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5 Bedroom Homes in Jamestown, KY
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3 bedsNew constructionWith a pool

5 Bedroom Homes in Jamestown, KY

5 Bedroom Homes in Jamestown, KY

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7 Listings
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5 Bedroom Homes in Jamestown, KY

7 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas
  1. 1360 State Highway 92 — photoPrice Reduced83Active

    $2,299,000

    5 bd · 6 ba · 10,076 sqft

    1360 State Highway 92, Jamestown, KY

    Matthew Cooper · Lake Cumberland Properties, Ltd. Co.

  2. 1655 Ky-92 — photoPrice Reduced63Active

    $559,800

    5 bd · 5 ba · 3,500 sqft

    1655 Ky-92, Jamestown, KY

    Darren Gossage · Weichert Realtors Ford Brothers, Inc.

  3. 33 Trey Drive — photo76Active

    $799,000

    5 bd · 6 ba · 3,600 sqft

    33 Trey Drive, Jamestown, KY

    Matthew Cooper · Lake Cumberland Properties, Ltd. Co.

  4. 143 Dylan Drive #105 — photo44Active

    $325,000

    5 bd · 3 ba · 2,750 sqft

    143 Dylan Drive #105, Jamestown, KY

    Bob Sophiea · eXp Realty, LLC

  5. 148 Sandy Trail — photoPrice Reduced62Active

    $524,900

    5 bd · — ba · 1,800 sqft

    148 Sandy Trail, Jamestown, KY

  6. 404 Lorel Dunbar Rd — photo29Active

    $399,000

    5 bd · 2 ba · 2,570 sqft

    404 Lorel Dunbar Rd, Jamestown, KY

    Vicki Sanders · Coldwell Banker Larry Rogers

  7. 905 Lily Creek Resort Road — photo72Active

    $695,000

    5 bd · 5 ba · 3,796 sqft

    905 Lily Creek Resort Road, Jamestown, KY

    Kimberly F Byrom · Lake Cumberland Properties, Ltd. Co.

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    Your local brokerage

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    Thomas O'Leary

    Realty.com

    Lic. #221881

    Call Thomas

    Jamestown, KY community profile

    Population
    1,919
    Median income
    $47,308
    Housing units
    1,068
    People per sq. mi.
    18.1
    Area
    106.3 sq. mi.

    Source: HJN community data

    Jamestown housing market

    August 2026 · This period is still settling

    Homes on the market · MLS, as of Aug 30, 2026

    Median list price
    $295,000
    Homes for sale
    61

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    1,300 sq. ft.