6608 Winterberry Dr Jester Overlook is the setting for this custom 4-bedroom, 2.5 bath home, where a quiet cul-de-sac lifestyle meets the edge of a private neighborhood greenbelt. Set on .83 acres, the property offers a deep front yard with mature trees and lush landscaping that shield the 2-story residence from the street. Living here offers a specific Hill Country vantage point, where the horizon feels vast but the community remains connected. This particular street is unique because the private greenbelt runs behind the homes on both sides of the road, creating a double-sided natural corridor that preserves the quiet, wooded character of the block. The location is a major draw! You are just minutes from Lake Austin and the Pennybacker Bridge. Access to Loop 360 and RM 2222, along with Downtown Austin and the airport, are all just a short drive away. Inside, high ceilings and a massive wall of windows with wood shutters pull the open sky into the main living room. This central space features a fireplace, custom built-ins and a dry bar. The kitchen is outfitted with a wrap-around breakfast bar, granite countertops, a gas cooktop, and built-in oven. Also on the main floor, a dedicated office or lounge provides a quiet workspace away from the main traffic. The primary suite is a true main-level retreat, positioned to wake up to greenbelt views and featuring an ensuite bath with separate vanities, a soaking tub, and a walk-in shower. Upstairs, the home shifts toward entertainment. A large game room features its own fireplace, dry bar, and a balcony that looks out over the canyon. 2 additional bedrooms share the second floor. The outdoor living is tiered, with upper and lower decks leading down to a xeriscaped backyard filled with native plants. This is a home with great bones and a layout built for the scenery, ready for a buyer to bring their own perspective to a classic Jester Overlook estate. It is rare to find this much acreage and privacy so close to the city center.