Tucked away at the end of Woodward Ridge Road in Ravenna, Kentucky, Estill Oaks is an extraordinary 37-acre retreat offering end-of-the-road privacy, sweeping long-range mountain views, and proven income potential in one of Kentucky's most sought-after destinations near the Red River Gorge. This remarkable property was notably featured in Kentucky Homes Gardens Magazine (September/October 2025 issue), highlighting its exceptional design and lifestyle appeal. The property features a beautifully crafted, custom 3-bedroom, 2.5-bath main residence, paired with a 4-bedroom, 2-bath bunkhouse, which comfortably accommodates up to 16 guests. Both structures feature stunning custom reclaimed wood finishes, rustic elegance, and thoughtful craftsmanship throughout, creating a warm and upscale atmosphere that guests and owners alike appreciate. Designed as a thriving short-term rental, Estill Oaks is equipped with modern smart-home features, including high-speed WiFi, indoor and outdoor speaker systems, adjustable lighting, and seamless entertainment options. Outdoor living is equally impressive, with a relaxing hot tub, fire pit, and unmatched scenic views that define the Red River Gorge experience. Beyond the existing improvements, the land itself offers exceptional development and expansion potential, with multiple additional build sites ideal for future cabins or guest accommodations. A matching reclaimed wood barn adds even more versatility and can be marketed as a wedding or event venue, further enhancing revenue opportunities. Hiking and UTV trails wind throughout the property, offering recreation and exploration right at your doorstep. Whether envisioned as a private mountain estate, luxury retreat, or scalable investment, Estill Oaks provides a rare blend of seclusion, sophistication, and income potential, with additional acreage available upon request. If this sounds like the opportunity you've been dreaming of, give me a call and let's explore making this your new escape.
Source: Metro Search Inc. LLC DBA Apex MLS #1700762Report a problem
10/15/2025
Listed for sale
$2,250,000
Source: Metro Search Inc. LLC DBA Apex MLS #1700762Report a problem
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Public tax history
Tax history is unavailable.
Monthly payment
Estimated monthly payment$1,822
Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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