Windward At Lakewood Ranch Real Estate

Windward At Lakewood Ranch Real Estate

Welcome to Windward at Lakewood Ranch, a serene and picturesque subdivision nestled in the heart of Sarasota County, Florida. This vibrant community offers a perfect blend of luxury, comfort, and natural beauty, making it an ideal place for families, retirees, and everyone in between.

Windward is strategically located just off I-75 East, providing residents with easy access to the bustling amenities of Lakewood Ranch and the stunning Gulf Coast beaches. The subdivision is designed with a focus on outdoor living, featuring beautifully landscaped common areas, scenic walking trails, and sparkling lakes that invite leisurely strolls and peaceful afternoons.

The homes in Windward at Lakewood Ranch are thoughtfully crafted, showcasing modern architecture and high-quality finishes. With a variety of floor plans available, there’s something to suit every lifestyle, whether you’re seeking a cozy retreat or a spacious family home. Many properties boast expansive outdoor spaces, perfect for entertaining or simply enjoying the Florida sunshine.

Residents of Windward enjoy a wealth of community amenities, including a clubhouse, fitness center, and resort-style pool, fostering a sense of camaraderie among neighbors. The surrounding area is rich with recreational opportunities, from golf courses and parks to shopping and dining options that cater to every taste.

Embrace the Windward lifestyle, where tranquility meets convenience, and discover why this charming subdivision is one of Sarasota County’s most sought-after communities. Come for a visit, and you may just find your dream home waiting for you!

Newest Listings in Windward At Lakewood Ranch

2806 Butterfly Jasmine Trail, Sarasota
$928,000
4 Beds ⋅ 5 Baths ⋅ Windward At Lakewood Ranch SubDv. ⋅ 34240 Zip Code
Envision the Florida lifestyle in Lakewood Ranch at 2806 Butterfly Jasmine Trail, set on a private preserve lot within the gated community of Windward. This popular two-story Triumph model by Neal Homes features a first-floor primary suite, four bedrooms plus an office, and four full baths—each bedroom with its own ensuite—along with a convenient half bath for guests, offering a thoughtful and functional layout throughout. From the moment you enter, soaring ceilings and stunning sightlines lead straight to the saltwater pool and peaceful preserve beyond. The chef’s kitchen is the centerpiece, complete with stainless steel appliances, gas range, a large island with pendant lighting, soft-close solid wood cabinetry, under-cabinet lighting, a large pantry, and a walk-in pantry. The primary suite and two more bedrooms are located on the first floor, while upstairs offers a private guest retreat with a bedroom and full bath, along with a spacious bonus room ideal for a playroom or family room. Located just minutes from UTC, Waterside, downtown Sarasota, and the Gulf beaches including Siesta Key, Lido, and Anna Maria Island, the location is exceptional. The 9,600 sq. ft. clubhouse, two gyms, playground, tennis and pickleball courts, two dog parks, and two resort style pools making it the perfect place to reconnect with your family and neighbors. Don’t wait years to build when your dream home is awaiting you at 2806 Butterfly Jasmine Trail.

2806 Butterfly Jasmine Trail, Sarasota
2550 Wild Cherry Path, Sarasota
$718,000
3 Beds ⋅ 3 Baths ⋅ Windward At Lakewood Ranch SubDv. ⋅ 34240 Zip Code
The best one-story value in Windward under $1M - on a coveted corner lot with room to add a pool— Welcome to 2550 Wild Cherry Path, a 3 bedroom, 3 bath + den Triumph model with 2,334 square feet of thoughtfully designed living space in one of Lakewood Ranch’s most sought-after and amenity-rich gated communities. From the moment you arrive, the tile roof, paver driveway, and mature landscaping create a warm, inviting first impression. Inside, the open layout is bright and functional, featuring 9-10 ft tray ceilings, wood-look tile flooring, and a seamless flow between the great room, kitchen, and dining area. The kitchen is well-appointed with gas appliances, a large island, generous cabinetry, and a walk-in pantry. The primary suite is spacious and private, with room for a sitting area, two large walk-in closets, and a well-designed bath with dual vanities and a walk-in shower. Two additional bedrooms and bathrooms provide flexibility for guests or family. The screened and covered lanai is built for Florida living, complete with an outdoor kitchen and additional remote electric screen for comfort and protection. Windward offers a true resort lifestyle with two pools, fitness center, pickleball, dog parks, playground, and a full-time lifestyle director. Just minutes to Waterside, top-rated schools, and everything Sarasota has to offer.

2550 Wild Cherry Path, Sarasota
2521 Star Apple Way, Sarasota
$618,000
3 Beds ⋅ 2 Baths ⋅ Windward At Lakewood Ranch SubDv. ⋅ 34240 Zip Code
Virtually Staged. BETTER THAN NEW WITH UPGRADES RARELY FOUND IN NEW CONSTRUCTION! This 2026 Neal Communities home features a $17,500 Generac whole-house generator, upgraded Trane HVAC, foam-insulated block walls, $6,500 Kinetico whole-house water system, custom wood plantation shutters, top-down/bottom-up honeycomb blinds, and an extended 2-car garage. Located on a private, beautifully landscaped corner homesite in Windward at Lakewood Ranch, this single-story Dream 2 offers 3 bedrooms, 2 baths, a separate den, and substantial builder and post-closing upgrades—all completed so you don't have to. Situated toward the rear of the community, the property features extensive established landscaping, including substantial plantings along the rear property line that provide exceptional privacy. The open-concept interior features luxury vinyl plank flooring throughout the living areas and bedrooms, whole-house impact-resistant glass, and a gas tankless water heater. The beautifully appointed kitchen includes Level 3 Timberlake cabinetry with soft-close doors and drawers, additional pot-and-pan storage, double pull-out trash, Calacatta Novello quartz countertops, a Kohler Whitehaven apron-front sink, herringbone backsplash, gas cooking, and stainless-steel GE appliances. Both bathrooms feature quartz countertops, upgraded cabinetry, brushed-nickel fixtures, and elevated tile selections, including tile extended to the ceiling and a beautifully finished walk-in shower in the primary suite. Thoughtful electrical upgrades include recessed lighting, fan prewires, dimmers, additional outlets, multiple outlets around the exterior eaves for holiday lighting or security cameras, and 220V/50A service in the garage for EV charging. Approximately $45,000 in post-closing improvements further distinguish this home, including a Tesla charging station, upgraded ceiling fans, accessibility improvements, and custom finishes. Additional features include an insulated garage door, LiftMaster belt-drive opener with battery backup, WiFi and camera, finished garage floor, upgraded Schlage hardware, enhanced closet shelving, gas stub on the lanai, pool pre-wire with gas-heater stub-out, paver driveway, walkways and lanai, upgraded lighting, and extensive landscaping. Unlike many newer homes where substantial projects and expenses remain after closing, this property offers the advantage of having the builder selections, window treatments, landscaping, backup power, water treatment, EV charging, and other finishing touches already completed. Windward offers gated living with resort-style amenities including pools, clubhouse, fitness center, tennis and pickleball courts, dog parks, playgrounds, and walking trails. Its Sarasota County location provides convenient access to I-75, Waterside Place, UTC, Fruitville Road, and Downtown Sarasota. Seller is currently building their next home; buyer move-in will be available six months after closing.

2521 Star Apple Way, Sarasota
2802 Butterfly Jasmine Trail, Sarasota
$750,000
4 Beds ⋅ 4 Baths ⋅ Windward At Lakewood Ranch SubDv. ⋅ 34240 Zip Code
**One or more photos have been virtually staged.** **MOVE-IN READY. PRIVATE PRESERVE VIEWS. BONUS ROOM. HURRICANE IMPACT WINDOWS & SLIDERS!** Beautifully designed 4-bedroom, 3.5-bath home with a private study and 3,097 square feet of thoughtfully designed living space in the sought-after Windward community of Lakewood Ranch. The open-concept floor plan is filled with natural light and features pocket sliding glass doors overlooking a peaceful preserve. The gourmet kitchen offers 42-inch cabinetry, stainless steel appliances, a gas cooktop, generous counter space, and an oversized walk-in pantry overlooking the great room. The first-floor primary suite features a spacious walk-in closet and spa-inspired bath, while the private study provides flexibility for working from home or hobbies. Upstairs, the expansive bonus room is ideal as a media room, game room, or second living area. Three additional bedrooms and two full baths, including a private en-suite, provide comfortable accommodations for family and guests. Relax on the covered lanai with an outdoor kitchen while enjoying tranquil preserve views. The oversized homesite offers room to add a custom pool. Windward residents enjoy resort-style amenities including pickleball, tennis, clubhouse, fitness center with studio, resort and lap pools, zero-entry pool, playground, dog parks, and scenic walking trails. Conveniently located near Waterside Place, UTC, downtown Sarasota, and the Gulf beaches. Move in and enjoy premium features, preserve views, and exceptional community amenities without the wait to build. This property qualifies for a 1% lender credit when using a preferred lender. Inquire for details.

2802 Butterfly Jasmine Trail, Sarasota
2493 Paradise Plum Drive, Sarasota
$1,250,000
3 Beds ⋅ 3 Baths ⋅ Windward At Lakewood Ranch SubDv. ⋅ 34240 Zip Code
Welcome to Windward at Lakewood Ranch, where luxury, comfort, and convenience come together in one of the area's most sought-after gated communities. Situated on a premium preserve homesite with tranquil nature views and direct access to walking and jogging paths, this rarely available Savannah II floor plan offers nearly 2,900 square feet of thoughtfully designed single-story living. This beautifully appointed home features 3 bedrooms, 3 full baths, a versatile club room, and an extended garage. Designed for both everyday living and entertaining, the open-concept floor plan showcases a gourmet kitchen with gas cooktop, oversized center island, abundant cabinetry, and seamless flow into the spacious great room and dining area. The private owner's suite serves as a luxurious retreat with recessed ceiling detail, dual walk-in closets, a spa-inspired bath featuring dual vanities, soaking tub, and separate corner shower. A guest suite with en-suite bath and walk-in closet provides privacy for visitors, while the third bedroom and club room offer flexibility for a home office, media room, fitness space, or additional gathering area. Enjoy Florida outdoor living from the expansive extended covered lanai complete with outdoor kitchen and grill, all overlooking a serene preserve setting. Notable upgrades include impact-resistant windows throughout, 8-foot interior doors, foam insulation in exterior block walls, and a 4-foot garage extension with epoxy floors. Windward residents enjoy resort-style amenities and a prime southern Lakewood Ranch location with convenient access to downtown Sarasota, world-famous Gulf Coast beaches, shopping, dining, golf, parks, entertainment, and top-rated schools. Experience the ease of single-story living in one of Lakewood Ranch's most desirable communities.

2493 Paradise Plum Drive, Sarasota
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