St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Gated Community - Guard Community Features

St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Gated Community - Guard Community Features

Welcome to the beautiful region of St. Pete, South Pasadena, Gulfport, and St. Pete Beach in sunny Pinellas County, Florida. Known for its stunning beaches, vibrant culture, and endless recreational opportunities, this area is a true paradise for those seeking a relaxed coastal lifestyle.

If you're looking for a home with added security and privacy, consider exploring the gated communities with guard features in South Pasadena. These communities offer peace of mind and a sense of exclusivity, allowing residents to enjoy their surroundings with an extra layer of protection.

Whether you're interested in a luxurious waterfront property in St. Pete Beach or a charming bungalow in Gulfport, there are plenty of options to choose from in this diverse region. From modern condos to spacious single-family homes, there is something for every taste and budget.

Living in a gated community in South Pasadena not only provides security but also fosters a strong sense of community. Residents often enjoy amenities such as swimming pools, fitness centers, and social activities, creating a close-knit neighborhood environment.

If you're ready to experience the best of Florida living in a gated community in South Pasadena, our real estate experts are here to help you find your dream home. Contact us today to start your search and discover all that this fantastic region has to offer.

Newest St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Gated Community - Guard Community Features

$430,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code
WATER VIEWS FROM EVERY ROOM. Perched on the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo offers 1,310 square feet and sweeping views of Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico and the downtown St. Petersburg skyline. The kitchen was remodeled under a 2023 permit and features granite countertops, wood shaker cabinets, Italian marble accents and Samsung appliances. Additional updates include an LG washer and dryer, light fixtures and fresh interior paint. Hurricane shutters add peace of mind, while a split floor plan places the bedrooms on opposite sides of the home for privacy. Both bedrooms have walk-in closets, the primary suite has its own bath, and three storage rooms provide extra space. Ceramic tile and wood-look laminate flooring run throughout. The HVAC was updated in 2017. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance and 24-hour security. Enjoy six heated pools, spas, a fitness center with sauna, tennis and pickleball courts, shuffleboard, a clubhouse, library, fishing pier, boat slips and a 1.5-mile waterfront walking trail. A reserved covered parking space is included, with guest parking available. Located approximately 2 miles from St. Pete Beach, near Gulfport’s restaurants and art festivals, and about 20 minutes from downtown St. Petersburg. Schedule your private tour of Bay Island today. Optional turnkey furnishings are available and may be conveyed under a separate Bill of Sale.

7300 Sun Island Drive S Unit 1104, South Pasadena

$759,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Welcome to an extraordinary waterfront lifestyle in this beautifully renovated 2-bedroom, 2-bath corner condominium with den located in the highly sought-after, resort-style community of Harbourside. With more than $200,000 invested in impressive upgrades—including new plumbing—this remarkable residence is truly in a class of its own. Adding to this rare opportunity, a large boat slip with lift and boat may be purchased separately. From your private balcony, relax and take in beautiful southeasterly views of the Intracoastal Waterway, passing boats, dolphins, manatees, pelicans, and other marine life. The water views continue inside, filling the living room and primary bedroom with an ever-changing waterfront backdrop. The spacious 1,300-square-foot open floor plan is light, bright, and inviting, featuring 9-foot ceilings, no popcorn ceilings, and elegant crown molding throughout. Extensive improvements include porcelain plank flooring, new interior doors and lighting, and a beautifully remodeled primary bathroom with upscale cabinetry and fixtures. A new HVAC system was installed in 2026. Recently installed hurricane-impact windows and sliding glass doors provide full storm protection while showcasing the spectacular views. The open-concept kitchen is designed for both everyday living and entertaining, with GE Café appliances—including a double oven—quartz countertops, expanded cabinetry, and crown molding. The guest bathroom has also been completely updated. The den offers wonderful flexibility as a home office, television room, reading retreat, or overflow guest bedroom. Storage is plentiful, with a private balcony storage area and additional storage conveniently located near the elevator. The condominium includes under-building parking space #185, along with additional guest parking in front of the building. Harbourside buildings are constructed of solid steel-reinforced concrete, providing exceptional strength and a quieter living environment. Harbourside is a pet-friendly, guard-gated private-island community offering an incredible collection of resort-style amenities. Residents enjoy beautifully landscaped grounds, a marina with 87 deeded boat slips, kayak storage, five tennis courts with pickleball, six swimming pools, shuffleboard, saunas, a hot tub, and a scenic 1.5-mile waterfront walking trail. Additional amenities include separate men’s and women’s fitness centers, a country-club-style clubhouse with an active social calendar, three car-wash stations with vacuums and air, and electric-vehicle charging stations. All of this is just a short bike ride from the beach and close to shopping, restaurants, medical facilities, entertainment, vibrant downtown St. Petersburg, world-class Gulf beaches, professional sports venues, and international airports. Close to everything—yet a world away. This is waterfront resort living at its absolute finest! Harbourside is not an age-restricted community.

7912 Sailboat Key Boulevard S Unit 201, South Pasadena

$625,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Virtually Staged. Breathtaking, wide expansive waterfront views and stunning sunsets greet you the moment you step into this fully renovated 2BR/2BA coastal oasis. Completely upgraded in 2019 with an uncompromising eye for detail, this move-in ready condo offers high-end modern finishes and total peace of mind. The gorgeous open kitchen boasts premium quartzite countertops, sleek shaker-style cabinetry, new stainless steel appliances, and added pantries and base cabinets for abundant storage. Both the primary and guest bathrooms have been completely upgraded with Calcite countertops, new elongated toilets, pristine glass enclosures, and walk-in showers dressed in modern designer porcelain tile. Premium upgrades continue with all-new A/C and water heater installed in 2026, high-impact windows, and protective storm shutters on the balcony sliders. Sparkling water views can be enjoyed from the kitchen, guest bedroom, living room, and the private balcony with cool decking coverage. The primary bedroom features its own spectacular wide-water backdrop. Complete with under-building parking space #18 and two private storage units (one on the balcony and one steps away by the elevator), this turnkey property truly has it all! Harbourside Community has a 24/7 Gate access with on duty Guard, the Amenities include, 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's, Gyms, Jacuzzi, saunas, Shuffle board, outdoor grilling, 3 car wash station with vacuum & air, Car Charging station and Marina. There is no deeded slip to this unit but there may be slips available to rent or purchase from other owners. A Clubhouse with a full social agenda, Card Room, Library, Billiard room and wood working shop. This Paradise has a 1.5 mile waterfront walking trail around the Island. Harbourside is located just minutes from the Popular Pristine West Coast Fl beaches and Minutes from I 275 and Downtown St Petersburg where you can enjoy the St Pete Pier, Museums, Art Galleries, Dining and all the History of the City of St Petersburg. Come and enjoy Resort style living at it's best.

7922 Sailboat Key Boulevard S Unit 206, South Pasadena

$259,000
1 Beds ⋅ 2 Baths ⋅ Bay Island Group 10 Condo Unit 202 SubDv. ⋅ 33707 Zip Code
Welcome to your personal paradise at Bay Island Condominiums, a premier 55+ resort-style community in South Pasadena, Florida. Located just across the bridge from the powder-white sands of St. Pete Beach, this second-floor, 1-bedroom, 1.5-bathroom waterfront retreat in the Commodore Building delivers sweeping views and effortless coastal living. Step through the front door and your eyes will be drawn straight to the sparkling waters of Boca Ciega Bay. The open-concept floor plan flows seamlessly from a large, well-equipped kitchen—featuring elegant marble countertops and included appliances—through the bright dining area and into the inviting living room. Low-maintenance tile flooring runs throughout the entire home for easy beach-life cleanup. Slide open the doors to your private, screened balcony to experience the ultimate Florida lifestyle. It's the perfect front-row seat for watching dolphins and manatees play, observing passing sailboats, and taking in Florida’s famous nightly sunsets. For ultimate peace of mind, the balcony features an integrated, powered hurricane shutter, alongside a convenient private storage closet. The spacious primary suite serves as a relaxing haven, complete with an attached owner’s bathroom and a generous walk-in closet. Guests will appreciate the convenient half-bath located near the entry foyer, which sits adjacent to your in-unit washer and dryer. Convenience is key with an assigned, covered parking space situated just steps from the building's entrance. Bay Island provides unparalleled 24-hour gated security and luxury amenities, including a scenic 1.5-mile waterfront walking path, six swimming pools, two spas, tennis and shuffleboard courts. The beautifully updated clubhouse features a billiards room, card room, ballroom, commercial kitchen, and his-and-hers fitness centers. Conveniently located just 30 minutes from Tampa International Airport and moments from local dining, shopping, and entertainment, this waterfront oasis is ready for you to call home.

7700 Sun Island Drive S Unit 202, South Pasadena

$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

$169,900
1 Beds ⋅ 1 Baths ⋅ Bay Island Group 9 SubDv. ⋅ 33707 Zip Code
PARADISE IS CALLING ~~ Super cute, cozy, waterfront condo that is located in the well sought after ESSEX building in this popular, guard gated 55+ community of BAY ISLAND. This condo is perfect as a "WINTER GET-AWAY or a wonderful FULL TIME RESIDENCE. Enjoy the panoramic water views of Boca Ciega Bay and be entertained by the many dolphins that frolic in the waters below and the many birds that soar above the sparkling waters. This lovely unit provides a Great Room concept, open kitchen with 42 inch cabinets, appliance package, coordinating backsplash and breakfast bar for on-the-go snacking. The Bathroom is cheerful with a modern look offering a single sink vanity with cabinet storage, overhead accent shelf/cabinet and full tub/shower combination. Neutral in color ~ this provides a blank slate to make it your own by adding the calming coastal watercolor hues. Step into the Primary Bedroom which offers a full walk-in closet, sliders that lead to a private covered waterfront balcony and plenty of interior wall space to strategically place furniture for optimum usage. This easy care unit showcases full tile flooring throughout, neutral paint, storage closets in both the hall and bedroom. Electric storm shutters provide the ultimate in storm protection for the Balcony slider as well as the front Picture Window. A covered carport dedicated to this unit is also included in the sale. THE ESSEX at BAY ISLAND has an elevator, individual storage lockers for all units and a waterfront pool with outside bathrooms. There is also a workshop in the building for the owners to use, which is a welcome amenity. General Laundry facility in building. HOA FEES include water, sewer, trash and more. There is a scenic 1.5 mile waterfront walkway around the community, 6 pools, Clubhouse with Social Director, marina, fitness center with both women's and men's saunas, tennis courts, car wash and more! Enjoy the many social events and meet new friends in this active 55+ community. Bay Island is minutes to some of the beautiful beaches, artsy Gulfport, trendy downtown St. Petersburg and South Pasadena where you will find unique restaurants, shopping and more. Isn't it time to make this place YOUR PARADISE. Call for your private viewing today!!

7665 Sun Island Drive S Unit 409, South Pasadena

$799,000
3 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Welcome to Beachwalker at Harbourside Building 9 unit 408. This corner unit has 2 Bedrooms, 2 Baths and Den or 3rd bedroom. There are two balconies, one with hurricane shutters on the West side and the East side balcony has a wraparound balcony off kitchen and den. Upgrades include: new washer dryer, two pantries in the eat in kitchen with stainless steel appliances, granite throughout including kitchen and baths. Both Primary & guest baths have been upgraded with tiled shower and flooring. Hardwood Flooring throughout except for bedrooms which have Carpet. Recessed lighting throughout, two niches one in Kitchen and one in Foyer. Custom built buffet in dining room and kitchen breakfast bar. Crown molding with casing around windows and doors, 4" baseboards, three ceiling fans with lights and remotes. AC 2018 and hot water heater 2006 Garage parking space #54 and assigned storage unit 408 on floor. Tenant in place, 30 days notice to vacate. This is your opportunity to experience the best of Beachwalker at Harbourside with resort-style island living. • Abundant Marine Life: Frequent sightings of dolphins, manatees, and various sea birds are common in the calm, protected waters of the Intracoastal Waterway and shallow bay areas. • Stunning Sunsets: West-facing balconies provide prime, unobstructed views of the sun setting over the water. • Active Waterways: You can watch a constant parade of sailboats, yachts, and other vessels, making the view dynamic and interesting • Interior highlights Flexible living space: • Spacious primary suite: Offers a walk-in California closet with built in storage. • Convenient laundry. • Quality construction: Solid steel reinforced concrete construction was used by JMC Communities, the original builder, rather than concrete blocks. Penthouse exclusives • One assigned parking space under the building (#54). •: A large, conveniently located storage unit near the elevator is also included #408 and another on balcony. Resort-style amenities • Pools and recreation: Six swimming pools, five tennis courts with two pickleball courts, and shuffleboard. • Fitness and relaxation: Two fitness centers, a Jacuzzi, and saunas. • Convenience for residents: Three outdoor grills, a three-station car wash with vacuum and air, and electric car charging stations. • Waterfront access: The marina has three docks and 87 deeded slips, which are available for rent or purchase from other owners. • Clubhouse features: A card room, billiard room, library, woodwork shop, and a grand room with a kitchen for events. • Outdoor activities: A 1.5-mile walking trail around the island offers a chance to see dolphins, manatees, and seabirds. • Pet-friendly policy: Allows one pet per unit up to 20 pounds. This is your opportunity to experience the best of Beachwalker at Harbourside and resort-style island living.

7974 Sailboat Key Boulevard S Unit 408, South Pasadena

$525,000
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

$312,000
1 Beds ⋅ 1 Baths ⋅ Savannah Condo SubDv. ⋅ 33707 Zip Code
Welcome to Harbourside, a premier waterfront community delivering the quintessential coastal lifestyle. This gorgeous ground-floor residence has been thoughtfully updated with updated stainless steel kitchen appliances and sleek modern light fixtures. Property Highlights: Generous Layout: Spacious 1-bedroom floor plan designed for maximum comfort and effortless living. Ground-Floor Ease: Enjoy hassle-free, stair-free access straight to your front door. Serene Water Views: Step out onto your expansive private balcony—the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Partially Furnished: Owner willing to leave some items with the right offer. Resort-Style Community Amenities: Take advantage of top-tier facilities including a sparkling swimming pool, a fully equipped fitness center, and lush, meticulously maintained grounds featuring scenic walking paths along the water. Prime Location: Situated just one mile from the Gulf's pristine sandy beaches, you are only minutes from sun, surf, local dining, and shopping. Whether you are seeking a primary residence, a seasonal getaway, or a high-value investment, this move-in-ready coastal retreat is a rare find. Schedule your private tour today and start living the waterfront dream! Buy with complete peace of mind! The Milestone Inspection is complete. No Assesments currently being discussed to Owners knowledge.

7903 Sailboat Key Boulevard S Unit 102, South Pasadena

$2,650,000
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

$185,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 3 SubDv. ⋅ 33707 Zip Code
A solid waterfront opportunity in Bay Island - offering functional living in one of the area’s premier gated 55+ communities. Located in a 24-hour guarded neighborhood, this 2-bedroom, 2-bathroom residence offers a practical, comfortable layout featuring durable waterproof laminate flooring through the living, dining, and primary suite. The kitchen comes equipped with granite countertops, a double oven and a convenient pass-through to the dining area. Both bathrooms are appointed with granite-topped vanities, with the primary suite offering updated shaker-style cabinetry with excellent storage, a walk-in shower, and a dedicated walk-in closet in the bedroom. Everyday peace of mind is built in with impact windows throughout, offering insulated, storm-ready protection and clear views looking out toward the water. There's a brand new HVAC as well! Living in Bay Island means you can enjoy an active, resort-style environment. Community amenities include multiple heated pools, waterfront tiki huts, grilling areas, tennis, pickleball, and shuffleboard courts, plus a waterfront walking path and a clubhouse with a fitness center and social activities. The monthly fee covers basic cable, high-speed internet, water, sewer, trash, flood insurance, exterior groundskeeping, and 24-hour security. Pet-friendly (up to 2 pets, 1 dog max under 15 lbs) with flexible rental guidelines (30-day minimum, 3x per year). A SunRunner transit stop sits right outside the gates for easy rides to nearby beaches and downtown St. Petersburg. Whether you're seeking an accessible price point in a premier waterfront enclave or an easy-living coastal retreat, this residence delivers outstanding value in an unbeatable location. Schedule your private tour today.

7465 Bay Island Drive S Unit 313, South Pasadena

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