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Price: $300K - 500K
Monthly Cash Flow: $1 - $3k+
Home Type: Single Family
Short Term Rental Investment Properties for Sale in Winchester, KY
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Here are some other similar properties you might be interested in:
Listed for sale 4 days ago
$ 100,000
ROI
-
Cash Flow/m
-- 3 Bed
- 1 Bath
- 1000 sft
1794 Us Highway 60 E, Salem, KY, 42078

Rental Income
$ 100,000
ROI
25.7
Cash Flow/m
165- 3 Bed
- 1 Bath
- 1101 sft
2305 Woodland Ave, Louisville, KY, 40210

Motivated Seller
$ 100,000
ROI
26.7
Cash Flow/m
192- 3 Bed
- 2 Bath
- 1378 sft
128 Southridge Ests, Verona, KY, 41092

$ 100,000
ROI
26.0
Cash Flow/m
174- 2 Bed
- 1 Bath
- 1192 sft
353 Bond St, Covington, KY, 41016

$ 100,000
ROI
25.9
Cash Flow/m
170- 4 Bed
- 2 Bath
- 1600 sft
635 Salisbury Branch Rd, Dema, KY, 41859

$ 100,000
ROI
26.6
Cash Flow/m
190- 4 Bed
- 2 Bath
- 1612 sft
701 S 10th St, Mayfield, KY, 42066

$ 100,000
ROI
25.1
Cash Flow/m
149- 3 Bed
- 1 Bath
- 1092 sft
1735 Welch Rd, Jeffersonville, KY, 40337

Fix & Flip
Rental Income
$ 100,000
ROI
34.8
Cash Flow/m
419- 4 Bed
- 2 Bath
- 1488 sft
520 Magnolia Dr, Mount Sterling, KY, 40353

$ 100,000
ROI
32.1
Cash Flow/m
343- 2 Bed
- 1 Bath
- 980 sft
3505 Railroad St, Catlettsburg, KY, 41129

Fix & Flip
$ 100,000
ROI
26.2
Cash Flow/m
180- 3 Bed
- 1 Bath
- 952 sft
305 Cedar St, Campbellsville, KY, 42718

$ 100,000
ROI
25.4
Cash Flow/m
156- 4 Bed
- 1 Bath
- - sft
400 Johnson St, Leitchfield, KY, 42754

Fix & Flip
$ 100,000
ROI
25.3
Cash Flow/m
155- 3 Bed
- 2 Bath
- 1589 sft
382 Green Acres Ln, Benton, KY, 42025

$ 100,000
ROI
25.7
Cash Flow/m
166- 2 Bed
- 3 Bath
- - sft
304 Christian St, Drakesboro, KY, 42337

$ 100,000
ROI
28.5
Cash Flow/m
244- 3 Bed
- 2 Bath
- 1000 sft
105 Tulip Ln, Mammoth Cave, KY, 42259

$ 100,000
ROI
25.1
Cash Flow/m
148- 3 Bed
- 1 Bath
- - sft
309 Kentucky Ave, Grayson, KY, 41143

$ 100,000
ROI
28.7
Cash Flow/m
249- 6 Bed
- 2 Bath
- 1773 sft
818-820 Holmes St, Frankfort, KY, 40601

$ 100,000
ROI
26.7
Cash Flow/m
192- 3 Bed
- 2 Bath
- 2328 sft
122 Leesway Dr, Lexington, KY, 40511

$ 100,000
ROI
25.2
Cash Flow/m
150- 3 Bed
- 2 Bath
- 1382 sft
8129 State Route 1241, Hickory, KY, 42051

$ 100,000
ROI
25.0
Cash Flow/m
144- 3 Bed
- 2 Bath
- 960 sft
584 Thompson Ave, Madisonville, KY, 42431

Fix & Flip
$ 100,000
ROI
25.0
Cash Flow/m
146- 3 Bed
- 2 Bath
- 1540 sft
544 Sandlick Rd, Princeton, KY, 42445

Rental Income
$ 100,000
ROI
-
Cash Flow/m
-- 1 Bed
- 1 Bath
- 384 sft
165 Frank Williams Rd, Salyersville, KY, 41465

$ 100,000
ROI
-
Cash Flow/m
-- 2 Bed
- 1 Bath
- 1100 sft
328 Old Pike Hwy, Coldiron, KY, 40819

$ 100,000
ROI
25.5
Cash Flow/m
159- 3 Bed
- 1 Bath
- 1050 sft
119 Love St, Glasgow, KY, 42141

Fix & Flip
$ 100,000
ROI
26.6
Cash Flow/m
191- 3 Bed
- 1 Bath
- 925 sft
521 Monin Rd, Elizabethtown, KY, 42701
Why Invest in Winchester, Kentucky?
Winchester, KY offers strong potential for **short-term rental** investments amid stable market growth. Kentucky's housing market shows steady appreciation around 5%, supporting solid returns. Average rents align with regional trends, while cap rates remain attractive for cash flow. Renter occupancy is high, bolstered by local employment and tourism demand. Investor metrics indicate reliable **rental yields** near 7-8% with moderate appreciation.
8.5%
Avg. ROI
7.8%
Rental Yield
6.2%
Cap Rate
$1250/mo
Avg. Cash Flow
$1450/mo
Avg. Rent
5.2%
1Y Appreciation
Frequently Asked Questions
Yes, Winchester benefits from tourism and proximity to Lexington, driving demand for short-term stays. Stable appreciation and low vacancy support profitability. Investors see average yields around 7-8%.
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