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664 Crane Prairie Way, Osprey
$845,000
3 Beds ⋅ 3 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code
It’s always about the view and the new tile roof December 2025. This stunning waterfront home in Willowbend, bordering community greenbelt with views to Oscar Scherer State Park, is a luxurious Lee Wetherington-built Paloma floorplan designed to the highest standards, offering spectacular views and seamless indoor-outdoor living. On one of the community’s most desirable lots, it features unobstructed shimmering views of a wide lake and the natural beauty of the park, creating an extraordinary backdrop for an exceptional lifestyle. The idyllic setting includes a sparkling heated pool and spa. Summer kitchen has sink and stainless beverage refrigerator with large bar entertaining area. The exterior boasts a three-car garage and a double-door that welcomes you into an inviting, spacious interior. The home’s open floor plan includes living/dining with views to the natural beauty, tile on diagonal, crown molding and vaulted ceilings. Handsome office/den to the front of residence. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, including built-in gas range and custom hood. Large walk-in pantry with oversized adjacent laundry room that has an additional deep closet. Dinette area features an aquarium window to take in the natural beauty. Family room is spacious with a corner pocket door that opens wide to let in Florida’s finest weather. The primary suite offers bamboo wood floors, double-tray ceiling and sitting area with French doors. California-style walk-in closets and a luxurious bath with dual sinks, a tub, walk-in shower and separate toilet. Each guest bedroom is generous in size with full bath in between. Additionally, it is a bonus living space with wood floors overlooking the serene setting. Third bath serves as pool bath. On a practical note, new water heater in 2026 and pool pump in December 2025. An amazing lifestyle awaits, all overlooking serene waterfront views teeming with wildlife such as eagles, osprey, otters, turtles and deer. The home is ideally near downtown Venice, Sarasota, Siesta Key, Nokomis Beach and Legacy Trail, offering easy access to cultural attractions, shopping, dining and recreational activities. Short distance to nationally ranked Pine View School. The community’s low fees include internet, Direct TV streaming, yard maintenance, irrigation, pool and spa, gym and pickleball, making this a harmony of luxury, comfort and stunning beauty.

664 Crane Prairie Way, Osprey

616 Crane Prairie Way, Osprey
$840,000
3 Beds ⋅ 4 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code
Located in Willowbend, this expansive residence offers a rare blend of space, privacy, and long-term potential, set against tranquil water and preserve views with Oscar Scherer State Park as a stunning natural backdrop. Offering over 3,500 square feet of living space, the home provides exceptional flexibility for buyers looking to personalize a well-designed layout. High ceilings, architectural detail, and abundant natural light create an immediate sense of openness, while the flowing floor plan connects the main living areas with ease. The home has seen several meaningful improvements that enhance comfort and functionality, including luxury vinyl plank flooring installed in 2025 throughout all bedrooms, the flex room/office, and the second-floor living space, along with new carpeting on the stairs and new ceiling fans in the primary bedroom, living room, and office. A 2025 York AC unit services the second floor, providing efficient and independent climate control. Natural gas is another notable feature, with a gas range in the kitchen and a gas hookup on the rear lanai, ideal for an outdoor kitchen or direct grill connection. Outdoor living is a highlight, with a pool and expansive screened lanai overlooking serene water and preserve views, offering a permanent no-build backdrop and a peaceful connection to nature. A massive second-floor living area with a full bath and screened balcony adds significant versatility and can easily serve as a media room, guest suite, private retreat, or home office. Located across the water and backing Oscar Scherer State Park, and just minutes from downtown Venice, Sarasota, golf, waterfront dining, and Pine View School, this property offers a compelling opportunity for buyers seeking size, setting, and the ability to create a home tailored to their vision in a highly desirable location. Some photos have been virtually staged.

616 Crane Prairie Way, Osprey

529 Habitat Boulevard, Osprey
$799,000
3 Beds ⋅ 3 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code
This stunning Monterey model, crafted by Lee Wetherington, is a rare find in the sought-after, maintenance-free community of Willowbend. With exceptional curb appeal and one of the largest lots in the area, this residence boasts panoramic lake views with nearly 140 feet of lakefront, all on a peaceful cul-de-sac. Recently upgraded with a pool, spa and picture-view screen cage added in 2022/2023, the outdoor space is ideal for relaxation and entertainment. The expansive three-car garage is a highlight, measuring an impressive 24 feet deep and 28 feet wide. The open great room floor plan is designed for today's modern lifestyle, featuring an 11-foot double tray ceiling and triple sliders that seamlessly connect the indoor and outdoor spaces. This home includes three bedrooms, three baths, and a den/study, complemented by a large bonus room with a coffered ceiling that offers breathtaking views. The split plan configuration enhances privacy and convenience. The owner's suite is a retreat, complete with a tray ceiling, sitting area, walk-in closets and a luxurious bath. The gourmet kitchen features high-quality solid wood cabinetry, stainless steel appliances, natural gas availability, pendant lighting and a walk-in pantry. The breakfast nook, highlighted by an aquarium window, and a formal dining area provide ample options for dining and entertaining. Residents of Willowbend enjoy low monthly fees that cover complete landscaping care, high-speed internet and streaming TV services. The community amenities include a heated pool/spa, fitness room, and pickleball/basketball court. Interior freshly painted 2025 and on a practical note air conditioner replaced in 2019. Conveniently just minutes from beautiful beaches, shopping, dining and the Legacy Trail, as well as Pine View School and Osprey Publix, this home offers a blend of timeless appeal and modern convenience, all while bordered by serene lake views and abundant wildlife sightings.

529 Habitat Boulevard, Osprey

665 Crane Prairie Way, Osprey
$700,000
4 Beds ⋅ 3 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code
Discover a blend of comfort and sophistication in this meticulously maintained home in the desirable Willowbend community. The striking architecture of the Ashley floor plan makes it a favorite. Go into a serene oasis featuring breathtaking wide lake views overlooking a sparkling pool, complemented by desired western exposure that invites an abundance of natural light and showcases vibrant sunsets. Gourmet kitchen with natural gas range, stainless dishwasher and refrigerator (new 2026). The interior boasts custom features, including crown molding and elegant tray ceilings. This spacious four-bedroom, three-bath home includes a chef's kitchen outfitted with natural gas cooking, as well as a cozy eat-in area with an aquarium window that beautifully frames the pool and lake views. The owner's suite serves as a sanctuary, offering two walk-in closets and a luxurious bath complete with dual sinks, a walk-in shower, a soaker tub and a separate toilet for added privacy. Thoughtfully designed with a split floor plan, the home ensures guests enjoy ample separation from the owner's suite for optimal comfort. A full-size laundry room adds to the home’s convenience. This exceptional residence is a blank canvas for an extraordinary lifestyle, conveniently near downtown Venice and Sarasota, beautiful beaches, Pine View School and the Legacy Trail. With no CDD fees and in a preferred X flood zone, the low community fees cover ground maintenance, irrigation and access to a community pool and spa, gym, pickleball courts, as well as high-speed internet and DirecTV streaming. Embrace the lifestyle you’ve always dreamed of in this stunning Willowbend home.

665 Crane Prairie Way, Osprey

1303 Thornapple Drive, Osprey
$654,000
3 Beds ⋅ 2 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code
INCREDIBLE Pool Home in INCREDIBLE Community!...You Will Be Impressed by this Well-Appointed FURNISHED Lee Wetherington residence with NEW $54,000 Barrel Tile ROOF (Nov 2025) in Sought After Willowbend---- A MAINTENANCE-FREE (lawn/landscaping/irrigation) Boutique Community ideally located near the Fitness Center and Community Pool, Pickleball Courts & Playground.....Generous-Sized Living Spaces with Bright/Spacious Open Floor Plan affording ease of INDOOR/OUTDOOR LIVING where you will Enjoy Morning Coffees and Twilight Sunsets lounging in Expansive Screened Lanai.....Elegantly Updated Throughout, including: Cabinets, Countertops, Flooring, Crown Molding and Ceiling Fixtures---other recent improvements include Garage Door, Pool Heater & Retractable Solar Shade. Abundance of Storage, Built-ins and Closets.......Willowbend is a HIGHLY DESIRED BOUTIQUE COMMUNITY with Great Proximity to Top Rated Pineview School; Shopping; Dining; Sarasota Memorial Hospital; the Legacy Bike Trail; Marina's and your choice of Multiple Beaches---including Top Rated Siesta Key!

1303 Thornapple Drive, Osprey

522 Luminary Boulevard, Osprey
$600,000
3 Beds ⋅ 3 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code
This exquisite three-bedroom, three-bath-plus-den, Lee Wetherington built home exemplifies intelligent design and beauty in the community of Willowbend. This Ashley floor plan is thoughtfully oriented to the south, allowing for abundant natural light and stunning lakefront views. The residence features inviting curb appeal with a paver-accented driveway and walkway, leading to an impressive custom double-door entry. Inside, high-end upgrades and recent enhancements contribute to the home's timeless character. The sophisticated interior showcases clean lines, intricate tray ceilings and tile flooring throughout main living areas. Crown molding and impressive lighting fixtures add elegance to the space. The gourmet kitchen is a chef's dream, featuring solid wood cabinetry, Corian countertops and new stainless appliances in January 2026 with gas cooking. Even the laundry room is aesthetically pleasing. The split floor plan affords two guest bedrooms conveniently behind a pocket door, sharing a bath, providing privacy to family and guests alike. The den/study includes a built-in office with a sizeable desk overlooking the lake. The family room boasts a wall of sliding glass doors with an adjacent corner pocket slider that opens wide, seamlessly transitioning to the tranquil outdoor living space. The extended lanai features two covered areas, ideal for relaxation, while the custom pond with waterfall add to the ambience and enjoyment of the tropical surroundings. Water views from most rooms in the home! A well-appointed dinette offers picturesque views of the waterfall and lake through a large aquarium window as well. The luxurious owner’s suite includes dual walk-in closets, dual sinks, a walk-in shower and a tub for ultimate comfort. The home is equipped with high-speed internet and streaming television, with yard maintenance and access to community amenities such as a pool, spa, fitness center, pickleball court and playground all included in the low HOA fees. Convenient to beautiful gulf beaches, Oscar Scherer State Park, Legacy Trail, Pine View School and waterfront dining, this residence offers an unparalleled lifestyle.

522 Luminary Boulevard, Osprey

557 Crane Prairie Way, Osprey
$560,000
3 Beds ⋅ 2 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code
Welcome to this impeccably maintained, MAINTENANCE FREE home in the highly desirable Willowbend community, with tranquil LAKEVIEWS, exceptional amenities and an unbeatable LOCATION. Built by renowned Lee Wetherington and lovingly maintained by its original owner, this quality-constructed residence features a spacious open split-bedroom floor plan with 3 bedrooms plus den, 2 baths, and abundant storage throughout. The kitchen boasts natural wood cabinets with granite counters, a breakfast bar and newer stainless appliances with natural gas for cooking and a pantry for additional storage. The heart of the home opens to a stunning extended screened lanai surrounded by lush vegetation overlooking a private water view, where you can enjoy breathtaking sunrises and watch Florida's natural wildlife in a peaceful setting. Additional upgrades to this immaculate home include an EV charging station, whole-house carbon water filtration system, and natural gas service for the stove, dryer, and water heater. HOA fees provide outstanding value and include lawn maintenance, irrigation, high-speed internet, cable, and access to resort-style amenities including a community heated pool, fitness center, playground and pickleball courts. Ideally situated within a mile of Pine View School and just moments from Oscar Scherer State Park and the Legacy Trail, this home also offers quick access to Nokomis Beach, only two miles away. Trader Joe's, Whole Foods, shopping, dining, and everyday conveniences are all nearby, making this location truly second to none. Enjoy the perfect combination of comfort, convenience, low-maintenance living, and the Florida lifestyle in one of the area's most sought-after neighborhoods. Whether you're enjoying your morning coffee while watching the sunrise over the water, biking the nearby Legacy Trail, or spending the afternoon at Nokomis Beach, this exceptional home offers the very best of Florida living.

557 Crane Prairie Way, Osprey

1348 Thornapple Drive, Osprey
$525,000
3 Beds ⋅ 2 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code
Under contract- accepting backup offers. Beautiful lakefront pool home in Willowbend showcases one of the wider, more open water views in the community, framed by an expansive three panel sliding glass door that fills the home with natural light. This three bedroom plus den, two bath residence offers over 2,100 square feet with a functional split floor plan and spacious living areas designed for comfortable everyday living and effortless indoor - outdoor flow. The private screened lanai overlooks the expansive lake and includes a pool, creating a peaceful setting to relax and enjoy Florida’s outdoor lifestyle. Many homes in the community are positioned along narrower sections of the lake, making this view especially appealing. The primary suite offers two walk-in closets, along with a bath featuring both a soaking tub and separate shower. The interior is original and presents an opportunity for a new owner to update and customize to their personal style. Recent improvements include a five year old air conditioning system and one year old water heater. Willowbend is a maintenance-free community with lawn care, landscaping, irrigation and internet included, conveniently located near the Legacy Trail, Oscar Scherer State Park, Nokomis Beach, and Pine View School. Residents enjoy living in a beautifully established setting surrounded by lakes, preserves, and mature landscaping. Willowbend offers a community pool and spa, tennis and basketball courts and playground. This property offers strong value for its location, view, and private pool, and is ready for its next owner to make it their own.

1348 Thornapple Drive, Osprey

1337 Copperwood Drive, Osprey
$520,000
3 Beds ⋅ 2 Baths ⋅ Willowbend SubDv. ⋅ 34229 Zip Code
This stunning Lee Wetherington-built home in Osprey's Willowbend community beautifully combines Florida's natural charm with elegant living. The desirable Willow floor plan with a sparkling pool and lanai offers a serene private space, just a short distance to the community's heated pool and spa. Inside, the home showcases meticulous attention to detail with features such as high ceilings, architectural details like arches and insets, sconce lighting, crown molding, tray ceilings and shutters. The layout promotes a refined atmosphere where the subtle color palette, which is newly painted, fosters a seamless transition between indoor and outdoor spaces, ideal for enjoying Florida's unique climate. Stylish den at front of the home while the living and dining areas flow into a spacious family room adjacent to the open kitchen. The kitchen is functional and stylish, equipped with solid wood cabinets, granite, ample storage options and a breakfast room with tranquil pool views. Natural gas cooking for the chef of the residence. A practical entry from the garage leads to a large laundry room that includes additional storage. The owner’s suite is a retreat, featuring dual closets, a separate linen closet, a luxurious walk-in shower, glass brick accents, dual sinks with separate vanities and a relaxing soaker tub. Convenient direct pool access as well. Guests will appreciate the two-bedroom suite with its dedicated hallway and bath, which allows for privacy from the owner’s suite. The community boasts low fees that cover ground maintenance, irrigation, access to the pool and spa, gym facilities, pickleball courts, and high-speed internet and DirecTV streaming. Families will benefit from the nearby top-rated Pine View School, while the Intracoastal Waterway, beautiful beaches, Legacy Trail, shopping, dining, grocery stores, coffee shops and vibrant tiki bars are all just minutes away. New water heater in 2025, Interior freshly painted in 2025, storm shutters on lanai in 2020 and accordion storm shutter on front door.

1337 Copperwood Drive, Osprey