Pinellas Homes with Sailboat Water Water Frontage

Pinellas Homes with Sailboat Water Water Frontage

Welcome to Pinellas County, Florida, a jewel nestled along the Gulf Coast that boasts stunning waterfront vistas, vibrant communities, and a lifestyle that feels like a permanent vacation. Known for its sun-kissed beaches, lush parks, and a plethora of recreational activities, Pinellas County is a paradise for those who appreciate the great outdoors and a thriving cultural scene.

One of the most sought-after features in this idyllic region is homes with sailboat water frontage. Imagine waking up each morning to the gentle sound of waves lapping against your dock, with the sun casting a golden glow over the water. These properties offer direct access to the sparkling waterways, allowing you to set sail at a moment's notice and explore the scenic beauty of the Gulf of Mexico. Whether you’re an avid sailor or simply enjoy the tranquility of waterfront living, homes with sailboat water frontage provide an unparalleled lifestyle.

Pinellas County is not just about beautiful homes; it’s a community rich in amenities. Enjoy world-class dining, boutique shopping, and a vibrant arts scene in charming towns like St. Petersburg and Clearwater. With an array of parks and nature reserves, you can indulge in hiking, biking, and bird-watching, all while soaking in the stunning natural beauty that surrounds you.

In Pinellas County, the perfect blend of leisure and luxury awaits. Explore the exquisite homes with sailboat water frontage and discover the enchanting lifestyle that this coastal haven has to offer. Your dream home by the water is just a sail away!

Newest Pinellas Homes with Sailboat Water Water Frontage

$699,900
2 Beds 3 Baths Bengal Bay Condo SubDv. 33785 Zip Code
BEACHSIDE TOWNHOME with BEACH VIEWS! West side of Gulf Blvd! Rarely available! Enjoy beach views and Gulf breezes! Remodeled, fully furnished townhome with 2 bedrooms, 2.5 bathrooms and 2 car carport. *****SUPER LOW CONDO FEE only $667/month (paid Quarterly) includes our insurance for Hurricane, Flood & Wind, Landscaping service, plus Escrow funds for repairs/maintenance****TWO PETS ALLOWED***** Great rental investment - very popular townhome - sold fully equipped - move-in/rental ready**** Only 4 townhomes in small quaint, well-run complex. Fully equipped kitchen, granite countertops, stainless steel appliances, loads of counter and cabinet space, Great room plan with fireplace off kitchen with dining table set, newer couch and armchairs. Two beach view balconies with patio furniture. New easy maintenance Luxury vinyl faux wood flooring throughout. Both bedrooms feature vaulted ceilings, and their own ensuite full private full baths located upstairs on 2nd floor PLUS bedrooms have split plan for added privacy. Primary bedroom has KING size bed and private balcony with beach views. Guest bedroom has QUEEN bed. Main living area on 1st floor with great room plan with half bath (toilet & sink) and laundry area with full size washer dryer. For BEACH DAYS there are various beach chairs, floaties, beach wagon, umbrella & a cooler. Townhome enjoys side beach views from both balconies, only about 40 ft to public beach access at 27th Ave. Beautifully decorated, very comfortable, only thing you need to bring is your toothbrush! Charming Indian Rocks Beach has everything residents and visitors love! Beautiful (smoke free) sparkling beaches, award winning restaurants, quaint shops, festivals, dog park, fishing pier, playgrounds and parks with tennis, pickleball, basketball and skateboard park. PLUS an IRB resident BOAT RAMP with that small town friendly atmosphere. TENANT OCCUPIED ----DO NOT DISTURB ---APPT ONLY PLEASE

2700 Gulf Boulevard Unit 2, Indian Rocks Beach

$3,750,000
3 Beds 3 Baths Tierra Verde Unit 1 1st Rep SubDv. 33715 Zip Code
Extraordinary waterfront home in Tierra Verde! Rare opportunity on approximately 200-foot waterfront premium tip lot. This immaculate four-level, three-bedroom, three-bath home features three levels of balconies with expansive waterfront views! As you walk through the door you’ll feel right at home with the open flow and thoughtful architectural details. The main entry flows seamlessly into a spacious living area with an adjacent dry bar, creating an ideal setting for entertaining. There is an elegant, oversized dining room perfect for special celebrations or family gatherings. An inviting family room boasts an optimal layout, highlighted by sliders that draw you to the balcony overlooking the pool and water, making it a perfect spot to relax and unwind. The chef’s kitchen overlooks the family room, showcasing a cooktop island, and abundance of custom cabinetry, a casual eat-in area, with serene water views. Perfect for guests or family, there are two generously sized bedrooms, including one with a private en-suite bath, while the second enjoys direct access to the back balcony and convenient access to a second bathroom. The upstairs primary retreat boasts dual walk-in closets and a newly updated en-suite bathroom complete with double sinks, walk-in shower, and a free-standing soaking tub. Enjoy your morning coffee on the balcony overlooking the stunning water views. There is a dramatic floating skywalk which spans across the open interior leading to a den with custom built-in bookcases and water views along with access to a balcony. From the Den, there is a spiral staircase which ascends to a fourth-floor flex space perfect for a second office or studio-complete with its own private balcony overlooking the pristine water! The sprawling saltwater pool/spa serves as the ultimate outdoor oasis, surrounded by an expansive pool deck, bar area, and lush landscaping. Guests can relax poolside watching the dolphins, manatees and other wildlife while having access to the private boat dock which can accommodate multiple sized boats. There is a spacious side yard offering endless versatility. Beaches, walking/biking trails, Fort DeSota State Park shops and restaurants all nearby. Short drive to downtown St Pete. Tampa International Airport approx. 40 min drive. Come live the Coastal Lifestyle in Tierra Verde! Schedule your private viewing today!

205 6th Street E, Tierra Verde

$469,900
3 Beds 2 Baths Highland Lakes SubDv. 34684 Zip Code
Virtually Staged. Florida living at its finest awaits in this beautiful 3-bedroom, 2-bathroom Highland Lakes home, offering over 2,000 square feet of living space in Palm Harbor’s premier 55+ golf community, just steps from Lake Tarpon! A welcoming double-door entry opens to a bright and spacious interior where thoughtful updates and desirable features come together to create an easy, move-in-ready home. Inside, BRAND-NEW 2026 luxury vinyl plank flooring flows seamlessly throughout the home, complemented by fresh interior paint, new baseboards, multiple skylights, and hurricane-impact windows that fill the living spaces with natural light. The eat-in kitchen provides plenty of room to gather and features granite countertops, abundant cabinetry, a convenient built-in desk, and a breakfast nook for casual dining. The oversized indoor laundry room offers exceptional functionality with a spacious storage closet, utility sink, additional cabinetry, and a second refrigerator, along with direct access to the 2-car garage. The private primary suite is located at the rear of the home and features a large walk-in closet, an additional built-in closet, and an en-suite bathroom with a walk-in shower. Two additional spacious bedrooms offer walk-in closet space, providing plenty of room for guests, an office, hobbies, or additional storage. The major improvements have already been taken care of, including a BRAND-NEW 2026 ROOF, NEW 2025 HVAC, NEW 2025 HOT WATER HEATER, hurricane-impact windows, and brand-new rain gutters being installed prior to closing! The home has also recently passed a 4-point inspection and is situated high and dry in a non-flood zone, offering added peace of mind. Beyond the home, enjoy everything Highland Lakes has to offer for an incredibly affordable HOA fee of just $164 per month. Residents enjoy unlimited FREE golf on three private executive golf courses, plus tennis, pickleball, bocce, shuffleboard, fitness classes, clubs, entertainment, and a full calendar of social activities. The private Lake Tarpon Lodge offers a boat ramp, fishing pier, and community pontoon boats, while complimentary RV and boat storage and golf-cart-friendly streets add even more convenience to everyday life. Located just minutes from the Gulf beaches, outstanding shopping and dining, top-rated healthcare, professional sports, two international airports, and a cruise port, this exceptional home offers the perfect combination of modern updates, spacious living, and an active Florida lifestyle. Come discover all that this wonderful home and Highland Lakes have to offer!

3972 Tarpon Pointe Circle, Palm Harbor

$975,000
3 Beds 2 Baths Waterway Estates Sec 2 SubDv. 33703 Zip Code
WATERFRONT LIVING IN WATERWAY ESTATES where the Florida lifestyle begins right in your own backyard. Situated on a quiet cul-de-sac, this beautifully cared-for waterfront home offers an expansive waterfront setting, private dock with boat lift, sparkling saltwater pool and exceptional indoor-outdoor living—all in one of Northeast St. Petersburg’s established waterfront communities. Step inside and you’re immediately drawn to the wide-open floor plan and beautiful water views visible from nearly every room in the home. The spacious kitchen is truly the heart of the home, featuring a large center island, gas appliances and plenty of room for gathering and entertaining. The kitchen flows seamlessly into the main living area, where a wood-burning fireplace adds warmth and character while walls of windows and sliders bring in abundant natural light and showcase the waterfront setting beyond. New windows throughout are another thoughtful improvement. The split-bedroom floor plan provides privacy for both owners and guests. The primary suite is a peaceful retreat with its own en suite bath and sliding glass doors opening directly to the pool and waterfront—imagine waking up to that view every morning. A guest bedroom on the opposite side of the home also features sliders leading to a covered lanai, creating a private indoor-outdoor space that's ideal for visiting family and friends. Outside is where the Florida lifestyle truly comes to life. Spend your mornings with coffee overlooking the water, afternoons floating in the pool, and evenings relaxing under the covered lanai or out on the dock. Boaters will love having their boat just steps from the back door, ready for a day on Tampa Bay or a boat ride into downtown St. Petersburg for lunch, dinner or an evening on the waterfront. And some of this home's most valuable features are the ones you can't see. Exceptionally well cared for and thoughtfully improved, the home features new plumbing, new electrical, hurricane shutters, a whole-house generator and solar panels—and the home has never flooded. These significant improvements provide an added level of confidence while allowing the next owner to simply settle in and enjoy everything this home and neighborhood have to offer. Life in Waterway Estates is about more than the house—it's a true Florida neighborhood lifestyle. Hop on the golf cart and head to nearby Denver Park for pickleball, stop by Mariner Market, or simply cruise the neighborhood and enjoy the waterfront surroundings. Everyday conveniences are just minutes away, including Whole Foods Market, two Publix locations, The Fresh Market and Trader Joe's, along with restaurants, shopping and services throughout Northeast St. Pete. And when you're ready for downtown, you have options—go by golf cart, by boat or by car. Downtown St. Petersburg's waterfront parks, restaurants, museums, shopping, Beach Drive and the St. Pete Pier are all within easy reach. From the water views throughout the home to the pool, private dock, boating access and thoughtfully completed improvements, 1484 47th Ave NE delivers the lifestyle so many people come to St. Petersburg looking for—a home where the water isn't just something you look at, it's part of how you live.

1484 47th Avenue Ne, St Petersburg

$3,075,000
3 Beds 3 Baths Coastal Elegance At Snug Harbor Condo SubDv. 33708 Zip Code
Introducing COASTAL ELEGANCE AT SNUG HARBOR. Five Luxury Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-new, exquisitely appointed coastal residence, stepping outside to your private boat slip in a protected harbor, and knowing that John's Pass, the Gulf beaches, boating, dining and entertainment are all just moments away. Now imagine knowing that only five people get to own here. Welcome to Coastal Elegance at Snug Harbor an ultra-exclusive collection of just five newly completed luxury island residences in Madeira Beach. These exceptional 2- and 3-bedroom residences provide rare open spaces, high end appliances, high ceilings, well appointed fixtures and finishes with expansive balconies ranging from approximately 1,750 to 3,700 square feet. These residences were thoughtfully designed and exceptionally constructed on a piece of coastal real estate that simply cannot be recreated. See the water. Feel the coastal breeze. Step aboard your boat. Walk to John's Pass. Each residence has available private boat slips, tucked safely inside a protected harbor just inside the spectacular John's Pass Bridge. And when you feel like venturing out, leave the car behind. Take a short walk to the 100+ shops, restaurants, bars and attractions surrounding the world-famous John's Pass Village & Boardwalk. ONE RESIDENCE. MULTIPLE WAYS TO ENJOY IT. Make it your Florida primary residence and potentially take advantage of Florida's valuable homestead benefits. Keep it as your private coastal escape where the boat is waiting whenever you arrive. Or take advantage of the rare flexibility of legal short-term rentals, creating the opportunity for rental income during periods when you're not enjoying the residence yourself. For qualified purchasers, the residences may also present compelling 1031 exchange, cost-segregation and current bonus-depreciation planning opportunities to discuss with your tax advisor. There are plenty of boring older condominiums along the coast. There are very few places where you can own brand-new construction, substantial living space, a private boat slip, short-term rental flexibility and a walkable John's Pass lifestyle in an intimate building shared by only five owners. And once these five residences are spoken for, there isn't another building here to sell. Come see what makes Coastal Elegance different. Schedule a private showing, walk the available 2- and 3-bedroom floorplans, experience the views and setting for yourself, and decide whether you should be one of the fortunate five. The offered price does NOT include a private boat slip. A slip can be purchased as an option for $200K if desired but is not required. Private Slips will be assigned as Residences are purchased in a first come first served basis. Community pool under construction under separate permit.

13655 Gulf Boulevard Unit 401, Madeira Beach

$1,525,000
3 Beds 2 Baths Coastal Elegance At Snug Harbor Condo SubDv. 33708 Zip Code
Introducing COASTAL ELEGANCE AT SNUG HARBOR. Five Luxury Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-new, exquisitely appointed coastal residence, stepping outside to your private boat slip in a protected harbor, and knowing that John's Pass, the Gulf beaches, boating, dining and entertainment are all just moments away. Now imagine knowing that only five people get to own here. Welcome to Coastal Elegance at Snug Harbor an ultra-exclusive collection of just five newly completed luxury island residences in Madeira Beach. These exceptional 2- and 3-bedroom residences provide rare open spaces, high end appliances, high ceilings, well appointed fixtures and finishes with expansive balconies ranging from approximately 1,750 to 3,700 square feet. These residences were thoughtfully designed and exceptionally constructed on a piece of coastal real estate that simply cannot be recreated. See the water. Feel the coastal breeze. Step aboard your boat. Walk to John's Pass. Each residence has available private boat slips, tucked safely inside a protected harbor just inside the spectacular John's Pass Bridge. And when you feel like venturing out, leave the car behind. Take a short walk to the 100+ shops, restaurants, bars and attractions surrounding the world-famous John's Pass Village & Boardwalk. ONE RESIDENCE. MULTIPLE WAYS TO ENJOY IT. Make it your Florida primary residence and potentially take advantage of Florida's valuable homestead benefits. Keep it as your private coastal escape where the boat is waiting whenever you arrive. Or take advantage of the rare flexibility of legal short-term rentals, creating the opportunity for rental income during periods when you're not enjoying the residence yourself. For qualified purchasers, the residences may also present compelling 1031 exchange, cost-segregation and current bonus-depreciation planning opportunities to discuss with your tax advisor. There are plenty of boring older condominiums along the coast. There are very few places where you can own brand-new construction, substantial living space, a private boat slip, short-term rental flexibility and a walkable John's Pass lifestyle in an intimate building shared by only five owners. And once these five residences are spoken for, there isn't another building here to sell. Come see what makes Coastal Elegance different. Schedule a private showing, walk the available 2- and 3-bedroom floorplans, experience the views and setting for yourself, and decide whether you should be one of the fortunate five. The offered price does NOT include a private boat slip. A slip can be purchased as an option for $200K if desired but is not required. Private Slips will be assigned as Residences are purchased in a first come first served basis. Community pool under construction under separate permit.

13655 Gulf Boulevard Unit 302, Madeira Beach

$1,675,000
2 Beds 2 Baths Snug Harbor Condo SubDv. 33708 Zip Code
Introducing COASTAL ELEGANCE AT SNUG HARBOR Five Residences. Five Private Boat Slips available. One Irreplaceable Island Setting. Imagine waking up in your brand-new, exquisitely appointed coastal residence, stepping outside to your private boat slip in a protected harbor, and knowing that John's Pass, the Gulf beaches, boating, dining and entertainment are all just moments away. Now imagine knowing that only five people get to own here. Welcome to Coastal Elegance at Snug Harbor an ultra-exclusive collection of just five newly completed luxury island residences in Madeira Beach. These exceptional 2- and 3-bedroom residences provide rare open spaces, high end appliances, fixtures and finishes with expansive balconies ranging from approximately 1,750 to 3,700 square feet. These residences were thoughtfully designed and exceptionally constructed on a piece of coastal real estate that simply cannot be recreated. See the water. Feel the coastal breeze. Step aboard your boat. Walk to John's Pass. Each residence has available private boat slips, tucked safely inside a protected harbor just inside the spectacular John's Pass Bridge. And when you feel like venturing out, leave the car behind. Take a short walk to the 100+ shops, restaurants, bars and attractions surrounding the world-famous John's Pass Village & Boardwalk. ONE RESIDENCE. MULTIPLE WAYS TO ENJOY IT. Make it your Florida primary residence and potentially take advantage of Florida's valuable homestead benefits. Keep it as your private coastal escape where the boat is waiting whenever you arrive. Or take advantage of the rare flexibility of legal short-term rentals, creating the opportunity for rental income during periods when you're not enjoying the residence yourself. For qualified purchasers, the residences may also present compelling 1031 exchange, cost-segregation and current bonus-depreciation planning opportunities to discuss with your tax advisor. There are plenty of boring older condominiums along the coast. There are very few places where you can own brand-new construction, substantial living space, a private boat slip, short-term rental flexibility and a walkable John's Pass lifestyle in an intimate building shared by only five owners. And once these five residences are spoken for, there isn't another building here to sell. Come see what makes Coastal Elegance different. Schedule a private showing, walk the available 2- and 3-bedroom floorplans, experience the views and setting for yourself, and decide whether you should be one of the fortunate five. Community pool under construction under separate permit.

13655 Gulf Boulevard Unit 201, Madeira Beach

$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

$3,750,000
5 Beds 4 Baths Broadwater SubDv. 33711 Zip Code
Modern sophistication meets exceptional waterfront living in this meticulously designed 4,515-square-foot residence, where refined finishes, thoughtful details, and effortless indoor-outdoor living create a truly private retreat. Arrive via the expansive circular paver driveway, where concrete pavers and manicured artificial turf lead to the impressive portico and quartz-finished front porch. Step inside and immediately take in the clean architectural lines, sophisticated finishes, and beautiful views through the home to the resort-style pool and waterfront beyond. The spacious floor plan offers five bedrooms and four bathrooms, with the luxurious primary suite positioned to take full advantage of the pool and water views. European white oak hardwood flooring complements the serene design, while three walk-in closets—including one cedar-lined closet—provide exceptional storage. Built-in floating drawers bridge the bedroom and spa-inspired ensuite, which features dual vanities, frameless mirrors with LED lighting, a freestanding soaking tub, and a separate rain shower finished with full-height Dekton panels. Dekton also wraps the bedroom columns with beautifully executed 45-degree mitered edges for a custom, seamless finish. The bespoke kitchen is equally impressive, featuring premium Thermador appliances: a built-in coffee system, six-burner gas range, griddle, and pot filler. The oversized island showcases a bright white surface with soft, realistic gray veining that continues across the full-height backsplash and perimeter countertops, creating a seamless, refined aesthetic. The substantial 2.5-inch island profile with 45-degree mitered edges adds another layer of custom craftsmanship. The family room centers around a wood-burning fireplace with a striking Cambria quartz accent wall, mounted television, surround sound, and floating cabinetry and shelving. The oversized laundry room offers extensive cabinetry, Cambria countertops, a second refrigerator, and a farmhouse apron sink. An oversized two-car garage features an epoxy-finished floor, workshop area, extensive built-in cabinetry, and Cambria countertops. Outdoor living is truly exceptional. The zero edge-pool features a dramatic water fountain and floating steps crafted from Ocean Reef slabs, designed for a comfortable feel underfoot. The expansive pool deck is finished in 24-by-24-inch Premium Select Tumbled Limestone, while the 13-by-35-foot covered lanai provides generous space for dining, lounging, and entertaining. For the boating enthusiast, this property delivers an extraordinary waterfront experience with a 16,000-pound boat lift, wet slip with dedicated electrical hookup, and a boat davit at the seawall. The deep-water canal can accommodate a 50-foot yacht or offshore fishing boat, offering direct access for serious boating and fishing adventures. Additional highlights include a durable metal roof and whole-house solar panels, with the seller reporting approximately $35 per month in electricity costs. Original architectural blueprints are also available, offering a unique glimpse into the thoughtful design and craftsmanship of this exceptional waterfront residence.

4130 42nd Avenue S, St Petersburg

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