6608 Winterberry Dr, Austin, TX 78750

**Multiple Offers ** Deadline 2 p.m. Tuesday 4/28/26***Jester Overlook is the setting for this 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, lush landscaping that shield the 2-story residence from the street. Living here offers a 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. 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.

The moment you turn into Austin on Winterberry Drive, the 0.836-acre lot announces itself with towering trees and a private greenbelt corridor that runs on both sides of this cul-de-sac, creating a rare double-buffered natural shield from the street while remaining minutes from Lake Austin and the Pennybacker Bridge. At 3,011 square feet, this four-bedroom residence commands attention through architectural presence alone: a two-story brick and HardiPlank structure built in 1992 that sits elevated on its lot, with a deep front yard of mature landscaping and native plantings that frame the entry foyer and immediately establish the property's connection to Hill Country views.

Inside, the wow factor arrives through soaring ceilings and a massive wall of windows flanked by wood shutters that flood the primary living space with light and canyon views. This central gathering room features a fireplace, custom built-in bookcases, and a dry bar, anchored by an open floor plan that connects to an eat-in kitchen outfitted with granite countertops, a wrap-around breakfast bar, gas cooktop, and built-in stainless steel appliances. Crown molding and ceiling-high finishes carry throughout multiple living and dining areas, while a dedicated study or home office on the main floor provides focused workspace away from the common areas.

The primary bedroom suite anchors the main level with greenbelt views, a soaking tub, separate vanities, and a walk-in shower that reads as a true retreat. Upstairs, the home pivots toward entertainment: a large game room with its own fireplace and dry bar opens to a balcony overlooking the greenbelt canyon, with two additional bedrooms completing the second floor. Tiered outdoor living spans multiple decks descending into the xeriscaped backyard, where native plants and mature trees define the landscape.

The property's position matters significantly. Hill Elementary, Murchison Middle, and Anderson High School serve the Austin ISD boundaries here, while the location on Winterberry Drive puts you equidistant from downtown Austin and major employer corridors via Loop 360 and RM 2222. At $365 per square foot, the home delivers substantial acreage and privacy typically unavailable at this proximity to the city center, making it a compelling entry point into one of Austin's most established neighborhood ecosystems.