
Discover an exceptional Texas Hill Country retreat encompassing 20 +/- unrestricted acres, established short-term rental income. Offering the rare combination of immediate income potential, unrestricted use, spectacular views, and a premier homesite, this property is ideally suited for an investor, private compound, family retreat, or discerning buyer ready to create a private Hill Country homestead. The property currently features two beautifully furnished casitas, each offering comfortable accommodations. An inviting outdoor pavilion with a stone fireplace and grill area provides an exceptional setting for entertaining, gathering with family and friends, or simply enjoying spectacular Hill Country sunsets. At the heart of the property is a stunning hilltop homesite offering panoramic Hill Country views and exceptional privacy. Surrounded by majestic oak trees, this extraordinary setting provides the opportunity to build a custom luxury residence while maintaining the property's existing income-producing potential. The property is fully fenced and ag-exempt, adding to its potential for favorable property taxes. Thoughtfully designed support facilities include a dedicated guest laundry with ice maker, full-size housekeeping facility, multiple washers/dryers to efficiently support the existing rental operation. Ideally positioned approximately 15 minutes from downtown Dripping Springs and 20 minutes from Johnson City and the Texas Wine Country, the property offers convenient access to acclaimed wineries, restaurants, distilleries, and the area's renowned outdoor attractions. This is a rare opportunity to own a substantial unrestricted Hill Country property that combines privacy, income, spectacular views, and the potential to create an extraordinary private estate—all within easy reach of Dripping Springs, Johnson City, and the Texas Wine Country. Don't pass up the opportunity to purchase the 30 +/- acres contiguous to this property with long range views.
Property Type
Land
Lot Size
20.00 acres
Listed by Douglas Elliman Real Estate
Verified property facts
365 Billy Sisson DR is zoned for Johnson City ISD with assigned schools: Lyndon B Johnson (elementary), Lyndon B Johnson (middle), Lyndon B Johnson (Johnson City ISD) (high). School assignments should be verified directly with the district.
365 Billy Sisson DR is listed by Douglas Elliman Real Estate. Keenan Group at Compass presents this IDX listing and provides the accompanying market analysis using MLS Grid / Unlock MLS data reviewed as of Sep 12, 2026.
The most recent annual property tax for 365 Billy Sisson DR is $1,500. Texas has no state income tax, so property taxes are a primary revenue source. Rates vary by jurisdiction and exemptions. Verify current amounts with the county appraisal district.
This page does not assume a mortgage rate or publish a monthly payment for 365 Billy Sisson DR. A property-specific estimate requires a current lender rate, chosen down payment, taxes, insurance, and any verified association dues.
Answers use visible listing facts, school context, and neighborhood data available on this page. Verify time-sensitive details before making decisions.
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Property Details
Features
Lot Features
Fencing
2 records on file
Every recorded listing, sale, and lease at 365 Billy Sisson DR, whoever represented it.
Prices shown are list prices. Closed sale prices are available to registered clients in accordance with ACTRIS rules.
Listing timeline with current price, original ask, and market time.

Johnson City ISD
Zoned assignments come from the property school fields available to us. District context schools are shown only when an assigned tier is missing. Contact the school district directly to verify current boundaries and enrollment eligibility.
20% ($240K)
Adjustable assumption - not a lending recommendation.
$1,200,000
Luxury property intelligence
A sourced read on None pricing, timing, and property scale. No automated valuation claim.
List price
$1,200,000
Price per sqft
Not available
Vs. Neighborhood guide reference price
Not available
Days on market
30 days
Original to current
No verified reduction
$1.2M original
Active inventory context
Ask for current inventory
Source: MLS Grid / Unlock MLS and Keenan Group review as of Sep 12, 2026.
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Best Match
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