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

$349,900
3 Beds 2 Baths Shores Of Long Bayou Condo SubDv. 33708 Zip Code
Virtually Staged. Welcome home to the beautiful Shores of Long Bayou! This spacious 3-Bedroom, 2-Bath condo offers a wonderful open floor plan with GORGEOUS VIEWS that can be enjoyed from both inside the home and the large open-air deck and the added convenience of your own PRIVATE 1-CAR GARAGE-a highly desirable feature in Florida condo living!. Step outside, relax and take in the peaceful surroundings-the perfect spot for morning coffee, evening cocktails/mocktails or simply enjoying Florida living at its best! Inside, you'll love the bright, comfortable layout with generous living and dining areas, a well-designed kitchen and desirable split-bedroom floor plan located in the gated waterfront community of Shores of Long Bayou, surrounded by beautiful natural scenery and conveniently located near shopping, dining, entertainment and the Gulf beaches. This community boasts swimming pools, heated pool, spa, clubhouse, fitness center, tennis courts, nearly two miles of walking/biking trails, lakes and ponds, fishing areas and 24-hour gated security and encompasses roughly 77 acres of waterfront/nature preserve surroundings. All of this a short distance from beautiful beaches, nightlife, parks, bike trails, shopping, airports etc. HVAC 2023 ROOF 2024 WATER HEATER 2022 Inside Laundry! (WHOLE BUILDING IS A MONOLITHIC POUR...MEANING CONTINUOUSLY POURED CONCRETE!!)

6425 Shoreline Drive Unit 10103, St Petersburg

$1,125,000
5 Beds 4 Baths Juniper Bay Ph 2 SubDv. 34685 Zip Code
Are you ready for the Holidays at Home this year? We have a move-in ready, picture perfect home that is ready for the festivities! Welcome to 3626 Justin Drive in Juniper Bay of the gorgeous Palm Harbor, Florida Lake Tarpon access development of LANSBROOK. This is a fantastic EXECUTIVE HOME that has been thoughtfully and recently updated inside and out, with expansive spaces that beckons those who love entertaining and those who seek privacy - the best of both worlds! Thoughtful recent owner investments include a BRAND NEW ROOF, new LVP flooring throughout (no carpet in house), new sod, and landscaping refresh. For those who love to cook…Luxury kitchen upgrades include all new Samsung appliances, a vent hood, and a gas range (current owners plumbed kitchen, plus the dryer and water heater for GAS…). Rinnai tankless water heater recently purchased and installed. Under sink Reverse osmosis filtration system and Brand new gas heater for spa, too! The list of investments is extensive -please request the list… The layout of this Nohl Crest built home is the always popular and very comfortable three way split floor plan with great first floor living spaces (4 bedrooms and 3 full baths), a separate home office, a walk in pantry and an upstairs bonus space that is legitimately a fifth bedroom suite that includes a full bathroom and closet. It is wonderful as a flex space - whatever your lifestyle calls for! With a fully fenced in yard (lot is almost 1/2 acre!), a lovely covered lanai, an outdoor kitchen with gas grill and covered pergola, gorgeous updated pool and heated spa (perfect for hot tub time during the Holidays!). Lansbrook is a very special, beautifully landscaped development with LAKE TARPON access, parks / playgrounds and lots of nature! The shade trees and land reserved for conservation are truly magnificent - especially when located within a 30-40 minute drive of the most gorgeous beaches and spectacular city amenities that include sports teams, great theatre and restaurants, along with one of the best airports (we think the best ;)) in the Country at Tampa International Airport. Truly, an Executive “resort” Florida home that embraces all the finest of Florida living!

3626 Justin Drive, Palm Harbor

$375,000
2 Beds 2 Baths Tarpon Cove Condo SubDv. 34689 Zip Code
Enjoy refined waterfront, resort-style living in this beautifully remodeled first-floor, 2-bedroom, 2-bath condo in Tarpon Cove, where thoughtful design, quality finishes, and a highly functional layout come together in a setting that feels connected to the water from the moment you step inside. A covered front patio leads to the entry, where exotic hardwood floors, crown molding, and a beautifully updated interior immediately set the tone. The kitchen features custom solid wood soft-close cabinetry, granite countertops, high-end appliances, and a large island with seating, all flowing naturally into the dining and living areas. The enclosed former balcony has been incorporated into the living room, extending the space to a wall of hurricane-rated windows and sliders that bring in abundant natural light and frame views of the marina and surrounding waterfront setting. Available boat slips in the private marina just beyond the backyard area make it easy to enjoy life on the water without leaving the community. The floor plan offers excellent separation between the two bedrooms. Near the front of the condo, the second bedroom and full bath can be closed off from the main living areas with pocket doors, creating a comfortable guest-suite arrangement with added privacy. Toward the rear, the primary bedroom enjoys marina views, a walk-in closet, and an ensuite bath with a granite-topped wood vanity, vessel sink, and a large tiled walk-in shower with built-in bench. An in-unit washer and dryer adds everyday convenience. Tarpon Cove’s waterfront setting is one of its biggest draws. The private marina offers available boat slips and access through a deep-water channel with no bridges, making it easy to boat to Anclote Island, Caladesi Island, 3 Rooker Sandbar, and nearby Gulf waters. Resort-style amenities include two pools and spa, tennis courts, an exercise facility, putting green, fishing pier, kayak storage and launch, recreational clubhouse, waterfront nature walking trail, and grill and picnic areas. Nearby are top-rated beaches, golf courses, restaurants, quaint downtown Tarpon Springs, the historic Sponge Docks, Fred Howard Park and Beach, Sunset Beach, and downtown Dunedin. Condo fees include 24/7 guard station, cable, internet, water, sewer, trash, escrow reserves, on-site manager, roof, exterior painting, grounds maintenance, landscaping, exterior maintenance, exterior pest control, and building insurance, including flood insurance. Come experience everything this exceptional Tarpon Cove condo and waterfront lifestyle have to offer.

1805 Mariner Drive Unit 51, Tarpon Springs

$215,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
Are you ready for the 55+ Florida lifestyle in the waterfront town of Gulfport? The city is packed full of uniqueness, and Town Shores of Gulfport is packed full of amenities: 4 heated pools (3 with direct waterfront views), 2 boat docks with space for approximately 40 boats or jet skis, 4 swing parks throughout the community plus a dog park, kayak storage and launch area, walking paths along the concrete seawall, and beautiful views of Boca Ciega Bay and the Pinellas Bayway bridge. The recently renovated clubhouse offers an arts and crafts room, pool tables, table shuffleboard, card and game tables, kitchen and dining halls, an entire puzzle room, library, dance classes, plenty of planned events, and even a secure place to shred sensitive documents. You can walk to Gulfport Beach with its volleyball courts and playground. Less than a mile from the condo, Beach Blvd S is lined with restaurants, bars and shops. Even closer to home, you'll find a comfort-food breakfast and lunch diner, fine dining restaurant, small grocery store, and peaceful walks around Ibis Park and its pond. Bring some food for the turtles. Two major grocery stores and additional shopping are about 2½ miles away, and St. Pete Beach is approximately 5 miles from home. Fairfax House is one of 18 buildings in Town Shores of Gulfport and has one of the lowest monthly dues in the community. It also allows 1 pet up to 20 lbs—something only a limited number of buildings in Town Shores permit. The association is fully funded, and monthly dues actually decreased by $59 in 2026. The building was recently painted, and a new roof was installed in August 2026. The location of Fairfax House within the community is terrific, with easy access in and out. One of the community's four pools is at the end of the street. This condo comes with a covered carport close to the unit—not every condo in Town Shores has covered parking. There's also covered bicycle storage just one floor below, a shared laundry room with plenty of machines on the same floor, and a convenient trash chute. The condo also includes locked corridor storage #214. And then there's the condo itself. This corner unit, with extra living room and kitchen windows, just gleams. The south-side windows were replaced with impact-rated windows in 2022. The remodeled kitchen has granite counters, plenty of real wood cabinetry and pull-out lower drawers for easy access to kitchen and pantry items. There's a dual stainless-steel sink with sprayer faucet and soap dispenser, plus equipment for a water filtration system that is currently not connected. And one of my favorite features: a gas cooktop—a real rarity in our area! The condo doesn't have an individual water heater because hot water is provided by the association using natural gas. The Florida room is the showstopper, with a wall of windows framing expansive harbor views, Pelican Bay Marina, swaying palms and sparkling water. Wake up to the water from the primary bedroom, which has an en suite bathroom with a heat lamp and a walk-in closet. A hallway of additional closet storage leads to the guest bathroom and 2nd bedroom. The oversized bedrooms are split from each other, adding extra privacy. The entire condo was just painted, the A/C was replaced in 2022, and this place is move-in ready. If you're ready to explore the 55+ Gulfport lifestyle, call your Realtor and schedule an in-person showing. Out of town? Just let us know and we'll arrange a virtual showing.

5935 30th Avenue S Unit 214, Gulfport

$600,000
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

$379,900
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

$350,000
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

$599,000
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 BLCOK CONSTRUCTION, HIGH-IMPACT WINDOWS and DOORS, a LARGE 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. With over $30,000 in UPGRADES this home is magiacally priced for NEW CONSTRUCTION. 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

$1,099,000
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

$389,999
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

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