Pinellas County Homes with Canal Front Frontage

Pinellas County Homes with Canal Front Frontage

Welcome to Pinellas County, Florida, a stunning slice of paradise nestled along the Gulf Coast. Known for its sun-kissed beaches, vibrant communities, and a rich tapestry of cultural experiences, Pinellas County is a haven for those seeking a serene lifestyle without sacrificing the excitement of urban living. With picturesque waterfront views, lush parks, and a plethora of recreational activities, this region truly offers something for everyone.

One of the most coveted features of homes in Pinellas County is their canal front frontage. Imagine waking up to the gentle lapping of water against your dock, where you can sip your morning coffee while basking in the warm Florida sun. Canal front homes provide not only breathtaking views but also direct access to the waterways, making them perfect for boating enthusiasts and water lovers alike. Whether you enjoy fishing, kayaking, or simply cruising through the serene canals, these properties offer a unique lifestyle that celebrates the beauty of nature.

The neighborhoods surrounding these canal front homes are characterized by their friendly atmosphere, where neighbors become friends and community events abound. From charming local shops to delicious dining options, you'll find that everything you need is just a short drive or boat ride away.

In Pinellas County, life is about more than just a home; it's about embracing a lifestyle filled with sunshine, adventure, and the tranquility of waterfront living. Discover your dream canal front property today and experience the magic of Pinellas County for yourself!

Newest Pinellas County Homes with Canal Front Frontage

1893 Shore Dr. Drive S Unit 216, South Pasadena
$140,000
2 Beds ⋅ 2 Baths ⋅ Shore Plaza Bldg SubDv. ⋅ 33707 Zip Code
Waterfront Value on Shore Drive: Priced to Sell! Why pay $180K+? The last 2/2 in this community sold for just over $180K, and this second-floor unit is priced at $140K. Waterfront living on Boca Ciega Bay at a price you won't see often. This 2-bed, 2-bath condo in a sought-after 55+ waterfront community is move-in ready. Sip your morning coffee in the spacious Florida room and watch dolphins, manatees, and boats drift by. St. Pete Beach, Treasure Island, and Gulfport are all just minutes away. Split-bedroom layout for privacy • Spacious primary suite with ensuite bath and large closet • Large windows and bright living space with bay views • Meticulously maintained* The community offers fantastic waterfront amenities, including: • Heated waterfront pool • Fishing pier and dock • Waterfront picnic areas with gas grills • Large clubhouse with fitness center, billiards, and event space • Laundry rooms on every floor Major community improvements include a new roof and dock/fishing pier (2018). The monthly condo fee provides tremendous value, covering cable, internet, gas, water, and more. The building also uses a central gas boiler, which helps reduce both building and individual unit insurance costs. Conveniently located near shopping, dining, medical facilities, and the SunRunner Express to downtown St. Petersburg. Affordable waterfront living in a prime location—rarely available at this value on Shore Drive. Schedule your private showing today and start enjoying the relaxed Florida coastal lifestyle.

1893 Shore Dr. Drive S Unit 216, South Pasadena

5860 Leeland Street S, St Petersburg
$1,499,900
3 Beds ⋅ 3 Baths ⋅ Bayway Isles SubDv. ⋅ 33715 Zip Code
BRAND-NEW ROOF + EXCEPTIONAL WATERFRONT LIVING IN BAYWAY ISLES! Welcome to this beautifully maintained canal-front home in one of St. Petersburg’s most sought-after 24-hour guard-gated communities. Offering approximately 90 feet of saltwater frontage, a private dock with 13,000-lb boat lift, and direct access to open water, this home is perfectly positioned for the Florida boating lifestyle. Inside, natural light fills the home through an abundance of windows, creating a bright and open feel throughout. The spacious layout features 3 bedrooms, 3 bathrooms, multiple living and dining areas, and a kitchen with a convenient service window connecting directly to the outdoor entertaining space. The home also features a water softener, adding another everyday convenience. Step outside to your private waterfront retreat featuring a heated saltwater pool, expansive patio, and wide-open canal views. Unlike many waterfront properties, the positioning of this home provides added privacy without looking directly into neighboring homes across the canal. Positioned at an elevated setting along the waterfront, the home performed exceptionally well through recent storms. Recent improvements also include a BRAND-NEW ROOF, offering added peace of mind for the next owner. Buyers may also qualify for a 1% lender credit when financing with the preferred lender; ask for details and applicable lender terms. Located just minutes from St. Pete Beach, Fort De Soto, and Downtown St. Petersburg, with convenient access to the Sunshine Skyway Bridge and Tampa International Airport. 90 feet of waterfront. Private dock. 13,000-lb boat lift. Saltwater pool. Brand-new roof. Guard-gated Bayway Isles. This is Florida waterfront living at its best.

5860 Leeland Street S, St Petersburg

2741 Via Cipriani Unit 916A, Clearwater
$478,000
2 Beds ⋅ 2 Baths ⋅ Grand Bellagio At Baywatch Condo SubDv. ⋅ 33764 Zip Code
Virtually Staged. Your Boat. Your Private Slip. Your Garage. All Just Steps Apart. Welcome to 2741 Via Cipriani, Unit 916A, a distinctive waterfront townhome in the gated community of The Grand Bellagio at Baywatch. This 2-bedroom, 2-bath residence offers a rare setup: an attached 2-car garage with direct access into the home, plus a private boat slip with lift just steps from your front door. Walk from your garage into your home, then head out to your boat. Spend the day cruising Tampa Bay, return to your own slip, and be home in moments. It’s a boating lifestyle built into the way this home is set up. And when it’s time to refuel or grab a bite, Cove Cay Marina is nearby and lists a boat fuel dock. AJ’s Dockside Bar & Grill is located at the marina, making it an easy waterfront stop. Inside, two private primary suites—one upstairs and one downstairs—offer flexibility for homeowners, guests, or multigenerational living. The Grand Bellagio offers a 24-hour guard gate, resort-style pool, clubhouse, fitness center, sauna, waterfront walking areas, outdoor grilling stations, three dog parks, community dock, and regularly scheduled community events. The HOA fee includes building and flood insurance, water, sewer, trash service, pest control, exterior maintenance, Spectrum cable and internet, and access to the community amenities. Whether you’re an avid boater, kayaker, or paddleboarder—or simply want to enjoy the Florida waterfront lifestyle—this home puts the water right outside your door. One private boat slip with lift. Two primary suites. An attached 2-car garage. A rare waterfront setup. Schedule your private showing and experience it for yourself.

2741 Via Cipriani Unit 916A, Clearwater

3131 N Canal Drive, Palm Harbor
$770,000
4 Beds ⋅ 4 Baths ⋅ Lake Tarpon Estates SubDv. ⋅ 34684 Zip Code
WATERFRONT LIVING ON LAKE TARPON WITH NO HOA! Discover the possibilities in this spacious 3,354-square-foot heated saltwater pool home, ideally situated on a quarter-acre lot in desirable Lake Tarpon Estates. With approximately 100 feet of freshwater canal frontage, direct boating access to Lake Tarpon, and a covered 10,000-pound boat lift accommodating a boat up to approximately 28 feet, this property is designed for those who want to enjoy the Florida waterfront lifestyle. The flexible split-bedroom floor plan offers excellent options for multigenerational living, extended family, guests, or a private home office/retreat. The first-floor in-law suite features its own bedroom, full bathroom, kitchen area, and private entrance, creating a comfortable and living space. Upstairs are two additional bedrooms, an updated full bathroom, a second living area, and a screened balcony with stairs leading directly to the pool and outdoor living area. Outdoor living is a true highlight, with more than 1,700 square feet of screened space surrounding the heated saltwater pool and overlooking the tranquil canal. There is plenty of room to entertain, relax poolside, enjoy morning coffee, or take in beautiful Florida sunsets. The waterfront setting provides convenient access to boating, fishing, kayaking, and other water activities, with Lake Tarpon just minutes away by boat. Recent updates include a roof approximately 4 years old, new flooring, updated bathrooms, a Jacuzzi tub, new water heater, new washing machine, new garage door opener, and recently serviced dual central A/C systems. With no HOA, there is flexibility to bring your boat, RV, and water toys. Whether you're looking for a full-time residence, multigenerational home, inlaw apartment, Airbnb, VRBO or private waterfront retreat, this Lake Tarpon Estates property offers space, versatility, and direct access to one of Pinellas County's premier freshwater lakes.

3131 N Canal Drive, Palm Harbor

6113 Pasadena Point Boulevard, Gulfport
$2,890,000
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

413 Country Club Drive, Oldsmar
$324,900
3 Beds ⋅ 2 Baths ⋅ Oldsmar Country Club Estates Sec 2 SubDv. ⋅ 34677 Zip Code
Wake up to water views and end your day watching the sun set over the canal. This renovated 3-bedroom, 2-bathroom waterfront home sits on a spacious 0.21-acre lot with no HOA in the established Oldsmar Country Club Estates, and its best feature is right out the back door: direct water access with a scenic trail leading all the way to Tampa Bay. Launch a kayak or paddleboard from your own backyard and be on the water in minutes. Inside, the home is move-in ready with luxury vinyl flooring throughout and an open, light-filled layout. The renovated kitchen features stainless steel appliances, quartz countertops, and generous cabinetry. The primary suite gives a comfortable retreat with an updated bathroom, modern vanity, designer lighting, and a tiled walk-in shower. Sliding doors off the main living area open to an expansive backyard where the waterfront views take center stage. Enjoy morning coffee, evening entertaining, or simply unwind by the water. The location matches the lifestyle. Walk, bike, or take your golf cart to Mobbly Bayou Beach Park, a public boat launch to Tampa Bay, Tampa Bay Pickleball, Veterans Park, Bicentennial Park, and RE Olds Park. You are also close to Empower Adventures Zip Line and the Oldsmar Organic Community Garden, with Tampa International Airport about 20 minutes away. Zoned for well-regarded schools including Oldsmar Elementary, Joseph L. Carwise Middle, and East Lake High. This is a rare opportunity to own a renovated waterfront home with no HOA in one of Oldsmar's most sought-after communities.

413 Country Club Drive, Oldsmar

8335 Cheyenne Drive, Seminole
$1,099,000
4 Beds ⋅ 4 Baths ⋅ Lake Seminole Park Trails SubDv. ⋅ 33777 Zip Code
Virtually Staged. Situated on a premium 1/3-acre lot within an exclusive subdivision, the spectacular, custom-built estate at 8335 Cheyenne Dr offers luxury waterfront living at its finest. This exceptional 4-bedroom, 3.5-bathroom home boasts a brand-new roof (2025) and an expansive design featuring a bright, open upper level with high ceilings, durable tile and laminate flooring, and an elegant formal dining room. Rich maple cabinetry and premium granite countertops anchor the gourmet kitchen—complete with a double built-in oven—and carry beautifully throughout the property, including into the massive, private primary suite which serves as a personal oasis with a spa-like Jacuzzi tub and separate glass shower. Downstairs, an incredible 2,700+ square foot lower level offers endless possibilities for a game room, home gym, or workshop alongside an oversized 3-car garage. Beyond the breathtaking views from the home, premier outdoor recreation is effortlessly accessible; an easy 5-minute walk brings you to the neighborhood pedestrian gate entering Lake Seminole Park, a 258-acre wildlife habitat featuring miles of paved and unpaved trails, a ballfield, a large playground, and a boat ramp for launching your kayak, jetski, or motorboat. Additionally, the scenic Seminole Waterfront Park is just a 3-mile drive away, offering another fantastic playground and a perfect spot to launch a kayak into Long Bayou.

8335 Cheyenne Drive, Seminole

363 Pinellas Bayway  S Unit 29, Tierra Verde
$775,000
2 Beds ⋅ 2 Baths ⋅ Anchor Cove 1 Condo SubDv. ⋅ 33715 Zip Code
**Ask about available boat slips for lease. Welcome to waterfront luxury living at Anchor Cove, one of Tierra Verde’s sought-after waterfront communities. Beautifully remodeled from top to bottom, this 2-bedroom, 2-bath, single-level residence offers sophisticated modern finishes, an open floor plan, and breathtaking open bay views of Tampa Bay. Natural light fills the residence through hurricane-impact windows and doors, creating a seamless connection between the stylish interior and spectacular waterfront setting. The beautifully appointed kitchen is designed for both everyday living and entertaining, featuring quartz countertops, an abundance of cabinetry with convenient pull-outs and soft-close finishes, a wine refrigerator, double oven, and an induction cooktop. The spacious living and dining areas flow effortlessly to a private terrace overlooking the bay—perfect for morning coffee, sunset cocktails, and year-round outdoor living. The waterfront primary suite is thoughtfully positioned to capture peaceful bay views and offers direct terrace access, creating a private retreat with effortless indoor-outdoor living. For boating enthusiasts, Anchor Cove offers the opportunity to lease available boat slips, while several marinas and boating options are conveniently located directly across the street—providing flexibility for those who want to keep a boat nearby without being limited to a deeded slip. Anchor Cove is a well-built, amenity-rich waterfront community featuring a large bayside pool and spa, two tennis courts, elevator access, covered tandem parking for two vehicles, additional storage, ample guest parking, and a pet-friendly 30-day minimum rental policy. Ideally located in the heart of Tierra Verde, residents enjoy easy access to Fort De Soto Park (5 minutes), St. Pete Beach, Pass-a-Grille (7 minutes), I-275, and vibrant downtown St. Petersburg just 15 minutes away, plus convenient access to nearby airports, waterfront dining, live music, marinas, and local boat clubs. The Residence Inn by Marriott directly across the street offers exceptional convenience for visiting guests, while Vista at the Top, the hotel’s rooftop restaurant and lounge, provides cocktails, waterfront views, alfresco dining, Spanish-inspired cuisine, and unforgettable sunsets just steps from home. Experience the best of coastal living with spectacular open bay views, resort-style amenities, flexible boating options, and the laid-back island lifestyle that makes Tierra Verde so special.

363 Pinellas Bayway S Unit 29, Tierra Verde

2311 Bay Boulevard, Indian Rocks Beach
$1,875,000
7 Beds ⋅ 5 Baths ⋅ Indian Beach Re-Revised 16th Add SubDv. ⋅ 33785 Zip Code
This listing offers a one-point lender-paid rate buy down for qualifying buyers. Waterfront Quadplex with Boat Dock - Prime Indian Rocks Beach Opportunity! This rare quadplex offers the ultimate combination of beachside living and Intracoastal boating access. Located in sunny Indian Rocks Beach, this income property features two boat slips, a 12,000LB lift, and davits, perfect for boating enthusiasts, with the beach just steps away. The property includes a spacious top-floor 3-bedroom, 2-bath apartment with inside laundry, two private decks, garaged parking, and stunning open-water views, ideal for rental income or personal use. The ground floor consists of two 2-bedroom, 1-bath units that can connect to create a larger 4-bedroom, 2-bath setup, perfect for families or groups, plus a fully renovated efficiency unit with a market rent of $1,600/month. Recent upgrades POST - HURRICANNE include a new roof, roof deck; interior improvements, such as new electric wiring, new cabinetry and fixtures, new flooring where needed. PERMITTING COMPLETE. This turnkey property comes fully furnished, and the first quarter of '26 a gross income of over $75k just in the first few months of this year. MULTI-FAMILY ZONED WATERFRONT PROPERTY with a good CAP rate and strong future appreciation potential. Steps from the Indian Rocks Public Beach access and popular dining spots like Cocoas Pub and Café de Paris Bakery, it's also a short drive to Tampa International Airport, Downtown St. Petersburg, and Innsbruck Golf Course. Indian Rocks Beach has quickly rebounded after recent storms, attracting snowbirds and tourists with its warm weather, world-class boating, and vibrant beachside charm. Don't miss this exceptional investment opportunity. Contact us for detailed financials or to schedule a private showing. Please do not disturb occupants.

2311 Bay Boulevard, Indian Rocks Beach

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