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1868 Shore Drive S Unit 409, South Pasadena
$195,000
2 Beds ⋅ 2 Baths ⋅ Shore Towers Bldg SubDv. ⋅ 33707 Zip Code
Welcome to waterfront living at Shore Towers, a 55+ community where sweeping views of Boca Ciega Bay set the stage for the Florida lifestyle! This fourth-floor, two-bedroom, two-bathroom condo offers 1,075 square feet of comfortable living space with an open, inviting layout and wood-look flooring throughout. The updated kitchen features granite countertops, abundant cabinetry, stainless-steel appliances, a desirable gas range and an expansive breakfast bar that opens to the main living area, ideal for casual dining and entertaining. Just beyond the living room, the spacious Florida room is surrounded by windows showcasing beautiful views of the bay and manicured waterfront grounds. Use this versatile space for dining, relaxing, a home office or simply watching the boats pass by. Hurricane windows and remote-controlled hurricane shutters provide additional protection and peace of mind. Both bedrooms offer generous space and ample closet storage, while two full bathrooms add everyday convenience. Additional storage is included for all your beach gear and everyday essentials. Shore Towers offers an impressive waterfront setting with a resort-style pool, private fishing dock, shuffleboard, community laundry room and elevator. Residents also enjoy a secure-entry clubhouse with exercise equipment and seasonal social events, including holiday parties. Launch your kayak directly from the property, then return for an afternoon by the pool or an evening cookout at the waterfront patio featuring BBQ grills and outdoor dining. Kayak storage is included, and the owners are leaving a kayak for the new owner to enjoy. This is your opportunity to experience relaxed waterfront living on beautiful Boca Ciega Bay!

1868 Shore Drive S Unit 409, South Pasadena

5401 21st Avenue S, Gulfport
$450,000
5 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Welcome to this charming and unique income-producing property situated on a HUGE oversized lot of nearly 1/4 acre, just minutes from the vibrant heart of Downtown Gulfport! Offering an incredible combination of character, versatility, outdoor space, and investment potential, this property presents an exciting opportunity for both investors and owner-occupants alike. The property features a quaint 3-bedroom, 1-bath main cottage, along with a separate 2-bedroom, 1-bath apartment located above the spacious 2-car garage. Adding even more convenience and appeal for investors, the two residences are separately metered for BOTH WATER AND ELECTRIC, allowing for easier management of utilities and added flexibility for rental arrangements. The property also features a ROOF FROM 2018, and AC units from 2021 and 2025, providing another valuable improvement for future owners. This flexible setup offers multiple possibilities—live in the main home while generating additional income from the apartment, create a comfortable space for extended family or guests, or take advantage of both residences as an income-producing investment. Outside is where this property truly shines. The expansive, fully fenced backyard offers an incredible amount of space rarely found this close to Downtown Gulfport. A large covered patio creates the perfect setting for outdoor dining, entertaining, weekend gatherings, or simply relaxing and enjoying the Florida lifestyle. And for an extra touch of fun, the backyard even features your very own private PUTTING GREEN! For investors and buyers with a vision, the property offers tremendous value-add potential. With some thoughtful cosmetic updates and improvements, there is an excellent opportunity to enhance both the appeal and overall value of the property while maximizing its income-producing potential. Enjoy the charm and laid-back lifestyle Gulfport is known for, with Downtown Gulfport's eclectic restaurants, local shops, art galleries, entertainment, waterfront district, and community events just minutes away. Whether you're searching for your next investment, looking to offset your mortgage with rental income, or dreaming of a property with room for multiple generations, this versatile property offers endless possibilities.

5401 21st Avenue S, Gulfport

7008 S Shore Drive S, South Pasadena
$1,625,000
4 Beds ⋅ 2 Baths ⋅ Pasadena Isle SubDv. ⋅ 33707 Zip Code
Welcome to 7008 S Shore Dr S, an exceptional 4-bedroom, 2-bath waterfront residence offering elevated coastal living and captivating views of Boca Ciega Bay. With approximately 90 feet of waterfront and approximately 50 feet of riparian rights extending into the water, this beautifully renovated home provides an outstanding setting for boating, entertaining, and enjoying the Florida waterfront lifestyle. The water takes center stage throughout the property, with beautiful views enjoyed from both inside and out. The thoughtfully updated interior features a renovated kitchen with new 2025 appliances, updated bathrooms, beautiful flooring, and a fresh contemporary feel. The home was painted inside and out in 2025, and numerous improvements have been completed with permits. Significant protective improvements have been incorporated for waterfront living, including double-glass hurricane-impact windows and hurricane-impact doors, a 2019 roof with enhanced re-nailing and a peel-and-stick secondary water barrier, additional roof-truss tie-downs, flood panels for three entry doors, exterior waterproof coating, and a reinforced poured-concrete storm wall along the seawall. Shoreline protection includes riprap boulders and a reinforced seawall with three sets of tie-backs and a newer cap. Additional improvements include a 2019 energy-efficient A/C system, upgraded main electrical panel, generator transfer switch with exterior generator connection, and a main city water line replaced in 2024. The waterfront is designed to be enjoyed. Embrace the Florida waterfront lifestyle from your private dock extending approximately 40 feet over Boca Ciega Bay. A 4-foot-wide walkway opens to a spacious 10' x 10' platform with built-in seating and a table, creating the perfect spot for casting a line, watching the sunset, or enjoying morning coffee by the water. Anglers can fish right from the dock for local favorites such as snook, redfish, spotted seatrout, and more. A 3' x 10' drop-down platform provides easier boarding and convenient access to your boat. Boaters will appreciate the all-aluminum 12,000-lb boat lift on one side and a wet slip with two wrapped pilings on the other. Built with durable Trex composite and flow-through decking that allows water and sunlight to pass through, the dock also features wrapped pilings, water, and electric. Relax in the six-person Balboa spa, entertain family and friends along the waterfront, or simply enjoy spectacular sunsets over Boca Ciega Bay. Whether you're heading out for a day on the Bay, fishing from your own backyard, or settling in to watch the sunset, this waterfront setting is designed for enjoying the very best of Florida living. Boaters will appreciate convenient access to the Intracoastal Waterway and Gulf of Mexico. Ideally situated in South Pasadena, the property offers convenient access to the Gulf beaches, restaurants, shopping, Downtown St. Petersburg, Tampa, and Clearwater. Beautifully renovated, extensively improved, and positioned along a desirable waterfront setting, 7008 S Shore Dr S delivers the boating, views, protective improvements, and lifestyle that define exceptional Florida waterfront living.

7008 S Shore Drive S, South Pasadena

6020 Shore Boulevard S Unit 211, Gulfport
$399,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Breathtaking Boca Ciega Bay views and beautiful sunsets take center stage in this oversized condo located in the highly sought-after 55+ community of Town Shores of Gulfport. From the moment you enter, your eyes are drawn to the expansive water views from the generous living and dining area, creating a beautiful backdrop for everyday living and entertaining. The primary suite features a walk-in closet, tons of natural light, and a private ensuite bath, while the spacious guest bedroom also offers a walk-in closet with a full guest bath conveniently located just outside the bedroom. The kitchen provides plenty of cabinet space and pantry. This condo has been thoughtfully updated with luxury vinyl flooring, a newly replaced bay window, and new HVAC in 2026. Additional conveniences include a private storage area and designated parking space. Town Shores is known for its impressive resort-style amenities, including four swimming pools, a marina with boat slips available for rent subject to availability, tennis, pickleball, bocce ball, shuffleboard, a fitness room, his-and-her saunas, and an expansive clubhouse featuring a large billiards room, multiple meeting spaces, and generous common areas. Best of all, you are just minutes from vibrant downtown Gulfport, where you can enjoy locally owned restaurants, shops, art, community events, and Gulfport Beach. Whether you are relaxing at home watching the sun set over Boca Ciega Bay or taking advantage of everything this active waterfront community has to offer, this is Florida living at its best.

6020 Shore Boulevard S Unit 211, Gulfport

6611 Blue Heron Drive S, St Petersburg
$1,330,000
4 Beds ⋅ 3 Baths ⋅ Pasadena Golf Club Estates Sec 4 SubDv. ⋅ 33707 Zip Code
Welcome to Pasadena Golf Club Estates, one of St. Petersburg’s most sought after neighborhoods. This 2023-built home blends modern design with Florida living at its best 4 bedrooms, 3 baths, 2,593 square feet of living space and 4,630 square feet under roof. Built elevated to current code, with impact rated windows throughout, this home offers the kind of peace of mind that’s hard to find in coastal St. Pete. Inside, 12 foot ceilings, luxury vinyl flooring, and custom chandeliers set the tone, with a striking wood feature wall anchoring the living room and new lighting fixtures in both the living and dining areas. The open floor plan centers on a sleek European chef’s kitchen with a large island, granite counters with dual waterfall edges and full backsplash, built-ins, deep drawer storage, two walk-in pantries, and stainless appliances including a new two-door refrigerator. The primary suite is a true retreat, featuring a dramatic oversized ceiling fan, custom cabinetry with full-length mirrors, and a walk-in closet built for real life. The spa-inspired primary bath offers double vanities, a freestanding soaking tub, and an oversized frameless glass shower with designer tile. Additional wall-mounted cabinetry adds storage in both the primary bath and the laundry room, where a new washer and dryer convey. A whole house water softener system serves the entire home. On the ground level, a large multi-purpose space works as storage, a gym, or a custom game room, alongside an oversized 4 car garage with room for a collection. Outside, the backyard is a private oasis  a modern pool surrounded by lush, mature landscaping with newly added plantings, served by an automated irrigation system drawing from a dedicated well, keeping water costs remarkably low.

6611 Blue Heron Drive S, St Petersburg

1332 Pasadena Avenue S Unit 207, South Pasadena
$344,000
2 Beds ⋅ 2 Baths ⋅ Pasadena Cove Condo SubDv. ⋅ 33707 Zip Code
PRICE ADJUSTMENT!! LENDER PAID 1% BUY DOWN WITH PREFERRED LENDER FOR INITIAL 24 MONTHS OF MORTGAGE PAYMENTS Gorgeous condo Gorgeous view 2 bedroom 2 bathroom condo in the perfect location. So close to the beach and so close to downtown St Pete! Updates include… Kitchen total remodel in 2025 including appliances, quartz counter tops and wood cabinets New front door with smart lock 2025 Guest bathroom updated in 2025 Electric Hurricane shutters for patio doors with remote 2022 Hurricane impact window in master bedroom 2022 Roof replaced in 2023 HVAC and Water Heater 2022 Carpeting in both bedrooms replaced 2021 Master suite painted in 2021 Storage unit and Bike storage on the same level. Most furniture conveys Amenities include Clubhouse, , Fitness Center, Gated Community - No Guard, Heated and cooled Pool and community dock, Covered bike racks and scooter parking, Shuffleboard, Community Mailboxes Walkable to Restaurants , Shopping, St Pete and Upham Beach, Medical Facilities and parks

1332 Pasadena Avenue S Unit 207, South Pasadena

7700 Sun Island Drive S Unit 202, South Pasadena
$259,000
1 Beds ⋅ 2 Baths ⋅ Bay Island Group 10 Condo Unit 202 SubDv. ⋅ 33707 Zip Code
Welcome to your personal paradise at Bay Island Condominiums, a premier 55+ resort-style community in South Pasadena, Florida. Located just across the bridge from the powder-white sands of St. Pete Beach, this second-floor, 1-bedroom, 1.5-bathroom waterfront retreat in the Commodore Building delivers sweeping views and effortless coastal living. Step through the front door and your eyes will be drawn straight to the sparkling waters of Boca Ciega Bay. The open-concept floor plan flows seamlessly from a large, well-equipped kitchen—featuring elegant marble countertops and included appliances—through the bright dining area and into the inviting living room. Low-maintenance tile flooring runs throughout the entire home for easy beach-life cleanup. Slide open the doors to your private, screened balcony to experience the ultimate Florida lifestyle. It's the perfect front-row seat for watching dolphins and manatees play, observing passing sailboats, and taking in Florida’s famous nightly sunsets. For ultimate peace of mind, the balcony features an integrated, powered hurricane shutter, alongside a convenient private storage closet. The spacious primary suite serves as a relaxing haven, complete with an attached owner’s bathroom and a generous walk-in closet. Guests will appreciate the convenient half-bath located near the entry foyer, which sits adjacent to your in-unit washer and dryer. Convenience is key with an assigned, covered parking space situated just steps from the building's entrance. Bay Island provides unparalleled 24-hour gated security and luxury amenities, including a scenic 1.5-mile waterfront walking path, six swimming pools, two spas, tennis and shuffleboard courts. The beautifully updated clubhouse features a billiards room, card room, ballroom, commercial kitchen, and his-and-hers fitness centers. Conveniently located just 30 minutes from Tampa International Airport and moments from local dining, shopping, and entertainment, this waterfront oasis is ready for you to call home.

7700 Sun Island Drive S Unit 202, South Pasadena

3010 59th Street S Unit 306, Gulfport
$220,000
2 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to beautifully updated living in Town Shores, a sought-after 55+ community in the charming town of Gulfport! This move-in-ready 2/1 condo has been thoughtfully refreshed throughout, offering a fresh, modern feel from the moment you walk in. The completely remodeled kitchen features new appliances and updated finishes, creating a stylish and functional space for everyday living and entertaining. Brand-new luxury vinyl plank (LVP) flooring flows throughout the condo, complemented by new baseboards and fresh interior paint for a clean, cohesive look. Located in the desirable Town Shores community, residents enjoy a relaxed Florida lifestyle with an array of amenities and activities. Just minutes from the waterfront, Gulfport's vibrant downtown, restaurants, shops, and beaches, this condo offers the perfect combination of comfort, convenience, and community. Whether you're looking for a full-time residence, seasonal getaway, or a place to enjoy the best of Florida living, this beautifully updated condo is ready to welcome you home!

3010 59th Street S Unit 306, Gulfport

6505 Debbie Lane S, St Petersburg
$1,495,000
3 Beds ⋅ 4 Baths ⋅ Pasadena Golf Club Estates Sec 4 SubDv. ⋅ 33707 Zip Code
Virtually Staged. RARE WATERFRONT OPPORTUNITY WITH SPECTACULAR OPEN-WATER VIEWS! Situated on an exceptional waterfront parcel, 6505 Debbie Lane South offers expansive Intracoastal - Boca Ciega Bay views with a breathtaking outlook toward Pass-a-Grille, St. Pete Beach and the iconic Don CeSar. This exceptional waterfront setting offers sailboat water access to Boca Ciega Bay, the Intracoastal Waterway and Gulf of America. The property features substantial waterfront improvements, including an extensive concrete bulkhead/seawall with metal reinforcement, a composite dock constructed in 2024 and a 10,000-pound boat lift; an outstanding setting for the boating enthusiast. The existing block-constructed residence was impacted by flooding during Hurricane Helene. The owner subsequently remediated the property, including removal of approximately two feet of affected interior lath and plaster, but elected not to remodel, allowing the next owner to determine the property's future. The owner advises that no Substantial Damage determination letter was issued to the homeowner following Hurricane Helene. The home also features double-pane, high-impact windows and sliders installed in 2012. This unique offering provides an opportunity for a buyer to explore renovation of the existing residence or the creation of a new waterfront home designed to maximize this extraordinary setting. Whether envisioned as a renovation or the site of a future custom residence, the true centerpiece is the waterfront: remarkable open-water views, substantial waterfront infrastructure, boating access and an increasingly difficult-to-replicate location. Property is being offered in its current condition. Buyer is responsible for independently verifying all information and performing all due diligence regarding renovation or redevelopment, FEMA and floodplain requirements, substantial-damage status, permitting, seawall, dock, boat lift and intended use.

6505 Debbie Lane S, St Petersburg

5122 12th Avenue S, Gulfport
$300,000
2 Beds ⋅ 1 Baths ⋅ Hempstead Annex 1 SubDv. ⋅ 33707 Zip Code
SMALL BUT MIGHTY! Gorgeous bungalow with a roomy living room, substantial kitchen storage, and a bonus room in the back! This beautifully updated 2-bedroom, 1-bath home is in the heart of GULFPORT, Florida—one of Pinellas County's most sought-after waterfront communities known for its artsy vibe, walkable downtown, and coastal charm. Combining CLASSIC CHARACTER and MAJOR MODERN UPGRADES, this move-in-ready property offers comfort, convenience, and an exceptional location near Gulfport Beach, St. Pete Beach, and downtown St. Petersburg. SIGNIFICANT IMPROVEMENTS completed in 2018 include a NEW ROOF, HVAC system, 200-amp ELECTRIC PANEL, updated electrical outlets and switches, and a FULLY RENOVATED KITCHEN featuring contemporary finishes and functionality. BRAND NEW TANKLESS WATER HEATER 2026. Original HARDWOOD FLOORS have been beautifully refinished, preserving the home's timeless appeal, while ceiling fans throughout enhance year-round comfort. A fully enclosed, air-conditioned FLEX SPACE provides valuable ADDITIONAL SQUARE FOOTAGE and endless possibilities for a home office, art studio, gym, guest space, or bonus room. The versatile layout makes this property ideal for remote workers, creatives, seasonal residents, first-time homebuyers, or investors seeking a Gulfport rental property. Located just 1.5 miles from GULFPORT BEACH and the vibrant Gulfport Waterfront District, you'll enjoy easy access to local restaurants, coffee shops, boutiques, art galleries, waterfront parks, and community events. ST. PETE BEACH is only 3.5 miles away, offering world-famous beaches, boating, fishing, and outdoor recreation. DOWNTOWN ST. PETERSBURG, with its thriving dining, entertainment, and cultural scene, is just a short drive away, while nearby INTERSTATE 275 access provides convenient commuting throughout the Tampa Bay area. Whether you're searching for a Gulfport Florida home for sale, a charming beach-area bungalow, or a property close to St. Petersburg and the Gulf beaches, this exceptional home delivers the perfect combination of location, updates, and lifestyle.

5122 12th Avenue S, Gulfport

7973 Causeway Boulevard N, St Petersburg
$2,900,000
3 Beds ⋅ 4 Baths ⋅ Causeway Isles 1st Add SubDv. ⋅ 33707 Zip Code
This recently constructed 2024 contemporary custom-built home has it all. Enjoy breathtaking, wide-open Intracoastal Waterway views from every room in the house! Solid white oak stair treads with a welded aluminum stair frame, beautifully lighted. The mid-level features a great room with incredible panoramic water views. A gourmet kitchen with gleaming marble surfaces, quality stainless steel appliances, gas cooking, a pot filler, custom cabinetry and a huge center island. The second level's covered porch overlooks the water. Hardwired for music throughout every level, inside and out. Large principal bedroom with cathedral ceilings that extend into the luxurious bathroom, complete with a soaking tub, separate shower, and top-of-the-line fixtures. The third level includes 2 bedrooms, two bathrooms and another balcony with fantastic Intracoastal views. The garage is 30 x 33 and has all the room you need for cars, tools, and toys. It has an epoxied floor and 2 electric car charging stations. The lower level has a covered patio that overlooks the salt water pool and spa (travertine tile deck) . This home is equipped with Solar power, a generator, natural gas for the cooktop & dryer, and a propane system that runs the Generac generator, pool heater & water heater (The electric bill in the summer is approximately $270). Pool and spa. 13,000-pound boat lift, jet ski lift & kayak rack. Second and third-floor balconies include filtered water power washers for easy maintenance. New seawall.

7973 Causeway Boulevard N, St Petersburg

1514 Sea Gull Drive S, St Petersburg
$1,649,000
3 Beds ⋅ 2 Baths ⋅ Pasadena Golf Club Estates Sec 4 SubDv. ⋅ 33707 Zip Code
Set on an extraordinary 1.26-acre waterfront lot in Pasadena Golf Club Estates, this renovated 3-bedroom, 2-bath pool home offers the kind of space, privacy, and boating access that is increasingly hard to find in Pinellas County. With more than 150 feet of seawall and deep-water access, the property is ideally positioned for those who want to fully embrace the Florida waterfront lifestyle. The outdoor setting is truly the centerpiece. A heated pool, resurfaced in 2024, is surrounded by a newer paver deck with plenty of room for lounging, dining, and entertaining. Beyond the pool, the composite dock completed in 2019 features a 10,000-lb boat lift, sink, and cleaning station. Deeded underwater rights also provide additional possibilities for a second dock, jet ski lift, or paddleboard launch. From here, you can be on the Gulf of America in approximately 15 minutes, with convenient access to Boca Ciega Bay, the Intracoastal Waterway, Blind Pass, and Pass-a-Grille Channel. The property also offers excellent everyday functionality with a 2-car garage and an oversized driveway providing abundant parking and additional space for an RV or boat. Inside, the home has been thoughtfully renovated with a clean, modern coastal feel. The split-bedroom layout provides privacy while spacious living and family rooms offer plenty of room to gather, all enhanced by natural light and waterfront views. Impact-rated windows and doors add both comfort and peace of mind. At the heart of the home, the kitchen is designed for both everyday living and entertaining, featuring quartz countertops, custom cabinetry, double ovens, an induction cooktop, farmhouse sink, and generous workspace. The adjacent dining area opens directly to the waterfront deck, creating an easy connection between the interior and outdoor living spaces. A sleek wet bar with a built-in wine refrigerator adds another thoughtful entertaining feature, while both bathrooms have been beautifully updated. Major improvements have already been completed, including a 2024 roof, 2025 HVAC system, and 2025 water heater. Located in unincorporated Pinellas County, the property is short-term rental friendly, creating flexibility for use as a full-time residence, seasonal retreat, or investment property. St. Pete Beach is less than 10 minutes away, downtown St. Petersburg is approximately 15 minutes away, and Tampa International Airport is roughly 35 minutes away. An oversized waterfront lot, deep-water boating access, private pool, generous parking, and extensive renovations come together to create a property that offers far more than a typical coastal home.

1514 Sea Gull Drive S, St Petersburg

1868 Shore Drive S Unit 310, South Pasadena
$189,000
2 Beds ⋅ 2 Baths ⋅ Shore Towers Building SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to Shore Towers, a waterfront 55+ community where beautiful views of Boca Ciega Bay provide the backdrop for this spacious 2-bedroom, 2-bath condo in the heart of South Pasadena. Clean, well maintained, and move-in ready, Unit 310 features an open living and dining area, updated bathrooms, a newer HVAC system, and hurricane-impact glass sliders from both the living room and primary bedroom. Large windows fill the home with natural light and bring the waterfront setting into your everyday living space. The spacious kitchen offers abundant cabinetry and counter space, a gas cooktop, and plenty of opportunity to personalize with future updates. Shore Towers offers an impressive collection of amenities designed for enjoying the Florida lifestyle, including a waterfront pool, shuffleboard courts, grilling and outdoor dining areas, and a private dock perfect for fishing, kayaking, or paddleboarding. The clubhouse features a fitness center, billiards, social spaces, and a full kitchen, with plenty of ways to stay active and connect with neighbors. Ideally located along scenic Shore Drive, the community is just minutes from St. Pete Beach and approximately 15 minutes from Downtown St. Petersburg, putting shopping, dining, entertainment, and some of the area’s favorite waterfront destinations within easy reach. Whether you’re searching for a full-time home or a part-time Florida getaway, Unit 310 offers space, water views, and a wonderful waterfront setting to enjoy.

1868 Shore Drive S Unit 310, South Pasadena

2775 Kipps Colony Drive S Unit 305, Gulfport
$998,500
2 Beds ⋅ 2 Baths ⋅ Kipps Colony At Pasadena Yacht/Cntry Club SubDv. ⋅ 33707 Zip Code
TOP-FLOOR WATERFRONT LIVING AT KIPPS COLONY IN PASADENA YACHT & COUNTRY CLUB! Beautifully updated, this spacious residence with a loft combines soaring vaulted ceilings, waterfront views and exceptional boating amenities in one of the area's most desirable gated communities. Recent improvements include wide-plank luxury vinyl flooring throughout, an updated kitchen with white cabinetry, quartz countertops, new stainless steel appliances, as well as beautifully updated baths. Walls of sliding glass doors fill the open great room with natural light and lead to a spacious waterfront balcony. Electronic blinds in the living room and electronic hurricane shutters provide effortless privacy, light control and storm protection at the touch of a button. The expansive primary suite features soaring vaulted ceilings and a walk-in closet, while the extensively updated primary bath offers abundant custom cabinetry and storage. The second bedroom offers en-suite bath access and features a custom Murphy bed/desk system, negotiable with the sale. A standout feature is the upper-level loft, ideal for a home office, den or flex space, with water view and a new mini-split A/C and a new pneumatic elevator providing convenient access from the main living level. FOR BOATERS, THIS ONE IS EXCEPTIONAL: the residence includes a LARGE DEEDED DEEP-WATER BOAT SLIP (approx. 53' x 17') WITH A 19,000-LB BOAT LIFT—an increasingly coveted amenity for Tampa Bay boating—along with TWO COVERED PARKING SPACES and a private storage cage. Kipps Colony 1 residents enjoy a waterfront pool and spa and a pet-friendly lifestyle within gated Pasadena Yacht & Country Club, conveniently located near Gulfport, St. Petersburg and the Gulf beaches. Eligible buyers also have the opportunity to bypass the PYCC full golf membership waitlist and apply for club membership within the first 30 days of ownership. Milestone and reserve studies have been completed, and any assessments have been paid. Conveniently located just minutes from Florida's famous beaches, a short drive to Downtown St Petersburg and a brief 35-40 minute to Tampa!

2775 Kipps Colony Drive S Unit 305, Gulfport

5825 21st Avenue S, Gulfport
$489,700
3 Beds ⋅ 1 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code
Welcome to this fully renovated 3-bedroom home in Gulfport's desirable Boca Ciega Estates, set in FEMA Flood Zone X and minutes from downtown Gulfport's waterfront, shops, and restaurants. Inside: polished terrazzo floors, open-concept layout, and fresh paint throughout. The renovated kitchen features granite countertops, white shaker cabinetry with brushed gold hardware, subway tile backsplash, and stainless steel appliances. The spa-inspired bath offers a vessel-sink vanity and walk-in tiled rain shower, and the permitted third bedroom adds true flexibility. Step through French doors to a screened lanai overlooking a large, fully fenced backyard shaded by mature trees, with room for a pool, garden, or outdoor kitchen. Brand-new 2026 roof, central A/C, interior laundry with washer/dryer included, hurricane shutters, and no HOA. Move-in ready.

5825 21st Avenue S, Gulfport

7930 Sun Island Drive S Unit 104, South Pasadena
$359,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 13 SubDv. ⋅ 33707 Zip Code
Waterfront -- Turn Key -- Available Furnished - Wake up to dolphins in the bay -- end your evenings with sunsets over the water — This fully renovated 1,480 sq ft, 2-bedroom, 2-bath condo offers the best of easy coastal living. This spacious, turnkey home can be purchased furnished and includes an office space that easily converts to a 3rd bedroom, plus two covered porches overlooking the water. The milestone inspection is complete and cleared, and the community maintains a fully funded reserve fund for peace of mind. --- Community features: Six pools, tennis and pickleball courts, men’s and women’s gyms, a clubhouse with ballroom, car wash, library, Tiki Hut grilling areas, a 1.5-mile waterfront walkway, and access to a private marina — all inside a secure 55+ gated neighborhood. This unit also includes two covered parking spaces right outside your door and an exclusive private storage room not found in other units. With convenient first-floor living and no stairs, you can enjoy comfort and independence for years to come. Don’t miss this opportunity to own a stunning, move-in-ready waterfront condo in one of the most desirable communities in St. Petersburg — schedule your private showing today! HOA fees include: Flood insurance, water, sewer, trash, cable, internet, and maintenance for all community amenities.

7930 Sun Island Drive S Unit 104, South Pasadena

2053 Dolphin Boulevard S, St Petersburg
$645,000
4 Beds ⋅ 3 Baths ⋅ Pasadena Golf Club Estates Sec 5 SubDv. ⋅ 33707 Zip Code
Welcome to 2053 Dolphin Blvd S, where Florida living, thoughtful updates and an incredible location come together! This beautifully updated 4-bedroom, 3-bathroom pool home offers a spacious and functional floor plan with plenty of room to entertain, relax and enjoy everything St. Petersburg has to offer. Major improvements have already been taken care of, including brand-new hurricane-impact windows and doors throughout, providing added comfort and peace of mind. Step inside and you'll immediately notice the abundance of natural light and open, inviting feel of the home. The thoughtfully designed split-bedroom floor plan places the primary suite privately on one side of the house, while three additional bedrooms are located on the opposite side. Two of the guest bedrooms share a convenient Jack-and-Jill bathroom, creating a great setup for family, guests or a home office. At the heart of the home is the open kitchen, designed with entertaining in mind. In addition to generous cabinetry and counter space, an extended area of cabinets and countertops provides the perfect place for serving food and drinks when friends and family gather. With an easy flow between the kitchen, living spaces and pool area, this home was made for hosting the perfect Florida pool party. Step outside and you'll see where this home really shines. The large caged-in swimming pool is surrounded by generous entertaining space with plenty of room for outdoor dining, lounging and enjoying Florida's year-round sunshine. Whether you're hosting a weekend barbecue, spending a quiet afternoon by the pool or entertaining a house full of guests, there's room for everyone. Storage and parking are equally impressive. The home features a large two-car garage, an expansive circular driveway, and additional extended parking along the side of the property ideal for multiple vehicles and all the extras that come with the Florida lifestyle. And then there's the location. Situated in South St. Petersburg, you're just a short drive from the beautiful Gulf Beaches, while still enjoying convenient access to Gulfport, shopping, restaurants, parks and everything happening throughout St. Pete. Spend the afternoon at the beach, head into downtown for dinner, and come home to your own private pool.

2053 Dolphin Boulevard S, St Petersburg

6100 Gulfport Boulevard S Unit 405, Gulfport
$249,000
2 Beds ⋅ 2 Baths ⋅ Golfview I Condo SubDv. ⋅ 33707 Zip Code
Contemporary style, a functional open floor plan, and an exceptional location come together in this tastefully updated 2-bedroom, 2-bath condo in Golfview I Condominiums. Situated directly across from Stetson University College of Law, you'll be minutes from Gulfport's lively waterfront district, eclectic Beach Boulevard, award-winning Gulf beaches, downtown St. Petersburg, and countless destinations for dining, shopping, entertainment, and recreation. Designed for easy living, the floor plan flows naturally from the spacious living room into the dining area and kitchen, creating comfortable spaces for everyday life and effortless entertaining. Gleaming wood floors bring warmth to the living room, while tile flooring throughout the remainder of the home offers durability, low maintenance, and a cohesive look. Neutral finishes provide the perfect backdrop for virtually any decorating style. The kitchen combines clean design with everyday practicality, featuring granite countertops, stainless steel appliances, and a dedicated glass washer at the sink—a thoughtful upgrade that's rarely found. Just beyond, the adjoining dining area offers an ideal setting for everything from a quick breakfast before work to leisurely dinners with family and friends. The primary suite includes a private bathroom, while the second bedroom features an oversized double closet and convenient access to the hall bath. A separate laundry room with washer and dryer keeps household tasks neatly tucked away. The A/C was replaced six years ago, and the water heater was installed in 2016. Bordering the Pasadena Yacht & Country Club golf course, Golfview I offers residents beautifully landscaped grounds, a saltwater swimming pool, gazebo and lounge areas, perfect for unwinding after a day at work or on the golf course. Two furnished guest suites are available for rent by family and friends of residents, subject to availability and advance reservations, making extended visits easy and comfortable. The community welcomes up to two pets, cats or dogs, with a maximum weight of 50 pounds/dog. Owners may lease their unit with a minimum rental period of only three months, providing excellent flexibility for seasonal residents, investors, or anyone seeking additional options for future use. Living in Gulfport means becoming part of one of Tampa Bay's most distinctive communities. Known for its vibrant arts scene, independently owned restaurants, galleries, boutiques, live music, festivals, weekly markets, historic Casino Ballroom, marina, and year-round community events, Gulfport offers a character all its own. Spend the afternoon exploring Beach Boulevard, enjoy dinner overlooking Boca Ciega Bay, browse the monthly Art Walk, paddle through nearby waters, or gather with friends to watch another unforgettable Florida sunset. There is always something to experience. Whether you're searching for a primary residence, a winter escape, or an investment opportunity, this move-in-ready condo offers an outstanding opportunity to enjoy the Gulfport lifestyle while staying close to everything that makes the greater St Petersburg area one of Florida's most desirable places to live.

6100 Gulfport Boulevard S Unit 405, Gulfport

1601 54th Street S, Gulfport
$349,999
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
There is something undeniably appealing about a classic Gulfport bungalow, and this beautifully updated 2-bedroom, 1-bath home gets the balance just right. Original character and charm remain, including a wonderful original fireplace that anchors the living space, while the important updates have already been thoughtfully completed. The result is a home that feels authentic, comfortable, and completely move-in ready. Inside, natural light complements the home's warm bungalow character, with the original fireplace serving as a reminder of the history and personality that make homes like this so special. The fully renovated kitchen features quartz countertops and a Whirlpool stainless steel appliance suite, while the updated bath feels fresh and polished. Behind the scenes, many of the improvements buyers appreciate most have already been addressed, including a newer roof, new impact glass windows, updated electrical wiring and plumbing, and a new tankless water heater. Just off the kitchen, a quiet screened lanai creates the perfect spot for morning coffee, an evening cocktail, or simply enjoying Gulfport's laid-back Florida lifestyle. The oversized corner lot may be one of this property's best surprises. There is plenty of room for boat, RV, or trailer parking, with additional space to consider a future pool, home addition, or expanded outdoor living area. A separate freestanding structure adds even more possibilities. Use it as a home office, art studio, workshop, she-shed, creative space, or explore converting it back to its original use as a carriage house garage. For buyers looking beyond a primary residence, the home's turn-key condition and Gulfport location also create excellent potential as an income-producing property. Best of all, the property sits high and dry in desirable FEMA Flood Zone X, an increasingly important consideration for Florida buyers. Updated where it matters, rich with the original character that gives a Gulfport bungalow its personality, and offering considerably more flexibility than its charming footprint might suggest, this is a home that makes it very easy to imagine calling Gulfport home.

1601 54th Street S, Gulfport

5840 30th Avenue S Unit 202, Gulfport
$239,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to the amazing waterfront community of Town Shores of Gulfport. This completely renovated 2-bedroom, 2-bath condo located on the second floor is waiting for you. The kitchen was beautifully renovated in 2022, windows were replaced in 2023, and new flooring was completed in 2024.The primary bedroom offers a spacious walk-in closet with a custom closet system for exceptional storage and organization and a bathroom renovated in 2024. The community has several pools, Tennis courts and many fun activities. You will spend your evenings watching the spectacular sunset. Enjoy easy Florida living in a beautifully updated home close to Gulfport’s charming waterfront, shops, restaurants, and beaches. Just a short drive to downtown St. Pete and Tampa. Don't miss out on the opportunity to own this wonderful updated condo today.

5840 30th Avenue S Unit 202, Gulfport

Skimmer Point Drive S, Gulfport
$399,900
Skimmer Point Ph Iv SubDv. ⋅ 33707 Zip Code
Exceptional opportunity to build in the desirable Pasadena Yacht & Country Club community in St. Petersburg! This 0.22-acre unimproved residential lot offers a blank canvas to bring your vision to life. Whether you’re looking to build your dream home or add to your investment portfolio, this property provides excellent potential in an established and sought-after community surrounded by beautiful residential homes. Conveniently located near shopping, dining, schools, major roadways, Gulf beaches, and all that St. Petersburg has to offer. Don’t miss this opportunity to secure your piece of Florida and create something truly your own. Buyer and buyer’s agent to verify zoning, building requirements, utilities, dimensions, and all information deemed important.

Skimmer Point Drive S, Gulfport

2706 Skimmer Point Drive S, Gulfport
$1,190,000
4 Beds ⋅ 3 Baths ⋅ Skimmer Point Ph Iv SubDv. ⋅ 33707 Zip Code
NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM! Welcome to 2706 Skimmer Point Drive S, an exceptional 4-bedroom, 3-bath residence offering approximately 2,674 square feet of living space in the prestigious gated community of Pasadena Yacht & Country Club. This beautifully appointed home offers a spacious and inviting floor plan with soaring ceilings, abundant natural light, and generous living areas designed for both everyday comfort and entertaining. The kitchen features custom cabinetry, ample counter space, stainless steel appliances, a breakfast bar, and natural gas cooking, opening to a spacious family room highlighted by a cozy gas fireplace and views of the pool area. The private primary suite provides a relaxing retreat with dual walk-in closets, French doors leading to the screened lanai, and a spacious en-suite bathroom featuring separate vanities, a soaking tub, and separate shower. Three additional bedrooms offer plenty of flexibility for family, guests, or a home office. Step outside and enjoy the Florida lifestyle from the screened lanai overlooking the heated pool and spa, surrounded by tropical landscaping and a private backyard setting ideal for entertaining or relaxing. The outdoor area also features a gas fire pit, creating the perfect atmosphere for evenings by the pool. Additional highlights include a 3-car garage with generous storage, natural gas, public water and sewer, and the added peace of mind of the home’s major recent improvements: NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM. Located within the highly desirable Pasadena Yacht & Country Club community, this property offers the privacy and security of gated living while remaining conveniently close to Gulfport’s vibrant waterfront district, restaurants, shopping, beautiful Gulf beaches, downtown St. Petersburg, and Tampa International Airport. A rare opportunity to enjoy space, privacy, and the Florida lifestyle in one of Gulfport’s most sought-after communities. Schedule your private showing today!

2706 Skimmer Point Drive S, Gulfport

1907 53rd Street S, Gulfport
$394,999
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Welcome to this charming 2-bedroom GULFPORT COTTAGE with a versatile bonus room that can be used as a home office, guest space, or potential 3rd bedroom. Enjoy the Florida lifestyle from the SPACIOUS SCREENED IN BACK PORCH (2022), plus two large sheds offering plenty of additional storage in the FULLY FENCED in backyard. This Property is NOT LOCATED IN A FLOOD ZONE that requires flood insurance. The house has no history of flooding. Located less than a mile from Gulfport's beaches, restaurants, shops, and entertainment, approximately 10 minutes from Downtown St. Pete, and a short drive to some of FLORIDAS TOP RATED GULF BEACHES. Major upgrades include ROOF (2022), A/C (2024), WATER HEATER (2024), TUFF SHED (2022), and MAIN SEWER LINE replacement (2026). A great opportunity to own a well-maintained home in one of Gulfport's most desirable locations.

1907 53rd Street S, Gulfport

5355 2nd Avenue S, St Petersburg
$349,500
3 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 33707 Zip Code
BEAUTIFULLY RENOVATED | 3 BEDROOMS | 2 BATHROOMS | 1,104 SQ FT | NO HOA NO 4-POINT ISSUES! READY TO CLOSE! Behind the welcoming front porch of this classic St. Petersburg bungalow is a bright, design-forward interior that feels completely fresh while preserving the character that makes the home special. THE BIG UPDATES ARE ALREADY DONE: NEW KITCHEN, NEW STAINLESS STEEL APPLIANCES WITH WARRANTIES, TWO NEWLY FINISHED BATHROOMS, NEW WIDE-PLANK FLOORING, NEW WATER HEATER, NEW LIGHTING AND FIXTURES, AND A ROOF REPLACED IN 2016. HVAC 2010. Natural light fills the living room, where decorative wall molding and the fireplace create a warm and memorable focal point. The new wide-plank flooring carries throughout the home, tying together the crisp white finishes, warm wood tones, matte-black hardware, and carefully selected lighting. The kitchen is the true showpiece. White shaker cabinetry, sleek countertops, a full-height backsplash, an oversized island, pendant lighting, and a complete suite of new stainless steel appliances create a space that looks just as impressive in person as it does in the photos. The private primary suite brings a boutique-hotel feel with a warm wood double vanity, dual mirrors, matte-black fixtures, a glass-enclosed walk-in shower, and a custom walk-in closet. The second bathroom continues the same elevated design with a modern wood vanity, stylish fixtures, and a tub. Outside, the fully fenced corner lot provides double-gate access, a generous parking pad, and plenty of usable outdoor space. The covered front porch adds even more charm and gives the home a welcoming first impression. Conveniently located near Gulfport, St. Pete Beach, downtown St. Petersburg, shopping, dining, and major roadways. This is not a basic cosmetic update—it is a stylish, thoughtfully finished home where character, design, and everyday function come together beautifully.

5355 2nd Avenue S, St Petersburg

3008 Dupont Street S, Gulfport
$475,000
3 Beds ⋅ 2 Baths ⋅ Jenkins & Berls Rep SubDv. ⋅ 33707 Zip Code
Bring Your Vision: Create Your Dream Oasis in the Heart of Gulfport Capture the coveted "Key West North" lifestyle at a fraction of the price. Located at 3008 DuPont Street South, this 3-bedroom, 2-bathroom pool home sits just 0.2 miles from Gulfport's celebrated arts scene, local dining, and waterfront. The property is being sold AS-IS following Hurricane Helene, but because it was NOT SUBSTANTIALLY DAMAGED, you can fast-track your renovations instead of starting from scratch. Jumpstart your project with total peace of mind—Roof 8/2021, Electrial, Plumbing and Windows 2022, the backyard pool has already been repaired and is fully operational, and permits have been submitted for approval. A majestic Royal Poinciana tree anchors the front yard, where a classic porch overlooks a neighborhood coming back to life. Out back, your future paradise features a gorgeous travertine-paved pool with a sun-shelf and a large deck with a motorized awning. Gulfport is strong and rising quickly—don't miss this rare chance to build personal equity and design your own coastal sanctuary.

3008 Dupont Street S, Gulfport

1316 Pasadena Avenue S Unit 102, South Pasadena
$250,000
2 Beds ⋅ 2 Baths ⋅ Pasadena Cove Condo SubDv. ⋅ 33707 Zip Code
Here is your chance to live in the resort community of Pasadena Cove. This 2 bedroom 2 bath first floor condo has a split floor plan. The large great room has your dining and living room directly off the eat in kitchen. The large primary bedroom features an ensuite and a walk in closet with direct access to the screened in balcony. The unit has an assigned covered parking space as well as additional storage. The beautiful community has a Pool, Spa, EV charging stations, Fitness center, Shuffleboard, Cornwhole and Billiards as well as a Marina. The private marina offers boat slips available for purchase or lease, (subject to availability). The community is located minutes from the highly rated St Pete Beach with its many shops and restaurants. This community allow 90 day rentals so whether you want to be a full time resident in paradise or a part time resident you have the flexibility to accomplish either.

1316 Pasadena Avenue S Unit 102, South Pasadena

1847 Shore Drive S Unit 509, South Pasadena
$169,000
1 Beds ⋅ 1 Baths ⋅ Shore Crest Bldg SubDv. ⋅ 33707 Zip Code
Waterfront One-Bedroom, One-Bath Condo with Unbeatable Views, you literally think you live on a cruise ship! This waterfront condo offers incredible water views of Boca Ciega Bay from every window, making every room feel serene and connected to the water. The living area features huge windows that flood the space with natural light and showcase panoramic vistas, while the large bedroom gives you a ZEN feeling , truly a perfect peaceful retreat. The building’s concrete and steel construction is fortified like a fort, delivering peace of mind, durability, and excellent sound insulation for privacy and comfort. This is a vibrant and active 55+ community with a plethora of clubs and activities. Recent exterior upgrades and maintenance include improvements such as new walkways for safe, stylish outdoor access, new railings that blend safety with waterfront aesthetics, and new plumbing to reduce maintenance concerns and improve reliability. The interior layout is a cozy, functional one-bedroom, one-bath design that maximizes water views with an open-concept living and dining area, a kitchen designed for efficiency with ample quartz counter space, storage and stainless steel appliances, truly a chefs delight. In addition the well-appointed bathroom with contemporary fixtures and walk-in shower with a chair rail (wheelchair accessible)makes for easy living. The laundry room is right outside the door and the elevator also stops right by your door. Shorecrest has also completed and paid for all Milestone Inspection report repairs. Each unit has access to a community storage room for larger items such as paddle boards, kayaks, bicycles etc. The community has a kayak club, card playing groups, shuffleboard courts, a library, and a clubhouse with a fitness center. Lots of opportunities to connect with fellow residents. The gleaming, inviting waterfront pool and outdoor grills make it easy and fun to entertain Family and Friends. Prime waterfront location places you steps from the shore. Lots of dolphin and manatee watching, multiple dining spots and local conveniences, Short drive to St Pete Beach, making it suitable for full-time residence or a serene vacation pied-à-terre. The community and amenities focus on resident comfort, with well-maintained common outdoor spaces to savor the breeze and views.

1847 Shore Drive S Unit 509, South Pasadena

560 79th Street S, St Petersburg
$1,179,000
2 Beds ⋅ 3 Baths ⋅ South Cswy Isle 4th Add SubDv. ⋅ 33707 Zip Code
SIGNIFICANT PRICE REDUCTION Priced to sell. WATERFRONT One-of-a kind, Mid-Century Modern Waterfront , Pool Home in Causeway Isle — Your Florida Dream Come True Nestled along a pristine waterfront with tropical landscaping in a coveted bayside enclave. This one-of-a-kind must-see Mid-Century Modern retreat blends architectural flair with coastal ease: Open floorplan with gleaming terrazzo floors and expansive windows frame the gorgeous water vistas. Chef-inspired kitchen with stainless steel appliances (remodeled 2025), gleaming counter tops and a Breakfast bar/island flows into a welcoming dining area with pool and water views. Large inviting family and an additional enclosed "florida room" with lots of room to entertain Family and Friends. Convenient laundry room and pool bath combined with access to the cozy outdoor covered patio is a perfect place for enjoying your morning java or evening cocktail. The primary suite offers a spa-inspired bath, a roomy closet. large second bedroom and 2nd Bath. Convenient 1car attached garage (2025 garage door) Outdoor living is an entertainer’s delight—with a resort-style pool, covered patio and a private dock with deep-water access for boating and water sports, all set within lush landscaping and welcoming evening lighting. Located on a residential peninsula with quick access to beaches, dining, boutique shopping, short drive to downtown St Petersburg and I275. This property offers strong waterfront appeal for full or part time living. See this waterfront retreat in person to appreciate the scale and ambiance; schedule your private tour today and begin living the Florida dream in Causeway Isle.

560 79th Street S, St Petersburg

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