Pinellas County Homes with Sailboat Water Water Frontage

Pinellas County Homes with Sailboat Water Water Frontage

Welcome to Pinellas County, Florida, a sun-soaked paradise that perfectly blends natural beauty with vibrant coastal living. Nestled along the stunning Gulf Coast, Pinellas is renowned for its picturesque beaches, charming communities, and an array of recreational activities that cater to all lifestyles. With its rich cultural scene, delightful dining options, and year-round warm weather, it’s no wonder that this area is a sought-after destination for residents and visitors alike.

One of the most coveted features of Pinellas County is its stunning homes with sailboat water frontage. Imagine waking up each morning to breathtaking views of tranquil waters, where sailboats glide gracefully by, and the gentle sound of waves sets the perfect backdrop for your day. These waterfront properties not only offer direct access to the open waters of the Gulf but also provide a lifestyle filled with adventure and relaxation. Whether you’re an avid sailor, a fishing enthusiast, or simply enjoy the serene beauty of waterfront living, homes with sailboat water frontage in Pinellas cater to your every desire.

The neighborhoods around Pinellas County are characterized by lush landscapes, friendly communities, and a plethora of outdoor activities. From exploring the vibrant arts scene in St. Petersburg to enjoying the pristine beaches of Clearwater, there’s something for everyone. The combination of stunning waterfront properties and the lively atmosphere of Pinellas makes it an ideal place to call home. Dive into the allure of sailboat water living and discover your own piece of paradise in this exceptional county!

Newest Pinellas County Homes with Sailboat Water Water Frontage

3820 Gulf Boulevard Unit 801, St Pete Beach
$979,000
2 Beds ⋅ 2 Baths ⋅ San Seair Condo SubDv. ⋅ 33706 Zip Code
One of the Best Views in Pinellas County — Luxury Corner Condo on St. Pete Beach!! Live where the turquoise waters of the Gulf meet the white sands of world famous St. Pete Beach. This exceptional 8th floor corner condominium offers a rare combination of breathtaking beach and water views, abundant natural light, spacious living, and an unbeatable location just minutes from the restaurants, arts, entertainment, and amenities of St Petersburg and Tampa. With its southern exposure, three exterior walls, expansive windows, and two large private balconies, this beautifully renovated 2 bedroom, 2 bath residence captures panoramic Gulf and Bay views from an elevated bird’s eye perspective of a tropical island paradise. The views are truly extraordinary and rank among the finest waterfront views in the entire county At approximately 1,420 square feet the open and thoughtfully designed floor plan provides plenty of room for full-time coastal living, a luxury vacation home, or a second residence in one of Florida’s most desirable beach destinations. The spacious living, dining, and kitchen area is designed to take full advantage of the spectacular surroundings. The gourmet kitchen features quartz countertops, custom white cabinetry, breakfast bar, built-in desk, and stainless steel appliances, including dishwasher and microwave. The condominium is ready to move in and immediately begin enjoying the Florida beach lifestyle. Step outside onto either of the two expansive balconies and take in an unforgettable panorama of turquoise Gulf waters, white sand beaches, spectacular Florida sunsets, or even a space launch!! Imagine starting your morning with coffee overlooking the water, spending the afternoon on the beach, and ending the day watching the sun disappear over the Gulf from your own private balcony. Resort Style Beachfront Amenities include Direct beach access, heated beachfront swimming pool, Poolside BBQ area with covered seating and tables, Exercise/fitness room with beach views, Sauna, Updated lobbies and community spaces, Beach chair and bicycle storage, an Individual storage room, Shared laundry facility conveniently located on the same floor and a Reserved parking space near the condominium entrance. The building has also benefited from significant improvements, including a new roof in 2021, new electrical service in 2026, and exterior painting, balcony inspections, and upgraded balcony railings in 2020 along with numerous additional updates. Location is everything, and this property puts you directly in the heart of the St Pete Beach lifestyle. You are just steps from the famous Don CeSar, the charming historic neighborhood of Pass-A-Grille, and miles of beautiful white sand Gulf beaches Enjoy waterfront dining, local shops, beach cafés, and the relaxed character that makes St Pete Beach unique. Convenient access to downtown St Petersburg, with its acclaimed restaurants, museums, galleries, waterfront attractions, and vibrant arts scene. Enjoy the St Pete Pier, local markets, professional sports, and everything the Tampa Bay metropolitan area has to offer. Whether you’re searching for a permanent residence on the beach, a second home in Florida, a vacation home, or a luxury coastal retreat This isn’t simply a condominium with a beach view this is a front row seat to the Gulf Coast lifestyle!!

3820 Gulf Boulevard Unit 801, St Pete Beach

271 S Julia Circle, St Pete Beach
$6,299,000
5 Beds ⋅ 6 Baths ⋅ North Vina Del Mar 1st Add SubDv. ⋅ 33706 Zip Code
Thoughtfully engineered for quality, comfort, and peace of mind! Discover an extraordinary blend of coastal elegance, architectural sophistication, and modern luxury in this stunning custom-built waterfront residence. Ideally situated in the highly desirable North Vina Del Mar community of St. Pete Beach. Built in 2021, this remarkable three-story home offers over 7,800 square feet of thoughtfully designed indoor/outdoor living space, featuring 5 bedrooms, 6 full bathrooms, and an exceptional collection of upscale amenities. Soaring 11-foot ceilings, rich hardwood flooring, 8-foot interior doors, and exquisite custom finishes create an atmosphere of understated elegance. The expansive open-concept living area seamlessly connects the great room, gourmet kitchen, and dining spaces, offering an inviting setting for both intimate gatherings and effortless entertaining. The chef-inspired kitchen is a true centerpiece, showcasing premium Wolf and Sub-Zero appliances while impact-resistant windows/sliding doors fill the home with natural light. To complete this exceptional waterfront setting, the outdoor retreat features a private pool and spa overlooking the dock with two boat lifts on a wide, deep-water canal. This remarkable residence offers a rare opportunity to experience the perfect harmony of sophisticated luxury, exceptional craftsmanship, relaxed coastal living and the coveted Florida boating lifestyle.

271 S Julia Circle, St Pete Beach

451 Palm Island Ne, Clearwater Beach
$2,294,000
5 Beds ⋅ 4 Baths ⋅ Island Estates SubDv. ⋅ 33767 Zip Code
Elegant Waterfront Home on prestigious Island Estates offers Florida lifestyle at its best! The home sits at the end of beautiful Palm Island, safely elevated high above the water line (no flooding). The 5-bedrooms 4-baths home is filled with sunlight and offers an open concept living with beautiful water views. Welcome your guests …to gather in the elegant 2-story open ceiling living room …. or to sip a Prosecco on the upstairs balcony overlooking the water ….or to get cozy around the woodburning fireplace. Outside you are greeted by a lush green front yard, an elegant driveway, a sparkling saltwater pool, a large pool deck to watch the dolphins come by, and a brand-new dock and boat lift for your dreamboat. The waterfront has deep water access that welcomes every type of boat and sits right on the intracoastal waterways that take you out to Gulf. Whether you're looking for a full-time waterfront residence or a seasonal getaway, this easy to maintain property has it all. Upgrades include 2 new HVAC systems to cool down the summer heat, impact rated doors and windows for peace of mind during storm season, new impact rated garage door, new custom kitchen with granite countertop, new stainless-steel appliances, new bathrooms, new pool pump, pool and much more. Irrigation is supported by reclaimed water with new pipes and sprinkler heads. Clearwater Beach is an all-year-round Gulf coast paradise with beautiful white sandy beaches, clear turquoise water and a family friendly atmosphere. Luxurious hotels, trendy restaurants, The Sound concert venue, bars with live music and the famous Pier 60 with its nightly vendors and performers, will keep you entertained! The TampaBay area offers endless elegant Golf courses, adorable beach towns, museums, sport venues and top health care facilities. This waterfront property is only 30min from TPA Tampa International Airport and easy to reach from all over the US and Europe. Call us today for your private showing!

451 Palm Island Ne, Clearwater Beach

553 Crystal Drive, Madeira Beach
$750,000
Crystal Island SubDv. ⋅ 33708 Zip Code
A great opportunity to build your custom waterfront dream home on this exceptional 65' x 110' sailboat-water lot in the heart of Madeira Beach. Offering deep-water access with no fixed bridges to navigate between your dock and open waters, this premier homesite is perfectly positioned for boating enthusiasts seeking the ultimate Florida waterfront lifestyle. From your backyard, enjoy quick access to John's Pass Bridge and the Gulf, making spontaneous sunset cruises, offshore fishing adventures, and days on the beach effortless. Cruise by boat to numerous waterfront restaurants throughout Madeira Beach, Treasure Island, St. Pete Beach, Clearwater Beach, and the greater Tampa Bay area. Spend weekends exploring the region's popular sandbars and shoal islands, anchoring in crystal-clear waters, and enjoying some of Florida's most spectacular sunrises and sunsets from the water. You will be home in one of the Gulf Coast's most desirable waterfront communities; Madeira Beach offers the perfect blend of laid-back coastal living and year-round recreation. Residents enjoy a golf-cart-friendly community, making it easy to access local restaurants, shops, marinas, parks, and the sugar-sand beaches of the Gulf. Nearby ROC Park serves as a community hub with tennis and pickleball courts, athletic fields, playgrounds, a splash pad, fishing areas, and community events. The area is also home to one of Pinellas County's libraries and offers numerous community and cultural attractions, while the world-famous John's Pass Village & Boardwalk offers waterfront dining, entertainment, charter fishing, watersports, shopping, and festivals throughout the year. Beyond the beaches, this location provides convenient access to all that Tampa Bay has to offer, including downtown St. Petersburg's vibrant waterfront, museums, galleries, and restaurants, as well as Tampa's professional sports, performing arts venues, international airport, and business centers. Whether you're planning a luxury waterfront residence or a seasonal retreat, this outstanding sailboat-water homesite with 65 feet of waterfront frontage presents a rare opportunity to enjoy the very best of boating, beach living, and the unmatched coastal lifestyle that makes Madeira Beach one of Florida's most sought-after destinations.

553 Crystal Drive, Madeira Beach

112 Wall Street, Redington Shores
$1,495,000
3 Beds ⋅ 4 Baths ⋅ Harbor Shores 4th Add SubDv. ⋅ 33708 Zip Code
THIS IS THE ONE YOU'VE BEEN WAITING FOR! Beautifully updated from the inside out, this exceptional waterfront pool home offers the perfect combination of modern coastal finishes, thoughtful upgrades, breathtaking open-water views, and spectacular sunsets! Perfectly positioned on a wide-open bay off the Intracoastal Waterway, this 3-bedroom, 3.5-bathroom home with an additional den offers 2,137 square feet of beautifully appointed living space and the Florida waterfront lifestyle. From the moment you arrive, the tropical landscaping and inviting curb appeal set the stage for the updates inside. Step through the front door into a welcoming foyer with soaring vaulted ceilings, updated flooring, and a direct view to the sparkling water beyond. The thoughtfully updated interior features new interior doors, trim work, recessed lighting, shiplap accents, and an inviting open floor plan. THE KITCHEN IS A SHOWSTOPPER! Beautifully renovated with crisp white cabinetry, gorgeous countertops, stainless steel appliances, a custom-style range hood, designer tile backsplash, updated fixtures, and an expansive center island with seating for four. Two skylights flood the kitchen with natural light, while abundant cabinetry and a spacious walk-in pantry offer excellent storage. The kitchen opens effortlessly to the dining and living areas, ideal for everyday living and entertaining. The spacious waterfront living room is equally impressive, featuring beautiful shiplap accent walls, updated ceiling fan, recessed lighting, and oversized picture windows that perfectly frame the incredible panoramic bay views. An adjoining dining area accommodates casual meals or guests. The waterfront primary suite is a peaceful retreat with beautiful views of the bay and a gorgeous updated en suite bathroom featuring a dual-sink vanity, updated fixtures, modern lighting, and a beautifully tiled walk-in shower with frameless glass enclosure. Both generously sized guest bedrooms offer the convenience of their own en suite bathrooms, providing privacy for guests. An additional den offers flexibility for a home office, sitting room, or additional living space. Ample closet space and indoor laundry add convenience. AND THEN THERE'S THE BACKYARD! Your own private waterfront oasis, where the wide-open bay views are nothing short of spectacular! The expansive brick-paver patio surrounds a sparkling swimming pool with room to relax and entertain. Enjoy a covered patio, shaded pergola, outdoor shower, and tropical landscaping. The newer seawall, updated dock, and 10,000-pound boat lift make this property especially appealing to boating enthusiasts. Fish from the dock, cruise the Intracoastal, or enjoy sunsets by the pool. Additional features include a one-car garage and a roof replaced in 2018. Beautiful interiors and exceptional outdoor living make this more than an incredible waterfront location. Wide-open views, a private pool, boating from your backyard, and unforgettable sunsets!

112 Wall Street, Redington Shores

18675 Us Highway 19  N Unit 303, Clearwater
$289,900
3 Beds ⋅ 2 Baths ⋅ Bay Aristocrat Village Mobile Home Park Unrec SubDv. ⋅ 33764 Zip Code
Embrace a unique standard of waterfront living in this rare triple-wide, three-bedroom, two-bath residence with a private dock, ideally situated on a **saltwater basin with direct access to Tampa Bay**. This peaceful setting offers beautiful water views, gentle coastal breezes, and frequent sightings of dolphins and manatees just beyond your backyard—without being directly on open water. From the moment you arrive, the home’s tranquil waterfront position sets it apart. Designed for both comfort and elegance, this meticulously maintained residence features updated drywall throughout, a beautifully remodeled bath with professionally tiled walls and a comfort-height design, and a newer traditional air conditioning system for year-round climate control. Generously sized bedrooms provide abundant closet space and excellent cross-ventilation, while classic wooden shutters add warmth and architectural charm. Expansive outdoor living areas—enhanced by a retractable awning with integrated lighting—create the perfect setting for relaxing mornings or evening entertaining by the water. As an added convenience, the seller will include the community-approved golf cart with the purchase. Located within the highly desirable Bay Aristocrat Village, a resident-owned 55+ waterfront community, residents enjoy a welcoming lifestyle with convenient access to beaches, dining, healthcare, and shopping. Please note: the seller will retain certain personal belongings and select unique items that will not convey. A detailed list of exclusions will be provided. Bay Aristocrat Village is a resident-owned CO-OP community. Prospective purchasers should review all governing documents, fees, and approval requirements with the association. ESA pet policies should be confirmed directly with the community office. Corporate ownership, LLCs, and partnerships are prohibited. No seller financing available. Schedule your private showing to experience this distinctive waterfront property.

18675 Us Highway 19 N Unit 303, Clearwater

650 Island Way Unit 602, Clearwater
$474,900
2 Beds ⋅ 2 Baths ⋅ 650 Island Way Condo SubDv. ⋅ 33767 Zip Code
Waterfront Living with a 13,000-Pound Boat Lift, Southwest-Facing Balcony, and Extensive Building Improvements! Discover the appeal of coastal living in this two-bedroom, two-bath condominium overlooking Mandalay Channel on desirable Island Estates, just minutes from Clearwater Beach. Offering 1,218 square feet of living space, this sixth-floor residence combines comfortable interiors, beautiful Intracoastal Waterway views, and exceptional boating amenities. The living and dining room combination provides an inviting space for relaxing or entertaining, while the private southwest-facing balcony offers a wonderful vantage point for enjoying passing boats, afternoon sunshine, and colorful evening skies over the water. New flooring installed in 2025 enhances the interior, while new hurricane-rated windows and sliding glass doors were installed during the building's extensive remediation project. For boating enthusiasts, the residence includes the use of assigned Boat Slip 8, equipped with a 13,000-pound boat lift, providing convenient access to the Intracoastal Waterway and surrounding waterways. An assigned covered carport adds everyday convenience. The condominium building has undergone an extraordinary series of capital improvements, representing a significant investment in its appearance, infrastructure, and long-term durability. Improvements completed in 2026 include a new roof and fascia, new HardiePlank siding throughout the building, fresh exterior painting, new outdoor lighting, new covered carports, new mailboxes, and a new tiki hut. The parking lot is also scheduled to be resurfaced and sealed in 2026. Additional improvements include updated stairwells in 2025 and elevator modernization completed in 2023, with further updates in 2025. The waterfront infrastructure has also been extensively upgraded, with a comprehensive dock reconstruction project completed in 2024. This project included a new seawall raised 12 inches, a new dock raised 12 inches, a catwalk raised 20 inches, and new pilings, electrical service, water connections, and lighting. Residents also enjoy lush tropical landscaping, a convenient car wash area, and a designated dog walk area. All assessments associated with these improvements have been paid by the sellers, providing an additional benefit to the next owner. Located on Island Estates, this waterfront residence offers the perfect balance of a relaxed island atmosphere and convenient access to Clearwater Beach's renowned white-sand beaches, waterfront dining, shopping, and entertainment.Waterfront views, your boat just steps away, and major building improvements already completed and paid for—what are you waiting for? Schedule your private showing and start imagining life on Island Estates!

650 Island Way Unit 602, Clearwater

730 Pruitt Drive, Madeira Beach
$995,000
3 Beds ⋅ 2 Baths ⋅ Bay Point Estates 1st Add SubDv. ⋅ 33708 Zip Code
BOATER'S PARADISE! EXTENSIVELY RENOVATED WATERFRONT HOME JUST 2 MINUTES FROM JOHN'S PASS! Welcome to beautiful Madeira Beach, where modern coastal charm meets relaxed Florida waterfront living! This extensively renovated 3-bedroom, 2-bathroom home features a desirable split-bedroom floor plan, stylish contemporary finishes, and a private dock with direct boating access to the Intracoastal Waterway and the Gulf! From the moment you arrive, you'll appreciate the charming coastal-blue exterior, tropical landscaping, and inviting curb appeal. Step inside to discover a beautifully transformed interior featuring an open-concept layout, gorgeous large-format tile flooring, recessed lighting, and an abundance of natural light. The beautifully updated kitchen features crisp white shaker cabinetry, coastal-blue lower cabinets, quartz countertops with a matching backsplash, stainless steel appliances, sleek black hardware, and an expansive peninsula perfect for entertaining. The spacious living and dining areas flow seamlessly together, creating a bright and welcoming atmosphere. Major improvements include all-new electrical and plumbing, new hurricane-impact windows, a brand-new A/C system, tankless hot water heater and a 2020 roof, offering added comfort and peace of mind. Enjoy morning coffee or evening cocktails on your screened-in patio overlooking the water, or head out from your private dock for a day of boating, fishing, and exploring the Gulf Coast. LOCATION, LOCATION, LOCATION! Just 2 minutes from John's Pass Village & Boardwalk, with waterfront dining, shopping, entertainment, and beautiful sandy beaches nearby. Move-in ready and perfectly positioned for waterfront living!

730 Pruitt Drive, Madeira Beach

644 Island Way Unit 505, Clearwater
$423,900
2 Beds ⋅ 2 Baths ⋅ Island Point 1 Condo SubDv. ⋅ 33767 Zip Code
DISCOVER THE CONDO YOU’VE BEEN WAITING FOR! This MOVE-IN-READY ISLAND RETREAT offers IMPACT WINDOWS, an updated kitchen, and COVERED PARKING! This beautifully maintained, FULLY FURNISHED condo features PGT WinGuard impact-rated, vinyl, Low-E windows installed in 2022 with a transferable lifetime warranty. The kitchen was reimagined in 2018 with sleek white cabinetry, WHITE AND GRAY MARBLE COUNTERTOPS, a coordinating backsplash, stainless steel cabinet hardware, and Samsung appliances. Both the primary and guest bathrooms were completely renovated in 2015. Updated flooring in the living area and kitchen complements the inviting interior, while spacious rooms and large windows create a LIGHT AND BRIGHT atmosphere. The living room’s FLOOR-TO-CEILING WINDOWS with remote-controlled shades bring the outdoors into your living space. COVERED PARKING SPACE #54 adds everyday convenience. Enjoy waterfront amenities including a pool, boat docks available to residents on a first-come basis, a fishing dock, and a KAYAK LAUNCH WITH STORAGE. This block-construction building has completed a painting and envelope project. Island Point allows one rental per year, with a maximum of nine units rented at a time, following one year of ownership; proposed tenants require an application and approval. New buyers may bring ONE CAT OR DOG, subject to restrictions, although replacement pets are not permitted. Island Estates offers a convenient community setting within walking distance of dining, a bar and grill, a grocery store, UPS, a nail salon, and the Clearwater Marine Aquarium. You’re also just a Jolley Trolley ride from Clearwater Beach and its year-round activities. Whether you’re seeking a beach-area getaway or a full-time residence, this condo offers an inviting opportunity to enjoy island living. Come Live the Lifestyle, Come Live on the Island!

644 Island Way Unit 505, Clearwater

104 Klosterman Road W, Palm Harbor
$1,850,000
4 Beds ⋅ 3 Baths ⋅ Baywood Village SubDv. ⋅ 34683 Zip Code
Discover the ultimate Florida waterfront lifestyle in this stunning coastal retreat, perfectly suited as a private residence, vacation getaway, or high-performing rental investment. With spectacular St Joseph Sound and Gulf views from nearly every room, this exceptional home captures the beauty of its surroundings while offering the comfort, privacy, and amenities you’ve been looking for. Nestled at the end of a quiet cul-de-sac, this property offers direct deep-water Gulf access from your private dock, making it ideal for boating, sailing, fishing, and exploring the pristine islands and waterways nearby. The waterfront has been thoughtfully enhanced with a new dock in 2024 and boat lift in 2025, creating an exceptional setup for enjoying life on the water. The home has also been thoughtfully updated with numerous recent improvements, including: New kitchen and appliances — 2024 New water heater — 2024 New pool pump — 2024 New dock — 2024 New boat 10,000 lb lift — 2025 New washer and dryer — 2025 Roof — 2018 (upper roof) / 2005 (lower roof) Outside, low-maintenance landscaping allows you to spend more time enjoying the spectacular Florida setting. A serene private pool creates your own secluded oasis, tucked away from neighboring views and perfect for relaxing in the sunshine or unwinding after a day on the water. Inside, the main living level showcases an inviting open-concept design created to maximize the incredible water views. Elegant finishes and designer touches complement the space, including solid wood cabinetry, quartz countertops, and a beautiful bar area—perfect for entertaining family and friends. The spacious main level also features ample storage, a stylish powder room, a laundry/utility room, and a garage, providing both functionality and convenience. Upstairs, you'll find four generously sized bedrooms and two beautifully appointed bathrooms, each featuring double vanities. Step outside onto the expansive upper deck and enjoy refreshing Gulf breezes, breathtaking sunsets, and uninterrupted waterfront vistas. Whether you're looking for a private coastal sanctuary, a second home, or an investment property with strong vacation-rental appeal, this exceptional Gulf-access residence offers an opportunity to embrace the best of Florida waterfront living. Properties offering this combination of deep-water access, Gulf views, private dockage, pool, and recent updates are highly sought after. Don't miss your opportunity to make this extraordinary coastal retreat your own.

104 Klosterman Road W, Palm Harbor

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