Hillsborough Homes with Trail(s) Amenities

Hillsborough Homes with Trail(s) Amenities

Welcome to Hillsborough County, Florida, a vibrant and dynamic region that perfectly blends urban convenience with natural beauty. Nestled along the picturesque Gulf Coast, Hillsborough is home to the bustling city of Tampa, along with charming suburbs and serene rural areas. With a rich cultural tapestry, residents enjoy a plethora of activities, from world-class dining and shopping to outdoor adventures along the scenic waterways.

One of the standout features of Hillsborough County is its commitment to preserving nature and enhancing community living through homes that offer trail amenities. Imagine stepping out of your front door and onto a winding trail that invites you to explore the lush landscapes and serene parks that Hillsborough is known for. These homes are designed for those who appreciate an active lifestyle, providing easy access to miles of trails perfect for walking, jogging, or biking.

Whether you’re looking to immerse yourself in the vibrant local culture or seeking tranquility in nature, Hillsborough County has it all. The homes with trail amenities are not just residences; they are gateways to a lifestyle filled with adventure and community connection. Picture weekend mornings spent on the trails, discovering hidden gems in the area, or enjoying a leisurely stroll with family and friends.

With its warm climate, friendly neighborhoods, and a wealth of recreational opportunities, Hillsborough County is the perfect place to call home. Discover your dream home with trail amenities today and experience the best of Florida living!

Newest Hillsborough Homes with Trail(s) Amenities

$1,690,000
4 Beds ⋅ 3 Baths ⋅ Stonelake Ranch Ph 3 SubDv. ⋅ 33592 Zip Code
Set behind the private gates of Stonelake Ranch — one of Tampa Bay's most exclusive lakefront communities — this Arthur Rutenberg-built estate sits on 2.13 private acres overlooking Lake Hendry, with a homesite over 550 feet deep for exceptional privacy. A paved driveway leads through manicured landscaping to a striking double-door entry, setting the tone for a single-story residence, built in 2021, designed without compromise. Inside, an open floor plan of 3,251 square feet spans four bedrooms and three baths, and the fourth bedroom can easily be used as a media room, home gym, or additional bedroom to fit your needs. A den off the foyer suits a formal living room, office, or study, while the family room features tray ceilings, recessed lighting, and quadruple sliders opening to the screened lanai, pool, and lake. The kitchen offers a gas cooktop with vent hood, built-in oven/microwave combo, side-by-side refrigerator, and a breakfast bar with designer lighting; a sunlit breakfast nook overlooks the pool and lake. The primary suite offers panoramic pool and lake views, tray ceilings, built-in speakers, and a sitting area, with an en-suite bath featuring a garden tub, glass shower with dual heads, and dual vanities. One of the secondary bedrooms also has its own en-suite bath, and an oversized laundry room adds ample storage. A two-car attached garage plus a detached one-car garage offer rare flexibility, and a whole-house generator adds peace of mind. Outside, the estate feels like a private resort: a paved patio, screened pool deck, water features, designer lighting, and a sundeck for catching the sunset over the lake. Stonelake Ranch is defined by privacy and natural beauty. A 24-hour guard gate, night patrol, and private roads keep the sense of retreat intact. Steps away, the Lakeside Lodge offers a 24-hour fitness center, tennis and basketball courts, a playground, and a boat ramp to Lake Thonotosassa — Hillsborough County's largest lake at 880 acres. A 100-acre meadow preserve and a dedicated horse trail border the community, with groomed paths for walking and riding. The community is just under 20 minutes from downtown Tampa and Lakeland, with easy access to I-75, USF, Tampa Executive Airport, and Moffitt Cancer Center, and about 45 minutes to Gulf beaches. Tampa International Airport and downtown Tampa's shopping, dining, and culture are also close by. Major hospitals — Brandon Regional, St. Joseph's, Tampa General, the VA, Lakeland Regional, and AdventHealth Carrollwood — are all within about 30 minutes. More than a home, this is a private lakefront sanctuary within one of Tampa Bay's most exclusive addresses.

10741 Osprey Landing Way, Thonotosassa
$1,995,000
4 Beds ⋅ 4 Baths ⋅ The Homes At Harbour Bay SubDv. ⋅ 33602 Zip Code
Welcome to a timeless Harbour Island residence where classic architecture, curated design, and effortless indoor-outdoor living come together in one of Tampa’s most coveted gated enclaves. Perfectly positioned along the Island’s linear Central Park, the home enjoys an expanded sense of openness and greenery, an uncommon luxury in the heart of the city. Step inside and the experience begins immediately. A soaring two-story foyer, sweeping staircase, and hand-selected lighting create a dramatic arrival moment. Solid-wood floors carry you through the main level, setting a warm, refined tone that continues throughout the home. The chef’s kitchen is designed for both beauty and performance, featuring Sub-Zero refrigeration, gas cooktop, double ovens, beverage refrigerator, filtered hot/cold water, solid ivory cabinetry, Quartz counters, and stone backsplash. Sunlight pours into the eat-in area, making everyday mornings feel special. The family room is the heart of the home—anchored by a cozy fireplace, custom built-ins, and a dedicated wine refrigerator. French doors open wide to the outdoor entertaining pavilion, where evenings unfold under a custom lighted pergola and the outdoor kitchen becomes the centerpiece for alfresco dining and gatherings. Back inside, the oversized dining room and custom butler’s pantry set the stage for memorable dinner parties, while a separate den/office offers a quiet retreat for work or relaxation. Upstairs, the primary suite becomes a private sanctuary. A welcoming fireplace, balcony overlooking the park, spa-inspired marble and granite bath, and an oversized walk-in closet create a space designed for restoration and indulgence. Throughout, additional features are numerous and thoughtfully integrated. Beyond the home, Harbour Island offers a lifestyle unmatched in Tampa—24-hour gated security, walkability, and immediate access to the best of the city. Stroll to Lifetime Fitness, Tampa’s Riverwalk, Benchmark Arena for Hockey and Concerts, Water Street, Sparkman Wharf, Iconic Bayshore, and nearby dining and entertainment. For boaters, a private marina within walking distance provides effortless access to the bay and beyond. This is Harbour Island living at its finest—classic, curated, and connected to everything.

905 Harbour Bay Drive, Tampa
$669,000
4 Beds ⋅ 3 Baths ⋅ Mirabay Ph 3a-1 SubDv. ⋅ 33572 Zip Code
435 Manns Harbor Dr, Apollo Beach, FL 33572 | 4 Beds | 3 Full Baths | 2,477 Sq Ft | MiraBay Lagoon and Sunset Views | Remodeled Kitchen and Baths | First-Floor Primary | Expanded Screened Lanai | Room for Pool | Roof 2022 | Dual HVAC 2024 | 2-Car Garage Sunsets are part of daily life at 435 Manns Harbor Drive. From the expanded screened lanai and huge rear porch, the MiraBay lagoon opens into a wide, peaceful backdrop for morning coffee, outdoor dining, and evenings watching the sky change over the water. The large pie-shaped lot provides space for a custom pool, tropical landscaping, expanded entertaining areas, or the backyard design you prefer. A rare full pool bath is already in place. The Morrison Biscayne floor plan provides nearly 2,500 square feet with open gathering spaces and private places to retreat. Soaring ceilings, skylights, crown molding, and abundant natural light create an airy interior, while the large front and rear porches extend the way the home lives. Formal living and dining rooms, a spacious family room, dry bar, and dedicated office or den provide flexibility for entertaining, working from home, and everyday life. The completely remodeled kitchen brings modern style to the heart of the home with sleek cabinetry, quartz countertops, premium stainless steel appliances, and generous preparation space. Open to the family room, it allows the cook to remain connected to conversation and the lagoon beyond. The first-floor primary suite creates a peaceful main-level retreat with a walk-in closet and remodeled spa-like bathroom featuring modern finishes and a soaking tub. Three bedrooms upstairs give family and guests a separate place to relax. All three full bathrooms have been updated, including a hard-to-find pool bath ready to serve outdoor living or a future pool. Major improvements provide confidence where it matters most: the roof was replaced in 2022, both HVAC systems were replaced in 2024, and the home also includes energy-efficient appliances, newer attic insulation, and a newer water heater. A two-car garage provides space for vehicles, storage, and outdoor gear. Because the home is located near the MiraBay clubhouse, the community lifestyle is always close. Start the day at the 24-hour fitness center or on miles of walking trails, meet friends for pickleball or tennis, spend the afternoon at one of two heated resort-style pools, or take a complimentary kayak or paddleboard onto the water. Residents also enjoy basketball, a cafe and lounge, private community boat launch, weekly food trucks, and activities coordinated throughout the year. Golf-cart-friendly streets and private golf-cart access to MiraBay Shopping Plaza connect you to restaurants, groceries, salons, and everyday conveniences. Ideal for buyers seeking a remodeled Apollo Beach home with lagoon and sunset views, main-level living, flexible guest space, and the freedom to design a private outdoor oasis instead of inheriting someone else's pool and landscaping choices. ***** WHAT THE SELLER LOVES: Sunset is never just a quick glimpse here. From the expanded lanai and rear porch, you can watch the colors move across an expansive section of the lagoon and feel the entire backyard slow down. It is the place for morning coffee, dinner outdoors, and the peaceful end to a Florida day. Schedule your private showing and experience the view for yourself.

435 Manns Harbor Drive, Apollo Beach
$458,290
3 Beds ⋅ 2 Baths ⋅ Waterset SubDv. ⋅ 33572 Zip Code
Embrace easy coastal living in Apollo Beach, where I-75 puts downtown Tampa, great dining, shopping, and the airport within quick reach—while the breezy Tampa Bay lifestyle stays part of the everyday. Enjoy life in Waterset's "live, play, unwind" setting with multiple clubhouses and fitness centers, five pools, 10+ parks, 12+ miles of trails, and courts for pickleball, tennis, sand volleyball, and basketball, all surrounded by lakes and wide-open green spaces. The Arden is thoughtfully designed for comfortable, low-maintenance, single-story living with an open, light-filled layout. A stylish kitchen sits at the heart of the home, with quartz countertops and an easy flow into the dining and family spaces that makes entertaining effortless. The private Owner's Retreat offers a relaxing escape with a spa-inspired Owner's Bath and walk-in closet, while two additional bedrooms share a full bath, offering flexible space that adapts to your lifestyle. Durable laminate flooring and upgraded 8-foot interior doors elevate the everyday feel throughout, and an attached 2-car garage adds everyday convenience. Built by David Weekley Homes, the Arden reflects LifeDesign planning for livability and natural light, along with energy-efficient construction.**This property offers a limited-time interest rate incentive and closing costs.

5024 Chapel Row Avenue, Apollo Beach
$195,000
1 Beds ⋅ 1 Baths ⋅ Lake Chase Condo SubDv. ⋅ 33626 Zip Code
This beautiful 1 bedroom and 1 bath condo is located in the desirable gated Lake Chase community! It also includes a 1 car garage located at building 19-G1 and a 1 car carport in space 15A just steps from the doorway. Lake Chase is located in the heart of the highly sought after Westchase area! The condo features an open concept plan with lots of natural light. The condo comes fully furnished and nothing needs to be done but pack your clothes and move right in! This condo has been lovingly improved with easy care laminate flooring throughout the entire home. The kitchen features stainless steel appliances, granite countertops, solid wood cabinets, closet pantry and breakfast/serving bar. A storage closet and laundry closet are off the dining area which may double as a secondary pantry. The washer and dryer are included. The open concept space connects the living, dining & kitchen together making this a perfect place to gather with friends and family. The bedroom is spacious with plenty of natural light. The en-suite bathroom features a granite countertop vanity, oversized soaking tub and access to the generous walk-in closet with custom shelving. A secondary door (Jack & Jill style) makes this bathroom convenient for guests to access as well. The water heater was replaced in 2026, the HVAC in 2025 and the garage door opener in 2025. Lake Chase is an amazing community and was built around a prominent and remarkable lake featuring a scenic one mile walking path with benches for people to enjoy the great water views. The community features are: two sparkling swimming pools, tennis, basketball, and volleyball courts (as per the HOA, a pickleball court is coming soon), BBQ picnic area, playground, a clubhouse, fitness center and a peaceful fishing dock. You’ll also enjoy low-maintenance living with an HOA that covers garbage collection (via compactors), exterior structural maintenance (including roof), street lighting and upkeep of all community amenities. HOA buyer approval required and one small pet up to 35 pounds is permitted. Lake Chase is conveniently located just minutes from Westpark Village, Citrus Park Mall, shopping, dining, entertainment, Tampa International Airport, Veterans Expressway and an easy drive to the world's best and beautiful white sandy beaches. Now is the time to make a move and call this beautiful space your home!

9288 Lake Chase Island Way, Tampa
$415,000
3 Beds ⋅ 3 Baths ⋅ Bahia Beach Twnhms Ph 2 SubDv. ⋅ 33570 Zip Code
Welcome to your own slice of paradise in the sought-after Little Harbor waterfront community! This beautifully updated 3-bedroom, 3-bath corner-unit townhome offers the perfect combination of coastal charm, privacy, and an effortless Florida lifestyle. Designed to embrace true Florida living, this home features three private outdoor spaces, including a serene balcony off the primary suite overlooking the canal, a second private balcony off the upstairs secondary bedrooms that provides additional space to enjoy the spectacular natural surroundings, and a spacious balcony off the dining and living area that creates a seamless indoor-outdoor flow. The rear of the home overlooks the canal and a protected preserve, offering a peaceful tropical backdrop where you can regularly enjoy sightings of manatees, dolphins, native birds, and other Florida wildlife. Filled with abundant natural light, this tastefully updated home showcases a timeless neutral color palette, granite countertops throughout, and a spacious open-concept living area designed for both comfort and entertaining. The stunning primary suite features a luxurious pebble stone, rain-head super shower, creating a spa-like retreat. A newer washer and dryer add everyday convenience, and all appliances throughout the home have been updated, including a recently installed 3-ton HVAC system for enhanced comfort and efficiency. The oversized garage—large enough to function as a one-and-a-half-car garage—provides exceptional storage for beach gear, bicycles, and boating essentials. Beyond your doorstep, Little Harbor offers a true resort-style waterfront lifestyle. Residents enjoy access to a marina, waterfront restaurants, multiple pools, a fitness center, tennis and pickleball courts, and private beach access, all set against some of the most spectacular sunsets over Tampa Bay. Whether you enjoy boating, fishing, kayaking, paddleboarding, or simply relaxing by the water, every day here feels like a vacation. Ideally located in Ruskin, Florida, this home offers exceptional regional connectivity. You are just a short drive to MacDill Air Force Base, as well as other key military and defense installations throughout the Tampa Bay area, including Coast Guard facilities. Travel is convenient with both Tampa International Airport and St. Pete–Clearwater International Airport within easy reach. You are also close to the vibrant downtown districts of Tampa, St. Petersburg, and Sarasota. For beach lovers, the location is unmatched. Enjoy quick access to the world-renowned Gulf Coast beaches, including Anna Maria Island, Siesta Key, and Clearwater Beach, consistently ranked among the best beaches in the world. From white sand shores to crystal-clear waters, the best of Florida’s coastline is right at your fingertips. While Little Harbor does not feature a dedicated dog park within the community, it remains a pet-friendly waterfront neighborhood, with walking areas throughout and nearby public parks in Ruskin offering designated dog parks and additional pet-friendly outdoor spaces. Whether you are searching for a primary residence, vacation getaway, or income-producing investment, this exceptional property offers strong rental potential, an unbeatable location, and the coastal lifestyle you’ve been dreaming of. Don’t miss your opportunity to own one of Little Harbor’s desirable corner-unit townhomes, where comfort, nature, and resort-style living come together beautifully.

3228 Mangrove Point Drive, Ruskin
$659,000
4 Beds ⋅ 3 Baths ⋅ Harbour Isles Ph 1 SubDv. ⋅ 33572 Zip Code
Welcome to 5335 Sandy Shell Drive, a spacious 4-bedroom, 3-bathroom pool home in the Harbour Isles community of Apollo Beach. BRAND NEW ROOF. Offering 2,934 square feet on an oversized 0.32-acre waterfront lot, this home combines generous indoor living space with a private Florida outdoor retreat. The open, flexible floor plan features a first-floor primary suite, three additional bedrooms, three FULL bathrooms, a separate office or den, formal dining space and an impressive upstairs bonus room/loft. High ceilings, crown molding, solid wood cabinetry, stone countertops and abundant natural light add to the home's appeal. With no carpet in the bedrooms or main living areas, the flooring is both attractive and easy to maintain. The primary bedroom features large windows overlooking the pond, a large custom walk-in closet, and an ensuite bathroom with large walk-in shower and dual sinks. Step outside to the screened lanai and enjoy the saltwater pool, surrounded by beautiful travertine tile and overlooking peaceful pond views. The large, private backyard provides plenty of room for relaxing, entertaining and enjoying the Florida lifestyle. Additional highlights include an inside laundry room, water softener, irrigation system an oversized three-car smart garage, paved driveway, freshly painted exterior and interior, 2025 Hot Water Tank, pull down ladder for attic with flooring for storage and solar attic fans to keep attic cooler. Harbour Isles residents enjoy access to community amenities including a clubhouse, resort-style pool, fitness center, basketball court, playground, trails and fishing. Conveniently located near US 41, I-75, shopping, dining, schools and the growing South Shore area, this Apollo Beach pool home offers space, privacy and a highly desirable waterfront setting.

5335 Sandy Shell Drive, Apollo Beach
$249,000
3 Beds ⋅ 3 Baths ⋅ Waterset Ph 4a South SubDv. ⋅ 33572 Zip Code
Welcome home to this beautifully updated townhome in the award-winning Waterset community! Featuring 3 bedrooms, 2.5 bathrooms, an attached one-car garage, and a bright, open-concept floor plan, this move-in-ready home offers the perfect combination of style, comfort, and convenience. From the moment you step inside, you'll appreciate the no-carpet interior, with ceramic tile throughout the main level and updated laminate flooring on the stairs and throughout the second floor, creating a seamless, modern look throughout. The heart of the home is the beautifully appointed kitchen, featuring white quartz countertops, light gray cabinetry, a timeless white subway tile backsplash, and a large center island overlooking the living and dining areas, perfect for entertaining or everyday living. The washer and dryer are also included, making this home truly move-in ready. Step outside to your covered, screened lanai, the perfect place to enjoy your morning coffee, relax in the evenings, or entertain guests while taking advantage of Florida's beautiful weather. Upstairs, you'll find all three bedrooms, including a spacious owner's suite, along with updated laminate flooring throughout the entire second level. Location is everything! Situated near The Yard, you'll enjoy the convenience of restaurants, shopping, fitness centers, and everyday essentials right around the corner. As a resident of Waterset, you'll also have access to resort-style amenities, including multiple pools, fitness centers, clubhouses, parks, playgrounds, sports courts, miles of walking trails, and year-round community events. Whether you're looking for your first home, a low-maintenance lifestyle, or an investment in one of Apollo Beach's most sought-after communities, this beautifully updated townhome checks all the boxes!

6252 Camino Drive, Apollo Beach
$479,999
4 Beds ⋅ 3 Baths ⋅ Timber Ridge SubDv. ⋅ 33565 Zip Code
Under Construction. What's Special: Preserve View | Dedicated Study | No Rear Neighbors | Gourmet Kitchen. New Construction – September Completion! Welcome to the Grenada at 3512 Lumber Falls Drive in Timber Ridge! This thoughtfully designed home features an open layout centered around a gourmet kitchen with a large island, pantry storage, and seamless flow into the casual dining area and great room. The lanai extends your living space outdoors, creating the perfect setting for relaxing or entertaining. Privately located at the rear of the home, the primary suite offers a spacious walk-in closet and well-appointed bath. Two secondary bedrooms share a nearby full bath, while a fourth bedroom with its own full bath adds flexibility for guests. A dedicated study and conveniently located laundry room complete this inviting home. Timber Ridge offers a convenient location just minutes from I-4, close to major employment hubs and top attractions in fast-growing Hillsborough County. Planned community amenities include a National Wildlife Federation–certified Nature Play Space, a dog park, and a walking trail, creating a welcoming place to enjoy the outdoors. Additional Highlights Include: 8' interior doors, outdoor kitchen rough-in, and an additional hose bib. Photos are for representative purposes only. MLS#TB8535569

3512 Lumber Falls Drive, Plant City
$569,595
4 Beds ⋅ 5 Baths ⋅ Timber Ridge SubDv. ⋅ 33565 Zip Code
Under Construction. What's Special: Oversized Lot | No Rear Neighbors | Dedicated Study | Oversized Pantry. New Construction – December Completion! Welcome to the Saint Croix at 3616 Pine Peak Loop in Timber Ridge! This home features an open layout centered around a gourmet kitchen with a large island and abundant cabinetry that flows into the dining area and great room. The lanai extends your living space outdoors, creating a comfortable setting for relaxing and entertaining. The private primary suite offers a spacious walk-in closet and well-appointed bath. Three secondary bedrooms, each with its own full bath, provide exceptional comfort and privacy. A dedicated study adds flexibility for working from home or hobbies. Timber Ridge offers a convenient location just minutes from I-4, close to major employment hubs and top attractions in fast-growing Hillsborough County. Planned community amenities include a National Wildlife Federation–certified Nature Play Space, a dog park, and a walking trail, creating a welcoming place to enjoy the outdoors. Additional Highlights Include: tray ceiling package, shower in bathroom 2, laundry sink, and 8' interior doors. Photos are for representative purposes only. MLS#TB8535556

3616 Pine Peak Loop, Plant City
$715,000
4 Beds ⋅ 3 Baths ⋅ Waterset Ph 5a-1 SubDv. ⋅ 33572 Zip Code
Luxury, comfort, and exceptional Florida outdoor living come together in this stunning WestBay home located in the highly sought-after Waterset community. Offering 4 bedrooms, 3 full bathrooms, a spacious loft, and a split 3-car garage, this thoughtfully designed home provides the perfect balance of elegance and functionality. The versatile floor plan includes a secondary bedroom and full bathroom on the main level, making it ideal for guests or multi-generational living. A formal dining room offers the perfect setting for entertaining or can easily serve as a home office, den, or flex space. At the heart of the home is the gourmet kitchen, designed to impress with built-in wall oven and microwave, a gas cooktop, abundant cabinetry, and a custom-designed walk-in pantry that provides exceptional organization and storage. The open-concept layout flows seamlessly into the spacious living and dining areas, making it perfect for everyday living and entertaining alike. Upstairs, luxury vinyl plank flooring extends throughout the second floor and staircase, leading to a generous loft that offers endless possibilities as a media room, playroom, or additional living space. The freshly painted interior provides a bright, modern feel throughout. The spacious owner's suite is a true retreat, featuring a spa-inspired ensuite with a soaking tub, oversized walk-in shower, and a custom-organized walk-in closet. Step outside to your own private backyard oasis. The fully fenced yard overlooks both conservation and a tranquil pond, creating a peaceful backdrop for relaxing or entertaining. The expansive screened lanai is an entertainer's dream, complete with a fully equipped outdoor kitchen, built-in pizza oven, hot tub, and comfortable seating area, allowing you to enjoy Florida living year-round. Located in the award-winning Waterset community, residents enjoy resort-style amenities including multiple pools, clubhouses, fitness centers, walking trails, parks, playgrounds, sports courts, and convenient access to shopping, dining, top-rated schools, and I-75. From the gourmet kitchen and thoughtfully upgraded interior to the incredible outdoor living space and picturesque water and conservation views, this move-in-ready home truly has it all.

5306 Silver Sun Drive, Apollo Beach
$545,999
4 Beds ⋅ 4 Baths ⋅ Timber Ridge SubDv. ⋅ 33565 Zip Code
Under Construction. What's Special: Oversized Lot | No Rear Neighbors | Dedicated Study | Gourmet Kitchen. New Construction – December Completion! Welcome to the Java at 3614 Pine Peak Loop in Timber Ridge! Step into effortless single-story living with a bright, open kitchen with a large center island flows seamlessly into the dining area and expansive great room, creating a warm and welcoming space for everyday living and entertaining. Tucked away for privacy, the spacious primary suite offers a relaxing escape with a generous bath and walk-in closet. Three secondary bedrooms provide comfort for family and guests, while a convenient laundry room and three-car garage add everyday practicality. Enjoy indoor-outdoor living with a lovely lanai just off the main gathering spaces. Timber Ridge offers a convenient location just minutes from I-4, close to major employment hubs and top attractions in fast-growing Hillsborough County. Planned community amenities include a National Wildlife Federation–certified Nature Play Space, a dog park, and a walking trail, creating a welcoming place to enjoy the outdoors. Additional Highlights Include: tray ceiling package, gourmet kitchen, study in place of a flex room, and 8' interior doors. Photos are for representative purposes only. MLS#TB8535546

3614 Pine Peak Loop, Plant City
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