South Pasadena Homes For Sale & Real Estate - 110 homes

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)

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!

Listing is courtesy of: RE/MAX PREFERRED (727-367-3636)

Listing Agent: Zach Sherf (727-360-6090)

Remarks: One or more photo(s) has been virtually staged. STUNNING WATERFRONT CONDO – FULLY RENOVATED & MOVE-IN READY! Experience resort-style living at 7465 Bay Island Dr S, Unit 112, located in one of South Pasadena’s most desirable gated waterfront communities. This beautifully updated unit showcases breathtaking water views and features major renovations throughout, including hurricane impact doors and heavy-duty impact-resistant sliding glass doors, a brand-new kitchen with granite countertops, and new stainless-steel appliances, offering both style and peace of mind. Wake up to serene water views and enjoy peaceful walks along the scenic shoreline of Boca Ciega Bay. Whether you're looking for a full-time residence or a seasonal retreat, this property delivers the ultimate Florida lifestyle. Bay Island offers unmatched amenities, including multiple heated pools, clubhouse, fitness center, tennis & pickleball courts, shuffleboard, and waterfront walking paths. With a 24-hour gated guard, enjoy security, privacy, and a vibrant active community. Conveniently located just minutes from beaches, dining, nightlife, and shopping, this is your opportunity to own a turnkey waterfront property in a highly sought-after 55+ community. HURRY — THIS ONE WON’T LAST! Schedule your private showing today and start living the waterfront lifestyle you’ve been dreaming of!

Listing is courtesy of: CHIRINO REAL ESTATE (813-642-3325)

Listing Agent: Sandra Munoz (656-204-3498)

Remarks: PENTHOUSE PARADISE! NO DAMAGE IN PRESIDENTIAL BUILDING FROM HURRICANES. This is a must see. SPECTACULAR 55+ waterfront living in the exclusive Bay Island 24 hour guard attended/gated community! This is an opportunity to own a penthouse unit in the Presidential building with wide open Gulf and Intercoastal water views that reach from Treasure Island to the Don Cesar on Pass-A-Grille.This HOA is on top of their game by completing the engineer reports and required repairs to satisfy state compliance, or state requirements . Enjoy watching sailboats, dolphins, manatees, and stingrays while soaking in those gorgeous gulf sunsets . This one-of-a kind unit was just remodeled from top to bottom. Roof was replaced 3 years ago. Interior remodeling includes: 17 sleek shaker doors, frames and brushed nickel hardware, all popcorn ceilings removed, elevated the ceilings in bathrooms, crown molding, can lighting replaced with recessed LED lighting, all non-carpeted floors changed to high end luxury vinyl and carpeting in all 3 bedrooms, 5 inch baseboards in every room, all new flat side toilets (4), 2 new AC units and handlers with google nest remote programmable thermostats, all duct work inspected, roof 1 year, new stainless steel appliances including: flat-top stove, microwave, large single sink, dishwasher, washer and dryer (2024), new kitchen island w/waterfall, 2 water heaters (2024), all floor to ceiling PGT hurricane windows throughout entire condo replaced, electronic shades, all new quartzite counters and backsplash in kitchen including new counter-height master bathroom vanity with quartzite counter 28ft of living room space feels like your sitting on the water . This unit is perfection from décor to stunning views. Bay Island Amenities include a marina, 5 pools, Jacuzzis, 4 tennis and pickle ball courts, outdoor grills with tikihut picnic areas, club house with ball room for rent, pool tables , Ping-Pong tables, dart board room ,card room, shuffle board court, saunas and showers, a his and hers fitness center with the updated equipment, a mile+ of waterfront sidewalks and a Social Director with multiple dances/community gatherings year round. In close proximity to restaurants, shopping, Sun Runner bus right at gated entrance. 2 front row covered parking spots near entrance with 2 elevator access.This HOA is on top of their game by completing the engineer reports and required repairs to satisfy state compliance, or state requirements . THIS IS A MUST VIEW.

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

Listing Agent: Michal Rhodus (813-367-7806)

Remarks: Under contract-accepting backup offers. Calling all boaters, slips available for sale and rent! AN EXCEPTIONAL AND AFFORDABLE CHANCE FOR ALL AGES TO OWN A SLICE OF PARADISE IN A FIRST-FLOOR UNIT LOCATED WITHIN THE SECURE, RESORT-STYLE, WATERFRONT COMMUNITY OF PASADENA COVE — A TRUE EMBODIMENT OF IDEAL FLORIDA LIVING! Start each day by witnessing stunning sunrises while relaxing on your screened BALCONY that offers serene views of the marina waters and beautifully maintained green spaces. This location is perfect for pet owners, and you'll appreciate the COVERED CARPORT SPACE #366 right by your front door, eliminating concerns about elevator outages or climbing stairs. Plus, the clubhouse and pool are conveniently positioned nearby! The generously sized primary bedroom boasts an ensuite bathroom equipped with a step-in hybrid tub/shower and a walk-in closet. Throughout the unit, you'll find tile and laminate flooring, a full-sized WASHER/DRYER in a private laundry area, an oversized water heater, ample closet space, and an extra storage locker in the building. All mechanical systems have been under home warranty and remain in excellent working order. EV charging stations are available, along with options for storing bikes, boats, and trailers. Additional community features include a heated pool and spa, shuffleboard courts, a pond with a tranquil fountain, a renovated clubhouse hosting social events, a fitness center, billiards room, and a private marina where DEEP WATER BOAT SLIPS can be rented or purchased as available. As you wander through the impeccably maintained grounds, you’ll find numerous convenient amenities nearby, plus easy access to pristine Gulf beaches, Tampa International Airport, and the lively downtown areas of Gulfport and St. Petersburg. PETS ARE WELCOME, 90-day rentals are permitted, and the low HOA fee covers almost everything—including building insurance, water, trash, sewer, cable TV, and internet. For added reassurance, THE MILESTONE INSPECTION HAS BEEN COMPLETED and no flood damage from the recent storms. Don’t miss this rare opportunity—schedule your viewing today!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Mark Yorke, Llc (727-481-2165)

Remarks: LES CHATEAUX DES ROIS | SOUTH PASADENA. Positioned in one of South Pasadena’s most convenient locations, this thoughtfully updated 2-bedroom, 2-bath condominium offers comfort, style, and everyday ease. Located on the second floor, the residence features a beautifully reimagined kitchen designed for both function and flow. Highlights include new cabinetry, granite countertops, a glass tile backsplash, and a full suite of stainless steel KitchenAid appliances. Both bathrooms have been tastefully remodeled, and luxury vinyl plank flooring extends throughout, creating a clean, modern aesthetic. One of the most valuable upgrades is the installation of hurricane-rated impact windows throughout, providing both peace of mind and energy efficiency. The rear balcony has also been enhanced with new flooring and screening, offering a private space to relax and unwind. Les Chateaux Des Rois is ideally situated within walking distance to dining, grocery, and everyday conveniences. The beaches of South Pasadena are just minutes away, with Gulfport and St. Pete Beach approximately 15 minutes from your door. In the opposite direction, downtown St. Petersburg offers a vibrant mix of waterfront parks, dining, arts, and entertainment. For added convenience, Stetson University College of Law is just a short 5-minute drive. A well-appointed residence in a highly desirable location, offering exceptional value and lifestyle.

Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)

Listing Agent: Tom Collier (941-773-3952)

Remarks: Great location for your family home or a good investment in tourists very desired location close to beaches. This is also very unique home design with 2 "Master" bedrooms having direct/private own bathroom access. Some beautiful updates have been made last few months. Amazing Opportunity to have own home in very good location, with easy and short access to the most famous beaches and Don Cesar Palace/Resort. Short-term rentals have been booming for years in this area. Located in Flood Zone X and special made deep and wide drain canal just a street away to secure this location against any flood issues in the future - so NO FLOOD protection NEEDED. and no HOA or deed restrictions and no damage from any hurricane in 2024 or before. A covered carport provides easy parking, and the spacious lot adds to the home’s inviting feel for your friends and family. Located in unincorporated Pinellas County, this home is just 7 minutes from St. Pete Beach, minutes to downtown Gulfport, and a short drive to downtown St. Petersburg. This offers the perfect blend of privacy, space, and proximity to some of the area’s best dining, shopping, and beaches. Don’t miss the opportunity to enjoy coastal living in this charming South Pasadena home. WATCH THE VIDEO-click on link

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Dan Lanhaus (727-992-3435)

Remarks: Make sure this Bright and Spacious 2 bed/2 bath condo is on your List! Bright - Light with a peaceful eastern view, enjoy your morning coffee with the sunrise, while your dolphin neighbors are passing by; all situated on a quiet Pass connecting Boca Ciega Bay to the Intracoastal. Minimal water intrusion from past storms resulted in a fresh updated condo, new Frigidaire appliances, new filtered water system at the sink, lovely light patterned quartz countertops in kitchen and both baths, new carpeting through Great room and both bedrooms and gorgeous 3 panel hurricane rated Sliders to enhance the wonderful view. The primary bedroom is airy and light, large walk-in closet and ensuite bath with walk-in shower, creates a peaceful retreat. Stack Laundry hookup near guest bath. Your covered parking is directly in front. The Bay Island Community has So much available for the +55 resident! your small pets ( 2 cats or 1 small dog + 1 cat ). Very active Rec / Social Center, large party rooms and kitchen on 2nd floor, His & Her gyms, billiards, card room, multiple tennis and pickleball courts, hot tub and 7 inground pools, and a Marina plus 1.4 miles of seawall walkway that surrounds the community. Bay Islands is a secure, gated community located in S Pasadena, between St Pete Beach and St Petersburg and next door to Gulfport - with SunRunner Express Bus access to St Pete Beach and into downtown St Pete ( Let's go to a Rays game! ) right out front, famous St Pete Beach, shopping, dining, golf and all sorts of entertainment are minutes away. There is a $3,000 credit available for the new owner to design the primary closet, chose the perfect window treatment for the Sliding doors or offset the monthly fees. Put this cute - fresh condo at the top of your List !

Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (727-748-0707)

Listing Agent: Mary Frances Cormican (727-641-2511)

Remarks: MAJOR PRICE IMPROVEMENT - SIGNIFICANT REDUCTION, $90,000!!! This is the opportunity buyers have been waiting for, now positioned as one of the best values in the area!! This spacious condo is your chance to live in beautiful South Pasadena, where panoramic waterfront views of Boca Ciega Bay meet an active 55+ lifestyle. From sunrise reflections on the water to evening breezes from your enclosed Florida room, this one of a kind end-unit residence offers the perfect blend of serenity and community. Spanning 2,210 square feet, the largest floor plan in the building — this corner end unit with sweeping water views offers all new hurricane impact windows, enclosed Florida room overlooking Boca Ciega Bay, new A/C (2025), new washer (2025), dryer, gas furnace & stove. Unit owners enjoy a designated parking spot & ample guest parking. This steel-reinforced, fully owner-occupied community is well-managed by a proactive Board dedicated to financial stability and ongoing improvements. The BOD has completed and funded Milestone inspections (2023), plumbing stack replacement (8 floors), new roof (2025), new elevators, updated laundry facilities, new library, card and game room as well as exterior painting scheduled and 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 high-speed internet & cable with FREE streaming services including 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, now is the time to make your move here!

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

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

Remarks: Price reduced! Sellers are open to all reasonable offers. Penthouse with Unbelievable Water Views at BayWatch at Harbourside Discover luxurious penthouse living in this unique 1,990 sq. ft. condo, one of only 10 on the island. Enjoy panoramic water views from the living room, dining room, kitchen, and both bedrooms. The unit features an open floor plan, is move-in ready, and comes furnished. This is your opportunity to experience the best of BayWatch at Harbourside and resort-style island living. • Abundant Marine Life: Frequent sightings of dolphins, manatees, and various sea birds are common in the calm, protected waters of the Intracoastal Waterway and shallow bay areas. • Stunning Sunsets: West-facing balconies provide prime, unobstructed views of the sun setting over the water. • Active Waterways: You can watch a constant parade of sailboats, yachts, and other vessels, making the view dynamic and interesting • Interior highlights Flexible living space: Two bedrooms, two baths, and a den that can function as an office, media room, or third bedroom. • Gourmet kitchen: Includes a central island with cabinets, two pantries, a wall oven, a microwave, reverse osmosis filtration, and eat-in space. • Custom dining room: Features built-in cabinets with a granite countertop, a snack bar, and double sliders leading to a private balcony. • Spacious primary suite: Offers two walk-in California closets and a third wall closet. The en-suite bathroom includes a water closet, two vanities, a soaking tub, and a separate walk-in shower. • Convenient laundry: A full-size side-by-side washer and dryer with storage are located in a room off the kitchen. • Quality construction: Solid steel reinforced concrete construction was used by JMC Communities, the original builder, rather than concrete blocks. Penthouse exclusives • Two assigned parking spaces: One covered carport (#118) and one space under the building (#98). • Sixth-floor storage unit: A large, conveniently located storage unit near the elevator is also included. • Private balcony: Accessed by double sliders from both the dining room and living room. Resort-style amenities • Pools and recreation: Six swimming pools, five tennis courts with two pickleball courts, and shuffleboard. • Fitness and relaxation: Two fitness centers, a Jacuzzi, and saunas. • Convenience for residents: Three outdoor grills, a three-station car wash with vacuum and air, and electric car charging stations. • Waterfront access: The marina has three docks and 87 deeded slips, which are available for rent or purchase from other owners. • Clubhouse features: A card room, billiard room, library, woodwork shop, and a grand room with a kitchen for events. • Outdoor activities: A 1.5-mile walking trail around the island offers a chance to see dolphins, manatees, and seabirds. • Pet-friendly policy: Allows one pet per unit, 20 pounds or under. This is your opportunity to experience the best of BayWatch at Harbourside and resort-style island living.

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

Listing Agent: Denise Hobbs (727-492-4175)

Remarks: Beautifully maintained and move-in ready 3-bedroom, 2-bath mobile home located in a desirable South Pasadena waterfront community. Built in 2016 (Nobility) and offering 1,344 sq ft, this home has been meticulously cared for and thoughtfully upgraded. Major improvements include a brand-new roof (2025) with full replacement, City permits, 130-mph rated shingles, wind mitigation, and warranty, along with new A/C and new ductwork, updated flooring, and a remodeled guest bathroom. The home also features a permitted aluminum carport, pavered entry, storage shed, and numerous exterior enhancements. The open floor plan offers spacious living and dining areas, a well-appointed kitchen with a new over-the-range microwave (2024), and generous bedroom sizes. Monthly pest control service has been professionally maintained since purchase. HOA fee is $895/month and includes lot rent and property taxes, as well as access to all community amenities. Community Amenities Include: Heated swimming pool Waterfront access with dock Clubhouse Shuffleboard courts Conveniently located near beaches, shopping, and dining, this turn-key mobile home offers the perfect blend of comfort, affordability, and resort-style Florida living. Buyer to verify room dimensions and sf are approximate

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

Listing Agent: Donna Miller (727-520-2737)

Remarks: NEW PRICE IMPROVEMENT MOTIVATED SELLERS...Step inside "Island Place" at Harbourside! Beautiful Intracoastal sunsets every day from this Furnished move in ready 2BR, 2BA waterfront updated condo located in the private, gated community of Harbourside. Minutes from award winning beaches this very well maintained condo with two bedrooms, two full bathrooms, and 1,145 sf. of living area with kitchen open to the living area and includes granite, stainless, over/under cabinet lighting, dual ceiling fans. The open floor plan flows into the living area with a view of the boating activity on the Intracoastal. Hurricane storm shutter and hurricane resistant windows. The master BR has sliders to the balcony and an updated bath with granite, raised cabinets, a step-in shower with frameless glass doors and a spacious walk-in closet. Newer Window treatments. All doors are six panel wood. Cable and internet included in monthly fee. Two external storage areas, and under building parking space, #23. Harbourside is a pet friendly 24/7 guard gated community with amenities like 6 swimming pools, 5 tennis courts, 2 fitness centers, Jacuzzi, saunas, shuffleboard, outdoor grilling, EV charging stations, 3 car wash stations with vacuum & air. Marina with 3 docks and 87 deeded slips (no boat slip with this unit, but slips are available for purchase or lease). This South Pasadena location is a short stroll to the beautiful Gulf Beaches, Interstate 275, Airports and vibrant downtown St. Pete. Harbourside is one of the very nicest and well built communities in all of Pinellas County.

Listing is courtesy of: KELLER WILLIAMS RLTY NEW TAMPA (813-994-4422)

Listing Agent: Raeann Stanchina (813-455-8163)

Remarks: One or more photo(s) has been virtually staged. Welcome to an extraordinary opportunity to own a slice of paradise at the prestigious Windwards at Harbourside Building 8, Unit 804. This meticulously updated, 1,915 sq. ft. penthouse is a rare find, being one of only twelve located on the island, offering unparalleled resort-style living in South Pasadena FL. Key Residence Features: Luxurious Interiors: Step inside to a magnificent tiled floor featuring a centered marble compass, guiding you through this expansive residence with crown molding and plantation shutters on every window. The entire condo has been freshly painted in "White Cloud" to match the pristine flooring and countertops. Spacious Living: The flexible floor plan includes a large, Waterview 14x13 room perfect for a den or third bedroom, and a 28x14 living room that can be configured into distinct conversation and media areas. Gourmet Kitchen & Dining: The renovated kitchen boasts newer cabinets and appliances, multiple pantries, a dedicated laundry room with a sink, and a dining area offering stunning views of the Gulf and intracoastal waterway. Master Suite Retreat: The master bedroom features an ensuite bathroom with a luxurious Jacuzzi tub, separate shower, and powder room. Premium Upgrades: Enjoy peace of mind with two A/C units (2025 and 2021), a tankless water heater, a whole-house water filtration system (2023), new sliders and windows to be installed, and hurricane shutters on the balcony, bedrooms and den. Abundant Storage & Parking: The unit includes a storage unit on the balcony and another large one on the same floor (#804). Two parking spaces are provided: under Building 134 and Car Port #89. Harbourside Amenities & Community: Harbourside is renowned for its solid steel-reinforced concrete construction and an extensive array of amenities that cater to a vibrant, active lifestyle: Pools & Fitness: Access to six swimming pools (including one specific to the Windward building plus the main clubhouse pool), two fitness centers, separate men's and women's gyms, Jacuzzi, saunas, and three car wash stations. Sports & Recreation: Three tennis courts, three pickleball courts, shuffleboard, and a 1.5-mile walking trail around the island, perfect for exercise or walking your pet (Windward Building allows one pet under 20 pounds) Hobbies & Social: Enjoy a woodworking shop, library, card room, billiard room, outdoor grilling areas, car charging stations, and a clubhouse with a full social agenda. Waterfront Living: The community features a marina with three docks and 87 deeded slips (slips are available to rent or purchase from other owners), and two kayak racks with 50 spaces each. Experience resort-style living at its finest in this magnificent penthouse

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

Listing Agent: Denise Hobbs (727-492-4175)

Remarks: One or more photo(s) has been virtually staged. Welcome to South Pasadena's Premier 55 and better community.Happy New Year!!! the HOA has been decreased from $1024.34 to $778.08!!! Price Improvement to $275,000 !!! The condominium offers approximately 1,100 square feet of living space. The residence features two bedrooms and two bathrooms. The waterfront location provides scenic views and lush landscaping. The outdoor seating area offers a spacious, amenity-rich setting. The kitchen boasts ample countertops and modern appliances, creating a convenient and functional cooking space. The spacious bedrooms feature abundant natural light and ceiling fans, providing comfort and ambiance. The dining area showcases an elegant lighting fixture, complementing the overall elegant and inviting atmosphere. Throughout the home, the layout is designed to maximize natural lighting, creating a bright and airy living environment. The convenient access to nearby amenities enhances the overall appeal of this waterfront property, making it an ideal choice for those seeking a serene and well-appointed living experience. This first floor unit was not flooded nor did it experience any water intrusion during the 2024 hurricanes. The seller's double hurricane sliders protected it. The community management company and their insurance company out of being extremely proactive with concern that the unit shared walls with units that were flooded, did remove the walls/appliances and lower cabinets to assure their hadn't been water intrusion in the exterior of the walls and floors. The unit has been updated and renovated.

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

Listing Agent: Nancy Tangredi (813-263-5778)

Remarks: Welcome to resort-style living in the highly sought-after gated 55+ community of Bay Island. This beautifully fully furnished maintained 2-bedroom, 2-bath 2nd floor condo offers 1,045 square feet of light-filled living space and serene waterfront surroundings. The spacious eat-in kitchen is thoughtfully designed with granite countertops, stainless steel appliances, a custom granite backsplash, and solid wood cabinetry—perfectly blending style and functionality. The open-concept floor plan allows for effortless flow between the kitchen, dining, and living areas, all enhanced by abundant natural light. The primary suite is a peaceful retreat featuring stunning water views, a private ensuite bath, and the convenience of an in-unit washer and dryer. A generously sized second bedroom and full bath provide comfortable accommodations for guests or additional living space. Step out onto the covered balcony and unwind while taking in tranquil views of Boca Ciega Bay—an ideal setting for morning coffee or evening relaxation. Additional highlights include Hurricane proof windows, assigned covered parking, separate storage, and ample guest parking for visitors. Bay Island offers an exceptional lifestyle with an array of resort-style amenities, including separate men & women's gym, a social club with a variety of events throughout the year, 6 heated pools, 2 hot tubs, tennis courts, shuffleboard, and boat docks. This community is also pet-friendly, adding to its welcoming atmosphere. Ideally located just minutes from St. Pete Beach, vibrant downtown St. Petersburg, and an easy drive to Tampa, this is coastal living at its finest.

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Jac Smith (727-228-1777)

Remarks: One or more photo(s) has been virtually staged. Welcome to refined coastal living in the heart of Bay Island—an exclusive 55+ gated waterfront community offering unmatched amenities and breathtaking views of Boca Ciega Bay. This rare corner residence in the highly desirable Admiral Building offers 1,375 square feet of meticulously renovated living space, with over $100,000 in designer upgrades that elevate both style and functionality. A custom privacy gate leads to your own private entryway, providing a secure and quiet welcome home. Designed to capture panoramic vistas of the Intracoastal Waterway, the Gulf of Mexico, the Don Cesar, and even the distant skyline of Tropicana Field, the home features over 65 feet of private wraparound balcony—perfect for enjoying stunning Florida sunsets, gentle coastal breezes, and daily dolphin sightings from nearly every room. Inside, a thoughtfully designed split-bedroom floor plan provides both privacy and comfort. The spacious primary suite includes a walk-in closet with custom built-ins and a beautifully remodeled ensuite bath featuring a large, tiled walk-in shower. The second bedroom also offers customized closet storage and is ideal for guests or a dedicated office space. The chef’s kitchen has been fully updated with high-end solid wood cabinetry, granite countertops, a center island, expanded counter space, a convenient pass-through, and newer stainless steel appliances—all arranged for both entertaining and everyday ease, while capturing the tranquil water views beyond. Marble tile flooring runs throughout the main living areas, and additional upgrades include a full-size stacked washer and dryer, hurricane-rated impact glass windows and sliding doors, and exterior hurricane shutters for added peace of mind. A newer A/C system (2021), a covered carport located steps from the entrance, and three private storage closets round out the home’s thoughtful features. Bay Island offers resort-style living with six heated pools, two hot tubs, tennis and pickleball courts, men’s and women’s fitness centers, a clubhouse with social spaces, billiards, ping pong, a library, and a scenic waterfront walking path. The on-site marina adds convenience for boaters, and the community’s flexible pet and leasing policies provide lifestyle versatility. Located just minutes from the sandy shores of St. Pete Beach and Treasure Island, as well as vibrant dining, shopping, and entertainment options—including the Corey Avenue Sunday Market—this move-in-ready home is also just a short drive to Downtown St. Pete and both area airports. As a resilient coastal home has passed all Milestone and Reserve Studies with no major structural repairs required, providing unmatched peace of mind. This is your opportunity to enjoy the best of Florida’s waterfront 55+ living in a secure, amenity-rich setting. CLICK THE VIRTUAL TOUR LINK TO SEE THIS GORGEOUS UNIT NOW!

Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)

Listing Agent: Chase Walseth (727-755-3830)

Remarks: ***NO ELECTRIC BILL*** Discover the perfect blend of style, comfort, and peace of mind in this fully renovated 4-bedroom South Pasadena home, complete with a stunning pool oasis and an oversized fenced-in backyard ideal for true Florida living. This property has been professionally remediated following prior flood damage and now features brand-new electrical throughout, a new roof (2025), fully owned solar panels that transfer at closing, offering energy independence and impressively low monthly electric expenses, and extensive upgrades for long-term confidence and durability. Inside, you’ll find a bright and modern open-concept floor plan highlighted by elegant tile flooring, stainless steel appliances, and thoughtfully updated finishes that create a warm, inviting atmosphere. The spacious layout offers comfort for everyday living with plenty of room for guests, entertaining, or a growing family. Step outside to your private retreat, a sparkling pool surrounded by lush tropical landscaping, perfect for relaxing poolside, hosting gatherings, or soaking up year-round sunshine. The oversized fenced-in yard offers ample space for pets, play, or future enhancements. Located just one block from Publix, shopping, and local restaurants, and only minutes from the world-famous St. Pete Beach, this home places the best of coastal living right at your doorstep.

Listing is courtesy of: THE AGENCY FL (407-335-4119)

Listing Agent: Jennifer Spinelli (727-459-9650)

Remarks: One or more photo(s) has been virtually staged. Association is doing such a great job with budgeting the dues for this unit went DOWN in 2026 from $1273 to $1015 a month. Don't miss this very LARGE and spacious corner unit on the 4th floor with a FULL water view from the living room and Primary!! Sellers say bring all offers! Welcome to paradise in this lovely, fresh, light, and bright unit in the iconic Commodore Building at Bayway Isles — where the views are nothing short of million-dollar spectacular! This beautifully renovated 2-bed, 2-bath condo offers beautiful and dramatic water views of Boca Ciega Bay, the Intracoastal, the Gulf of Mexico, the famous ‘Pink Palace’ Don Cesar Hotel, and even the Johns Pass Drawbridge when it’s open — all from your private balcony! This is a fantastic opportunity to own a ready-to-move-in unit just across the bridge from St. Pete Beach, and just minutes to the sand via car, bike, or even a scenic jog. Enjoy boutique shops, coastal dining, weekend markets, and festivals right at your fingertips. Interior Highlights: New stainless steel appliances in the kitchen (except stove), solid, beautiful cabinetry with tons of kitchen storage, solid surface counters, floor-to-ceiling kitchen window with water views, beautiful neutral tile throughout, updated walk-in shower in primary bedroom, updated guest bath, and impact windows throughout. The spacious primary suite features a large walk-in closet and an updated ensuite walk-in shower. The second bedroom also has dual closets with built-ins and stunning water views. The second full bath includes a beautifully tiled tub to soak your cares away! Enjoy the dolphin shows right from your balcony and keep an eye out for manatees and passing boaters. It’s like your own slice of paradise where you can live like you are on vacation every single day! Community Amenities include 24-hour guard-gated entry, 6 pools & 2 hot tubs, Waterfront walking paths along the seawall, Private marina with boat slips for rent (when available), Tennis & pickleball courts, shuffleboard, BBQ tiki area, clubhouse with fitness centers, saunas, billiards, game rooms, library & more. On-site social director coordinating events, yoga, dances, holiday parties & community gatherings. All of this is just minutes from the beach, downtown St. Pete, shopping, dining, I-275, and Tampa International Airport. Your dream life in paradise is calling!

Listing is courtesy of: RE/MAX REALTY UNLIMITED (727-280-9996)

Listing Agent: Tori Elvir (417-496-7920)

Remarks: One of The BEST Views in Pasadena Cove!!! Ready for Renovation... A Blank Slate to Make it Your Own!!! Significant Price Adjustment – Now Offered at $290,000 Exceptional opportunity in Pasadena Cove! Rare 5th-floor corner unit with sweeping water views in every direction, overlooking the marina, Boca Ciega Bay, and glimpses of the Gulf from the front walkway. This spacious 2-bedroom, 2-bath split floor plan features endless natural light and a private screened balcony perfectly positioned for stunning sunrises over the bay. Corner units on higher floors rarely become available, making this a truly unique offering. The home is ready for renovation and priced accordingly, offering the perfect canvas for a buyer to design and customize their own waterfront retreat. With comparable renovated units commanding significantly higher values, the upside potential here is undeniable. Pasadena Cove is a gated, resort-style waterfront community known for its peaceful setting and exceptional amenities, including: • Heated pool and spa • Updated clubhouse with kitchen and billiards • Fitness center and shuffleboard courts • Scenic walking paths and marina access • Boat slips available for purchase or lease (when available) Additional features include in-unit laundry, same-floor storage, a secure bike room, and assigned covered parking. Milestone inspection and SIRS completed, providing added confidence for buyers. Ideally located just minutes from St. Pete Beach, Treasure Island, Gulfport, shopping, dining, medical facilities, and the SunRunner transit line. This is a rare chance to secure a high-floor corner unit with incredible views and transform it into something truly special. Priced to reflect condition and current market opportunity. Schedule your private showing today and bring your vision.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Lisa Joaquin (727-656-4246)

Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning 55+ gated condo community within Bay Island. Light & bright throughout, this beautiful unit offers 2-bedrooms, 2-full baths, 1,115 square feet of living space and all located on the FIRST floor. Offering unobstructed WATER VIEWS from every room, both bedrooms feature views of the water and marina. This entire unit has been completely renovated with all new doors, walls, baseboards and new appliances. The kitchen has lots of cabinet space, and has a pass-thru for easy entertaining. The dining area has generous space for a large table and flows directly into the living room for an open concept. Lots of natural lighting through the glass sliding doors that lead out to the covered private patio, perfect for enjoying the serene waterfront vibe and sunsets. This unit boasts ceramic tile flooring throughout and includes an in unit laundry and laundry closet with a full capacity washer and dryer. Your designated covered carport (#160) is just steps away, making access a breeze. The Bermuda building is ideally located within the Bay Islands community, a vibrant well maintained neighborhood with lush landscaping throughout. Enjoy the resort style heated pools, a hot tub, marina, tiki huts, tennis and pickle ball courts and recreational facilities. There's also a barbecue area between the buildings, complete with tables and benches with a waterside view. Whether you're watching the dolphins play or boats sailing by from this beautiful first-floor home you'll enjoy the Florida lifestyle. Located close to beaches, restaurants, downtown St. Petersburg, and just a short 30 minute drive to Tampa International Airport, Bay Island is Florida living at its finest. Enjoy a scenic 1.5-mile walk around the entire complex and discover why this community is such a sought-after coastal destination with amazing water views of the Marina/Basin and Boca Ciega Bay!

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Jac Smith (727-228-1777)