Gulfport Homes with Maintenance Amenities

Gulfport Homes with Maintenance Amenities

Welcome to Gulfport, Florida – a hidden gem nestled in the heart of Pinellas County, where coastal charm meets vibrant community living. Known for its artistic vibe and eclectic atmosphere, Gulfport boasts stunning waterfront views, picturesque parks, and a lively downtown filled with unique shops and delightful eateries. Whether you’re strolling along the sandy shores of Boca Ciega Bay or enjoying the local art scene, Gulfport offers a perfect blend of relaxation and cultural enrichment.

For those seeking a home in this enchanting city, Gulfport presents an array of residences with maintenance amenities, ensuring that your living experience is as carefree as it is enjoyable. These homes are designed to provide you with the ultimate convenience, allowing you to focus on what truly matters – enjoying the beautiful surroundings and engaging with the friendly community. With maintenance services included, you can say goodbye to the hassle of yard work and home repairs, giving you more time to explore Gulfport's vibrant offerings.

Imagine waking up in a beautifully appointed home, with the beach just a short walk away and the local farmers’ market right around the corner. Whether you’re looking for a cozy bungalow or a modern townhouse, Gulfport’s real estate options cater to a variety of lifestyles and budgets.

In Gulfport, every day feels like a vacation. Discover the joys of coastal living, where community spirit and natural beauty come together, and find your dream home with the ease and comfort of maintenance amenities. Your Gulfport adventure awaits!

Newest Gulfport Homes with Maintenance Amenities

$325,000
2 Beds ⋅ 2 Baths ⋅ Bermuda Bay Beach Condo SubDv. ⋅ 33711 Zip Code
Welcome to 3675 41st Way S #I, a fully rehabbed 2-bedroom, 2-bathroom condo located in the desirable Bermuda Bay Beach & Racquet Club. Designed for effortless turn-key living, the home was totally updated in 2022 with new luxury vinyl floors, brand-new kitchen cabinets with stone counters, and fully renovated bathrooms. Mechanical and appliance upgrades include a new central A/C system, new water heater, all-new kitchen appliances, and an in-unit washer and dryer—plus, all furniture stays with the home for a complete move-in ready experience! The highlight of living in this gated coastal community is the all-inclusive lifestyle. The monthly HOA fee comprehensively covers water, sewer, garbage, cable TV, high-speed internet, exterior maintenance, and reserves, leaving electricity as your primary utility. Residents enjoy direct access to resort-style amenities, including a private beach on Boca Ciega Bay, two pools, tennis courts, a fishing pier, and a clubhouse. Situated just minutes from downtown St. Petersburg, Gulf beaches, and right next to Maximo Marina, this home offers exceptional convenience and relaxed coastal living in a prime St. Pete neighborhood.

3675 41st Way S Unit I, St Petersburg
$499,000
2 Beds ⋅ 2 Baths ⋅ Bridgeton North Condo SubDv. ⋅ 33711 Zip Code
Waterfront 5th-Floor End Unit | Fully Furnished | Panoramic Tampa Bay Views | Move-In Ready - Welcome to a turn-key 2-bedroom, 2-bath home. Wake up to breathtaking waterfront views from this beautifully updated 5th-floor end-unit condominium, perfectly positioned to capture sweeping vistas of Tampa Bay from every room. Offered fully furnished and move-in ready, this exceptional residence combines timeless elegance with modern updates in one of St. Petersburg's most desirable waterfront communities. Floor-to-ceiling glass fills the open-concept living and dining areas, filled with natural light while framing spectacular water views. Two bedroom and two bath unit with private balconies provide the perfect setting to enjoy peaceful sunrises, watch dolphins play in the bay, and admire the sparkling evening lights of the Sunshine Skyway Bridge. Thoughtfully updated throughout, this residence features newer electrical wiring, plumbing, windows, and flooring, providing both style and peace of mind. The beautifully designed kitchen is a standout, showcasing handcrafted wood cabinetry, gleaming granite countertops, a tasteful tile backsplash, stainless steel appliances, and exceptional storage—including two oversized pantries that will impress any home chef. The flexible floor plan offers two spacious ensuite bedrooms, each with its own private bath and balcony access with its own private entrance. Storage is exceptional with seven spacious closets, a private indoor storage locker, and secure under-building assigned parking. Convenient laundry facilities are located on every floor. Residents of Bridgeton North enjoy an outstanding collection of resort-style amenities, including a heated waterfront saltwater pool overlooking Tampa Bay and the Sunshine Skyway Bridge, a fishing pier, outdoor grilling area, and direct access to scenic waterfront walking trails connecting to Maximo Park and Sunshine Skyway State Park. The pet-friendly community has no age restrictions, and the monthly condominium fee includes water, sewer, trash, cable, high-speed internet, exterior maintenance, and professional management. Perfectly located just minutes from downtown St. Petersburg, award-winning Gulf beaches, marinas, boating, waterfront dining, shopping, I-275, Tampa, and both Tampa International and St. Pete–Clearwater International Airports, this exceptional waterfront residence offers an unmatched combination of luxury, comfort, and convenience. A rare opportunity to own a beautifully updated waterfront home where every day is enhanced by spectacular bay views, coastal breezes, and the best of Florida living.

7100 Sunshine Skyway Lane S Unit 503, St Petersburg
$225,000
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
$260,000
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
$325,000
2 Beds ⋅ 2 Baths ⋅ Bridgeton North Condo SubDv. ⋅ 33711 Zip Code
Motivated Seller seeking Back-up Offers! Imagine waking up to the beautiful sunrises over Tampa Bay from your very own bedroom and living room. Welcome to a turn-key 2-bedroom, 2-bath home that is filled with natural light taking you to he epitome of waterfront and coastal living. The floor-to-ceiling windows throughout are where elegance and comfort combine nicely to bring the sparkling Tampa Bay to you. The open floor-plan with 2 spacious bedroom with full ensuites where you have amazingly expansive views with sliding glass doors from every room and from 2 private and screened balconies. The kitchen hosts a coastal vibe with glass tile backsplash and is perfect for entertaining with generous granite counters providing plenty of space for preparation and serving. Wood mission style cabinetry with custom features, stainless steel appliances and a pantry to provide extra storage. Just off of the mirrored dining area featuring reflections of your water views all while being able to socialize with guests in the living room. This end unit lives much larger than you would imagine… It is a MUST SEE. Located just minutes from Downtown St. Petersburg, Eckerd College, Gulf beaches, and I-275, this property is ideal as a primary residence, seasonal retreat, or investment opportunity. Experience the best in Florida waterfront living in one of St. Petersburg’s most scenic bayfront communities. Additional features include secure under-building parking (space #703), a large private indoor storage closet, and there are nearby laundry facilities on every floor. Bridgeton North has recently completed a series of tasteful enhancements, including fresh exterior finishes, a modernized lobby, upgraded fitness center, billiard room and improved meeting and gathering spaces—further elevating the boutique coastal lifestyle offered here. All improvements have been fully funded. Residents enjoy an impressive array of waterfront amenities: Heated saltwater pool overlooking the Bay and Skyway Bridge, Outdoor grilling terrace and direct access to scenic walking trails connecting to Maximo Park and Sunshine Skyway State Park. The community is pet-friendly with no age restrictions, and the monthly association fee includes water, sewer, trash, cable, internet, and building maintenance. Perfectly situated, you are just minutes from award-winning Gulf beaches, marinas, boating, golf, renowned dining, shopping, parks, airports, and vibrant downtown St. Petersburg. This beautiful turn-key unit blends luxury, serenity, and captivating water views into one truly unique package. A truly exceptional opportunity to own a premier coastal residence. The Bridgeton North building is well maintained with pride. Bridgeton North has completed the MILESTONE INSPECTION / HOA STUDY required by the 2022 Condo Guidelines. Bridgeton Condominiums is a 9-story, 64-unit waterfront building. This is the place to be… call today for your private showing.

7100 Sunshine Skyway Lane S Unit 703, St Petersburg
$240,000
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
$164,900
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
$650,000
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
$219,000
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
$895,000
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
$697,000
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
$459,750
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
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