Winchester, KY Investor Insights

Real estate investment activity and market trends in Winchester, KY, Kentucky

586 active investors · 406 acquisitions (last 12 mo)

Data as of May 2026 · Updated monthly

Active Investors586ilast 12 mo
Avg Acquisition$179Kilast 12 mo
Rental Yield9.4%ifrom geo_stats
Acquisitions406ilast 12 mo
Value-Add+22%ipurchase vs value

Most Active Zip Codes in Winchester, KY

Zip codes with the most investor activity in Winchester, KY

Zip CodeInvestorsAvg PriceYield
40391586$179K9.4%

Recently Active Investors in Winchester, KY

Investors with purchases in the last 6 months

#iInvestoriPortfolioiPortfolio ValueiLast PurchaseiLast Addressi
1J-MAC HOMES LLCiLong termi90i$1.4Mi2025-02-07i549 Country Club Ct, Winchesteri
2MILLWOOD GATEWAY LLCiLong termi48i$2.4Mi2022-04-15i392 Millwood Ave, Winchesteri
3SUNNY MEHTA LLCiLong termi39i$4.3Mi2025-07-22i142 Underwood Ln, Winchesteri
4WWAR LLCiLong termi37i$1.1Mi2026-03-31i443 Jameson Way, Winchesteri
5JENNINGS INVESTMENTS LLCiLong termi34i$3.4Mi2025-12-19i123 Early Dr, Winchesteri

Investor Value Add

✓ Live Data

Avg Purchase

$179K

i

Avg Value

$219K

i
+22%ivalue appreciation

in Winchester, KY

Average Rents

✓ Live Data
1 Bedroom$1,486i
2 Bedroom$1,649i
3 Bedroom$2,155i

in Winchester, KY

Top Recent Sales in Winchester, KY

Transactions by active real estate investors

443 Jameson Way, Winchester

i

$220K

i
WWAR LLCiLong termi· 2026-03-31i

295 Metcalf Rd, Winchester

i

$389K

i
SECOND STORY HOMES LLCiLong termi· 2026-03-31i

603 S Stone St, Winchester

i

$149K

i
APEX REAL ESTATE SOLUTIONS LLCiLong termi· 2026-03-31i

713 Hunt St, Winchester

i

$215K

i
REDWOOD CONSTRUCTION LLCiLong termi· 2026-03-31i

20 E Hart St, Winchester

i

$279K

i
KEE PROPERTIES LLCiBlendedi· 2026-03-31i

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