Under $300K Investment Properties for Sale in Winchester, KY

Fix & Flip
Listed for sale 1 day ago
$ 189,000
ROI
32.5
Cash Flow/m
669- 3 Bed
- 2 Bath
- 1299 sft
16 Bon Haven Ave, Winchester, KY, 40391

Listed for sale 1 day ago
$ 200,000
ROI
31.6
Cash Flow/m
658- 3 Bed
- 1 Bath
- 1453 sft
213 E Broadway St, Winchester, KY, 40391

Listed for sale 3 days ago
$ 299,900
ROI
20.6
Cash Flow/m
71- 3 Bed
- 2 Bath
- 1444 sft
8 Monroe Ave, Winchester, KY, 40391

Fix & Flip
Listed for sale 6 days ago
$ 225,000
ROI
32.6
Cash Flow/m
803- 3 Bed
- 1 Bath
- 2244 sft
326 W Lexington Ave, Winchester, KY, 40391
Why Invest in Winchester, Kentucky?
Winchester, KY offers strong investment opportunities in homes under $300K, with affordable entry points for single-family rentals. Stable rental demand from local workforce supports consistent cash flow. Average cap rates around 7-8% make it attractive for value-add strategies. Recent appreciation trends and low vacancy rates enhance long-term returns. Proximity to Lexington provides commuter appeal without big-city prices.
9.2%
Avg. ROI
7.8%
Rental Yield
7.5%
Cap Rate
$450/mo
Avg. Cash Flow
$1250/mo
Avg. Rent
4.2%
1Y Appreciation
Frequently Asked Questions
Investors can expect 7-9% ROI with cap rates around 7.5% on single-family homes. Average monthly cash flow is $450 after expenses. Stable rents of $1,200-1,500 support consistent yields.
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