Sarasota Homes with Trail(s) Amenities

Sarasota Homes with Trail(s) Amenities

Welcome to Sarasota County, Florida – a vibrant coastal gem that beautifully blends natural beauty with a rich cultural tapestry. Known for its stunning beaches, vibrant arts scene, and an abundance of outdoor activities, Sarasota offers a lifestyle that is both relaxed and invigorating. Whether you’re strolling along the iconic Siesta Key Beach or exploring the historic streets of downtown, this county has something for everyone.

One of the standout features of Sarasota County is its commitment to outdoor living, particularly through its extensive network of trails and parks. Homes in this area often come with access to trails that cater to walkers, joggers, and cyclists alike. Imagine waking up to the gentle sounds of nature and stepping outside to find scenic trails winding through lush landscapes, perfect for morning runs or evening strolls.

Living in a home with trail amenities means more than just convenience; it’s about embracing a lifestyle that values health, wellness, and community. These trails connect neighborhoods, making it easy to meet fellow residents and enjoy the stunning Florida weather year-round. Whether you’re exploring the Myakka River State Park or taking a leisurely bike ride along the Legacy Trail, the opportunities for adventure are endless.

Sarasota County is not just a place to live; it’s a place to thrive. With its perfect blend of outdoor activities, cultural experiences, and welcoming communities, you’ll find that life here is as beautiful as the sunsets over the Gulf of Mexico. Discover your dream home in this enchanting county today!

Newest Sarasota Homes with Trail(s) Amenities

2 Beds ⋅ 2 Baths ⋅ Esplanade At Skye Ranch SubDv. ⋅ 34241 Zip Code

Set within Esplanade at Skye Ranch, this beautifully appointed villa pairs effortless, move-in-ready living and an amenity-rich Florida lifestyle. Offering two bedrooms, two baths and a private study/den, the thoughtfully designed floor plan provides comfortable spaces for everyday living, entertaining and hosting guests. At the heart of the home, the gourmet kitchen flows seamlessly into the dining area and spacious great room, creating an inviting central gathering space. Stainless steel appliances, a stylish tile backsplash, abundant cabinetry and a breakfast bar combine style with everyday functionality. The primary suite is privately positioned and features a spacious bedroom, spa-inspired en-suite bath and oversized walk-in closet. On the opposite side of the home is the guest bedroom with an en-suite full bath that is also accessible from the hallway, while the separate den provides flexible space for a home office, additional sitting area or bonus room. The laundry room boasts built-in cabinetry and a utility sink adds valuable storage and convenience. Step outside to the screened and covered lanai for indoor-outdoor living for morning coffee, outdoor dining or relaxing at the end of the day. Residents of Esplanade at Skye Ranch enjoy access to a resort-style pool, state-of-the-art fitness center, bocce courts, bark park and more. Coming soon is a resort-style pool and Bahama Bar. Beyond Esplanade, the greater Skye Ranch community offers an abundance of parks, sports fields, walking trails and recreational spaces designed for an active, connected lifestyle. Ideally situated in one of Sarasota’s growing residential corridors, Skye Ranch combines a peaceful, natural setting with convenient access to everything the area has to offer. Families benefit from access to highly regarded Sarasota County schools, including the new Skye Ranch School, while nearby I-75 provides easy connectivity throughout the region. The community is also convenient to shopping, dining and everyday necessities, with Myakka River State Park just minutes away for hiking, biking and outdoor adventures. Downtown Sarasota, Lakewood Ranch and the white-sand beaches of Siesta Key are all within easy reach, offering the perfect balance of nature, recreation and the best of the Gulf Coast lifestyle.

10053 Morning Mist Lane, Sarasota

1 Beds ⋅ 1 Baths ⋅ Vintage Grand SubDv. ⋅ 34238 Zip Code

Virtually Staged. FIRST FLOOR – ONE BEDROOM - PET-FRIENDLY - CONDO IN VINTAGE GRAND ON PALMER RANCH – LOW MAINTENANCE LIVING in a PRIME SARASOTA LOCATION. With a bank of southern facing living room windows and a French door to the lanai, you’ll experience natural light throughout the day. A separate dining area and galley kitchen are open to the living room. The spacious bedroom has a walk-in closet with sliders to the screened-in lanai and includes a large storage closet. Enjoy the added convenience of an inside laundry closet with a full-size washer and dryer. Vintage Grand amenities include two resort style pools, a clubhouse, tennis and basketball courts, fitness room, laundry room, playground, picnic area, a car wash station and walking paths. Built in 1989, Vintage Grand has undergone updates that include new energy-rated impact windows, framing, trusses, stucco, gutters and pool resurfacing. Palmer Ranch is one of South Sarasota’s highly desirable communities just minutes from the white sandy beaches of Siesta Key! Located just across the street, the redevelopment of Sarasota Square Mall will bring new dining, and retail shopping opportunities. Currently residents of the pet-friendly community of Vintage Grand enjoy the convenience of living just minutes from The Legacy Trail, Oscar Scherer State Park, Costco, Trader Joes’s, Publix, movie theaters, aquatic park, medical care, shopping, dining, golfing, white sandy Gulf beaches, Downtown Sarasota and all that our area has to offer! Whether you are looking for a “winter retreat”, a permanent Florida residence or to take advantage of the rental market, this sweet condo fits the bill! DON’T MISS THIS OPPORTUNITY – SCHEDULE A SHOWING TODAY!

4053 Crockers Lake Boulevard Unit 14, Sarasota

3 Beds ⋅ 3 Baths ⋅ Talon Preserve On Palmer Ranch SubDv. ⋅ 34275 Zip Code

**Welcome to 6128 Talon Preserve Drive — where modern Florida living meets the lifestyle you’ve been waiting for.** Built in 2023 and ideally situated in the sought-after Talon Preserve community of Nokomis, this beautifully maintained **3-bedroom, 2.5-bath home offers 2,117 square feet of thoughtfully designed living space** on a generous 7,333-square-foot lot. From the moment you arrive, you’ll appreciate the appeal of newer construction combined with the comfort of a home that is ready to enjoy. The open, inviting layout provides the perfect setting for everyday living, entertaining friends and family, or simply relaxing and enjoying the Florida lifestyle. The home’s quiet preserve adds an extra dimension to the property, creating a peaceful backdrop to your daily life. Imagine beginning your morning with coffee overlooking the natural preserve unwinding at the end of the day as the surroundings remind you why you chose Florida. Inside, the spacious floor plan offers three bedrooms, two full baths and a convenient half bath, providing both comfortable private spaces and room to gather. With its 2023 construction, the home offers the advantages of a newer property without the wait and uncertainty that can come with building from the ground up. And then there is Talon Preserve. Located in the heart of Nokomis, this community offers the opportunity to enjoy everything that makes the Sarasota-area lifestyle so desirable while remaining close to beautiful beaches, dining, shopping, recreation and the area's many attractions. **If you've been waiting for a home that combines newer construction, space, preserve views and the Florida lifestyle in one exceptional setting, this is the opportunity you've been looking for.** Come see 6128 Talon Preserve Drive and discover why you may want to call it home.

6128 Talon Preserve Drive, Nokomis

3 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv. ⋅ 34235 Zip Code

Imagine starting your morning with lake views as a roseate spoonbill visits the shoreline. Cranes, osprey and bald eagles may also be spotted in this peaceful setting. Located in Tivoli Village near University Parkway, this updated home offers natural beauty with Sarasota’s shopping, dining and entertainment close by. Natural light fills the living areas, where a double-sided fireplace connects the living and dining rooms. The kitchen features cherry wood cabinetry, quartz countertops, stainless steel appliances and a center island with seating. A screened courtyard patio provides a place to relax, entertain and enjoy the lake view. The split floor plan offers privacy for residents and guests. The spacious primary suite features vaulted ceilings, lake and landscape views, generous closet space, and an en-suite bath with dual sinks, a soaking tub and a separate shower. The guest bedrooms offer natural light and ample closet space. Additional features include hurricane-rated windows and sliding doors, plantation shutters, and a garage with a work area and storage cabinets. Association services include lawn and landscape care, exterior painting and maintenance, roof maintenance and replacement, and exterior building insurance. Longwood Run Park is within walking distance and offers a playground, tennis, and indoor and outdoor pickleball. UTC Mall, Nathan Benderson Park, SRQ Airport and downtown Sarasota are nearby, with area beaches an easy drive away. Schedule your showing and discover this peaceful Sarasota retreat.

4848 Tivoli Avenue, Sarasota

3 Beds ⋅ 2 Baths ⋅ Gran Paradiso SubDv. ⋅ 34293 Zip Code

Welcome to this attractive villa in soughtafter, Tuscan-inspired community of Grand Paradiso. For your personal convenience, it can be SOLD TURNKEY FURNISHED or UNFURNISHED. Ideally situated on our PRIVATE PRESERVE LOT, this light-filled residence offers an open-concept floor plan with PORCELAIN TILE FLOORS, CROWN MOLDING, and updated lighting throughout. The SCREENED-IN LANAI is a true highlight, featuring a tranquil preserve view, creating the perfect space for seamless indoor/ outdoor living year-round. The kitchen features GRANITE COUNTERTOPS, UNDER-CABINET LIGHTING, 42" WOOD CABINET DOORS, STAINLESS STEEL APPLIANCES, and a BREAKFAST BAR. The dining area seats 6 at the large coastal-decor dining table. Flowing into a spacious living room with reclining leather couches, you are surrounded by bundant natural light from the sliding glass doors. The primary suite features crown molding and an en suite bathroom with DUAL SINKS, WALK-IN SHOWER, AND WALK-IN CLOSET. PLANTATION SHUTTERS cover each window and the sliding glass door. The guest bath features a tub and is conveniently located between guest bedroom number two and the office/den that doubles as the 3rd bedroom. Additional features include a NEW HVAC (2025), a water heater (2024), and new fire alarms (2026). Enjoy maintenance-free living; the fee includes the villa's exterior and future roof replacement. Gran Paradiso is a gated, deed-restricted community with exceptional amenities, including a RESORT-STYLE POOL and SPA, clubhouse, fitness center, GYM, SAUNA and steam rooms, TENNIS and PICKLEBALL courts, playgrounds, library, craft rooms, billiards, aerobics room, walking and biking paths, and an active social calendar filled with year-round events. GOLF CARTS ARE WELCOME—you can even grocery shop, dine out, or attend concerts and ballgames in your golf cart! The monthly HOA fee covers the clubhouse, cable, internet, exterior grounds maintenance, and irrigation. Minutes from Downtown Wellen Park, Atlanta Braves Spring Training, Downtown Venice, shopping, dining, fishing, and golf. Conveniently LOCATED WITHIN 15 MINUTES OF 11 COUNTY BEACHES!

20178 Benissimo Drive, Venice

4 Beds ⋅ 2 Baths ⋅ Gran Paradiso SubDv. ⋅ 34293 Zip Code

Nestled in the sought-after Tuscan-inspired RESORT STYLE COMMUNITY of Gran Paradiso on an OVERSIZED CORNER LOT. With 4 bedrooms, 2 baths, and a 3-car garage, this 2,251-square-foot home offers an open floor plan designed for comfort and elegance. The EXTENDED LANAI features an above-ground SPA surrounded by LUSH LANDSCAPE with PRIVACY. Enjoy the lowest possible power bills with the (fully paid-off) SOLAR POWER. The heart of the home is an open, modern kitchen and living area. 42" WOOD CABINETRY, STAINLESS STEEL APPLIANCES, a GLASS TILE BACKSPLASH, GRANITE COUNTERTOPS, CABINET PULLOUTS, BREAKFAST BAR, DINETTE AREA, and elegant STONEWORK on the island make everyday cooking a pleasure. The spacious great room features a Spanish tile feature wall with a 60-inch ELECTRIC FIREPLACE and antique wood mantel. A modern glass chandelier highlights the formal dining area. Updated lighting and ceiling fans complete every room. TILE & HIGH-END LAMINATE FLOORING flow seamlessly throughout the home. TRAY CEILINGS, DECORATIVE MEDALLION, and GLASS TILE NICHE embellish the living room, entry, and primary bedroom. Relax in the primary bathroom SOAKING TUB and enjoy the convenience of DUAL SINKS. There is FRESH INTERIOR PAINT and CROWN MOLDING throughout. The laundry room features a new front-loading washer and dryer and ample storage. The exterior has been FRESHLY PAINTED in a bright FLORIDA color. The extended lanai is protected by an expansive electric KEVLAR HURRICANE ROLL-DOWN SHUTTER and ACCORDION HURRICANE SHUTTERS that cover each window. A stainless-steel water purification system provides a quality water supply. GUTTERS and CONCRETE CURBING fully surround the home. Upgraded LANDSCAPED ISLANDS adorned with cacti and palm trees line the side yard. The screened FRONT ENTRY ENCLOSURE is perfect for that Florida cross-breeze. The stately EXTERIOR STONEWORK creates a seamless CURB APPEAL and well-maintained appearance. The garage includes a MINI-SPLIT AC SYSTEM, ceiling STORAGE RACKS, A WORKBENCH, insulated garage doors, and a whole-home surge protector. Gran Paradiso is a gated, deed-restricted community with on-site management and exceptional amenities including a RESORT STYLE POOL and SPA, clubhouse, fitness center, GYM, SAUNA and steam rooms, TENNIS and PICKLEBALL courts, playgrounds, basketball, library, craft rooms, billiards, aerobics room, walking and biking paths, and an active social calendar filled with year-round events. GOLF CARTS ARE WELCOME—you can even grocery shop, dine out, or attend concerts and ballgames in your golf cart! The monthly HOA fee covers the clubhouse, cable, internet, lawn mowing, and irrigation. Conveniently LOCATED WITHIN 15 MINUTES OF 11 COUNTY BEACHES! Minutes from Downtown Wellen Park, Atlanta Braves Spring Training, Downtown Venice, shopping, dining, fishing, and golf. This home is ideal for full-time living or a seasonal retreat.This home has been virtually staged.

20700 Granlago Dr Drive, Venice

4 Beds ⋅ 4 Baths ⋅ Lt Ranch Nbrhd 1 SubDv. ⋅ 34241 Zip Code

Welcome to your own private oasis in the highly sought-after Skye Ranch! Perfectly positioned on a desirable private corner lot, this spacious two-story pool home offers 4 bedrooms, 3.5 bathrooms, a loft, a bonus room, and an incredible outdoor retreat featuring a private heated pool and spa surrounded by lush privacy landscaping. Step inside to a welcoming foyer, wood-plank tile throughout the main living areas, and a flexible formal dining room currently being used as a home office. At the heart of the home, the bright, open-concept designer kitchen is made for entertaining, featuring chef-grade stainless steel appliances, a gas cooktop, wall oven, quartz countertops, an oversized center island, and an eat-in kitchen area. Sliding glass doors extend the living outdoors to the oversized screened lanai looking out over the pool and spa. Surrounded by fresh, lush landscaping for added privacy, the generous backyard retreat offers plenty of room for outdoor dining, grilling, lounging, and enjoying the Florida lifestyle as if it were your own private resort. The pool area offers added safety with a beautiful wrought-iron fence that securely locks. The main fence panels open to create an easy flow between the lanai and pool for entertaining. The kitchen flows seamlessly into the impressive great room, where soaring ceilings and a custom stone floor-to-ceiling electric fireplace creates a dramatic focal point. The first-floor primary suite offers a peaceful retreat with motorized roller shades, two custom well-appointed closets with built-in shelving, and an en-suite bath featuring dual vanities, a garden tub, and walk-in shower. Upstairs, the wrought-iron staircase opens to a spacious loft ideal for a playroom, media space, or second office. Three additional bedrooms, two full baths, a linen closet, and a versatile bonus/den provide plenty of room for family and guests. An open concept sound reducing see-through feature wall with built in shelving was added upstairs to create separation while maintaining an open, airy feel. Additional features include solar panels, hurricane shutters, a two-car garage, overhead hanging storage, and additional above-garage storage. Out your front door are the resident bald eagle nest and entrance to the extensive walking and hiking trail Skye Ranch is known for. Within the 1,000-acre master-planned community of Skye Ranch, residents enjoy an impressive collection of amenities including the community HUB and its resort-style pool, jr. Olympic pool, splash pad, children's pool, fitness center, cafe, meeting rooms, game room, event lawn, basketball and more. Walk, bike or golf cart to the HUB for weekly food truck, craft class, book club, swim, or yoga. Turner Park adds even more opportunities for recreation and outdoor enjoyment complete with baseball, soccer and lacrosse fields, sand volleyball, tennis and pickleball courts, plus a community lake and dock. The new Skye Ranch K-8 school means one commute to school for almost a decade! With a private pool and spa, lush privacy landscaping, flexible living spaces, energy-saving solar, and a prime corner-lot location, not to mention one of the lowest CDD's in the neighborhood, this Skye Ranch home delivers the space, privacy, and Florida lifestyle you've been searching for. Schedule your private showing today!

9303 Starry Night Avenue, Sarasota

5 Beds ⋅ 4 Baths ⋅ Windward At Lakewood Ranch Phase 2 SubDv. ⋅ 34240 Zip Code

Under Construction. The Oleander floor plan offers spacious two-story living with 4 bedrooms, 3.5 baths, a den, and an upstairs bonus room. The first-floor primary suite provides exceptional convenience and privacy, featuring a comfortable bedroom, large walk-in closet, and en suite bath with dual-sink vanities, walk-in shower, and private water closet. The open main living area showcases a designer kitchen with center island and walk-in pantry, complemented by a comfortable dining area ideal for casual meals and entertaining. The inviting great room provides a relaxing gathering space with views of the covered lanai, complete with an outdoor kitchen wall for effortless indoor-outdoor living. A main-level den offers the perfect space for a home office, study, or flex room. Upstairs, three additional bedrooms and two full baths are joined by a spacious loft, creating a versatile retreat that can be tailored to your lifestyle as a lounge, entertainment area, or game room—providing plenty of space for family, guests, and everyday enjoyment.

8043 Anthirium Loop, Sarasota

Myakka River Trails SubDv. ⋅ 34293 Zip Code

5-acre luxury lot in Myakka River Trails, 5 minutes (2 miles) to new; Costco, Aldi, Publics, restaurants, shops, etc. Come build your dream home in this exclusive gated community homes along the Myakka River in S Venice. The HOA allows all kinds of animals with quantity limits. Community amenities; pool, clubhouse, tennis courts, playground, basketball, boat dock/ramp (Myakka River)

N River Road, Venice

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

What an opportunity for value priced condo in The Meadows. Beautifully updated ground floor 2 bedroom/2 bath unit in Pinebrook Hollow with assigned parking #4610. This home offers convenience, location and an impressive array of improvements. An open concept kitchen renovated with new appliances, white cabinets and counters, along with new lighting creates a bright and inviting space for culinary creations. The primary bath has been updated. The guest bath is also new. The guest bedroom is a true bedroom bonus. Not all units have a true 2nd bdrm... Pinebrook Hollow units had been built with a 2nd bedroom that had an accordion wall. Not this unit....this is a true 2 bedroom and priced to sell. Additional updated features include new waterproof vinyl plank flooring on the lanai, Florida screening and a HVAC system 6 years old. Seller will leave existing furniture, or remove if buyer prefers. Don't hesitate this is the opportunity you have been looking for.

4610 Ringwood Meadow Unit 17, Sarasota

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

Why wait to build when this nearly new Esplanade at Skye Ranch home is ready now—and the upgrades are already done? Completed in July 2026, this beautifully appointed Monte floor plan offers 1,843 square feet with 2 bedrooms, 2 baths, a private den, and a 2-car garage, combining the advantages of new construction with thoughtful improvements already in place. Step inside to a light, contemporary interior centered on an open-concept great room, dining area, and kitchen. The kitchen features a generous center island, abundant cabinetry, gas cooking, quartz-style surfaces, and an oversized walk-in pantry that provides exceptional storage. Upgraded lighting adds a polished finishing touch, while large sliding glass doors bring natural light into the living area and open to the covered lanai and backyard. The spacious primary suite offers a peaceful retreat with three large windows, a substantial walk-in closet, and an ensuite bath featuring an extended dual-sink vanity and walk-in shower. The second bedroom and full guest bath are privately positioned for visiting family and friends. A separate den with French doors creates valuable additional living space—ideal for a home office, media room, reading room or flex space. Unlike starting over with a new build, several important upgrades are already in place. The home features hurricane-impact windows, upgraded lighting, a whole-house water filtration system and reverse-osmosis drinking water at the kitchen sink. The 19' x 20' garage provides additional room for vehicles and storage. Then there is the lifestyle. Esplanade at Skye Ranch offers access to an exceptional collection of recreational and social amenities. The Hub features a resort-style pool and spa, junior Olympic pool, kids pool and splash pad, fitness center, movement studio, indoor basketball court, rock-climbing wall, café and gathering spaces. Residents can also enjoy miles of trails and extensive outdoor recreation throughout Skye Ranch. Rendezvous Park, exclusive to Esplanade residents, adds another resort-style pool and spa along with pickleball, bocce, a bark park, fireside seating and an event lawn. Turner Park expands the choices even further with tennis, basketball, sand volleyball, baseball/softball and soccer fields, a dog park, playground areas and a community pier overlooking the lake. An unexpected change in plans creates an opportunity to own a home completed only months ago without waiting for construction—and with valuable upgrades already installed. If you've been considering new construction in Skye Ranch, 7740 Blue Moon Run deserves a look before you build.

7740 Blue Moon Run, Sarasota

2 Beds ⋅ 2 Baths ⋅ Glen Oaks Manor Homes SubDv. ⋅ 34232 Zip Code

MODERN MEDITERRANEAN POOL VILLA in Glen Oaks Manor, a unique boutique enclave of spacious courtyard villas thoughtfully designed within a beautiful park-like setting. This one-of-a-kind canopy tree neighborhood features two scenic walking paths, three charming gazebos, park benches, two lakes, an abundance of mature trees and lush landscaping all in a dog-friendly environment. Arrive home to this stunning villa where an inviting front courtyard welcomes you inside to a thoughtfully designed floor plan. The Common area rooms are sun-filled with an atrium PLUS a dramatic wall of glass overlooking your private courtyard and sparkling pool vistas. This desirable two-bedroom, two-bath villa offers privacy with bedrooms located at opposite ends of the home, a dedicated foyer, spacious living room, dining room, family room, covered lanai, and a two-car garage. One of the last villas built in Glen Oaks Manor, this residence features soaring cathedral ceilings, Beautiful Mexican Saltillo tile flooring throughout, PVC sewer lines PLUS PVC updated water supply lines, remodeled kitchen with Kraft Maid Cabinetry, Quartz counters & S.S. suite of appliances, HWT 2022, Updated pool deck/PRIVATE courtyard, New wind rated garage door, double pane windows/sliders, heated pool, water softener and new attic insulation in 2026. $435,000

3634 Glen Oaks Manor Drive, Sarasota

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