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$499,900
2 Beds 2 Baths TB8528609 MLS Beach Walker BLDG.
****PRICE ADJUSTMENT**** HERE YOU GO! **** “BEACHWALKER” -Most desirable location in all of Harbourside— resort style living in one of South Pasadena’s finest waterfront communities. An immaculate, beautifully maintained, DIRECT WATERFRONT 2-bedroom 2- bath has been thoughtfully updated and cared for, providing comfort and quality. Plenty of natural daylight. West facing balcony with beautiful sunset views, enhanced by new gemstone floor coverings and protected with hurricane impact WINDOWS and electric shutters on both the balcony and primary bedroom— (shutter motor updated in 2023). Unit features newer stainless-steel appliances, updated ceiling fans and light fixtures, plantation shutters on all windows and the balcony, solid surface kitchen counters, and a granite vanity top in the primary bath. Additional upgrades include newer garbage disposal, kitchen faucet, and custom shelving in all closets. The AC (2019) and hot water tank (12/2022) ensure efficient, reliable performance. CONVENIENT UNDER BUILDING ASSIGNED PARKING SPACE #94. Complete Elevator modernization in 2025. A gated community with Exceptional amenities including Swimming pools and Spa's, EV charging stations, pickleball courts, tennis courts, shuffleboard, an active clubhouse, and miles of waterfront walking paths. Boat slips, guest boat docks (available on a first come-first serve) fishing pier, and a rare opportunity to own a pristine unit in a vibrant, amenity rich waterfront, community—perfect for full-time coastal living. Just minutes to the finest GULF Beaches. Oh, and a PET FRIENDLY community. Perfect timing to send out invites for the Pasadena Christmas boat parade that passes by right in front of your balcony. In addition, this unit is sold with a full wall media cabinet/bookcase with electric remote-control fireplace, plus a kitchen dinette table and 2 chairs. A MUST SEE! Schedule your showing.

7984 Sailboat Key Boulevard S Unit 306, South Pasadena

$218,000
1 Beds 2 Baths TB8525423 MLS Shore Towers BLDG.
Welcome to waterfront living in the highly desirable 55+ community of Shore Towers in South Pasadena. This beautifully updated ground-floor 1-bedroom, 1.5-bathroom condo offers a light and bright interior with modern finishes throughout. Recently remodeled from floor to ceiling following storm impact, the unit features a brand-new galley kitchen complete with shaker cabinetry, granite countertops, stainless steel appliances, and recessed can lighting. Luxury vinyl flooring in kitchen and Tile throughout the remaining living areas. The spacious Florida Room at the rear showcases ceramic tile flooring, large windows, and tranquil water views, perfect for entertaining or relaxing. A convenient utility/storage room is also located off the Florida Room. The primary suite includes walk in closet and a fully updated ensuite bathroom. Half bathroom is off the living room for guests. Enjoy resort-style amenities with direct access to the Intracoastal waterfront grounds, including a pool, dock/pier for fishing or lounging, and a recreation center with fitness area. Additional features include one assigned parking space, ample guest parking nearby, shared laundry facilities on the same floor, and multiple elevators within the building. Ideally positioned just minutes from St. Pete Beach, as well as local dining, shopping, and entertainment options. Move-in ready and perfect for enjoying the Florida lifestyle.

1868 Shore Drive S Unit 102, South Pasadena

$595,000
3 Beds 2 Baths TB8528259 MLS
Under Construction. Brand new construction under $600k? In this market? Yeah, we had to double-check too. Built by Davis Development, the same builder known for delivering high-end interior finishes at all price points, this all-block home comes with impact windows throughout, so you're getting real peace of mind along with everyday energy efficiency. No wood framing, no shortcuts. Everything here is new, which means no surprise repairs, no outdated systems, no "we'll get to it eventually" list. Just move in and enjoy it. Compare that to most other homes in this price range, where you're often dealing with older construction, hidden repairs that show up right after closing, smaller closets, minimal storage, and sometimes no garage at all. Here, you get generously sized closets throughout and an attached garage, so storage and everyday convenience are already built in from day one. This one also happens to be the first of several new homes going up on this street, which tells you a lot about where this pocket of St. Pete is headed. It's a neighborhood that's actively being built out with new construction, so buying in now means getting ahead of the curve before values catch up. And to top it off, it's a family-friendly neighborhood in a non-flood zone, a genuinely rare combination with new construction at this price point in St. Petersburg. If you've been priced out of new construction elsewhere, this is exactly the kind of home, and the kind of value, that's hard to find right now, in a fun neighborhood that's close to all the action in Gulfport and Central Ave in St. Pete.

5302 7th Avenue S, South Pasadena

$360,000
3 Beds 2 Baths TB8528314 MLS
This 3-bedroom, 2-bath Gulfport home has untapped value and potential! It is NOT in a flood zone and has a fully fenced backyard. Roof 2023 | HVAC 2016 | Water Heater 2019. Generator hookup ready. The backyard is mostly pavers keeping it lower maintenance. To add to your backyard/outdoor living is a tiki hut, storage shed, and space to practice your basketball hoops. The layout of the home supports a “lock off space” which could be used as an in-law space or income producing. The home is a solid opportunity for a buyer ready to bring vision and your own style to this home for the finishing touches…….. The location is the standout feature. You're just 0.9 miles from Stetson University College of Law (Why pay dorm fees when you can be building equity?.) You’re 1.6 miles from downtown Gulfport with its unique blend of arts, culture, great food, lively and inclusive spirit with small-town appeal. You will enjoy festivals, farmers' markets, parades, great bars, amazing restaurants and gatherings that foster a deep sense of community. Boca Ciega Bay, the Gulfport Marina, Clam Bayou Nature Preserve, Twin Brooks Golf Course are all close by for the best of boating, paddle boarding, fishing, pickleball and golfing. Sports fans will appreciate easy access to professional baseball, hockey, soccer, football, and year-round sporting events throughout the Tampa Bay Area…… St. Pete Beach, Treasure Island, and Fort De Soto Park are a short drive away, as is vibrant downtown St. Petersburg with the Dali Museum, the St. Pete Pier, and Beach Drive. Tampa International Airport is only 22 miles away for super easy access!……… Be sure to schedule today, to see the potential and opportunity in person.

1108 S 55th Street, South Pasadena

$400,000
3 Beds 2 Baths TB8528313 MLS
Welcome to **1714 55th Street S, Gulfport, FL 33707**, where comfort, convenience, and the Florida lifestyle come together in one exceptional opportunity. Whether you're searching for a primary residence, seasonal retreat, or investment property, this move-in-ready **3-bedroom, 2-bath home** offers outstanding value with **no deed restrictions**, giving you the flexibility to truly make it your own. From the moment you arrive, you'll appreciate the peace of mind that comes with major updates already completed. The **roof was replaced in 2021**, a **4-point inspection has just been completed**, and for added confidence, the seller is including a **one-year home warranty** for the new owner's protection. Best of all, this home is **ready for immediate occupancy**, allowing you to move in and start enjoying the Florida lifestyle right away. Inside, you'll find a functional floor plan with comfortable living spaces, generous bedrooms, and two full bathrooms designed to accommodate families, guests, or those who simply appreciate extra space. Natural light fills the home, creating a warm and inviting atmosphere that's ready for your personal touches. One of this home's greatest advantages is its incredible location in the heart of Gulfport. Known for its vibrant arts community, welcoming small-town charm, and beautiful waterfront, Gulfport has become one of Pinellas County's most desirable places to live. Spend your weekends strolling along the Gulfport Marina, exploring the eclectic shops and local art galleries, dining at award-winning waterfront restaurants, or enjoying live music and community festivals that take place throughout the year. The city's famous Tuesday Fresh Market and First Friday Art Walk create an atmosphere unlike anywhere else on Florida's Gulf Coast. Outdoor enthusiasts will appreciate the nearby parks, walking trails, pickleball and tennis courts, kayak launches, and waterfront recreation opportunities. Enjoy spectacular sunsets over Boca Ciega Bay, launch your boat from nearby public ramps, or simply relax along the scenic waterfront while watching dolphins play. Beach lovers will appreciate being just a short drive from some of Florida's most beautiful white-sand beaches, including **St. Pete Beach, Treasure Island, Pass-a-Grille, Madeira Beach, and Fort De Soto Park**. Whether you enjoy boating, fishing, paddleboarding, or simply soaking up the sun, you'll have endless opportunities just minutes from your front door. The location also provides quick access to vibrant **Downtown St. Petersburg**, where you'll enjoy world-class restaurants, rooftop bars, museums, breweries, shopping, waterfront parks, entertainment venues, and professional sports. Visit the renowned Salvador Dalí Museum, catch a Tampa Bay Rays game, explore Beach Drive, or enjoy concerts and events at the St. Pete Pier—all just a short drive away. Commuters will appreciate convenient access to I-275, making travel to Tampa, Clearwater, and both Tampa International and St. Pete-Clearwater International Airports simple and convenient. With **no HOA or deed restrictions**, valuable recent improvements, immediate availability, and an unbeatable location close to Gulfport's waterfront, Downtown St. Petersburg, and the Gulf beaches, this home offers an incredible opportunity to enjoy everything Florida's Gulf Coast has to offer. Schedule your private showing today and discover why so many people are proud to call Gulfport home.

1714 55th Street S, South Pasadena

$787,500
4 Beds 2 Baths TB8528240 MLS
Welcome to this beautifully crafted new construction home, featuring soaring high ceilings, a spacious open-concept floor plan, and quality finishes throughout. Situated on a beautiful lot in a non-flood zone, this home offers both peace of mind and modern convenience. The thoughtfully designed kitchen is the heart of the home, showcasing elegant stone countertops, a large center island perfect for gathering, and an oversized walk-in pantry for abundant storage. The spacious primary suite offers two generous walk-in closets, creating a true private retreat. Additional highlights include a rear-entry two-car garage and a prime location just off Central Avenue, ideally positioned between the Gulf beaches and vibrant downtown St. Petersburg Harbor. Enjoy easy access to shopping, dining, entertainment, parks, and everything St. Petersburg has to offer. This is modern Florida living at its finest; don't miss your opportunity to own this exceptional new home!

5346 2nd Avenue S, South Pasadena

$370,000
1 Beds 2 Baths TB8509353 MLS Ranger BLDG.
Virtually Staged. Welcome to resort style living in the community of Harbourside! From the moment of parking your car in the assigned end space just a few steps away from your ground floor entryway (no elevator aggravation), you’ll enter this well maintained and updated unit with an immediate view through the living room wall of window sliders and view of the lovely community green space and water. The kitchen with west facing hurricane impact window, shelved pantry, wood cabinetry and stone countertops is immediately available upon entry for ease of arranging your groceries. A storage room with HVAC (installed 6/26), water heater (2024) and laundry across the hall allows you to multi task if you wish. The guest bath, living room and bedroom walls have been updated with lovely shiplap. The dining room/living room combination with a wall of mirrors provides a comfortable space with engineered hardwood throughout and an end wall of hurricane impact sliders leading to the porch. A Murphy bed cabinet (no mattress included) can be utilized for those occasional guest visits or used as storage. The master bedroom is ample and can accommodate a king size bed with nightstands; the east facing wall has a hurricane slider looking out to the lanai and lovely landscaping, walking trail but can the window treatment provides heavy coverage for days of sleeping in. The master bath was uniquely updated with a walk in shower and the walk in closet styled with extra shelves for additional storage. The community has a marina for your vessel (slips are owned/leased by residents) and clubhouse providing something for everyone, from a library, 2 fitness centers, craft room, woodworking shop, gathering area, pool, spa, and tennis and pickleball courts, EV charging stations, car wash/vacuum & air. Enjoy the fresh air as you take a stroll or run around the community along the waterfront 1.5 mile trail. Safe and secure with 24/7 security manned gate. Conveniently located to nearby shopping and restaurants and just minutes to the Gulf beaches.

7897 Sailboat Key Boulevard Unit 107, South Pasadena

$205,000
1 Beds 1 Baths TB8526335 MLS Presidential BLDG.
Virtually Staged. PRICE IMPROVED !! ***HIGH and DRY - NO HURRICANE DAMAGE - NO WATER INTRUSION***SPECTACULAR LUXURY WATERFRONT CONDO with AMAZING DIRECT VIEWS of the BOCA CIEGA BAY*** Life is Great when you’re living in Paradise at the meticulously maintained Bay Island community. It’s a gated community with 24/7 security personnel. This gorgeous unit is located in the 8-story premier Presidential building. It’s a roomy 855 square feet of open plan with 1 Bedroom and 1 Full Bath. New LVP flooring was just installed throughout the condo. As a bonus…there is WASHER & DRYER laundry set inside the unit. Enjoy the sunsets and evening views of the Intracoastal waters from your private Balcony that's protected with a motorized HURRICANE SHUTTER for a high-level of protection. The timeless Kitchen was previously remodeled by prior ownership with solid-wood cabinets and beautiful countertops. The central HVAC system is only 1 year old. This unit comes with a dedicated Storage Closet big enough to store bicycles, beach chairs and small furniture. Your assigned covered parking spot is only a few steps away directly in front of the building’s entrance. Bay Island is a very active community for residents 55 years YOUNG or above. It boasts 6 heated swimming pools, 2 hot tubs, tennis and pickleball courts, shuffleboard, separate men and women fitness centers with locker rooms, a Clubhouse with party rooms, ping-pong tables, billiard tables, library and a full calendar of social events. There’s also an on-site MARINA for your boat - separately leased and subject to availability. The world-class Gulf Beaches of St Pete Beach, Treasure Island, Madeira Beach and Clearwater Beach are only minutes away and the famed Sunday Corey Ave Market is a stone’s throw across the iconic drawbridge. Come and enjoy the many beach bars with live bands or dine at the immense variety of restaurants that suit your taste. Downtown St. Petersburg is only a short drive where you can experience the many museums, theaters, parks, marinas, sidewalk dining, and cultural events – or come watch the Tampa Bay Rays play baseball and the Rowdies in a soccer match. Tampa International Airport (TPA) and the Clearwater-St Pete Airport (PIE) are about 30 minutes away. The MILESTONE INSPECTION REPORT and Structural Integrity Reserve Study are done. So come and enjoy life at this Waterfront Paradise with a Peace of Mind. Life is Good at Bay Island.

7600 Sun Island Drive S Unit 603, South Pasadena

$990,000
5 Beds 4 Baths TB8526499 MLS
Welcome to this beautifully renovated, move-in-ready home that seamlessly combines modern luxury, exceptional craftsmanship, and outstanding income potential. The main residence offers 4 bedrooms, 3 bathrooms, and a thoughtfully designed open-concept floor plan enhanced by premium finishes throughout. Features include hurricane-impact windows, luxury laminate flooring, quartz countertops, soft-close wood cabinetry, crown molding, recessed lighting, all new electrical wiring, 2 new electrical panels (1 for each unit), all new supply plumbing lines and sewer lines, tankless water heaters, custom glass shower enclosures, and a 2023 roof and HVAC system. The spacious primary suite serves as a private retreat, complete with an enclosed porch perfect for relaxing after a long day. The spa-inspired primary bathroom features dual vanities and an oversized walk-in shower with dual shower heads for a luxurious experience. Adding tremendous value is the detached 714 square feet, 1-bedroom, 1-bath guest suite located above the garage. This versatile space offers a private entrance accessed by a beautifully painted interior stairway mural, its own electric meter, a private ground-level patio with a dedicated laundry closet, making it ideal for rental income, multigenerational living, extended guests, or a private home office. Situated on an oversized corner lot of 15,394 square feet along a charming brick-paved street, the property also features a professionally finished epoxy-coated garage floor, a welcoming front deck, and ample outdoor living space that is great for entertaining or quiet relaxation. Ideally located just minutes from vibrant downtown, award-winning Gulf beaches, shopping, dining, parks, schools, and major commuter routes, this exceptional home offers the perfect balance of convenience and peaceful neighborhood living. Beautifully renovated with designer finishes and a highly desirable income-producing guest suite, this one-of-a-kind property is truly move-in ready and presents a rare opportunity to own a versatile, turnkey home in one of the area's most sought-after locations.

380 Villagrande Avenue S, South Pasadena

$339,900
2 Beds 2 Baths TB8526374 MLS Ambassador BLDG.
Wake up to paradise every single day! Tucked away in the premier, guard-gated 55+ active-lifestyle community of Bay Island, this beautifully renovated, turn-key 2BR/2BA waterfront oasis is ready for you to move right in. Positioned high and dry on the second floor, this immaculate home was completely unaffected by recent storms, offering ultimate peace of mind. Property Highlights: Perfect Exposure: East-facing orientation bathes the home in glorious morning light and gentle sunrises over Boca Ciega Bay, completely avoiding the intense afternoon heat. Serene Views: The expansive, screened lanai overlooks a peaceful, park-like waterfront setting—perfect for your morning coffee or evening relaxation. Spacious & Turn-Key: Fully furnished and exceptionally well-maintained, featuring 1,230 sq. ft. of comfortable living space with premium vinyl flooring and an abundance of storage, including a large primary walk-in closet. Resort-Style Amenities: Enjoy 24/7 guard-gated security, 6 heated pools, tennis and pickleball courts, a massive clubhouse, a fully equipped gym, and a marina. This pristine residence perfectly blends coastal relaxation with an active social calendar. Creative financing and flexible purchase solutions are welcomed. Schedule your tour today and start living the resort life!

7400 Sun Island Drive S Unit 203, South Pasadena

$675,000
3 Beds 2 Baths GC541644 MLS Sunrise/11 BLDG.
Resort-Style Waterfront Living at Its Finest! Experience luxury coastal living in this beautifully updated 3-bedroom, 2-bath condominium offering approximately 1,300 square feet of elegant living space with breathtaking, unobstructed water views. From the moment you enter, you’ll appreciate the quality upgrades throughout, including high-impact windows and sliding glass doors, beautiful high-end laminate flooring, crown molding, chair rail accents, and Miami shutters. The spacious living and dining room combination provides the perfect setting for entertaining while taking in the spectacular waterfront scenery. The beautifully renovated kitchen features premium cabinetry, upgraded countertops, Frigidaire and GE stainless steel appliances, abundant cabinet storage, and a cozy breakfast nook. An inside laundry room with an LG stackable washer and dryer adds everyday convenience. The spacious primary suite offers stunning water views, private access to the rear balcony through impact sliding doors, a walk-in closet, and an updated bath with a walk-in shower. The guest bath also features a walk-in shower. The third bedroom, currently used as a home office, is complete with attractive French doors, making it a flexible space for work or guests. Enjoy true Florida living with two private balconies—one located just off the kitchen and a second expansive balcony accessible from both the living room and primary bedroom. The rear balcony features new tile flooring and panoramic water views. Storm shutters provide additional peace of mind on select windows, including both rear sliding doors. Additional features include ceiling fans throughout, under-building assigned parking, and abundant guest parking. The resort-style community offers an incredible list of amenities, including six swimming pools, pickleball courts, tennis courts, shuffleboard, electric vehicle charging stations, car wash stations, fitness center, and a beautifully renovated clubhouse featuring a library, card room, billiards room, and woodworking shop. Residents also enjoy yoga classes, water exercise programs, and a scenic 1.5-mile waterfront walking trail that winds throughout the community. Located just a short bike ride from some of Florida’s most beautiful beaches, popular waterfront restaurants, charming cafés, and lively beachside pubs, this exceptional condo offers the perfect combination of luxury, convenience, and the Florida lifestyle you’ve been dreaming of. Marina with several docks and many boat slips that are first-come first-serve. Some owners also offer available slips for rent. Come experience waterfront resort living every day!

7979 Sailboat Key Boulevard S Unit 101, South Pasadena

$167,500
1 Beds 1 Baths TB8525393 MLS Bahama BLDG.
Priced to Sell as one of lowest priced in the community, with lots of upgrades! Waterfront oasis in a tropical paradise; complete low-maintenance, full-of-enjoyment lifestyle here at Bay Island. Located in the little City of So,uth Pasadena, FL; nestled between St Petersburg and St Pete Beach - you have the best of all worlds being only minutes to the pristine beaches of the Gulf, and under a 20 minute drive to the emersed culture of Downtown St Petersburg. Upon entering this first floor unit, you will LOVE the open-concept/layout of the Kitchen, Dining, Living space. You'll notice the beautifully newly installed luxury vinyl tile in the main living space, with a fully renovated kitchen and bath. The Kitchen comes complete with white shaker cabinets, beautiful stone countertops, and brand-new stainless steel appliances. Enjoy your early morning coffee, or late afternoon night cap on the breeze filled patio that is just off your back Hurricane Rated sliding glass doors. Take an early am or pm walk around the 1.5 mile sea wall that has amazing views of Boca Ciega Bay all the way around, pop into the His/Hers gym for a quick workout, or stop in the sauna, then enjoy your afternoons by one of the 5 pools/2 spas, or at the clubhouse where there is a pickleball league, a full-scale billard, a library, card-room and entertainment room upstairs for regularly scheduled events!! The HOA dues cover all of you main utilities including Cable, Internet, Sewer, Trash, Water, Exterior Insurance and Maintenance and much much more. The cost of living in this lifestyle abundant community is quite low compared to single family homes and inflation on utilities. Oh and don't forget to enjoy the Sunday morning markets at Corey Avenue; or the frequent live music events at the clubhouse, or at Horan Park - both just a short walk from this community. You will absolutely love your decision to come live in Paradise!!

7425 Bay Island Drive S Unit 107, South Pasadena

$799,000
4 Beds 3 Baths TB8521767 MLS
Discover the ultimate canvas for your dream waterfront lifestyle. Located in one of the area's most sought-after neighborhoods, this 1,600 square foot residence sits directly on the stunning Intracoastal Waterway, offering unparalleled views and a premium coastal experience. The property is currently being offered as a blank slate, having already undergone professional initial remediation, and is perfectly positioned for a buyer, investor, or visionary ready to customize the interior finishes to their exact personal style and preferences. The home features three spacious bedrooms and two full bathrooms, providing a functional layout that is ready for your personal touch. Outdoor living is a highlight of this property, featuring a private swimming pool perfect for cooling off while overlooking the water. Convenience is also a priority with this home, as it includes both a private garage and a separate carport, providing ample room for vehicles and storage. This property presents a rare opportunity to secure a waterfront parcel in a top-tier location at an excellent value. Bring your contractor and your design vision to complete the transformation of this coastal gem. Schedule your private tour today to see the full potential of this exceptional waterfront site.

7905 11th Avenue S, South Pasadena

$3,200,000
3 Beds 5 Baths TB8523477 MLS
This magnificent estate is set on an exceptional location and lot with 102 ft frontage a wide open billion-dollar view of BOCA CIEGA BAY and yearlong 180-degree SUNSET views this estate masterpiece spans over 4155 sq ft of refined interior living space. A dramatic open-concept three story which wraps around the living area with a commanding fireplace that anchors the soaring cathedral ceilings. The sweeping water views from each room on the second level is where you can capture synchronized sunset views and compliments with large balconies and outdoor cook top and refrigerator for entertaining. The high caliber of kitchen appliances alongside elongated island provides exceptional versatility for entertaining as well as two resort-type bars. Outside the home transforms into a private oasis with spa and resort-type sparkling pool full 180 degrees of water views. The pool bathroom has washer and dryer hook-ups, shower, vanity, and benches. The wood deck spans most of the property. Additional highlights include Primary Bedroom with ensuite and Huge walk-in closet, two additional bedrooms also ensuite and a loft. The three garages has parking for 4 vehicles. Quality high grade superior structural elements built this custom masterpiece in 1990 with many extras. Hurricane Shutters, Central Vacuum, Elevator, pet bathtub are just a few. The elevator was just rebuilt with current electrical equipment Julyn of 2026 The primary Bedroom and ensuite is freshly painted July 2026 The famous Vaughn McCarthy & Sons of PVC architects designed it and a full set of blueprints are available. PASADENA YACHT AND COUNTRY CLUB is one of the finest country club communities on the west coast of Florida. Enter through the 24/7 Guard Gate to a refined lifestyle full of pastoral land and mature landscapes. PASADENA YACHT CLUB AND COUNTRY CLUB is a very sought after community and this masterpiece is offered for the first time. Come and enjoy the ultimate in Florida lifestyle.

2869 Seabreeze Drive S, South Pasadena

$174,000
2 Beds 1 Baths TB8525956 MLS Pasadena BLDG.
Seller motivated! Move right into this beautiful 2-bedroom, 1-bath first floor corner condominium that’s centrally located and close to shopping, dining, major roadways, beaches, and everyday conveniences. This move-in-ready condo features a renovated kitchen with new cabinets, a new sink, and fresh real, butcher block countertops, along with stylish rigid core performance waterproof flooring that is highly scratch and dent resistant throughout. Additional upgrades include thermal windows for improved energy efficiency and a 2023 air conditioning system for year-round comfort. With low HOA fees and some modern updates already completed, this condo offers low-maintenance living and exceptional value, making it the perfect place to call home, a seasonal get away, or a rental investment. The Pinellas Trail is right out the door as is the assigned parking spot and plenty of guest parking. Pet friendly!

6700 1st Avenue S Unit 103, South Pasadena

$819,000
3 Beds 2 Baths TB8523943 MLS Baywatch 2/ 7872 BLDG.
PRICED TO SELL! 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 with 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 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 Primary bedroom and 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.

7872 Sailboat Key Boulevard S Unit PH602, South Pasadena

$1,100,000
6 Beds 4 Baths TB8512836 MLS
Rare Gulfport Investment Opportunity | Flood Zone X | Three Licensed Short-Term Rental Homes Rare opportunity to own three stand-alone single-family homes in Gulfport’s Waterfront Redevelopment District, all legally zoned and fully licensed for nightly rentals. Situated in desirable Flood Zone X, the property remained high and dry during the 2024 storms. Located just steps from Gulfport’s restaurants, shops, beach, marina, and entertainment, this turnkey property is ideally positioned to benefit from the area’s thriving vacation rental market. The property includes three units: one 3-bedroom, 2-bath Sears house, one 2-bedroom, 1-bath bungalow, and one 1-bedroom, 1-bath cottage, offering a total of 6 bedrooms and 4 bathrooms. All three homes are being sold fully furnished, including indoor and outdoor furnishings. The property features in-unit laundry in two units, off-street parking, private driveway, a shared courtyard, and lush landscaping. With immediate income potential and value-add opportunities through future updates, this is a rare chance to own a turnkey short-term rental portfolio in one of Gulfport’s most desirable locations.

5407 29th Avenue S, South Pasadena

$799,900
4 Beds 3 Baths TB8523186 MLS
A rare opportunity has arrived in the highly sought-after waterfront community of Pasadena Golf Club Estates. Perfectly blending timeless design, modern efficiency, and exceptional versatility, this completely reimagined residence offers 4 bedrooms, a dedicated office, 3 bathrooms, and a 2-car garage. All thoughtfully designed for today's lifestyle. One of the home's most exceptional features is its two private primary suites, a rare and highly desirable offering that provides incredible flexibility for multi-generational living, accommodating guests, or creating the ultimate owner's retreat. Inside, you'll find a spacious and inviting floor plan featuring both a large living room and an additional family room, providing ample space for entertaining and everyday living. The home is finished in a timeless neutral color palette and complemented by luxury vinyl plank flooring throughout, creating a cohesive and sophisticated aesthetic. At the heart of the home is a beautifully appointed chef's kitchen with crisp white cabinetry, a contrasting dark-toned island, elegant quartz countertops, and an oversized walk-in pantry that offers exceptional storage. Step outside to enjoy the fenced backyard, offering privacy and plenty of room to relax, entertain, or create your own outdoor oasis. What truly sets this home apart is its incredible energy efficiency. Equipped with fully paid-off solar panels and an EV charging station, the current owners enjoy an average electric bill of approximately $30 per month—an exceptional benefit that seamlessly combines luxury living with modern sustainability. Adding even more appeal, this property is located in unincorporated Pinellas County, creating a rare opportunity for short-term rental potential and investment flexibility. Completely renovated and truly move-in ready, this is your opportunity to own a beautifully updated home with a two car garage and ample parking space, in one of St. Petersburg's most desirable neighborhoods, just moments from the beach, premier dining, and everything that makes the Florida lifestyle so special.

6717 Cardinal Drive S, South Pasadena

$189,900
2 Beds 1 Baths TB8522971 MLS Shore View Building BLDG.
One or more photo(s) have been virtually staged. Enjoy waterfront views from this beautifully updated 2 bedroom 1 bath condo in the desirable Shore View community, centrally located in South Pasadena. This first-floor waterfront unit features an open living and dining area, a renovated kitchen and bathroom with new quartz countertops, solid wood cabinets, new appliances and a bonus bright Florida room overlooking Boca Ciega Bay with direct access to the courtyard and pool—an ideal space for relaxing or entertaining. Additional recent updates include new AC system, interior bedroom/closet doors, luxury vinyl plank flooring, newer windows and electrical panel. Shore View is a well-maintained 55+ community offering two heated pools, a clubhouse, fitness center, shuffleboard/cornhole courts, billiards and ping-pong tables. The unit includes assigned parking space #32, convenient guest parking, a dedicated storage shelf in the first-floor storage room, and laundry facilities on every floor. Ideally located just minutes from St. Pete Beach, waterfront dining, shopping, parks, and vibrant downtown St. Petersburg, this move-in-ready condo offers the perfect blend of waterfront living, convenience, and low-maintenance Florida lifestyle. Make an appointment today!

1819 Shore Drive S Unit 110, South Pasadena

$325,000
2 Beds 2 Baths TB8522460 MLS Groton BLDG.
Welcome to waterfront living at its finest in the sought-after 55+ community of Town Shores in the heart of charming Gulfport! This beautifully updated top-floor corner condominium offers breathtaking panoramic views of Boca Ciega Bay and an exceptional coastal lifestyle you'll enjoy every day. This move-in-ready 2-bedroom, 2-bath residence has been thoughtfully renovated with high-end finishes throughout. The stunning kitchen features granite countertops, rich wood cabinetry, a gas range, convection microwave, and a spacious center island that's perfect for cooking, entertaining, or gathering with friends. As an end unit, the home is filled with natural light from additional windows that brighten the open living and dining areas while showcasing the spectacular water views. Quality upgrades include hurricane-impact windows, storm shutters, luxury flooring, beautifully remodeled bathrooms, electric shades throughout, and fresh interior paint. The spacious primary suite opens to the enclosed Florida room and features a generous walk-in closet. Both bathrooms have been updated with walk-in showers and single vanities. The guest bedroom offers a comfortable retreat for family and friends, while the enclosed waterfront Florida room provides the perfect space for a home office, library, or relaxing sitting area where you can unwind while taking in the beautiful bay views. Town Shores offers true resort-style living with an incredible array of amenities, including four heated pools, tennis and pickleball courts, bocce and shuffleboard, kayak storage, docks with boat slips available for rent, waterfront grilling areas, and beautifully maintained grounds. The clubhouse features a fitness center, saunas, billiards, a poker room, arts and crafts studio, library, catering kitchen, and an active social calendar designed to help you enjoy every day. Just minutes away, discover the vibrant Gulfport Arts District with its eclectic boutiques, waterfront restaurants, live music, galleries, and the historic Gulfport Casino. You'll also appreciate the proximity to award-winning Gulf beaches, downtown St. Petersburg, and two major airports. For added peace of mind, the Groton Building has successfully completed the State of Florida Milestone Inspection, and the association's reserves and surplus have funded several recent capital improvement projects. If you've been dreaming of carefree waterfront living with stunning views, outstanding amenities, and an unbeatable location, this exceptional home is ready to welcome you.

5940 30th Avenue S Unit 301, South Pasadena

$464,900
3 Beds 2 Baths TB8522093 MLS
Welcome to this beautifully renovated unincorprated property in the Pasadena section of Pinellas County. This home offers exceptional flexibility with a 2-bedroom, 1-bath main residence plus a permitted 1-bedroom, 1-bath accessory dwelling unit with private entrance and full kitchen. The main home features an open kitchen and living area, quartz countertops, white shaker cabinetry, stainless steel appliances, tiled updated bathrooms, spacious primary bedroom with large closet, and sunroom opening to the fully fenced backyard and patio. Major 2025 improvements include a new roof and HVAC system. Whether accommodating multigenerational living, guests, a home office, or rental use, this 1,520-square-foot property delivers modern comfort and versatility.

6765 W Flamingo Way S, South Pasadena

$249,999
2 Beds 2 Baths TB8522424 MLS Chateau Tower BLDG.
Your Dream Waterfront Escape Awaits at Chateau Towers! Welcome home to this bright and welcoming 2-bedroom, 2-bathroom condo. Perfectly nestled in a park-like setting, this charming home treats you to soothing water views and cool breezes from your own private outdoor patio. The spacious main bedroom is a comfortable retreat, boasting its own ensuite bathroom and a roomy walk-in closet. Living here feels like being on a permanent vacation. Spend your mornings paddleboarding on Boca Ciega Bay and your afternoons lounging by the heated community pool or playing a game of tennis. The building offers a friendly, secure atmosphere with no age restrictions, on-site management, and fantastic social spaces including a recreation room and billiards. With the beach just a short bike ride away and Gulfport’s art district right around the corner, you are perfectly placed to enjoy the best of the coast. Fully intact with no storm damage and a completed milestone structural inspection, this worry-free gem is ready for its next owner

7050 Sunset Drive S Unit 216, South Pasadena

$995,990
3 Beds 3 Baths TB8523067 MLS
Pre-Construction. To be built. WinWay Homes offers a 3 Bed, 2 Bath, 1 Half Bath, 2 Car Garage, 2166 sf custom home located in Gulfport in the beautiful historical district. The spacious open floor plan features a stunning granite island overlooking the open family and dinning looking out 12' sliding glass doors. Relax with a beverage on a large covered lanai with enough room to add an optional pool and outdoor kitchen in the backyard. The master suite with spacious walk-in closet and double french glass doors leading to 372sf covered lanai. The master bath with a spa-inspired floor to ceiling walk-in wet area, with optional multiple shower heads, and free-standing tub offers the ultimate tranquil experience. Standard features will include shaker cabinetry, tile backsplash, granite vanity in all bathrooms, energy efficient water heater, LED lighting, in wall pest control, USB outlets, ventilated shelving, 2-10 home warranty, land tile flooring. Additional options will be offered including, gourmet kitchen, privacy fence, pool and spa, and the list continues. Exterior features include optional brick paver drive and sidewalk, James Hardie shake siding, and custom-tailored landscaping. Contract now to choose your options, colors, and styles. Additional Floorplans Available.

5631 23rd Avenue S, South Pasadena

$1,350,000
TB8522350 MLS
PRIME LOCATION in the heart of Gulfport's vibrant waterfront district, this exceptional 5 unit commercial property presents a rare turnkey opportunity for investors seeking to capitalize on the area's thriving vacation rental market. Just STEPS from Gulfport Beach and Boca Ciega Bay, guests can enjoy a walkable coastal lifestyle surrounded by waterfront dining, boutique shopping, art galleries, fishing, boating, and year-round community events. Recently renovated with a fresh coastal aesthetic, the property features 5 attractive units showcasing luxury vinyl plank flooring, updated kitchens and bathrooms, contemporary fixtures, and bright, open living spaces designed to appeal to today's travelers. Tropical landscaping, charming curb appeal, and ample on-site parking further enhance the property's welcoming beach-town atmosphere. One of Gulfport's greatest attractions is its unique blend of Old Florida charm and vibrant local culture. Guests can stroll to the popular Tuesday Fresh Market, enjoy waterfront events at the Historic Casino Ballroom, explore nearby walking trails and nature preserves, or spend the day kayaking, paddleboarding, and fishing along Boca Ciega Bay. The area's lively arts scene, independent restaurants, and welcoming small-town feel continue to draw visitors seeking an authentic Florida experience. Ideally located just MINUTES from St. Pete Beach, Downtown St. Petersburg, and many of Tampa Bay's premier attractions, this beautifully renovated 5 unit property offers an exceptional opportunity to generate short-term rental income in one of Pinellas County's most sought-after waterfront destinations.

3101 Beach Boulevard S Unit 1-5, South Pasadena

$1,350,000
5 Beds 5 Baths TB8522343 MLS
PRIME LOCATION in the heart of Gulfport's vibrant waterfront district, this exceptional 5 unit commercial property presents a rare turnkey opportunity for investors seeking to capitalize on the area's thriving vacation rental market. Just STEPS from Gulfport Beach and Boca Ciega Bay, guests can enjoy a walkable coastal lifestyle surrounded by waterfront dining, boutique shopping, art galleries, fishing, boating, and year-round community events. Recently renovated with a fresh coastal aesthetic, the property features 5 attractive units showcasing luxury vinyl plank flooring, updated kitchens and bathrooms, contemporary fixtures, and bright, open living spaces designed to appeal to today's travelers. Tropical landscaping, charming curb appeal, and ample on-site parking further enhance the property's welcoming beach-town atmosphere. One of Gulfport's greatest attractions is its unique blend of Old Florida charm and vibrant local culture. Guests can stroll to the popular Tuesday Fresh Market, enjoy waterfront events at the Historic Casino Ballroom, explore nearby walking trails and nature preserves, or spend the day kayaking, paddleboarding, and fishing along Boca Ciega Bay. The area's lively arts scene, independent restaurants, and welcoming small-town feel continue to draw visitors seeking an authentic Florida experience. Ideally located just MINUTES from St. Pete Beach, Downtown St. Petersburg, and many of Tampa Bay's premier attractions, this beautifully renovated 5 unit property offers an exceptional opportunity to generate short-term rental income in one of Pinellas County's most sought-after waterfront destinations.

3101 Beach Boulevard S Unit 1-5, South Pasadena

$650,000
TB8519746 MLS
Rare 0.58-Acre Homesite in Historic Pasadena-on-the-Gulf — St. Petersburg's Most Coveted Address. One of the largest residential parcels available in St. Petersburg. 25,000+ square feet (168.8' x 150') of fully fenced land with alley access in the storied Pasadena-on-the-Gulf neighborhood — a rare find in today's market, where lots this size simply don't come up. Built on 1920s land-boom history by developer Jack Taylor and golf legend Walter Hagen, Pasadena-on-the-Gulf remains one of St. Petersburg's most desirable Mediterranean-inspired waterfront communities. Minutes to Gulf beaches, downtown St. Pete, top dining, marinas, and parks. The opportunity: Build a custom luxury estate, a private family compound, or explore multi-homesite potential (subject to City of St. Petersburg approval). This is the kind of flexibility and scale that's nearly impossible to find close to the water in St. Pete today. Whether you're envisioning a signature residence, a multigenerational retreat, or a strategic land investment, 698 Villa Grande Avenue South is a blank canvas in an established, high-demand neighborhood. AI-generated renderings illustrate one possible two-lot development concept. Buyers should independently verify zoning, lot-splitting, and development potential with the City of St. Petersburg.

698 Villagrande Avenue S, South Pasadena

$375,000
2 Beds 2 Baths TB8521650 MLS 3120 BLDG.
Virtually Staged. Have you been dreaming of living in a village where your morning walks to the coffee shop are followed by a lazy strolls along the beach while sailboats bob in the water? Or do you prefer to walk outside your door to the vibrancy of village festivals, live music, Tuesday morning makers markets and restaurants and boutiques surround you? This special opportunity affords you that village life. The residence is a two bedroom townhouse in a quaint 8 unit building where neighbors gather for evening sunsets or enjoy a beverage and conversation. The first floor kitchen, living and dining room are tiled, freshly painted and have a convenient bath for visitors. There is a large patio with gated access directly onto the village boardwalk and is perfect for bike storage and al fresco dining. The upstairs two bedrooms, bath and laundry closet are split and have ample space with plenty of storage. The windows and doors are impact, keeping you insulated and worry-free. The kitchen is the perfect size with all of the amenities you would expect, including a bar counter for eating, visiting or browsing the latest recipe. The community is well run with minimal maintenance and therefore low maintenance fees. Two reserved parking spaces come with the unit and there is always ample street parking for guests. Outside of Gulfport, the home is located 15 minutes to downtown St. Pete and 10 minutes from St. Pete Beach and Treasure Island beaches. Both airports are a short drive and you have east access to all that Tampa Bay has to offer. These opportunities don't come around often so take advantage of this one while you can.

3120 Beach Boulevard S Unit 1, South Pasadena

$239,000
1 Beds 2 Baths TB8520909 MLS Diplomat BLDG.
A million dollar view out the windows of this special condo, with the Don ce Sar Hotel (the pink one) right in the center. And look down to see dolphin, manatee, rays and other sea creatures right in front of your home. It's amazing! You also have the "old fishing village" of Gulfport with tons of nice shops and restaurants , live music everywhere, and a Tuesday fresh market year round. This could be your winter "get away" or your full time residence with all the space in this oversized one bedroom home. The monthly maintenance includes everything except your electric which makes budgeting easy. Town Shores has all the amenities and includes four heated pools, clubhouse with billiards, small gym, lounge and meeting/party space and adjacent are the tennis, pickleball, bocce and shuffleboard courts. The marina is quite nice and first come, first served. And a mere 12 minutes or so away is downtown St Pete and about 12 min. in the other direction you have your choice of sandy beaches. Museums and restaurants or sand in your toes and a good book - either way is fun , interesting and so easy to get to. And also easy to get to are the Pinellas/Clearwater Airport or Tampa Airport at about 25 min. from our special little town of Gulfport. Come check us out and stay and play.

5980 Shore Boulevard S Unit 909, South Pasadena