Sarasota Homes with Trail(s) Amenities

Sarasota Homes with Trail(s) Amenities

Welcome to Sarasota, Florida, a vibrant coastal gem nestled on the Gulf of Mexico that offers a perfect blend of natural beauty, cultural richness, and an enviable lifestyle. Renowned for its stunning beaches, including the world-famous Siesta Key, Sarasota boasts a warm climate and a welcoming community that attracts residents and visitors alike. With its lush landscapes and picturesque waterfronts, this area is a haven for outdoor enthusiasts and those seeking a laid-back, yet active lifestyle.

One of the standout features of Sarasota is its commitment to preserving nature and providing recreational opportunities for its residents. Homes with trail amenities are a highlight of this region, offering residents direct access to scenic pathways that wind through the area's lush parks and nature reserves. Imagine stepping out of your front door to find miles of trails perfect for walking, jogging, or biking, all while soaking in the stunning views of Florida's native flora and fauna.

Living in Sarasota means embracing an active lifestyle, whether you prefer a leisurely stroll along the trails or an invigorating bike ride through the scenic landscapes. The community also features parks and recreational facilities, ensuring that there's always something to do just around the corner. With a rich cultural scene, including art galleries, theaters, and local festivals, Sarasota is not just a place to live; it's a place to thrive.

Explore the beauty of Sarasota and discover homes that offer the perfect blend of comfort and adventure, all within a community that values the great outdoors. Your dream home awaits in this enchanting coastal paradise!

Newest Sarasota Homes with Trail(s) Amenities

$349,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Stunning golf course views and easy living await in The Meadows, a park-like oasis in a phenomenal location! A canopied street and quiet cul-de-sac welcome you to this sought-after maintenance-free enclave. Inside, natural light, an ideal floor plan and graceful arched hurricane-glass windows frame beautiful golf course views accented by majestic oaks. The spacious kitchen features Brazilian Giallo granite countertops, white cabinetry and appliances, plus convenient access to the grilling patio. You’ll especially enjoy the relaxing Florida room, where serene golf course views create a setting for morning coffee, curling up with a book or entertaining friends. Enjoy all this peace and tranquility while being just five minutes from 90-plus restaurants and all the fun that makes The Meadows such a special place to call home. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the 31-mile Legacy (recreational/bike) Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, dining and entertainment destination. Additional peace of mind comes with a 2025 shingle roof, hurricane-glass impact windows in Florida room and above flood plain in zone X.

5515 Chanteclaire Unit 41, Sarasota
$1,249,990
3 Beds ⋅ 3 Baths ⋅ Windward At Lakewood Ranch Phase 3 SubDv. ⋅ 34240 Zip Code
Designed with entertaining and everyday living in mind, the Captiva by Neal Communities offers a spacious open-concept layout where the great room flows seamlessly into the dining area and kitchen. The kitchen features a generous island and walk-in pantry, making meal prep and entertaining effortless. Step outside to the extended covered lanai and private pool, creating an inviting space for relaxing or enjoying time with family and friends. The home also features a versatile club room with space for foosball, billiards, video games, or casual gatherings. Overnight guests will appreciate the private guest suite with its own bath, while the additional secondary bedroom is conveniently located near another full bath. The spacious primary suite offers a coffered ceiling, two walk-in closets, and a luxurious bath with dual vanities, freestanding oval tub, walk-in shower, and private water closet. A versatile den provides additional space for a home office or flex room. Wood-look tile flooring throughout the home adds style and easy maintenance.

8044 Scarletbush Drive, Sarasota
$159,000
1 Beds ⋅ 1 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
THE MEADOWS BUNGALOW — SMALL IN SIZE, BIG ON CHARM! Welcome to your own little slice of The Meadows! This beautifully renovated furnished one-bedroom, one-bath end-unit villa in Bunker Oaks has the feel of a private Sarasota bungalow — cozy, stylish, carefree, and ready to enjoy. Every inch of this petite villa has been thoughtfully refreshed, featuring NEW flooring, NEW ceiling coverings, NEW kitchen cabinets, NEW shower door, fresh paint, and NEW furniture — including a new bed and dresser. The inviting bedroom is anything but ordinary, offering a custom closet, built-in vanity/desk, and charming farmhouse-style barn doors. The updated bathroom features a walk-in shower, new vanity and lighting, and beautifully refreshed shower tile. The open living space feels bright and clean, with the popcorn ceilings removed for a more modern finish. Step through the living area and onto your private patio overlooking the golf course and sparkling community pool. Just beyond your patio is a picnic area and grills — creating an easy place to relax, entertain, or soak up the Florida sunshine. A community bike rack is conveniently nearby, and the main Meadows clubhouse, fitness center and Jr. Olympic-size pool are just steps away. And then there’s The Meadows — one of Sarasota’s most established and amenity-rich communities. Wander or bike along approximately 14 miles of scenic trails beneath mature oaks, watch for abundant wildlife, or enjoy the community’s golf, tennis, pickleball, fitness, fishing, parks, butterfly garden and multiple recreation areas. The nearby Village shops offer dining, entertainment and a spa, medical offices, a preschool, hair salon and so much more. You'll never be bored with community events and activities throughout the year. Whether you're looking for a Sarasota getaway, easy winter retreat, first home, investment property, or a furnished place to call your own, this charming bungalow delivers an incredible lifestyle without the upkeep of a larger home. Best of all, monthly rentals are permitted, adding flexibility and investment appeal. For a peaceful, well-maintained community environment, Bunker Oaks in The Meadows has specific vehicle and pet restrictions. This residence does not allow pets, trucks or commercial vehicles, or motorcycles. Conveniently located just minutes from UTC, Whole Foods, Fresh Market, shopping, dining, downtown Sarasota and the Gulf beaches. Furnished, renovated and priced to sell — this little Meadows bungalow is ready for its next chapter!

3523 Longmeadow Unit 12, Sarasota
$770,499
4 Beds ⋅ 4 Baths ⋅ Cassia At Skye Ranch SubDv. ⋅ 34241 Zip Code
Under Construction. What's Special: Game Room | 1st Floor Primary Suite | Close to Trails. New Construction - January Completion! Welcome to the Montauk at 10859 Eclipse Street in Cassia at Skye Ranch! This beautifully designed new home shines with a gourmet kitchen, featuring quartz countertops, pendant lights over the breakfast bar, a large island, and ample storage. The kitchen flows seamlessly into the dining area and airy great room, while the lanai extends the living space outdoors for relaxing evenings. The first-floor primary suite provides a private retreat with a spacious bathroom and walk-in closet, while a dedicated study provides the ideal space for working from home or pursuing hobbies. Upstairs, you'll find three secondary bedrooms, one with an en-suite bath, and a large game room that offers flexible space for recreation, work, or guests. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Impact glass windows, tray ceiling pkg, 8' interior doors, laundry sink, outdoor kitchen rough-in, and upgraded LVP tread at stairs. Photos are for representative purposes only. MLS#A4704628

10859 Eclipse Street, Sarasota
$674,990
4 Beds ⋅ 5 Baths ⋅ Windward At Lakewood Ranch Phase 2 SubDv. ⋅ 34240 Zip Code
Experience the perfect blend of style, comfort, and Florida living in the Vision 2 by Neal Communities, located in the desirable Windward community in Lakewood Ranch. This impressive two-story home offers 2,962 square feet of thoughtfully designed living space with four bedrooms, 3.5 bathrooms, a den, loft, and spacious two-car garage. The open-concept main living area features a welcoming great room and dining area, creating an ideal setting for entertaining family and friends. The versatile loft provides additional space for relaxation, a media area, or play, while the private den offers flexibility for a home office or quiet retreat. Designed for today’s lifestyle, the Vision 2 combines modern finishes, functional spaces, and energy-efficient features with the ease and peace of mind of new home construction. Located in Windward, a vibrant Neal Communities neighborhood in Lakewood Ranch, residents can enjoy a relaxed, resort-inspired lifestyle with amenities designed for recreation, socializing, and everyday enjoyment. Beautifully landscaped surroundings, inviting gathering spaces, and opportunities to stay active complement the community’s convenient location near shopping, dining, entertainment, top-rated schools, and the Gulf Coast’s beautiful beaches. Discover the carefree lifestyle and exceptional design of the Vision 2 at Wonderful Windward.

2529 Starapple Way, Sarasota
$592,990
3 Beds ⋅ 2 Baths ⋅ Windward At Lakewood Ranch Phase 3 SubDv. ⋅ 34240 Zip Code
Under Construction. Welcome to Windward, where the carefree Florida lifestyle comes to life in the Dream 2. This thoughtfully designed three-bedroom, two-bath single-family home offers an inviting open-concept layout with a two-car garage and exceptional spaces for both everyday living and entertaining. The stylish kitchen features a center island with generous counter space, a corner pantry, and a spacious dining area that flows effortlessly into the great room. Sliding glass doors extend the living space outdoors to the covered lanai, creating the perfect spot to relax and enjoy the Florida sunshine. The private primary suite offers a peaceful retreat with two closets, dual vanities, and a walk-in shower. A versatile den provides additional space for a home office or flex area, while two secondary bedrooms, a full guest bath, and a convenient utility room complete this well-appointed home.

8456 Anthirium Loop, Sarasota
$425,990
2 Beds ⋅ 2 Baths ⋅ Windward At Lakewood Ranch Phase 2 SubDv. ⋅ 34240 Zip Code
The Tidewater B2 two-bedroom, two-bath twin villa by Neal Communities offers a spacious, thoughtfully designed layout with an inviting open-concept living area. The great room flows seamlessly into the dining area and well-appointed kitchen, featuring a generous island that provides the perfect setting for everyday meals and entertaining. A versatile den offers an ideal space for a home office or flex space. Sliding glass doors lead to an extended covered lanai, creating a comfortable outdoor retreat for relaxing and enjoying the Florida lifestyle. The primary suite features two closets and a private bath with dual-sink vanities, a walk-in shower, and private water closet. The spacious second bedroom includes a walk-in closet and convenient access to the second full bath, making it an ideal guest suite.

2337 Blue Mahoe Lane, Sarasota
$449,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Virtually Staged. Enjoy low-maintenance Florida living in The Meadows, a park-like oasis in a phenomenal location! A canopied street and a desirable corner lot welcome you home. Inside, natural light, walls of disappearing sliders and a private yard set the stage for seamless indoor-outdoor living. You will especially love the peaceful screened-in lanai, perfect for enjoying morning coffee, relaxing with a good book or entertaining friends. A thoughtfully designed split bedroom provides privacy for all with the spacious primary suite and den on one side and a guest en suite on the other. All this tranquility is just five minutes from 90+ restaurants and all the fun The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the 31-mile Legacy (walk/bike) Trail, the future Sarasota Orchestra and University Town Center: a favorite shopping, dining and entertainment destination. Additional peace of mind comes with a 2025 A/C, 2023 shingle roof and above flood plain in zone X.

3522 Ferndell, Sarasota
$429,000
3 Beds ⋅ 2 Baths ⋅ Oakley Green SubDv. ⋅ 34235 Zip Code
Welcome to 4449 Oakley Greene, a spacious three-bedroom, two-bath end-unit villa in the desirable Meadows community of Sarasota. Offering added privacy and natural light, this inviting residence provides a wonderful opportunity to enjoy the relaxed Florida lifestyle in one of Sarasota’s most established and beautifully landscaped communities. The versatile three-bedroom floor plan offers plenty of space for guests, a home office or hobby room. The primary suite features an updated bath, creating a comfortable private retreat. As an end unit, the villa enjoys a more open feel and additional privacy, ideal for year-round living or a seasonal Sarasota getaway. Life in The Meadows is about so much more than your home. This vibrant community is known for its miles of recreational and biking trails, mature landscaping, lakes and natural surroundings, creating a peaceful setting for an active Florida lifestyle. Residents can enjoy the community’s many recreational and social opportunities, with golf, tennis, pickleball and additional amenities available through The Meadows Community. The location is exceptional. Just minutes from University Town Center (UTC), you'll have an impressive selection of shopping, restaurants and entertainment nearby. Downtown Sarasota, cultural attractions, medical facilities and the area's renowned Gulf Coast beaches are also within easy reach. Whether you're looking for a full-time residence or a Florida retreat, 4449 Oakley Greene offers the space, location and lifestyle that make The Meadows such a sought-after Sarasota community.

4449 Oakley Greene Unit 1, Sarasota
$609,990
3 Beds ⋅ 2 Baths ⋅ Emerald Landing At Waterside SubDv. ⋅ 34240 Zip Code
Under Construction. Discover the Breaker floor plan by David Weekley Homes in the highly sought-after Emerald Landing community. Perfectly positioned on a desirable homesite, just 2 blocks to the amenity center with an extra-long 16' driveway. Inside, the thoughtfully designed one-level home offers a open-concept layout—creating the perfect space for entertaining guests or enjoying everyday living. The gourmet kitchen features a large center island, ample counter space, and an inviting layout that makes it the heart of the home. Expansive windows fill the home with natural light. The private owner’s suite is designed for relaxation with a spacious bedroom, well-appointed bathroom, and generous walk-in closet. Additional bedrooms provide flexible space for family, guests, or a home office. Built with the quality craftsmanship and energy-efficient features that David Weekley Homes is known for, this home offers comfort, style, and long-term value. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with convenient walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickleball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths. Don’t miss the opportunity to own this rare one-level home close to the amenity center—a rare combination! Call us today for a personalized appt with our consultants. **This property offers a limited time 7% employee pricing incentive.

7359 Semoran Lane, Sarasota
$889,990
2 Beds ⋅ 4 Baths ⋅ Emerald Landing At Waterside SubDv. ⋅ 34240 Zip Code
Under Construction. Welcome to the Rainwater, a luxurious three-story City Home by David Weekley Homes in the lakefront community of Emerald Landing. If you're searching for a stunning water view, look no further—lot 34 is the last Rainwater home along the shoreline of the 100-acre Kingfisher Lake, just steps from Waterside Place. Offering 2,260 square feet of thoughtfully designed living space, this home features three bedrooms and three and a half bathrooms. Upon entry, there is a spacious bedroom with a private bath and walk-in closet—ideal as a home office or guest suite. The second floor serves as the heart of the home, highlighted by a gourmet kitchen with a 10-foot island, wine cooler, gourmet hood, cooktop, and built-in refrigerator. The open-concept layout flows seamlessly into the living room, which opens to a covered balcony with breathtaking lake views. The third-floor Owner’s Retreat is a private sanctuary with peaceful water views, two large walk-in closets, and a spa-like en-suite bath featuring a freestanding tub and a walk-in shower with a rainfall showerhead. All windows are hurricane impact rated and include blinds for added privacy and security. An oversized two-car garage with an epoxy-coated floor adds a clean, polished finish to this exceptional home. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with convenient within walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickleball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths overlooking picturesque view of King Fisher Lake. Don’t miss the opportunity to own this beautiful waterfront property in Emerald Landing—a rare combination of location! Call us today for a personalized appt with our consultants. **This property offers a limited time 7% employee pricing incentive.

1678 Springwell Lane, Sarasota
$919,990
3 Beds ⋅ 4 Baths ⋅ Emerald Landing At Waterside SubDv. ⋅ 34240 Zip Code
Under Construction. Welcome to the Carabao by David Weekley Homes, a stunning three-story City Home in the sought-after waterfront community of Emerald Landing at Waterside in Lakewood Ranch. Perfectly positioned along the shores of the 100-acre Kingfisher Lake, this home offers breathtaking water views and an exceptional lifestyle just moments from Waterside Place and is the LAST Carabao floorplan on the lake with an elevator. With over 2,300 square feet of thoughtfully designed living space, this three-bedroom, three-and-a-half-bath home blends luxury, comfort, and convenience. The first floor features a private bedroom with an en-suite bath and walk-in closet, ideal for guests, a home office, or multi-generational living. A private elevator provides effortless access to all three levels, while the oversized two-car garage with an epoxy-coated floor offers ample space for vehicles and storage. The second floor is designed for entertaining and everyday living, featuring 10-foot ceilings, abundant natural light, and an open-concept layout. The gourmet kitchen is the centerpiece of the home, showcasing a 10-foot island, built-in refrigerator, wine cooler, cooktop, designer vent hood, built-in microwave and oven, and designer finishes throughout. Just off the living area, a covered balcony creates the perfect place to relax and take in the stunning lake views. Occupying the third level, the Owner's Retreat is a private sanctuary with panoramic water views, dual walk-in closets, and a spa-inspired bath featuring an oversized shower. Hurricane-impact windows throughout the home, complete with included blinds, provide both peace of mind and energy efficiency. You'll also find the 3rd bedroom w/en suite bathroom off the back of the 3rd level. Residents of Emerald Landing enjoy resort-style amenities including a heated lap pool, pickleball courts, dog park, fire pits, clubhouse, scenic walking trails, and private water taxi service to Waterside Place. With shopping, dining, entertainment, and the weekly farmers market just a short walk away, this home offers the perfect blend of waterfront tranquility and vibrant community living. **This property offers a limited time 7% employee pricing incentive.

1674 Springwell Lane, Sarasota
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