Sarasota County Homes with Trail(s) Amenities

Sarasota County Homes with Trail(s) Amenities

Welcome to Sarasota County, Florida—a vibrant coastal paradise that seamlessly blends urban sophistication with laid-back beach living. Known for its stunning Gulf Coast beaches, cultural attractions, and lush landscapes, Sarasota is an ideal destination for homebuyers seeking both relaxation and adventure. With a rich history and a thriving arts scene, including the renowned Ringling Museum of Art and the Sarasota Opera, this county offers a unique lifestyle that caters to all tastes.

One of the standout features of Sarasota County is its array of homes with trail amenities. Imagine waking up to the sound of chirping birds and the gentle rustle of palm trees, ready to explore miles of picturesque trails right outside your door. These homes are designed for those who appreciate an active lifestyle, providing easy access to scenic pathways that wind through nature preserves, parks, and along the stunning coastline.

Whether you enjoy jogging, biking, or leisurely strolls with your furry friends, the trail amenities in Sarasota County ensure that outdoor enthusiasts have plenty of options to stay active and connected to nature. Plus, with the warm Florida sun shining down and the refreshing Gulf breezes, every day can feel like a vacation.

In Sarasota, you’re not just buying a home; you’re investing in a lifestyle filled with outdoor adventures, cultural experiences, and a strong sense of community. Discover the perfect blend of comfort and convenience with homes that offer trail amenities, and embrace the beauty and excitement that Sarasota County has to offer!

Newest Sarasota County Homes with Trail(s) Amenities

4709 Cedron Court, Sarasota
$1,025,000
3 Beds ⋅ 3 Baths ⋅ Artistry Sarasota SubDv. ⋅ 34240 Zip Code
Set on an expansive corner lot overlooking a tranquil lake in Artistry Sarasota, this beautifully upgraded 3BR/3BA residence offers 2,700+/- sq. ft. of refined living space where soaring ceilings, spacious interiors and carefully selected finishes create an atmosphere that is both elevated and inviting. Built in 2024 by Cardel Homes with the sought-after Dali floor plan, the home blends modern design with an easy sophistication that feels instantly welcoming. From the moment you enter, the openness is unmistakable. Ceilings reaching nearly 13’ high, soft neutral tones and large porcelain tile floors create a bright, airy ambiance carried seamlessly through the residence. Coffered ceilings add architectural depth to the main living areas, while upgraded lighting introduces a subtle glow that enhances the home day and night. At the center of the home, the gourmet kitchen was made for gathering. A spacious Cambria quartz island with waterfall edges anchors the space, surrounded by low-profile maple cabinetry, JennAir stainless steel appliances, double convection ovens and a full-height quartz backsplash. Whether hosting friends or enjoying a family dinner, the kitchen flows effortlessly into the dining and great room areas, keeping everyone connected. The living area opens through oversized sliders to the screened lanai, where pavers set the stage for peaceful lake views and beautiful sunsets. The primary suite is generously scaled and serves as a true retreat, with tranquil water views, a custom walk-in closet with built-ins and a spa-inspired bathroom featuring gorgeous tile work, dual vanities and an oversized frameless glass shower. Flexibility is woven into the floor plan. The current owner has transformed one guest bedroom into a gym and another into a music production room offering flexibility for future use depending on your needs. A separate den with custom glass French doors provides a dedicated workspace, while an additional oversized bonus or media room offers even more versatility and is currently arranged as a secondary office with dual workstations offering multiple options for work, creativity or future guest accommodations. Showcasing more than $300K in combined builder and custom designer upgrades enhance the home, including impact glass on all windows and doors, radiant barrier roof sheathing, foam insulation, tankless water heater, water filtration and softening systems, UV HVAC light, premium window treatments, designer lighting, recessed lighting, upgraded interior doors and hardware, an epoxy-finished 3-car garage and a pre-wired summer kitchen package on the lanai. Artistry Sarasota offers a resort-style lifestyle with beautifully tree lined streets & well sought after coastal architecture. This is a true maintenance-free lifestyle with NO CDD fees, and the HOA fee covers lawn maintenance, mulching, irrigation and 2 secured gated entrances. Enjoy the resort-style clubhouse, fitness & yoga studio, heated saltwater beach entry pool, pickleball and basketball courts as well as miles of scenic walking trails. Conveniently located near Sarasota’s most desirable destinations for dining, shopping, world renowned culture, world-class beaches as well as the nearby Lakewood Ranch, Waterside, UTC Mall and several top-ranked Golf courses. Den is an office virtually staged w/soft seating. 2nd bedroom, currently a music room & has been staged w/queen bed. 3rd bedroom, currently a gym has been virtually staged to show queen bed.

4709 Cedron Court, Sarasota
8488 Anthirium Loop, Sarasota
$673,990
4 Beds ⋅ 4 Baths ⋅ Windward At Lakewood Ranch Phase 3 SubDv. ⋅ 34240 Zip Code
Discover the Vision 2 by Neal Communities, a thoughtfully designed two-story home offering 2,962 square feet of living space with 4 bedrooms, 3.5 baths, a den, loft, and spacious 2-car garage. The open-concept design features a welcoming great room and dining area, creating an ideal setting for everyday living and entertaining. A versatile den provides additional space for a home office or flex space, while the upstairs loft offers even more room for relaxation, recreation, or gatherings. Enjoy the benefits of new construction, including modern finishes and energy-efficient features, all within the desirable Windward community at Lakewood Ranch. Experience the comfort, convenience, and lifestyle that make Florida living so appealing.

8488 Anthirium Loop, Sarasota
8924 Bernini Place, Sarasota
$1,050,000
3 Beds ⋅ 4 Baths ⋅ Artistry Sarasota SubDv. ⋅ 34240 Zip Code
Discover exceptional lakefront living in Artistry Sarasota! Situated on one of the community's larger homesites with desirable south/east rear exposure, this customized Monet model with POOL and SPA, by Kolter Homes offers an impressive combination of architectural elegance, thoughtful design, and Florida's indoor outdoor lifestyle. Featuring three bedrooms, each with a private en-suite bath, a den, powder room, and oversized three-car garage, this residence is beautifully suited for both comfortable living and entertaining. From the welcoming foyer with its decorative glass entry door and transom window, discover refined architectural details including tray and coffered ceilings, crown molding, eight-foot interior doors, 11’ ceilings, and designer lighting. The private den, featuring plantation shutters, a dramatic floor-to-ceiling tiled accent wall, and contemporary linear fireplace, provides an inviting retreat. The expansive great room flows seamlessly into the dining area and gourmet kitchen, where generous windows and oversized sliding glass doors frame tranquil lake views. The beautifully appointed gourmet kitchen features Cambria quartz countertops, an expansive gathering island, five-burner gas cooktop, designer range hood, stainless steel appliances, built-in oven and microwave, pantry, and distinctive tile backsplash. The thoughtfully designed split-bedroom floor plan offers privacy for owners and guests alike. The primary suite features an elegant coffered ceiling, spacious bath with dual vanities, quartz countertops, walk-in shower, and separate walk-in closet. Two additional bedrooms, each with its own en-suite bath, provide comfortable guest accommodations. Step outside to an extended screened lanai overlooking the peaceful lake. A sparkling pool and spa, expansive brick-paver decking, and covered seating area create a beautiful setting for relaxation and entertaining. South-east rear exposure enhances the appeal of this inviting outdoor retreat, which is also pre-plumbed for a future outdoor kitchen. Among the home's valuable enhancements is an approximately $65,000 investment in impact resistant windows, exterior doors, and sliding glass doors, providing an important measure of storm protection. Additional features include ceramic tile flooring throughout the main living areas, plantation shutters, a spacious laundry room, and an oversized three-car garage. Beyond the home, enjoy the exceptional lifestyle offered within gated Artistry Sarasota. The community amenity center features a resort-style swimming pool, fitness center, pickleball court, basketball court, and playground. Scenic walking and biking trails complement the beautifully landscaped surroundings. Conveniently located near Sarasota's shopping, dining, cultural attractions, and renowned Gulf Coast beaches. More than a beautiful home, this is an invitation to embrace the Florida lifestyle you've always envisioned—where elegant living, tranquil lake views, and resort-style amenities come together in one exceptional setting.

8924 Bernini Place, Sarasota
4628 Ringwood Meadow Unit 26, Sarasota
$169,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Peaceful garden views, and easy Florida living in The Meadows! Discover comfort, convenience and exceptional value in this furnished second-floor, two-bedroom, two-bath condo in The Meadows, a park-like oasis in a phenomenal location. Inside, oversized neutral porcelain tile flows throughout, creating a bright, cohesive feel. The spacious screened-in balcony overlooks peaceful gardens, offering the ideal spot for morning coffee, relaxing with a book or enjoying Florida's beautiful weather. Two generous storage closets add everyday practicality, while the community pool is just 250 feet away. All this tranquility, yet just five minutes from outstanding shopping and dining at UTC and 15 minutes from downtown Sarasota. On 1,600 lush acres, The Meadows offers 14 miles of scenic trails, beautiful natural surroundings and an active lifestyle, with optional access to fitness, swimming, pickleball, golf and tennis. An outstanding opportunity to enjoy The Meadows lifestyle at an affordable price.

4628 Ringwood Meadow Unit 26, Sarasota
4717 E E Trails Drive, Sarasota
$1,045,000
5 Beds ⋅ 4 Baths ⋅ Lakes Estates The SubDv. ⋅ 34232 Zip Code
Welcome home to The Lakes 111. Where mature Oak trees surround this picturesque neighborhood. The Lakes has two community pools one heated with heated spas. A gym, a basketball court, playground, two tennis courts, and walking trails around a beautiful lake. Truly making you fell like you are in a different world. . Nestled in the back of this highly desirable neighborhood. You will find an updated modern 5 bed plus office / 3.5 bath home. This expansive home has nearly 3100 ft.2 of freshly painted beauty. It features an updated kitchen and bathrooms, quartz countertops, high end stainless steel kitchen appliances with a wine fridge. The quartz wood burning fireplace is a must for chilly winter nignts. You will fall in love with the master suite. It encompasses the whole right wing of the house with his and hers closets and ensuite master bathroom. New mechanicals including a HVAC two years old, energy efficient heat pump/water heater less than one year old and energystar pool pump that is 8 months old. Hurricane rated garage door, with new app friendly opener. Open or close while not home. New impact resistant windows and doors. Including 4 pocket sliders. Here you can truly live the indoor outdoor lifestyle with these fully opening pocket slinging glass doors. These doors open onto the expansive patio/pool deck. Fully screened in pool cage, outdoor kitchen with quartz countertops, outdoor shower and both shaded or sunny lounging areas. Take your pic. Or you can sit by the the custom outdoor fire pit overlooking the picturesque views of Philippi Creek. Best part of all NO rear neighbors. HOA will consider rear fence for properties by the water. Flood insurance only $1500 a year. No water ever entered the house.

4717 E E Trails Drive, Sarasota
21021 Fort Myers Way, Venice
$1,125,000
4 Beds ⋅ 3 Baths ⋅ Grand Palm SubDv. ⋅ 34293 Zip Code
LUXURY WATERFRONT LIVING in GRAND PALM! FLOOD ZONE X, NO FLOOD INSURANCE REQUIRED! Built in 2021, this upgraded Savannah floor plan offers 2,854 sq ft, 4 bedrooms, 3 bathrooms, a separate flex room with double doors, TECHNOLOGY CORNER with built-in desk and pony wall, open great room and dining area, and an EXTENDED 3-CAR GARAGE. Located among larger homes with spacious lots with sweeping lake views and lush upgraded landscaping. HEATED SALTWATER POOL with automation, waterfall, sun shelf, in-water lounger, safety handrail and approximately 5-foot depth. Expansive screened enclosure, paver pool deck, large covered lanai with dining and lounge areas, natural gas hookup and pre-plumbing for a future outdoor kitchen, plus a dedicated dog run. GOURMET KITCHEN features GE Café appliances, NATURAL GAS COOKTOP, stainless steel hood, built-in wall oven and microwave, quartz countertops, oversized island with additional cabinetry on both sides, soft-close doors and drawers, pull-out shelving in lower cabinets, oversized charcoal sink, decorative tile backsplash, glass-front display cabinetry, upgraded fixtures and additional countertops, cabinets and storage along the window wall. 10-11 FOOT CEILINGS and PORCELAIN TILE THROUGHOUT, NO CARPET! Custom Neolux window shades, Swarovski crystal lighting throughout, recessed lighting, upgraded kitchen and bathroom fixtures, and great-room floor outlet. PRIMARY SUITE features tray ceiling, upgraded lighting, pool and lake views, dual walk-in closets with customized shelving and rods. Primary bath includes separate vanity areas, upgraded cabinetry, quartz countertops, FREESTANDING SOAKING TUB, spacious glass-partitioned walk-in shower with tiled walls and grab bar. Quartz countertops in all bathrooms. Guest bedroom features a WALK-IN CLOSET and PRIVATE EN-SUITE BATHROOM with upgraded shelving and rods. Additional bedrooms feature upgraded closet rods and an oversized closet. Guest bathroom features a THERAPEUTIC WALK-IN TUB with hydrotherapy jets, lighting, aromatherapy and safety features. ACCESSIBILITY UPGRADES include 36-inch interior doorways, spacious bathrooms, grab bars and garage-to-home ramp. IMPACT WINDOWS AND DOORS, MOTORIZED STORM SMART HURRICANE PANELS protecting covered lanai openings, WHOLE-HOME GENERAC GENERATOR powering HVAC, appliances, pool equipment and household systems, plus SimpliSafe security. EXTENDED 3-CAR GARAGE with additional depth and EPOXY FLOORING. Dedicated laundry room with utility sink, cabinetry, countertop workspace and washer/dryer. Natural gas, public water and sewer. GRAND PALM amenities include community pools, fitness facilities, recreation and walking trails. Two HOAs with LAWN CARE INCLUDED and six-month minimum rental period.

21021 Fort Myers Way, Venice
1932 Harbourside Drive Unit 242, Longboat Key
$539,000
2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This turnkey furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

1932 Harbourside Drive Unit 242, Longboat Key
3070 Grand Bay Boulevard Unit 632, Longboat Key
$675,000
2 Beds ⋅ 2 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Experience ultimate maintenance-free coastal living in this move-in ready 2BR/2BA Bimini model, perfectly positioned behind the secure gates of Bay Isles in Grand Bay. Located on the third living level of Building 6, this exceptional residence features an expansive, nearly 400 sq. ft. wraparound terrace showcasing panoramic Sarasota Bay views and unforgettable sunrises and sunsets. No detail has been overlooked in this thoughtfully modernized home: • Kitchen & Systems: Significantly updated kitchen and new water heater (2026); high-efficiency variable-speed HVAC with humidity control, Wi-Fi thermostat, and 12-year compressor warranty (2024). • Appliances & Finishes: New refrigerator, washer, dryer, updated plumbing/lighting fixtures, and fresh paint (2023). • Luxury Conveniences: Hunter Douglas battery-operated, remote-controlled window treatments (2023) and a renewed, transferable Home-Tech service contract. Grand Bay offers a world-class resort lifestyle with two heated pools and spas, tennis courts, a fitness center, an active clubhouse, and scenic trails along the bay front, marina, and golf courses. Best of all, enjoy private beach access at the gated Bay Isles Beach Club on the Gulf of Mexico. Fine dining along Gulf of Mexico Drive, St. Armands Circle, and downtown Sarasota are all just minutes away.

3070 Grand Bay Boulevard Unit 632, Longboat Key
8165 Scarletbush Drive, Sarasota
$824,990
4 Beds ⋅ 3 Baths ⋅ Windward At Lakewood Ranch Phase 2 SubDv. ⋅ 34240 Zip Code
Discover the Lighthouse by Neal Communities, thoughtfully designed to combine spacious living areas, functionality, and Florida-style outdoor living with a pool & spa. The open-concept floor plan features a beautifully appointed kitchen with a center island, corner walk-in pantry, and café dining area, flowing seamlessly into the spacious great room highlighted by an elegant recessed ceiling. The primary suite offers a relaxing retreat with dual walk-in closets and a private bath featuring a walk-in shower and separate water closet. The first floor also includes two additional bedrooms, a full secondary bath, and a versatile den. Upstairs, you'll find a spacious loft and an additional bedroom with a Jack-and-Jill bath, providing added flexibility and privacy for family and guests. This well-designed home offers the perfect blend of comfort, style, and versatile living space.

8165 Scarletbush Drive, Sarasota
5271 Mahogany Run Avenue Unit 721, Sarasota
$242,500
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
Step inside this wonderful Turn-Key Furnished, 2nd floor Abbey veranda located in the pristine neighborhood of Heritage Oaks Golf & Country Club, where thoughtful updates meet one of the most spectacular views in the entire community. From the moment you walk through the front door, this home feels fresh, bright, and ready to enjoy from day one. This property is the largest of the verandas in the neighborhood and at almost 1,700 square feet and features 2 bedrooms, 2 bathrooms, a den/study that can be used as a wonderful flex room, and a single car garage - this unit is perfect for a seasonal owner or full time resident. You'll immediately notice the fully tiled front lanai and entry that is completely screened helping keep the space extremely clean. Step inside to discover a thoughtfully laid-out floor plan that makes use of every square foot in the home - no wasted space in this property. The interior has been tastefully refreshed with some new interior paint and brand new ceiling fans installed that keep the lovely Florida breeze flowing through every room. Step out to the lanai and take in what truly sets this residence apart: one of the best water and golf views in all of Heritage Oaks. Watch golfers make their way along the 12th and 13th fairways, enjoy the shimmer of the water in the changing light, and settle in for Sarasota's famous sunsets from your own private screened lanai complete with additional glass doors making use of this space year round. Morning coffee and evening cocktails will never be the same. Watch the abundance of wildlife that roam this Certified Audubon Neighborhood right in your backyard. 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 a lovely restaurant and the sensational redesigned 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities. Don't wait, schedule your private showing on this lovely home today!

5271 Mahogany Run Avenue Unit 721, Sarasota
9085 Luna Lane, Sarasota
$940,000
4 Beds ⋅ 4 Baths ⋅ Lt Ranch Nbrhd 1 SubDv. ⋅ 34241 Zip Code
A PRIVATE BALCONY FOR SLOW MORNINGS. A CHEF’S KITCHEN FOR LIVELY EVENINGS. A RESORT LIFESTYLE TO MAKE EVERY DAY FEEL LIKE A GETAWAY. Welcome home to Cassia at Skye Ranch, where generous spaces and thoughtful upgrades create a home that lives as beautifully as it entertains. This 4347 sq. ft., 4-bedroom, 3.5-bath Barbados model offers an inviting blend of open gathering areas and private retreats. Soaring ceilings, 8-foot doors and two main-level living areas set the stage for everything from relaxed afternoons to memorable celebrations. At the heart of it all, the kitchen pairs an oversized quartz island with a touchless faucet, instant hot and cold filtered water, and a double pantry. A bay-window dining area frames views of the landscaped grounds, bringing a lovely outdoor connection to everyday meals. Upstairs, the primary suite feels like a getaway of its own, complete with a private screened balcony, two custom walk-in closets and a spa-inspired bath. A second ensuite bedroom, two additional bedrooms with a shared bath, and a nearly 250-square-foot bonus room offers flexibility for a home office, media lounge, creative studio or guest retreat. Step outside to a generous screened lanai and beautifully landscaped backyard with space to envision a future pool and your own outdoor oasis. Another exceptional feature: the oversized, air-conditioned three-car tandem garage, offering room for vehicles, hobbies, storage or a workshop. A convenient garage-entry drop zone, dual-zone air conditioning, Halo REME air purification, and fresh interior and exterior paint add everyday comfort and convenience. Beyond your front door, Skye Ranch brings recreation and connection together at The HUB, its expansive resort-style amenity center. Enjoy fitness and movement studios, indoor sports, a rock-climbing wall, game room and café, along with pools, a splash zone, trails, playgrounds and outdoor courts. With convenient access to I-75, shopping, dining, Myakka River State Park and Sarasota’s celebrated beaches and cultural attractions, this home puts the best of the area within reach. Room to spread out. Spaces to come together. A Sarasota lifestyle worth coming home to.

9085 Luna Lane, Sarasota
Sarasota
$169,900
3 Beds ⋅ 2 Baths ⋅ Meadowlake Iv SubDv. ⋅ 34235 Zip Code
Space, comfort, and opportunity in the heart of Sarasota! Located in the established Meadowlake IV community within The Meadows, this 3-bedroom, 2-bathroom condominium offers approximately 1,498 square feet of living space with a layout that provides both openness and privacy. One of the home's highlights is its outdoor living space. Enjoy a private front courtyard and a rear lanai with screening completely redone in 2026. Inside, the main level features a generous living and dining area, kitchen, and primary bedroom, while two additional bedrooms and a full bathroom upstairs provide flexibility for guests, hobbies, or a home office. The property has also benefited from several important improvements, including an updated HVAC system (2018) with UV lamp (2024), water heater (2022), and a roof replacement reported in 2023. With these improvements and room to add your own style to the interiors, this home offers an appealing balance of practicality and potential. Life at Meadowlake includes access to community swimming pools, with cable TV and internet included in the condominium dues. Beyond the condo community, The Meadows offers beautiful walking and biking trails, abundant green spaces, and a variety of recreational options, including golf, tennis, pickleball, and fitness facilities. Additional fees may apply to certain amenities. Just a short distance from University Town Center, Nathan Benderson Park, shopping, restaurants, and Sarasota's many attractions, this is a wonderful opportunity to enjoy the Florida lifestyle in a well-established community.

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