Sarasota Homes with Trail(s) Amenities

Sarasota Homes with Trail(s) Amenities

**Discover the Charm of Sarasota, Florida: Your Ideal Home Awaits**

Nestled on the stunning Gulf Coast of Florida, Sarasota is a vibrant city known for its beautiful beaches, thriving arts scene, and an array of outdoor activities. With its warm climate, picturesque waterfront, and rich cultural heritage, Sarasota offers an inviting atmosphere that attracts both residents and visitors alike. The city boasts a blend of modern amenities and historic charm, making it a perfect place to call home.

For those seeking a home that embraces an active lifestyle, Sarasota's neighborhoods with trail amenities are a dream come true. Picture waking up to the soft sounds of nature and stepping outside to explore miles of scenic trails. These communities are designed with the outdoor enthusiast in mind, featuring well-maintained paths for walking, jogging, and biking. Whether you prefer a leisurely stroll along the waterfront or an invigorating bike ride through lush landscapes, you'll find the perfect trail just steps from your front door.

In addition to the outdoor offerings, Sarasota is home to a variety of shops, restaurants, and entertainment options, ensuring that you have everything you need within reach. The nearby beaches, such as Siesta Key and Lido Beach, are renowned for their soft, white sands and crystal-clear waters, providing endless opportunities for relaxation and recreation.

With its stunning natural beauty and trail-friendly communities, Sarasota is not just a place to live—it's a lifestyle. Come explore the possibilities and find your dream home in this enchanting Florida gem!

Newest Sarasota Homes with Trail(s) Amenities

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 Trail, the future Sarasota Orchestra and University Town Center: a favorite shopping, dining and entertainment destination. Other features include 2023 A/C, 2010 tile roof, maintenance-free, pool needs new surface ($10K), above flood plain in zone X.

2929 Sandringham Place, Sarasota

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

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

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

2469 Paradise Plum Drive, Sarasota

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

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

812 Blue Shell Loop, Sarasota

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

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

2373 Blue Mahoe Lane, Sarasota

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

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

3331 Hadfield Greene Unit 49, Sarasota

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

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

4498 Hidden River Road, Sarasota

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

5 Beds ⋅ 4 Baths ⋅ Saddle Creek SubDv. ⋅ 34241 Zip Code

Rare 6+ Acre Sarasota Private Estate — 5,200+ SF Blank Canvas with Infinite Potential! Unleash your vision on this expansive 6.09-acre private sanctuary in one of Sarasota’s most desirable acreage communities! Offering over 5,200 sq. ft. of living space with 5 bedrooms and 4 bathrooms, this substantial home provides an incredible structural foundation and generous floor plan ready for your custom luxury footprint. Tucked away on serene Palomino Trail, this property is a dream opportunity for an investor, builder, or homeowner looking to earn instant sweat equity. The main residence features grand living areas, a fireplace, and plenty of room for multi-generational living or customized entertaining spaces. Outside, the sprawling 6+ acre grounds offer endless possibilities—reclaim the land for your dream equestrian facilities, a private resort-style pool complex, outbuildings, or lush Florida native landscaping. While the home and acreage need significant maintenance, land clearing, and updates, properties of this scale in Sarasota are increasingly hard to find. Saddle Creek community offers 25 miles of riding Trails and is approximately 20 minutes from the Terra Nova Equestrian Center. Property backs up to a canal, and is just a short drive to amazing beaches. Bring your contractor, your design ideas, and your imagination to transform this diamond-in-the-rough into a million-dollar trophy estate! Offered AS-IS.

7350 Palomino Trail, Sarasota

2 Beds ⋅ 2 Baths ⋅ Grand Park SubDv. ⋅ 34241 Zip Code

Nestled behind the gates of Grand Park, this beautifully appointed lake view villa offers a perfect blend of comfort, privacy, and resort-style living. This desirable move-in ready unit offers a serene and light palate throughout with premium finishes and appliances. The screened lanai, accessible from the main living area, invites you to relax and unwind while taking in the panoramic view. This inviting and spacious outdoor living area provides the opportunity to add an outdoor kitchen. The primary bedroom is generously sized, offering a peaceful retreat complete with two spacious closets and a well-appointed ensuite bathroom featuring dual vanities and walk-in shower. Inside, high ceilings elevate the sense of openness, filling the home with natural light and an airy ambiance. The thoughtfully designed floor plan promotes a smooth, effortless flow between spaces, making everyday living as well as entertaining feel both comfortable and refined. The spacious kitchen is equipped with abundant counter space and ample cabinetry, ideal for preparing meals or hosting gatherings, while the adjoining great room serves as a welcoming hub for dining and relaxation. Whether you're enjoying quiet mornings on the lanai, hosting friends and family, or taking advantage of the plentiful amenities within Grand Park, this home presents an exceptional opportunity to embrace the very best of the Florida lifestyle.

10012 Lake Wales Circle, Sarasota

1 Beds ⋅ 1 Baths ⋅ Chartwell Green SubDv. ⋅ 34235 Zip Code

The Meadows | 1 Bed | 1 Bath | 789 Sq Ft | Ground Floor. Experience the perfect blend of modern elegance and peaceful golf course living in this fully renovated, move in ready condo in The Meadows. Overlooking Hole 12 and the lake, this ground floor unit offers a private retreat with upscale finishes and beautiful views. Recent upgrades add both value and peace of mind, including hurricane rated sliders and windows installed in July 2025, a new AC system, and a new water heater. Inside, you will find waterproof luxury vinyl flooring throughout, creating a seamless and modern feel. The kitchen has been completely updated with custom shaker cabinetry, quartz countertops, a farmhouse sink, and a dishwasher, making it both stylish and functional. The bathroom has been renovated to create a spa like feel, complete with a dual shower head. The spacious primary bedroom features a walk in closet with built in shelving and a stylish barn door. One of the standout features of this home is the screened and enclosed lanai. With peaceful fairway views, this versatile space can serve as a reading nook, sunroom, extended living area, or even a cozy space for overnight guests. Living in The Meadows means enjoying a community known for its mature oak trees, scenic beauty, and resort style amenities. Residents have access to 14 miles of trails, a fitness center, semi Olympic pool, tennis and pickleball courts, a clubhouse, library, and year round social events. The location is hard to beat, just moments from Nathan Benderson Park, UTC Mall, and Mote Marine Laboratory. This ground floor, pet friendly unit is one of the most accessible and desirable floor plans in the community.

3053 Taywood Meadows Unit 3, Sarasota

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

Welcome Home.... Brand New Never Lived In ... 3 Bedroom 2.5 Bath Townhouse condo with 1 Car Garage located just across the street from the community pool. Private rear yard with Greenspace and wooded preserve. A Great Place to Call Home. this nicely updated home includes a spacious Kitchen with wood cabinets and Quartz counter tops, stainless-steel appliances, walk-in pantry and large center island. Great for cooking and entertaining. Nice Master suite with walk-in closet full bath and dual vanities overlooking tranquil preserve. Convenient upstairs laundry area. The Skye Ranch community offers resort -style amenities including 2 pools, scenic walking and bike trails, soccer and Baseball fields and a Brand new in 2025 Skye Ranch Elementary School. Low Hoa fee's only $175 a month. Great location just a short drive to downtown Sarasota and nearby Siesta Key Beach.

8417 Lunar Skye Street, Sarasota

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