South Pasadena Homes with Sailboat Water Water Frontage

South Pasadena Homes with Sailboat Water Water Frontage

Welcome to South Pasadena, Florida—a hidden gem nestled in the heart of Pinellas County. This charming city is known for its quaint atmosphere, friendly community, and stunning waterfront views that beckon both residents and visitors alike. With its prime location just minutes from the vibrant beaches of St. Pete and the bustling downtown area, South Pasadena offers the perfect blend of relaxation and convenience.

One of the most alluring features of South Pasadena is its array of homes with sailboat water frontage. Imagine waking up to the gentle sound of waves lapping against your dock, with direct access to the shimmering waters of Boca Ciega Bay. These waterfront properties offer not just a home, but a lifestyle—perfect for boating enthusiasts and nature lovers. Whether you're cruising along the coast or enjoying a sunset sail, the possibilities are endless.

The real estate market in South Pasadena boasts a variety of architectural styles, from charming bungalows to modern waterfront estates. Each home is designed to take advantage of the breathtaking views and the serene ambiance that this coastal city provides. With lush landscaping and private docks, these properties are not just homes; they are gateways to a vibrant aquatic lifestyle.

In addition to its scenic beauty, South Pasadena is rich in amenities, including parks, shopping, and dining options that cater to every taste. With a strong sense of community and a laid-back vibe, it's no wonder that so many are drawn to this picturesque city. Come explore the enchanting homes with sailboat water frontage in South Pasadena—your dream waterfront oasis awaits!

Newest South Pasadena Homes with Sailboat Water Water Frontage

$3,375,000
5 Beds 4 Baths SubDv. 33707 Zip Code
Must-see Italian Riviera-style villa offering exceptional coastal living in the amazing gated community of Pasadena Yacht & Country Club! This spectacular 5-bedroom, 4-bath residence offers 4,895 square feet of living space and is one of the largest one-story homes in the community. Set on one of the neighborhood’s largest lots at nearly half an acre, the highly desirable U-shaped design provides exceptional privacy while creating a seamless connection between the spacious interior and remarkable outdoor spaces. The resort-style backyard is truly an entertainer’s dream. The expansive area features a heated saltwater lap pool (resurfaced in 2024), Jacuzzi, outdoor kitchen, gas fire pit and abundant space for entertaining, dining, or simply relaxing and enjoying the Florida lifestyle. From the moment you enter the inside the impressive scale of the home is immediately apparent. The open floor plan features an elegant living room, formal dining area, and beautifully appointed wet bar. The bar includes an ice maker, quartz countertops, peninsula with seating space, two refrigerators and abundant cabinetry. The adjacent living room features beautiful wood flooring and soaring cathedral ceilings. The formal sunken dining area is framed by dramatic ceilings rising more than 20 feet and is complemented by a dedicated wine room with a Thermador wine cooler. Movie nights become an experience in the state-of-the-art media room, complete with a huge screen and surround sound. The gourmet kitchen is equally impressive, featuring a Sub-Zero refrigerator, Wolf gas range with double ovens, granite countertops, large island, peninsula with seating, and an abundance of cabinetry. Just off the kitchen is a SECOND dining area and living room, giving multiple spaces for privacy or to entertain guests in. Next to that also includes a versatile bedroom that can easily function as a children’s playroom, home office, library, or family room. The private south wing is dedicated to the primary suite and additional bedrooms. The enormous primary retreat features his-and-her closets with custom organizers, dual sinks with powder area, and a whirlpool tub overlooking the marina. An indoor shower and separate outdoor shower add a distinctive resort-style touch. Two additional generously sized bedrooms on this wing provide comfortable accommodations for family and guests. A spacious three-car garage offers ample storage, an epoxy-coated floor, and dedicated work area. Other upgrades include: full-home generator, hurricane-impact windows/sliders/doors, block home, full-home security system, water softener, irrigation/sprinkler system, dual HVAC systems, central vacuum, ceiling-mounted sound system, laundry room, large driveway, pest-control service. Pasadena Yacht & Country Club offers an exceptional private-club lifestyle with 18-hole championship golf course, tennis and pickleball courts, Olympic-size swimming pool, fitness center, and an active calendar of social events. The club is planning a new state-of-the-art fitness center as well as updates to the golf course and marina in 2027. New owners have the ability to bypass the current membership waitlist, which is reportedly more than two years long. Close to downtown St. Pete, St. Pete Beach, easy drive to Tampa, Bradenton, and Sarasota, and walking distance to charming downtown Gulfport. Home never flooded during the seller’s ownership and sits notably higher than many surrounding homes.

6320 Pasadena Point Boulevard, Gulfport

$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

$2,699,999
5 Beds 5 Baths South Cswy Isle Sub SubDv. 33707 Zip Code
Virtually Staged. Brand-new, elevated waterfront construction—thoughtfully designed for luxury, boating, and the ultimate Florida lifestyle.Where sophisticated design, smart coastal construction, and exceptional boating amenities come together. This impressive home offers five bedrooms, four-and-a-half bathrooms, and an oversized five-car garage. All primary living areas are elevated on the second floor, providing an ideal combination of comfort, functionality, and thoughtful Florida construction. A beautiful statement chandelier creates an unforgettable first impression upon entering. Upstairs, 10-foot ceilings enhance the bright, open layout. The gourmet kitchen features high-end ZLINE appliances, solid-wood cabinetry, quartz countertops, a natural-gas range, pot filler, under-cabinet lighting, and carefully selected designer finishes.The builder went above and beyond by bringing natural gas directly to the property. Natural gas serves the range, water heater, clothes dryer, and new pool heater. The electrical panel is generator-ready, and the builder can install a generator if the buyer chooses as an available upgrade. Each bedroom has direct access to a bathroom, providing additional privacy and convenience for family members and guests. The primary suite includes two walk-in closets and a spa-inspired bathroom with a soaking tub, oversized walk-in shower, dual showe rheads, six body jets, under-vanity lighting, an LED mirror, and a Bluetooth-enabled LED exhaust fan. The closets have intentionally been left open for customization, allowing the buyer to design storage systems that complement their individual needs and style. An additional flex space is currently being used as an office but could easily be transformed into a walk-in pantry, reading nook, additional storage area, or another space tailored to the buyer’s lifestyle.A covered wraparound deck extends around the second floor and features a Ply-Dek waterproof roofing system, recessed lighting, and outdoor ceiling fans, creating an inviting outdoor living area that can be enjoyed day or night. A custom pergola offers even more entertaining space with a full outdoor kitchen and separate island. The travertine pool deck surrounds a newly equipped saltwater pool with a new natural-gas heater, while a convenient dockside shower adds to the home’s waterfront functionality. Boating amenities include a seawall constructed in 2017 and a 10,000-pound boat lift. The garage is equipped with 14 flood vents designed to allow floodwater to flow through the enclosed lower level and equalize pressure during a flooding event. Additional features include hurricane-impact windows and doors, a new paver driveway, irrigation system, energy-efficient LED lighting, whole-home surge protection, an upgraded pool electrical panel, and capped plumbing in the garage. The oversized garage also offers additional space with potential for future expansion, subject to permitting and applicable approvals. Thoughtfully built for Florida’s coastal lifestyle, this remarkable property delivers elevated construction, high-end finishes, expansive entertaining spaces, and everything needed to enjoy waterfront living at its finest.

7870 Causeway Boulevard S, St Petersburg

$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

$1,495,000
3 Beds 4 Baths Pasadena Golf Club Estates Sec 4 SubDv. 33707 Zip Code
Virtually Staged. RARE WATERFRONT OPPORTUNITY WITH SPECTACULAR OPEN-WATER VIEWS! Situated on an exceptional waterfront parcel, 6505 Debbie Lane South offers expansive Intracoastal - Boca Ciega Bay views with a breathtaking outlook toward Pass-a-Grille, St. Pete Beach and the iconic Don CeSar. This exceptional waterfront setting offers sailboat water access to Boca Ciega Bay, the Intracoastal Waterway and Gulf of America. The property features substantial waterfront improvements, including an extensive concrete bulkhead/seawall with metal reinforcement, a composite dock constructed in 2024 and a 10,000-pound boat lift; an outstanding setting for the boating enthusiast. The existing block-constructed residence was impacted by flooding during Hurricane Helene. The owner subsequently remediated the property, including removal of approximately two feet of affected interior lath and plaster, but elected not to remodel, allowing the next owner to determine the property's future. The owner advises that no Substantial Damage determination letter was issued to the homeowner following Hurricane Helene. The home also features double-pane, high-impact windows and sliders installed in 2012. This unique offering provides an opportunity for a buyer to explore renovation of the existing residence or the creation of a new waterfront home designed to maximize this extraordinary setting. Whether envisioned as a renovation or the site of a future custom residence, the true centerpiece is the waterfront: remarkable open-water views, substantial waterfront infrastructure, boating access and an increasingly difficult-to-replicate location. Property is being offered in its current condition. Buyer is responsible for independently verifying all information and performing all due diligence regarding renovation or redevelopment, FEMA and floodplain requirements, substantial-damage status, permitting, seawall, dock, boat lift and intended use.

6505 Debbie Lane S, St Petersburg

$1,735,000
3 Beds 2 Baths Pasadena Golf Club Estates Sec 4 SubDv. 33707 Zip Code
Set on an extraordinary 1.26-acre waterfront lot in Pasadena Golf Club Estates, this renovated 3-bedroom, 2-bath pool home offers the kind of space, privacy, and boating access that is increasingly hard to find in Pinellas County. With more than 150 feet of seawall and deep-water access, the property is ideally positioned for those who want to fully embrace the Florida waterfront lifestyle. The outdoor setting is truly the centerpiece. A heated pool, resurfaced in 2024, is surrounded by a newer paver deck with plenty of room for lounging, dining, and entertaining. Beyond the pool, the composite dock completed in 2019 features a 10,000-lb boat lift, sink, and cleaning station. Deeded underwater rights also provide additional possibilities for a second dock, jet ski lift, or paddleboard launch. From here, you can be on the Gulf of America in approximately 15 minutes, with convenient access to Boca Ciega Bay, the Intracoastal Waterway, Blind Pass, and Pass-a-Grille Channel. The property also offers excellent everyday functionality with a 2-car garage and an oversized driveway providing abundant parking and additional space for an RV or boat. Inside, the home has been thoughtfully renovated with a clean, modern coastal feel. The split-bedroom layout provides privacy while spacious living and family rooms offer plenty of room to gather, all enhanced by natural light and waterfront views. Impact-rated windows and doors add both comfort and peace of mind. At the heart of the home, the kitchen is designed for both everyday living and entertaining, featuring quartz countertops, custom cabinetry, double ovens, an induction cooktop, farmhouse sink, and generous workspace. The adjacent dining area opens directly to the waterfront deck, creating an easy connection between the interior and outdoor living spaces. A sleek wet bar with a built-in wine refrigerator adds another thoughtful entertaining feature, while both bathrooms have been beautifully updated. Major improvements have already been completed, including a 2024 roof, 2025 HVAC system, and 2025 water heater. Located in unincorporated Pinellas County, the property is short-term rental friendly, creating flexibility for use as a full-time residence, seasonal retreat, or investment property. St. Pete Beach is less than 10 minutes away, downtown St. Petersburg is approximately 15 minutes away, and Tampa International Airport is roughly 35 minutes away. An oversized waterfront lot, deep-water boating access, private pool, generous parking, and extensive renovations come together to create a property that offers far more than a typical coastal home.

1514 Sea Gull Drive S, St Petersburg

$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

$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

$159,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
A first-floor corner home in Gulfport's Town Shores with a covered carport spot (furnishings negotiable)—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day- this one. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's pool was just renovated and is HEATED year round, directly off your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. Less upkeep, more Gulfport—and a first-floor corner unit worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, Gulfport

$2,950,000
4 Beds 6 Baths Pasadena Point Estates Ph Ii SubDv. 33707 Zip Code
Seller wants an offer!! 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

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