Gulfport Homes with Gated Community - Guard Community Features

Gulfport Homes with Gated Community - Guard Community Features

Welcome to Gulfport, Florida—a hidden gem nestled in the heart of Pinellas County, where coastal charm meets vibrant community living. Known for its picturesque waterfront, Gulfport boasts a rich cultural scene, with art galleries, quaint boutiques, and delightful dining options lining the streets. Residents and visitors alike can enjoy the serene beaches, beautiful parks, and a lively calendar of events that celebrate the city's unique spirit.

For those seeking a secure and exclusive living environment, Gulfport offers a selection of homes within gated communities. These prestigious neighborhoods provide not only enhanced privacy but also peace of mind with 24-hour guard services. Imagine coming home to a beautifully landscaped entrance, where safety and serenity are paramount. The gated community features are designed to foster a sense of belonging, with friendly neighbors and a welcoming atmosphere.

Living in a Gulfport gated community means enjoying luxurious amenities that cater to an active lifestyle. Many of these homes feature resort-style pools, state-of-the-art fitness centers, and beautifully maintained common areas. Whether you prefer a leisurely stroll through manicured gardens or a vibrant social life filled with community events, these neighborhoods are designed to enrich your living experience.

Gulfport is more than just a place to live; it’s a lifestyle. With its stunning waterfront views, artistic flair, and the comfort of a gated community, you can truly have it all. Explore the charm of Gulfport and discover your dream home in this idyllic coastal paradise!

Newest Gulfport Homes with Gated Community - Guard Community Features

4707 Skimmer Way S, St Petersburg
$1,625,000
3 Beds ⋅ 4 Baths ⋅ Dolphin Cay-Phase 1 SubDv. ⋅ 33711 Zip Code
Experience luxury coastal living in one of St. Petersburg’s most desirable gated waterfront communities. Meticulously maintained and extensively upgraded, this 4,000+ sq. ft. residence blends timeless elegance, modern efficiency, and exceptional flexibility—all just minutes from downtown, beautiful beaches, marinas, dining, and entertainment. An expansive open-concept layout features plantation shutters throughout, gas fireplaces, and two primary suites with spa-style bathrooms. A detached garage apartment offers a full kitchen, bathroom, and its own A/C system (2023), creating an inviting retreat for guests or extended family. The downstairs layout also offers the potential to create a fourth bedroom and fourth full bathroom. The existing half bath is already plumbed for a tub/shower, and a concealed, framed doorway connects the bathroom to the adjacent den. By converting the den into a bedroom, opening the framed doorway, and installing a tub/shower, a future owner could configure the home as a 4-bedroom, 4-bath residence. Major improvements include a new tile roof (June 2025), a Trane A/C system (October 2023) with a 10-year warranty, all-new ductwork (2025), spray foam insulation (2024), impact windows (2017), and a gas tankless water heater (2022). A whole-home Kubota diesel generator with a refreshed 180-gallon tank (2025) provides added peace of mind, with an estimated runtime of 2–3 weeks depending on usage. Outdoor spaces are designed for relaxed Florida living. Enjoy a PebbleTec pool resurfaced in 2022, an upgraded pool deck, travertine walkways, driveway, and porches (2019), and professional landscaping with custom lighting. A spacious front porch, new LED exterior lighting, and an underground downspout system (2025) complete the setting. The garage, extended by five feet in 2022, includes a hurricane-rated door, generous storage, and a dedicated workshop/storage room. A water softener system adds everyday comfort. HOA dues of $498 / month include Spectrum cable and internet, plus front and side yard maintenance. With extensive upgrades already complete and room to adapt to your needs, this move-in-ready home offers an exceptional opportunity to enjoy the St. Petersburg coastal lifestyle.

4707 Skimmer Way S, St Petersburg

4717 Dolphin Cay Lane S Unit 503, St Petersburg
$875,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Cay Antigua SubDv. ⋅ 33711 Zip Code
Experience refined waterfront living in this beautifully renovated residence in Antigua at Dolphin Cay, one of St. Petersburg’s distinctive guard-gated waterfront communities. Perfectly positioned along Boca Ciega Bay, this exceptional residence captures sweeping open-water views and spectacular year-round sunsets, with an expansive corner veranda creating a seamless connection between its elegant interior and the beauty of the waterfront. Inside, a relaxed coastal aesthetic is complemented by walls of windows and abundant natural light. The open-concept design flows effortlessly between the living, dining and kitchen areas, creating an inviting setting for both everyday living and entertaining. At the heart of the residence, the beautifully redesigned chef’s kitchen features striking granite countertops and backsplash, stainless-steel appliances, generous workspace and an open connection to the main living areas—all framed by captivating west views of Boca Ciega Bay. The spacious owner’s suite is a private waterfront retreat, with wide 8 foot windows overlooking the bay, a custom-designed walk-in closet and a beautifully renovated, spa-inspired bath. The guest suite is thoughtfully positioned for privacy and is complemented by an adjacent, stylishly updated bath. A versatile third room, currently appointed with custom built-in office cabinetry and storage, offers flexibility for a home office, den or potential third bedroom. Refined finishes throughout include a soft coastal-grey palette, plantation shutters, designer lighting, updated windows and sliding doors, and electric hurricane shutters for added convenience and protection. Additional features include reserved garage parking, a storage room and a gracious corridor entrance. The building has completed its Milestone Inspection and Structural Integrity Reserve Study (SIRS). Set across approximately 88 acres of lush waterfront grounds, Dolphin Cay offers an exceptional coastal lifestyle with a private beach overlooking Boca Ciega Bay, kayak launch, fishing pier, three heated pools, three lighted Har-Tru tennis courts, fitness center, library, clubhouse and scenic walking paths through protected natural areas. The location places you just minutes from Downtown St. Petersburg’s acclaimed restaurants, museums, galleries and waterfront venues, as well as the sugar-sand beaches of St. Pete Beach and Pass-a-Grille. Tampa International and St. Pete-Clearwater International airports are also conveniently accessible. Beautifully renovated, filled with natural light and surrounded by panoramic water views, this exceptional residence brings together expansive outdoor living, brilliant sunsets and the relaxed sophistication of waterfront living at Dolphin Cay.

4717 Dolphin Cay Lane S Unit 503, St Petersburg

4750 Dolphin Cay Lane S Unit 107, St Petersburg
$575,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Cay Dominica SubDv. ⋅ 33711 Zip Code
Discover a nature lover’s paradise in the lush waterfront community of Dolphin Cay. This rare first-floor residence in the Dominica building offers the perfect blend of coastal serenity and effortless indoor-outdoor living. Meticulously maintained and thoughtfully designed, the home features a spacious open floor plan that flows seamlessly onto an extraordinary private veranda and expansive outdoor deck spanning the full width of the residence—an exceptional space to enjoy peaceful garden views, coastal breezes, and the surrounding tropical landscape. Inside, hurricane-rated windows and sliding doors invite natural light while framing tranquil views of the beautifully landscaped grounds. The living room, dining area, and open kitchen create a welcoming environment ideal for both everyday living and entertaining. The primary suite is a relaxing retreat featuring 8-foot sliding glass doors that open directly to the outdoor deck, a custom walk-in closet, additional linen storage, and a spacious primary bath. A private guest bedroom with plantation shutters enjoys picturesque views of mature palms and lush landscaping, offering comfort and privacy for visiting guests. The versatile bonus room with distinctive barn doors is currently used as a home office but is generously sized and easily adaptable as a third bedroom, den, or creative studio. Located in the Dominica building directly across from the lake, the association has completed its Structural Integrity Reserve Study and has recently undergone significant improvements including a new roof, new elevators, exterior painting, and enhanced landscaping. Residents of Dolphin Cay, a gated 88-acre waterfront nature preserve, enjoy an exceptional resort-style lifestyle with amenities that include:Three heated waterfront pools and spa, Private beach and fishing pier, Kayak launch and waterfront walking trails, Three Har-Tru lighted tennis courts, Fitness center and waterfront grilling areas, Clubhouse with billiards room and library. On-site professional management. Perfectly positioned, Dolphin Cay is just minutes from the vibrant arts scene, waterfront parks, and renowned dining of Downtown St. Petersburg, as well as the sugar-sand 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 enjoy peaceful waterfront living surrounded by nature while remaining close to the best of St. Petersburg’s coastal lifestyle.

4750 Dolphin Cay Lane S Unit 107, St Petersburg

3775 40th Lane S Unit E, St Petersburg
$215,000
2 Beds ⋅ 3 Baths ⋅ Bermuda Bay Beach Condo SubDv. ⋅ 33711 Zip Code
In Bermuda Bay, even one screened lanai is hard to find. This 2-bedroom, 2.5-bath townhouse has two, one on each level, and it has just been completely repainted and cleaned top to bottom, so it is truly move-in ready. Set inside St. Petersburg's gated waterfront community on Boca Ciega Bay, it pairs a private outdoor setup you won't see often here with resort-style amenities and a private beach. Tile flooring runs through the main level, from the entry room at the foot of the stairs, past the kitchen and dining area, to the living room, where sliding glass doors open onto the ground-floor screened lanai. The kitchen features white cabinetry and a pass-through breakfast bar with a marble-look top that keeps whoever is cooking connected to the dining area. A half bath completes this level. Upstairs, two generously sized bedrooms each have their own updated en-suite bath and walk-in closet. The primary suite adds French doors to the second screened lanai and a separate vanity and dressing nook with a mirror and counter space. A laundry closet with extra storage sits between the bedrooms, right where you need it. The two lanais give you two very different ways to be outside. Downstairs, the tiled lanai sits under a warm wood-beam ceiling, opens straight from the living room and has its own screen door to the walkway, ready for plants, a bistro set and long evenings. Upstairs, mornings start by opening the bedroom French doors and carrying your coffee out to a private screened balcony framed by palms and old live oaks. Bermuda Bay is a lifestyle as much as an address. Residents enjoy a private beach on Boca Ciega Bay for sunset gatherings and kayaking, a kayak launch and storage, two pools and a hot tub, pickleball, tennis and racquetball courts, shuffleboard, a park, grilling areas, a clubhouse for social events, and an outdoor storage closet for bikes and gear. Private access connects you to the Clam Bayou Preserve trail system and the Pinellas Trail. The community is pet-friendly, hosts frequent resident events and nightly sunset gatherings, and offers reserved parking for boats, RVs and trailers with HOA approval. Just west of 34th Street South, this St. Petersburg townhouse near Gulfport puts restaurants, shopping and daily conveniences within a mile, with quick access to I-275, the Gulfport waterfront, downtown St. Pete, St. Pete Beach and Fort De Soto Park.

3775 40th Lane S Unit E, St Petersburg

3730 42nd Way S Unit H, St Petersburg
$169,000
1 Beds ⋅ 1 Baths ⋅ Bermuda Bay Beach Condo SubDv. ⋅ 33711 Zip Code
Welcome to Bermuda Bay Beach & Racquet Club, a gated waterfront community on the shores of Boca Ciega Bay where resort-style amenities, beautiful sunsets, and an exceptional St. Petersburg location come together. This well-maintained second-floor, one-bedroom, one-bath condominium offers a comfortable and efficient layout designed to make the most of every square foot. The residence features a built-in Murphy bed for overnight guests, a brand-new washer and dryer, and a spacious rear porch overlooking lush tropical landscaping and the beautifully maintained courtyard. Bermuda Bay offers an impressive collection of amenities, including a private sandy beach, two heated swimming pools, a jacuzzi, lighted tennis and pickleball courts, racquetball, a putting green, shuffleboard, a gazebo, playground, kayak and canoe storage, beachside BBQ grills, two laundry facilities, and an active clubhouse with regular social events and activities. Residents often gather along the waterfront to enjoy afternoon cocktails and unforgettable Florida sunsets. The community also offers flexible rental options with a one-month minimum rental period, making this property an excellent choice for a primary residence, seasonal getaway, or second home. The HOA includes cable TV, internet, community pools, escrow reserves, exterior maintenance, on-site management, pest control, security, private roads, sewer, trash, water, and insurance. Ideally located next to Clam Bayou Nature Preserve, Bermuda Bay provides convenient access to everything St. Petersburg has to give. Downtown St. Pete is approximately 10 minutes away, St. Pete Beach is about 15 minutes away, and Tampa International Airport is approximately 20 minutes away. Gulfport Beach, restaurants, shopping, hospitals, entertainment, and major highways are all nearby. Enjoy waterfront living, outstanding amenities, and the relaxed Florida lifestyle at Bermuda Bay Beach & Racquet Club. Schedule your private showing today. All reasonable offers will be considered.

3730 42nd Way S Unit H, St Petersburg

4737 Dolphin Cay Lane S Unit 401, St Petersburg
$625,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Cay Bermuda SubDv. ⋅ 33711 Zip Code
Wake up to breathtaking water views and end every day with unforgettable sunsets in this beautifully renovated 2-bedroom, 2-bath corner residence in the highly sought-after waterfront community of Dolphin Cay. This light-filled home features an open-concept floor plan with oversized 8-foot sliding glass doors, expansive windows, and three private verandas that capture panoramic views of Boca Ciega Bay, the Gulf beaches, and peaceful Skimmer Lake. The updated kitchen is designed to impress with custom cabinetry, granite countertops, stainless steel appliances, and an adjacent balcony perfect for electric grilling while enjoying the view. The spacious living room and primary suite both open to the largest terrace, creating the perfect indoor-outdoor lifestyle. Additional highlights include engineered wood flooring, hurricane shutters, a private storage room, and assigned parking. Nestled within 88 acres of lush tropical landscaping, Dolphin Cay offers resort-style amenities including a private beach, three swimming pools, fishing pier, tennis courts, fitness center, clubhouse, walking trails, grilling areas, and 24-hour guard-gated security. Ideally located just minutes from downtown St. Petersburg, I-275, award-winning Gulf beaches, and Tampa International Airport, this is your opportunity to enjoy one of Tampa Bay's premier waterfront communities where luxury, nature, and convenience come together.

4737 Dolphin Cay Lane S Unit 401, St Petersburg

4801 Osprey Drive S Unit 207, St Petersburg
$625,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Cay Eleuthera SubDv. ⋅ 33711 Zip Code
NEW PRICE! Schedule your private tour now!! 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

3765 41st Street S Unit K, St Petersburg
$280,000
2 Beds ⋅ 2 Baths ⋅ Bermuda Bay Beach Condo SubDv. ⋅ 33711 Zip Code
MOVE-IN READY COASTAL RETREAT IN BERMUDA BAY BEACH & RACQUET CLUB! Your Florida coastal escape awaits! Step into this beautiful 2-bedroom, 2-bath condo, perfectly positioned on the second floor of a quiet two-story building in the highly sought-after Bermuda Bay Beach & Racquet Club community. Bright, clean, and filled with coastal charm, this home features an inviting open-concept layout with abundant natural light and a desirable split-bedroom design. The fresh, modern interior includes an in-unit washer and dryer, ceiling fans throughout, and a screened-in patio with storage, providing the perfect spot to relax and enjoy the warm bay breezes. Resort-Style Amenities. Bermuda Bay offers an impressive array of amenities designed for an active, carefree Florida lifestyle, including: Two heated pools, one featuring a hot tub, Private beach access with beautiful sunrises and sunsets, Lighted tennis courts, Racquetball court, Shuffleboard, Putting green, Playground, Kayak and canoe storage, Boat ramp, BBQ grills, Car wash station, Laundry facilities, Beautifully maintained grounds and beach area. The HOA includes water, sewer, trash, Wi-Fi, cable TV, grounds maintenance, beach area maintenance, pool maintenance, and more! Located just 20 minutes from Fort De Soto Park and St. Pete–Clearwater International Airport, this condo offers exceptional value and an unbeatable Florida lifestyle. Clean, bright, and truly move-in ready—your coastal retreat awaits at Bermuda Bay!

3765 41st Street S Unit K, St Petersburg

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