Land with Home for Sale in Winter Garden, Florida

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 11630 Flynn Court, a rare five-acre retreat where privacy, flexibility, and location come together in one of Central Florida's most desirable areas.

Tucked away on a quiet street, this estate offers the kind of peaceful setting that feels worlds away yet you're just minutes from the charm and energy of historic Downtown Winter Garden. Saturday mornings can begin at the farmers market, afternoons spent along the West Orange Trail, and evenings finished at one of Winter Garden's beloved local restaurants before returning home to your own private acreage.

The property itself spans five fully fenced acres, thoughtfully designed to support a variety of lifestyles. With two separate residences, it's ideal for multi-generational living, extended guests, or income-producing opportunities, all while preserving privacy and independence. The main home offers generous living spaces with a natural flow that's equally suited for entertaining or quiet everyday living, while a screened lanai invites you to slow down and take in the surrounding landscape.

The second residence, complete with a private entrance, adds another layer of versatility, perfect for a home office, guest house, or long-term rental. Whether you're accommodating family, running a business from home, or creating an investment strategy, this setup offers rare flexibility in a location where land is increasingly scarce.

For those who need space to create, store, or build, the 1,800 sq. ft. detached, fully insulated garage delivers exceptional function with oversized bays ideal for workshops, equipment, or specialty vehicles. The property's natural beauty reinforces the feeling of a private countryside retreat.

Despite its serene setting, convenience is unmatched. Top-rated schools, shopping, dining, hospitals, and major highways are all within easy reach, making daily life seamless while preserving the tranquility of estate living.

11630 Flynn Court is more than a home, it's a lifestyle property offering room to grow, space to breathe, and the freedom to live on your own terms, all in one of Winter Garden's most sought-after surroundings.