Sarasota County Homes with Trail(s) Amenities

Sarasota County Homes with Trail(s) Amenities

Welcome to Sarasota County, Florida, a vibrant coastal paradise that perfectly blends stunning natural beauty with a rich cultural scene. Nestled along the Gulf of Mexico, Sarasota is renowned for its pristine beaches, lush parks, and a thriving arts community. From the iconic Siesta Key Beach, famous for its powdery white sands, to the charming downtown area filled with boutique shops, gourmet restaurants, and art galleries, Sarasota offers something for everyone.

For those who appreciate an active lifestyle, Sarasota County is a haven for outdoor enthusiasts. The region is dotted with picturesque trails and parks that invite residents to explore the great outdoors. Many homes in Sarasota come equipped with exceptional trail amenities, providing easy access to scenic walking, running, and biking paths. Imagine stepping out of your front door and onto a beautifully maintained trail that winds through nature preserves, along waterfronts, or through vibrant neighborhoods. These trails not only encourage a healthy lifestyle but also foster a strong sense of community among residents.

Whether you're seeking a serene retreat or a bustling urban environment, Sarasota County’s diverse real estate options cater to all preferences. From charming single-family homes to luxurious waterfront properties, you'll find a place that feels just right. Embrace the Sarasota lifestyle, where sun-kissed days and vibrant community living await you. Discover your dream home today, and experience the unparalleled beauty and amenities that make Sarasota County a true gem in Florida.

Newest Sarasota County Homes with Trail(s) Amenities

3060 Grand Bay Boulevard Unit 124, Longboat Key
$1,699,000
2 Beds ⋅ 3 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Discover an exceptional opportunity to embrace the refined waterfront lifestyle at Grand Bay, one of Longboat Key’s most prestigious gated communities within Bay Isles. This beautifully updated 2-bedroom, 2.5-bath residence offers approximately 2,550 square feet of elegant living space, framed by sweeping views of Sarasota Bay, the manicured golf course, and the Sarasota skyline. From the moment you enter, warm wood floors, expansive living areas, and floor-to-ceiling windows create a sense of effortless sophistication. The living room opens through a wall of sliders to a private terrace, inviting morning coffee, sunset entertaining, and quiet moments above the water. A formal dining room with wet bar and wine refrigerator, along with a striking gourmet kitchen featuring stone countertops, an extended island, glass-panel cabinetry, pendant lighting, and premium stainless appliances, makes entertaining as seamless as it is memorable. The primary suite is a true sanctuary, opening to the terrace with panoramic bay views and featuring a spa-inspired bath with soaking tub, walk-in glass shower, dual vanities, and separate water closet. The guest suite offers its own terrace access and private en-suite bath, providing comfort and privacy for family and visitors. Life at Grand Bay extends well beyond the residence. Residents enjoy resort-caliber amenities including a clubhouse, two heated pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Membership to the Bay Isles Beach Club provides private Gulf-front access, complete with gated entry, pavilion, restrooms, showers, picnic areas, BBQ grills, and beach chair storage. The pet-friendly community also welcomes large dogs, making it easy to bring the whole family into this exceptional coastal setting. Ideally positioned behind the gates of the Longboat Key Club in Bay Isles, this residence places you minutes from celebrated dining, boutique shopping, golf, boating, and the cultural attractions of Sarasota. It is more than a home; it is a rare opportunity to live the quintessential Longboat Key lifestyle, where luxury, privacy, and waterfront beauty come together every day.

3060 Grand Bay Boulevard Unit 124, Longboat Key

5126 Blue Ash Avenue, Sarasota
$360,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Virtually Staged. Welcome to this wonderful Buttonwood Club Home nestled on a quiet street in Heritage Oaks Golf and Country Club, where the views do the talking. From this vantage point, you'll take in sweeping water views along with gorgeous views of the 12th tee box, bridges, and nature preserves - it's quite a serene environment. Step inside and you'll immediately notice the wonderful plantation shutters installed throughout the home filtering Florida's light beautifully throughout the day. The kitchen is appointed with granite countertops, Frigidaire Gallery stainless steel appliances, and an angle-laid travertine backsplash that lends a custom, crafted feel. Granite continues into the breakfast nook cabinetry providing a ton more storage for dishes, glassware, and overflow kitchen items. Easy-care vinyl plank flooring flows through the entire home creating a cohesive look from room to room - no carpet in this low maintenance property. The den/study is a true highlight, featuring a large skylight that floods the space with natural light and elegant pocket doors that close for privacy making this flex space perfect as a home office or another bedroom. Outdoor living shines here - the tiled rear lanai is fitted with a hurricane shutter for storm-season confidence, and the dark screen enclosure frames stunning and private, unobstructed water and golf views. Morning coffee and sunset evenings both belong out here. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Don't miss this opportunity to own a view-forward Buttonwood Club Home with the updates that matter most already completed. Schedule your private showing today!

5126 Blue Ash Avenue, Sarasota

1104 Waterline Court, Sarasota
$950,000
3 Beds ⋅ 2 Baths ⋅ Lakehouse Cove At Waterside SubDv. ⋅ 34240 Zip Code
Welcome to Lakehouse Cove at Waterside, where you can experience luxurious resort-style amenities, maintenance-free living and easy access to Lakewood Ranch, Waterside, UTC, downtown Sarasota and our area's most coveted beaches. This beautifully designed 3 bedroom 2 bath Halyard model offers a luxurious and upscale open floor plan and is perfectly positioned to showcase the spectacular and expansive view of Ibis Lake. As you pull up to the home you are greeted with a tranquil front porch setting and lush landscaping. Through the front door entry, you’re immediately welcomed by a spacious foyer with views through the home to the tranquil water view beyond. The 12-foot ceilings, generous living areas and abundant natural light will surround you with a sense of relaxing openness. Practically everything in this home has been upgraded with a coastal contemporary aesthetic. The open modern kitchen presents custom details such as upgraded quartz countertops with full-height quartz backsplash, gas cooktop, range hood, wall oven (convection) and microwave, expanded cabinetry with roll-out shelves, spacious island, wine bar with refrigerator, and large walk-in pantry with custom shelving. The family and dining rooms are positioned to showcase the serene water views through your impact slider doors. Once you step outside, you will enjoy a wonderful respite with a heated saltwater pool/spa, large lanai space and endless water views. The lanai is also pre-wired and plumbed for a future outdoor kitchen and generator. The marble-esque plank tile floors throughout the inside of the home provide elegant texture, both physically and visually. Custom light fixtures and wooden shutters are installed throughout the home. This refined residence provides an optimized, split floor plan that maximizes function and privacy with one of the bedrooms staged as an office/den. The primary suite, positioned at the back of the home, offers a wonderful retreat with a serene water view. The spacious spa-like bath features dual sinks with a built-in vanity, spacious walk-in shower with multi-control shower fixtures, a private water closet and a large walk-in closet. Equally important to all that makes this residence special is what makes it exceptionally safe and energy efficient: impact windows and doors, concrete block construction, concrete tile roof, spray foam insulation, natural gas utilities. and a smart security system (audio and visual). The tandem 3 car garage provides flexibility for storage, hobbies or a golf cart. A spacious laundry room features a utility sink and cabinetry. Internet access and lawn/landscape maintenance are included in the HOA dues. Community features and amenities include a lakeside clubhouse, resort-style pool and spa, fitness center, tennis and pickleball courts, dog parks, scenic walking trails and a water taxi with access to Waterside Place for dining, shopping and all the scheduled events. Lakehouse Cove is a maintenance-free, upscale community, convenient to just about everything that makes Sarasota and Lakewood Ranch desirable, particularly the shopping, dining, entertainment, excellent schools and our destination beaches. There is an art to living the Florida lifestyle well, and you’ll find it here.

1104 Waterline Court, Sarasota

3944 Lyndhurst Court, Sarasota
$425,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Rare opportunity: single-family privacy with maintenance-free ease! Enjoy the best of both worlds in this freestanding pool home with gorgeous golf views, no shared walls and no neighbors in sight! All in The Meadows, a park-like oasis in a phenomenal location, just five minutes from 90+ restaurants and outstanding shopping. A long paver driveway and gated courtyard welcome you to this secluded gem, where high ceilings, abundant natural light and walls of windows showcase beautiful golf views framed by majestic trees. Bay windows in both the dining and breakfast rooms add charm and bring the outdoors in. Relax by your private pool or enjoy alfresco dining on the delightful pergola-covered patio just off the kitchen. Ready for a complete makeover, this home offers great bones, a tile roof and a fabulous setting—the perfect canvas for your Florida paradise. Priced to sell! Set on 1,600 lush acres just 15 minutes from downtown Sarasota, The Meadows offers 14 miles of scenic trails, a fitness center, Junior Olympic pool, pickleball, golf, tennis and an active social calendar. All near award-winning beaches, arts and culture, UTC Mall, Whole Foods, Trader Joe's, Nathan Benderson Park and Mote SEA Aquarium, and the upcoming Legacy Bike Trail and Sarasota Orchestra. A fabulous Florida lifestyle awaits! Features: 2026 A/C, 2025 water heater, 2014 hurricane garage door, 2012 tile roof, above floodplain in zone X

3944 Lyndhurst Court, Sarasota

8750 Olde Hickory Avenue Unit 9209, Sarasota
$239,000
2 Beds ⋅ 2 Baths ⋅ Stoneybrook Terrace SubDv. ⋅ 34238 Zip Code
SPECTACULAR GOLF COURSE VIEWS, BREATHTAKING SUNSETS & RESORT-STYLE LIVING IN STONEYBROOK GOLF & COUNTRY CLUB! WELCOME TO YOUR OWN SLICE OF PARADISE! Unwind with sunset views overlooking the 9th tee, framed by swaying palms and majestic live oaks. This beautifully maintained 2-bedroom, 2-bath condominium in the desirable Terraces at Stoneybrook offers privacy, beauty and maintenance-free living. The Terraces is an intimate enclave of three-story buildings featuring elevators, covered carport parking, storage closets, a community pool and nearby tennis and pickleball courts! Discover a split-bedroom floor plan offering privacy for owners and guests. The spacious primary suite features tranquil pond and golf course views, direct access to the glass-enclosed lanai, two closets—including a custom walk-in—and an ensuite bath with a separate shower area and water closet. The freshly painted guest bedroom features a queen-size Murphy bed, providing flexibility for overnight visitors or a home office. A freshly painted second full bathroom and nearby laundry closet add convenience. The inviting kitchen features warm wood cabinetry, granite countertops, neutral tile flooring, a breakfast bar and separate dinette. The breakfast bar opens to the spacious dining and living areas, creating an easy flow for entertaining. THE SHOWSTOPPER? THE VIEWS! The expansive living and dining area flows into the glass-enclosed lanai, where panoramic golf course views, mature trees and colorful Florida sunsets provide an unforgettable backdrop. Whether you're enjoying morning coffee, reading a favorite book or hosting sunset happy hours with friends, this is Florida living at its finest! THE STONEYBROOK LIFESTYLE IS SECOND TO NONE! Nestled in the heart of sought-after Palmer Ranch, Stoneybrook Golf & Country Club is a vibrant, gated golf community offering exceptional recreational and social amenities. Enjoy an 18-hole championship golf course designed by Arthur Hills and Kipp Schulties, with a major modernization completed in 2025, lighted Har-Tru tennis courts, pickleball, bocce, a fitness center, resort-style pool and spa, full-service bar, and indoor and outdoor clubhouse dining. A full calendar of social activities, clubs and events makes it easy to stay active, connect with neighbors and enjoy the country club lifestyle. LOCATION, LOCATION, LOCATION! Enjoy convenient access to the Legacy Trail for biking and walking, along with shopping, restaurants and everyday essentials including Costco, Target and Lowe's. The world-famous white sand beaches of Siesta Key and beautiful Nokomis Beach are just a short drive away. MORE THAN A HOME—IT'S A LIFESTYLE! Whether seeking a seasonal Florida getaway or full-time residence, this beautifully maintained condo delivers stunning views, exceptional amenities, a welcoming community and maintenance-free living. NOWHERE BUT HERE, STONEYBROOK!

8750 Olde Hickory Avenue Unit 9209, Sarasota

1703 Starling Drive Unit 1703, Sarasota
$645,000
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Eagles Point Villa | The Landings, West of the Trail Tucked behind The Landings’ 24 hour manned gatehouse in the coveted area West of the Trail, this Eagles Point villa offers the kind of easy, lock and leave living that makes Sarasota feel like a permanent vacation. A private gated courtyard welcomes you into a light and bright home with southern exposure and serene preserve views. The main level is designed for the way people actually live: an open living and dining area with volume ceilings flows out to a screened lanai with soaring 24 foot ceilings and wonderful privacy. A pass through connects to the eat in kitchen, complete with granite counters, stainless appliances and a walk in pantry, along with a separate laundry room and a powder room for guests. The first floor primary suite is a true retreat, featuring an updated en suite bath and a custom walk in closet. Upstairs, a skylit loft overlooks the living area below, ready to become an office, den or reading nook. Two additional bedrooms and a full bath complete the level, offering plenty of room for family, guests or a creative studio. Designer lighting and fans add a polished finish, while storage is abundant throughout. The two car garage with built in storage is a rare find in The Landings. Very good news for anyone who owns more beach chairs than they care to admit. Membership in The Landings Racquet Club brings lighted Har-Tru tennis courts, pickleball, a heated pool, fitness center and a lively social calendar. Stroll to the Intracoastal to watch the boats drift by, then enjoy nearby shopping and dining, with Sarasota Memorial Hospital and Siesta Key’s famed Crescent Beach just minutes away. The residence is staged to showcase its possibilities and is offered unfurnished, a blank canvas ready for your own style.

1703 Starling Drive Unit 1703, Sarasota

17602 Santorini Court, Venice
$650,000
3 Beds ⋅ 2 Baths ⋅ Wellen Park Golf & Country Club SubDv. ⋅ 34293 Zip Code
Virtually Staged. **GOLF-DEEDED, FULLY FURNISHED, AND LOADED WITH UPGRADES!** Welcome to 17602 Santorini Court, located in the highly desirable Wellen Park Golf & Country Club! This beautifully appointed Angelina floor plan offers the perfect combination of luxury, comfort, and resort-style living, complete with peaceful preserve views and an impressive collection of upgrades throughout. Offered FULLY FURNISHED, this move-in-ready residence features an open-concept design, elegant two-tone interior paint, tile flooring throughout, and impact-resistant windows and sliding glass doors. The beautifully upgraded kitchen is a standout, featuring premium Monogram appliances including a French-door convection oven, induction cooktop, and high-capacity vent hood with exterior venting and high-energy speed oven. Additional kitchen enhancements include custom tile backsplash and upgraded pullout cabinet shelving. The spacious primary suite features custom closet upgrades, while the laundry room offers additional cabinetry and a utility sink. Technology and convenience are equally impressive, with a security system featuring cameras, remote thermostat, whole-house surge protection, and a portable whole-house emergency generator. The garage has been extensively upgraded with its own A/C unit, insulated garage doors and ceiling, epoxy flooring, and a Tesla charger. Additional improvements include newly installed front yard sod. Step outside and enjoy the peaceful preserve setting, offering a relaxing backdrop for everyday living and entertaining. **BEST OF ALL, THIS HOME INCLUDES DEEDED GOLF MEMBERSHIP!** Residents of Wellen Park Golf & Country Club enjoy access to an exceptional collection of resort-style amenities, including an 18-hole championship golf course, resort-style pool, fitness center, tennis, pickleball, dining, and an active social calendar. Conveniently located near Downtown Wellen Park, CoolToday Park, shopping, restaurants, and the beautiful Gulf Coast beaches. With its extensive upgrades, premium appliances, furnished interior, and coveted golf, this home presents an exceptional opportunity to experience the Florida lifestyle. Schedule your private showing today!

17602 Santorini Court, Venice

18050 Foxtail Loop, Venice
$1,354,990
4 Beds ⋅ 5 Baths ⋅ Palmera At Wellen Park SubDv. ⋅ 34293 Zip Code
Under Construction. Experience elevated Florida living in the Brendlyn – Executive Series, a beautifully designed 4-bedroom home featuring 3 full baths, 1 powder bath, an additional dedicated pool bath, and 3,271 square feet of thoughtfully planned living space. Situated on a desirable west-facing homesite with tranquil lake views, the home is filled with natural light through expansive windows. An elevated ceiling in the family room, accented by transom windows, adds architectural interest and creates an impressive sense of openness. The spacious open-concept design is ideal for both everyday living and entertaining. The family room flows seamlessly into the dining area and an inviting retreat, while a private study provides the perfect space for a home office or quiet workspace. At the heart of the home, the gourmet kitchen features a wall oven, built-in microwave, generous prep space, and a convenient butler’s pantry designed for effortless entertaining. The Owner’s Retreat offers exceptional privacy and comfort, highlighted by expansive his-and-hers closets and a convenient mudroom connection to the laundry room. Secondary bedrooms are equally well appointed, including bedrooms connected by a Jack-and-Jill bath, while additional bedrooms enjoy the privacy of their own en-suite baths. Outside, your private Florida oasis awaits with a pool and spa, extended lanai, and fully equipped outdoor kitchen with vented hood—creating the perfect setting for relaxing, dining, and entertaining year-round. A versatile 4-stall garage with a 2-car tandem configuration provides abundant space for vehicles, storage, hobbies, or recreational equipment. Living in Palmera at Wellen Park means enjoying a lifestyle designed around convenience and connection. Lawn maintenance is included, leaving more time to enjoy the community’s resort-style pool, clubhouse restaurant, modern fitness center, golf simulator, dog park, walking trails, and pickleball courts. A full-time lifestyle director keeps the social calendar active with events and activities throughout the year. Additional features include hurricane-impact windows and the convenience of a natural gas community, completing a home designed for luxury, comfort, and effortless Florida living.

18050 Foxtail Loop, Venice

17045 Moonflower Drive, Venice
$695,990
4 Beds ⋅ 4 Baths ⋅ Lakespur At Wellen Park SubDv. ⋅ 34293 Zip Code
Under Construction. All Pulte Homes within Lakespur have the best in construction and quality materials, including tile roofing with steel-reinforced concrete block construction and professionally engineered roof trusses with hurricane tie-downs for wind protection. The easy-to-maintain decorative stucco exterior, ventilated aluminum soffits, and brick paver driveway add to the home's charm and curb appeal. The high-grade Sherwin Williams latex paint ensures that the home looks great for years to come. The "Tubes in Wall" pest defense system is a clever feature that keeps pests out of the home. The professionally landscaped home site with full sod coverage and an automatic sprinkler system makes it easy to maintain a beautiful lawn. Pulte Homes come with a full appliance suite, including a washer and dryer, making it easy to move in and start living right away. Energy savings and electrical features are also included in every Pulte Home. Smart Home prewiring includes wiring enclosure, wireless access point wiring, hardwired locations, per plan, Cat 6 wiring, and doorbell with camera, ceiling fan prewires, decora rocker switches, LED downlighting, smoke detectors/carbon monoxide detectors, R-30 ceiling insulation, automatic garage door opener with remote control, insulated fiberglass entry door, compact fluorescent exterior lighting, exterior waterproof electrical outlets, Lennox central air conditioning and heating with Wi-Fi enabled programmable thermostat, HIGH VELOCITY HURRICANE ZONE RATED, LOW E screened windows, energy-efficient water heater. These features not only save energy but also provide comfort and convenience to the homeowner.

17045 Moonflower Drive, Venice

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