737 TIMBERWILDE Avenue Under contract-accepting backup offers. Experience Florida living at its finest in this beautifully renovated 5-bedroom, 3-bath pool home in Winter Springs' desirable Winding Hollow community. Situated on a tranquil POND FRONT HOMESITE, this spacious home features a REMODELED SALTWATER POOL AND SPA, a flexible three-way split floor plan, and fresh exterior paint (2026) for exceptional curb appeal. Pool and water views welcome you from the moment you enter the foyer. The versatile front office with closet can easily serve as a fifth bedroom and offers convenient access to the primary bath. Privately located on one side of the home, the owner's suite features direct pool access, DUAL WALK-IN CLOSETS WITH BUILT IN ORGANIZERS, and an en-suite bathroom with dual vanity, tiled shower, and relaxing whirlpool tub. Designed for both everyday living and entertaining, the open floor plan seamlessly connects the formal living and dining rooms with the spacious family room and STUNNING REMODELED KITCHEN. The kitchen is the heart of the home, showcasing an OVERSIZED GRANITE ISLAND with counter height seating, 42-inch rich wood cabinetry with crown molding, stainless steel appliances, under-cabinet lighting, tiled backsplash, glass-front accents, abundant pot drawer storage, an impressive BUTLER'S PANTRY with rollout storage, and a beverage refrigerator. The indoor laundry is conveniently located behind the kitchen with included washer and dryer, storage cabinetry and it's already pre-plumbed for a sink. Newer wood-look plank style ceramic tile flows throughout the main living areas, with carpet only in two secondary bedrooms. A private guest suite with an adjacent full bath and walk-in shower provides an ideal space for visitors or multigenerational living. This third bathroom has direct pool access. The backyard is your own private retreat. The remodeled, SCREENED saltwater pool and spa were extensively updated in 2021 with a new quartz finish, tile, spillways, brick paver deck, coping, propane spa heater, and improved drainage. Enjoy peaceful pond views and Florida's beautiful weather from the expansive 31' x 12' COVERED LANAI, accessible from the primary suite, living room, and family room. Additional highlights include a 2017 roof, 2016 water heater, TESLA CHARGER, new garage door springs, metered irrigation, low-maintenance St. Augustine lawn, and a two-car garage with overhead storage racks. Surrounded by mature trees, Winding Hollow offers two city maintained parks with playgrounds, while nearby Central Winds Park features sports fields, pickleball and basketball courts, playgrounds, walking trails, picnic pavilions, and a dog park. The 23 mile Cross Seminole Trail is accessible from the entrance of Winding Hollow too. Conveniently located just 20 minutes from Downtown Orlando, this exceptional home combines peaceful suburban living with easy access to shopping, dining, and major commuter routes.