St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Golf Carts OK Community Features

St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Golf Carts OK Community Features

Welcome to the charming region of St. Pete, South Pasadena, Gulfport, and St. Pete Beach, nestled in the heart of Pinellas County, Florida. Known for its picturesque beaches, vibrant arts scene, and welcoming community, this area offers a unique blend of laid-back coastal living and urban amenities.

One of the standout features of this region is the abundance of homes with Golf Carts OK community features. Imagine cruising along palm-lined streets and scenic waterfronts in your golf cart, soaking in the sunshine and sea breeze. Whether you're running errands, heading to the beach, or simply exploring the neighborhood, having a golf cart-friendly community adds a fun and convenient element to everyday life.

South Pasadena, in particular, offers a tranquil residential setting with easy access to nearby beaches, parks, and dining options. Gulfport boasts a bohemian flair with its artsy vibe, eclectic shops, and waterfront dining spots. St. Pete Beach is a popular tourist destination known for its pristine sandy shores and lively beachfront scene.

Whether you're a beach lover, art enthusiast, or outdoor adventurer, the St. Pete/South Pasadena/Gulfport/St. Pete Beach region has something for everyone. Come explore the unique neighborhoods, vibrant culture, and relaxed coastal lifestyle that make this area a truly special place to call home.

Newest St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Golf Carts OK Community Features

4 Beds ⋅ 3 Baths ⋅ SubDv. ⋅ 33707 Zip Code

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 4 bedrooms, 2.5 bathrooms, and 3,804 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5433 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5433 Essex Avenue S, Gulfport

3 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5417 Essex Avenue S, Gulfport

1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

FULLY FURNISHED... And, completely UPDATED, this beautiful, like-new, condo has been renovated top to bottom! This spacious 1060 square foot interior features continuous luxury vinyl plank (LVP) flooring throughout, creating a stylish seamless look. Enjoy peace of mind with a walk-in shower, a beautifully updated kitchen featuring all new stainless-steel appliances. Move right in and enjoy the comfort and convenience of a truly turnkey home. The deeded carport is just steps and two guest spots right in front of your front door! Enjoy worry-free living with cable TV, internet, gas (for cooking and heating), and more... included in your monthly HOA fee... you only pay for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards, room with a dozen pool tables, indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard, bocce ball, tennis and pickleball courts. The community also offers four heated pools (two right on Boca Ciega Bay) and a vibrant social clubhouse! Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. And don't forget the very active Senior Center located just a few blocks away, with many activities to enjoy daily! Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf beaches, and 30 minutes to St Petersburg and Tampa International Airports. Call today to see this beauty in person! It won't last long at this price!

3018 59th Street S Unit 111, Gulfport

2 Beds ⋅ 2 Baths ⋅ Kipps Colony At Pasadena Yacht/Cntry Club SubDv. ⋅ 33707 Zip Code

TOP-FLOOR WATERFRONT LIVING AT KIPPS COLONY IN PASADENA YACHT & COUNTRY CLUB! Beautifully updated, this spacious residence with a loft combines soaring vaulted ceilings, waterfront views and exceptional boating amenities in one of the area's most desirable gated communities. Recent improvements include wide-plank luxury vinyl flooring throughout, an updated kitchen with white cabinetry, quartz countertops, new stainless steel appliances, as well as beautifully updated baths. Walls of sliding glass doors fill the open great room with natural light and lead to a spacious waterfront balcony. Electronic blinds in the living room and electronic hurricane shutters provide effortless privacy, light control and storm protection at the touch of a button. The expansive primary suite features soaring vaulted ceilings and a walk-in closet, while the extensively updated primary bath offers abundant custom cabinetry and storage. The second bedroom offers en-suite bath access and features a custom Murphy bed/desk system, negotiable with the sale. A standout feature is the upper-level loft, ideal for a home office, den or flex space, with water view and a new mini-split A/C and a new pneumatic elevator providing convenient access from the main living level. FOR BOATERS, THIS ONE IS EXCEPTIONAL: the residence includes a LARGE DEEDED DEEP-WATER BOAT SLIP (approx. 53' x 17') WITH A 19,000-LB BOAT LIFT—an increasingly coveted amenity for Tampa Bay boating—along with TWO COVERED PARKING SPACES and a private storage cage. Kipps Colony 1 residents enjoy a waterfront pool and spa and a pet-friendly lifestyle within gated Pasadena Yacht & Country Club, conveniently located near Gulfport, St. Petersburg and the Gulf beaches. Eligible buyers also have the opportunity to bypass the PYCC full golf membership waitlist and apply for club membership within the first 30 days of ownership. Milestone and reserve studies have been completed, and any assessments have been paid. Conveniently located just minutes from Florida's famous beaches, a short drive to Downtown St Petersburg and a brief 35-40 minute to Tampa!

2775 Kipps Colony Drive S Unit 305, Gulfport

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to the amazing waterfront community of Town Shores of Gulfport. This completely renovated 2-bedroom, 2-bath condo located on the second floor is waiting for you. The kitchen was beautifully renovated in 2022, windows were replaced in 2023, and new flooring was completed in 2024.The primary bedroom offers a spacious walk-in closet with a custom closet system for exceptional storage and organization and a bathroom renovated in 2024. The community has several pools, Tennis courts and many fun activities. You will spend your evenings watching the spectacular sunset. Enjoy easy Florida living in a beautifully updated home close to Gulfport’s charming waterfront, shops, restaurants, and beaches. Just a short drive to downtown St. Pete and Tampa. Don't miss out on the opportunity to own this wonderful updated condo today.

5840 30th Avenue S Unit 202, Gulfport

3 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg A SubDv. ⋅ 33707 Zip Code

Set within the exclusive gates of Pasadena Yacht & Country Club, Pelican Bay Condominiums offers the kind of resort-style waterfront lifestyle buyers seek but rarely find—secure, beautifully maintained, private, and close to everything that makes Gulf Coast living so desirable. This impressive 6th-floor CORNER UNIT residence offers 3-bedrooms, 2-bathrooms, and approximately 1,912 heated square feet, with expansive views overlooking the pond, neighborhood, Boca Ciega Bay, and even a glimmer of the Gulf of Mexico. A spectacular wraparound balcony—approximately 70 feet in length—extends the living space outdoors and offers direct sliding-door access from the living room, dining room, primary suite, and one of the guest bedrooms, making indoor-outdoor living feel effortless. Sunlight pours through the floor-to-ceiling windows, enhancing the open living and dining areas and creating an airy, inviting atmosphere that feels connected to the serene landscape from nearly every angle. Each bedroom is generously sized, while the primary suite offers an en suite bath and two walk-in closets, delivering the comfort, storage, and privacy expected in a premium corner unit condominium. Added conveniences include an in-unit laundry, a private storage closet, and reserved 2nd-level parking garage, thoughtful features that make daily living easier and more enjoyable. With its generous scale, exceptional views, and highly desirable address, this residence is ready to enjoy as-is or transform into a stunning modern showplace tailored to your personal style. Pelican Bay residents enjoy an impressive collection of in-building amenities, including a social room with a full kitchen, fitness room, library, and gathering spaces designed for connection and convenience. A heated pool, spa, and clubhouse—reserved exclusively for Pelican Bay Buildings A and B—are included in the dues, adding everyday resort-style enjoyment without leaving the community. Ample guest parking makes it easy to welcome family and friends. For those seeking a truly elevated lifestyle, Pasadena Yacht & Country Club offers optional membership opportunities—and ownership here provides the valuable privilege of bypassing the lengthy waitlist for a coveted golf membership. PYCC is undergoing a state of the art multi-million-dollar renovation to the golf course, fitness center, and marina. The club features an 18-hole championship golf course, driving range, marina, Olympic size pool, tennis center, clubhouse with locker facilities, multiple dining venues, private function rooms, sports and pool bars, a pro shop. The state-of-the-art APeX Wellness Center is under construction and will be opening in 2027. Beyond the gates, the location is just as compelling: minutes from Florida’s award-winning Gulf beaches, the vibrant dining, arts, and cultural energy of downtown St. Petersburg, and approximately 30 minutes from Tampa International Airport. From its sweeping views and wraparound balcony to its premier amenities and rare country club access, this western facing 3-bedroom corner unit offers a lifestyle that is private, polished, and unmistakably coastal.

5950 Pelican Bay Plaza S Unit 601, Gulfport

4 Beds ⋅ 4 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code

Virtually Staged. AN EXCEPTIONAL POINT OF VIEW ON BOCA CIEGA BAY. Experience exceptional waterfront living in Pasadena Yacht & Country Club from this beautifully remodeled, single-story residence situated on a coveted point lot with approximately 174.5 feet of waterfront and sweeping open views toward Boca Ciega Bay. Designed for effortless Florida living and entertaining, the open-concept interior features dramatic volume ceilings reaching approximately 13 feet, abundant natural light, wide-plank luxury vinyl flooring throughout, designer lighting and a wood-burning fireplace. Significant improvements include a new roof, new hurricane-rated windows and doors, and a newer seawall. The flexible split-bedroom floor plan offers 3 bedrooms plus an office or optional 4th bedroom and 3.5 baths. The spacious primary suite is a private retreat with a walk-in closet and beautifully appointed bath featuring a soaking tub, walk-in shower and private water closet. Updates include hurricane windows and doors, newer roof (2020) newer seawall (2017), new artificial turf front yard and more! Outside, the point-lot setting takes center stage. Relax by the pool, entertain along the waterfront and enjoy expansive views across Boca Ciega Bay. The oversized 667 SF garage features new epoxy flooring and ample room for vehicles, storage and recreational gear and golf cart. Adding further distinction for a waterfront property, the home DID NOT FLOOD during Hurricane Helene. An exceptional benefit of purchasing within Pasadena Yacht & Country Club: buyers have the ability to bypass the golf membership waitlist and join as a Full Golf Member within 30 days of purchase, if they choose—offering the opportunity to enjoy the club lifestyle without the wait. Ideally located near vibrant Downtown St. Petersburg and minutes from St. Pete Beach and Florida's renowned Gulf beaches, this home places boating, golf, dining, arts, culture and the best of the St. Petersburg lifestyle within easy reach. Remodeled, refined and remarkably waterfront—this is Florida living from the fairway to the bay and the beach beyond.

5921 Seabird Drive S, Gulfport

3 Beds ⋅ 2 Baths ⋅ Royal Palm Villages SubDv. ⋅ 33707 Zip Code

Discover an exceptional Gulfport home situated on an oversized lot in the desirable Royal Palm Villages neighborhood with no HOA. This elevated residence offers over 2,500 square feet of light-filled living space, along with an impressive 2,560-square-foot garage, providing exceptional space for vehicles, storage and more. High ceilings complement the spacious living & dining areas, while the inviting family room features a wood burning fireplace. The generously sized kitchen offers granite countertops, abundant cabinetry & counter space, a convenient snack bar & adjoining dinette area. All of the bedrooms are generously sized, offering an abundance of comfortable living space. A large laundry room adds to the home's functionality. Outside, the property truly captures the Florida lifestyle. The expansive, fenced backyard is surrounded by lush tropical landscaping, creating a private, resort-like setting around the in-ground pool. Generous additional outdoor space provides wonderful opportunities for entertaining, relaxing and enjoying the beautiful surroundings. Notable improvements include a 2019 shingle roof, 2019 HVAC system, 2020 double-pane impact windows and 2024 vinyl fencing. The irrigation system is serviced by a deep well with a newly installed well pump, providing an economical way to maintain the property’s lush landscaping. Ideally located near Pasadena Yacht & Country Club's golf course and marina, charming downtown Gulfport, vibrant downtown St. Petersburg & the Gulf beaches, with convenient access to shopping, restaurants, schools & houses of worship, I275 and Tampa International Airport. A spacious & distinctive Gulfport property offering privacy, versatility & an exceptional Florida lifestyle. Only one photo has been virtually staged to illustrate how the spacious living area can accommodate a formal dining setting. FLOOD INSURANCE IS LESS THAN $1,200 FOR THE YEAR!

6501 Mockingbird Way S, Gulfport

3 Beds ⋅ 3 Baths ⋅ Pelican Creek Village Condo SubDv. ⋅ 33707 Zip Code

Experience Florida living at its finest in this beautifully maintained 3-bedroom, 3-bathroom townhome overlooking the tranquil pond and the 5th hole of the Pasadena Yacht and Country Club (PYCC) golf course. Enjoy spectacular golf course and water views from your private Lanai. The updated open concept kitchen with solid surface countertops, stainless steel appliances, abundant cabinetry, and a spacious breakfast bar that flows seamlessly into the dining and living areas-perfect for entertaining or everyday living. Tastefully renovated bathrooms add style and comfort throughout the home. Ideally located 15 minutes from vibrant downtown St Petersburg, where you will find world-class dining, museums, shopping, and waterfront park, and only 5 minutes from charming Gulfport, known for its art galleries, restaurants, boutiques, and lively festivals. Plus, you're only 3 miles from award-winning beaches, making it easy to enjoy the sunsets whenever you choose. Whether you're looking for a primary residence or a seasonal retreat, this exceptional home offers the perfect combination of golf course living, and the florida lifestyle. Storm shutters !! THIS IS A TWO STOREY TOWNHOME

1328 Pelican Creek Crossing Unit D, St Petersburg

4 Beds ⋅ 3 Baths ⋅ South Cswy Isle Yacht Club 2nd Add SubDv. ⋅ 33707 Zip Code

MOTIVATED SELLER- OPEN TO OFFERS - The jewel of waterfront living in St. Petersburg. This beautifully renovated 4-bedroom, 3-bath pool home was updated in 2025 and offers vaulted ceilings, an open and inviting floor plan, and stunning water views throughout. Designed for both everyday living and entertaining, the chef’s kitchen features a large island, adjacent wet bar, and walk-in pantry. The floor plan is split with 2 bedrooms opening to the water, the covered lanai and custom heated pool with beach-style entry. The newer seawall includes a raised cap and a Trex dock offers a 13K LB boat lift. The home is a boaters dream with immediate access to the Gulf in just 10 mins. The neighborhood community is located in highly sought-after Yacht Club Estates, just a short bike ride to the sugary sands of Treasure Island, a short drive to downtown St. Petersburg, and direct boating access to the Intracoastal Waterway and Gulf of Mexico via Blind Pass. Do not delay, call me today to schedule a private showing!

1028 79th Street S, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Wake up to beautiful waterfront views from highly desirable Lancaster building in Town Shores. Watch the dolphins and manatees from your window in this 2 bedroom, 2 bath DELUXE unit. The kitchen offers newer stainless appliances (including a gas range!). Through the spacious living/dining room enter into into a light filled Florida room that overlooks Boca Ciega Bay. The large primary bedroom offers a walk in closet and ensuite bath. Town Shores offers a true resort-style lifestyle with exceptional amenities, including four heated pools, a fitness center, his-and-hers saunas, tennis and pickleball courts, shuffleboard courts, marina access, and beautifully maintained waterfront grounds. Ideally located just minutes from world renowned Gulf beaches, and of course shopping, restaurants and weekly markets in bustling downtown Gulfport. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this is your chance to own a slice of paradise. All information is deemed correct and should be verified by interested parties.

5925 Shore Boulevard S Unit 302, Gulfport

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Virtually Staged. Welcome to Town Shores’ desirable Manchester Building, where spectacular sixth-floor water views create the perfect backdrop for Florida living. From the moment you step inside this beautifully maintained 2-bedroom, 2-bath residence, you’ll be captivated by the sparkling waterfront vistas visible through the open floor plan. Watch dolphins and manatees play from the comfort of your own home, and even catch a glimpse of the iconic Don Cesar Hotel in the distance. Offering approximately 1,250 square feet, this light-filled condo features tile flooring throughout, creating a seamless flow from room to room. The inviting kitchen offers timeless appeal with crisp white cabinetry, neutral Corian countertops, and a gas range. The spacious primary suite includes an updated en-suite bathroom with a walk-in shower, while the guest bedroom is conveniently located next to the beautifully updated hall bath. Town Shores is one of Gulfport’s premier 55+ waterfront communities, offering an exceptional resort-style lifestyle with four heated pools, tennis courts, pickleball, shuffleboard, a clubhouse, fitness opportunities, and a full calendar of social activities. Stroll or bike to vibrant downtown Gulfport, where you’ll enjoy award-winning restaurants, waterfront parks, galleries, live entertainment, the popular Tuesday Fresh Market, and the city’s signature eclectic arts scene. This residence also includes covered, assigned parking and a private storage unit. Whether you’re searching for the perfect winter retreat or a year-round waterfront lifestyle, this exceptional condo offers breathtaking views, outstanding amenities, and everything that makes Gulfport one of Florida’s most beloved coastal communities.

6025 Shore Boulevard S Unit 602, Gulfport

Start Your Search