Sarasota Homes with Trail(s) Amenities

Sarasota Homes with Trail(s) Amenities

Welcome to Sarasota County, Florida, a vibrant gem nestled on the Gulf Coast that perfectly blends natural beauty with urban sophistication. Known for its stunning beaches, rich cultural scene, and lush landscapes, Sarasota is a paradise for those seeking a serene lifestyle without sacrificing modern conveniences. With its warm climate, diverse communities, and an array of recreational opportunities, Sarasota County is an ideal destination for families, retirees, and everyone in between.

One of the standout features of Sarasota is its exceptional homes with trail amenities. Imagine stepping out of your front door and onto a picturesque trail, perfect for morning jogs, evening strolls, or leisurely bike rides. These homes are designed for those who appreciate an active lifestyle and the great outdoors, offering direct access to a network of scenic pathways that wind through the county’s parks and nature reserves. Whether you’re exploring the breathtaking Myakka River State Park or enjoying the coastal views along the Legacy Trail, the opportunities for adventure are endless.

Sarasota is also home to a vibrant arts scene, with galleries, theaters, and music venues that showcase local talent and international acts alike. Dining options range from casual beachside eateries to upscale restaurants, ensuring that every culinary craving is satisfied. With its blend of natural beauty, cultural richness, and homes that embrace an active lifestyle, Sarasota County is not just a place to live—it's a place to thrive. Come discover your dream home in this enchanting coastal community!

Newest Sarasota Homes with Trail(s) Amenities

3 Beds ⋅ 3 Baths ⋅ Skye Ranch Neighborhood Four North SubDv. ⋅ 34241 Zip Code

Where luxury meets lifestyle, discover an extraordinary opportunity to own one of the finest residences in Esplanade at Skye Ranch. Perfectly positioned on a premium preserve homesite within this coveted gated community, this exceptional Taylor Morrison Pallazio model offers over 3,000 square feet of thoughtfully designed living space with 3 bedrooms, 3 bathrooms, a private office/den, and an extended two-car garage with custom built in cabinetry. Enhanced with an extensive collection of designer upgrades and custom finishes, this home offers a level of quality that surpasses new construction. Inside, soaring tray and vaulted ceilings, elegant crown molding, designer lighting, and abundant natural light create a warm yet sophisticated atmosphere. The open-concept design flows effortlessly from the spacious living area to the chef-inspired kitchen featuring custom solid wood cabinetry, quartz countertops, premium stainless-steel appliances, expansive prep space, an oversized center island, and a stylish dry bar. Expansive sliding glass doors seamlessly connect the kitchen and living room to the covered lanai, creating the ultimate indoor-outdoor lifestyle. The owner’s suite is a private retreat with peaceful preserve views, a spa-inspired bath with dual vanities and an oversized walk-in shower, plus a custom California Closet. Two guest suites offer privacy and comfort, while the dedicated office provides the perfect workspace or quiet retreat. Additional upgrades include custom California Closets throughout, designer window treatments, refined bathroom finishes, premium cabinetry, architectural details, and upgraded lighting throughout. The expansive covered lanai is a true extension of the home, overlooking a serene nature preserve with no rear neighbors—perfect for morning coffee, evening cocktails, or simply enjoying Florida’s natural beauty. Residents enjoy exclusive access to Esplanade’s resort-style amenities, including a pool and spa, Bahama Bar, pickleball and bocce courts, fire pit gathering areas, dog park, state-of-the-art fitness center, wellness programs, and a full-time Lifestyle Director. Owners also enjoy full access to the Skye Ranch HUB, featuring multiple pools, a fitness center, indoor gymnasium, basketball, tennis and pickleball courts, volleyball, sports fields, playgrounds, scenic walking and biking trails, dog parks, and year-round recreation. Ideally located near top-rated schools, including the new Skye Ranch K-8 STEM Academy, premier shopping, dining, healthcare, and just minutes from the world-famous white sands of Siesta Key Beach. Why wait to build? One of the finest Pallazio homes in Esplanade at Skye Ranch, this exceptional residence is move-in ready with every luxury upgrade already completed. Schedule your private showing today and experience the difference. Luxury lives here.

10342 Morning Mist Lane, Sarasota

3 Beds ⋅ 3 Baths ⋅ Lakewood Ranch Country Club Village SubDv. ⋅ 34240 Zip Code

Better than new and impossible to duplicate at this price. Situated on a premium corner lot in the highly sought-after Windward at Waterside, this exceptional residence combines luxury finishes, over $100,000 in post-closing upgrades, and one of the most private outdoor living spaces in the community. From the moment you step outside, you'll understand what makes this home special. The expansive screened lanai was designed for year-round Florida living and features a sparkling saltwater pool, spa, fully equipped outdoor kitchen, and generous covered entertaining space. Extensive professionally designed landscaping with custom lighting creates an incredible sense of privacy while preserving peaceful water views—a rare combination that's difficult to find. Inside, the home continues to impress with thoughtful, high-end improvements throughout. Custom built-in shelving in the pantry, laundry room, and primary closet, pull-out kitchen shelving, plantation shutters, automated WiFi-controlled draperies, designer lighting, fireplace with custom media wall, framed mirrors, whole-house water treatment with reverse osmosis, whole-house surge protection, UV air purification, and an extended HVAC warranty are just a few of the upgrades that elevate this home well beyond builder standards. Ceiling fans, upgraded electrical, and countless finishing touches complete the package. Originally built with premium features including impact glass, GE Café appliances, quartz countertops, pocketing sliding glass doors, a three-car garage, and smart home technology, this home has since been transformed into a truly exceptional residence. If you've been considering new construction but don't want the time, expense, and hassle of adding a pool, landscaping, window treatments, storage systems, and outdoor living after closing, 2469 Paradise Plum delivers it all today. Simply move in and enjoy one of Waterside's finest homes.

2469 Paradise Plum Drive, Sarasota

3 Beds ⋅ 4 Baths ⋅ Shellstone At Waterside SubDv. ⋅ 34240 Zip Code

Some Photos Digitally Staged. Just completed and never occupied, this exceptional CUSTOM Camber plan offers a rare opportunity to enjoy new construction without the wait. Perfectly positioned on a premium 200-acre lakefront homesite with breathtaking long-water views, every detail of this thoughtfully designed home was created to maximize both stunning views and everyday livability. A double door entry welcomes you to an expanded great room & dining room with soaring ceilings, floor to ceiling windows and expansive 22-foot sliding glass doors to frame spectacular water views from the moment you arrive. At the heart of the home, the chef's kitchen is a beautifully appointed with abundant cabinetry, a walk-in pantry with custom built-ins, and a Butler's pantry complete with wine refrigerator. Unlike the standard Camber plan, this custom-designed home provides a private en-suite bath for every bedroom, creating exceptional comfort for family and guests alike. The spacious flex room, featuring a closet with custom built-ins is located adjacent to a full pool bath and offers endless possibilities as a home office, media room and additional guest space. The owner's retreat is a peaceful sanctuary featuring a custom designed walk in closet with mirrored doors and generous storage and a spa-inspired bath with dual vanities and an oversized walk-in shower. Designed with convenience in mind, the mud room offers custom built in cabinetry and benches while providing seamless access to the laundry room, butler's pantry and kitchen. Step outside to an expansive covered lanai featuring a custom outdoor kitchen, elegant salt pool and spa with sun shelf, and stunning panoramic lake views that create the perfect backdrop for entertaining or relaxing. Additional upgrades include custom closets throughout, impact windows and doors, dual HVAC systems, floor to ceiling glass pocket door off flex room to lanai, and a finished 3-car garage. Shellstone residents enjoy numerous community sponsored events as well as the use to two amenity centers that include a resort style pool, spa & cabanas, fitness center, club house, tennis, pickleball, basket ball, tot lot and more. Conveniently located near the outstanding restaurants and shops at Waterside Place.

812 Blue Shell Loop, Sarasota

2 Beds ⋅ 2 Baths ⋅ Windward At Lakewood Ranch Phase 2 SubDv. ⋅ 34240 Zip Code

This move-in ready villa offers 1,530 square feet of thoughtfully designed living space with wood-look tile flooring throughout. The open great room features a recessed ceiling and pocket sliding glass doors that extend the living area onto the spacious lanai, complete with a gas stub for a future outdoor grill and peaceful preserve views. The well-appointed kitchen showcases quartz countertops, brushed gold hardware, soft-close cabinetry, and a gas slide-in range. Impact-resistant windows provide added peace of mind while complementing the low-maintenance lifestyle of villa ownership. Residents enjoy an impressive collection of community amenities, including a clubhouse with a full-time activities coordinator, two resort-style swimming pools, dog parks, a tot lot, and more than five miles of scenic walking trails.

2373 Blue Mahoe Lane, Sarasota

4 Beds ⋅ 3 Baths ⋅ Arbor Oaks At The Woodlands SubDv. ⋅ 34289 Zip Code

Welcome to the 2025 community of the year. Come see why Arbor Oaks won this honor. The community has pickle ball, tennis, bocce, swimming pool, and gym.

4415 Lakeside Grove, North Port

3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code

Soul-nurturing pond views framed by an Old Florida preserve create a serene setting in one of The Meadows desirable enclaves, a park-like oasis in a phenomenal location. Meandering, canopied streets, a paver driveway and gated courtyard welcome you home. Inside, high ceilings, abundant natural light, hardwood floors in the great room and a shimmering Marina glass-mosaic fireplace set the stage, while tranquil pond and preserve views provide a beautiful backdrop to everyday living. The primary suite is a relaxing retreat with a shaker-style dual vanity topped with Bianco Carrara quartz, a glass-enclosed step-in shower and a generous walk-in closet with a custom organizer system. The Florida room may quickly become your favorite spot, ideal for relaxing, entertaining or simply enjoying the peaceful views and daily parade of birds. Truly special! On 1,600 lush acres just 15 minutes from downtown Sarasota, The Meadows offers a resort lifestyle with 14 miles of scenic trails, an active social calendar, and at a reasonable fee, a fitness center, Junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and a top-notch tennis complex. Ideally near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, the Legacy Trail and The Mall at University Town Center, a world-class destination for shopping, dining and entertainment. A fabulous Florida lifestyle awaits. A 2023 air-conditioning system, 2018 re-plumbing, 2007 tile roof, which is the condominium’s responsibility, and above flood plain in zone X.

3331 Hadfield Greene Unit 49, Sarasota

2 Beds ⋅ 2 Baths ⋅ Hidden River SubDv. ⋅ 34240 Zip Code

At Hidden River, discover the ideal blend of country living and convenience on nearly five acres in this charming, well-maintained two-bedroom, two-bath home. In a unique fly-in community, this property is ideal for aviation enthusiasts, equestrians, gardeners or anyone seeking room to grow. A spacious hangar/workshop offers endless possibilities, including aircraft storage, hobbies or equipment. Greenhouse is ideal for growing your vegetables, and the expansive acreage provides ample space for horses, gardens or future expansion. Enjoy the privacy and peaceful surroundings while having access to the community airstrip and community center just moments away. A rare opportunity to own a versatile property with exceptional lifestyle options.

4498 Hidden River Road, Sarasota

3 Beds ⋅ 2 Baths ⋅ Arlington Park SubDv. ⋅ 34239 Zip Code

Ideally just one block from Arlington Park, this thoughtfully reimagined Tropical Mid-Century Bauhaus residence captures the effortless Sarasota lifestyle so many dream about. Filled with natural light, the inviting split-bedroom floor plan offers three generously sized bedrooms, two beautifully renovated baths, luxury vinyl plank flooring throughout, and an open kitchen that naturally becomes the heart of the home, flowing seamlessly into comfortable living and entertaining spaces. Walls of windows blur the line between indoors and out, creating a bright, cheerful atmosphere that immediately feels like home. Set on an oversized homesite, the expansive backyard offers abundant space to create the resort-style pool you've always imagined while providing generous room for outdoor dining, entertaining, gardening, pets or play. A detached studio invites endless possibilities as a yoga retreat, art studio, fitness room, workshop, or private creative space. Recent updates provide added value and peace of mind, including a new roof (2024), a four-year-old HVAC system, and a full suite of Whirlpool kitchen appliances that are approximately 2½ years old. To preserve the home's clean Bauhaus architecture, the roof vents were thoughtfully relocated to the rear of the home. Offered turnkey furnished, this exceptional residence is ready for you to unpack, unwind and begin enjoying everything Sarasota has to offer from the moment you arrive. Arlington Park is one of Sarasota's treasured neighborhoods, featuring a heated lap pool, aquatic center, tennis and pickleball courts, basketball courts, playground, dog park, recreational trails, outdoor fitness areas and expansive green spaces just a short distance away. Ideally minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, exceptional dining, boutique shopping, and Sarasota's renowned arts and cultural attractions, you'll enjoy the ideal balance of relaxation, recreation and convenience. The neighborhood continues to flourish with underground electric utilities planned throughout the area and striking new homes completed and under construction nearby, underscoring the enduring desirability and long-term value of this sought-after location. Whether you're searching for a full-time residence, seasonal escape or investment in one of Sarasota's vibrant neighborhoods, this is a rare opportunity to own a beautifully updated architectural home on an oversized lot where timeless design, modern comfort and an exceptional lifestyle come together. Schedule your private showing today and discover why so many buyers fall in love with Arlington Park.

2719 Temple Street, Sarasota

3 Beds ⋅ 3 Baths ⋅ Grand Palm SubDv. ⋅ 34293 Zip Code

Under Construction. The Captiva showcases an exceptional blend of elegant design, modern finishes, and the relaxed Florida lifestyle. Created with entertaining and everyday living in mind, the dramatic 90-degree corner pocket sliding glass doors create a seamless connection between the spacious great room and the covered lanai, where tranquil conservation views provide a peaceful backdrop. Wood-look tile flooring extends throughout the home, while the bright white designer kitchen features quartz countertops and timeless cabinetry. Quartz countertops continue in all bathrooms, creating a cohesive and sophisticated look. The thoughtfully designed split-bedroom floor plan provides privacy for both homeowners and guests, while the private guest suite offers a welcoming retreat for family and friends during extended stays.

21201 Wacissa Drive, Venice

2 Beds ⋅ 2 Baths ⋅ Grand Palm SubDv. ⋅ 34293 Zip Code

Welcome to 11417 Okaloosa Drive, Venice, FL 34293, a beautifully appointed 2 bedroom, 2-bath villa with a versatile den located in the highly sought-after, resort-style community of Grand Palm. Thoughtfully designed with approximately 1,600 square feet of bright, open living space, this home offers the perfect blend of comfort, style, and Florida living. Brand New A/C unit!! Stylishly updated and meticulously maintained the villa features a spacious open concept floor plan, a well equipped kitchen, and inviting living and dining areas ideal for relaxing or entertaining. The den provides additional flexibility as a home office, reading room, or extra space for guests. Both bedrooms are comfortably furnished with queen size beds, creating a peaceful retreat after a day of enjoying everything Venice has to offer. Step outside to the screened lanai, where you can enjoy your morning coffee, unwind with an evening cocktail, or simply take in the tranquil Florida weather in comfort. As a resident of Grand Palm, you'll have access to an exceptional collection of resort-style amenities, including multiple heated community pools, a state-of-the-art fitness center, tennis and basketball courts, pickleball, playgrounds, volleyball courts, scenic walking and biking trails, and beautifully landscaped parks and gathering spaces. Ideally located just minutes from Wellen Park, Downtown Venice, Gulf Coast beaches, championship golf courses, shopping, dining, and entertainment, this villa offers the perfect seasonal retreat or extended stay in one of Southwest Florida's most desirable communities. Reserve your Florida getaway today and experience the best of resort-style living at Grand Palm!

11417 Okaloosa Drive, Venice

2 Beds ⋅ 2 Baths ⋅ Islandwalk At The West Villages SubDv. ⋅ 34293 Zip Code

Welcome to the highly sought-after gated community of IslandWalk! Nestled on a quiet cul-de-sac, this beautifully maintained 2-bedroom, 2-bath villa with a den offers peaceful lake views and the perfect blend of comfort and resort-style living. The open-concept floor plan is ideal for both everyday living and entertaining, featuring a spacious kitchen with white 32-inch cabinetry, light granite countertops, a breakfast bar, coffee station, and all appliances included. The kitchen flows seamlessly into the living and dining areas, creating a bright and inviting gathering space. The primary suite overlooks the lake and features a walk-in closet and an en-suite bath with dual granite vanities and a glass-enclosed walk-in shower. A generously sized guest bedroom, full guest bath with Corian countertop, and a versatile den with double-door entry provide comfortable accommodations for family, guests, or a home office. Relax on the screened lanai while enjoying tranquil lake views and beautifully landscaped surroundings. Additional highlights include a brick paver driveway and walkway, new A/C coil, HVAC UV light air filtration system, hot water heater replaced in 2024, and range replaced in 2025. IslandWalk offers an exceptional lifestyle with two resort-style pools, a lap pool, clubhouse, fitness center, tennis and pickleball courts, dog park, playground, and miles of scenic walking and biking trails. Conveniently located just minutes from Downtown Wellen Park, CoolToday Park, home of the Atlanta Braves Spring Training, shopping, dining, championship golf courses, and the beautiful Gulf beaches, this home is the perfect opportunity to enjoy everything Southwest Florida has to offer.

13908 Alafaya Street, Venice

2 Beds ⋅ 3 Baths ⋅ The Towns At Skye Ranch SubDv. ⋅ 34241 Zip Code

Under Construction. What's Special: Close to Trails | Close to Park. New Construction - October Completion! Welcome to the Ivy at 10593 Orbit Terrace in the Towns at Skye Ranch! This thoughtfully designed townhome offers two bedrooms and two- and one-half bathrooms, creating a comfortable and welcoming place to settle in. The foyer opens to a cheerful kitchen at the front of the home, featuring a spacious pantry and a convenient half bath. The layout flows into the dining area and great room, providing an open space ideal for everyday living. Just beyond the great room, an outdoor patio offers a quiet spot to enjoy the fresh air. Upstairs, the private primary suite feels like a peaceful retreat, complemented by a secondary bedroom, a full bathroom, and a conveniently located laundry area. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Additional Highlights Upgraded luxury vinyl plank on first floor, upgraded carpet on second floor, upgraded quartz countertops, upgraded cabinets in kitchen and bathrooms, and whole house 2" faux wood blinds package. Photos are for representative purposes only. MLS#A4701216

10593 Orbit Terrace, Sarasota

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