South Pasadena Homes with Golf Carts OK Community Features

South Pasadena Homes with Golf Carts OK Community Features

Welcome to South Pasadena, Florida—a hidden gem nestled in the heart of Pinellas County. This charming city offers a unique blend of coastal living and suburban tranquility, making it the perfect destination for those seeking a vibrant community with easy access to the stunning Gulf of Mexico. With its picturesque streets, lush landscapes, and friendly atmosphere, South Pasadena is more than just a place to live; it’s a place to thrive.

One of the standout features of this delightful city is its welcoming attitude towards golf carts. In South Pasadena, you’ll find a community that embraces the leisurely lifestyle, allowing residents to navigate the area in style with their golf carts. Whether you’re heading to the nearby parks, local shops, or dining establishments, your golf cart is a convenient and eco-friendly way to explore everything this charming city has to offer.

The community features in South Pasadena are designed to enhance your living experience. From well-maintained parks and recreational areas to vibrant community events, there’s always something happening here. Residents enjoy a strong sense of camaraderie, with neighbors often gathering for social events, making it easy to forge lasting friendships.

In addition to its community spirit, South Pasadena boasts a prime location, just a short drive from the beautiful beaches of St. Pete and Treasure Island. With a variety of homes available, many of which cater to golf cart enthusiasts, you’ll find the perfect place to call home in this delightful city. Come and discover the charm of South Pasadena—where community meets coastal living!

Newest South Pasadena Homes with Golf Carts OK Community Features

6250 Kipps Colony Court Unit 106, Gulfport
$1,295,000
3 Beds ⋅ 3 Baths ⋅ Kipps Colony At Pasadena Yacht/Cntry Club SubDv. ⋅ 33707 Zip Code
A rare opportunity to own one of the few townhomes in the prestigious, historic Pasadena Yacht & Country Club community! This beautifully updated waterfront townhome offers exceptional space, convenience, and an incredible marina lifestyle. The property features a private courtyard entrance, a 1+ car garage, an additional under-building parking space, and a private parking pad in front of the garage. Step inside and head upstairs to a spacious open-concept kitchen, dining, and living area measuring approximately 24' x 24'. Large windows showcase beautiful canal and PYCC marina views, while the expansive 24' x 16' balcony provides the perfect setting for morning coffee, entertaining, or enjoying spectacular waterfront scenery. The spacious primary suite features vaulted ceilings, a generous walk-in closet, four additional closets, and access to its own 24' x 9' private balcony. Each bedroom has its own bathroom, offering comfort, privacy, and convenience for family and guests alike. Additional highlights include an upstairs laundry room and a large adjoining storage room, providing plenty of space for everyday living and organization. Enjoy the exclusive lifestyle of Pasadena Yacht & Country Club, where community membership provides an opportunity to bypass the golf membership waitlist. Club amenities include three restaurants, a junior Olympic-size swimming pool, fitness center, tennis and pickleball courts, marina, and championship golf course, with an exciting new health and wellness center on the way.

6250 Kipps Colony Court Unit 106, Gulfport

1840 Shore Drive S Unit 15, South Pasadena
$185,000
1 Beds ⋅ 1 Baths ⋅ Boca Ciega Apts SubDv. ⋅ 33707 Zip Code
Experience the best of Florida’s coastal lifestyle in this charming, fully furnished 1-bedroom, 1-bath condo along the Intracoastal Waterway of Boca Ciega Bay. Located just 1.2 miles from St. Pete Beach in a quaint 20-unit waterfront community, this 2nd-story residence offers designated covered parking, a private patio, in unit laundry and stunning west-facing sunset views. Low HOA dues, no assessments, and a newer roof add value & peace of mind. NOT a 55+ community. Ideal as a full-time residence, seasonal retreat, or investment property, this move-in-ready coastal getaway blends comfort and laid-back beach living. Recent updates include fresh interior paint, new luxury plank vinyl flooring throughout, new bifold closet doors, a new bathroom vanity & faucet, new baseboard trim, and a Lennox dual mini-split HVAC system installed in late 2024. Enjoy abundant storage with a linen closet, additional storage closet, & spacious walk-in closet. Large windows fill the condo w/ natural light, creating a bright, airy, welcoming atmosphere. The fully equipped kitchen has everything needed to prepare meals and entertain. A memory foam pull-out sofa allows the space to comfortably sleep a total of 4. The private utility room includes a washer & dryer, plus hanging storage for beach gear & equipment. This elevated unit experienced no flooding or damage in recent storms, and impact-glass doors provide added security & assurance. Sold furnished and equipped w/ housewares, decor, linens, utensils, large & small appliances, & beach essentials, this condo is ready for you to settle in and enjoy Florida living from day one. Enjoy picturesque sunsets from the front patio or gather with friends for waterfront dining and grilling along Boca Ciega Bay. Community amenities include a swimming pool, shuffleboard court, and inviting waterfront outdoor space for relaxing, entertaining, or soaking up the sunshine. Location is everything! Just 4 minutes from Upham Beach, a local favorite where you'll enjoy sandy shores, beach volleyball, the enchanting Secret Garden beachfront experience, and popular restaurants including Paradise Grille, The Toasted Monkey, Oyster Shuckers, & Buoy’s Waterfront Bar & Grill. Explore Corey Avenue’s shops, restaurants, and Sunday Farmers Market, plus Caddy’s on the Beach, Malio’s Beach House, or the restaurants and entertainment of John’s Pass. The iconic Don CeSar is approx 10 min away, and world-famous Pass-a-Grille Beach is just 12 min away. Downtown St. Petersburg, the St. Pete Pier, and Tropicana Field are less than 15 min away, offering dining, shopping, art, parks, music, and nightlife. Enjoy area kayaking, paddleboarding, boating, shelling, biking, parks, & the Pinellas Trail. Fort De Soto Park is a short 10-mile drive, while downtown Tampa and Raymond James Stadium, home of the Tampa Bay Bucs, are approx 35 min away. HOA dues include property insurance, maintenance, lawn care, management, pest control, water & garbage. Whether you're looking for a year-round home, winter escape, or investment opportunity in a sought-after coastal location, this furnished condo is ready to welcome you. With an intimate waterfront community, spectacular sunsets, laid-back amenities, and close proximity to the Gulf Coast's beloved beaches and attractions, here you'll enjoy the best of Florida living. Prime location to explore the area's coastal communities, dining, music, nightlife, parks, and shoreline. Your relaxed beach lifestyle starts here.

1840 Shore Drive S Unit 15, South Pasadena

5960 30th Avenue S Unit 114, Gulfport
$324,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Looking for that diamond in amongst all the pearls? You have found it! The only one of it's kind in the entire complex. This is a spectacular view to the West and the Southwest. Water on two sides and one of the 4 heated pools on the third side. Oh yes, we left space for the front door on the 4th/front side. Eat in kitchen, washer/dryer closet, new appliances, floors, lighting, doors, hardware. And remember there are two nicely appointed bathrooms with ceramic surrounds and floors. And a new AC/Heating system. A side entry door into the kitchen for taking packages from the carport into the house. And speaking of kitchen, it is a true eat-in kitchen with a wine/coffee bar and a table for four. Then you add in the Gulfport vibe as you can walk downtown for market, restaurants, live music, or hang out at the ice cream store. There are also professional volley ball courts down on the beach and the occasional tournament. Speaking of courts, there are tennis, pickleball, bocce and shuffleboard courts over by the clubhouse and across from the marina. Do you know that the Gulf Beaches are just across the small bridge for walks on the beach anytime you want or sunsets upstairs at the Brass Monkey on Pass A Grill. Or breakfast on the beach on another day. So much to do or never leave this extraordinary condo and complex. Remember Tampa airport is just across the bridge and Busch Gardens for a great day trip. Or a little further up the highway you can go visit Mickey !

5960 30th Avenue S Unit 114, Gulfport

7045 Hibiscus Avenue Unit 1, South Pasadena
$1,250,000
3 Beds ⋅ 3 Baths ⋅ Pasadena On The Gulf Sec C SubDv. ⋅ 33707 Zip Code
Under Construction. New Construction. Under Construction. Your own entrance. Your own elevator. Your own rooftop terrace and private outdoor space, with sunset views. Hibiscus Townhomes brings together the features buyers love about a private home with boutique condominium ownership. This new build by Artisan Custom Homes offers elevated, luxury townhome-style construction in the heart of desirable South Pasadena, minutes from popular Gulf beaches. With over 2,000 square feet of interior living space, 3 bedrooms, and 3 bathrooms, this residence is designed for comfortable everyday living and memorable entertaining. An open-concept living, dining, and kitchen arrangement features 10-foot ceilings, 8-foot doors, engineered wood flooring, and premium designer finishes. The kitchen features 42-inch cabinetry, elegant countertops, premium appliances, and a substantial island with room to gather. The primary suite offers generous walk-in closet space and a beautifully appointed, spa-inspired bathroom, complemented by refined tile finishes and quality lighting and plumbing fixtures throughout. All three bedrooms, including one on the main living level, contain private en-suite bathrooms, for the comfort and privacy of you and your guests. Additionally, enjoy approximately 700 square feet of balconies, then take your outdoor lifestyle to another level on the approximately 800-square-foot PRIVATE ROOFTOP TERRACE with stunning sunset views and views of Boca Ciega Bay. Create your own outdoor lounge, host evening dinners, or unwind in the coastal breeze. A PRIVATE BACKYARD provides additional room for outdoor enjoyment, gardening, and entertaining—a sought-after feature seldom available with traditional townhome living. Together with your private entrance and personal elevator, these spaces give the residence an unmistakably private, individual feel. An oversized private two-car garage includes valuable storage/flex space. Elevated construction, impact-rated windows and doors, and Hardie siding enhance the coastal design. A backyard pool package and/or rooftop swim spa are available as optional upgrades. Opportunities to select finishes may be available if you act soon. Close to Gulf beaches, St. Pete Beach, marinas, shopping, dining, Gulfport, and downtown St. Petersburg, Hibiscus Townhomes offers an exceptional combination of spacious interiors, private outdoor living, and a convenient coastal location. Anticipated Occupancy February 2027. **Condominium Conversion Disclosure: Condominium conversion is currently in process. The condominium declaration is anticipated to be officially recorded a few weeks before the Certificate of Occupancy (CO) is issued and the residences are ready for occupancy. Final unit legal descriptions are subject to the recorded condominium documents, and individual parcel/folio numbers are pending assignment by the county. Unit designations and related information remain subject to final documentation and confirmation. The anticipated recording and occupancy schedule is subject to change.**

7045 Hibiscus Avenue Unit 1, South Pasadena

1525 56th Street S, Gulfport
$410,000
3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Gulfport Charm, Endless Possibilities & An Unbeatable Location! Welcome to 1525 56th Street S, a versatile Gulfport home perfectly positioned in a quiet residential neighborhood just minutes from everything that makes Gulfport such a uniquely vibrant place to live. Located on an exceptional 127' x 56' corner lot, approximately 0.5 miles from Stetson Law School and just one mile from the heart of charming downtown Gulfport, this property offers an exceptional combination of location, flexibility and value. The current configuration transforms the primary bedroom into a private in-law suite, complete with its own entrance and a convenient kitchenette. Whether you're looking for a comfortable space for extended family, a private guest suite, a home office or additional living quarters, the possibilities are plentiful. And for buyers who prefer a more traditional floor plan, the space could easily be converted back to a conventional primary bedroom suite, making this home remarkably adaptable to your needs. The home also features a wonderful sunroom—a bright, inviting space that adds valuable living area and is perfect for morning coffee, reading, entertaining or simply enjoying the laid-back Gulfport lifestyle. Recent updates provide additional peace of mind, including a 2022 HVAC system, 2015 roof and newer/updated windows. Combine those improvements with the home's flexible layout and you've got a property that is as practical as it is full of potential. And then there's the location! Gulfport's eclectic Arts & Marina District is a stones throw away, where the atmosphere is anything but ordinary. Spend an afternoon strolling along scenic Boca Ciega Bay, visit Williams Pier, browse independent shops and boutiques, enjoy local galleries and live music, or settle in for dinner at one of the area's many acclaimed restaurants. Gulfport's colorful, funky and decidedly independent personality is right outside your door. All of this, while coming home to a quiet, established neighborhood away from the hustle and bustle. Flexible. Updated. Uniquely Gulfport. Whether you're looking for a full-time residence, a home with space for family and guests, or simply want to be close to one of the Tampa Bay area's most distinctive waterfront communities, 1525 56th Street S offers a rare combination of versatility and location.

1525 56th Street S, Gulfport

7300 Sun Island Drive S Unit 1104, South Pasadena
$430,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code
Water Views from Every Room – Updated 11th-Floor Condo at Gated 55+ Bay Island Every room looks out on the water. From the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo takes in Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico, and the downtown St. Petersburg skyline, all from 1,310 sq ft of updated living space. The kitchen was remodeled under a 2023 permit, with granite countertops, wood shaker cabinets, Italian marble accents, and Samsung appliances. Other updates include an LG washer and dryer, new light fixtures, and fresh interior paint. Ceramic tile and wood-look laminate run throughout, and the HVAC was updated in 2017. Hurricane shutters add peace of mind. The split floor plan puts the bedrooms on opposite sides of the home for privacy. Both have walk-in closets, the primary suite has its own bath, and three storage rooms give you more space than most condos offer. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance, and 24-hour security. Life at Bay Island includes: Six heated pools and spas Fitness center with sauna Tennis, pickleball, and shuffleboard courts Clubhouse and library Fishing pier and boat slips 1.5-mile waterfront walking trail A reserved covered parking space is included, plus guest parking. You're about 2 miles from St. Pete Beach, close to Gulfport's restaurants and art festivals, and roughly 20 minutes from downtown St. Petersburg. Optional turnkey furnishings are available under a separate bill of sale. Schedule your private tour of Bay Island today.

7300 Sun Island Drive S Unit 1104, South Pasadena

5433 Essex Avenue S, Gulfport
$1,200,000
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

2775 Kipps Colony Drive S Unit 305, Gulfport
$998,500
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

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