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Where history, craftsmanship, and refined Hill Country living converge, this extraordinary 2.7-acre Fredericksburg homestead offers a rare opportunity just approximately 2 miles from Historic Main Street and 2 miles from Gillespie County Airport (T82). Behind a private gated entrance, a remarkable 4,120 SF Pioneer limestone residence stands as the centerpiece of this beautifully appointed legacy property. Built with the character and craftsmanship of a bygone era, the 4-bedroom, 3-bath residence features two generous living areas, exceptional limestone construction, distinctive architectural details, and a thoughtful blend of historic character with modern luxury. The chef's kitchen showcases high-end appliances and custom cabinetry while overlooking an exceptional resort-style setting complete with swimming pool, spa, al fresco dining, inviting porches, and fire pit-creating an effortless environment for entertaining or quiet Hill Country evenings. Historic details throughout the grounds add a sense of authenticity and provenance, including an impressive hand-dug limestone-walled well and a vintage Aeromotor windmill. A separate high-production well and 9,600-gallon storage tank provide additional water capacity and peace of mind. The property's versatile improvements extend well beyond the main residence. A detached, climate-controlled studio offers flexible space for work, creative pursuits, or guests, while the multifunctional barn features loft storage, a secure gun room, and an insulated overhead door-well suited for woodworking, automobile restoration, a home gym, workshop, or other specialized uses. Beyond the manicured grounds, a fully fenced pasture provides room for livestock, wildlife, gardening, and 4-H projects. Raised irrigated garden beds add to the property's exceptional lifestyle appeal, while the acreage and mature landscape create a private country setting rarely found this close to Fredericksburg's historic core. For an even more extraordinary Hill Country compound, the adjacent approximately 8-acre Ololo property, featuring four established short-term-rental cabins, is also available. Together, the two properties offer approximately 11 acres with the historic main residence, four guest cabins, and exceptional potential for a private family compound, hospitality destination, or generational Hill Country estate. Videos, floorplans, and additional property information are available at 271Smokehouse. com. Explore the adjacent Ololo guest experience at stayatOlolo. com.

Property Details of 271 Smokehouse Road

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Listed by Adrianne Frost of Phyllis Browning Company

Based on information submitted to LERA MLS as of September 23, 2026 8:02 AM UTC . All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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