Pinellas Homes with Trail(s) Amenities

Pinellas Homes with Trail(s) Amenities

Welcome to Pinellas County, Florida—a sun-soaked paradise known for its stunning coastlines, vibrant communities, and an array of outdoor activities. Nestled along the Gulf Coast, Pinellas boasts some of the most beautiful beaches in the state, including the famous Clearwater Beach and Caladesi Island. With its year-round warm climate, residents enjoy a lifestyle filled with sunshine, outdoor adventures, and a strong sense of community.

When it comes to real estate, Pinellas County offers an impressive selection of homes that cater to diverse lifestyles. A standout feature of many properties in this area is their proximity to beautiful trails and parks. Imagine stepping out of your front door and onto a scenic trail that winds through lush landscapes, perfect for morning jogs, leisurely walks, or family bike rides. The Pinellas Trail, a 47-mile-long multi-use path, is a highlight for outdoor enthusiasts, connecting charming towns and offering easy access to local parks, shops, and dining.

Homes in Pinellas with trail amenities provide not just a residence but a lifestyle. Picture yourself enjoying weekend picnics at nearby parks or engaging in community events that celebrate the great outdoors. Whether you seek a cozy bungalow or a modern family home, you'll find properties that embrace the natural beauty surrounding them.

Embrace the vibrant lifestyle of Pinellas County, where homes with trail amenities not only enhance your living experience but also connect you to a community that values health, wellness, and the great outdoors. Discover your dream home today and step into a life filled with adventure and tranquility!

Newest Pinellas Homes with Trail(s) Amenities

3 Beds ⋅ 3 Baths ⋅ Tara Cay Sound South SubDv. ⋅ 33776 Zip Code

Auction Property. ***Luxury Live Auction! *** Transparent Non-Distressed Auction! Saturday, August 15, 2026, at 11:00 am. Preview from 10:00 am on Sale Day. *** EVERYONE WELCOME TO BID *** Because this is an auction sale, the home may sell for less or more than the list price. The home is being sold free and clear of all debts and is guaranteed by title insurance, like any other traditionally listed home. *** You can use cash or financing.*** Experience waterfront resort-style living in the highly desirable Tara Cay community, surrounded by lush green spaces, manicured grounds, docks for your boat, a sparkling pool, and lounging areas. This spacious townhome offers nearly 2,000 square feet with 3 bedrooms, 3 full bathrooms, a bonus area, tranquil Intracoastal water views, and multiple outdoor living spaces overlooking the waterway. The main living level features a gourmet kitchen with a breakfast bar, dining area, and open living room designed to capture the peaceful resort-like setting. The kitchen was completely remodeled and updated in 2020, showcasing granite countertops, a custom tile backsplash, stainless steel appliances, generous cabinetry, and a walk-in pantry. Sliding doors lead to a private screened balcony, creating the perfect setting for morning coffee, outdoor dining, or relaxing as boats and wildlife pass by. Upstairs are two spacious primary suites, each with its own private bathroom and flexible sitting or office area. The larger waterfront suite features vaulted ceilings, two walk-in closets, a private screened balcony, and a beautifully updated en suite bathroom with granite finishes and a large tiled walk-in shower. The second suite provides excellent privacy for family members or overnight guests, complete with a full bathroom and additional sitting space. Custom decks and balconies extend from the ground floor, living area, and primary bedroom, providing three separate places to enjoy the water and surrounding tropical landscape. The waterway opens to the Intracoastal Waterway with convenient Gulf access, while boat docks are located right out your back lanai and are available for multi-day and night docking for your boat or everyday use. Additional highlights include a newer air-conditioning system installed in 2018, an oversized tandem garage with abundant storage, a large storage closet, real wood flooring throughout the home, flexible bonus space, and low monthly maintenance fees. The community pool is only steps from the home, yet the setting remains quiet, private, and peaceful. Tara Cay offers the carefree atmosphere of a waterfront retreat just minutes from Gulf beaches, boat ramps, parks, restaurants, shopping, schools, and local attractions. Whether enjoying the pool, launching a kayak, docking your boat, or unwinding on one of your private balconies, this exceptional townhome delivers the Florida waterfront lifestyle without the upkeep of a single-family waterfront property. ........BUYER will receive a general warranty deed free and clear of all debts, guaranteed with a title insurance policy at closing..... 4–Point Inspection Available *****Submit an acceptable contract to stop the auction!*****

9870 Indian Key Trail Unit 64, Seminole

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Welcome to this stunning corner-unit condo offering 2 bedrooms and 2 bathrooms, beautifully updated with luxury vinyl flooring throughout. Filled with natural light, this bright and inviting home features an open-concept kitchen that flows seamlessly into the living and dining areas, creating the perfect space for everyday living and entertaining. With approximately $47,000 in upgrades, this home has been thoughtfully enhanced for both style and peace of mind. The kitchen is equipped with stainless steel appliances installed in 2023, while updated hurricane-impact windows provide added security and energy efficiency. The water heater was replaced in 2025, and the primary bathroom has been tastefully renovated with modern finishes. The location is exceptional situated just steps from the clubhouse and pool, you'll enjoy easy access to community amenities. Relax from the comfort of your home with front-row views of clubhouse activities or simply walk over and join the fun. This move-in-ready residence combines modern updates, abundant natural light, and an unbeatable location.

2380 World Parkway Boulevard Unit 40, Clearwater

3 Beds ⋅ 2 Baths ⋅ Mariner Village Northwest Condo SubDv. ⋅ 34689 Zip Code

Penthouse Living on a Scenic Peninsula Surrounded by the Gulf, St. Joseph Sound and a Nature Preserve along Florida's Gulf Coast! Welcome to your own peaceful and private retreat—a beautifully updated, move-in ready 4th-floor penthouse condominium offering the perfect blend of luxury, tranquility, and coastal convenience. This spacious 3-bedroom, 2-bath residence is easily accessible via elevator and showcases breathtaking panoramic views overlooking a Protected Nature Preserve and Bird Sanctuary, with a peek of the sparkling Gulf beyond. Wake each morning to Spectacular Sunrises from your expansive private balcony, where coffee comes with a front-row seat to Florida's natural beauty. The unit has been fully renovated down to the cinder blocks with new electric, plumbing, impact rated sliders, insulated perimeter walls and ceilings, solid core doors, wood cabinetry porcelain tile, granite, etc., and all improvements were permitted and up to codes. Your condo fees include just about everything. You only pay electric (avg. $70/mo) and interior insurance. This exceptional community offers 24/7 gatehouse with controlled access, an unmatched waterfront lifestyle with resort amenities that include Pickleball, Tennis, Pool, Gym, Bocce Ball, Kayaking, Fishing and a Walking Trail along the water, plus year-round events and social activities. Enjoy peaceful walks, abundant wildlife, and the convenience of a Marina in complex, where boat slips are available for lease—making it easy to spend your days on the water. The location is second to none. You're just minutes from Sunset Beach and Howard Park Beach, Historic Downtown Tarpon Springs and the world-famous Sponge Docks, Downtown Dunedin named one of south’s “Best Beach Towns”, Gorgeous Honeymoon and Caladesi Islands, top rated Clearwater Beach and Innisbrook Golf & Country Club, home of the PGA TOUR's Valspar Championship. Whether you're looking for a full-time residence, seasonal getaway, or investment in one of Florida's most desirable coastal communities, this penthouse delivers an exceptional combination of comfort, views, and location. Don't let this one pass you by!

244 Mariner Drive Unit 244, Tarpon Springs

2 Beds ⋅ 2 Baths ⋅ Mariner Village Northwest Condo SubDv. ⋅ 34689 Zip Code

Welcome to PENTHOUSE LIVING on FLORIDA’S SPECTACULAR GULF COAST! This rarely available 2-bedroom, 2-bath penthouse condo offers an exceptional “Waterfront Lifestyle” on a secluded peninsula surrounded by the Gulf and St. Joseph Sound. Unwind every evening with unforgettable water views and colorful skies looking towards Sunset Beach, and wake up each morning to breathtaking sunrises over a protected nature preserve and bird sanctuary, all from your expansive 60-foot private balcony. With panoramic views of the Gulf and surrounding natural beauty, this home provides a peaceful retreat while remaining just minutes from some of Florida's most sought-after destinations. The unit has been fully renovated down to the cinder blocks with new electric, plumbing, impact rated sliders, insulated perimeter walls and ceilings, solid core doors, wood cabinetry porcelain tile, quartz counters, etc., and all improvements were permitted and up to codes. Your condo fees include just about everything. You only pay electric (avg. $60/mo) and interior insurance. Resort style amenities include Pickleball, Tennis, Pool, Gym, Bocce Ball, Kayaking, Fishing and a Walking Trail along the water. The community has year-round events and social activities. All State required condo inspections have been completed and passed, copies available upon request. Take the new elevator up to your penthouse. The building is concrete block and did not flood during recent storms. Gated community with gatehouse attendents 24/7. Located in the desirable Mariner Village Community, you're just around the corner from Sunset Beach and a short drive to the Award-Winning shores of Clearwater Beach, Honeymoon Island, and Caladesi Island. Enjoy the charm of historic downtown Tarpon Springs, famous for its Sponge Docks, authentic Greek restaurants, waterfront shopping, and year-round festivals, or spend the day exploring nearby downtown Dunedin, one of Florida's favorite coastal towns. Golf enthusiasts will appreciate the close proximity to the renowned Innisbrook Golf Resort, home of the PGA TOUR's Valspar Championship. For those who love life on the water, walk over to Tarpon Cove Marina where you can lease a boat slip. The Marina provides deep water access to the Gulf with NO Bridges, making it easy to enjoy boating, fishing, and sunset cruises. Whether you're relaxing on the balcony, watching dolphins and coastal wildlife, entertaining friends with spectacular waterfront views, or simply enjoying the serenity of this unique Gulf-front setting, this penthouse offers an extraordinary combination of luxury, privacy, and convenience. Opportunities to own a penthouse with this level of panoramic scenery, expansive outdoor living space, and unbeatable location are exceptionally rare, making this an ideal primary residence, seasonal getaway, or investment in one of Florida's most desirable coastal communities.

243 Mariner Drive Unit 243, Tarpon Springs

2 Beds ⋅ 1 Baths ⋅ Woodlake 1 Condo SubDv. ⋅ 33765 Zip Code

Welcome home to this well-maintained 2-bedroom, 1-bath condominium in the established Woodlake community, where pride of ownership shines through after being lovingly cared for by the same family for more than 40 years. Offering a clean, functional layout and durable tile flooring throughout, this residence is ready for its next chapter. Enjoy peace of mind with several important updates already completed, including a new HVAC system (March 2026), refrigerator, dishwasher, microwave, and washing machine (2024), toilet (2023), electrical panel (2009), and tub surround (2009). Woodlake offers residents beautifully maintained grounds along with amenities that include a community pool, tennis courts, clubhouse, and recreational areas. The community is centrally located in Clearwater, providing convenient access to shopping, dining, parks, medical facilities, Downtown Dunedin, Safety Harbor, Tampa International Airport, and the world-famous Gulf beaches. Whether you're searching for a primary residence, seasonal getaway, or low-maintenance Florida lifestyle, this home offers an excellent opportunity in one of Clearwater's well-established condominium communities.

2054 Sunset Point Road Unit 38, Clearwater

2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Looking for one of the BEST VALUES in On Top of the World? This BEAUTIFULLY UPDATED 2-BEDROOM, 2-BATH condo offers approximately 1,400 square feet in one of Clearwater's premier 55+ communities. Perfectly positioned DIRECTLY ACROSS FROM THE GOLF COURSE, this third-floor residence enjoys ONE OF THE MOST PRIVATE AND SERENE REAR VIEWS IN ON TOP OF THE WORLD, overlooking a semi-wooded setting with mature trees that provide exceptional privacy and a peaceful backdrop. PET FRIENDLY with NO WEIGHT OR NUMBER RESTRICTIONS for dogs, a rare feature among 55+ communities. Inside you'll find UPDATED TRAVERTINE AND PREMIUM STRAND-WOVEN BAMBOO FLOORING, an UPDATED KITCHEN featuring QUARTZ COUNTERTOPS, modern appliances, and a thoughtfully designed pantry cabinet that keeps the microwave at convenient counter height while preserving valuable countertop space. UPDATED BATHROOMS include a renovated guest bath with a comfort-height commode, and the home also offers the convenience of an IN-UNIT WASHER & DRYER. For added peace of mind, Seller will pay for a HOMEOWNER'S WARRANTY. The $535 monthly condo fee includes WATER, SEWER, TRASH, HIGH-SPEED FIBER OPTIC INTERNET, 120 BASIC CABLE CHANNELS, BUILDING INSURANCE, exterior maintenance, and maintenance of the community's outstanding amenities, including UNLIMITED GOLF on both the 9-hole and 18-hole golf courses at no additional cost. Residents enjoy two heated pools, tennis, pickleball, a remodeled fitness center and cardio gym, hobby studios, a woodshop, library, dog park, fishing, kayaking, daily shuttle service, Good Karma Café, and an active calendar of clubs, classes, and entertainment. Conveniently located just minutes from Clearwater Beach, downtown Dunedin, shopping, dining, and medical facilities, this exceptional home offers the perfect opportunity to enjoy Florida's active adult lifestyle in one of Clearwater's most desirable 55+ communities.

2430 Florentine Way Unit 56, Clearwater

1 Beds ⋅ 1 Baths ⋅ Long Bayou SubDv. ⋅ 33708 Zip Code

Well-maintained GROUND FLOOR 1 bedrioom1 bath has a sunny Bonus room, suitable as an office or guest bedroom which includes a cabinet-style queen size Murphy bed (with storage and USB/Electrical portals,) and a walk-in storage closet. The Bedroom also has a walk-in closet, and a new ceiling fan with remote. The high-ceiling Kitchen has stainless appliances, gas stove, over-the-sink lighting, and a separate large Pantry cupboard, along with generous white cabinets. The Bathroom has granite counters, new shower head with wand, and a linen cabinet. Newly painted throughout, the spacious living/dining room has a ceiling fan/light with wall control. The Unit has large neutral ceramic tile throughout, a new electrical panel (2025) that complies with new Code, a new roof (2026), A/C (2021) with a 10-year warranty and new condenser fan (2026) , Upgraded windows (2021), and Hurricane shutters for the Bonus room window. Covered private parking and visitor parking is directly in front of the bonus room entry. Owner has paid all Special Assessment installments for 2026, and the low HOA fees include everything except electricity and phone. Long Bayou offers every amenity for a vibrant active social lifestyle: heated pool, hot tub, pickleball, tennis, clubs and activity groups, an auditorium for special events etc. all in lush and well-kept grounds and walking trails throughout the gated complex.

10034 64th Avenue N Unit 11, St Petersburg

1 Beds ⋅ 2 Baths ⋅ Seapointe Terrace Condo SubDv. ⋅ 33711 Zip Code

Wake up to breathtaking, unobstructed Tampa Bay views, spectacular sunrises, playful dolphins, and the waterfront lifestyle you’ve been dreaming of. From the moment you step inside, your eyes are drawn through the residence to the expansive waters of Tampa Bay beyond. Thoughtfully designed, this beautifully updated 1-bedroom, 2-bath condominium maximizes its 890 square feet with an open layout, two private patios, and water views from both the living room and the primary bedroom. Hurricane-impact sliding glass doors open to a covered waterfront patio with unobstructed Tampa Bay views, while a second set of impact sliders off the kitchen leads to a private front patio, creating inviting outdoor living on both sides of the home. Recent updates include remodeled bathrooms, new cabinetry, new appliances, an upgraded electrical panel, newer HVAC, and a convenient laundry closet in the second bath. Located in highly desirable Seapointe Terrace, this residence features one of the lowest HOA fees in the community at just $788 monthly. The HOA includes insurance, water, sewer, trash, cable, high-speed internet, building reserves, and resort-style amenities including a heated waterfront pool, tennis and pickleball courts, a fishing pier, kayak launch, kayak and bike storage, and additional community storage. The milestone inspection has been completed, and the association has fully funded reserves, offering added peace of mind. Ideally located with quick access to I-275, downtown St. Petersburg, Fort De Soto Park, and the Gulf beaches, you’re also just a short walk to the newly popular SkyBeach Resort, the marina, and waterfront dining. Whether you’re searching for a full-time residence or the perfect Florida retreat, this move-in-ready waterfront home offers exceptional updates, outstanding amenities, and an unbeatable Tampa Bay location.

7530 Sunshine Skyway Lane S Unit T30, St Petersburg

4 Beds ⋅ 4 Baths ⋅ Tara Cay Sound North SubDv. ⋅ 33776 Zip Code

Find your slice of Florida paradise in one of the Seminoles favorite waterfront communities, Tara Cay Sound. Perfectly positioned along the intracoastal waterway with several community boat docks for boating, kayaking, paddle board & fishing for year round outdoor activities. Although a waterfront community, this North village location is highly elevated and has never flooded! So just pack your bags and move right in to this already furnished home! You will love this 3-story townhouse with 2 spacious primary suites! One primary offers an en suite bath, double closets with an added bonus space to make as you choose; an office, exercise area, or cozy retreat. The 2nd primary suite offers 2 walk in closets with a private balcony and spa inspired bathroom featuring a garden/spa tub, dual sinks & separate walk in shower. The heart of the home is on the 2nd floor featuring an open-concept floor plan with durable light & bright ceramic tile throughout. Here, you find the 3rd bedroom, bath, and kitchen that offers a breakfast bar overlooking the dining & living areas with nice, bright outdoor views from the patio, creating the perfect space for family time & entertaining. The 4th bedroom on the 1st floor is best for the family member, in-law, or guest who wants their own space & privacy, equipped with a kitchenette, bathroom & enclosed patio plus private entry from the garage. NEW ROOF 2024, NEW WATER HEATER 2025, added water softener are a few good updates. PET FRIENDLY, LOW HOA just $417 a month and covers maintenance grounds, reserves, community pool, cable, internet, trash, water & sewer. TOP RATED SCHOOL DISTRICT! Come find your new & furnished coastal retreat right here!

14883 Seminole Trail Unit 130, Seminole

1 Beds ⋅ 1 Baths ⋅ Vantage Point Condo SubDv. ⋅ 33702 Zip Code

Virtually Staged. MOVE IN READY! This 1/1 spacious unit is located in the gated community of Vantage Point with an amazing resort-style community pool area great for entertaining, and a clubhouse that offers so much for anyone looking to work and play all in the same area. Some features include newer A/C, luxury vinyl flooring throughout, recessed lighting and ceiling fans. Kitchen features granite countertops and stainless steel appliances. Washer & Dryer also in unit. Screened in balcony area with storage area. Only minutes to downtown Tampa and conveniently located off of I-275 for easy access in all directions. Easy access to Tampa International Airport and St. Pete / Clearwater Airport. Only minutes to the beautiful gulf coast beaches, world class museums, golf courses, and fishing piers! Also, nearby walking distance away is nightly entertainment, the historical Derby Lane and Poker Room is right next door and just a short drive away from fine dining and shopping. Community amenities include an over-size pool, lighted tennis courts, fitness center, business center, clubhouse, catering kitchen, grilling stations, picnic areas, and car care center. The perfect space, the perfect place, your home is waiting at Vantage Point. Make your appointment today!

10200 Gandy Boulevard N Unit 1205, St Petersburg

Lewis Island Sec 1 SubDv. ⋅ 33705 Zip Code

BACK ON MARKET. NO FAULT OF SELLER OR PROPERTY. Rare opportunity to build your dream home in the highly desirable Coquina Key neighborhood of St. Petersburg. This cleared residential lot offers a generous 76x99 footprint with approximately 7,388 square feet, giving buyers flexibility to design a beautiful new single-family residence that fits the character of the surrounding neighborhood. Whether you envision a classic Florida ranch-style home similar to the original residence, a thoughtfully updated coastal bungalow, or a larger custom build, this property presents an incredible chance to create something special in an established waterfront community. Located on a quiet residential street surrounded by single-family homes, mature landscaping, and tropical palms, this lot offers the ideal setting for those seeking the St. Pete lifestyle. Enjoy close proximity to downtown St. Petersburg, waterfront parks, boat ramps, marinas, the St. Pete Pier, beaches, dining, shopping, and major commuter routes. The previous home has been removed, saving buyers time and cost in the redevelopment process. Coquina Key continues to be one of St. Petersburg’s most sought-after neighborhoods, offering island living with unbeatable access to the best of Tampa Bay. Buyer to verify all zoning, setbacks, building requirements, utilities, flood zone, elevation requirements, and permitted uses with the City of St. Petersburg and appropriate agencies. Build your next home or investment property in one of St. Pete’s most convenient coastal communities.

3963 Neptune Drive Se, St Petersburg

1 Beds ⋅ 1 Baths ⋅ Lewis Island Sec 1 SubDv. ⋅ 33705 Zip Code

BACK ON MARKET. NO FAULT OF SELLER OR PROPERTY. Rare opportunity to build your dream home in the highly desirable Coquina Key neighborhood of St. Petersburg. This cleared residential lot offers a generous 76x99 footprint with approximately 7,388 square feet, giving buyers flexibility to design a beautiful new single-family residence. Whether you envision a classic Florida ranch-style home similar to the original residence, a thoughtfully updated coastal bungalow, or a larger custom build, this property presents an incredible chance to create something special in an established waterfront community. Located on a quiet residential street surrounded by single-family homes, mature landscaping, and tropical palms, this lot offers the ideal setting for those seeking the St. Pete lifestyle. Enjoy close proximity to downtown St. Petersburg, waterfront parks, boat ramps, marinas, the St. Pete Pier, beaches, dining, shopping, and major commuter routes. The previous home has been removed after sustaining fire damage, saving buyers time and cost in the redevelopment process. Coquina Key continues to be one of St. Petersburg’s most sought-after neighborhoods, offering island living with unbeatable access to the best of Tampa Bay. Buyer to verify all zoning, setbacks, building requirements, utilities, flood zone, elevation requirements, and permitted uses with the City of St. Petersburg and appropriate agencies. Build your next home or investment property in one of St. Pete’s most convenient coastal communities.

3963 Neptune Drive Se, St Petersburg

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