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, this vibrant community offers an enchanting blend of small-town charm and modern amenities. With its palm-lined streets, friendly neighbors, and a relaxed atmosphere, South Pasadena is the perfect place to call home.

One of the city’s most alluring features is its stunning sailboat waterfront properties. Imagine waking up each day to the gentle sound of waves lapping against the shore and breathtaking sunsets that paint the sky in vibrant hues. Homes here with sailboat water frontage provide not just a residence, but a lifestyle enriched by the beauty of nature and the thrill of the open water. Whether you’re an avid sailor or simply enjoy the serene views, these properties offer direct access to the shimmering waters of Boca Ciega Bay, making them a dream come true for water enthusiasts.

In addition to its beautiful homes, South Pasadena boasts an array of local parks, shops, and dining options, all within a short distance. The community is also conveniently located near the bustling city of St. Petersburg, providing easy access to cultural attractions, entertainment, and world-class beaches.

If you’re seeking a tranquil yet vibrant lifestyle, South Pasadena’s sailboat waterfront homes offer the perfect blend of relaxation and adventure. Discover your slice of paradise in this delightful city, where every day feels like a vacation and the beauty of waterfront living is right at your doorstep.

Newest South Pasadena Homes with Sailboat Water Water Frontage

$245,000
1 Beds ⋅ 2 Baths ⋅ Bay Island Group 1 SubDv. ⋅ 33707 Zip Code
Beautiful 7th floor condo with views of Boca Ciega Bay from your spacious living room, dining room, and enclosed lanai/porch with tile floor. Large master suite provides a luxury feel with a large walk-in closet. This condo has been totally remodeled. The kitchen features new, shaker-style cabinets, granite countertops, butcher block island & stainless steel appliances. Luxury vinyl plank flooring throughout. Both bathrooms have been renovated. Amenities include a beautiful clubhouse, fitness center, sauna, tennis courts, swimming pools, hot tubs, shuffleboard, docks, and walking/jogging path encircling the complex. Convenient to shopping, medical complex, restaurants, and the sandy beaches of the Gulf of Mexico. If you are looking for your slice of paradise in a gated, waterfront, 55+ community, schedule your showing now!

7400 Sun Island Drive S Unit 709, South Pasadena
$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
$1,695,000
4 Beds ⋅ 3 Baths ⋅ Pasadena Golf Club Estates Sec 5 SubDv. ⋅ 33707 Zip Code
OPEN WIDE WATERFRONT ON BOCA CIEGA BAY.......This Sailboat intercostal waterfront home has oversized swim spa and a beautiful deck on water which feels you are on a boat looking at the open water and viewing the panoramic sunset. This fabulous updated home is a solar home with generator. Front of the house has magnificent patio for your morning pleasure to have coffee and enjoy the sunrise. This home has 3bed, 2 bath, and a bonus room, and 2 car garage and new boat lift and dock. Pasadena Golf and country club golf course is only few minutes away from property; also St.Pete Beach and fine dining and entertainment is only minutes away from the property. Please call for your private tour

1818 Dolphin Boulevard S, St Petersburg
$555,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
This is a well maintained waterfront unit in Harbourside Condos in South Pasadena INCLUDING A DEEP WATER BOAT SLIP/LIFT (there are only 87 slips total for 800 units). It's a 16,000 lb Deco all aluminum and stainless steel cradle lift. Harbourside is a resort-like condo community on the intracoastal waterway 5 minutes from St Pete Beach. This unit's features are: HVAC system (2025), Stainless steel appliances, Hurricane shutters, Hurricane impact windows, 9' Ceilings and Dining and Living room combination with a Split Bedroom plan. The western view from the private balcony has beautiful Florida sunsets! The guest bedroom and kitchen also have beautiful water views. This desirable complex is guard gated (24 hour) with many amenities including 6 pools, his and hers fitness centers, shuffleboard, pickleball, tennis, hot tub, electric car charging stations, car wash stations, clubhouse with many social events throughout the year, library, card room, billiards room, arts and crafts room, wood working area, yoga and water exercise classes. There is a 1.5 mile walkway around the complex along the waterfront which is lit up for nightly walks. Come see what resort living in Florida is all about. You can live your tropical, island dream here in Harbourside.

7984 Sailboat Key Boulevard S Unit 303, St Petersburg
$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 Hugh 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, reverse osmosis filtration, 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
$645,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
This spacious corner unit in Harbourside is move-in ready with many updates. The unit has a wide open view of the Intracoastal to the west for beautiful sunsets. The Open Floor plan offers a spacious living area with Dining Room/Living Room combo and a pass-through from the Kitchen for entertaining. 9' ceilings add to the spacious feel. The Kitchen has quartz countertops, updated cabinets and newer stainless steel appliances, plus an eat-in area. The flooring is tile throughout. The Living Area has crown molding and resurfaced ceilings and a view of the pool and waterfront with access to the balcony. The Primary Bedroom has access to the balcony also and a totally remodeled ensuite bathroom and a walk-in closet. The Primary Bathroom has a large shower. The Bonus Room has access to the balcony. The Guest Bedroom is set up for an office with a built in desk and cabinets, it also features twin Murphy beds with built-in drawers & cabinets. Hurricane shutters for all windows and sliding glass doors to provide added peace of mind. New washer and dryer in 2024. Harbourside is a guard gated (24 hour) complex with many amenities including pool, his and hers fitness centers, shuffleboard, pickleball, tennis, hot tub, electric car charging stations, car wash stations, recently renovated clubhouse with many social events throughout the year, library, card room, billiards room, arts and crafts room, wood working area, yoga and water exercise classes. There is a 1.5 mile walkway around the complex along the waterfront which is lit up for nightly walks. Come see what resort living in Florida is all about. You can live your tropical, island dream here in Harbourside.

7974 Sailboat Key Boulevard S Unit 301, South Pasadena
$850,000
South Cswy Isle 2nd Add SubDv. ⋅ 33707 Zip Code
Redevelopment opportunity on the water in Causeway Isles. The existing 3-bed/2-bath, 1,631 sq ft home sustained rainwater intrusion during Hurricane Helene and has been county-determined to exceed the substantial damage threshold, meaning that the structure must be rebuilt to current flood zone and building code standards rather than repaired. With 75 feet of direct water frontage to build on, the lot itself is the asset.

7932 2nd Avenue S, St Petersburg
$1,495,000
3 Beds ⋅ 2 Baths ⋅ South Cswy Isle Yacht Club 5th Add SubDv. ⋅ 33707 Zip Code
SIGNIFICANT PRICE REDUCTION - Yacht Club Estates! Luxurious waterfront estate with open water views situated on a premier elevated over sized lot. No water intrusion at all from Hurricane Helene! This gorgeous home consists of three bedrooms plus study, two full baths, 2,421sf. of living area, and a three car garage. In 2012 an extensive remodel/addition took place creating a spectacular covered patio and entertaining area with fireplace all waterside offering beautiful water views and endless sunsets. Included in the addition was a spacious inside laundry room and a tandem three car garage. The lushly landscaped tropical lot has 89ft. of waterfront and is 150ft. deep with plenty of room for any size pool. The primary suite has a 12ft. x 12ft. sitting area perfect for an office or nursery. Other features include: Travertine flooring throughout main living areas, kitchen with granite tops, stainless steel appliances, and a Viking gas range, new seawall in 2010, new dock with Trex decking and lift in 2010 with a 10,000lb lift capacity, a waterfront patio with Travertine pavers, Impact windows across rear of home, driveway and front walkway with designer pavers, a floating Kayak launch pad, natural gas, reclaimed water and so much more. For the boating enthusiast, just minutes away from the open Gulf waters! Exceptional overall location and neighborhood offering a short commute to vibrant downtown St. Petersburg, I-275, and the Gulf Beaches. This is true luxury waterfront living at its best.

1201 81st Street S, St Petersburg
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