St Pete/Gulfport Homes with Trail(s) Amenities

St Pete/Gulfport Homes with Trail(s) Amenities

Welcome to the enchanting coastal community of Gulfport, Florida, nestled in the heart of Pinellas County. Known for its vibrant arts scene, stunning waterfront views, and a welcoming atmosphere, Gulfport offers a unique blend of relaxation and recreation. With the picturesque St. Pete Beach just a stone’s throw away, residents enjoy the best of both worlds—tranquil beaches and the lively culture of nearby St. Petersburg.

Gulfport is a haven for outdoor enthusiasts and nature lovers, featuring lush parks, scenic trails, and charming waterfront paths. Whether you're strolling along the Gulfport Beach, exploring the quaint boutiques and cafes of Beach Boulevard, or enjoying a sunset at the historic Gulfport Casino, there’s no shortage of activities to engage in.

For those seeking homes with trail amenities, Gulfport is a perfect choice. Many properties in this delightful area are designed with easy access to walking and biking trails, allowing residents to embrace an active lifestyle right outside their front door. Imagine waking up to the sounds of nature and embarking on a morning jog along the scenic waterfront or enjoying leisurely bike rides through the lush greenery of local parks.

Whether you're looking for a cozy cottage or a modern family home, Gulfport's real estate market offers a variety of options to suit every taste and budget. Embrace the charm of Gulfport, where artistic spirit meets coastal living, and discover your dream home with trail amenities that enhance your connection to the great outdoors. Experience the Gulfport lifestyle today—your slice of paradise awaits!

Newest St Pete/Gulfport Homes with Trail(s) Amenities

4737 Dolphin Cay Lane S Unit 102, St Petersburg
$795,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Cay Bermuda SubDv. ⋅ 33711 Zip Code
Experience refined waterfront living in this exceptional corner residence at Dolphin Cay, a guard-gated coastal community along Boca Ciega Bay. Open-water views and year-round sunsets set the stage from an expansive 900-square-foot wraparound deck, a true extension of the living space for outdoor dining, entertaining, and every day enjoyment of Florida’s waterfront lifestyle. Inside, walls of windows fill the open-concept layout with natural light. The chef’s kitchen anchors the home with generous storage and a functional design that flows into the living and dining areas, suited to both quiet evenings and elegant gatherings. A versatile bonus room, ideal as a den, office, or potential third bedroom, accesses the amazing outdoor deck through tall sliding glass doors showcasing the stunning views of the iconic Don Cesar Hotel, and beach pool and private beach areas. The owner’s suite is a private retreat with a spacious walk-in closet, and a spa-inspired bath. Guest quarters are positioned for privacy, with an adjacent bath and laundry area. Additional features include a reserved under-building parking space and a private storage room at the condo entrance. Hurricane shutters add protection and peace of mind. The well-maintained building has completed its Milestone inspection and Structural Integrity Reserve Study (SIRS). Dolphin Cay’s 88 acres of lush, gated grounds offer a resort-style setting with a private beach on Boca Ciega Bay, kayak launch, fishing pier, three heated pools, three lighted Har-Tru tennis courts, fitness center, library, clubhouse with billiard room, and scenic walking trails. Downtown St. Petersburg’s arts scene, dining, and waterfront venues are minutes away, as are the sugar-sand beaches of St. Pete Beach and Pass-a-Grille. Both Tampa International and St. Pete-Clearwater International Airports are easily within 35 minutes. A rare opportunity to own a corner waterfront residence with over 900 feet of expansive outdoor living and sweeping sunset views, A true example of living the Florida lifestyle at its finest!

4737 Dolphin Cay Lane S Unit 102, 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
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
3216 39th Street Unit C, St Petersburg
$157,000
1 Beds ⋅ 1 Baths ⋅ West Shore Village SubDv. ⋅ 33711 Zip Code
WHY RENT WHEN YOU CAN BUY?? Welcome to West Shore Village! St. Petersburg’s best-kept secret and an outdoor adventurer’s paradise. This 1st level NON-Flood Zone 1 bedroom, 1 bath villa with a garage, has loads of storage and a beautiful garden view. The garage features a refrigerator and storage closet. There is a beautiful patio with Florida friendly plants where you can sit and watch the sunset, and the butterflies with a glass of wine. As you enter the home with its open floor plan, the living room has lots of natural light and space. The dining area has 2 additional closets for a pantry or storage. The kitchen is to the right with plenty of cabinets, and storage with the laundry closet. The bedroom has a walk-in closet, and ensuite bath with tub/shower. This Property is close to the heated (winter) and cooled(summer) pool and club house. The WSV community hosts monthly events in the club house, that include a kitchen, and restrooms with showers, Pool table room and library. Residents can rent the club house for family/ personal events. The tennis/ pickle ball, shuffleboard courts and horseshoes pit are around the corner. This 32-acre park like gated community is located next to the Pinellas Trail and Clam Bayou with its walking, biking, bird viewing, fishing, kayaking and paddleboarding. It is a fantastic location near downtown St Petersburg (10 minutes), with its art museums, music, restaurants and festivals. Top rated beaches and Ft. Desoto Park are under 8 miles away. Come to your Sunshine escape and unlock Florida Living at its best.

3216 39th Street Unit C, St Petersburg
7530 Sunshine Skyway Lane S Unit T30, St Petersburg
$295,000
1 Beds ⋅ 2 Baths ⋅ Seapointe Terrace Condo SubDv. ⋅ 33711 Zip Code
Wake up to breathtaking, unobstructed Tampa Bay views, spectacular sunrises, playful dolphins, and the waterfront lifestyle you’ve been dreaming of. From the moment you step inside, your eyes are drawn through the residence to the expansive waters of Tampa Bay beyond. Thoughtfully designed, this beautifully updated 1-bedroom, 2-bath condominium maximizes its 890 square feet with an open layout, two private patios, and water views from both the living room and the primary bedroom. Hurricane-impact sliding glass doors open to a covered waterfront patio with unobstructed Tampa Bay views, while a second set of impact sliders off the kitchen leads to a private front patio, creating inviting outdoor living on both sides of the home. Recent updates include remodeled bathrooms, new cabinetry, new appliances, an upgraded electrical panel, newer HVAC, and a convenient laundry closet in the second bath. Located in highly desirable Seapointe Terrace, this residence features one of the lowest HOA fees in the community at just $788 monthly. The HOA includes insurance, water, sewer, trash, cable, high-speed internet, building reserves, and resort-style amenities including a heated waterfront pool, tennis and pickleball courts, a fishing pier, kayak launch, kayak and bike storage, and additional community storage. The milestone inspection has been completed, and the association has fully funded reserves, offering added peace of mind. Ideally located with quick access to I-275, downtown St. Petersburg, Fort De Soto Park, and the Gulf beaches, you’re also just a short walk to the newly popular SkyBeach Resort, the marina, and waterfront dining. Whether you’re searching for a full-time residence or the perfect Florida retreat, this move-in-ready waterfront home offers exceptional updates, outstanding amenities, and an unbeatable Tampa Bay location.

7530 Sunshine Skyway Lane S Unit T30, St Petersburg
3580 41st Lane S Unit I, St Petersburg
$145,000
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
4930 Sandpiper Lane S, St Petersburg
$3,350,000
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
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