St Pete/Gulfport Homes with Maintenance Amenities

St Pete/Gulfport Homes with Maintenance Amenities

Welcome to the enchanting region of St. Petersburg and Gulfport, nestled in the heart of Pinellas County, Florida. This vibrant area is renowned for its stunning waterfront views, rich cultural scene, and a laid-back lifestyle that invites residents to soak up the sun and enjoy the natural beauty that surrounds them. With its proximity to the sparkling Gulf of Mexico, Gulfport offers a charming small-town atmosphere while being just a stone's throw away from the bustling urban attractions of St. Petersburg.

Gulfport is particularly beloved for its eclectic mix of shops, art galleries, and delightful dining options, all set against the backdrop of picturesque beaches and lush parks. Whether you’re strolling along the historic waterfront or enjoying a sunset at the beach, there's no shortage of activities to engage in. The community is also known for its friendly locals and a calendar full of events, from art walks to farmers' markets, making it easy to feel right at home.

For those seeking a residence in this idyllic locale, homes with maintenance amenities are a fantastic option. These properties often come equipped with features that simplify homeownership, allowing you to enjoy a carefree lifestyle. Imagine living in a beautifully maintained community where landscaping, exterior upkeep, and even some utilities are taken care of for you. This means more time to explore the local beaches, partake in community events, or simply unwind in your own backyard oasis.

Discover the charm of Gulfport and St. Petersburg – where vibrant living meets the tranquility of coastal life!

Newest St Pete/Gulfport Homes with Maintenance Amenities

3765 41st Street S Unit I, St Petersburg
$144,445
2 Beds ⋅ 2 Baths ⋅ Bermuda Bay Beach Condos SubDv. ⋅ 33711 Zip Code
Welcome to Bermuda Bay—St. Petersburg’s hidden beachside gem. This comfortable second-floor, 2-bedroom, 2-bath condo overlooks a lush, park-like setting filled with mature trees and calming shade. Offering approximately 1,100 square feet of living space, this fully furnished, turnkey residence blends comfort with relaxed coastal style for effortless living and immediate enjoyment. Newer low-maintenance luxury vinyl flooring makes this beachy retreat easy to keep spotless. The open-concept layout is filled with natural light and flows seamlessly to a screened-in balcony, the perfect spot to unwind in the shade. The living and dining areas provide ample space for entertaining, while both spacious bedrooms have large walk-in closets and room for King beds. The primary suite features a private en-suite bath, and the secondary bedroom is equally inviting with its own full bath—ideal for guests or flexible living arrangements. This condo presents an excellent investment opportunity, boasting a strong rental income history. Whether you’re searching for a primary residence, vacation getaway, or income-producing property, this home delivers exceptional value. Bermuda Bay is a vibrant, resort-style community offering two swimming pools, a clubhouse, spa, park, racquetball and tennis courts, pickleball, shuffleboard, horseshoes, a private beach with stunning water views, and so much more. Conveniently located just minutes from top-rated Gulf beaches, dining, shopping, and with easy access to Tampa, the location truly can’t be beat. Don’t miss the opportunity to own this lovely condo in one of Florida’s most sought-after coastal communities—your slice of paradise awaits.

3765 41st Street S Unit I, St Petersburg
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
4115 34th Way S Unit 193, St Petersburg
$200,000
2 Beds ⋅ 2 Baths ⋅ Patriot Square Apts SubDv. ⋅ 33711 Zip Code
Welcome to sunny St. Pete living! This inviting ground-floor unit offers an easy, low-maintenance lifestyle in a vibrant 55+ community. Steps to your assigned parking spot (305). Inside, you’ll find a thoughtful 2-bedroom, 2 full bath layout featuring durable laminate flooring throughout, tiled updated bathrooms, and the convenience of in-unit laundry. Hurricane rated windows installed in 2024, Air Conditioner and water heater 2021, washer and dryer 2024. New roof on building 2025. Step out onto your screened in patio for the perfect spot to sip your morning coffee or soak in the warm Florida breeze. Residents enjoy wonderful community amenities, including two swimming pools, shuffleboard courts, pickle ball and more. With direct access to the scenic Pinellas Trail. Situated in a thriving, up and coming area, this home places you just minutes from Gulf beaches, bustling downtown St. Petersburg, the iconic Sunshine Skyway, and quick interstate connections to Tampa. Whether you’re looking to relax poolside or explore everything Tampa Bay has to offer, this delightful condo is ready to welcome you home!

4115 34th Way S Unit 193, 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
7200 Sunshine Skyway Lane S Unit 8B, St Petersburg
$259,900
2 Beds ⋅ 2 Baths ⋅ Sky Harbour Condo Apts SubDv. ⋅ 33711 Zip Code
Enjoy stunning panoramic views of Tampa Bay, the Sunshine Skyway and Pinellas Point from this beautiful two-bedroom, two-bath eighth floor condo. As you enter the unit, you will be swept away by the unparalleled view which can be enjoyed from every room of the home. The open floor plan welcomes you into the space where you’ll find your kitchen featuring an open view. The adjacent dining area boasting spectacular views, perfect for your formal events with both being perfectly situated for entertaining guests. Captivating views of Tampa Bay unfold from the living area and natural light floods the space and take full advantage of stunning sunsets from this west facing view. The main bedroom has several closets for storage and a dressing room outside the spacious bathroom that is hallmarked by a tiled walk-in shower. A second guest bath is spacious and has a large walk-in closet for added storage. The well constructed and well maintained complex offers a waterfront pool, fishing pier with multiple seating areas to relax along the water, fitness center, billiards room, club/meeting rooms, bike and kayak storage, and a BRAND NEW outdoor grilling area. It's the perfect time of year to enjoy the magnificent heated pool in a lovely setting right by the water. There is a shuffleboard area, outdoor grills with tiki huts and a spacious seating area to relax and view the dolphins, manatees, cruise ships, boaters and so much more. Monthly HOA fees include insurance on the building, water, trash, sewer, exterior maintenance, and a storage locker. Located in the Skyway Marina District with easy access to the beaches, downtown St Pete, I-275 for heading south to Sarasota or north to Clearwater & Tampa this location offers prime opportunities for adventure. Steps away from a 4-mile biking/walking trail leading you on a picturesque journey to Skyway Beach where you can bask in awe of kiteboarding and windsurfers. Enjoy a beautiful park down the street, with a small beach, boat launch and trails where you can play a spirited game of disc golf. Sky Harbour is a well-maintained building, newer roof, newer exterior paint, newly surfaced parking areas, 23 high quality cameras and two newer elevators. Unit must be owned for 2 years prior to renting. No pets. Community laundry directly across from unit, on the same floor - or there is space to add in unit laundry in the main bedroom dressing area.

7200 Sunshine Skyway Lane S Unit 8B, 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
4910 38th Way S Unit 411, St Petersburg
$225,000
2 Beds ⋅ 2 Baths ⋅ Moorings Of Maximo Condo SubDv. ⋅ 33711 Zip Code
Beautiful and desirable Maximo Moorings Condo. This 2 bedroom, 2 bath corner unit is located on the 4th floor. The community of Maximo Mooring is located in South St. Petersburg, close to the beaches and a quick drive up the interstate to downtown. The community features a large pool just steps from the building as well as the canal which leads to Boca Ciega Bay and tennis courts. Maximo Moorings Marina is next door along with the Tiki Bar & restaurant and the Publix super market is just around the corner too. This well cared for unit was used as a part time residence and would be great for seasonal enjoyment or even as an investment rental unit. The windows have been recently replaced as well. The unit has new vinyl plank flooring and an eat in kitchen, plus plenty of room to have the family come visit. Don't miss the opportunity to own a piece of paradise in sunny St. Pete. Call for a showing today.

4910 38th Way S Unit 411, 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
3675 41st Way S Unit I, St Petersburg
$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
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
10 Franklin Court S Unit 63D, St Petersburg
$995,000
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
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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