South Pasadena Homes with Sailboat Water Water Frontage

South Pasadena Homes with Sailboat Water Water Frontage

Welcome to South Pasadena, Florida, a charming coastal city nestled in the heart of Pinellas County. Known for its picturesque waterfront views and vibrant community, South Pasadena offers a unique blend of tranquility and convenience. Just a stone's throw away from the bustling beaches of St. Pete and the lively atmosphere of downtown Gulfport, residents enjoy the best of both worlds—serene living with easy access to urban amenities.

One of the most enchanting features of South Pasadena is its stunning homes with sailboat water frontage. Imagine waking up to the gentle sounds of waves lapping against your dock, with the sun rising over the shimmering waters of Boca Ciega Bay. These homes not only provide breathtaking views but also offer direct access to the open waters, making them a dream for boating enthusiasts and nature lovers alike. Whether you’re an avid sailor or simply enjoy the beauty of waterfront living, these properties are a true slice of paradise.

The community itself is warm and welcoming, with a variety of local shops, restaurants, and parks that encourage a relaxed, outdoor lifestyle. South Pasadena also boasts a strong sense of community, with events and activities that bring neighbors together, fostering lasting friendships.

If you’re searching for a home that combines stunning waterfront views with a vibrant community atmosphere, South Pasadena is the perfect destination. Experience life on the water and make your dreams of coastal living a reality in this delightful city!

Newest South Pasadena Homes with Sailboat Water Water Frontage

$3,249,000
4 Beds 6 Baths Pasadena Point Estates Ph Ii SubDv. 33707 Zip Code
Well-built Rutenburg home that has all the upgrades you will need. New roof and windows throughout the home in 2024! These 4 bedrooms plus office and 5.5 bath home is designed for coastal living. Open floor plan with beautiful formal living and dining room with designer lighting and cathedral ceilings. Off the living room is an expansive lanai with water views and plenty of outdoor space to entertain. The kitchen has been upgraded with Sub-zero refrigerator, Thermador ovens, quartz counter tops, subzero large wine cooler and seating for 4 at the kitchen island. A gas cook top with a beautiful hood cover tops off this gourmet kitchen. The kitchen opens to the family room with an abundance of windows for more spectacular water views. Off the family room is a grand lanai with a new retractable awning for plenty of shade. Gas hook-up is available for an outdoor kitchen if you wanted to add on the main level! The large primary bedroom is on the main floor, with powered blinds, two walk in closets and his and her vanities with again more water views. The office with custom built cabinets is off the primary and also has water views. A large 2nd bedroom is also on the main level with a full bath off the bedroom. A half bath for visiting guests is also on main level. On 2nd level is two large ensuites. As you step out to the pool area you will see a pebble tec saltwater pool and spa with newer heater and seal pavers. Plenty of shaded area to get out from the sun and more grilling area. The 91 feet waterfront property has a newer trex dock with water and electricity, along with a wet slip, 20000lb boat lift and jet ski lift. Backyard has been fenced in and has an Artisan well . A generator has recently been added to keep lower level in law suite livable if power outage should occur. The In-law suite has hurricane shutters and a full bath with its own AC system. There is plenty of storage in the 3-car garage and a workstation. There are 2 new water heaters. Elevator can be added but will lose pantry space and bedroom closet. The sellers have added a chair lift from lower level to main level of house and is a smart home. This elegant home has so much to offer, a plus is that it is located in the gated community of Pasadena Yacht and Country Club. The amenities of PYCC include 18-hole championship golf course, pickleball courts, tennis courts, olympic size swimming pool, great fitness center and many social activities throughout the year. In 2027 the club will be offering a new state of the art Fitness center and update golf course and marina. Joining the club is optional however if you purchase this home, you can jump the wait list for membership (wait list over 2 years). However, you must join within 30 days of purchasing your home. Location is awesome, only 15 minutes to downtown St. Petersburg, 10 minutes to St. Pete Beach and walking distance to quaint Gulfport.

6113 Pasadena Point Boulevard, Gulfport

$599,900
3 Beds 2 Baths Coral Pointe SubDv. 33707 Zip Code
Virtually Staged. Wide-open views of Boca Ciega Bay and two private balconies set the stage for waterfront living in Coral Pointe at Harbourside, a gated resort-style community in St. Pete Beach. This light-filled end unit features a split-bedroom layout with two bedrooms, an office/den that may serve as a third bedroom, and two full baths. The expansive waterfront balcony is accessible from both the living room and primary suite, offering sunrise views across the bay, while a second west-facing balcony off the kitchen and office/den provides a separate place to enjoy evening sunsets. Multiple windows and sliding glass doors bring natural light and water views into the living and dining areas. The kitchen features ample, clean-lined cabinetry, stainless steel appliances, and a pass-through that keeps it connected to the living area. At the far end, the breakfast nook is wrapped in windows on three sides and opens to the west-facing balcony, creating an inviting setting for morning coffee, casual meals, and evening views. The primary suite opens directly to the waterfront balcony and includes a large walk-in closet. Its ensuite bath is divided into a separate vanity area and an enclosed section with the tub-shower combination and toilet. A second bedroom and nearby guest bath offer comfortable accommodations for family or visitors. Double folding doors open to the office/den, where sliding glass doors lead to the west-facing balcony, allowing the room to function as a home office, den, or additional sleeping accommodations. In-unit laundry and multiple closets add everyday convenience. Hurricane shutters and steel-reinforced concrete construction provide added peace of mind, along with a newer air-conditioning system and water heater installed in 2022 and stainless steel appliances added in 2023. Other notable features include assigned under-building parking space #71, plus additional under-building guest parking, a distinctive convenience found only in the Coral Pointe buildings. A large private storage unit near the elevator provides room for bicycles, beach gear, seasonal items, and household belongings. Harbourside complements its waterfront setting with an extensive collection of resort-style amenities. Six swimming pools, tennis and pickleball courts, fitness facilities, a Jacuzzi, saunas, shuffleboard, and grilling areas offer many ways to stay active or relax, while car-wash stations and electric-vehicle charging add convenience. The clubhouse features a full social calendar, library, card room, billiards room, and woodworking shop. Boaters can enjoy the private marina with three docks and 87 deeded slips, which may become available for rent or purchase from individual owners. A fishing pier, seawall, and 1.5-mile walking trail provide additional ways to enjoy the waterfront surroundings. Gulf beaches, dining, shopping, downtown St. Petersburg, arts, entertainment, and waterfront activities are all within convenient reach. Schedule your private tour today.

8001 Sailboat Key Boulevard S Unit 201, St Pete Beach

$523,900
2 Beds 2 Baths Harbourside Condo SubDv. 33707 Zip Code
****PRICE ADJUSTMENT**** LET'S GO! **** “BEACHWALKER” -Most desirable location in all of Harbourside— resort style living in one of South Pasadena’s finest waterfront communities. An immaculate, beautifully maintained, DIRECT WATERFRONT 2-bedroom 2- bath has been thoughtfully updated and cared for, providing comfort and quality. Plenty of natural daylight. West facing balcony with beautiful sunset views, enhanced by new gemstone floor coverings and protected with hurricane impact WINDOWS and electric shutters on both the balcony and primary bedroom— (shutter motor updated in 2023). Unit features newer stainless-steel appliances, updated ceiling fans and light fixtures, plantation shutters on all windows and the balcony, solid surface kitchen counters, and a granite vanity top in the primary bath. Additional upgrades include newer garbage disposal, kitchen faucet, and custom shelving in all closets. The AC (2019) and hot water tank (12/2022) ensure efficient, reliable performance. CONVENIENT UNDER BUILDING ASSIGNED PARKING SPACE #94. Complete Elevator modernization in 2025. A gated community with Exceptional amenities including Swimming pools and Spa's, EV charging stations, pickleball courts, tennis courts, shuffleboard, an active clubhouse, and miles of waterfront walking paths. Boat slips, guest boat docks (available on a first come-first serve) fishing pier, and a rare opportunity to own a pristine unit in a vibrant, amenity rich waterfront, community—perfect for full-time coastal living. Just minutes to the finest GULF Beaches. Oh, and a PET FRIENDLY community. Perfect timing to send out invites for the Pasadena Christmas boat parade that passes by right in front of your balcony. In addition, this unit is sold with a full wall media cabinet/bookcase with electric remote-control fireplace, plus a kitchen dinette table and 2 chairs. A MUST SEE! Schedule your showing.

7984 Sailboat Key Boulevard S Unit 306, South Pasadena

$675,000
3 Beds 2 Baths Harbourside Condo SubDv. 33707 Zip Code
Resort-Style Waterfront Living at Its Finest! Experience luxury coastal living in this beautifully updated 3-bedroom, 2-bath condominium offering approximately 1,300 square feet of elegant living space with breathtaking, unobstructed water views. From the moment you enter, you’ll appreciate the quality upgrades throughout, including high-impact windows and sliding glass doors, beautiful high-end laminate flooring, crown molding, chair rail accents, and Miami shutters. The spacious living and dining room combination provides the perfect setting for entertaining while taking in the spectacular waterfront scenery. The beautifully renovated kitchen features premium cabinetry, upgraded countertops, Frigidaire and GE stainless steel appliances, abundant cabinet storage, and a cozy breakfast nook. An inside laundry room with an LG stackable washer and dryer adds everyday convenience. The spacious primary suite offers stunning water views, private access to the rear balcony through impact sliding doors, a walk-in closet, and an updated bath with a walk-in shower. The guest bath also features a walk-in shower. The third bedroom, currently used as a home office, is complete with attractive French doors, making it a flexible space for work or guests. Enjoy true Florida living with two private balconies—one located just off the kitchen and a second expansive balcony accessible from both the living room and primary bedroom. The rear balcony features new tile flooring and panoramic water views. Storm shutters provide additional peace of mind on select windows, including both rear sliding doors. Additional features include ceiling fans throughout, under-building assigned parking, and abundant guest parking. The resort-style community offers an incredible list of amenities, including six swimming pools, pickleball courts, tennis courts, shuffleboard, electric vehicle charging stations, car wash stations, fitness center, and a beautifully renovated clubhouse featuring a library, card room, billiards room, and woodworking shop. Residents also enjoy yoga classes, water exercise programs, and a scenic 1.5-mile waterfront walking trail that winds throughout the community. Located just a short bike ride from some of Florida’s most beautiful beaches, popular waterfront restaurants, charming cafés, and lively beachside pubs, this exceptional condo offers the perfect combination of luxury, convenience, and the Florida lifestyle you’ve been dreaming of. Marina with several docks and many boat slips that are first-come first-serve. Some owners also offer available slips for rent. Come experience waterfront resort living every day!

7979 Sailboat Key Boulevard S Unit 101, South Pasadena

$3,200,000
3 Beds 5 Baths Skimmer Point Ph Iii SubDv. 33707 Zip Code
This magnificent estate is set on an exceptional location and lot with 102 ft frontage a wide open billion-dollar view of BOCA CIEGA BAY and yearlong 180-degree SUNSET views this estate masterpiece spans over 4155 sq ft of refined interior living space. A dramatic open-concept three story which wraps around the living area with a commanding fireplace that anchors the soaring cathedral ceilings. The sweeping water views from each room on the second level is where you can capture synchronized sunset views and compliments with large balconies and outdoor cook top and refrigerator for entertaining. The high caliber of kitchen appliances alongside elongated island provides exceptional versatility for entertaining as well as two resort-type bars. Outside the home transforms into a private oasis with spa and resort-type sparkling pool full 180 degrees of water views. The pool bathroom has washer and dryer hook-ups, shower, vanity, and benches. The wood deck spans most of the property. Additional highlights include Primary Bedroom with ensuite and Huge walk-in closet, two additional bedrooms also ensuite and a loft. The three garages has parking for 4 vehicles. Quality high grade superior structural elements built this custom masterpiece in 1990 with many extras. Hurricane Shutters, Central Vacuum, Elevator, pet bathtub are just a few. The elevator was just rebuilt with current electrical equipment Julyn of 2026 The primary Bedroom and ensuite is freshly painted July 2026 The famous Vaughn McCarthy & Sons of PVC architects designed it and a full set of blueprints are available. PASADENA YACHT AND COUNTRY CLUB is one of the finest country club communities on the west coast of Florida. Enter through the 24/7 Guard Gate to a refined lifestyle full of pastoral land and mature landscapes. PASADENA YACHT CLUB AND COUNTRY CLUB is a very sought after community and this masterpiece is offered for the first time. Come and enjoy the ultimate in Florida lifestyle.

2869 Seabreeze Drive S, Gulfport

$819,000
3 Beds 2 Baths Harbourside Condo SubDv. 33707 Zip Code
PRICED TO SELL! Penthouse with Unbelievable Water Views at BayWatch at Harbourside. Discover luxurious penthouse living in this unique 1,990 sq. ft. condo, one of only 10 on the island. Enjoy panoramic water views from the living room, dining room, kitchen, and both bedrooms. The unit features an open floor plan, is move-in ready, and comes furnished. This is your opportunity to experience the best of BayWatch 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: Two bedrooms, two baths, and a den that can function as an office, media room, or third bedroom. • Gourmet kitchen: Includes a central island with cabinets, two pantries, a wall oven, a microwave and eat-in space. • Custom dining room: Features built-in cabinets with a granite countertop, a snack bar, and double sliders leading to a private balcony. • Spacious primary suite: Offers two walk-in California closets and a third wall closet. The en-suite bathroom includes a water closet, two vanities, a soaking tub, and a separate walk-in shower. • Convenient laundry: A full-size side-by-side washer and dryer with storage are located in a room off the kitchen. • Quality construction: Solid steel reinforced concrete construction was used by JMC Communities, the original builder, rather than concrete blocks. Penthouse exclusives • Two assigned parking spaces: One covered carport (#118) and one space under the building (#98). • Sixth-floor storage unit: A large, conveniently located storage unit near the elevator is also included. • Private balcony: Accessed by double sliders from Primary bedroom and both the dining room and living room. 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, 20 pounds or under. This is your opportunity to experience the best of BayWatch at Harbourside and resort-style island living.

7872 Sailboat Key Boulevard S Unit PH602, South Pasadena

$1,275,000
3 Beds 3 Baths South Causeway Isle 2nd Add SubDv. 33707 Zip Code
Live the Florida waterfront lifestyle you've been dreaming of! Perfectly positioned in one of St. Petersburg's most desirable boating communities, this beautifully remodeled waterfront residence is just one mile from the sugar-sand beaches of Treasure Island and offers direct Gulf access with no fixed bridges. Designed for effortless indoor-outdoor living, the open floor plan showcases gorgeous wood flooring and breathtaking views of the sparkling pool and tranquil waterway from the moment you step inside. The chef's kitchen is a showstopper, featuring a Sub-Zero refrigerator, Wolf gas cooktop, Bosch appliances, warming drawer, wine refrigerator, beverage refrigerator, and generous space for gathering with family and friends. The home offers three spacious bedrooms, including two private ensuite bedrooms, plus a convenient half bath for guests. The luxurious primary suite opens directly to the pool and waterfront through sliding glass doors, creating a peaceful retreat to wake up to every morning. Step outside to your own private resort. The oversized pool with a relaxing sun shelf invites endless afternoons in the Florida sunshine, while the gas fire pit creates the perfect setting for cool evenings under the stars. Entertain with ease or simply enjoy watching dolphins frolic from your dock. Boaters will appreciate the private dock with a 10,000-pound boat lift, providing quick, bridge-free access to the Gulf of Mexico for fishing, cruising, or sunset adventures. The oversized garage includes a laundry area with utility sink and three additional refrigerators, offering exceptional storage for entertaining. Roof replaced in 2024, HVAC 2021, All sliders replaced in 2017 with hurricane impact, paver driveway 2021, electric blinds in living room and primary bedroom. Whole house remodel 2024. Ideally located just minutes from vibrant downtown St. Petersburg, you'll enjoy award-winning restaurants, waterfront parks, boutique shopping, art galleries, museums, live music, sporting events, and year-round festivals. Whether you're spending the day at the beach, boating the Gulf, or dining downtown, this exceptional home offers the very best of Florida waterfront living. Luxury. Location. Boating. Beaches. This is the lifestyle you've been waiting for.

121 79th Street S, St Petersburg

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