Four Bedroom Kentucky Home With Original Elements $180K
$180,000
Unlock the potential of this 3,462-square-foot masterpiece, a classic two-story Kentucky home where grand proportions meet historic elegance. Situated on a coveted corner lot with the convenience of downtown just a short walk away, this home is a rare opportunity to own a property defined by its exceptional craftsmanship.
From the moment you arrive at the columned front porch, the home’s rich character is on full display. Inside, you are greeted by stunning original hardwood floors and intricate woodwork that speak to a bygone era of architectural detail. The heart of the home features a striking staircase finished with exquisite stained glass accents, serving as a breathtaking focal point. With five bedrooms and three full baths, this expansive property provides the perfect canvas for those who appreciate timeless beauty and the space to bring a grand vision to life.
Investor special with historic charm on corner lot! The home has been partially gutted, with the kitchen, bathrooms, and several rooms ready for renovation, making it an ideal project for investors, flippers, or buyers looking to customize their dream home. With solid bones and timeless architectural details throughout, this property is primed to be transformed into a true showpiece. Cash or renovation financing required. Inspections welcome but selling AS-IS. Bring your vision and unlock the full potential of this one of a kind property.
- bed
- bath
- Circa 1930
229 S Highland St, Winchester, KY 40391 $180,000
If interested in a property, please contact the realtor whose link is provided in the post below, or contact an agent of your own choosing. Independent verification of details and status is recommended.
Contact Realtor: Michelle R Blackburn
Pros
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Affordability: One of the most frequently cited benefits is the cost of living, which is significantly lower than the national average. Housing prices are generally more accessible compared to nearby Lexington, allowing for greater purchasing power.
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Proximity to Lexington: Located roughly 20 miles east of Lexington, Winchester provides a quieter, small-town lifestyle while keeping larger city amenities—including specialized shopping, diverse dining, and more robust job markets—within a short driving distance.
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Small-Town Community: Many residents appreciate the local feel, marked by community events like the Beer Cheese Festival and the Apple Blossom Festival, as well as a walkable and increasingly revitalized historic downtown area.
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Natural Beauty & Recreation: The area offers beautiful rural scenery and close proximity to outdoor destinations like the Daniel Boone National Forest, the Kentucky River, and Fort Boonesborough State Park.
Cons
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Limited Entertainment & Nightlife: If you prefer a vibrant nightlife or extensive cultural entertainment within your home town, you may find Winchester lacking. Much of the local business scene closes early, and residents often commute to larger neighboring cities for major entertainment.
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Car-Dependency: Public transportation is very limited, and the city is designed for driving. Residents must rely on private vehicles for almost all daily errands and commuting.
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Infrastructure & Economic Challenges: While the town is generally seen as safe, it faces some of the same socio-economic challenges common in the region, including issues related to drug prevalence that impact various pockets of the community.
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Housing Condition: Because Winchester is an older town with a large stock of historic homes, prospective buyers may find that reasonably priced houses often require significant maintenance, updates, or renovation work.
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