South Pasadena Homes For Sale & Real Estate - 101 homes

Remarks: Welcome to Bay Island — a beautifully maintained, guard-gated 55+ waterfront community overlooking the sparkling Boca Ciega Bay. This 3rd-floor unit offers wide-open water views the moment you step inside. Watch dolphins play, boats drift by, and enjoy nightly sunsets from your private balcony. This spacious 2-bedroom, 2-bath condo is designed for comfort and convenience, featuring an in-unit washer & dryer, a dedicated storage locker, and covered parking just steps from the building entrance. Bay Island is known for its vibrant, active lifestyle with a full calendar of social events and 24-hour security. Residents enjoy six heated pools, a waterfront tiki hut with BBQ grills, a marina with boat slips available through a sign-up list, and a first-class clubhouse offering pool tables, card rooms, a library with internet access, and separate his & her fitness centers, each with saunas and spas. A scenic 1.25-mile waterfront walking path wraps around the community, perfect for morning walks or evening strolls. Located just minutes from St. Pete Beach, restaurants, shopping, and vibrant downtown St. Petersburg — with quick access to Tampa — this community truly has it all. Enjoy resort-style living with unmatched amenities in one of the area’s most desirable 55+ waterfront communities.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-828-8615)

Listing Agent: Joel Miller (352-212-3812)

Remarks: One or more photo(s) has been virtually staged. Seller is motivated and looking for offers! 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)

Remarks: Virtually Staged. $20,000 PRICE REDUCTION!! A MUST SEE PENTHOUSE CONDO. Welcome to coastal living in this completely redesigned and completely updated 2-bedroom, 2-bathroom penthouse condominium. Perfectly positioned in the Ambassador building at the sought after Bay Island Community in South Pasadena. This penthouse offers breathtaking, unobstructed views from every room. This home features new flooring throughout, sleek appliances, and all new cabinets in the kitchen; both bathrooms have been updated with double sinks and marble floors. A brand new, stackable washer and dryer has been installed for your convenience of doing laundry at home. Expansive windows flood the space with natural light and gorgeous views of Boca Ciega Bay and the Gulf of Mexico! The spacious master suite offers a walk-in closet and en-suite bathroom. The unit comes with an additional storage unit on the same floor. The Ambassador building has passed the Milestone Inspection and Structural Integrity Report, providing you with peace of mind. Bay Island is a vibrant community offering resort-style amenities: cable, internet, WIFI, trash, water, sewer, flood insurance included. Along with a 24-hour guarded security gate. The clubhouse features a ballroom, kitchen, saunas, arts and crafts studio, library, game rooms, billiards and social areas. Outdoor features include two spas, six heated pools, tennis courts, pickle ball courts, grill stations, fishing docks, marina and boat slips (boat slips purchased separately). Surrounding the entire Bay Island complex is a waterfront walking trail. Two small pets are allowed (under 15 lbs). Bay Island is ideally located just minutes to St. Pete Beach and Treasure Island. A small shopping center is located just outside the guard gate with restaurants, hair salon, etc. A short 10-minute walk over the Corey Bridge brings you to Horan Park, which offers bands and festivities on the weekends. The Corey Avenue Sunday Market offers fresh fruit and fresh produce among other items. Corey Avenue offers restaurants, bars, nightlife, shopping, and the Beach Theater. An HCA hospital is located in South Pasadena. Downtown St. Petersburg is a short 20-minute drive. St. Petersburg, many museums, art galleries, shopping, sports activities, festivals, restaurants, and nightlife. St. Pete-Clearwater International Airport and Tampa International Airport both a short distance from South Pasadena.

Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)

Listing Agent: Kim Beiningen (727-244-8372)

Remarks: Under contract-accepting backup offers. SIGNIFICANT PRICE REDUCTION, $95,000!!! This is the opportunity you have been waiting for, the best condo value in the area!! This spacious condo is your chance to live in sunny South Pasadena, where panoramic waterfront views of Boca Ciega Bay meet an active 55+ lifestyle. From sunrise reflections on the water to evening breezes on the dock, this end-unit residence offers a perfect blend of serenity and community. Spanning 2,210 square feet, the largest floor plan in the building, corner end unit with sweeping water views. Enjoy all NEW hurricane IMPACT WINDOWS, NEW A/C (2025), NEW washer (2025), dryer, gas furnace & stove. Unit owners enjoy a designated parking spot & ample guest parking. This steel-reinforced, only owner-occupied community is expertly managed by a proactive Board dedicated to financial stability and ongoing improvements. The BOD has completed and funded all Milestone inspections (2023), plumbing stack replacement (8 floors), NEW ROOF (2025), NEW elevators, NEW laundry facilities, NEW library, card and game room as well as NEW exterior painting fully funded (2026). The all inclusive maintenance fee includes gas for heat/hot water/cooking, water, sewer, trash, building insurance including flood & liability, pest control, exterior and grounds maintenance, escrow reserves, two heated pools and many recreational facilities. Owners enjoy Spectrum 5G internet + cable with FREE streaming services Hulu, Disney+, HBO Max, Paramount+, Peacock Premium, Essential, AMC, Fox One, VIX and ESPN Unlimited. As if ALL that is not enough, residence indulge in community amenities; dock & kayak launch, two fishing piers with a cleaning station, two heated pools, gas grills with picnic areas, shuffleboard, corn hole, renovated clubhouse, fitness center, library and storage on each floor. Enjoy an active social calendar with many events such as bingo, cards, 1st Friday & more. If you’re seeking waterfront living with extensive upgrades THIS is the place for you.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Kelley Rupert (727-504-8686)

Remarks: Under contract-accepting backup offers. Welcome to resort-style waterfront living in the highly desirable 55+ gated community of Bay Island in South Pasadena. This beautifully maintained furnished 4th-floor corner unit offers breathtaking panoramic views of Boca Ciega Bay, where dolphins and manatees are often spotted from your private balcony. With abundant natural light and a spacious split-bedroom floor plan, this 2-bedroom, 2-bath residence is the perfect full-time home or seasonal retreat. The spacious primary suite features stunning water views, a large walk-in closet, and an ensuite bath with a walk-in shower. Additional highlights include impact windows, in-unit washer and dryer, generous living space, and convenient proximity to the elevator. Bay Island is known for its exceptional resort-style amenities including six sparkling pools, two hot tubs, tennis and pickleball courts, shuffleboard, a 1.5-mile waterfront walking path, fitness centers with saunas, billiards, game rooms, library, BBQ areas, and a beautiful waterfront clubhouse with gathering spaces. Residents also enjoy beautifully landscaped grounds, multiple waterfront seating areas, a private marina with boat slips based on availability, and 24-hour gated security. The downstairs pool area is currently being beautifully renovated and updated for residents to enjoy. You’ll be able to glance out your living room window and see all the activity at the pool in no time. Ideally located just minutes from St. Pete Beach, Downtown St. Petersburg, Central Avenue, shopping, dining, and both Tampa International and St. Pete-Clearwater airports, this move-in ready waterfront home offers the best of the Florida lifestyle. Schedule your private showing today!

Listing is courtesy of: PHELPS REALTY GROUP (727-403-5213)

Listing Agent: Kelly Jamruk (727-235-2575)

Remarks: Huge price reduction and Seller highly motivated! Incredible views from every window. 1068 square feet of waterfront paradise with no surprises - This steel reinforced concrete building has new walkways, railings and plumbing already in place and paid for. Shorecrest has all Milestone inspections completed and funded. See full documents online at Shorecrest.us. The 2025 roof assessment from the storms was paid and roof completed. What really makes this unit so special is the unbelievable view, warm HEATED pool and access to a second pool across the street. This priced to sell 1 bedroom 1 bath with bonus room that can be configured with current layout to include an additional bedroom, is light and bright, perched high on the 7th floor with incredible waterfront views from the front windows and rear windows. With all that square footage, there is plenty of bonus space to make this 55+ condo your own. Not all condos are created equal, this building is solid concrete - not frame - and the unit is very close to the elevator and 5th floor laundry room. Each unit has access to a community storage closet with plenty of room for bikes and larger items. Lots of fun to be had here... The unit includes a kayak launch and the community has a kayak storage area by the water and a kayak club. 5 card playing groups, cornhole, 2 gas grills on site, shuffleboard courts, and of course fishing and dolphin watching off the dock. There is a full library for reading or card games and a secured clubhouse open daily to residents to gather or use the fitness center. The monthly newsletter and events give you plenty of opportunities to connect. This island community is very walkable and centrally located to everything you are looking for. 2 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. Buyers to qualify all measurements and condo policies.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-251-2002)

Listing Agent: Sheila Calistri, Pa (813-841-2000)

Remarks: WATERFRONT LIVING with MARINA ACCESS and direct access to the GULF OF MEXICO! Welcome to Bay Island, a gated 55+ waterfront community in South Pasadena offering the perfect blend of BOATING, COASTAL LIVING, and LOW-MAINTENANCE FLORIDA LIFESTYLE. Whether you're heading out for a day on the water, enjoying waterfront dining, or watching dolphins from your balcony, this is Gulf Coast living at its best. This beautifully maintained third-floor condo features an OPEN FLOOR PLAN, LUXURY VINYL FLOORING, GRANITE COUNTERTOPS, GLASS TILE BACKSPLASH, BREAKFAST BAR, ELECTRIC HURRICANE SHUTTERS, and a spacious PRIMARY BEDROOM with dual closets. Enjoy peaceful WATER VIEWS of Boca Ciega Bay from your private balcony while watching boats pass by and Florida's abundant wildlife. For boating enthusiasts, Bay Island offers a PRIVATE MARINA with BOAT SLIPS available for purchase or lease (subject to availability), providing convenient access to BOCA CIEGA BAY, the INTRACOASTAL WATERWAY, and the GULF OF MEXICO for fishing, cruising, island hopping, and sunset adventures. Resort-style amenities include SIX SWIMMING POOLS, TWO HOT TUBS, TENNIS COURTS, PICKLEBALL COURTS, SHUFFLEBOARD, a WATERFRONT CLUBHOUSE, FITNESS CENTER, LIBRARY, BILLIARDS ROOM, GAME ROOMS, BBQ AREAS, and a scenic 1.5-mile WATERFRONT WALKING TRAIL. Located just minutes from ST. PETE BEACH, TREASURE ISLAND, MADEIRA BEACH, DOWNTOWN ST. PETERSBURG, the ST. PETE PIER, waterfront restaurants, shopping, entertainment, and world-famous Gulf beaches, you'll enjoy easy access to everything that makes Florida's Gulf Coast one of the nation's most desirable places to live. The recently reduced HOA fee includes CABLE, INTERNET, WATER, SEWER, TRASH, EXTERIOR MAINTENANCE, LANDSCAPING, 24-HOUR GATED SECURITY, and access to all community amenities, making this an exceptional value for WATERFRONT CONDO LIVING. If you're searching for a SOUTH PASADENA WATERFRONT CONDO, MARINA COMMUNITY, BOAT SLIP ACCESS, GULF ACCESS, FLORIDA RETIREMENT HOME, WINTER RETREAT, or LOW-MAINTENANCE COASTAL LIFESTYLE, this is your opportunity to own a piece of paradise.

Listing is courtesy of: EPIQUE REALTY INC. (888-893-3537)

Listing Agent: Stacy Gervais (813-842-3077)

Remarks: 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)

Remarks: Rise above it all in this stunning 5th-floor condo at Shore Towers, perfectly positioned along the shimmering waters of Boca Ciega Bay. Sweeping panoramic views and breathtaking sunsets set the tone for the relaxed Florida lifestyle you've been dreaming of. This spacious 2-bedroom, 1-bath unit offers 1,140 square feet of open, light-filled living, completely furnished and move-in ready! — just bring your suitcase and start enjoying the good life. Shore Towers is more than a building — it's a vibrant, active community. The well-appointed clubhouse hosts a packed calendar of social events, activities, and gatherings that make it easy to connect with neighbors and truly feel at home. When you're not socializing, enjoy the resort-style pool, fish off the private dock, or relax at the waterfront patio with BBQ grills and outdoor dining. All of this, just minutes from the beaches of St. Pete Beach and Treasure Island, with quick access to Downtown St. Petersburg, I-275, dining, and shopping. Whether a permanent residence, seasonal escape, or investment opportunity — this is Florida waterfront living at an exceptional value.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-835-3110)

Listing Agent: Adrian Guerra, Pa (352-797-1871)

Remarks: Welcome to your pristine coastal sanctuary. Designed with a "coastal chic" aesthetic, this professionally remodeled 2-bedroom, 2-bathroom residence offers 1,110 sq. ft. of sophisticated, light-filled living space. Located in Bay Island, a premier 24-hour gated 55+ community, this turnkey end unit, pairs waterfront views with added piece of mind — a brand-new building roof (December 2025) to protect your investment and ease special assessment worries. Step inside to an airy, open layout highlighted by premium ceramic tile flooring and zero carpet. The gourmet kitchen is a chef’s delight, thoughtfully designed with gleaming granite countertops and a pass-through breakfast bar that keeps the water views in sight, brand-new stainless-steel appliances and custom shaker-style cabinetry featuring soft-close hinges, durable dovetail drawers, and convenient pull-out shelving — topped with crown molding. The generous primary suite serves as a private retreat, offering peaceful water views, a large walk-in closet with custom built-in shelving, and a luxurious ensuite bathroom. Pamper yourself in the spa-like walk-in shower with floor-to-ceiling tile work, complemented by a new granite-topped vanity. For ultimate convenience, a dedicated in-unit washer and dryer are housed right here. Guests will feel equally spoiled in the fully renovated second bathroom, showcasing an elegant tile inlay in the tub/shower combo. Blissful Florida evenings await on your private, covered lanai. Unwind against a backdrop of peaceful sunset views, made even better by a premium upgrade: an electronic roll-down, high-visibility screen that protects your space without ever obstructing your view of the water. Additional high-value features include full impact-resistant windows and sliding door, a brand-new water heater, and a dedicated covered parking space. In Bay Island, you’ll enjoy a vibrant, maintenance-free lifestyle. Exceptional amenities include heated pools and spas, tiki huts, waterfront grilling stations, tennis, pickleball, shuffleboard courts, and a waterfront walking path. The clubhouse has a fitness center, billiards, and a robust social calendar. The all-inclusive monthly fee covers: Basic cable, high-speed internet, water, sewer, trash, flood insurance, exterior landscaping, and 24-hour security. The community is pet-friendly (up to 2 pets, 1 dog max under 15 pounds) and allows flexible rentals (30-day minimum, 3x per year). Ditch the hassle of parking when enjoying the area, because a SunRunner rapid transit stop sits right outside the community gates, whisking you away to world-class Gulf beaches, local shopping dining, or vibrant downtown St. Petersburg in minutes. Don't just buy a condo—upgrade your lifestyle. Schedule your private tour today!

Listing is courtesy of: INTEGRITY REAL ESTATE SERVICES LLC (727-433-3716)

Listing Agent: C.J. Spang (727-433-3716)

Remarks: Fully renovated fourplex in St. Petersburg, designed by an interior designer giving each unit a different look and decoration. The property offers 4 units totaling approximately 3,488 heated sq ft, with each unit providing approximately 872 sq ft. 2 ground units of 2/2 no closet, and 2 upstairs units 2/1 with closets. Each unit includes in unit laundry, modern high-end finishes, and updated interiors throughout. The property provides 1 dedicated parking spaces for each unit for a total of 4 parking spaces (with 2 additional parking spaces), along with a shared rear patio creating additional outdoor space for residents. Major improvements a new roof (2025), re pipe (2019), updated electrical (2019) with separate electrical panels for each unit, new AC units (2019 and 2023), impact windows (2019 and 2024). Conveniently located 0.3 miles to Publix, near shopping, dining, and everyday amenities. The property is approximately 7 minutes to the beach, 15 minutes to downtown St. Pete, and 30 minutes to Tampa International and St. Pete/Clearwater International Airport. Major hospitals are located approximately 0.5 miles away. Property sold as is furnished offering immediate rental or income potential. Excellent opportunity for investors looking a turn key multifamily property in a high demand rental area. Buyer or buyer's agent to verify all measurements, leasing restrictions, and zoning requirements

Listing is courtesy of: ANCHOR REAL ESTATE (305-794-7901)

Listing Agent: Alexandra Gomez Lattuf Llc (786-477-2426)

Remarks: Under contract-accepting backup offers. 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)

Remarks: Virtually Staged. ### Waterfront Luxury Meets Resort-Style Living in South Pasadena Welcome to **7400 Sun Island Drive S, Unit 111**, a beautifully updated **2-bedroom, 2-bath waterfront condominium** nestled within the highly sought-after **55+ gated community of Bay Island**. This first-floor end unit offers the perfect blend of comfort, convenience, and coastal lifestyle with breathtaking water views and an abundance of natural light. Step inside to discover an inviting open-concept layout featuring a spacious living and dining area, stylish tile flooring, ceiling fans throughout, and a bright kitchen complete with **granite countertops, stainless steel appliances, two-tone cabinetry, and a charming breakfast nook**. Both bathrooms have been tastefully updated with granite countertops and modern vanities, while the primary suite offers a walk-in shower and private access to one of two outdoor patio spaces. The guest bathroom features a walk-in therapeutic tub for added comfort and accessibility. Enjoy Florida living at its finest with **two private patio areas**, including a peaceful retreat off the primary bedroom and an additional paver patio accessible from the living area—perfect for morning coffee, evening sunsets, or simply enjoying the waterfront setting. Bay Island is renowned for its resort-style amenities, including: * 24-hour gated security * Six heated swimming pools * Two hot tubs * Clubhouse and social activities * Fitness center * Tennis and pickleball courts * Marina and fishing areas * Scenic waterfront walking paths * Billiards, card rooms, and hobby spaces * Active social calendar and community events Ideally located just minutes from **St. Pete Beach, Corey Avenue shops and dining, Gulf beaches, downtown St. Petersburg, and endless entertainment options**, this home offers the perfect opportunity to enjoy maintenance-free waterfront living in one of Pinellas County's premier active adult communities. Whether you're looking for a seasonal retreat or a full-time residence, this move-in-ready waterfront gem delivers the lifestyle you've been dreaming about. Schedule your private showing today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Garrett Huffman (248-787-9667)

Remarks: Wake up each morning to breathtaking views of Boca Ciega Bay and enjoy the relaxed waterfront lifestyle you've been dreaming of. Nestled within the highly sought-after Shore Crest community in South Pasadena, this beautifully maintained 55+ condominium offers the perfect combination of comfort, convenience, and carefree living. From the moment you step inside, your eyes are drawn to the sparkling water views that stretch across the bay and fill the home with natural light. Offering 1 bedroom, a bonus room, and 1 bathroom across 1,050 square feet, this residence has been thoughtfully updated and meticulously cared for throughout the years. The spacious living room features custom built-ins for added character and functionality, while the enclosed sunroom provides a front-row seat to daily dolphin sightings, passing boats, and spectacular sunsets. The primary bedroom offers an oversized walk-in closet with abundant storage, while numerous improvements provide added peace of mind. Hurricane impact windows were installed in the sunroom in 2024 along with solar shades, storm shutters protect the kitchen and bedroom windows, the AC and heating system were replaced in 2020, and an Energy Star refrigerator was added in 2023. Residents enjoy the convenience of an assigned parking space, plentiful guest parking, and shared storage areas on each floor for bicycles, beach chairs, and seasonal items. Shore Crest is known for its active and welcoming atmosphere, offering an impressive collection of amenities including two heated waterfront pools, a fitness center, clubhouse, library, shuffleboard courts, kayak launch, waterfront seating areas, gas grills, and two fishing piers, including a newly completed pier in 2023. This established 55+ community does not allow pets or rentals, creating a peaceful residential environment where neighbors know one another and owners take pride in their community. For additional peace of mind, milestone inspections were completed and funded in 2023, and a fully funded roof replacement was completed in 2025. Laundry facilities are conveniently located on both the first and fifth floors. Beyond the community, you'll appreciate being just moments from marinas, waterfront dining, local shopping, bowling, wineries, and the popular Sunday Market at St. Pete Beach. The nearby SunRunner provides easy transportation to downtown St. Petersburg and the Gulf beaches, making it simple to enjoy everything the area has to offer without relying on your car. Whether you're seeking a year-round residence or a seasonal retreat, this waterfront home offers an exceptional opportunity to enjoy maintenance-free living in one of South Pasadena's most desirable 55+ communities.

Listing is courtesy of: MAVREALTY (727-314-3942)

Listing Agent: Nina Becker (727-366-2737)

Remarks: Under contract-accepting backup offers. Short Sale. Lovely 2 bedroom waterfront condo at a newly improved price, you won't find a better value in the community! Bay Island is a gated 55+ community with amenities galore: 6 swimming pools to choose from, with the closest on the North end of your building, just steps away! Active clubhouse with fitness room, shuffleboard, 4 lighted tennis courts, pickleball courts, and a walking trail along the seawall for those evening strolls. This building recently had a new roof installed, and this unit comes with (1) covered carport spot. Pet friendly for (1) dog up to 15 lbs or (2) cats.

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Tanja Cisliek (727-480-4155)

Remarks: LOCATION!! This condo is priced to sell! All ages are welcome here. 1.6 miles to St. Pete Beach or 7 miles to downtown St Pete, right on the Sun Runner route to both. Here is your 2nd floor "high and dry" condo just .2 miles to Bay View Park on the water where you can fish, enjoy the playground or statuary. Across the street from shopping and dining, plus the bowling and the winery. Leave the car at home. This Move-In Ready, 1 Bedroom, 1 Bath condo in popular Les Chateaux. The 1 year old HVAC and air handler will keep you cool! A brand new dishwasher has also been added. The home is light and bright, and boasts a big primary bedroom and huge walk in closet as well. Storage closets are on site for your bike or paddle board. You can swim year-round in the heated pool or entertain in the well-equipped 2 story clubhouse. This is a perfect place to call home year-round or perfect for your winter residence.

Listing is courtesy of: REALTY EXPERTS (727-888-1000)

Listing Agent: Jennifer Kowalski (727-910-0333)

Remarks: Great new price and opportunity to finally live at Harbourside! This one bedroom, one bath FURNISHED condo offers more than just a home – it's a lifestyle. Wake up to breathtaking views of the water and enjoy your morning coffee on the private balcony, where tranquility meets serenity. Discover the perfect blend of comfort and convenience in this charming setting. Situated in a picturesque location with stunning water views, this residence offers a tranquil retreat at an unbeatable price. Step inside to find open rooms flooded with natural light, creating an inviting atmosphere that feels like home. The open layout seamlessly connects the living, dining, and kitchen areas, providing ample space for relaxation and entertaining. A large, enclosed porch, with a breath-taking view and floor-to-ceiling window sliders, offers the option of a fresh, open-air patio or the flexibility of another room which can easily be adapted for multiple uses, it’s up to you! Wake up to in the comfort of your spacious bedroom, offering a peaceful sanctuary to unwind at the end of the day. Residents of Harbourside enjoy a wealth of amenities -- tennis, pickleball courts, a large sparkling swimming pool, hot tub, sauna, shuffleboard, boat docks, kayak racks, separate men and women’s fitness centers, EV Charging stations, 3 car wash bays with vac & air, an active social program with a beautiful clubhouse, library, wood-working shop and game rooms. Pet friendly and NOT a 55+ community. Social events abound, fostering a sense of community and camaraderie among neighbors. Situated in an island community, Harbourside offers residents the enjoyment of lush greenery and gentle waters populated with dolphins, manatees, herons, egrets and a myriad of other Florida wildlife as you stroll or jog along the 1.5-mile island walkway or even from the comfort and convenience of your own home. With the beach just minutes away, you'll never be far from the sand and surf. Enjoy peace of mind with 24-hour security provided by a guarded gate, offering an extra layer of safety and security for you and your loved ones. Beauty, luxury, comfort, activity and security – Harbourside has it all! Experience the ultimate in waterfront living. Check out the Virtual Tours – both a video and a 3D 360-degree walk-though tour, and then schedule your private tour of this Harbourside gem today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Sara Ward (727-409-3750)

Remarks: Rarely available Penthouse unit with panoramic Intracoastal and Gulf views. Baywatch at Harbourside in South Pasadena. Beautiful updated unit with two bedrooms plus den, two full baths, and 1,910sq.ft. of living area. Spectacular water views across the rear. In 2020 major renovations with all new luxurious master bath suite, new second bathroom, and kitchen remodeled with walls being removed. 30ft. rear balcony with Southern exposure offering year round balcony time. Sit and enjoy the active Intracoastal waterway, the Corey Causeway Bridge, Fireworks, boat parades, and endless hours of Mother nature with Dolphins, Manatees, Ospreys and more. Other features: granite tops in kitchen with newer appliances, hurricane windows and sliders, plantation shutters, inside laundry with new washer washer and dryer, two newer A/C systems, 9ft. ceilings through out, wet bar in living room, hurricane shutters, one garage parking space and one covered parking space and so much more! Harbourside community is gated with 24 hour security, a 1.6 mile waterfront walking trail, marina with 87 boat slips (available at times for rent or purchase), kayak racks, multiple heated pools, heated spa, men and women's separate gyms, tennis courts, pickle ball courts, shuffleboard courts, gas grills, car washing station with free air and vac, charging stations for electric cars, a recently renovated Clubhouse with endless activities along with library, billiards room, work shop, and more. This South Pasadena location is a short stroll to the beautiful Gulf Beaches, Interstate 275, and vibrant downtown St. Petersburg. Harbourside is pet friendly and allows units to be rented with a three month minimal rental period. Come live in one of the very nicest and well built communities in all of Pinellas County. Be sure to vies the beautiful virtaul tour.

Listing is courtesy of: COLDWELL BANKER REALTY (727-381-2345)

Listing Agent: Kevin Gallagher (727-365-2221)

Remarks: Welcome to the beautiful community of Bay Island. Located in the Heritage Building is directly on the water. RENOVATIONS completed April 2026! This first floor unit has an open floorplan with living, dining and kitchen with tiled backsplash and under cabinet lighting. The bathroom has a walk-in shower with white subway tile. The bedroom has a walk-in closet and BRAND NEW HURRICANE RATED sliding door that opens to a screen enclosed covered porch overlooking the water! Flooring, kitchen finishes, appliances and bathroom finishes are all NEW and covered by the community under their flood insurance coverage. This 24-hr guard gated waterfront community has an exceptional array of activities for the active resident including multiple pools & spas, tennis & pickleball courts, community room with activities such as yoga, entertainment and socials, shuffleboard courts, fitness center with sauna, waterfront tiki huts with grilling area and community marina for fishing or boating opportunities. The indoor amenities are in process of remediation and photos are pre storm for reference. Bay Island is a 55+ community. Ask for more details on this exceptional value condo. 2026 HOA fee is LOWER @ $539.89/month

Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)

Listing Agent: Julie Jones (727-452-8663)

Remarks: Under contract-accepting backup offers. BREATHTAKING WATER VIEWS! From the 16th floor, the unobstructed panoramic views from the balcony and walkway stretch across Boca Ciega Bay, the marina, and toward the Gulf. Located in the gated 55+ waterfront community of Bay Islands, residents enjoy six heated pools, spa, fitness center, tennis courts, clubhouse, marina access, and a scenic 1.25-mile waterfront walking path. The expansive 24’ x 6’ balcony is accessible from both the living room and primary bedroom, creating a seamless indoor-outdoor setting to enjoy sunrises, sailboats, and coastal breezes. This 1-bedroom, 1.5-bath unit offers a functional layout with hurricane shutters for both sliding doors, an in-unit washer and dryer, tankless water heater (2018), balcony storage closet, large walk-in storage locker, and covered parking. The interior presents a great opportunity to personalize and update to your taste. Just minutes to Gulf beaches and downtown St. Petersburg. Bay Island is Florida Living at its finest!

Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)

Listing Agent: Abi Neal (813-860-8575)