Pinellas Homes with Trail(s) Amenities

Pinellas Homes with Trail(s) Amenities

Welcome to Pinellas County, Florida, a vibrant coastal gem that perfectly blends scenic beauty with a lively community spirit. Nestled along the sparkling Gulf of Mexico, this diverse county is renowned for its stunning beaches, lush parks, and a plethora of recreational opportunities. With a year-round sunny climate, residents enjoy an outdoor lifestyle that includes everything from water sports to hiking and biking along picturesque trails.

When it comes to homes in Pinellas County, many properties are designed with active lifestyles in mind, featuring access to incredible trail amenities. Imagine stepping out of your front door and onto a scenic path that winds through lush landscapes, offering the perfect setting for morning jogs, evening strolls, or family bike rides. The extensive network of trails throughout the county connects neighborhoods to parks, beaches, and local attractions, making it easy to embrace the outdoors.

Whether you’re searching for a charming bungalow near the beach or a spacious family home nestled in a serene community, Pinellas County offers a wide range of options to suit every lifestyle. Many of these homes are situated in neighborhoods that prioritize outdoor living, complete with amenities like swimming pools, playgrounds, and community centers that foster connections among residents.

Living in Pinellas County means enjoying the best of Florida living, from sun-soaked beaches to vibrant cultural experiences. With homes that provide access to beautiful trails and a welcoming community atmosphere, it’s no wonder this area is a coveted destination for families, retirees, and everyone in between. Discover your dream home in Pinellas County and start enjoying the active, fulfilling lifestyle you’ve always wanted!

Newest Pinellas Homes with Trail(s) Amenities

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

On Top of the World is the Nation's largest 55+ Active Community. This condo is 1400 sq. ft., on the ground level with your parking spot right in front of your door. BONUS!! There are 3 visitor spots also right out your front door... 2 BIG Bedrooms and 2 Large bathrooms. The Living/Dining combination makes furniture placement a breeze. This end-unit condo is bright and spacious. Extra side windows allow natural light into the dining room, kitchen. It's so Cheerful! Newer insulated windows keep your HVAC (1998) from working overtime. HWH (2016). On Top of the World has 2 activity centers, & 2 private golf courses, A 9-hole short course & an 18-hole regulation course, free for resident owners. There are 2 heated swimming pools. The Cardio Gym has the latest exercise equipment. There is a fenced dog park with 2 sections for Large & Small Dogs. With hobby studios, a Carpentry Shop & a Jewelry design studio with instructors, you can tap into your crafty side. Other activities include fitness classes, dancing, billiards, entertainment, travel clubs and much more. The on-site Good Karma Café has take & bake meals and snacks. Join the Coffee Clutch on Monday mornings. Are you a "Snowbird" looking to escape the northern winters? You can use this condo in the winter months, then, after 1 year of ownership, rent it for a profit until you make your full-time move. Think of your retirement & future! This Clearwater location is perfect to use as "Home Base". Close to the Best Beaches in the Country! Excellent Shopping, Dining & superb Medical Facilities are nearby. There are Performing Arts Centers, Pro Sports Venues, International & Regional Airports close by & a breeze to navigate to. Check out the small-town flavors of Dunedin, Safety and Palm Harbors. Tarpon Springs, St. Petersburg and Tampa are all an easy commute and are worthy daytrips. If financing, a 35% down payment is required.

2361 Ecuadorian Way Unit 19, Clearwater

4 Beds ⋅ 3 Baths ⋅ Westlake Village Sec Ii SubDv. ⋅ 34683 Zip Code

Welcome to this spacious 4-bedroom, 2.5-bathroom home located in the desirable Westlake Village community. Upon entering, you are greeted by an inviting living room featuring vaulted ceilings and ample space for entertaining. The dining room seamlessly connects to both the living area and kitchen, creating an ideal layout for gatherings. The kitchen is well-equipped with a double oven range, a center kitchen island, and a breakfast bar that connects to the family room. The family room offers a cozy wood-burning fireplace, built-in shelving, and direct access to the lanai and pool area, making indoor-outdoor living effortless. The primary suite is conveniently located on the main floor and features dual closets and an ensuite bathroom complete with a walk-in closet, Roman tub, and shower. A laundry room and half bathroom are also situated on the first floor for added convenience. Upstairs, you’ll find three spacious bedrooms—two of which include walk-in closets—along with a versatile loft featuring a charming reading nook. The second full bathroom offers a tub and shower combination and is enhanced by a skylight for natural light. Step outside to enjoy the large screened-in lanai with a pool and covered seating area, perfect for relaxing and enjoying Florida living year-round. The property also boasts a generous backyard, providing additional space for outdoor activities, as well as a second-story balcony, ideal for enjoying morning coffee or evening sunsets. Westlake Village residents enjoy an array of community amenities, including scenic park trails, basketball courts, tennis courts, volleyball courts, pickleball courts, swimming pools, and a clubhouse, offering something for everyone to enjoy.

859 Pinewood Terrace W, Palm Harbor

2 Beds ⋅ 2 Baths ⋅ Pine Ridge At Lake Tarpon Village SubDv. ⋅ 34688 Zip Code

COME HOME for the HOLIDAYS to your FIRST FLOOR, No Age Restrictions, Active Community in Sought after EAST LAKE. The 2 Bedroom 2 Bath Condo has a BREAKFAST BAR opening to the Stainless Steel Appliance Kitchen and OPEN FLOOR PLAN, DINING/ LIVING ROOM Combined with a Interior Laundry. Screened in Lanai. ENJOY your Morning Coffee or Evenings, a Exterior Outside Storage Closet. SAVE MONEY with this NO FLOOD ZONE. (Revision Loma letter available) no CDD. HOA fees include Water, Sewage, Trash. Community Pool, Tennis Courts, Play Ground, Well Maintained Grounds, minutes away from Tarpon Lake and Parks, Shopping, Dining, THE BEAUTIFUL Gulf Beaches, Convenient to Airport. A Great opportunity to OWN your PRIMARY RESIIDENTS or SEASONAL HOLIDAY FLORIDA HOME. CALL FOR YOUR APPOINTMENT TODAY.

3188 Lake Pine Way S Unit E1, Tarpon Springs

2 Beds ⋅ 2 Baths ⋅ SubDv. ⋅ 33763 Zip Code

Looking for the perfect move-in ready condo? This is it. This beautifully updated home features new windows, modernized bathrooms, a refreshed kitchen, and a updated air conditioning system. Enjoy easy-maintenance flooring throughout the kitchen, dining area, and hallways, along with comfortable, plush carpeting in the bedrooms and living room. Nestled in the highly desirable 55+ community of On Top of the World, you’ll enjoy an active, worry-free lifestyle with unlimited amenities. Residents have access to two golf courses, two recreation centers, tennis courts, lawn bowling, a lapidary studio, social clubs for every interest, hosted dances, and live shows. Centrally located, you are just a short drive to world-famous Clearwater Beach, major shopping centers, convenient transportation options, and two international airports. Between the pristine condo, the active association, and the prime location, this property has everything you need to live your ideal lifestyle!

2320 Brisbane Street Unit 44, Clearwater

3 Beds ⋅ 3 Baths ⋅ Seaside Estates SubDv. ⋅ 34677 Zip Code

THE KITCHEN SETS THIS ONE APART. Step into a brighter, more open 3-bedroom, 3-bathroom townhome with over 1,800 square feet in the gated waterfront community of Seaside Estates. Bamboo flooring, a fireplace, high ceilings, and a private balcony create a light-filled, open-concept main level. The kitchen was extended 3 feet and the original dropped ceiling was removed, so the space feels tall and open to the living room -- a difference most of the 67 units in this community still don’t have. Quartz counters, new white cabinetry, stainless appliances, and a built-in pantry finish the update. A flexible bedroom on this level works as an office or guest suite. Upstairs, the primary suite offers soaring vaulted ceilings, dual walk-in closets, skylights, its own balcony, and a spacious ensuite, with laundry and a third bedroom with an ensuite bath on the same level. The oversized tandem garage adds storage and sliding-door access to a patio and green space. This building sits closer to the tennis court and main entrance, and farther from the pool noise. Residents share a resort-style pool/spa, tennis, boardwalk, and a floating dock for kayaks and paddleboards, with slips and boat lifts typically available to rent. Inclusive HOA fees cover the roof (2017), water, sewer, trash, and interior fire sprinklers. Just steps from R.E. Olds Park, a 15-acre waterfront park with the city pier, playgrounds, trails, beach volleyball and more, plus convenient access to Gulf Coast beaches, Tampa International Airport, Clearwater, and Tampa/St. Pete. Schedule your showing today!

106 Brent Circle, Oldsmar

2 Beds ⋅ 2 Baths ⋅ Tarpon Cove Condo SubDv. ⋅ 34689 Zip Code

Welcome to Tarpon Cove, a gated waterfront community offering the perfect blend of low maintenance living, resort style amenities and an unbeatable Tarpon Springs location. Overlooking the community’s private marina, this meticulously renovated 2 bedroom, 2 bathroom condo offers nearly 1,100 square feet of beautifully updated interior living space. Freshly painted with new luxury vinyl plank flooring throughout, every detail has been thoughtfully selected with no expense spared. The newly remodeled kitchen features granite countertops, abundant cabinetry and pantry storage, black-finished hardware and faucet, a wine refrigerator and a reverse osmosis system. The kitchen flows effortlessly into the dining and living areas, creating an inviting space for everyday living and entertaining. Both bathrooms have been fully renovated with new flooring, vanities, showers and modern tilework. Just beyond the main living area, the Florida room provides a peaceful place to enjoy your morning coffee or unwind at the end of the day while watching the boats and wildlife along the marina. Tarpon Cove delivers the waterfront Florida lifestyle without the upkeep. The community is protected by a 24-hour guard and features a private marina with boat slips available to rent on a first-come, first-served basis. Residents also enjoy kayak storage, two heated pools, a clubhouse, fitness center, jacuzzi, tennis and pickleball courts, a fishing dock, waterfront walking trail and a community grilling area complete with a grill and smoker. Enjoy the convenience of an on-site EV charging station located outside the pool gate near the clubhouse. The quarterly HOA fee includes cable, internet, water, sewer, trash, pool maintenance, exterior maintenance, groundskeeping, exterior pest control, property management, escrow reserves, common area taxes, 24-hour guard service and private roads. Boat slips are available for an additional $375 per quarter and include water and electricity. With a three month minimum rental period, this property also offers flexibility for seasonal use. Located just minutes from the famous Tarpon Springs Sponge Docks, Three Rooker Island, the world class Innisbrook Golf Resort, the Pinellas Trail and some of the area’s most beautiful beaches, including Sunset Beach, Fred Howard Park and Honeymoon Island. Shopping, dining and everyday conveniences are nearby, with Tampa International Airport approximately 45 minutes away. This is your opportunity to enjoy private marina views, exceptional amenities and the very best of Florida’s waterfront lifestyle. Schedule your showing today!

1805 Mariner Drive Unit 53, Tarpon Springs

3 Beds ⋅ 2 Baths ⋅ Live Oak At Anclote Crossing SubDv. ⋅ 34689 Zip Code

Welcome to effortless coastal living in Anclote Crossing, a boutique, golf-cart-friendly community ideally positioned in Tarpon Springs. This beautifully UPGRADED 3-bedroom, 2-bath villa offers the rare combination of block construction, high-impact windows and doors, a large private yard, and an unbeatable location just minutes from the water, beaches, dining, and the charm of downtown Tarpon Springs. From the moment you enter, the home feels bright, polished, and thoughtfully designed. Wood flooring flows throughout the living areas, complemented by crown molding, oversized baseboards, and carefully selected finishes that give the home a refined yet comfortable feel. The kitchen is truly the heart of the home, featuring upgraded cabinetry, premium GE stainless steel appliances, an upgraded air fryer/convection oven, and beautiful pendant lighting. A custom dry bar with additional storage creates the perfect spot for entertaining, serving, or displaying your favorite pieces. The attention to detail continues into the walk-in closets, where finished cabinetry and built-in storage provide a level of organization rarely found in a villa. Beyond the interiors, the outdoor space is a standout. Enjoy your morning coffee or evening cocktails from the covered lanai overlooking an expansive yard, offering room to create your own private retreat, garden, play space, or entertaining area. The 2-car garage provides plenty of room for vehicles, bikes, beach equipment, and your golf cart. Peace of mind comes standard with concrete block construction and high-impact windows and doors, offering added protection and durability while allowing you to enjoy the Florida lifestyle with confidence. The home also includes a 2/10 builder warranty and a low HOA fee. LOCATION. LOCATION. LOCATION. This is where the lifestyle truly shines. Anclote Crossing puts you close to everything that makes Tarpon Springs special, with water access, beaches, boating, dining, recreation, and entertainment all within easy reach. For the boating enthusiast, marinas, boat clubs, and boat rentals are nearby, making it easy to get out on the water without owning a boat. Spend the day cruising the Gulf, exploring the coastline, or enjoying the area's beautiful waterways — then come home and take your golf cart to dinner. Fred Howard Beach and Sunset Beach are just a quick ride away, offering some of the area's most spectacular sunsets. Grab coffee, meet friends for dinner, or explore local shops just minutes from home. The Sponge Docks and historic downtown Tarpon Springs are close enough to become part of your everyday routine rather than an occasional outing. With a dog park and splash park nearby, beaches around the corner, boating at your fingertips, and a community designed for easy coastal living, this home delivers the lifestyle so many buyers are searching for. Beautifully upgraded. Built for Florida. Ideally located. Come discover the relaxed, refined coastal lifestyle waiting for you at Anclote Crossing.

207 Athenian Way, Tarpon Springs

4 Beds ⋅ 3 Baths ⋅ Greenhaven Unit Two SubDv. ⋅ 34677 Zip Code

Homes of this caliber rarely become available in the highly sought-after gated community of East Lake Woods. Completely remodeled and set on over a quarter acre, this residence offers an extraordinary blend of luxury, comfort, and thoughtful functionality. Featuring over 3,000 sq ft., single story, 4 beds, 3 full bathrooms, 3 car garage, a large POOL, hot tub & serene pond views- making this a rarity in the Cul-de-sac. From the moment you arrive, the home makes a striking impression with its expansive driveway, and commanding curb appeal. Approaching the grand double-door entrance you will see soaring 12-foot ceilings immediately as they establish the sense of scale and elegance that defines the interior. Upon entry, your gaze is drawn straight to the sparkling pool and tranquil pond beyond—an unforgettable first impression. Freshly painted inside and out, the home showcases new luxury waterproof vinyl plank flooring throughout, creating a seamless and modern aesthetic. Designed for both everyday living and elevated entertaining, the desirable three-way split floor plan ensures privacy for family and guests alike. The spacious primary suite is a true sanctuary, featuring high ceilings, plantation shutters, and a spa-inspired ensuite. Indulge in the freestanding soaking tub or the oversized walk-in shower with a rainfall showerhead and body jets. Dual vanities, a dedicated makeup station, and an illuminated LED mirror complete this luxurious retreat. At the heart of the home is a breathtaking open-concept kitchen and a family room. The fully remodeled kitchen boasts brand-new solid wood soft-close cabinetry, hand selected Taj Mahal quartz countertops, a cooktop with pot filler, new stainless-steel appliances, and an exceptional workspace for the home chef. A bright breakfast nook overlooks the pool, while the separate butler’s pantry offers the perfect space for a coffee bar, beverage station, or additional storage. Entertaining is effortless with the beautifully redesigned wet bar, featuring rich dark cabinetry, ambient lighting, a sink, and a built-in wine refrigerator. The family room layout provides space to host all gatherings. A beautifully renovated guest bathroom off the kitchen showcases designer tile, a modern vanity, and an LED mirror. Toward the rear of the home, two additional spacious bedrooms are accompanied by another fully remodeled bathroom with dual sinks, LED mirrors, and convenient pool access. Step outside to your private backyard oasis. The oversized screened lanai surrounds and offers an ideal setting for year-round Florida living. The impressive outdoor kitchen features stunning brown fantasy granite countertops, a new built-in grill, and a beverage refrigerator. The finishing touch: your very own private putting green—perfect for practicing, entertaining guests, or simply enjoying the peaceful views. Every detail of this remarkable home has been meticulously updated, creating a truly move-in-ready opportunity in one of the area’s most desirable gated communities. Residents also have the option to join the on-site Ardea Country Club, with memberships offering access to championship golf, tennis, pickleball, a resort-style lap pool, a state-of-the-art fitness center, and dining. All of this is ideally located just minutes from top-rated schools, Tampa International Airport, award-winning Gulf beaches, professional sports teams, and more. Homes like this don't last long, secure your private showing today!

35 Greenhaven Trail, Oldsmar

3 Beds ⋅ 2 Baths ⋅ Shores Of Long Bayou Condo SubDv. ⋅ 33708 Zip Code

RARE WATERFRONT CORNER CONDO WITH VIEWS FROM NEARLY EVERY WINDOW—IN A GATED 77-ACRE COMMUNITY! Experience the best of the Florida lifestyle in this spacious 3-bedroom, 2-bath corner condo with a Garage, offering exceptional privacy, abundant natural light, waterfront views, and an impressive amount of indoor and outdoor living space. Corner units with these oversized front patios are rarely available, and this opportunity is especially unique because the large front patios are offered only in the first four buildings. Start your morning in the spacious enclosed Florida Room, where impact glass windows provide beautiful sunrise views and a peaceful place to enjoy the surrounding waterfront and nature. In the evening, relax on the large front porch and enjoy spectacular sunsets. The Florida Room is not included in the listed square footage, providing additional usable living space beyond the stated living area. The updated kitchen offers granite countertops, newer cabinets, and newer appliances, while the desirable corner location provides extra privacy and natural light throughout the home. Behind the staffed security gate is an extraordinary approximately 77-acre community, featuring multiple bodies of water fed by Seminole Lake and the Bayou, natural preserves, walking trails, and abundant Florida wildlife. Residents can enjoy a true waterfront-and-nature setting while still being close to everything. The community pool, hot tub, and clubhouse are conveniently located near this unit. The location is another major advantage. Enjoy being just minutes from Madeira Beach, the Pinellas Trail, Seminole City Center, shopping, restaurants, entertainment, biking, walking, and outdoor recreation. Seminole City Center is approximately a 5-minute drive, putting everyday conveniences, dining, and shopping close at hand while the beach and Gulf Coast lifestyle are just minutes away.

6251 Shoreline Drive Unit 2301, Seminole

2 Beds ⋅ 2 Baths ⋅ Grand Bellagio At Baywatch Condo SubDv. ⋅ 33764 Zip Code

Virtually Staged. YOUR BOAT. YOUR SLIP. JUST STEPS FROM YOUR FRONT DOOR. Welcome to 2741 Via Cipriani, where luxury waterfront living feels like a year-round resort vacation. This exceptional two-bedroom, two-bath townhome features two private primary suites—one downstairs and one upstairs—providing comfort, privacy, and a flexible layout that is perfect for homeowners and guests. This residence offers a rare combination that is difficult to find: its own boat slip, an attached two-car garage, and the convenience of walking directly from your garage into your home—then stepping outside and being just feet from your boat. Imagine beginning your morning with a peaceful kayak or canoe ride, spending the afternoon cruising on your boat, and returning home to grill by the water and enjoy the evening with neighbors. This is not simply a place to live—it is a waterfront lifestyle and a true sense of community unlike any other. Located within the prestigious, gated waterfront community of The Grand Bellagio at Baywatch, residents enjoy resort-style amenities including a 24-hour guard gate, clubhouse, fitness center, sauna, resort-style pool, community dock, waterfront walking areas, outdoor grilling stations, three dog parks, and regularly scheduled community events. The community fee also includes access to the amenities, Spectrum internet, basic television service, and convenient valet trash pickup. Whether you are an avid boater, enjoy kayaking and canoeing, or simply want to relax beside the water, this residence delivers luxury, security, convenience, and an unmatched connection to the Florida waterfront lifestyle. This is more than a townhome—it is resort-style waterfront living at its finest. Schedule your private showing and experience it for yourself.

2741 Via Cipriani Unit 916A, Clearwater

2 Beds ⋅ 1 Baths ⋅ Tamarac By The Gulf SubDv. ⋅ 33776 Zip Code

Virtually Staged. FULLY UPDATED and MOVE-IN READY! Welcome to Tamarac, a desirable 55+ community in Seminole where much of the work of homeownership is already taken care of for you! Step inside and you'll immediately appreciate the extensive updates throughout this 2-bedroom, 1-bath, 1-car garage home. The kitchen has been completely reimagined with soft-close cabinetry, quartz countertops, recessed lighting, and stainless steel appliances. New LVP flooring and fresh interior paint create a bright, cohesive feel throughout, complemented by updated light fixtures, outlets, and switches. Newer windows add even more natural light --and efficiency -- making this home feel fresh, comfortable, and truly move-in ready! The finished Florida room provides additional living space with beautiful terrazzo flooring and can easily serve as a dining room, home office, entertaining space, or relaxing retreat. A private patio just off the Florida room extends the living space outdoors. Additional updates include a newer flat roof, A/C system with LED blue-light purification, and stackable washer and dryer (inside). The double driveway provides plenty of off-street parking for up to 4 cars. The real standout, however, is the lifestyle. The $251 monthly HOA fee includes lawn maintenance and irrigation, water, sewer, and trash, as well as exterior home painting and roof pressure washing (every 8–9 years). That's a remarkable amount of maintenance handled for you, allowing you to enjoy the benefits of a single-family home without the constant upkeep. Even better, the home is NOT located in a flood zone. And when it comes to everyday convenience, it's hard to beat the location. Publix, several restaurants, a hardware store, and other essential amenities are all within close proximity. When you're ready to enjoy the Florida lifestyle, the Gulf beaches, parks, golf, shopping, and additional dining are all just minutes away. Tamarac is also pet-friendly, allowing up to two dogs with no size restrictions. If you're looking for the ease of condo living but want the privacy and independence of a single-family home, this one checks all the boxes! Updated, low-maintenance, pet-friendly, outside the flood zone, and incredibly convenient—this is an opportunity to spend less time maintaining your home, and more time enjoying the Florida Lifestyle!

14023 94th Place, Seminole

3 Beds ⋅ 3 Baths ⋅ Townhomes Of Seminole Isle SubDv. ⋅ 33777 Zip Code

This executive luxury townhouse with a serene pond view overlooking the largest retention pond on site offers 3 bedrooms, 2 offices, 2.5 baths, a 2-car garage, designer-appointed features and $92K top builder upgrades (please see the list of upgrades in the attachments). Located in a secure gated community just minutes from the beach and across the street from Lake Seminole Park – 258 acres preserve, this spacious home blends comfort, convenience, and upscale coastal living. Step inside to an inviting open floor plan with soaring ceilings and elegant 8-foot doors that create an immediate sense of grandeur. The expansive screened balcony on the second floor overlooks a picturesque pond with a magnificent fountain, making it an ideal place to relax or entertain. The gourmet kitchen is designed for both style and function, featuring a thoughtful layout with a cooktop, built-in wall oven, and microwave. A versatile second-floor flex space is perfect for a home office, media area, or potential fourth bedroom. The third-floor primary suite is filled with natural light and offers beautiful waterfront views, creating a peaceful retreat at the end of the day. The luxurious primary bath includes dual sinks, a large walk-in shower, and a generous walk-in closet for easy storage. This block (from top to bottom) home offers peace of mind with PGT-rated impact-resistant windows and sliding doors, epoxy flooring in the first-level garage, and surrounding flood vents for added protection. Enjoy the calming sounds of the pond fountain from your screened in deck, creating a peaceful retreat right at home. Community amenities include a fitness center, resort-style heated pool, tennis courts, scenic walking trails, a fire pit, dock, and kayak launch, direct access to the Long Bayou for fishing, kayaking and outdoor recreation—perfect for outdoor enthusiasts. HOA-maintained landscaping adds convenience and peace of mind. Less than 15 minutes from stunning beaches, this home offers the perfect balance of coastal living and modern comfort. Don’t miss the opportunity to make this dream home yours—schedule your private showing today.

9939 Key Haven Road, Seminole

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