Pinellas County Homes with Trail(s) Amenities

Pinellas County Homes with Trail(s) Amenities

Welcome to Pinellas County, Florida, a vibrant coastal paradise that perfectly blends natural beauty and modern living. Nestled on the stunning Gulf Coast, Pinellas is renowned for its picturesque beaches, charming communities, and a plethora of outdoor recreational opportunities. With over 35 miles of coastline, residents enjoy sun-soaked days at famous spots like Clearwater Beach and St. Pete Beach, where the soft sands and turquoise waters create an idyllic backdrop for relaxation and adventure.

One of the standout features of Pinellas County is its commitment to preserving the great outdoors, exemplified by its extensive network of trails and parks. Homes in this area often come with access to scenic trails that wind through lush landscapes, providing residents with the perfect setting for walking, biking, or jogging. Whether you’re exploring the serene paths of the Pinellas Trail or enjoying a leisurely stroll through one of the many local parks, the trails amenities enhance your lifestyle, making it easy to embrace an active and healthy way of life.

In addition to its natural allure, Pinellas County boasts a rich cultural scene, with art galleries, theaters, and a variety of dining options that cater to every palate. Families will find top-rated schools and community events that foster a sense of belonging. Whether you’re seeking a cozy bungalow or a luxurious waterfront estate, the homes in Pinellas County offer diverse options that cater to every taste and budget. Discover the charm and convenience of Pinellas County, where your dream home awaits amidst the stunning backdrop of Florida’s Gulf Coast!

Newest Pinellas County Homes with Trail(s) Amenities

2333 Feather Sound Drive Unit A401, Clearwater
$269,000
2 Beds ⋅ 2 Baths ⋅ Crystal Bay Condo SubDv. ⋅ 33762 Zip Code
BEAUTIFULLY REMODELED CORNER UNIT FACINF THE GOLF COURSE AND RESORT STYLE AMENITIES! This move in ready condo features a freshly remodeled kitchen with granite countertops and under cabinet lighting, two beautifully updated bathrooms, one with a bathtub and the other with a stand up shower, and gorgeous polished porcelain flooring throughout. Decorative granite stone accent walls frame the patio doors, adding a distinctive touch. Additional upgrades include new hurricane rated windows, excluding the bathrooms and sliding patio door, plus an A/C system and water heater that are both approximately two years old. Enjoy the privacy of a desirable corner unit and a screened in back porch overlooking the private golf course, with mature trees providing a peaceful natural buffer between the building and the green. Experience resort style living with a heated pool, jacuzzi, fully equipped fitness center, saunas, clubhouse, game room, pool table, ping pong, four commercial grills, and a spacious poolside patio. The clubhouse features a kitchen and can be reserved at no additional charge for private gatherings. Additional amenities include a dog park, playground, walking trails, assigned parking, guest parking, and storage. The HOA includes water, sewer, trash, internet, cable, grounds maintenance, and storage, providing exceptional convenience and value. Conveniently located near St. Pete Clearwater International Airport and Tampa International Airport, just minutes from I275 with easy access to downtown Tampa, downtown St. Petersburg, shopping, dining, and Gulf Coast beaches. Beautiful upgrades, peaceful golf course views, and outstanding amenities make this condo an exceptional opportunity to enjoy the Florida lifestyle. Schedule your private showing today!

2333 Feather Sound Drive Unit A401, Clearwater

460 Gilman Place N, St Petersburg
$925,000
3 Beds ⋅ 4 Baths ⋅ Back Bay At Carillon SubDv. ⋅ 33716 Zip Code
Welcome to 460 Gilman Pl N, an exceptional newly constructed luxury townhome by Avista Homes, located in the desirable Back Bay at Carillon community. Offering the perfect balance of modern elegance, privacy, and maintenance-free living, this beautifully designed two-story residence features 3 spacious bedroom suites, each with its own private en-suite bathroom and walk-in closet, plus a convenient main-level powder room. Engineered oak hardwood flooring flows throughout the home, complemented by elegant tile finishes in the bathrooms. Soaring ceilings create an impressive sense of space and openness, enhancing the home's airy, light-filled interiors. The open-concept main living area seamlessly connects the living room, dining area, and gourmet kitchen, featuring quartz countertops, a large center island, premium cabinetry, recessed lighting, and a walk-in pantry. Upstairs, the oversized primary suite offers a spa-inspired bathroom with dual vanities, a soaking tub, an expansive walk-in shower, and a generous walk-in closet. A full-size laundry room adds everyday convenience. Designed for indoor-outdoor living, the home offers three covered outdoor spaces, including a spacious rear deck ideal for relaxing or entertaining, along with a private paved patio. Additional highlights include a welcoming foyer, an attached two-car garage, and driveway parking for two additional vehicles. Residents enjoy access to the private community clubhouse, resort-style pool, fitness center, scenic lakes, the Carillon Park boardwalk, and miles of walking trails. Ideally situated in one of Tampa Bay's premier corporate corridors, the property is minutes from major employers including Raymond James, Jabil, Franklin Templeton, and Honeywell, as well as Publix, popular restaurants, shopping, and Topgolf. Convenient access to I-275 provides excellent connectivity to downtown St. Petersburg, Clearwater, downtown Tampa, Tampa International Airport, St. Pete–Clearwater International Airport, and the Gulf beaches.

460 Gilman Place N, St Petersburg

2220 Swedish Drive Unit 42, Clearwater
$174,000
2 Beds ⋅ 2 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
Welcome to 2220 Swedish Drive #42, located in the highly desirable 55+ community of On Top of the World in Clearwater! Offering 1,440 square feet of living space, this spacious 2-bedroom, 2-bathroom condo combines comfort, functionality, and an exceptional maintenance-free lifestyle. Step inside to discover an inviting living and dining area featuring beautiful wood flooring, while porcelain tile adds a stylish and durable touch to the kitchen and sitting area. The generously sized kitchen offers plenty of room for cooking and entertaining, with windows overlooking lush green space that bring in natural light and peaceful views. The versatile sitting area provides additional space to relax, read, or entertain guests. Enjoy the convenience of an IN-UNIT WASHER AND DRYER, a highly desirable feature that adds to the home’s everyday comfort. Beautiful green space views create a tranquil setting, while one assigned parking space adds convenience. The charming Colonial-style building features an ELEVATOR for easy access. Beyond your front door, On Top of the World offers an incredible array of amenities designed for an active and social lifestyle! Residents can enjoy TWO SWIMMING POOLS, two activity centers, golf courses, a fitness center, tennis and pickleball courts, shuffleboard, lawn bowling, billiards, woodworking facilities, walking trails, a dog park, and an on-site café. With numerous clubs, organized activities, and social events, there’s always something to enjoy! Conveniently located near shopping, restaurants, medical facilities, and the beautiful Gulf Coast beaches, this community offers the perfect combination of relaxation, recreation, and convenience. Whether you’re looking for a full-time residence or a seasonal Florida retreat, this spacious condo offers an opportunity to enjoy the best of Clearwater’s active adult lifestyle. Schedule your private showing today! This property is being transferred via a leasehold estate deed, requires Association approval, and necessitates a 35 percent down payment if financing.

2220 Swedish Drive Unit 42, Clearwater

6495 Shoreline Drive Unit 8502, St Petersburg
$275,000
2 Beds ⋅ 2 Baths ⋅ Shores Of Long Bayou Condo SubDv. ⋅ 33708 Zip Code
Rise above it all with captivating views, where tranquil waters meet the distant city skyline—welcome to this completely updated residence in the Shores of Long Bayou, an impeccably maintained, guard-gated community known for its peaceful setting and stunning nature views. This top-floor 2-bedroom, 2-bath condo offers 1,195 sq ft of light-filled, open-concept living with a fresh, modern feel and the peace of mind of hurricane shutters. Step out onto the spacious screened-in balcony and take in breathtaking views of the water, your perfect spot for morning coffee or winding down at the end of the day. The primary suite includes an en suite bath and two generous walk-in closets, while the second bedroom provides ideal flexibility for guests or a home office. This top-floor unit is conveniently located with easy elevator access and parking right out front. For buyers seeking an open layout and great views, this vantage point is unmatched. Living in this serene community offers an active coastal lifestyle surrounded by native Florida wildlife. Residents enjoy access to a spacious clubhouse, two heated swimming pools, a spa, a fitness center, and almost two miles of scenic walking trails. Outdoor and biking enthusiasts will appreciate easy access to the Pinellas Trail. Perfectly situated in Seminole, you are just minutes from Madeira Beach and the Gulf Beaches, Seminole City Center shopping and dining, St. Petersburg College, and convenient commuter routes. This is the place to experience comfort, convenience, and true coastal living.

6495 Shoreline Drive Unit 8502, St Petersburg

5200 Brittany Drive S Unit 206, St Petersburg
$258,000
1 Beds ⋅ 2 Baths ⋅ Bayway Isles Point Brittany Four SubDv. ⋅ 33715 Zip Code
Welcome to this resort-style one-bedroom, one and a half-bathroom condo located in the highly desired gated community of Point Brittany. This 2nd-floor unit offers spectacular views of the Gulf and the Intracoastal Waterway. Assigned deeded PARKING (ideal spot steps from the building) and guest parking for friends. — Very well maintained, light and coastal condo, including an extra office room with inspirational water views. No Popcorn ceiling. Impeccable walls and ceilings. Stainless Steel Appliances. Upgraded Hurricane Impact Windows. Open Dining and Living Space. This unit also comes with 2 large Storage Units convenient for Luggage, Golf Clubs, Beach Umbrella and Fishing Gear — Point Brittany is a sought-after active 55+ WATERFRONT COMMUNITY Lush, landscaped grounds, featuring on-site grocery and deli, 4 HEATED POOLS, a gorgeous clubhouse, a calendar full of social events, fishing piers, a fitness center, kayak storage, a waterfront walking path, an outdoor pavilion, an entertainment venue, athletic and cultural classes, yoga/dance studio, art studio, poker/bridge, billiards, library, ballroom, and much more. The community runs along the Pinellas Bayway close to the southern beaches of Pinellas County including Pass-a-Grille and St. Pete Beach, which was named a top beach in the U.S. by TripAdvisor Travelers' Choice Awards. It's a short drive to shopping destinations, Downtown St. Pete for dining, museums, entertainment, and Tampa Bay Rays baseball games. Interstate access to Clearwater, Bradenton/Sarasota, Tampa, and areas across Tampa Bay. NO SMOKING Bldg.

5200 Brittany Drive S Unit 206, St Petersburg

5153 Salmon Drive Se Unit B, St Petersburg
$399,000
2 Beds ⋅ 2 Baths ⋅ Waterside At Coquina Key South SubDv. ⋅ 33705 Zip Code
The Ultimate in Coastal Living! Relax, unwind, and enjoy effortless waterfront living in this beautifully updated and remodeled ground-floor condo at Waterside. One of the few condos of this size in the community offering an additional half bath for guests, this home combines thoughtful updates, comfortable living spaces, and an incredible bayfront setting. The open-concept kitchen has been beautifully redesigned for exceptional flow and features quartz countertops, wood cabinetry, brushed nickel appliances, a sea-glass tile backsplash, touchless faucet, and canned lighting throughout the condo. A f ull-size washer and dryer are conveniently located in the closet just off the kitchen. Step outside to your large ground-floor patio and take in the beautiful, unobstructed views of the bay. There's plenty of room for both lounging and dining, along with additional storage and a grill—creating the perfect setting for morning coffee, sunset cocktails, or entertaining friends and family. Throughout the condo, you'll find all-new wood-look plank tile flooring, creating a seamless and stylish feel from room to room. Hurricane-grade windows provide added peace of mind. The spacious primary suite features a beautifully remodeled bath with a walk-in shower, seamless glass doors, sea-glass tile accents, updated brushed nickel fixtures, and a stone tile floor. The updated vanity is complemented by a lovely sea-glass sink and coordinating fixtures. A beautifully updated half bath, a rare and desirable feature in a condo of this size, provides added convenience for guests. And then there is Waterside—where resort-style amenities and an active waterfront lifestyle come together. Residents enjoy: Two heated swimming pools, including one overlooking Tampa Bay Outdoor hot tub area Large fishing dock with beautiful water views and water access Scenic walking paths Dog run Kayak storage racks Boat slips and lifts available for lease, subject to availability Boat-trailer storage Lighted tennis and pickleball courts Basketball and volleyball courts Shuffleboard courts and horseshoe areas Well-equipped fitness ncenter EV charging stations Additional laundry facilities Community recycling center Waterside also offers a vibrant Yacht Club and Boating Community with social events throughout the year. The waterfront clubhouse features a popular community bar, gathering spaces, library, and billiards room—providing even more opportunities to relax, socialize, and enjoy the coastal lifestyle. Beautifully updated. Unobstructed bay views. Incredible amenities. Exceptional coastal living. This is the Waterside lifestyle you've been waiting for! Assessment that started 9/1/26 for three years is $576.97 a month.

5153 Salmon Drive Se Unit B, St Petersburg

1871 Pine Ridge Way W Unit E1, Palm Harbor
$174,900
2 Beds ⋅ 2 Baths ⋅ Pine Ridge At Palm Harbor SubDv. ⋅ 34684 Zip Code
Virtually Staged. Welcome to Pine Ridge at Palm Harbor, a desirable 55+ condominium community offering an active Florida lifestyle in a convenient Pinellas County location. This beautifully updated 2-bedroom, 2-bathroom condo with assigned parking combines modern improvements, comfortable living, and peaceful pond views. With major updates already completed, this move-in-ready residence is ideal for year-round living or a seasonal Florida retreat. Recent improvements include a NEW AIR CONDITIONING SYSTEM installed in November 2025, a NEW WATER HEATER in early 2025, and NEW INTERIOR PAINT throughout in September 2026. Flooring was updated throughout in 2024, with NEW CARPET installed in the bedrooms and main living area in September 2026. The kitchen features a NEW REFRIGERATOR, RANGE, AND MICROWAVE, all replaced in 2026. These thoughtful upgrades provide a fresh, inviting interior and added peace of mind for the next owner. One of the home's most appealing features is the enclosed Florida room, offering approximately 81 square feet of additional space and tranquil north-facing pond views. It's an ideal setting for enjoying your morning coffee, reading, or simply relaxing while overlooking the water. Enjoy the convenience of an HOA fee that includes WATER, SEWER, INTERNET, CABLE TELEVISION, and TRASH COLLECTION TWICE WEEKLY. An additional private storage room is conveniently located in the hallway near the front entrance, providing valuable extra storage space. Pine Ridge at Palm Harbor offers resort-style amenities, including a HEATED SWIMMING POOL, SPA, CLUBHOUSE, SHUFFLEBOARD COURTS, walking trails around scenic ponds, picnic areas, and barbecue facilities. The community provides numerous opportunities to enjoy outdoor recreation, social activities, and the Florida sunshine. Pet-friendly policies and seasonal rental opportunities add to the property's flexibility, subject to association requirements. Conveniently situated just off US Highway 19 North, this Palm Harbor 55+ community offers easy access to shopping, restaurants, grocery stores, medical facilities, and nearby golf courses. Explore charming Downtown Palm Harbor, Historic Downtown Dunedin, the Tarpon Springs Sponge Docks, and the beautiful Gulf Coast beaches. The nearby Pinellas Trail offers miles of opportunities for walking, running, and cycling, while Honeymoon Island State Park and the Dunedin Causeway provide outstanding coastal recreation. Whether you're searching for a primary residence, winter getaway, or low-maintenance condominium in Palm Harbor, this extensively updated 2-bedroom, 2-bath home offers an exceptional opportunity to enjoy Florida's Gulf Coast lifestyle. Schedule your private showing and discover everything Pine Ridge at Palm Harbor has to offer!

1871 Pine Ridge Way W Unit E1, Palm Harbor

4737 Dolphin Cay Lane S Unit 108, St Petersburg
$860,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Cay Bermuda SubDv. ⋅ 33711 Zip Code
Experience refined waterfront living in this exceptional renovated corner residence at Dolphin Cay, one of St. Petersburg’s most desirable guard-gated coastal communities. Perfectly positioned along Boca Ciega Bay, this stunning residence captures scenic open water views and year-round sunsets from an expansive 900-foot wrap-around deck, creating a remarkable extension of the living space and an ideal setting for outdoor dining, entertaining, and enjoying Florida’s waterfront lifestyle. Inside, a stunning contemporary design is defined by walls of windows and abundant natural light, enhancing the open-concept layout and highlighting the residence’s thoughtful renovation. The chef’s kitchen serves as the heart of the home, featuring custom cabinetry, stunning quartzite countertops and backsplash, stainless appliances and a convenient built-in bar area —all opening effortlessly to the living and dining areas, ideal for both everyday living and elegant entertaining. A versatile bonus room offers exceptional flexibility as a den, office, or potential third bedroom and accesses the magnificent deck through tall sliding glass doors. The owner’s suite is a private retreat, showcasing a wall of windows, plantation shutters, crown molding, custom-designed walk-in closet, and a beautiful spa inspired bath. The guest suite is thoughtfully positioned for privacy with an adjacent bath and laundry area. Refined coastal finishes throughout feature a soft coastal palette enhanced with wide plank luxury vinyl flooring, plantation shutters, and designer lighting. Hurricane rated sliding glass doors provide added protection, energy efficiency, and peace of mind while preserving the connection to the surrounding waterfront views. Additional features include a reserved under-building parking space, private storage room conveniently located at the condo entrance, and a well-maintained building with strong community appeal which has undergone all its Milestone and SIRS reports. Residents of Dolphin Cay enjoy a resort-style lifestyle across 88 acres of lush, gated waterfront grounds, featuring: A Private beach overlooking Boca Ciega Bay, Kayak launch and Fishing pier, Three Heated Swimming pools, 3 Har-Tru lighted Tennis Courts, a Fitness Center, Library, Clubhouse with Billiard Room and Scenic Walking Trails. Dolphin Cay is a luxury waterfront community inspired by nature and just minutes from the vibrant arts scene, waterfront venues, and renowned dining of Downtown St. Petersburg, as well as the sugar-sand beaches of St. Pete Beach and Pass-a-Grille. Tampa International Airport and St. Pete-Clearwater International Airport are both easily accessible making it one of the most desirable waterfront gated communities for both primary and second-home buyers. This is a rare opportunity to own an extraordinary corner waterfront residence with an expansive outdoor living space and unobstructed sunset views in one of St. Petersburg’s most exclusive gated communities.

4737 Dolphin Cay Lane S Unit 108, St Petersburg

4717 Dolphin Cay Lane S Unit 503, St Petersburg
$875,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Cay Antigua SubDv. ⋅ 33711 Zip Code
Experience refined waterfront living in this beautifully renovated residence in Antigua at Dolphin Cay, one of St. Petersburg’s distinctive guard-gated waterfront communities. Perfectly positioned along Boca Ciega Bay, this exceptional residence captures sweeping open-water views and spectacular year-round sunsets, with an expansive corner veranda creating a seamless connection between its elegant interior and the beauty of the waterfront. Inside, a relaxed coastal aesthetic is complemented by walls of windows and abundant natural light. The open-concept design flows effortlessly between the living, dining and kitchen areas, creating an inviting setting for both everyday living and entertaining. At the heart of the residence, the beautifully redesigned chef’s kitchen features striking granite countertops and backsplash, stainless-steel appliances, generous workspace and an open connection to the main living areas—all framed by captivating west views of Boca Ciega Bay. The spacious owner’s suite is a private waterfront retreat, with wide 8 foot windows overlooking the bay, a custom-designed walk-in closet and a beautifully renovated, spa-inspired bath. The guest suite is thoughtfully positioned for privacy and is complemented by an adjacent, stylishly updated bath. A versatile third room, currently appointed with custom built-in office cabinetry and storage, offers flexibility for a home office, den or potential third bedroom. Refined finishes throughout include a soft coastal-grey palette, plantation shutters, designer lighting, updated windows and sliding doors, and electric hurricane shutters for added convenience and protection. Additional features include reserved garage parking, a storage room and a gracious corridor entrance. The building has completed its Milestone Inspection and Structural Integrity Reserve Study (SIRS). Set across approximately 88 acres of lush waterfront grounds, Dolphin Cay offers an exceptional coastal lifestyle with a private beach overlooking Boca Ciega Bay, kayak launch, fishing pier, three heated pools, three lighted Har-Tru tennis courts, fitness center, library, clubhouse and scenic walking paths through protected natural areas. The location places you just minutes from Downtown St. Petersburg’s acclaimed restaurants, museums, galleries and waterfront venues, as well as the sugar-sand beaches of St. Pete Beach and Pass-a-Grille. Tampa International and St. Pete-Clearwater International airports are also conveniently accessible. Beautifully renovated, filled with natural light and surrounded by panoramic water views, this exceptional residence brings together expansive outdoor living, brilliant sunsets and the relaxed sophistication of waterfront living at Dolphin Cay.

4717 Dolphin Cay Lane S Unit 503, St Petersburg

4750 Dolphin Cay Lane S Unit 107, St Petersburg
$575,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Cay Dominica SubDv. ⋅ 33711 Zip Code
Discover a nature lover’s paradise in the lush waterfront community of Dolphin Cay. This rare first-floor residence in the Dominica building offers the perfect blend of coastal serenity and effortless indoor-outdoor living. Meticulously maintained and thoughtfully designed, the home features a spacious open floor plan that flows seamlessly onto an extraordinary private veranda and expansive outdoor deck spanning the full width of the residence—an exceptional space to enjoy peaceful garden views, coastal breezes, and the surrounding tropical landscape. Inside, hurricane-rated windows and sliding doors invite natural light while framing tranquil views of the beautifully landscaped grounds. The living room, dining area, and open kitchen create a welcoming environment ideal for both everyday living and entertaining. The primary suite is a relaxing retreat featuring 8-foot sliding glass doors that open directly to the outdoor deck, a custom walk-in closet, additional linen storage, and a spacious primary bath. A private guest bedroom with plantation shutters enjoys picturesque views of mature palms and lush landscaping, offering comfort and privacy for visiting guests. The versatile bonus room with distinctive barn doors is currently used as a home office but is generously sized and easily adaptable as a third bedroom, den, or creative studio. Located in the Dominica building directly across from the lake, the association has completed its Structural Integrity Reserve Study and has recently undergone significant improvements including a new roof, new elevators, exterior painting, and enhanced landscaping. Residents of Dolphin Cay, a gated 88-acre waterfront nature preserve, enjoy an exceptional resort-style lifestyle with amenities that include:Three heated waterfront pools and spa, Private beach and fishing pier, Kayak launch and waterfront walking trails, Three Har-Tru lighted tennis courts, Fitness center and waterfront grilling areas, Clubhouse with billiards room and library. On-site professional management. Perfectly positioned, Dolphin Cay is just minutes from the vibrant arts scene, waterfront parks, and renowned dining of Downtown St. Petersburg, as well as the sugar-sand beaches of St. Pete Beach and Pass-a-Grille. Tampa International Airport and St. Pete-Clearwater International Airport are both easily accessible. An exceptional opportunity to enjoy peaceful waterfront living surrounded by nature while remaining close to the best of St. Petersburg’s coastal lifestyle.

4750 Dolphin Cay Lane S Unit 107, St Petersburg

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