Pinellas Homes with Sailboat Water Water Frontage

Pinellas Homes with Sailboat Water Water Frontage

Welcome to Pinellas County, Florida, a coastal gem that offers an unparalleled blend of vibrant communities, stunning natural beauty, and a lifestyle that dreams are made of. Nestled along the sun-kissed Gulf Coast, Pinellas is renowned for its picturesque beaches, charming towns, and a rich tapestry of cultural experiences. From the bustling streets of St. Petersburg to the quaint allure of Dunedin, there’s a unique charm around every corner.

One of the most sought-after features in this idyllic region is the availability of homes with sailboat water frontage. Imagine waking up each morning to the gentle lapping of waves and the sight of sailboats gliding across the horizon. These waterfront properties offer direct access to the sparkling waters of the Gulf, making them a haven for boating enthusiasts and water lovers alike. With no bridges or obstacles to navigate, you can set sail for a day of adventure or simply enjoy a sunset cruise right from your backyard.

The allure of sailboat water homes in Pinellas extends beyond just the stunning views. These properties often boast spacious layouts, lush landscaping, and outdoor living spaces perfect for entertaining. Whether you’re looking for a cozy retreat or a luxurious estate, you’ll find a variety of options that cater to every taste and lifestyle.

Living in Pinellas County means embracing a lifestyle filled with outdoor activities, incredible dining options, and a strong sense of community. With its warm climate and friendly atmosphere, it’s no wonder that so many choose to call this coastal paradise home. Discover your dream waterfront property in Pinellas County today, and experience the magic of sailboat living!

Newest Pinellas Homes with Sailboat Water Water Frontage

1 Baths ⋅ Columbia Towers Condo SubDv.

Every year, you take out a second mortgage on your home up north so that you can afford to rent a condo here in Florida for the winter months. Well, here's an alternative: why don't you BUY your own little condo here, and let other folks come up with rental money when you're not here? Hee is the perfect purchase for that goal; a lovely efficiency in a WATERFRONT complex across the bridge from Madeira Beach! This unit is located in popular Sea Towers on the Intracoastal Waterway. The gated Sea Towers community has plenty of things for you to while away your time here without ever leaving the complex. There are TWO pools, tennis, pickleball, bocce ball and shuffleboard courts, a putting green, fishing areas, a remodelled club house opening soon, a beautiful lagoon surrounded by a wide sidewalk (hint: three times around the lagoon is about the length of your daily mile walk!) The unit has a complete kitchen, bathroom (with an actual tub!), and pleasant sunset views! Sea Towers is close to shopping (as in right around the corner), movie theatres, and downtown night life in St. Pete, Clearwater and Tampa. Come see how fun-filled and enjoyable your winters can be (or you might even enjoy it here year-round!)

4725 Cove Circle Unit 306, St Petersburg

3 Beds ⋅ 2 Baths ⋅ Redington Beach Homes 5th Add SubDv.

RENOVATED WATERFRONT LIVING IN REDINGTON BEACH 63 FEET OF WATERFRONT, PRIVATE POOL, BOAT LIFT & BEAUTIFUL INTRACOASTAL VIEWS! Welcome to 16458 Redington Drive, where the Florida waterfront lifestyle takes center stage. Located in highly desirable Redington Beach, this beautifully renovated 3-bedroom, 2-bath, 1,680-square-foot single-story home offers approximately 63 feet of waterfront, a private pool, dock and boat lift—all just minutes from the Gulf beaches. From the moment you enter, expansive water views, abundant natural light and a bright open-concept design create an immediate connection to the outdoors. The heart of the home is the impressive open living, dining and kitchen area, designed to maximize both space and the spectacular waterfront setting. An expansive wall of windows frames the water from multiple vantage points, allowing the Intracoastal scenery to become part of the interior. Neutral finishes, beautiful wood-look flooring and recessed lighting give the home a fresh, coastal feel while the spacious layout provides plenty of room for entertaining, relaxing and everyday living. The renovated kitchen is both stylish and functional, featuring white shaker-style cabinetry, dark countertops, stainless steel appliances, a stainless farmhouse sink, gas range with stainless vent hood, contemporary tile backsplash and an oversized center island offering generous prep space, storage and counter seating. A waterfront dining area sits directly beside a large picture window, creating an incredible backdrop for morning coffee, casual meals or dinner with friends. The home's three-bedroom, two-bath layout offers comfortable accommodations for family and guests. Updated bathrooms continue the clean, contemporary design, including beautiful tilework, modern vanities and glass-enclosed showers. Throughout the home, the extensive windows capture natural light and showcase the surrounding water and tropical landscape. Outside is where this property truly embraces the Florida boating lifestyle. Step into your waterfront backyard featuring a private in-ground pool, covered outdoor living area, approximately 63 feet of waterfront, composite dock and boat lift. Spend the day cruising the Intracoastal, head out toward the Gulf, return home for an afternoon by the pool and enjoy evenings overlooking the water from your own backyard. The protected waterfront setting provides an ideal combination of boating access and peaceful water views. Additional highlights include an attached oversized one-car garage, ample driveway parking and the ease of single-story living. The home has been thoughtfully improved with updated windows, plumbing, HVAC and additional renovations, complementing its move-in-ready interior and waterfront setting. Ideally positioned in the charming coastal community of Redington Beach, the home offers the best of both worlds waterfront living from your backyard and the sugar-sand Gulf beaches just a short distance away. Enjoy nearby restaurants, boating, fishing, paddleboarding and everything that makes the Pinellas beaches one of Florida's most desirable coastal destinations. Whether you're searching for a full-time waterfront residence, second home or your own Florida retreat, 16458 Redington Drive delivers the combination buyers want most: renovated interiors, wide water views, a private pool, dock, boat lift and an exceptional Redington Beach location. THIS IS MORE THAN A HOME IT'S THE REDINGTON BEACH WATERFRONT LIFESTYLE.

16458 Redington Drive, Redington Beach

4 Beds ⋅ 3 Baths ⋅ Bayside Sub SubDv.

ENJOY PRIVATE LUXURY RESIDENTIAL WATERFRONT LIVING WITHIN A SHORT WALKING DISTANCE OF CLEARWATER BEACH! Lushly landscaped with a rich circular pavered driveway, this elegant 4 bedroom, 3 bath. 4 car garage residence offers beautiful finishes, wonderful water views, and easy boating access to the intracoastal waterway and the Gulf. A richly-appointed covered entry opens to a 20ft high foyer with a dazzling circular staircase to the 1st living level. Exceptional tilework, lovely millwork and wood trim, and stunning vistas welcome you to the attractive open living room with covered balcony overlooking the waterfront. A huge open-concept contemporary kitchen boasts coastal white shaker-style cabinetry, quartz counters, high-quality appliances, gas cooking, dedicated wine/beverage chiller, an ice maker, an island bar with serving center, casual dining area, a Juliette waterfront balcony and an impressive waterfront sitting area. Adjacent to the kitchen is the laundry facility with double washer/dryer and substantial storage. Through charming double doors, you’ll discover the inviting executive office/den – spacious enough for numerous office configurations. The upper level contains a magnificent owner’s suite with sweeping views of the water, with the grand bedroom opening to a private covered waterfront balcony. A large central sitting area, with tumbled marble dual-sided fireplace, overlooks the waterfront and transitions to a luxurious owner’s bath with attractive quartz vanities, stand-along soaking tub with views of the waterfront, a private and exquisite glass-tile walk-in shower, a private rest room, and two separate walk-in closets with closet systems. A second upper-level bedroom suite enjoys front and rear waterviews, a graceful full bath, and a sizeable walk-in closet. Two additional guest bedrooms have attractive engineered hardwood floors, fine closet systems, and share a delightful covered balcony. All bedrooms and baths are splendid in their finish and appearance. From your lower-level landing, step out to the gorgeous 720sqft covered deck with covered hot tub and area plumbed for a covered outdoor gas kitchen, with additional areas for lounging and dining. Beyond the covered deck rests a generously-sized pool deck – perfect for outdoor entertaining. Your updated sea wall supports a composite dock with two jet ski lifts, step down for kayak/paddleboard launch, and moorings for a yacht or large cruiser. The home provides a 3-stop elevator and many extras! The best of boating and the beach, within easy walking distance of dining, shopping and entertainment.

136 Devon Drive, Clearwater Beach

2 Beds ⋅ 2 Baths ⋅ Palma Del Mar 1, Condo Bldg. A SubDv.

ISLAND LIVING WITH SWEEPING VIEWS, RESORT-STYLE AMENITIES & THE BEST OF ST. PETERSBURG AT YOUR DOORSTEP! Welcome to 6401 Palma Del Mar Blvd S, Unit 404, where relaxed Florida living meets the beautiful island setting of Palma Del Mar. This light-filled 2-bedroom, 2-bath condominium offers an open, inviting floor plan surrounded by expansive windows and scenic views that immediately set the tone for coastal living. For added convenience and peace of mind, the residence is equipped with electric hurricane shutters on all windows. Step inside to a bright living and dining area designed to take full advantage of the natural light and surrounding scenery. Walls of windows create an airy atmosphere, while the open layout provides plenty of space for entertaining or simply relaxing at home. Sliding glass doors lead to the private covered balcony, the perfect place for morning coffee, an evening cocktail, or enjoying the warm Florida breezes while overlooking the lush tropical landscape and golf course. The kitchen opens directly to the main living space and features granite countertops, stainless steel appliances, abundant cabinetry, and a spacious breakfast bar offering additional seating and serving space. Both bedrooms are generously sized with large windows and excellent natural light. The primary suite provides a peaceful retreat with ample closet space and an ensuite bath, while the second bedroom and full bath offer comfortable accommodations for family and guests. Located on beautiful Isla Del Sol, Palma Del Mar offers the quintessential Florida lifestyle in a picturesque waterfront and golf-course community. Enjoy easy access to the beaches, boating, golf, dining and recreation, with Fort De Soto, Pass-a-Grille, St. Pete Beach and vibrant Downtown St. Petersburg all just a short drive away. Whether you're searching for a full-time residence, seasonal Florida escape, or investment opportunity, Unit 404 offers an incredible combination of location, views, storm protection and laid-back coastal living. WELCOME TO PALMA DEL MAR—WHERE EVERY DAY FEELS LIKE YOUR ON VACATION.

6104 Palma Del Mar Boulevard S Unit 404, St Petersburg

1 Beds ⋅ 1 Baths ⋅ Belleview Gulf Condo SubDv.

Welcome to Belleview Gulf Condo #371, a turnkey studio condo in Indian Shores, directly across Gulf Boulevard from the beautiful sugary-sand beaches of the Gulf of America. This 317-square-foot studio offers an affordable opportunity to own a beach getaway, vacation rental, or investment property in one of Pinellas County’s most desirable coastal communities. Public records show this suite was built in 1964 and is part of the established Belleview Gulf Condominium community. The efficient layout makes excellent use of the space, providing a comfortable living and sleeping area, full bath, and kitchen facilities for extended stays. Belleview Gulf is uniquely positioned between the Gulf and the Intracoastal Waterway, giving owners and guests easy access to both beach days and waterfront relaxation. One of the community’s standout features is its waterfront setting on the Intracoastal. Enjoy the community pool, grilling and picnic areas, shuffleboard, and opportunities to relax along the water while watching boats, dolphins, and manatees pass by. The Gulf beach access is conveniently located just across Gulf Boulevard, making it easy to enjoy morning walks, swimming, sunsets, and everything Indian Shores has to offer. Belleview Gulf units are also marketed for short-term vacation use, making the property attractive to buyers looking for a combination of personal use and rental potential. Indian Shores offers a laid-back beach atmosphere with restaurants, coffee shops, shopping, parks, and the beach trolley nearby, while still providing convenient access to Clearwater Beach, St. Pete Beach, Johns Pass, and the greater Tampa Bay area. Whether you are looking for a low-maintenance Florida getaway, an income-producing vacation property, or simply your own place near the beach, Belleview Gulf #371 offers a rare opportunity to own in a waterfront community with both Gulf and Intracoastal access.

18399 Gulf Boulevard Unit 371, Belleair Beach

4 Beds ⋅ 6 Baths ⋅ Pasadena Point Estates Ph Ii SubDv.

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, South Pasadena

4 Beds ⋅ 4 Baths ⋅ Venetian Isles SubDv.

Located in one of Tampa Bay's most premier boating communities with close proximity to highly rated schools. Come experience one the finest residences in Venetian Isles. Easy, no bridge, direct water access to Tampa Bay in seconds. Incredible floor plan with spacious open kitchen, large living room, plus a bonus flex space that can be used as a playroom, den, or office. Double primary options. Original primary is downstairs with beautiful waterviews and en-suite updated bathroom and walk-in closet. Upstairs primary option also features en-suite bathroom and walk-in closet with bonus of a private balcony and views of the Sunshine Skyway. The home was designed with entertaining in mind. Centrally located kitchen. i Entire rear of the home opens up to the water and spacious patio/pool area. Seawall has been replaced, newer custom dock, 13k lb boat lift, new 6k jet ski lift. Recent renovations include the 3rd garage bay extending the entire climate controlled garage to accommodate multiple car lifts if desired. Another addition to the home is the new utility room and a half bathroom that also serves as a pool bath. New main house HVAC Condenser and Air Handler Bosch SEER 20 (Ashmore Air). Come watch the dolphin play in your backyard daily or relax in your heated swimming pool and spa. Fenced in yard with optional dog run. Quick cruise in your golf cart to vibrant downtown St. Petersburg. Easy commute to Tampa International Airport. Less than 25 min to our World famous Beaches. Come see why life in Venetian Isles is so desirable. All room sizes are approximate. Virtual video tour and matterport is available. Venetian isles Homeowners Association is optional. Deed restrictions are mandatory.

1946 Illinois Avenue Ne, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Pasadena Cove Condo SubDv.

Beautiful one of a kind property. Waterfront Community with Slips available to rent or purchase. Very convenient to everything, you can walk or ride a bike to the beach or Gulfport. very short walk to grocery shopping, pharmacy, restaurants, hardware stores, etc. . Bus Stop at the entrance of the community There was no damage to the unit during the hurricanes. One level unit no stairs or elevator required to access the unit, one car garage with attic for extra storage. Screen enclosed porch on the back that looks out onto the marina and water. You can be in Downtown St Pete or Baseball Stadium in less than 10 minutes, about 30 minutes to major airport and Tampa.

1312 Pasadena Avenue S Unit 15, South Pasadena

4 Beds ⋅ 4 Baths ⋅ Dans Island On Sand Key Condo SubDv.

A singular Sand Key PENTHOUSE offering 3,532 square feet of impeccably updated living space sitting on top of a Gulf front building. Upon arriving at the Penthouse level, you are treated to a luminous four bedroom, four bath residence. Your new living room boasts approximately 840 square feet of living space with walls of glass flowing effortlessly onto two graceful wraparound terraces. Inside your new home you will be drawn to your unobstructed views of the Gulf and Intracoastal from everywhere you can see. Offering panoramic views from Belleair Shores to Clearwater Beach and beyond. With nightly SUNSETS mirrored by Intracoastal SUNRISES. Designed for both grand entertaining and intimate living, the chef’s kitchen showcases Cristallo Quartzite counters, renowned for their exotic and rare crystalline translucency that illuminates at night. The chef's kitchen features premium JennAir appliances, drawer refrigeration and freezer, induction cooktop, double ovens and a butler's pantry just steps away. Two secluded primary suites elevate the home’s sense of refinement. The principal suite featuring an electric fireplace, generous walk in closets and a spa inspired bath. Outside, the terraces function as private promenades above the shoreline, with an uninterrupted horizon as far as the eye can see. Completing this exceptional offering: a coveted UNDER-BUILDING parking space located just outside the lobby entrance. You get a 135 square feet of PRIVATE STORAGE space on the garage level. You also get temperature controlled storage units on the PENTHOUSE LEVEL. Dan’s Island privileges include 24 hour guard, gated security, an oceanfront heated pool, separate spa, and a poolside grilling area. A separate building housing full time management offices, fitness center with Sauna and a clubhouse. You get full Gulf views while working out in the fitness center, a full caterer's kitchen, bar area to stock for your parties, billiards, racquetball, inside basketball court and two Gulf facing balconies. Experience a rare beachfront residence—elegant, elevated, and utterly timeless. This is a MUST-SEE! Schedule your private showing today!

1660 Gulf Boulevard Unit PH1, Clearwater Beach

3 Beds ⋅ 4 Baths ⋅ Pointe At Marina Bay Condo The SubDv.

Newly renovated luxury waterfront residence in the prestigious gated community of Marina Bay, complete with a highly coveted 30-foot deeded boat slip valued at approximately $135,000-$200,000. Few waterfront condominiums offer a private deeded slip that conveys with the residence, no separate purchase, no waiting list, and no compromise. Simply park your boat and enjoy effortless access from the protected marina to Boca Ciega Bay, the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico for fishing, waterfront dining, sunset cruises, and endless days on the water. Designed for true turn-key, maintenance-free living, this residence allows you to lock the door and travel with confidence while the community maintains the exterior and grounds. A home warranty is included for additional peace of mind, making this the perfect full-time residence or luxury waterfront retreat. Unlike homes exposed to open bay conditions, Marina Bay's protected marina provides calmer waters for easier docking, greater protection from wind and wave action, and added convenience for boat owners. A secure key-access elevator opens directly to your private foyer, where nearly 2,900 square feet of thoughtfully renovated coastal modern living awaits. Located in an intimate waterfront community with only three residences per building, this home offers the privacy and quiet of a full-floor residence without the congestion of high-rise living. Inside, soaring 11-foot ceilings, elegant tray ceilings, 8-foot doors, expansive impact-rated windows and doors, and an open-concept floor plan create an atmosphere filled with natural light and timeless coastal elegance. The spacious layout features three generous ensuite bedrooms, three full baths, a powder room, a chef's kitchen with custom wood cabinetry, abundant storage, gas fireplace, and an expansive wraparound balcony overlooking tranquil waterfront views. Guests enjoy the comfort and privacy of their own ensuite accommodations. Recent renovations inside and out combined with a new community roof and painted exterior (2026) mean you can move right in and immediately begin enjoying the Florida waterfront lifestyle. Residents enjoy resort-style amenities including two swimming pools (one geothermally heated), two spas, a waterfront fishing pier, fitness center, elegant clubhouse, secure under-building parking, and beautifully maintained grounds. Ideally located just minutes from vibrant downtown St. Petersburg, award-winning restaurants, museums, waterfront parks, Fort De Soto Park, St. Pete Beach, the Pinellas Trail, Eckerd College, Stetson University College of Law, championship golf, premier marinas, Tampa International Airport, and Tampa Bay Rays baseball. Some waterfront homes simply offer a view. This one offers the freedom to untie the lines, step aboard your boat, and embrace a truly carefree, luxury waterfront lifestyle every day.

43 Bayview Court S Unit A, Gulfport

Pasadena Golf Club Estates Sec 4 SubDv.

WATERFRONT BUILDING OPPORTUNITY! Expansive 0.63-acre vacant lot with approximately 120 feet of saltwater canal frontage and a composite dock. No fixed bridges to the Gulf of Mexico, offering excellent boating access. Zoned R-3 and no HOA, this generous homesite provides the opportunity to build a custom waterfront residence with plenty of room for a pool and outdoor living. Conveniently located near Gulf beaches, Gulfport, Pasadena, waterfront dining, shopping and all that St. Petersburg has to offer. Buyer to verify zoning, building, dock, utility and development requirements.

1301 Sea Gull Drive S, South Pasadena

2 Beds ⋅ 2 Baths ⋅ Dans Island On Sand Key Condo SubDv.

Virtually Staged. INCREDIBLE PANORAMIC SOUTH, WEST and EAST FACING WATER VIEWS!! This rare LARGE corner residence offers 80 feet of wraparound balcony to enjoy the sunsets 365 days a year! Dan's Island is a highly sought-after community offering an exceptional opportunity to enjoy the very best of Clearwater Beach coastal living. Filled with natural light, this inviting 2-bedroom, 2-bath residence features a spacious living area and thoughtfully designed split-bedroom floor plan, providing privacy and comfort for both owners and guests. The generously sized primary suite features engineered hardwood flooring, walk-in closet, a private en-suite bath with dual vanities, rich wood cabinetry and granite countertops. The spacious guest bedroom with another walk-in closet and full guest bath provide comfortable accommodations for family and visitors. The well-appointed kitchen offers abundant cabinetry, granite countertops, stainless steel appliances and a built-in wine rack, while an interior laundry room and ample storage add everyday convenience. Additional upgrades include a HVAC system (2023), new roof (2026) and updated exterior landscaping and grounds. Dan’s Island offers an impressive array of resort-style amenities, including a beautiful clubhouse, fitness center, racquetball court, recreational facilities and inviting social spaces, as well as 24 hour security. Step outside to the expansive swimming pool and enjoy the spectacular waterfront setting just steps from the Gulf. Ideally located on Clearwater Beach, this exceptional residence puts you close to beautiful beaches, boating, dining, shopping and entertainment while offering the relaxed waterfront lifestyle Florida is famous for. Whether enjoyed as a full-time residence or coastal retreat, this rare corner unit combines spectacular views, an outstanding location and resort-style amenities in one of Clearwater Beach’s most desirable waterfront communities.

1600 Gulf Boulevard Unit 911, Clearwater Beach

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