Gulfport Homes with Maintenance Amenities

Gulfport Homes with Maintenance Amenities

Welcome to Gulfport, Florida—a hidden gem nestled in the heart of Pinellas County! This vibrant, coastal city is renowned for its stunning waterfront views, eclectic arts scene, and a warm, welcoming community. With its charming historic district, Gulfport boasts a unique blend of old-world charm and modern conveniences. Residents enjoy an array of local boutiques, delightful eateries, and lively festivals that celebrate the city’s rich culture and diversity.

One of the standout features of Gulfport is its close-knit community feel, where neighbors become friends and every day feels like a vacation. The city’s picturesque waterfront parks offer stunning views of Boca Ciega Bay, perfect for leisurely strolls, picnics, or simply soaking in the Florida sunshine. Whether you're an art enthusiast exploring the local galleries or a nature lover enjoying the beautiful beaches, Gulfport has something for everyone.

For those considering a move to this idyllic city, homes in Gulfport often come with maintenance amenities that enhance your living experience. Imagine owning a beautiful property where lawn care, pool maintenance, and community upkeep are taken care of, allowing you more time to enjoy the local attractions and relax in your serene surroundings.

With a variety of homes available, from charming bungalows to modern waterfront properties, Gulfport offers options for every lifestyle. Embrace the laid-back Florida lifestyle in a city that perfectly balances community spirit, artistic flair, and natural beauty. Discover your dream home in Gulfport today!

Newest Gulfport Homes with Maintenance Amenities

2 Beds ⋅ 2 Baths ⋅ South Bay Condo SubDv. ⋅ 33711 Zip Code

Virtually Staged. WELCOME HOME to your Spacious 2 Bedroom, 2 Bath waterfront condo in South Bay! Enjoy the open floor plan with split bedroom suites with walk out sliding glass doors from every room to the expansive balcony with amazing views of Tampa Bay. The kitchen offers wood cabinetry with contemporary hardware, granite countertops, stainless appliances including a glass-top range with double ovens. The private laundry closet is located in the kitchen for ease of access. This home is perfect for entertaining with its bright natural light, a flawless flow from kitchen to dining and living areas. Enjoy your morning with the most incredible sunrises and quiet evenings overlooking the Bay with views of dolphins, birds and seacoast breezes. Your Primary suite features a walk-in closet, ensuite bath, vanity area plus balcony access through a private sliding glass door set. The Guest Suite also offers a Private ensuite bath for guests along with their very own private sliding glass door for balcony access. All of the sliding glass doors have roll down storm shutters for peace of mind and safety. Another fantastic feature is your assigned under-building parking near the entry door plus a generous number of guest parking. South Bay residents have access to resort-style amenities including a Heated & Cooled Pool with Tiki cabanas, clubhouse, and new private fishing dock. The community welcomes all-ages, is pet-friendly (up to 25lbs), and is ideally located near the on and off ramps from Interstate 275. The entry to the Skyway Trail right out the front door of the building with many parks, golf courses, tennis and pickleball, within reach. Less than 10 minutes to walk or bike to Maximo Park or take a short drive to Shopping, Restaurants, Art Galleries, Downtown St Pete, our award winning Gulf Beaches, Ft. DeSoto, Skyway Fishing Pier State Park or multiple Marinas and boat launches. On-site Property Management and Maintenance are mere steps away. Don’t miss out on this amazing opportunity to experience maintenance-free living in a waterfront community. The unit is vacant and waiting for YOU! Call today to schedule your private tour.

7432 Sunshine Skyway Lane S Unit 302, St Petersburg

1 Beds ⋅ 1 Baths ⋅ South Bay Condo SubDv. ⋅ 33711 Zip Code

Beautiful Open Tampa Bay Views That Will Take Your Breath Away! Welcome to this stunning second-story waterfront condo offering panoramic views of Tampa Bay. Start your day with spectacular sunrises and end it with partial sunset views, all while enjoying a glimpse of the iconic Sunshine Skyway Bridge from your covered corner balcony. Designed to maximize indoor-outdoor living, the balcony is accessible from both the living room and bedroom, creating a seamless flow and ensuring water views from nearly every angle. Step inside to a light-filled, open, and spacious floor plan where the breathtaking bay view will absolutely stop you in your tracks! The interior features attractive blonde bamboo plank flooring and light tile throughout. Ample closet space, a separate laundry room with additional storage, and a full-size stackable washer and dryer provide everyday convenience. A built-in dry bar with accent lighting adds both style and functionality. The kitchen offers generous wood cabinetry, Corian countertops, and double sinks, making it both practical and inviting. The bathroom features an oversized vanity with dual sinks, providing plenty of space for daily routines. Hurricane-rated windows and sliding glass doors offer peace of mind, while the HVAC system was newly installed in 2025 and the hot water heater in 2023. Additional attic storage is also available. Residents enjoy exceptional community amenities, including:A newly renovated waterfront pool where dolphins are frequent visitors. A new fishing pier that serves as a prime location for watching Fourth of July and New Year's fireworks over the bay. A fully equipped clubhouse featuring a full kitchen, large television, and an expansive balcony overlooking the pool and Tampa Bay. Waterfront park with boat ramps and frisbee golf green right around the corner. Access to interstate right down the street so very quick access to downtown St. Petersburg and Tampa International Airport. Resteraunts and shopping galore ALL AROUND! Music festivals, museums, sports activities, art shows all abound in vibrant St. Petersburg This is more than a home—it's a lifestyle. Peaceful, scenic, and effortlessly relaxing, life here is truly both full and Zen.

7400 Sunshine Skyway Lane S Unit 126, St Petersburg

3 Beds ⋅ 2 Baths ⋅ Patriot Square Apts SubDv. ⋅ 33711 Zip Code

Beautiful ground floor condominium, Remodeled within the last 3 years. Stainless steel appliances--with microwave, washer and dryer. Chair height toilets, 55 years and over gated community. Roof recently replaced, also plumbing pipes relined and roads resurfaced. Located in a cul-de-sac. Cable, internet, water, landscape, pest control and much more taken care off by the HOA. Located next to the desirable Marina District.

3894 37th Street S Unit 41, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Bermuda Bay Beach Condo SubDv. ⋅ 33711 Zip Code

Welcome to the waterfront, gated community of Bermuda Bay Beach & Racquet Club, where resort-style living meets incredible value! This spacious second-floor, 2-bedroom, 2-bath condominium offers approximately 1,100 square feet of comfortable living space and is ready for your personal touch. A new HVAC system installed in 2025 provides peace of mind, while newer laminate wood flooring runs throughout the home. In-unit full-size washer and dryer make living at the beach easy and convenient. The kitchen has been opened to create a unique café-style layout with a charming coffee bar, offering an inviting gathering space and endless possibilities for customization and renovation to your own taste. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this versatile property checks all the boxes. Bermuda Bay allows 30-day minimum rentals, making it ideal for generating income or enjoying a combination of personal use and vacation rental flexibility. Residents enjoy an exceptional array of amenities, including a private sandy beach on Boca Ciega Bay with breathtaking sunsets, two swimming pools, a hot tub, clubhouse, tennis and pickleball courts, racquetball, shuffleboard, horseshoes, kayak storage, and beautifully landscaped grounds, all within a secure gated community. Conveniently located just minutes from Gulf beaches, downtown St. Petersburg, Gulfport, restaurants, shopping, and I-275, you'll enjoy easy access to everything the Tampa Bay area has to offer. The seller is highly motivated and willing to consider all offers. This handyman special presents an outstanding opportunity to create your own perfect retreat and enjoy the Florida lifestyle at an affordable price. Don't miss your chance to make this hidden gem your own!

3580 41st Lane S Unit I, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Osprey Pointe At Dolphin Cay SubDv. ⋅ 33711 Zip Code

Resort-Style Coastal Living at Dolphin Cay. With 2 Bedrooms, 2 Bathrooms, a Den/Bonus Room, as well as Under-Building Garage Parking. Welcome to paradise in the highly sought-after, 24-hour guard-gated resort community of Dolphin Cay. Offering an unparalleled blend of natural beauty and upscale amenities, this beautifully laid-out condo delivers the ultimate Florida lifestyle. Step inside and let your eyes be drawn directly to the outdoors. This residence features a full-length balcony spanning the entire width of the unit, accessible via 3 separate sets of sliding glass doors, the perfect spot for catching gentle coastal breezes. Take in tranquil views of the community pond, lush nature preserves, Boca Ciega Bay, Downtown Gulfport, and glimpses of St. Pete Beach. For ultimate peace of mind, the covered porch of the balcony has a screen hurricane shutter. The Living Space is a bright, open-concept living room and dining area featuring durable, easy-to-maintain tile flooring throughout the main areas. The Kitchen provides a countertop workspace, a breakfast bar, stainless steel appliances, and an abundance of storage. The Primary Suit: A spacious retreat featuring a large walk-in closet and its own private sliding glass door entry to the expansive balcony. The en-suite bathroom is beautifully equipped with dual sinks, a walk-in shower, and a separate bathtub. The Guest Wing & Bonus Space: Looking for a potential home office, hobby space, or extra room for hosting visitors? The versatile den/bonus room is the perfect answer. It sits directly across from the guest bathroom and adjacent to the guest bedroom, which offers excellent privacy and a window looking out toward the breezy, open-air hallway. Dolphin Cay is situated on 88 lushly landscaped acres that double as a wildlife preserve. Living here feels like being on a permanent vacation with access to top-tier resort amenities: 3 swimming pools and spas. A fully equipped fitness center and a beautiful clubhouse complete with billiards and card rooms. As well as Lighted tennis courts, a fishing pier, kayak storage/launch, and boardwalk nature trails private beach access, on Boca Ciega Bay. You are just minutes away from some of the country’s top-rated beaches, including Pass-A-Grille, Fort De Soto State Park, and St. Pete Beach. When you crave culture, fine dining, and nightlife, the vibrant energy of Downtown St. Petersburg is just a short drive away, and quick access to I-275 makes travel a breeze. Don't miss your chance to own a piece of paradise in one of St. Petersburg’s premier waterfront communities!

4801 Osprey Drive S Unit 103, St Petersburg

2 Beds ⋅ 3 Baths ⋅ Bermuda Bay Beach Condo SubDv. ⋅ 33711 Zip Code

Welcome to Bermuda Bay Beach & Racquet Club — where every day feels a little more like vacation and a little less like reality. Tucked quietly in the heart of this gated waterfront paradise, this charming 2-bedroom, 2.5-bath townhouse offers 1,280 square feet of comfort, character, storage galore, and the kind of laid-back Florida lifestyle everyone chases. Let’s start with the rare stuff… because Bermuda Bay residents know: storage is basically waterfront gold. This floor plan is famous for its smart use of space and endless storage options, including a huge double-length walk-in closet in the primary suite, oversized guest room walk-in closet, under-stair storage, oversized pantry, attic access, and even an outdoor storage closet for beach gear, bikes, holiday decorations, or that paddleboard you swear you’re going to use every weekend. The layout is warm, comfortable, and move-in ready, with ceramic tile downstairs, hardwood flooring upstairs, newer windows, in-unit laundry, and room to personalize and update at your own pace — already priced accordingly so you can add your own style without paying for someone else’s questionable design choices from 2007. One of the standout features? The gorgeous, brand-new screened lanai completed last year with nearly $9,000 invested, creating the perfect private outdoor retreat surrounded by lush greenery and peaceful landscaping. Morning coffee, evening wine, lazy Sunday naps… this is the spot. Upstairs, the spacious primary suite features an updated vanity area, large corner walk-in shower with glass surround, and a built-in dressing/makeup area that feels delightfully tucked away from the world. Some furnishings are negotiable, making your move even easier. And then there’s Bermuda Bay itself — one of St. Petersburg’s best-kept hidden gems. Residents enjoy a private beach on Boca Ciega Bay with sunset views that honestly make you stop mid-sentence, two sparkling pools, a hot tub, tennis & racquet courts, clubhouse, kayak storage, shuffleboard, beautifully maintained grounds, and a private gated connection directly to the Pinellas Trail for biking, jogging, dog walks, or nature-filled strolls through nearby bird sanctuary areas. Despite feeling worlds away, you’re just minutes to Gulfport, downtown St. Pete, beaches, restaurants, nightlife, shopping, and easy highway access for commuting or airport runs. This is the sweet spot buyers wait for: private, peaceful, affordable waterfront community living with room to make it your own. Whether you’re looking for a full-time residence, seasonal escape, or investment opportunity, this Bermuda Bay townhouse delivers the Florida lifestyle with comfort, charm, and just enough tropical magic to make your friends jealous.

3595 41st Lane S Unit D, St Petersburg

3 Beds ⋅ 3 Baths ⋅ Captivas At Marina Bay Condo SubDv. ⋅ 33711 Zip Code

Welcome to this beautifully appointed three-bedroom, two-and-a-half-bath top-floor end-unit condo located in a gated community, offering stunning water views, soaring high ceilings, and an abundance of natural light throughout. This spacious residence features the convenience of a private elevator directly to the unit, along with two dedicated parking spaces. Inside, you’ll find an open and inviting floor plan enhanced by granite countertops, stainless steel appliances, tile floors, walk-in closets, recessed lighting, and expansive windows that create a bright and airy atmosphere. Enjoy peaceful views of the surrounding greenspace and water from the comfort of your home. Residents also enjoy resort-style amenities including a pool, hot tub, exercise facility, and clubhouse with a large entertainment area, perfect for relaxing or gathering with friends and family.

10 Franklin Court S Unit 63D, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Dolphin Cay Eleuthera SubDv. ⋅ 33711 Zip Code

Nestled within the highly sought-after guard-gated waterfront community of Dolphin Cay, this beautifully renovated 2-bedroom, 2-bath condo offers refined coastal living with timeless coastal chic style in the Eleuthera Building. Thoughtfully redesigned from top to bottom, the residence features wide-plank flooring, wider baseboards, crown molding, fresh designer paint, and curated lighting throughout. The open living space has sliders to the private balcony and is enhanced by a stylish dry bar complete with a wine refrigerator, embossed tile accent wall, glass shelving, and granite countertop—ideal for effortless entertaining. A desirable split-bedroom floor plan provides privacy, while the private balcony overlooks a tranquil conservation area with glimpses of Boca Ciega Bay beyond. The custom white kitchen is both elegant and functional, appointed with soft-close cabinetry, designer hardware, under-cabinet lighting, European tile backsplash, and beautiful finishes throughout. Newer Samsung appliances & Bosch dishwasher. Snack bar with pendant lighting overlooks living area. Dining area off kitchen has picture window with a great view. The spacious primary suite is a true retreat, featuring sliding glass doors to the balcony and a dramatic window wall framing peaceful water and nature views. Its reimagined spa-inspired bath offers a dual-sink vanity, illuminated mirrors, and a large walk-in tiled shower with bench seating and frameless glass enclosure. The guest suite is equally inviting, with an updated bath showcasing a tiled shower with glass enclosure, new vanity, and lighted mirror. 2024 new A/C. This exceptional residence is being offered furnished. The Resort Style 88 acre community of Dolphin Cay is 24 hr guard gated with a private beach, 3 heated pools, hot tub, tennis courts, clubhouse, fitness center, billiards, kayak launch & storage area, grill & picnic area. Scenic walking paths. Convieniently close to downtown St Petersburg, St Pete Beach, Ft Desota Park as well as a short drive to I-275, Tampa Airport & all the great venues for our championship sports teams. 2023 all buildings in Dolphin Cay were painted including exterior & all common areas. Call for your private tour today!

4801 Osprey Drive S Unit 207, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Seapointe Terrace Condo SubDv. ⋅ 33711 Zip Code

Virtually Staged. Welcome home to this completely renovated first floor corner condo, featuring four separate outdoor spaces, conveniently located in the Waterfront Community of Seapointe Terrace. Upon entrance into the open floor plan condo you will notice all new ceramic floor tile throughout, accenting the wood burning corner fireplace in the living room. The oversized kitchen features all new Kraft-Maid cabinets offering ample storage, granite counter-tops, and stainless steel appliances. Off of the kitchen is a spacious dining room featuring a private outdoor patio for dining and entertaining needs. Back inside, the spacious living room features breathtaking views of Tampa Bay and offers a patio for that morning cup of coffee to watch the beautiful sunrise. The oversized primary bedroom has the same sweeping views of Tampa Bay and the Community Pool and also features a covered front porch area for observing what mother nature has to offer. The primary bathroom offers dual vanities and a tub/shower combo. The laundry closet and guest bathroom with walk in shower are conveniently located in between the two bedrooms. The guest bedroom features a private patio for relaxing and snuggling up with your favorite book. The Waterfront Community of Seapointe Terrace offers a community pool (just a few steps away from this beautiful condo), tennis courts, clubhouse, kayak storage, fishing from the seawall, and easy access to the Bay. Conveniently located right off of I-275 for easy commutes to Tampa International Airport or nearby southern cities like Bradenton and Sarasota. For outdoor enthusiasts, the Skyway bike trail runs right beside Seapointe Terrace, offering miles of trails to explore Gulfport, St Petersburg, and the northern cities in Pinellas County. Book your private showing today!

7520 Sunshine Skyway Lane S Unit P5, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Bermuda Bay Beach Condo SubDv. ⋅ 33711 Zip Code

Welcome to your slice of paradise in Bermuda Bay—where coastal vibes meet easy, everyday living. This nicely updated 2-bedroom, 2-bath second-floor condo offers 1,050 square feet of bright, open living space designed for both comfort and style. From the moment you walk in, you’ll notice the seamless flow of tile and wood-look flooring—durable, modern, and perfect for that laid-back Florida lifestyle (sand happens… this place can handle it). The updated kitchen features contemporary finishes and plenty of workspace, making it as functional as it is inviting, while both bathrooms have been tastefully refreshed for a clean, move-in-ready feel. No projects, no stress—just bring your suitcase and your favorite beach chair. One of the standout features? A brand-new screened-in lanai—your private spot for morning coffee, evening wine, or pretending you’re going to read a book while watching the palm trees sway instead. You’ll also love the convenience of a stacked, front-load washer and dryer right in the unit—because hauling laundry anywhere in Florida heat should be illegal. Located in the sought-after Bermuda Bay community, you’re surrounded by lush landscaping, waterfront access, and resort-style amenities that make every day feel like a getaway. Whether you're looking for a full-time residence, seasonal escape, or investment opportunity, this is a value-packed property that checks all the boxes. Move-in ready, stylishly updated, and priced to make sense—this one won’t sit around waiting.

3795 41st Lane S Unit H, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Dolphin Cay Antigua SubDv. ⋅ 33711 Zip Code

One or more photo(s) has been virtually staged. Discover breathtaking waterfront living from this elegant 5th-floor residence overlooking the open waters of Boca Ciega Bay in the sought-after gated community of Dolphin Cay. Wake each morning to expansive water views and the calming rhythm of the bay from your large, covered veranda, where year-round sunsets, passing boats, and the occasional dolphin or manatee create a constantly changing coastal panorama. Inside, the open-concept floor plan is designed to maximize both natural light and water views. Floor-to-ceiling windows and 8-foot sliding glass doors bring the outdoors in, filling the living and dining areas with natural light. The kitchen is perfectly positioned for entertaining, featuring granite countertops, a generous counter bar, and ample cabinetry, The primary suite is a peaceful waterfront retreat, offering stunning views of Boca Ciega Bay, a custom-designed walk-in closet, and a spa-style bath. The guest suite provides privacy and comfort, complete with a convenient Murphy bed and easy access to the adjacent guest bath and laundry area. A versatile bonus room offers exceptional flexibility and can serve as a third bedroom, home office, or media room depending on your needs. Additional features include hurricane shutters, updated windows, a private storage closet, and a reserved in garage parking space. Located within the guard-gated 88-acre waterfront community of Dolphin Cay, residents enjoy a resort-style lifestyle surrounded by lush tropical landscaping and protected nature areas. Community amenities include: Private beach and fishing pier, Three heated waterfront pools and spa, Three Har-Tru lighted tennis courts, Kayak launch and waterfront walking trails, Fitness center and clubhouse with billiards and library, two-acre private beach, and On-site management and 24-hour gated entry. Perfectly positioned just 10 minutes from the vibrant restaurants, museums, marinas, and cultural venues of Downtown St. Petersburg, while also minutes from the Gulf beaches of St. Pete Beach and Pass-a-Grille. Tampa International Airport and St. Pete-Clearwater International Airport are both easily accessible. An exceptional opportunity to experience peaceful waterfront living in one of St. Petersburg’s most beloved gated coastal communities.

4717 Dolphin Cay Lane S Unit 507, St Petersburg

6 Beds ⋅ 6 Baths ⋅ Dolphin Cay-Phase 1 SubDv. ⋅ 33711 Zip Code

Welcome to 4930 Sandpiper Lane, a stunning estate nestled within the sought-after, gated community of Dolphin Cay in St. Petersburg. This expansive, meticulously maintained home on a beautifully manicured double lot offers the perfect blend of luxury, functionality, and Florida lifestyle. Boasting 6,140 heated sq ft of living space with 6 spacious bedrooms, 4 full bathrooms, and 2 half baths, this home provides ample space for family and guests alike. The thoughtfully designed floor plan includes a dedicated office and an impressive theater room, perfect for working from home or enjoying movie nights in style. Outdoors, the private backyard retreat features a sparkling swimming pool, a basketball court, and lush mature landscaping — ideal for entertaining or simply relaxing under the Florida sun. A detached 3-car garage offers added convenience and storage. Peace of mind updates include a new roof in 2018, and a majority of the AC being replaced in 2024. Dolphin Cay is one of St. Pete’s premier gated waterfront communities, offering amazing sunset views to the West and Gulf of Mexico, an elegant community center with billiard/casino room, library, two community pools (one adult only), three Har-tru lighted tennis courts, private pier, health and fitness center, spa, private grilling area, storage & launch area for kayaks, plus a private 2 acre beach. Dolphin Cay is situated on 88 acres of lushly landscaped property with over 4 miles of boardwalks and nature trails that meander through a 24 acre wildlife preserve and around Spoonbill Lake. The Pinellas Bike Trail runs right in front of this complex and leads to miles of biking & walking trails throughout Pinellas County. All of this within minutes of downtown St. Petersburg, world-class dining, shopping, and the Gulf beaches. This is a rare opportunity to own a truly special property in a secure, amenity-rich neighborhood. Schedule your private showing today and experience the best of coastal living.

4930 Sandpiper Lane S, St Petersburg

Start Your Search