is everything, and this home puts you right where you want to be! You are just a stone's throw away from a beautiful waterfront park where you can enjoy tennis courts, playgrounds, and weekend barbecues by the water. With the SunRunner bus line nearby, you can zip over to the sugar sands of St. Pete Beach or the vibrant energy of downtown St. Petersburg in about 10 minutes. Whether you are looking for world-class dining, boutique shopping, or easy access to top-tier medical facilities, it is all right here at your fingertips. Come see why South Pasadena is one of the most sought-after spots in Tampa Bay! **This property qualifies for a 1% lender credit with use of preferred lender**
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Celine Charleson (716-783-4667)
7600 SUN ISLAND DR S #107, SOUTH PASADENA, FL 33707
$198,00040 Days on yellowkey MLS ID: TB8502059
0 Days Off yellowkey (back on 5/7/2026)
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 925 Built: 1979 Tax: $2,474 (2025)Community: Bay Island Group 14Spa: YesCondo
Taxes:$2,474
Remarks: Under contract-accepting backup offers. Bay Island's Presidential Building sits on a raised concrete seawall along Boca Ciega Bay — ground floor in position, elevated in protection. Unit 107 is a first-floor residence designed with the seawall's added elevation in mind, where the sliding glass doors look directly out over the water while the building's foundation keeps the unit well above it. The interior has been fully updated. White shaker cabinetry, granite countertops in a salt-and-pepper finish, a mosaic glass tile backsplash, and stainless steel appliances anchor a kitchen that opens without interruption into the dining area and living room. The island adds prep space and a natural gathering point. Porcelain tile runs throughout in a cool gray finish that reads coastal without effort. The primary suite includes a contemporary barn door, a queen Murphy bed that folds flush against a metallic mosaic accent wall when not in use, and direct lanai access overlooking the water. The en-suite bath has been renovated with a frameless glass walk-in shower, subway tile surround, and a granite-topped vanity. The second bath is equally finished. An electric fireplace with a mirrored crystal surround adds warmth to the living space, and a mounted sputnik-style fixture overhead keeps the room from reading too minimal. Impact-rated sliding doors, automatic hurricane shutters, and the building's elevated seawall construction give this ground-floor unit a resilience profile that most first-floor condos in the area simply don't have. In-unit washer and dryer, two private storage areas (one on the lanai, one on the first floor), and one covered carport space round out the practical side of this unit. Bay Island is a well-managed, 55+ gated community with over a mile of Boca Ciega Bay waterfront. Amenities include a heated pool and spa, fitness centers, saunas, billiards, shuffleboard, pickleball, tennis, tiki huts, and a full clubhouse with a year-round social calendar. Marina access includes dock, fishing, and davit use. The monthly fee covers water, cable, internet, sewer, trash, exterior maintenance, and grounds. The SunRunner stop is at the community gate, connecting directly to downtown St. Petersburg and the Gulf beaches. Gulfport's dining corridor, Corey Avenue shops, and St. Pete Beach are all within minutes.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Chase Walseth (727-755-3830)
7400 SUN ISLAND DR S #603, SOUTH PASADENA, FL 33707
$315,500321 Days on yellowkey MLS ID: TB8409081
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1971 Tax: $6,129 (2024)Community: Bay Island Group 1Spa: YesCondo
Taxes:$6,129
Remarks: Florida resort style living at its best! Your spacious 2 bedroom, 2 full bathroom home has floor to ceiling windows to enjoy the beautiful tropical landscape. This home showcases a relaxing and private enclosed porch with amazing views. Bay Island is a luxurious 55plus community that offers water side pools, spa, tennis/pickleball courts, shuffle board, clubhouse, fitness room, lush landscaping, marina, and tranquil water side sea wall path for strolling. Bay island is conveniently close to world renowned St. Pete Beach, the quaint town of Gulfport and exciting downtown St. Petersburg. Shopping, dining, waterways, beaches, and entertainment are all close by. Hop on the Sun Runner bus located right outside the entrance gate and enjoy all that fun, sunny Florida has to offer.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Allison Jennessee (919-618-6400)
7400 SUN ISLAND DR S #802, SOUTH PASADENA, FL 33707
$640,000327 Days on yellowkey MLS ID: TB8392932
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2435 Built: 1971Monthly Fee: $1,734 Tax: $3,184 (2024)Community: Bay Island Group 1Condo
Taxes:$3,184
Remarks: Welcome to this UNIQUE 2 STORY PENTHOUSE, CORNER UNIT, a stunning 3 BEDROOM, 3.5 BATH residence in the highly sought-after BAY ISLAND 55+ COMMUNITY in HIGHLY SOUGHT AFTER ST. PETERSBURG, FL.! This RARE TWO-LEVEL RESIDENCE offers an Expansive Layout With PANORAMIC WATER VIEWS FROM EVERY WINDOW, and incredible potential to make it your own personal retreat! One of the Best things About the Location is that it's ONLY 1 MILE TO ST. PETERSBURG BEACH!! Step inside to discover a BRIGHT AND OPEN FLOOR PLAN featuring TWO SPACIOUS PRIMARY SUITES—One on Each Level—each with its OWN PRIVATE FULL BATH AND WALK-IN CLOSET, ideal for multi-generational living or hosting guests, and family! There is also a THIRD GENEROUSLY SIZED BEDROOM, DEDICATED OFFICE SPACE, LIVING ROOM, and SEPARATE FAMILY ROOM providing flexibility for both relaxing and entertaining! The LARGE KITCHEN with a CONVENIENT COUNTER BAR opens to the dining area and showcases BEAUTIFUL WATER VIEWS—perfect for meal prep with a view! Additional features include a RARE IN-UNIT LAUNDRY ROOM WITH UTILITY SINK, WASHER & DRYER (IT'S REALLY RARE IN THESE BUILDINGS), Offering Added Convenience and Value! Enjoy PEACEFUL MORNING COFFEE OR EVENING UNWINDING WHILE OVERLOOKING THE WATER from nearly every room in the home. This penthouse has PASSED BOTH THE MILESTONE INSPECTION AND STRUCTURAL INTEGRITY REPORT—WITH NO ASSESSMENTS, providing peace of mind for the New Owner! BAY ISLAND is a vibrant community offering RESORT-STYLE AMENITIES, including CABLE, INTERNET, WIFI, TRASH, WATER, SEWER, FLOOD INSURANCE, AND 24-HOUR GUARDED GATE SECURITY. The clubhouse features a BALLROOM AND CATERING KITCHEN, FITNESS CENTERS WITH SAUNAS, ARTS AND CRAFTS STUDIO, LIBRARY, CARD AND GAME ROOMS, BILLIARDS, and SOCIAL AREAS. Outdoor features include SIX HEATED POOLS, TWO SPAS, TENNIS AND PICKLEBALL COURTS, a WATERFRONT WALKING TRAIL, GRILLING STATIONS, a FISHING DOCK, and a MARINA (boat slips sold separately), AND ONLY 1 MILE TO ST PETERSBURG BEACH! Ideally located just minutes from TREASURE ISLAND, ST. PETE BEACH, AND SUNSET BEACH, and close to SHOPPING, DINING, AND MEDICAL FACILITIES, this exceptional penthouse offers both LUXURY AND CONVENIENCE. All information is presumed to be accurate but not guaranteed; buyer and/or buyer’s agent to verify all details, especially regarding COMMUNITY RULES, PET POLICIES, AND LEASING RESTRICTIONS. Don’t miss your opportunity to live in this BREATHTAKING WATERFRONT HOME—schedule your private tour today! START LIVING YOUR RETIREMENT LIFESTYLE NOW, YOUR FUTURE YOU WILL THANK YOU, AND WONDER WHY DID YOU WAIT SO LONG TO DO IT!!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Austin James Rankin (727-242-3357)
1859 SHORE DR S #107, SOUTH PASADENA, FL 33707
$229,00059 Days on yellowkey MLS ID: TB8491098
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 845 Built: 1977 Tax: $2,468 (2025)Community: Casa Prima Apts CondoCondo
Taxes:$2,468
Remarks: Investor Opportunity Meets Coastal Lifestyle – South Pasadena Waterfront Living Welcome to Casa Prima, a rare opportunity to secure a waterfront condo in one of South Pasadena’s most desirable boutique communities—at a price well below market value. Currently in the process of restoration following prior flooding, this property offers a unique chance to step into instant equity for buyers with a little patience and vision. Estimated 60-90 day until completion. Located on a quiet peninsula overlooking the tranquil waters of Boca Ciega Bay, this intimate 29-unit community delivers the kind of laid-back coastal lifestyle people move to Florida for. Imagine starting your mornings with coffee by the water, spending afternoons at the waterfront pool and sun deck, or casting a line from the private fishing pier—all just steps from your door. And when you’re ready for sand between your toes, St. Pete Beach is only minutes away. Enjoy easy access to local favorites—charming boutiques, waterfront dining, and vibrant beachside spots—while still tucked away in a peaceful residential setting. This ground-floor 2-bedroom, 2-bath unit offers convenience and accessibility. Whether you’re looking for a future primary residence, vacation getaway, or investment property, this is a chance to buy into a premier waterfront location at a compelling value. With close proximity to both Tampa International and St. Pete-Clearwater airports, getting here is easy—leaving might be the hard part. Buy the lifestyle now, enjoy the rewards later. Opportunities like this in South Pasadena don’t come around often.
Listing Agent: Mike Sherrard (727-773-7310)
7700 SUN ISLAND DR S #608, SOUTH PASADENA, FL 33707
$449,900464 Days on yellowkey MLS ID: TB8355410
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1345 Built: 1978 Tax: $6,426 (2024)Community: Bay IslandSpa: YesCondo
Taxes:$6,426
Remarks: Condo fees recently REDUCED! New hot water heater being installed. Honey stop the boat!! Welcome Home to Paradise!Spectacular million dollar wrap around views of Boca Ciega Bay,the Intracoastal, the Gulf, the beautiful ‘Pink Lady’ hotel the Don Cesar on St Pete Beach, you can even see the John’s Pass Draw Bridge when it is open & much more!A rare opportunity to own a 2 bed 2 bath END unit in the sought after Commodore Building! So close to St Pete Beach literally just across the causeway!A short drive,bike ride or walk/jog over to the beach & many shops,restaurants,weekend markets,festivals & more. You have been working your entire life for your beach home & THIS IS IT! This is all you need for your life in paradise…all that’s missing is you!!This elegantly renovated home has been cherished & meticulously cared for by the same family since its inception & now they are poised to pass on this slice of paradise for you to enjoy YOUR life in paradise!Don’t let the rare opportunity to own your own beach paradise home like this pass you by! Enjoy a glass of your favorite wine or a cocktail on your beautifully tiled & spacious balcony as you take in the million dollar views of Boca Ciega Bay & as far as the Gulf! Enjoy the entertainment provided by dolphins almost daily & occasional special guest appearances by manatees,boaters & more! Enjoy daily breathtaking views, sunrises & sunsets...life truly doesn't get much better than this! THIS is what you have been dreaming of! Note the attention to detail in the elegant upgrades throughout-high end Kenmore Elite stainless appliances & beautiful maple wood cabinets, crown molding, 2-tiered granite countertops that wrap around to include a built in desk, wet bar & additional cabinetry in the spacious dining room. Floor to ceiling kitchen window provides views of the intracoastal, beautifully landscaped grounds & even a view of the Don Cesar on a clear day!Beautiful Mirage Engineered Maple Hardwood flooring spans the entire living area. Elegant crown molding, baseboards & door casings encompass the entire home.Plantation shutter style doors throughout this beautiful home add to that coastal feel. A spacious master bedroom boasts new carpeting,crown molding,large walk in closet, upgraded ensuite bath with quartz counter top & walk in shower. Floor to ceiling windows provide breathtaking wrap around views of the bay, intracoastal & peek a boo views of the Gulf. The 2nd bedroom has new carpeting, oversized dual closets & floor to ceiling windows also providing spectacular wrap around views! Soak away your cares in the Pearl Whirlpool Tub in the second FULL bathroom with quartz countertop & travertine flooring. Well maintained, active & pet friendly waterfront community, 24 hour guard gate, walking path along the sea wall around the community, 6 pools & 2 hot tubs!, shuffle board, tennis & pickle ball courts,Tiki Hut picnic BBQ area with gas grills next to the private marina, boat slips for rent as available, clubhouse with fitness centers,saunas, billiards, ping pong,game & card rooms, library, large 2nd floor community room for meetings, dances, yoga, community festivities including Christmas parties & more & available to residents for private rentals. There is also a social director who organizes frequent activities. Close to the beaches, close to shopping, easy access to downtown,the interstate,airport & more! Stop Dreaming & Start Living…In Paradise! Make this your very own beach paradise home today!
Listing is courtesy of: BEACH PARADISE HOMES REALTY LLC (727-687-2820)
Listing Agent: Denise Mohr Mclean (727-687-2820)
7930 SUN ISLAND DR S #101, SOUTH PASADENA, FL 33707
$299,90033 Days on yellowkey MLS ID: TB8501892
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 940 Built: 1977 Tax: $2,810 (2025)Community: Bay Island Group 13Spa: YesCondo
Taxes:$2,810
Remarks: I’M SIMPLY GORGEOUS!!! Welcome to your dream waterfront condo in the Enterprise building at the Bay Island 55+ Condo Community, where breathtaking sunset views and an unbeatable coastal lifestyle take center stage. This stunning first-floor, end unit offers a beautifully reimagined open-concept design and has been thoughtfully restored and refreshed, now featuring updated systems including new electrical and HVAC for added peace of mind. This residence has a long history of being high and dry, with the recent storm event being a rare and unprecedented occurrence. The home has since been carefully brought back to its prior condition with a few tasteful updates, allowing you to enjoy all the beauty of this exceptional property without compromise. From the moment you step inside, you’re drawn to the expansive water views and the seamless flow of luxury vinyl plank flooring throughout. The kitchen is both stylish and functional, showcasing solid wood shaker cabinetry, quartz countertops, open shelving, upgraded hardware, and a large island with built-in microwave and abundant storage, all complemented by stainless steel appliances. The light-filled living area benefits from additional end-unit windows and opens through a hurricane-rated sliding glass door to your waterfront patio—just steps from the intracoastal. It’s the perfect spot to start your morning with coffee or unwind at sunset as dolphins and passing boats create a constantly changing backdrop. The bedroom offers a peaceful retreat with large windows, plantation shutters, and a spacious walk-in closet with built-ins. The bathroom has been beautifully finished with marble tile in the walk-in shower, quartz counters, and modern lighting, along with a fun Bluetooth-enabled feature for added enjoyment. A convenient washer and dryer are tucked into the guest half bath. Additional highlights include hurricane-rated windows and doors, electric blinds, updated systems, and a conveniently located carport just steps from your front door. Bay Island is a gated waterfront community known for its vibrant, active lifestyle, offering a waterfront clubhouse, multiple pools, tennis and pickleball courts, fitness center, saunas, game rooms, and a scenic waterside walking path. The island setting remains a true hidden gem, providing a peaceful coastal atmosphere while still being just minutes to the Gulf beaches, shopping, dining, and about 30 minutes to Tampa International Airport. This is your opportunity to enjoy waterfront living, stunning views, and a welcoming community—all in one beautifully updated condo.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)
Listing Agent: Kelly Parks (727-408-4486)
1893 SHORE DR S #214, SOUTH PASADENA, FL 33707
$279,00033 Days on yellowkey MLS ID: TB8500386
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1130 Built: 1967 Tax: $4,478 (2025)Community: Shore Plaza BldgCondo
Taxes:$4,478
Remarks: Fully Furnished | Renovated | Waterfront 55+ Community-Spacious 2BR/2BA condo located directly on the water in South Pasadena. This move-in-ready unit is being sold fully furnished and features recent renovations throughout. Interior highlights include new flooring, a large living/dining area with abundant natural light, and a flexible Florida room with water views—ideal for additional living space, dining, or office use. The primary suite offers a walk-in closet and an updated en-suite bathroom. The second bedroom is generously sized with access to a full guest bathroom. The renovated kitchen includes white shaker cabinets, updated countertops, newer appliances, and modern fixtures. Additional features: One deeded parking spot, guest parking, small storage area, spacious layout, laundry rooms on each floor and elevator access within the building. Waterfront picnic areas with gas grills • Large clubhouse with fitness center, billiards, and event space. Building has undergone extensive updates. Improvements include new roof, fresh exterior building paint, new main sewer line and underground utilities. The monthly condo fee provides tremendous value, covering cable, internet, gas, water, and more. The building also uses a central gas boiler, which helps reduce both building and individual unit insurance costs. Community amenities include a pool, clubhouse, social activities, and a private fishing dock with scenic waterfront views. Convenient location near beaches, shopping, dining, and entertainment. Easy to show, schedule your showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (727-472-1144)
Listing Agent: Kelli Welch (727-642-2199)
1848 SHORE DR S #501, SOUTH PASADENA, FL 33707
$650,000200 Days on yellowkey MLS ID: TB8449140
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1310 Built: 1979 Tax: $6,412 (2025)Community: Hemingway Condo TheSpa: YesCondo
Taxes:$6,412
Remarks: Stunning Waterfront Penthouse with Wraparound Balcony Experience true coastal luxury in this impeccably renovated waterfront penthouse. Set on the top corner of an intimate 14 unit boutique building, this residence offers unmatched privacy and breathtaking panoramic water views. The rare wraparound balcony lets you enjoy sunrises, sunsets, and uninterrupted Intracoastal scenery. The balcony also includes convenient storage, perfect for keeping outdoor furniture and accessories neatly tucked away. Inside, the craftsmanship stands out. The home features engineered hardwood flooring throughout, new hurricane rated windows and sliders, custom cabinetry, and high end designer finishes. The kitchen and bathrooms have been completely rebuilt with premium materials and custom construction. Additional upgrades include updated electrical, new interior doors, custom blinds, upgraded lighting, modern fans, and intelligently designed storage solutions. Additional conveniences include an in unit washer and dryer, covered parking, and extra private storage. The building is not fifty five plus and welcomes small pets. A clean milestone report provides valuable peace of mind. Located just minutes from award winning beaches, waterfront parks, shopping, dining, medical facilities, and entertainment, with quick access to downtown St Petersburg and Tampa International Airport. Photos do not capture the scale of the view or the level of detail throughout. This penthouse is a must see.
Listing is courtesy of: BEACH & BAY REALTY LLC (727-595-0366)
Listing Agent: Aimee Smith (727-304-8776)
7401 BAY ISLAND DR S #328, SOUTH PASADENA, FL 33707
$160,00080 Days on yellowkey MLS ID: TB8486081
2 Days Off yellowkey (back on 5/4/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 595 Built: 1973Monthly Fee: $518 Tax: $2,728 (2025)Community: Bay Island Group 6Spa: NoCondo
Taxes:$2,728
Remarks: Under contract-accepting backup offers. Welcome to Bay Island, a highly desirable 55+ waterfront community in South Pasadena. This well-maintained 1-bedroom, 1-bath condominium offers comfortable coastal living just minutes from the Gulf beaches. The bright, open living space is perfect for relaxing or entertaining, and has been thoughtfully updated with new luxury vinyl plank flooring, new windows, window shades, and a storm door for added comfort and efficiency. Major systems have also been taken care of, including a new A/C and new hot water heater, along with a beautifully remodeled bathroom, making this home truly move-in ready. Bay Island is a gated community with 24-hour security and resort-style amenities, including multiple heated pools, a waterfront clubhouse, fitness center, tennis courts, walking paths, and social activities. Boat slips and waterfront access may be available through the association. Conveniently located near St. Pete Beach, shopping, dining, and entertainment, with easy access to downtown St. Petersburg, Tampa International Airport, and local hospitals. Whether you’re looking for a seasonal retreat or a full-time residence, this condo offers the perfect blend of comfort, security, and coastal living.
Listing is courtesy of: REAL ESTATE FIRM OF FLORIDA, LLC (727-584-8480)
Listing Agent: Penelope Eden (727-366-1818)
7932 SAILBOAT KEY BLVD S #101, SOUTH PASADENA, FL 33707
$649,00044 Days on yellowkey MLS ID: TB8497954
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1300 Built: 1988Monthly Fee: $941 Tax: $4,302 (2025)Community: Harbourside CondoSpa: YesCondo
Taxes:$4,302
Remarks: Excellent location!!! This 1st floor corner unit has beautiful wide water views of Boca Ciega Bay. A blank slate, all the demolition has been done. Remodel to your own taste. It’s uncommon for these end units with the large balconies to come up for purchase. The building is offset, which maximizes the water views from your living room, dining room, and balcony. Both front and rear balconies. All fire sprinkler heads have been replaced. The unit also features Hurricane Shutters on every opening and Hurricane Impact sliders and windows. The building features a new roof. Reserved parking space under the building, #158. Harbourside is a guard gated (24 hour) complex with many amenities including pool, his and hers fitness centers, shuffleboard, pickleball, tennis, hot tub, electric car charging stations, car wash stations, recently renovated clubhouse with many social events throughout the year, library, card room, billiards room, arts and crafts room, wood working area, yoga and water exercise classes. There is a 1.5 mile walkway around the complex along the waterfront which is lit up for nightly walks. Come see what resort living in Florida is all about. You can live your tropical, island dream here in Harbourside.
Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)
Listing Agent: John Fullerton (727-433-2979)
7401 BAY ISLAND DR S #232, SOUTH PASADENA, FL 33707
$300,00092 Days on yellowkey MLS ID: TB8483488
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1973Monthly Fee: $961 Tax: $4,734 (2025)Community: Bay Island Group 6Condo
Taxes:$4,734
Remarks: Welcome to the desirable 55+ waterfront community of Bay Island in South Pasadena. This well-maintained 2-bedroom, 2-bath condominium offers comfortable coastal living just minutes from the Gulf beaches. The bright and open living and dining area leads to a private balcony where you can relax and enjoy the Florida lifestyle. Bay Island is a gated community with 24-hour security and resort-style amenities including multiple heated pools, a waterfront clubhouse, fitness center, tennis courts, walking paths, and community activities. Boat slips and waterfront access may be available through the association. Conveniently located near St. Pete Beach, shopping, dining, and entertainment. Easy access to downtown St. Petersburg, Tampa International Airport, and area hospitals. Whether you're looking for a seasonal retreat or a full-time residence, this condo offers the perfect blend of comfort, security, and coastal living.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Anthony Cribben (813-607-4884)
1868 SHORE DR S #207, SOUTH PASADENA, FL 33707
$249,999254 Days on yellowkey MLS ID: TB8431287
REDUCED by $15,001 (5.7%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1075 Built: 1968 Tax: $4,410 (2024)Community: Shore Towers BldgCondo
Taxes:$4,410
Remarks: Welcome to your dream condo at Shore Towers! This beautifully updated unit boasts breathtaking tropical water views, making every day feel like a vacation. Located in the highly desirable South Pasadena, this condo offers the perfect blend of luxury and comfort. Enjoy a spacious layout that seamlessly connects the living, dining, and kitchen areas, perfect for entertaining. Large windows offer sweeping views of the tropical landscape and sparkling waters, ideal for morning coffee or evening sunsets. Residents have access to top-notch facilities, including a pool, clubhouse, and beautifully landscaped grounds. Just minutes from charming local shops, dining, and the beautiful gulf beaches, this condo is perfectly situated for both relaxation and convenience. Don’t miss your chance to own a slice of paradise in this sought-after community! Must see to appreciate!
Listing is courtesy of: PREFERRED SHORE REAL ESTATE (941-999-1179)
Listing Agent: Steven Marshall (727-415-6223)
1847 SHORE DR S #117, SOUTH PASADENA, FL 33707
$239,00047 Days on yellowkey MLS ID: TB8499668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 995 Built: 1969 Tax: $1,205 (2025)Community: Shore Crest BldgCondo
Taxes:$1,205
Remarks: One or more photo(s) has been virtually staged. This is waterfront living at its finest. With 1250 square feet, two bedrooms and two baths, this waterfront paradise is move in ready. With the building's new roof last year, the HOA fees were just reduced to $658 and all milestones were completed years ago. This unit has an incredible walkout waterfront view on the first floor in a garden like waterfront setting. The community has a heated pool and access to a second pool across the street, along with many fun amenities. There are various clubs and gatherings opportunities, Exercise room, clubhouse, Kayak launch and storage, fishing pier, cornhole, gas grills, library and card room. The community provides gas water heating and cooking as well as cable/Internet package included in your HOA fees. Each unit has access to a large storage closet with plenty of space for your bikes. This unit includes flood barrier systems on the front and rear doors for extra protection. The primary bedroom has a sliding door to let in the waterfront view from the Florida Room for very open feel. The bathrooms are both updated as well and include safety bars. The kitchen is gorgeous, with newer appliances and custom grade wood cabinets, the chef will feel right at home. 2022 HVAC is regularly serviced. The Shorecrest building is solid concrete, not frame, and this unit is very close to the dedicated parking spot #2 and first floor laundry room. In unit laundry is possible if you wanted to change out the dishwasher. The monthly newsletter will give you plenty of opportunities to connect with the friendly residents here. This island community is very walkable and centrally located to everything you are looking for. 1.5 miles to St Pete Beach, .3 miles to the Orange Groves winery, 1.5 miles to shopping, dining, and Bowling. Downtown St Pete is 8 miles driving, or take the sun runner to and from downtown or the beaches. The building is walking distance (.5 mile) to Pasadena Marina, so bring your boat and enjoy waterfront beauty and convenience at a great price. ***Room sizes are approximate please see floor plan.
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Jennifer Kowalski (727-910-0333)
6970A PLACE DE LA PAIX #2B, SOUTH PASADENA, FL 33707
$155,000147 Days on yellowkey MLS ID: TB8461646
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 722 Built: 1968 Tax: $1,482 (2025)Community: Les ChateauxCondo
Taxes:$1,482
Remarks: ASSUMABLE 2.99% VA LOAN (buyer doesn’t need to be a veteran for this opportunity; receive & lock in the 2.99% interest rate). Welcome to your tropical oasis! This gorgeous TOP FLOOR CORNER UNIT is nestled just off beautiful BOCA CIEGA BAY, right in the lively heart of South Pasadena. With a brand new 2025 AC/HEAT system, 2023 WATER HEATER, and a new front door, you’ll enjoy modern comfort and peace of mind. Sunlight streams in through plenty of windows, letting the gentle bay breezes sweep through your spacious home for a true beachy vibe. The dining area offers tranquil views of the lush, oversized courtyard just outside, with convenient access for sun-filled days or sizzling up a barbecue with friends. The roomy living room is perfect for entertaining guests or simply relaxing with a good book as the palm trees sway outside. Your cozy kitchen features granite countertops and a pantry—ideal for whipping up fresh, tropical-inspired meals while gazing out at the courtyard. Unwind in your generous corner bedroom, complete with a huge walk-in closet for all your resort wear. The bathroom includes a makeup vanity topped with granite and a linen closet for extra storage. Located just steps from the clubhouse, sparkling pool, and laundry facilities, this condo makes resort-style living easy and fun. For outdoor lovers, stroll down to BayView Park for a tennis match or a scenic walk along Boca Ciega Bay’s waterfront paths. Across the street, the botanical garden provides a peaceful escape among lush greenery. Enjoy a quick 12-minute bike ride (or 8-minute drive) to the powdery sands of St. Pete Beach on the Gulf of Mexico, or hop on the Sun Runner to check out the vibrant beach bars and restaurants. Essentials like groceries, pharmacy, and banking are just around the corner, and you’ll find iconic eateries down the street for hosting friends and family in style. South Pasadena is packed with parks on Boca Ciega Bay, and a short drive or Sun Runner trip lands you in Downtown St. Petersburg with its world-famous museums, trendy restaurants, and lively pier on Tampa Bay. For an artsy day out, visit Gulfport’s colorful Beach Blvd, featuring unique art walks and funky bars. Nature enthusiasts will love the easy 26-minute trip to Ft Desoto Park, a 1,136-acre paradise perfect for beach days and relaxation. Tampa International Airport is just 31 minutes away, making travel a breeze—whether you’re jetting off or catching a luxury cruise from the Tampa Port to the Caribbean. Claim your piece of paradise today—this tropical retreat is calling your name!
Listing is courtesy of: RE/MAX PREFERRED (727-367-3636)
Listing Agent: Zach Sherf (727-360-6090)
1893 SHORE DR S #209, SOUTH PASADENA, FL 33707
$195,000309 Days on yellowkey MLS ID: TB8410010
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 974 Built: 1967 Tax: $3,173 (2025)Community: Shore PlazaSpa: NoCondo
Taxes:$3,173
Remarks: Live the dream in this STUNNING WATERFRONT CONDO! Imagine waking up to the breathtaking views of BOCA CIEGA BAY and watching dolphins, manatees, and boats from your spacious Florida Room. This 2nd floor condo in a 55+ community is minutes away from our award-winning St Pete Beach on the Gulf of Mexico and offers a host of amenities and features to make your life comfortable and enjoyable. Beautiful and unique 2 bedroom/1-bathroom unit is move-in ready. RENOVATED KITCHEN with new stainless-steel appliances including a gas range (convection oven), quartz countertops, closet pantry, extra storage closet and the unit has SPLIT BEDROOMS with French doors to the Florida room. The primary bedroom has water views, can accommodate a king bed and includes two closets. 2nd bedroom also features water views and 2 closets. This unit comes with CROWN MOLDING throughout the unit except for the Florida room and Kitchen. The grand Florida room includes double pane windows along with an extra storage closet. The living room has recessed lighting and views of Boca Ciega Bay too. There are updates to the electrical wiring. Please see the Interactive Floor Plan in the virtual tour. The shingle roof was replaced in 2018 and the composite DOCK/FISHING PIER was replaced at the same time. Enjoy the seabreeze at the waterfront picnic tables accompanied with a gas grill. There's a bathroom close to the dock and a laundry room on every floor by the elevator along with a shared storage room. The community does not allow pets or leasing. The condo monthly maintenance fee ($693) covers cable/internet, gas, water plus much more and the building has a central gas boiler to save on the building and each units homeowners insurance. You will love the Shore community, with its large clubhouse just across the street, heated waterfront pool with bathrooms, fitness center, billiards and a kitchen for parties. You'll also enjoy the community waterfront grilling area and its picnic tables along the bay. The neighborhood is on a cul-de-sac and has a small bridge to a residential area (Paradise Island) that's great for taking a scenic walk. The Shore Dr S neighborhood is on the hospital electrical grid and power outages are rare. South Pasadena has plenty of shopping, restaurants, and medical facilities nearby, and the SunRunner Express bus can take you to the beach on the Gulf of Mexico or downtown St Petersburg with ease. St Pete Beach is just over the draw bridge and offers many water activities along with beach restaurants & bars. Also, enjoy a movie at the recently opened and renovated Beach Theater. Downtown St. Petersburg, with its unique restaurants, world-class museums and special pier is only a 19-minute drive away. You can also explore Artsy Gulfport on Boca Ciega Bay (12 minutes), Ft. Desoto Park with its 1,136 acres of pure bliss (20 minutes). Tampa International Airport is only 32 minutes away or catch a luxury cruise ship at the Tampa port for exciting ventures in the Caribbean. Don’t miss this opportunity to own your place in paradise, schedule a showing today!
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