Sarasota Homes with Trail(s) Amenities

Sarasota Homes with Trail(s) Amenities

Welcome to Sarasota County, Florida—a vibrant coastal gem that perfectly blends natural beauty, cultural richness, and a laid-back lifestyle. Nestled along the stunning Gulf Coast, Sarasota is renowned for its pristine beaches, lush parks, and a vibrant arts scene that attracts visitors and residents alike. With a warm climate year-round, it's no wonder that this enchanting area has become a sought-after destination for those looking to call Florida home.

Sarasota County offers an array of homes that cater to diverse lifestyles, particularly those seeking properties with trail amenities. Imagine stepping out of your front door and onto a scenic trail that winds through lush landscapes, offering the perfect backdrop for morning jogs, leisurely strolls, or invigorating bike rides. Many communities in Sarasota are designed with outdoor enthusiasts in mind, featuring well-maintained trails that connect you to nature while promoting an active lifestyle.

Whether you prefer the tranquility of nature or the excitement of local events, Sarasota has something for everyone. Explore the beautiful Myakka River State Park, where you can hike, kayak, and spot wildlife, or take a stroll along the iconic Siesta Key Beach, known for its powdery white sands. With a rich tapestry of dining, shopping, and cultural experiences, including the Ringling Museum of Art and the Sarasota Opera, this county truly offers the best of both worlds.

Discover the charm of Sarasota County and find your dream home nestled among the trails, where adventure and relaxation await at every turn. Embrace a lifestyle that celebrates the beauty of nature and the joy of community in this idyllic Florida paradise.

Newest Sarasota Homes with Trail(s) Amenities

2 Beds ⋅ 2 Baths ⋅ Foxwood SubDv. ⋅ 34223 Zip Code

Spacious attached Villa in the sought-after, maintenance-free community of Foxwood in Englewood! This tastefully updated 2 bedroom, 2 bathroom home offers nearly 1,500 sq ft of light and bright living space with a coastal feel throughout. Step inside to find tile and new LVP flooring flowing seamlessly through the entire home, complimented by a soothing palette of gray tones and muted colors. The updated kitchen features crisp white cabinets, granite countertops, and new black stainless appliances — a perfect blend of style and function. Cozy up in the living room beside the fireplace, framed by charming shiplap detailing, creating a warm focal point for the space. A versatile den/study/flex space opens to the living room and kitchen area, ideal for a home office, media room, or additional sitting area. Both the primary and guest bathrooms have been thoughtfully updated, offering fresh, modern finishes. This home is truly move-in ready, with major systems already taken care of: impact windows, a newer roof, newer AC, and a newer water heater provide peace of mind and long-term value. Enjoy the ease of maintenance-free living in Foxwood, an active community offering a clubhouse, community pool, tennis courts, and walking trails. Conveniently located close to beaches, shopping, and major roadways, this villa offers the best of coastal Florida living with low-maintenance convenience. Schedule your showing today!

680 Linden Drive, Englewood

3 Beds ⋅ 3 Baths ⋅ Beach Walk SubDv. ⋅ 34223 Zip Code

Sales center hours are: Monday-Saturday 9:00-5:00 & Sunday 12:00-5:00 Subject to change Closed 4th of July, Thanksgiving, Christmas Eve, Christmas Day, New Years Day.

26617 Bering Drive, Englewood

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

Welcome to luxury waterfront living in this exceptional Kiawah model within the gated, maintained community of Grand Palm in Venice. Situated on a premium third-acre lot with tranquil water views and stunning sunset vistas, this nearly 3,000 sq. ft. home offers privacy, comfort and the ideal Florida lifestyle without the wait or expense of building. The spacious open-concept floor plan features 4 bedrooms, 3 full baths, a dedicated office/den, split-bedroom floor plan, 10-foot coffered ceilings, and a true 3-car garage. The gourmet kitchen is designed for entertaining and everyday living, featuring an expansive level 5 quartz countertop island, elegant custom backsplash, walk-in pantry with custom organizers, coffee/wine bar, premium stainless-steel appliances, double oven, natural gas 5-burner glass cooktop and a Blanco composite one-vessel sink. Engineered hardwood flooring, elegant crown molding, plantation shutters, dimmable lighting, and designer fixtures add to the sophisticated interior. The luxurious owner’s suite offers an exquisite water view, coffered ceilings, a custom 12' x 10' walk-in closet, ensuite bath with dual vanities, designer mirrors and lighting and oversized, stylish soaking tub, walk-in glass enclosed tile shower. Three additional bedrooms provide flexible space for guests, a home office or multigenerational living. Each bedroom features its own walk-in closet, bedrooms two and three share a Jack-n-Jill bathroom and the fourth bedroom sits adjacent to the third full bathroom. Step outside through the pocket sliding glass doors to your private waterfront oasis. The spacious covered lanai features a ClearView screen, long pond views, Aquatech custom built saltwater pool with Travertine Pavers, Umbrella in Sun Shelf , Natural Gas Heater and Custom Water Features. The outdoor kitchen is equipped with a gas grill and cooktop, granite countertop and live edge backsplash, bar refrigerator, and stainless-steel sink. Storm Smart remote hurricane shutters protect the covered lanai, while impact hurricane windows and doors provide peace of mind during inclement weather. Let’s talk about the dreamy laundry room! Plenty of space for multiple laundry baskets, a folding area, utility sink, added upper cabinets to house all the extra laundry and cleaning products. Additional upgrades include a whole-home Water Purification System, 8’ Interior Doors, Insulated Garage Doors, Soft Close Kitchen Cabinets and Drawers, Foam Insulation in the Exterior Block Walls, Keyless Garage and Front Doors, Exterior Gutters extending around the house, Drop Zone Cabinets and Countertop from Garage, Generous Recessed Lighting, Upgraded Fans and Stylish Bathroom Mirrors, Enhanced Tropical Landscaping. Grand Palm offers resort-style pools, clubhouses, fitness center, tennis, pickleball, sports courts, miles of walking trails, parks, playgrounds, and Green Spaces. Conveniently located near Wellen Park, multiple golf courses, endless shopping, diverse dining, top-rated schools, and tropical Gulf Coast beaches.

12457 Davie Court, Venice

3 Beds ⋅ 3 Baths ⋅ Skye Ranch SubDv. ⋅ 34241 Zip Code

Welcome Home! Discover this former model home in the Skye Ranch – Esplanade community. Wonderful open-concept floor plan offering three spacious bedrooms, flex space, three full bathrooms, and generous living areas designed for both everyday living and entertaining. The expansive great room serves as the central gathering space and flows seamlessly into the dining area and designer kitchen. The kitchen features a large center island, abundant cabinetry, stainless steel appliances, walk-in pantry, and an inviting layout that makes entertaining and everyday meals effortless. Sliding glass doors provide a seamless connection between the indoor living spaces and the expansive screened lanai. The primary suite is privately positioned at the rear of the home and offers a peaceful retreat with a generously sized bedroom, elegant en-suite bathroom, dual vanities, large walk-in shower, private water closet, and oversized walk-in closet. Two additional bedrooms provide comfortable accommodations with one bedroom offering its own private full bathroom and the other conveniently located near the third full bath. The flex space provides an ideal space for a home office, den, or formal living area. Possibilities are endless! Step outside and enjoy the Florida lifestyle from the expansive screened outdoor living area. The paver patio includes a covered section for shaded relaxation and an expansive uncovered area where you can soak up the sunshine or create your own outdoor entertaining space. Whether enjoying your morning coffee, hosting friends, or simply relaxing at the end of the day, this versatile outdoor area provides plenty of room to enjoy the beautiful Florida weather. Take advantage of the endless amenities offered at Esplanade at Skye Ranch that gives you resort-style living every day including resort style pool, fitness center, pickleball and so much more. Nearby Turner Community Park gives you even more possibilities for outdoor activities. Truly a must see home.

7716 Moonbeam Avenue, Sarasota

3 Beds ⋅ 4 Baths ⋅ Lakewood Ranch SubDv. ⋅ 34240 Zip Code

UNPARALLELED WATERFRONT LIVING WITH STUNNING SUNSETS! One of the largest waterfront lots in Shoreview, this Pulte Stonewater residence offers an extraordinary combination of privacy, sophisticated design and breathtaking views of Middle Teal Lake. With no neighbors across the street and one of the longest lake views in Waterside, the setting is truly remarkable. As you approach, you’re welcomed by all-new landscaping and lighting that creates an inviting ambiance. Behind 8-foot glass double doors, the home welcomes you with 10-13-foot ceilings, refined finishes and an impressive floor plan featuring 3 beds, den, 3.5 baths and oversized 3-car garage. Designed for everyday living and entertaining, the great room features a white shiplap feature wall, coffered ceilings w/13-foot tray and impact sliders opening to the outdoor living space. The adjacent dining room showcases a modern chandelier and crown molding, perfect for dinner parties. The kitchen features timeless white cabinetry, glass uppers, quartz counters, white subway tile backsplash, under-cabinet lighting, island with pendant lighting, reverse osmosis system and walk-in pantry. Premium stainless steel appliances include built-in Sub-Zero refrigerator, Kitchenaid oven and microwave, 5-burner gas cooktop and Wolf range hood. Privately positioned at the rear of the residence, the primary suite captures water views and direct lanai access. A tray ceiling, tasteful wallpaper, room-darkening shades and automated draperies create an elegant retreat. The primary bath features a soaking tub, walk-in shower, dual vanities and oversized closet with built-in organizers designed to display your wardrobe. Two guest bedrooms are positioned at the front of the home, each behind a pocketing door with designated baths, while the den features a tray ceiling and glass French doors. The laundry room offers abundant cabinetry, utility sink, generous counter space and pedestal washer and dryer. Designer details include neutral wood-look tile, 8-foot interior doors, brand-new draperies and smart lighting with Lutron automation. The oversized 3-car garage—with 4-foot expansion—has been enhanced with mini-split AC, epoxy flooring, insulated garage doors, built-in storage and EV charging outlet. Upgrades providing peace of mind include hurricane-impact windows and doors, whole-home Generac generator, Storm Smart hurricane shades, Culligan whole-house softening and purification, HVAC w/UV-A light, surge protection and security system with cameras. The outdoor living experience is nothing short of spectacular. Impact sliders open to the lanai centered around the saltwater pool and spa overlooking the lake. The pool features PebbleTec finish, heater, chiller for instantly lowering water temperature and autofill system. The covered area includes an outdoor kitchen with Blaze grill, vent hood and beverage cooler. A pool bath with additional storage adds convenience, while custom cage lighting enhances the ambiance. Shoreview at Waterside offers an exceptional lifestyle surrounded by 144 acres of lakes and amenities including a clubhouse, kayak launch, beach area, lighted tennis and pickleball courts and fitness center. Just minutes from Waterside's vibrant shopping, dining, farmers market, parks, and community events, with Sarasota's renowned cultural attractions and world-class beaches nearby. A rare opportunity to experience elevated waterfront living in one of Lakewood Ranch's most extraordinary settings!

7789 Mainsail Lane, Sarasota

3 Beds ⋅ 2 Baths ⋅ Venetian Golf And River Club SubDv. ⋅ 34275 Zip Code

Don't miss out on your chance to own this SPECTACULAR HOME. Located in the PREMIER GOLF community of VENETIAN GOLF AND RIVER. Sitting on an EXTRA LARGE lot at the end of the Cul de Sac. As you drive up, curb appeal is off the charts. Pavered drive and sidewalk surrounded by tropical landscaping. Arched entrance to patio and leaded glass front door. Step inside to this IMMACULATE and well taken care of home. The popular FLORENCIA floor plan by WCI offers 3BD/2BA/2CG. Open great floor plan. Absolutely GORGEOUS kitchen with rich wood cabinets, BEAUTIFUL GRANITE COUNTERS, STAINLESS STEEL APPLIANCES, STONE TILE BACK SPLASH, EXTRA RECESSED LIGHTS, and SOLAR LIGHT. Kitchen looks out at the living area with Tray ceiling and cheery breakfast nook. Step out on to the SPACIOUS lanai and enjoy the Peaceful and Serene LAKE VIEW. 80 feet of expansive lake front are yours to enjoy. Extremely PRIVATE -no neighbors in sight. Protected by roll down HURRICANE SHUTTERS during a storm. No need to move furniture inside. Extra pavered space for grill outside covered lanai. TILE flooring and CROWN MOLDING throughout main areas of home. HIGH ceilings and lots of arches between rooms. Updated FANS AND FIXTURES. Master bedroom with en suite bath that offers dual sinks, walk in shower, and soaking tub. Guest bedrooms and bath at the other end of home for privacy. Laundry room has wash sink and cabinets for storage. Venetian Golf and River Club sits in an ideal location between Sarasota and Venice, close to all the various activities the Florida Lifestyle offers. Venice Downtown, Sarasota Downtown, multiple beaches including World Famous Siesta Key- voted one of the best beaches in the US. Kayaking, boating, fishing, and trail walks are just minutes away. Shopping, theatres, and restaurants-both casual and fine dining are right around the corner. And then sometimes you just want to stay at home- within the community that is. Venetian Golf offers everything you could want- Clubhouse, exercise room, tennis and pickleball courts, Resort style swimming pool and Tiki bar, Lap pool, and formal dining restaurant. Boardwalk nature walking trail through 70 acres of nature preserve park down to Myakka River. Lots of community activities and special event opportunities to meet your neighbors. Golf Membership is NOT mandatory but is available for the 18 hole Championship golf course. Come find your Florida Lifestyle today!!

345 Savona Way, North Venice

3 Beds ⋅ 3 Baths ⋅ Windward At Lakewood Ranch Phase 2 SubDv. ⋅ 34240 Zip Code

A sophisticated foyer and gallery entry set the tone for the Triumph from the moment you enter. The beautifully designed kitchen features a large island and walk-in pantry, opening to the charming great room with an octagonal recessed ceiling. Sliding glass doors extend the living space to the covered lanai, perfect for relaxing or entertaining outdoors. The spacious primary suite features two walk-in closets and a dual-sink bath with walk-in shower and private water closet. This home includes a media room in lieu of one secondary bedroom, plus a guest suite with an ensuite bath. Tile flooring throughout adds style and easy-care living.

2440 Star Apple Way, Sarasota

5 Beds ⋅ 5 Baths ⋅ Windward At Lakewood Ranch Phase 2 SubDv. ⋅ 34240 Zip Code

The Summit is a sophisticated two-story home offering 3,019 square feet of thoughtfully designed living space with room for comfortable living and entertaining. A grand foyer and gallery entry welcome you into the home, leading to an open-concept great room and dining area. The well-appointed kitchen features an island and walk-in pantry, creating a functional space for everyday living and entertaining. The Summit offers five bedrooms and four and a half bathrooms, including a spacious primary suite with two walk-in closets and a spa-like bath. A private guest suite with an ensuite bath provides a comfortable retreat for visitors. Additional living spaces include a versatile media room and convenient powder bath. Step outside to the covered lanai, extending the living space outdoors and providing an inviting area to relax and enjoy the Florida lifestyle.

8071 Anthirium Loop, Sarasota

3 Beds ⋅ 3 Baths ⋅ Esplanade On Palmer Ranch SubDv. ⋅ 34238 Zip Code

INCREDIBLE FINISHES!...INCREDIBLE BRIGHT & SPACIOUS FLOOR PLAN!....INCREDIBLE LOCATION!....You will be Impressed by this well-appointed and highly desired Lazio Model with (3) Bedrooms + Den (3) Bathrooms and a Three Car (tandem parking) Garage.....High Ceilings; Custom Millwork; Continuity of Finishes Throughout; Quartz Countertops; Abundance of Storage and an OVERSIZED SCREEN LANAI with WATER VIEWS & Outdoor Kitchen---IDEAL for Morning Coffees, listening to your favorite podcast or Entertaining Al Fresco w/ Sunset Cocktails and Grilled Specialities---the Ultimate in INDOOR/OUTDOOR Living!......positioned in sought after ESPLANADE of Palmer Ranch, a gated RESORT STYLE community featuring onsite Bahama-Bar Restaurant; Multiple POOLS & Splash Park; Clubhouse with Fitness Center that also offers Classes and Spa Services; Pickleball & Tennis Courts; three Dog Parks and MILES of WALKING TRAILS along with direct gated access to the LEGACY BIKE TRAIL....Conveniently Located just minutes to Shopping, Dining, Recreation, the new Sarasota Memorial Hospital and MULTIPLE BEACHES--including TOP RATED SIESTA KEY---Perfect as Year Round or Seasonal Residence!

5310 Cicerone Street, Sarasota

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

Virtually Staged. Grand Palm Cottage Home – You’ll enjoy the Florida lifestyle this delightful low-maintenance home offers. It’s PRISTINE & MOVE-IN READY NOW – no need to wait for new construction. As you drive down the tree-lined street and pull up to 12610 Shimmering Oak Circle, you can’t help but notice the great curb appeal! It’s easy to imagine yourself sitting on the front porch enjoying your morning coffee, chatting with neighbors and watching the activity in the neighborhood as the day unfolds. The kitchen features solid surface countertops, stainless appliances and pendant lighting. The well-designed floorplan provides for easy living with an open concept great room, dining space, 2 bedrooms, 2 bathrooms, inside laundry and a 2-car garage. Pride of ownership is evident, and you’ll appreciate the recent seller improvements which include New Water Heater (2026) • New HVAC (2026) • New Dishwasher (2025). Considered ONE OF VENICE’S MOST POPULAR COMMUNITIES, you’ll find life to be grand in Grand Palm – amenities include three pools, a water slide, splash park, playground, two clubhouses, a fitness center, fishing & kayaking launch, basketball, pickleball, tennis, volleyball, bocce, dog parks as well as miles and miles of walking and biking trails & more! The convenient location offers easy access to the white sandy Gulf beaches, historic Downtown Venice, new shopping, dining & entertainment options in Wellen Park, I-75 or the Atlanta Braves CoolToday Park. Don’t wait – make this beautiful Grand Palm home yours – schedule your showing today!

12610 Shimmering Oak Circle, Venice

2 Beds ⋅ 2 Baths ⋅ Stoneybrook Clubside SubDv. ⋅ 34238 Zip Code

Immaculate and move-in ready! Welcome to resort-style living at its finest in sought after Stoneybrook Golf and Country Club! This turn-key furnished condo is conveniently located on the first floor, with an expansive, unobstructed view of the 3rd golf hole, 2 huge lakes and all the abundant nature that comes along with it! Relax in this 2 bedroom 2 bath open floor plan home, ready to move in or rent out for season and pay for your fees for the entire year! Kitchen is bright with quartz counters, and an eat in dinette. 2nd bedroom has a practical, and stylish built-in desk system as well as a Murphy bed for when you entertain guests. Start your day, waking up in the primary bedroom looking out your sliding glass doors onto the the pristine golf course and your own tropical paradise. Plenty of storage with 2 walk-in closets in primary, extra closet in Great room, built-in closet in the 2nd bedroom, lanai closet, laundry area closet, and your own, outside storage room being installed close to your newly built covered carport space. Loads of natural light pour in the living and dining room, and open to the lanai and its sweeping views! Club South has its own heated pool, tennis/pickleball court, grill area and outdoor kitchen for exclusive use.. Or stroll to the Club with its top-notch resort amenities including their new 18 hole golf course designed by Arthur Hills and Kipp Schulties, lighted Har-Tru tennis/pickle ball courts, pro-shop, well-equipped fitness center, bocce court, putting greens, driving range, fitness studio, sharing library, additional heated pool/spa, full service restaurant/bar, meeting rooms, catering facility, outdoor dining patio, walking/biking trails, fishing, planned activities like yoga, mahjong, line dancing, and so much more! Stoneybrook Golf and Country Club is in a prime location close to the Legacy Trail, beaches, Costco, Lowes, restaurants and all Sarasota and Venice has to offer! WELCOME HOME to FLORIDA LIVING at its BEST!

9610 Club South Circle Unit 4107, Sarasota

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

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