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5925 Shore Boulevard S Unit 405, Gulfport
$178,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to your FURNISHED WATERFRONT RETREAT in the highly sought-after Lancaster Building at TOWN SHORES OF GULFPORT – an active and vibrant 55+ community, where comfort meets coastal charm. This UPDATED, BRIGHT AND SPACIOUS 1 bedroom, 1 bath condo offers an AIRY OPEN LAYOUT FLOODED WITH NATURAL LIGHT, creating a gorgeous, welcoming atmosphere from the moment you step inside. A QUEEN SIZE MURPHY BED IN THE FLORIDA ROOM provides flexible guest space along with A BEAUTIFUL WATER VIEW OF THE BAY to wake up to! Enjoy morning coffee or evening cocktails greeting dolphins, manatees and pelicans with sparkling Boca Ciega Bay and private marina views right outside your window — a daily reminder that you’re living in one of Gulfport’s most desirable waterfront communities. The expansive living and dining areas provide plenty of room for entertaining, relaxing, or simply soaking in the peaceful ambiance. Plus, the entire unit was recently upgraded with beachy driftwood tone vinyl plank flooring throughout ... practical, beautiful and easy to maintain. The spacious primary bedroom delivers comfort and privacy with a peaceful, laid-back boho/shabby-chic vibe, a large walk-in closet and a hall double closet for extra storage. The updated full bath with tub and rainhead shower features a beautiful new dove gray vanity, white quartz countertop, and gorgeous champagne gold vanity lighting, faucet hardware and modern cabinet pulls. The kitchen was also recently updated with white cabinetry, granite countertops and glass and champagne bronze hardware. This condo’s open design, gorgeous upgrades and extra-large footprint set it apart from typical 1-bedroom units, giving you space to breathe, move, and truly enjoy your home. Plus, this unit comes with the extra bonus of a deeded carport. Residents of Town Shores enjoy resort-style amenities including four heated pools, a private marina, tennis and pickleball courts, kayak storage, an active clubhouse with weekly social events, fitness areas, and walkable access to Gulfport’s vibrant shops, dining, and waterfront activities. With its unbeatable location, spacious interior, and bright coastal feel, this condo is the perfect place to embrace relaxed and vibrant Florida living!

5925 Shore Boulevard S Unit 405, Gulfport
7984 Sailboat Key Boulevard S Unit 303, St Petersburg
$530,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
This is a well maintained waterfront unit in Harbourside Condos in South Pasadena INCLUDING A DEEP WATER BOAT SLIP/LIFT (there are only 87 slips total for 800 units). It's a 16,000 lb Deco all aluminum and stainless steel cradle lift. Harbourside is a resort-like condo community on the intracoastal waterway 5 minutes from St Pete Beach. This unit's features are: HVAC system (2025), Stainless steel appliances, Hurricane shutters, Hurricane impact windows, 9' Ceilings and Dining and Living room combination with a Split Bedroom plan. The western view from the private balcony has beautiful Florida sunsets! The guest bedroom and kitchen also have beautiful water views. This desirable complex is guard gated (24 hour) with many amenities including 6 pools, his and hers fitness centers, shuffleboard, pickleball, tennis, hot tub, electric car charging stations, car wash stations, clubhouse with many social events throughout the year, library, card room, billiards room, arts and crafts room, wood working area, yoga and water exercise classes. There is a 1.5 mile walkway around the complex along the waterfront which is lit up for nightly walks. Come see what resort living in Florida is all about. You can live your tropical, island dream here in Harbourside.

7984 Sailboat Key Boulevard S Unit 303, St Petersburg
3128 59th Street S Unit 115, Gulfport
$147,500
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to coastal living in the highly sought-after 55+ waterfront community of Town Shores in Historic Gulfport! This unit features updated kitchen and bathrooms and laminate flooring. Enjoy the Florida Room with beautiful water views, perfect for relaxing, and also a dedicated carport spot. The community offers true resort-style amenities, including three heated pools, tennis, pickleball, and clubhouse activities, ideal for a vibrant and low-maintenance lifestyle. Located minutes from downtown Gulfport's walkable waterfront district, stunning Gulf Beaches, and downtown St. Pete, this is your chance to own a piece of paradise.

3128 59th Street S Unit 115, Gulfport
7984 Sailboat Key Boulevard S Unit 306, South Pasadena
$498,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
“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). ALL NEWER FULL-SIZE PLANTATION SUTTERS THOUGHOUT. 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. Storage Closet. 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
1868 Shore Drive S Unit 102, South Pasadena
$218,000
1 Beds ⋅ 2 Baths ⋅ Shore Towers Building Town Apts SubDv. ⋅ 33707 Zip Code
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
7897 Sailboat Key Boulevard Unit 107, South Pasadena
$370,000
1 Beds ⋅ 2 Baths ⋅ Harbourside SubDv. ⋅ 33707 Zip Code
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
7400 Sun Island Drive S Unit 203, South Pasadena
$319,900
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 1 SubDv. ⋅ 33707 Zip Code
Unaffected by recent storms, this turn-key, 2BR/2BA second-floor waterfront condo offers peaceful Boca Ciega Bay views in the guard-gated 55+ community of Bay Island. Your waterfront Florida condo just got a lot more interesting! This second-floor Bay Island condo is updated, furnished, move-in ready, and was completely unaffected by recent storms. It faces east, catching the pretty morning light and Boca Ciega Bay sunrises without spending your afternoons baking in the Florida sun. To make this move even more attractive, the seller is offering seller concessions toward closing costs or interest rate buydowns. You are not just buying a condo, you are buying into an incredible active lifestyle. Community features include six heated pools, pickleball and tennis courts, a marina, waterfront walking paths, a clubhouse, a fitness center, and 24/7 gated security. Now offered at a new price with seller credit available—if you have been waiting for the right opportunity to own a piece of waterfront Florida, this is it. Schedule your showing today!

7400 Sun Island Drive S Unit 203, South Pasadena
7979 Sailboat Key Boulevard S Unit 101, South Pasadena
$675,000
3 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
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
2869 Seabreeze Drive S, Gulfport
$2,900,000
3 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code
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, Gulfport
7872 Sailboat Key Boulevard S Unit PH602, South Pasadena
$819,000
3 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
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. There are 2 A/C units, one in primary bedroom ceiling that regulates both guest and primary bedrooms. The 2nd is in the hallway across from the W/D. Both units installed in 2021. Enjoy the added space of a tankless hot water heater • 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
7050 Sunset Drive S Unit 216, South Pasadena
$240,000
2 Beds ⋅ 2 Baths ⋅ Chateau Tower Condo SubDv. ⋅ 33707 Zip Code
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
7400 Sun Island Drive S Unit 111, South Pasadena
$264,900
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 1 SubDv. ⋅ 33707 Zip Code
Virtually Staged. ### Waterfront Luxury Meets Resort-Style Living in South Pasadena Welcome to **7400 Sun Island Drive S, Unit 111**, a beautifully updated **2-bedroom, 2-bath waterfront condominium** nestled within the highly sought-after **55+ gated community of Bay Island**. This first-floor end unit offers the perfect blend of comfort, convenience, and coastal lifestyle with breathtaking water views and an abundance of natural light. Step inside to discover an inviting open-concept layout featuring a spacious living and dining area, stylish tile flooring, ceiling fans throughout, and a bright kitchen complete with **granite countertops, stainless steel appliances, two-tone cabinetry, and a charming breakfast nook**. Both bathrooms have been tastefully updated with granite countertops and modern vanities, while the primary suite offers a walk-in shower and private access to one of two outdoor patio spaces. The guest bathroom features a walk-in therapeutic tub for added comfort and accessibility. Enjoy Florida living at its finest with **two private patio areas**, including a peaceful retreat off the primary bedroom and an additional paver patio accessible from the living area—perfect for morning coffee, evening sunsets, or simply enjoying the waterfront setting. Bay Island is renowned for its resort-style amenities, including: * 24-hour gated security * Six heated swimming pools * Two hot tubs * Clubhouse and social activities * Fitness center * Tennis and pickleball courts * Marina and fishing areas * Scenic waterfront walking paths * Billiards, card rooms, and hobby spaces * Active social calendar and community events Ideally located just minutes from **St. Pete Beach, Corey Avenue shops and dining, Gulf beaches, downtown St. Petersburg, and endless entertainment options**, this home offers the perfect opportunity to enjoy maintenance-free waterfront living in one of Pinellas County's premier active adult communities. Whether you're looking for a seasonal retreat or a full-time residence, this move-in-ready waterfront gem delivers the lifestyle you've been dreaming about. Schedule your private showing today!

7400 Sun Island Drive S Unit 111, South Pasadena
6064 Pasadena Point Boulevard S, Gulfport
$1,400,000
Pasadena Place Ph I SubDv. ⋅ 33707 Zip Code
IMPOSSIBLE TO REPLICATE. A once-in-a-generation opportunity to acquire 1.55 acres inside Pasadena Yacht & Country Club. Positioned on the 18th fairway, this extraordinary homesite is among the largest in the community and offers the opportunity for a grand custom estate or possible subdivision. Enjoy golf, tennis, marina, dining, fitness, and gated security just minutes from Gulf beaches and vibrant downtown St. Pete. Build the legacy property you've always imagined.

6064 Pasadena Point Boulevard S, Gulfport
6025 Shore Boulevard S Unit 106, Gulfport
$257,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
WATERFRONT PARADISE IN THE HIGHLY SOUGHT-AFTER MANCHESTER BUILDING AT TOWN SHORES! Welcome to 6025 Shore Blvd S, Unit 106, Gulfport, FL 33707 — a rare opportunity to own a first-floor FULLY REMODELED waterfront residence in one of Town Shores’ most desirable buildings. Perfectly positioned directly on the water, this unit offers breathtaking views and front-row seats to Florida’s spectacular sunsets right from your own patio. Located in the coveted Manchester Building, this home combines convenience, comfort, and an unbeatable waterfront lifestyle. Enjoy easy first-floor access with no elevators required while taking advantage of the serene waterfront setting that makes Town Shores one of Gulfport’s premier 55+ communities. Wake up each morning to sparkling water views and enjoy watching dolphins, seabirds, and boats pass by from the comfort of your home. The open and inviting layout is ideal for both everyday living and entertaining guests. Immaculately remodeled with gorgeous cabinetry in the bedroom for extra storage, beautiful granite countertops with stainless steel appliances, crown molding throughout, brand new tile flooring and on site laundry facilities. Town Shores offers an exceptional array of amenities, including multiple heated pools, a clubhouse, fitness center, tennis and pickleball courts, shuffleboard, social activities, walking paths, and a marina. The HOA covers water, gas, trash, recycling, cable and internet!!! Just minutes away, you’ll find the vibrant waterfront downtown Gulfport district, known for its charming restaurants, art galleries, boutiques, festivals, and beach. Whether you’re seeking a year-round residence, seasonal retreat, or waterfront investment opportunity, this exceptional Manchester Building condo delivers the very best of Gulf Coast living. Don’t miss your chance to own one of the most desirable waterfront locations in Town Shores!

6025 Shore Boulevard S Unit 106, Gulfport
3018 59th Street S Unit 102, Gulfport
$165,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
One or more photo(s) has been virtually staged. Welcome to the fabulous 55+ waterfront community of Town Shores of Gulfport! This light and bright Deluxe 1 bedroom, 1 bath condo offers an impressive amount of living space and is ideally located on the first floor of the Chatham Building. Completely renovated, this unit features new cabinetry, updated appliances, fresh interior paint, luxury vinyl flooring, an updated bathroom with a walk-in shower, new HVAC system, water shut-offs, new exterior doors, electrical updates, and a new electrical panel—providing exceptional value. Enjoy the convenience of assigned parking right outside your front door and relax on your private back patio with an awning. Nestled in Historic Gulfport, Town Shores offers a vibrant, walkable lifestyle just steps from charming restaurants, unique boutiques, art galleries, and the beautiful beach along Boca Ciega Bay. Residents enjoy an active social calendar with weekly activities and an impressive array of amenities, including four heated pools, tennis/pickleball court, a bocce ball court, shuffleboard, a clubhouse, fitness room, and first-come, first-served boat slips when available and Chatham is a pet friendly building, 1 dog or cat, 20 lbs. or under. Ideally situated just 15 minutes from St. Pete Beach, vibrant Downtown St. Petersburg, and premier shopping, and only 25 minutes from Tampa International Airport, this location offers the perfect blend of convenience and coastal living. Whether you're searching for a seasonal retreat or a full-time residence, this exceptional condo is your opportunity to own a slice of paradise in one of Pinellas County's most beloved waterfront communities. Two photos (living room and bedroom) virtually staged.

3018 59th Street S Unit 102, Gulfport
7932 Sailboat Key Boulevard S Unit 701, South Pasadena
$789,900
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Step into your personal "Palace in the Sky." From the moment you cross the threshold of this stunning 2-bedroom, 2-bathroom condo, your eyes are immediately drawn to the panoramic water views that stretch across the horizon. As a coveted end unit, the home is wrapped in extra windows that pull in an abundance of natural light, making the entire space feel airy and ethereal. It’s the kind of backdrop that makes every sunset feel like a private event and every morning coffee feel like a vacation. The interior has been thoughtfully refreshed to match the beauty outside, featuring brand-new luxury vinyl plank flooring and a crisp, modern paint palette that glows under the constant stream of sunshine. The smart, split-bedroom floor plan ensures maximum privacy for you and your guests, while a versatile bonus room offers the perfect footprint for a quiet home office, a private yoga studio, or a creative space. Life here feels like a permanent stay at a high-end resort. Located in a premier, gated waterfront community with a 24/7 guard, you’ll have access to an incredible suite of amenities designed for ultimate convenience and recreation. Take a dip in the sparkling pools, challenge a neighbor to a match on the tennis courts, or hit the fitness center. For the water enthusiasts, the on-site marina offers boat slips available for sale or rent, putting your days on the Gulf right at your doorstep. The community even takes care of the practical details—keep your vehicle pristine at the dedicated car wash and vacuuming stations, and take advantage of the on-site electric charging stations. Lush walking trails and a vibrant clubhouse are perfect for socializing, and best of all, this community is not age-restricted. You’re just minutes away from pristine beaches, boutique shopping, and the area's best dining. This isn't just a home; it’s the elevated waterfront lifestyle you’ve been waiting for.

7932 Sailboat Key Boulevard S Unit 701, South Pasadena
7465 Bay Island Drive S Unit 112, South Pasadena
$235,000
1 Beds ⋅ 1 Baths ⋅ Bay Island Group 3 SubDv. ⋅ 33707 Zip Code
Virtually Staged. Experience resort-style waterfront living at 7465 Bay Island Dr S, Unit 112, located in one of South Pasadena's most desirable 55+ gated communities. This beautifully updated first-floor condominium offers breathtaking views of Boca Ciega Bay and features extensive upgrades throughout, including hurricane-impact entry and sliding glass doors, a completely remodeled kitchen with granite countertops, and new stainless steel appliances—combining style, comfort, and peace of mind. Wake up to spectacular water views and enjoy morning coffee or evening sunsets from your private waterfront setting. Bay Island's scenic waterfront walking paths provide the perfect place to relax and take in Florida's coastal beauty. Residents enjoy an exceptional array of resort-style amenities, including multiple heated pools, a waterfront clubhouse, fitness center, tennis and pickleball courts, shuffleboard, and 24-hour gated security. Ideally located just minutes from award-winning Gulf beaches, downtown St. Pete, shopping, restaurants, marinas, and entertainment, this move-in-ready condo is perfect as a full-time residence, seasonal getaway, or winter retreat. Don't miss this opportunity to own an updated waterfront condo in one of the area's most sought-after communities. Schedule your private showing today!

7465 Bay Island Drive S Unit 112, South Pasadena
5955 30th Avenue S Unit 202, Gulfport
$299,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Wake up to breathtaking, unobstructed views of Boca Ciega Bay from this beautifully renovated waterfront condominium in the highly desirable Town Shores 55+ community. Located in the sought-after Ivanhoe Building, which features a new roof, this second-floor residence offers the perfect combination of waterfront living and peace of mind. Served by an elevator and situated above the ground level, this home provides convenient access while enjoying a high-and-dry location. Just steps from one of the community's four heated pools and including a covered carport, this condo delivers the Florida lifestyle you've been dreaming of. Completely renovated in 2021 and sparingly used since as a seasonal winter retreat, this meticulously maintained residence is truly move-in ready. The stunning kitchen features white shaker cabinetry, granite countertops, subway tile backsplash, and stainless steel appliances. The spacious floor plan flows seamlessly from the kitchen into the dining and living areas, leading to the enclosed Florida room, where large picture windows frame spectacular water views and provide the perfect setting to enjoy your morning coffee while watching dolphins and manatees play in Boca Ciega Bay. The waterfront primary suite features private access to the Florida room, a walk-in closet, and an updated en-suite bath; a generously sized guest bedroom, updated guest bath, and ample storage complete the interior. The monthly condominium fee provides exceptional value by covering water, sewer, trash, high-speed internet, premium cable television, natural gas for cooking and heating, and hot water supplied through the community's central water-heating system—eliminating the need to maintain or pay for an individual water heater. With so many expenses included, your primary utility responsibility is simply the electric bill. Beyond the condo itself, Town Shores offers one of the most desirable waterfront lifestyles in the Tampa Bay area. Residents enjoy four heated swimming pools, tennis and pickleball courts, bocce and shuffleboard courts, a fitness center, clubhouse, grilling areas, a kayak launch, fishing areas, beautifully landscaped grounds, and recently renovated boat docks—all set along the scenic shores of Boca Ciega Bay. Located just a short stroll from vibrant Downtown Gulfport, you'll enjoy easy access to waterfront parks, beaches, restaurants, shopping, art galleries, entertainment, and the renowned Gulfport Casino. Whether you're seeking a year-round residence, seasonal getaway, or low-maintenance Florida lifestyle, this exceptional condo offers one of the finest waterfront opportunities currently available in Town Shores.

5955 30th Avenue S Unit 202, Gulfport
7907 Sailboat Key Boulevard S Unit 105, South Pasadena
$398,500
2 Beds ⋅ 2 Baths ⋅ Savannah Condo SubDv. ⋅ 33707 Zip Code
Welcome to The Harbourside community and enjoy coastal living at its finest in this 2 Bedroom/2 Bath Condo. Harbourside is located in the heart of South Pasadena. Enjoy the open floor plan and the extra large balcony as you watch the sunrise and the view of the Marina and Boca Ciega Bay. Savannah bldg is just steps from the Active Clubhouse, Pool and Marina. (There is no Boat Slip with this unit) Savannah buildings have passed the Milestone Inspection and are in compliance with the SIRS. For added convenience, the condo includes an inside laundry closet with washer and dryer, plus a covered, assigned carport space #30. Condo had modifications to accommodate wheelchair. Harbourside is a Luxurious Waterfront condominium community, immaculately maintained with 24/7 Guard Gate. Amenities include 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's Gyms, Jacuzzi, saunas, Wood working shop, shuffleboard, outdoor grilling, 3 car wash station with vacuum & air, Car Charging stations, Marina with 3 docks and 87 deeded slips. There is no deeded slip to this unit but there are slips available to rent or purchase from other owners. There is an Active Clubhouse with a full social agenda and a 1.5-mile walking trail around the island to exercise or walk your pet. Savannah allows owners one pet under 20 pounds. Harbourside is located just minutes from the Popular Pristine West Coast Fl beaches and Minutes from I 275 and Downtown St Petersburg where you can enjoy the St Pete Pier, Museums, Art Galleries, Dining and all the History of the City of St Petersburg. Welcome to Harbourside and enjoy Resort style living at its best.

7907 Sailboat Key Boulevard S Unit 105, South Pasadena
6224 Pasadena Point Boulevard, Gulfport
$4,999,000
4 Beds ⋅ 5 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code
A MAGNIFICENT LUXURY WATERFRONT ESTATE SUPPORTED BY AN IMPRESSIVE DEEP-WATER DOCK WITH MOORINGS FOR A 100FT YACHT! Located in renowned Pasadena Yacht and CC, south Pinellas County’s only gated golf and boating community, this remarkable Windstar Home rests on a wide, 1 ½ lot footprint, with beautiful open water view of Boca Ciega Bay. Step up to the elevated courtyard entry and take in rich cast stone and travertine exterior finishes. Soaring 25 feet high, the majestic rotunda foyer introduces exquisite cherrywood and marble floors, dazzling faux paintwork, elegant detailed woodwork, radiant lighting, brilliant custom ceilings and unforgettable waterviews. The superb CEO-quality executive office provides extensive sumptuous built-ins, wonderful matching coffered ceilings and a double-sided fireplace. Lovely casual waterfront dining is complemented by a gorgeous formal dining room with 12ft-high ceilings. The sublime chef’s kitchen is a deeply-satisfying culinary experience. Artisan quality raised-panel wood cabinetry and superb Ogee-edge granite surfaces support high-end Gaggenau steam, convection and gas cooking, Subzero refrigeration, built-in Miele coffee system, warming drawers, refrigeration drawers, large walk-in pantry, and a built-in workstation center. You’ll love the fabulous butler’s pantry, multi-level breakfast bar (with beverage chiller and ice maker), and dedicated wine closet that support this incredible kitchen. Relax in the resplendent waterfront living room with custom designer entertainment center, rich marble-encased fireplace, fine coffered ceilings, and terrific window treatments (all windows are elegantly encased in wood). Step out to the enticing 450sqft covered waterfront balcony with remote controlled sunshades. Balcony offers a built-in tumbled marble/granite gas cooking center, and spacious seating/dining areas. Huge guest bedroom suite has a lavish, adjacent luxury bath. Upstairs, you’ll discover a spectacular owner’s suite: a full-height cast stone double-sided gas fireplace separates the bedroom from the plush sitting area with Juliette balcony and magnificent built-in entertainment center. The grand walk-in closet system features numerous built-ins and a generous center island dresser. The owner’s bath is a posh, pampering retreat with commanding views of the water, exceptional marble/granite surfaces, built-in microjet spa tub, custom designer vanities, a dedicated sit-down cosmetics center, and a superb glass-enclosed marble rain shower/steam room. Bedrooms 3 & 4 are oversized and en suite, with beautiful, luxurious baths. Your massive lower level is ideal for fitness/gaming/storage. Lushly landscaped, out back you’ll find the perfect blend of luxury, entertainment and waterfront adventure. A 460sqft covered lounging/dining deck transitions to a stunning Pebbletec pool/elevated spa overlooking the water. An expansive composite dock supports a 16,000 lb boat lift with cat walk, shore power, water, lighting, shower and deep water mooring with tie poles for yacht with 22ft beam. This luxury estate is a true rarity and boasts countless amenities and highly-desirable extras. One of the finest waterfront homes in Tampa Bay! Pasadena Yacht & CC enjoys an extensive list of world-class amenities including golf, tennis, fitness center, marina, restaurant, community pool and clubhouse. A great location and an extraordinary community! Dimensions are estimates, buyer to verify.

6224 Pasadena Point Boulevard, Gulfport
7625 Sun Island Drive S Unit 304, South Pasadena
$229,900
1 Beds ⋅ 1 Baths ⋅ Bay Island Group 7 SubDv. ⋅ 33707 Zip Code
WATERFRONT LIVING with MARINA ACCESS and direct access to the GULF OF MEXICO! Welcome to Bay Island, a gated 55+ waterfront community in South Pasadena offering the perfect blend of BOATING, COASTAL LIVING, and LOW-MAINTENANCE FLORIDA LIFESTYLE. Whether you're heading out for a day on the water, enjoying waterfront dining, or watching dolphins from your balcony, this is Gulf Coast living at its best. This beautifully maintained third-floor condo features an OPEN FLOOR PLAN, LUXURY VINYL FLOORING, GRANITE COUNTERTOPS, GLASS TILE BACKSPLASH, BREAKFAST BAR, ELECTRIC HURRICANE SHUTTERS, and a spacious PRIMARY BEDROOM with dual closets. Enjoy peaceful WATER VIEWS of Boca Ciega Bay from your private balcony while watching boats pass by and Florida's abundant wildlife. For boating enthusiasts, Bay Island offers a PRIVATE MARINA with BOAT SLIPS available for purchase or lease (subject to availability), providing convenient access to BOCA CIEGA BAY, the INTRACOASTAL WATERWAY, and the GULF OF MEXICO for fishing, cruising, island hopping, and sunset adventures. Resort-style amenities include SIX SWIMMING POOLS, TWO HOT TUBS, TENNIS COURTS, PICKLEBALL COURTS, SHUFFLEBOARD, a WATERFRONT CLUBHOUSE, FITNESS CENTER, LIBRARY, BILLIARDS ROOM, GAME ROOMS, BBQ AREAS, and a scenic 1.5-mile WATERFRONT WALKING TRAIL. Located just minutes from ST. PETE BEACH, TREASURE ISLAND, MADEIRA BEACH, DOWNTOWN ST. PETERSBURG, the ST. PETE PIER, waterfront restaurants, shopping, entertainment, and world-famous Gulf beaches, you'll enjoy easy access to everything that makes Florida's Gulf Coast one of the nation's most desirable places to live. The recently reduced HOA fee includes CABLE, INTERNET, WATER, SEWER, TRASH, EXTERIOR MAINTENANCE, LANDSCAPING, 24-HOUR GATED SECURITY, and access to all community amenities, making this an exceptional value for WATERFRONT CONDO LIVING. If you're searching for a SOUTH PASADENA WATERFRONT CONDO, MARINA COMMUNITY, BOAT SLIP ACCESS, GULF ACCESS, FLORIDA RETIREMENT HOME, WINTER RETREAT, or LOW-MAINTENANCE COASTAL LIFESTYLE, this is your opportunity to own a piece of paradise.

7625 Sun Island Drive S Unit 304, South Pasadena
2960 59th Street S Unit 310, Gulfport
$245,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Stunning 2 bedroom, 2 bath COMPLETELY REMODELED condo in bustling & coveted waterfront Gulfport. With marina views right from your front door & Florida room, just step outside to see dolphins or go fishing. Enter into a large living/dining room combo boasting shiplap walls and built-in cabinetry and shelving. Fresh paint throughout, two sizable bedrooms, newer double paned windows (2021), newer AC (2023), BRAND NEW ceramic wood look tile flooring throughout (2026), newer electrical outlets, upgraded fans and lighting, and a Chef's dream kitchen. The kitchen features recess dimmable lighting, butcher block counter tops, new sink & Kohler fixtures, newer stainless steel appliances, gas stove, newer shaker cabinets, and leads into a sunny Florida room that overlooks one of 4 Town Shores pools and a water view of Boca Ciega Bay. Gorgeous guest bathroom was totally remodeled in 2026. Enjoy shuffleboard, tennis & pickleball courts, kayak storage, fitness center with his and hers saunas, billiards & poker room, and the many gatherings the community puts together. Located within walking distance to all downtown Gulfport has to offer- weekly markets, festivals, shops, live music, restaurants, and bars. Steps away from the water and minutes from world renowned Gulf Beaches. 30 minutes to 2 international airports. Unit includes 1 Carport (#41) and plenty of guest parking is available. FURNITURE IS NEGOTIABLE. **Service and Emotional Support Animals Allowed!** All information is deemed to be accurate and to be verified by buyer.

2960 59th Street S Unit 310, Gulfport
7920 Sun Island Drive S Unit 202, South Pasadena
$299,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 12 SubDv. ⋅ 33707 Zip Code
Experience upscale waterfront living at its finest in this fully remodeled 2-bedroom, 2-bath condo, perfectly positioned on the second floor with breathtaking Intracoastal views. Renovated in 2023, this light-filled residence showcases a stunning designer kitchen featuring an accent tile wall, updated appliances, bar seating, and seamless sightlines to the living and dining areas—ideal for both everyday living and entertaining. The bright, open living space is enhanced by elegant white poplar tongue-and-groove ceilings, modern fixtures, and panoramic water views where dolphins frequently make an appearance. Hurricane-rated windows and sliding glass doors, storm shutters, an in-unit washer and dryer, and dedicated ground-floor storage add comfort and peace of mind. The luxurious primary suite offers sweeping waterfront views, a custom walk-in closet, and a built-in safe. Its spa-inspired bath makes a striking statement with rich green tile and sophisticated designer finishes. Located within a sought-after 55+ gated community, residents enjoy resort-style amenities including a pool, tennis and pickleball courts, and a scenic walking path along the water. Move-in ready and beautifully updated from top to bottom, this exceptional condo boasts one of the community’s most desirable views—complete with unforgettable Gulf sunsets from your private balcony.

7920 Sun Island Drive S Unit 202, South Pasadena
5005 24th Avenue S, Gulfport
$685,000
3 Beds ⋅ 3 Baths ⋅ Curns W J Sub SubDv. ⋅ 33707 Zip Code
In the heart of Gulfport, with its vibrant arts scene, waterfront marina, locally loved restaurants, and independent shops, this home offers a rare blend of character, functionality, and resort-inspired living. Check out the curb appeal — a fresh exterior framed by lush tropical landscaping and a low-maintenance xeriscape front yard. A brick walkway leads you through the covered entry to immediate sightlines of the bright living room offering soaring ceilings and beams, engineered hardwood floors, and a fireplace layered in natural textures. Light pours throughout the open-concept layout, flowing into the dining area. The adjacent kitchen balances functionality with style, featuring linen-toned cabinetry with dovetail drawers, double convection ovens, and a Samsung stainless steel refrigerator. Windows overlooking the patio continue the home’s connected indoor-outdoor feel. Off the main living spaces, a step-down flex room with patio access and built-ins lends itself to a relaxed family room, media lounge, or home office. Three bedrooms include two spacious primary suites. The first primary retreat features a lounge with custom closets that opens into the bedroom where original terracotta tile flooring adds warmth and timeless character. Its ensuite bath features textured stone tilework and earthy organic finishes. The second primary suite offers private access to the carport and an ensuite bathroom with a gorgeous custom door and a stunning clawfoot tub. A third bedroom continues the home’s design language with Art Deco-inspired glass wall accents and double glass sliders opening directly to the patio. The outdoor space is centered around an expansive screened patio. Paver flooring, a covered lanai with large spa, multiple lounging and dining areas, and a shade sail overhead create an atmosphere that feels resort-inspired. The home interior offers a laundry closet with a full-size stackable washer and dryer, and the nearby oversized garage offers more versatility, including additional storage, a full pool bath, kitchenette, and second laundry area — ideal for entertaining, extended guest stays, or multigenerational living. The pool bath itself showcases vibrant tilework by noted tropical artist Monica Watson. This property has been thoughtfully designed for both functionality and sustainability including kayak, canoe, and bike racks, raised garden beds, rain barrels, and mature landscaping that includes various tropical fruits. It offers underground power and utilities, and abundant parking, including space for large trailers or RVs with a 30-amp hookup. Extensive upgrades include whole-home solar power with a Tesla backup battery system, impact-rated windows and doors, whole-house surge protection, new ductwork, UV air purification system, reverse osmosis water filtration, and irrigation on well and tap. The property also boasts extensive integrated security system with cameras, control keypads, infrared monitoring, and integrated smoke detectors, all hardwired into the home’s solar infrastructure. Distinctive, flexible, and deeply connected to the creative coastal spirit of Gulfport, this is far more than a traditional three-bedroom home — it is a private retreat designed for gathering, creating, hosting, and living exceptionally well. Just minutes from downtown St. Petersburg and Gulf beaches, Gulfport offers a uniquely creative and laid-back lifestyle that feels worlds away from typical suburban Florida living.

5005 24th Avenue S, Gulfport
7300 Sun Island Drive S Unit 602, South Pasadena
$317,700
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code
Calling all Savvy Buyers!!! Positioned on the 6th floor with arguably one of the most breathtaking panoramic water views in the community, this extensively remodeled residence offers an extraordinary combination of luxury, lifestyle, and value. At this price point, buyers would be hard-pressed to find another condo offering this level of renovation, elevation, and view. Completely transformed in 2019, the seller spared no expense in creating a sophisticated coastal retreat designed to showcase the spectacular waterfront scenery from nearly every angle. The renovation included retextured ceilings, updated can lighting, new textured sheetrock walls, upgraded interior doors, a fire-rated steel front door, and beautiful neutral tile flooring throughout, creating a clean and timeless coastal aesthetic. The kitchen is truly the centerpiece of the home — thoughtfully designed to blend elegance and functionality while keeping the stunning water views front and center. Features include quartz countertops, custom cabinetry, designer backsplash, stainless steel Samsung appliances, a large stainless sink, Hansgrohe faucet, and an expansive breakfast bar ideal for entertaining or simply enjoying the peaceful waterfront backdrop. Every detail was selected with intention, creating a space that feels both upscale and inviting. The spacious primary suite serves as a private waterfront sanctuary with incredible water views, a sitting area, oversized walk-in closet, and beautifully renovated ensuite bathroom. During the remodel, a second bedroom was also thoughtfully created, providing additional flexibility for guests or a home office. Bay Island is one of St. Petersburg’s premier 55+ waterfront communities, offering resort-style amenities including 6 heated pools, 2 spas, tennis courts, shuffleboard, a marina, fishing dock, waterfront walking paths, fitness center, billiards, clubhouse activities, and an active social lifestyle. Located just minutes from the sugar sands of St. Pete Beach, waterfront dining, shopping, and vibrant downtown St. Petersburg, this is truly one of the standout values currently available in the Tampa Bay waterfront condo market. Luxury waterfront living. Exceptional views. Remarkable value. Do not miss out on this opportunity.

7300 Sun Island Drive S Unit 602, South Pasadena
2960 59th Street S Unit 405, Gulfport
$169,990
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
**ASK ABOUT SELLER CREDIT TOWARDS BUYERS CLOSING COSTS, PREPAIDS OR RATE BUYDOWN BEING OFFERED FOR ALL CONVENTIONAL AND VA BUYERS!**. Come and experience modern coastal living in this beautifully updated 2-bedroom, 2-bath residence! Offering 1,120 square feet in the highly sought-after waterfront community of Town Shores of Gulfport. This move-in ready condo combines stylish upgrades with comfort and convenience just moments from the vibrant Gulfport waterfront district. Inside, you'll find fresh interior paint, new luxury vinyl flooring, updated baseboards, and impact-rated windows throughout for added peace of mind and energy efficiency. The spacious primary suite features a fully remodeled en-suite bath with contemporary finishes and thoughtful design. The kitchen offers the convenience of rare gas cooking, making meal preparation a pleasure for home chefs and entertainers alike. The functional split-bedroom layout provides flexibility for guests, home office space, or seasonal living, while generous natural light enhances the inviting interior atmosphere. Relax and enjoy the Florida lifestyle from your private living spaces within this well-maintained waterfront community. Residents of Town Shores enjoy an extensive selection of amenities including multiple heated pools, tennis and pickleball courts, shuffleboard, clubhouse and social spaces, fitness opportunities, marina access, waterfront walking areas, and a wide variety of community activities and events. Located just blocks from downtown Gulfport, this home places you near local restaurants, coffee shops, art galleries, waterfront parks, Gulfport Beach, the marina, and popular community events. Convenient access to downtown St. Petersburg, area beaches, Tampa International Airport, and major commuter routes makes this an exceptional opportunity to enjoy the best of Florida Gulf Coast living. Whether you are seeking a full-time residence, seasonal retreat, or low-maintenance coastal property, this updated condo offers comfort, style, and an unbeatable location in one of Pinellas County’s most unique waterfront communities. Book your private showing today!

2960 59th Street S Unit 405, Gulfport
5980 Shore Boulevard S Unit 907, Gulfport
$229,000
1 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
One or more photo(s) has been virtually staged. Best Waterfront Value in the Community! Live like you’re on vacation in this beautifully updated 1 bedroom, 1.5 bath condo located in the desirable Diplomat Building of the waterfront Town Shores 55+ community. Enjoy unobstructed water views and spectacular sunsets from this resort-style community designed for active Florida living. This move-in ready condo features an updated kitchen with brand new stainless steel appliances (2026), a gas stove, tile flooring throughout, electric hurricane shutters, new lighting (2026), and a new front door (2026). The condo also conveys with a deeded parking space (#118) and additional storage space is included, perfect for beach chairs, holiday decorations, bicycles, and more. A laundry facility is located in the building for added convenience. Town Shores offers an impressive list of amenities including 4 heated pools, tennis courts, pickleball courts, bocce ball, shuffleboard, kayak storage, bike storage, a marina with boat slips available for annual rental, a clubhouse, fitness room, and his/her saunas. The monthly condo fee covers cable, internet, water, sewer, trash, gas, pool maintenance, grounds maintenance, and more for worry-free living. Ideally located just a few blocks from vibrant Downtown Gulfport where you can enjoy dining, shopping, entertainment, waterfront parks, and Gulfport Beach. South Pasadena shopping, Downtown St. Petersburg, and the beautiful Gulf Beaches are all within easy reach. Don’t miss your opportunity to own a piece of paradise in one of Gulfport’s most sought-after waterfront communities. Schedule your private showing today!

5980 Shore Boulevard S Unit 907, Gulfport
7893 Sailboat Key Boulevard S Unit 101, South Pasadena
$479,000
2 Beds ⋅ 2 Baths ⋅ Ranger Condo SubDv. ⋅ 33707 Zip Code
Some condos feel like condos. This one feels like home. From the moment you walk in, you’ll notice something that’s surprisingly hard to find in Harbourside—a home that feels open, comfortable, and inviting. With 1,445 square feet, this rarely available corner residence is one of the largest floor plans in the community, offering the space and functionality many buyers wish they could find in a waterfront condominium. One of the biggest surprises is how naturally the home lives. No long interior hallways. No elevator dependency. No windows facing common walkways with neighbors passing by. Instead, you’ll enjoy the privacy and comfort of a residence that feels much more like a private villa than a typical condo. The thoughtfully updated kitchen opens to the main living area, creating an easy flow for everyday living and entertaining. Luxury vinyl flooring, crown molding, a cozy fireplace, and abundant natural light make the living spaces feel warm and welcoming from the moment you step inside. Unlike many condos where the guest bedroom feels like an afterthought, both bedrooms are truly oversized, comfortably accommodating king-size beds and featuring their own walk-in closets. Whether you’re hosting family, welcoming long-term guests, or simply want everyone to have plenty of space, this thoughtful layout is hard to find. The spacious primary suite offers a beautifully updated bathroom with granite countertops and a glass-enclosed shower. The guest bathroom is equally inviting and features a relaxing jacuzzi tub and stylish finishes that make it feel more like a second primary bath than a typical guest bath.. Another feature you’ll appreciate every day is the dedicated laundry room with additional storage space. It’s a real laundry room—not just a closet tucked into a hallway. The 180-square-foot glass-enclosed Florida room extends your living space year-round, while the covered patio offers a peaceful place to enjoy the tropical landscaping and glimpses of Boca Ciega Bay. Whether you’re enjoying your morning coffee or unwinding at the end of the day, it’s easy to slow down here. Major improvements—including hurricane-impact windows, HVAC, water heater, and electrical panel (2020)—provide added peace of mind. Harbourside is one of Tampa Bay’s premier guard-gated waterfront communities, offering a marina, a 1.5-mile waterfront walking trail, heated pool and spa, tennis, pickleball, shuffleboard, two fitness centers with saunas, EV charging stations, and an active clubhouse with year-round social activities. The condominium fee reflects extensive community improvements already completed, including a new roof, exterior painting, electrical upgrades, milestone compliance, and strong reserves—giving buyers confidence that the community has invested in its future. Some buyers come looking for a view. Others are looking for a home they genuinely enjoy living in every single day. If space, privacy, thoughtful updates, and effortless living matter most, this is one you’ll want to experience in person.

7893 Sailboat Key Boulevard S Unit 101, South Pasadena
7882 Sailboat Key Boulevard S Unit 605, South Pasadena
$949,500
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Rarely available Penthouse unit with panoramic Intracoastal and Gulf views. Baywatch at Harbourside in South Pasadena. Beautiful updated unit with two bedrooms plus den, two full baths, and 1,910sq.ft. of living area. Spectacular water views across the rear. In 2020 major renovations with all new luxurious master bath suite, new second bathroom, and kitchen remodeled with walls being removed. 30ft. rear balcony with Southern exposure offering year round balcony time. Sit and enjoy the active Intracoastal waterway, the Corey Causeway Bridge, Fireworks, boat parades, and endless hours of Mother nature with Dolphins, Manatees, Ospreys and more. Other features: granite tops in kitchen with newer appliances, hurricane windows and sliders, plantation shutters, inside laundry with new washer washer and dryer, two newer A/C systems, 9ft. ceilings through out, wet bar in living room, hurricane shutters, one garage parking space and one covered parking space and so much more! Harbourside community is gated with 24 hour security, a 1.6 mile waterfront walking trail, marina with 87 boat slips (available at times for rent or purchase), kayak racks, multiple heated pools, heated spa, men and women's separate gyms, tennis courts, pickle ball courts, shuffleboard courts, gas grills, car washing station with free air and vac, charging stations for electric cars, a recently renovated Clubhouse with endless activities along with library, billiards room, work shop, and more. This South Pasadena location is a short stroll to the beautiful Gulf Beaches, Interstate 275, and vibrant downtown St. Petersburg. Harbourside is pet friendly and allows units to be rented with a three month minimal rental period. Come live in one of the very nicest and well built communities in all of Pinellas County. Be sure to vies the beautiful virtaul tour.

7882 Sailboat Key Boulevard S Unit 605, South Pasadena
2850 59th Street S Unit 205, Gulfport
$158,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
PRICE IMPROVEMENT!! Don’t miss out on this FURNISHED, BRIGHT AND MODERN POOLSIDE 2ND FLOOR UNIT with sleek European style in the Kenmore building at Town Shores of Gulfport ... a premier 55+ community with resort-style amenities! Priced to sell quickly, this charming unit is being offered FULLY FURNISHED AND TURNKEY to make it perfect either for a vacation getaway or your permanent forever home. The Kenmore is one of only two buildings at Town Shores with a secure lobby for extra safety and peace of mind. The building also withstood the previous storms with no damage or water intrusion. Kenmore is a no pet building, ESA pet accepted with association approval. You will appreciate the roomy open floor plan (1,120 sq ft) with two spacious bedrooms, two full baths and a pleasant and comfortable sunroom with views of one of the four heated pools in the community … plus, a large storage closet that can even fit a bicycle! The floor plan features a primary bedroom with an ensuite bath, window to the sunroom and double built-in closets for extra storage, plus a guest room with a dedicated hall bath. This well cared for unit emits a sense of style and design flair with neutral wall tones, flooring, newer light textured carpet, LIGHT WOOD TONE IKEA FURNITURE … all which convey with the unit. Other unit features and highlights include a newer HVAC (2023), a deeded carport (#53) and is conveniently located on the same floor with the laundry, just steps away from the elevator. The monthly HOA fee includes a Spectrum Bulk internet and wireless package, natural gas for cooking and hot water, flood and building insurance, and pool, landscaping and exterior maintenance. Town Shores has its own private marina and slips (as they become available), 4 heated pools, an active Clubhouse with weekly social events, a tennis/pickleball court, shuffleboard, bocce ball and kayak storage. This vibrant community is just a short distance from the fun, active and artsy village of Gulfport and its famous Tuesday Fresh Market and lively First Friday Art Walks. You are also just blocks away from the Gulfport public beach, restaurants, quaint inns, cafes, art galleries and boutiques! Town Shores is conveniently located just 30 minutes from Tampa International Airport and is a short drive to the cultural mecca of downtown St. Pete and the award-winning Gulf coast beaches. Schedule a showing today for this upbeat and modern unit around the corner from Gulfport Village!

2850 59th Street S Unit 205, Gulfport