Sarasota Homes with Trail(s) Amenities

Sarasota Homes with Trail(s) Amenities

Welcome to Sarasota, Florida, a vibrant coastal gem located in Sarasota County, renowned for its stunning beaches, rich cultural scene, and exceptional quality of life. Nestled along the Gulf of Mexico, Sarasota boasts an array of attractions, from the world-famous Siesta Key Beach to the lush landscapes of Myakka River State Park. With a delightful blend of outdoor adventures, fine dining, and artistic endeavors, this region is perfect for those seeking both relaxation and excitement.

Sarasota’s real estate market is thriving, particularly in communities that offer homes with trail amenities. Imagine stepping out of your front door and onto a scenic trail that winds through lush greenery, picturesque parks, and serene waterfronts. These trails not only provide an excellent opportunity for walking, jogging, or biking but also foster a sense of community and connection with nature.

Many of the homes in Sarasota are designed with active lifestyles in mind, featuring easy access to these trails. Whether you prefer a cozy single-family home or a luxurious waterfront property, you’ll find a variety of options that cater to your needs. The trail systems encourage outdoor activities, making it easy to embrace the beautiful Florida weather year-round.

In addition to the physical benefits of living near these trails, residents enjoy the camaraderie that comes from sharing outdoor spaces with neighbors. Sarasota is not just a place to live; it’s a lifestyle that celebrates health, wellness, and the great outdoors. Discover your dream home in this enchanting region and experience all that Sarasota has to offer!

Newest Sarasota Homes with Trail(s) Amenities

$1,750,000
3 Beds 4 Baths Skye Ranch Neighborhood Four North SubDv. 34241 Zip Code
Nestled within the prestigious Cassia enclave of Skye Ranch, this Beacon model welcomes visitors through a luminous, open-concept foyer that establishes an immediate sense of refinement. Soaring 12’ tray ceilings and oversized windows throughout the house create an atmosphere of grandeur and abundant living. A formal dining room adjoins the entry and transitions effortlessly into the main living room, while three-panel sliding glass doors frame sweeping views of a generous 40-foot state-of-the-art pool with sun shell, waterfall, fountains, and extended covered lanai with marble flooring. At the center of the home lies a striking gourmet kitchen, outfitted with custom solid-wood cabinetry, soft-close hardware, and a substantial quartz-topped island that anchors the space. A premium GE Café-series appliance suite, designer vent hood, motion-sense faucet, walk-in pantry, advanced water-filtration system, and wine cooler combine with thoughtful under-cabinet lighting to deliver a professional-caliber functional cooking area. The adjacent breakfast nook overlooks the pool. Contemporary engineered flooring complements the residence's clean, modern aesthetic. A dedicated drop zone and laundry room are completed with upper and lower cabinetry, providing a practical space for daily household needs. An adjoined powder room with an upgraded sink provides additional comfort for visitors. Eight-foot paneled doors distinguish every room throughout the home. The secluded primary suite can be accessed through solid French doors leading to an oversized bedroom with separate pool access, dual walk-in closets, and a spa-caliber bath featuring double vanities, a freestanding soaking tub, a frameless glass shower, and upgraded tiles. Two additional bedrooms with private en-suite baths and walk-in closets offer generous proportions for family and guests. A dedicated study, behind refined twelve-panel glass French doors, provides a serene workspace. An additional oversized family/guest room with grand French doors and a separate pocket sliding door access to the pool completes the stylish living space of this home. The property is located on one of the biggest lots in the community with lake views that offer plenty of space for various outdoor activities as well as private access to the adjoining nature preserve with more than 25 miles of scenic walking trails and a tranquil landscape. The property is further distinguished by an extensive list of premium upgrades such as enhanced insulation, a tankless water heater, whole-house water filtration system, the whole house HVAC ionization system, custom gutters, an extended paved driveway, an insulated three-car garage with keyless entry and built-in storage featuring the Gladiator organization system, attic stairs, a pre-plumbed outdoor kitchen area, and professionally expanded landscaping and irrigation surrounding a wooded conservation backdrop. Residents of Skye Ranch enjoy an extraordinary array of resort-caliber amenities, anchored by The Hub that includes a resort-style pool, lap pool, cafe, fitness center, indoor basketball court, outdoor tennis, pickleball and beach volleyball courts, socer/baseball feild, playgrounds, etc. The neighborhood further includes a new Skye Ranch school, Turner Park, convenient access to I-75, and is only minutes from Sarasota's celebrated dining, shopping, and cultural offerings, plus a direct connection to Siesta Key for those seeking the best of coastal living.

9483 Tequila Sunrise Drive, Sarasota

$329,000
2 Beds 2 Baths Heritage Oaks Golf & Country Club SubDv. 34241 Zip Code
Prepare to be WOWED by this rare, completely remodeled end-unit, second floor residence in the 24 hour gated community of Heritage Oaks Golf & Country Club. This light-filled, move-in-ready home offers two bedrooms, two beautifully updated bathrooms, and a versatile office/den designed to support work-life balance, restoration, and everyday enjoyment. The office/den can be styled with a desk for remote work or transformed into a comfortable lounge, reading area, hobby space, or quiet retreat where you can relax and recharge after a long day of golf, work, or time with friends. The flexible layout provides room for focus and productivity while still offering a private space for rest and personal interests. The newly remodeled kitchen features a functional layout with generous meal-preparation and storage space, while the remodeled bathrooms create a fresh, modern atmosphere. Thoughtful finishes, natural light, and the added privacy of an end-unit location contribute to a comfortable and inviting living environment. The residence is also available partially furnished for added convenience. A detached one-car garage provides space for a vehicle or golf cart, along with additional storage for golf clubs, bicycles, fitness equipment, beach gear, and other outdoor essentials. No need to worry about paying for 24 hour security, exterior, pest control, cable TV, sewer, trash, or internet; it's included for this home. Heritage Oaks Golf & Country Club offers more than exceptional amenities, it provides a strong sense of community and numerous ways to stay active, engaged, and connected. Set across approximately 500 acres, this Audubon Certified community features natural surroundings, shared gathering spaces, resident activities, classes, recreation, dining, and opportunities to build lasting friendships. Residents can enjoy an 18-hole Azinger-Lewis designed championship golf course, a Masters-style Pro Shop, four lighted Har-Tru tennis courts, a recently remodeled fitness facility staffed by a full-time fitness director and guest instructors offering a variety of classes, and five community pools, including a Junior Olympic-size pool and spa. The recently remodeled clubhouse serves as a central gathering place and features the expanded 19th Hole Bar & Grille, private dining rooms, a card room, a multi-use room, and outdoor al fresco dining. Be sure to explore the convenient Sarasota location, with access to an array of fine dining, shopping, entertainment, and everyday conveniences. Enjoy proximity to The Mall at University Town Center, Downtown Sarasota, Siesta Key Beach, Lido Key Beach, St. Armands Circle, local cultural attractions, and so much more. Whether your preferred lifestyle includes golf, fitness classes, swimming, dining, shopping, beach days, social activities, quiet time at home, or simply reducing the daily upkeep of homeownership, this exceptional residence offers a flexible and welcoming place to live, connect, restore, and enjoy the Heritage Oaks lifestyle.

5220 Hyland Hills Avenue Unit 1226, Sarasota

$850,000
3 Beds 3 Baths The Meadows SubDv. 34235 Zip Code
Experience unrivaled luxury, views and value at Penshurst Park! Spacious elegance, exquisite finishes and breathtaking pond and golf views come together in The Meadows’ premier maintenance-free enclave, a park-like oasis in a phenomenal location. Ideally positioned on the developer’s choice lot, this exceptional residence welcomes you along a picturesque, tree-canopied street to a paver driveway and private courtyard. Inside, soaring ceilings, abundant natural light and expansive living spaces create an immediate sense of being home. A meticulous $300K top-to-bottom renovation blends timeless sophistication with modern comfort. The showstopping chef’s kitchen features solid-wood soft-close shaker cabinetry, gleaming Laguna quartz countertops, a striking hammered-copper sink, premium KitchenAid® stainless-steel appliances and a dazzling stone-and-glass mosaic backsplash. Retreat to the sumptuous primary suite with a custom walk-in closet and spa-inspired bath with dual vanities, a luxurious Jacuzzi tub and a frameless walk-in shower clad in marble. Beyond the fabulous interior, mesmerizing lake and golf views steal the show, accompanied by spectacular sunsets and a daily parade of birds. All this beauty and tranquility, yet just five minutes from 93 restaurants and all the fun The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the 31-mile Legacy (bike) Trail, the future Sarasota Orchestra and University Town Center: a favorite shopping, dining and entertainment destination. Cannot be reproduced at this price. Other features include a 2023 water heater, 2012 hurricane garage door, 2011 A/C, 2006 tile roof (HOA’s responsibility), above flood plain in zone X.

4060 Penshurst Park, Sarasota

$545,000
4 Beds 2 Baths Avanti At Waterside SubDv. 34240 Zip Code
Welcome to Avanti at Waterside, where easy living and convenient location meet at this stunning residence at 6524 Silverstar Drive. Just a mile from Waterside Place which is overflowing with year-round events, Farmer’s Market, shopping and dining; providing an ultimate location. Showcasing picturesque views of Blue Heron Lake, every day is a Florida paradise. Brimming with smart and stylish upgrades, this home was originally built in 2023 and completely reimagined design-wise in 2025 to exude a comfortable, upscale style that is far above and beyond the standard builder grade finishes that you will find in other homes. Plus, IMPACT windows and doors provide added peace of mind. You’re welcomed home amidst manicured landscaping with grounds maintenance included in your HOA dues, to a charming front entry along the paver drive and walkway. The long foyer provides an elegant entry, as well as functionality with a convenient coat closet. The open floor plan is ideal for modern living with a spacious great room, formal dining space, and chef’s kitchen all with luxury vinyl flooring and upgraded interior paint in Swiss Coffee, plus impact sliding glass doors so your entertaining can spill out onto the lanai. The great room is adorned with custom wall molding, designer chandelier, and in-ceiling speakers. The formal dining space showcases lake views framed by window treatments around the sliders, and custom wall molding. The executive kitchen features refinished cabinetry in Galapagos Green, upgraded designer hardware in brushed gold, picket subway tile backsplash, quartz counters, single basin sink with upgraded faucet, triple designer pendant lights above the island and stainless-steel appliance suite. The upgraded design details continue throughout the whole residence with all the door handles and hinges upgraded with designer hardware for a refined and cohesive style. Your primary suite is perfectly poised to take-in sparkling lake views from sunrise to sunset; and is enhanced by custom limewashed walls, wall moldings to set off the headboard space, modern ceiling fan, custom window treatments, and an expansive walk-in closet for all of your wardrobe needs. The primary bath has also been meticulously upgraded with refinished cabinetry in Birchwood, quartz counters, new cabinetry hardware, new sink faucets, and a new seamless glass shower door installed August 2026. The inviting space also includes dual sinks, stone counters, framed vanity mirror, designer light fixture, and built-in shower bench. Guests will find comfort in three guest bedrooms outfitted with plush carpeting and spacious closets. One of the bedrooms features elegant upgrades with designer wallpaper, custom wainscotting, and a designer chandelier light fixture. The full guest bathroom has the same sophisticated design appeal with a long vanity, upgraded cabinetry hardware, new faucet, quartz counters, framed mirror, designer vanity light, painted stripe detailing, and shower with tub combination. Even the laundry room exudes style with an accent wall, convenient utility tub, and Whirlpool washer and dryer. The garage is expanded for great storage and car space. And just a 5-minute drive from Waterside Place, you’ll have shopping, dining, events, playground, volleyball courts, walking trails, and more all at your fingertips. Lakewood Ranch is the top multi-generational community in the country for 9 years in a row with plentiful shopping, dining, parks and nearby beaches.

6524 Silverstar Drive, Sarasota

$575,000
3 Beds 2 Baths Mote Ranch SubDv. 34243 Zip Code
SELLERS MOTIVATED!! Welcome to this beautifully remodeled 2,051-square-foot home—the largest floor plan in the neighborhood—offering spacious living, quality upgrades, and exceptional outdoor living in the highly sought-after Mote Ranch community. Major updates provide peace of mind, including a new tile roof and 7-inch gutters (within the last two years) and a new A/C system installed in 2017. Step inside to discover a completely updated interior featuring: Luxury ceramic tile flooring throughout, freshly painted rooms, elegant crown molding, spacious walk-in closets, an updated primary bathroom, as well as an updated kitchen with new cabinetry, granite countertops, and abundant storage! The generous floor plan offers larger rooms than most homes in the neighborhood, making it ideal for entertaining, working from home, or simply enjoying extra living space. One of this home's standout features is the expansive, screened and covered lanai overlooking a peaceful conservation area—with no rear neighbors. Check out the new multi -lighting system on the lanai to match the mood of the day! Whether you're hosting family gatherings around the large table, enjoying morning coffee, or relaxing in the comfortable wicker seating, this outdoor living space truly feels like an extension of the home. Best of all, all lanai furniture is included with the sale! Additional furniture inside the home is also negotiable. As a resident of Mote Ranch, you'll enjoy outstanding community amenities, including a Junior Olympic-sized swimming pool, a neighborhood park, scenic walking trails, and A FISHING PIER ON THE BRADEN RIVER and a CANOE and KAYAK LAUNCH into the Braden River! This move-in-ready home combines modern updates, an exceptional floor plan, a private backyard setting, and outstanding community amenities—all in one of the area's most desirable neighborhoods! Don't miss this opportunity—schedule your private showing today and experience everything this beautifully appointed home has!

5948 Sandstone Avenue, Sarasota

$525,000
3 Beds 2 Baths The Meadows SubDv. 34235 Zip Code
Virtually Staged. Enchanting opportunity in The Meadows, a park-like oasis in a phenomenal location! Cocooned in a lush Old Florida preserve, this very private pool home offers the ease of maintenance-free living and the seclusion of a remote forest retreat yet remains remarkably close to everything Sarasota has to offer. Inside, high ceilings and tall walls of glass fill the home with natural light and adorn it with serene, lush preserve views from nearly every room. The ideal great-room floor plan offers comfortable living with no wasted space. The open kitchen features white cabinetry, Silver Pearl granite countertops and stainless appliances. A split-bedroom design provides privacy, with the spacious primary suite on one side and two guest bedrooms on the other. Surrounded by mature trees and tropical vegetation, the home feels like a hidden treehouse in the forest. All this tranquility, yet just five minutes from 93 restaurants and all the fun The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the 31-mile Legacy (bike) Trail, the future Sarasota Orchestra and University Town Center: a favorite shopping, dining and entertainment destination. 2025 water heater, 2023 A/C, 2010 tile roof, maintenance-free, pool needs new surface ($10K), above flood plain in zone X.

2929 Sandringham Place, Sarasota

$1,075,000
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 inviting 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 Closet. Two guest suites add privacy and comfort, while the dedicated office provides the perfect workspace or quiet retreat. Additional upgrades include custom 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 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

$2,189,900
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

$425,000
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

$264,959
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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