10

Jamestown, KY Homes for Sale under $400,000

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  • /46

    $365,000

    • 3 Beds
    • 2.5 Baths
    • 1,350 Sq Ft

    495 Pumpkin Creek Cir, Jamestown, KY 42629

    Barbara McWhorter The Realty Firm - Byrdstown

    495 Pumpkin Creek Cir, Jamestown, KY 42629
  • /76

    $349,999

    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    139 Payton Ln, Jamestown, KY 42629

    Claim your own piece of paradise down a quiet gravel lane in Russell County, Kentucky. Privacy and seclusion is yours in this quaint lake cottage, nestled in dense woods high above the convergence of Wolf Creek, Lily Creek and Caney Creek on Lake Cumberland. This home has been gently loved for decades by the current owners. The roof of the house was replaced in summer, 2025. The detached two-car

    Charlotte Ikerd Key Players Real Estate

    139 Payton Ln, Jamestown, KY 42629
  • /57

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft

    186 Lily Creek Resort Rd, Jamestown, KY 42629

    If you've been searching for a truly one-of-a-kind home in the Lake Cumberland area, this is it. Completed at the end of 2024, this custom-built property still feels brand new. Lightly lived in and meticulously maintained, offering that sought-after new construction look, feel, and even smell. Situated in the desirable Lily Creek Resort community in Jamestown, Kentucky, this property also

    Matthew Fouch Keller Williams Commonwealth - Somerset

    186 Lily Creek Resort Rd, Jamestown, KY 42629
  • /67

    $368,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    141 Cherokee Springs Ct, Jamestown, KY 42629

    Earn instant equity with this beautiful home, priced well-below appraised value! Comparable to a new-build in many ways, this immaculate, custom-built house is one of the best choices on the market! And lake lovers will appreciate the location—only two minutes from Lake Cumberland's Pleasant Hill Boat Ramp. This beautifully maintained 4-bed, 2.5-bath home has recent updates including stunning

    Charlotte Ikerd Key Players Real Estate

    141 Cherokee Springs Ct, Jamestown, KY 42629
  • /70

    $329,000

    • 5 Beds
    • 2 Baths
    • 2,340 Sq Ft

    65 Wooldridge Rd, Jamestown, KY 42629

    Discover this absolute stunning 5-bedroom, 2-bath home, offering endless possibilities as a short-term rental or primary residence. Located just 5 miles from the breathtaking Lake Cumberland and conveniently close to town, this spacious 2,500 sq ft property blends original charm with modern upgrades. The owners mastered the task of transforming a vintage structure (formerly a church) into a

    Jill Johnson Eagle Realty & Development LLC

    65 Wooldridge Rd, Jamestown, KY 42629
  • /63

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft

    554 N Main St, Jamestown, KY 42629

    A staple in Jamestown since the 1930s, this offers exceptional curb appeal and a fantastic location. It features an inviting covered front and side porch, providing a welcoming entry. Inside, you'll find original hardwood floors, a clawfoot tub, and exquisite woodworking that highlight the home's historical charm. Over the years, tasteful updates have been made, preserving the unique character of

    Shelly Stoyell PCS Real Estate

    554 N Main St, Jamestown, KY 42629
  • /64

    $380,000

    • 4 Beds
    • 4 Baths
    • 2,100 Sq Ft

    370 Wesley Cir, Jamestown, KY 42629

    Experience effortless lake living in this fully furnished, turn-key 4-bedroom, 4-bath lake house ideally located just minutes from the marina and two public launching ramps. Designed for comfort and convenience, the home features two spacious primary suites, making it perfect for hosting family, friends, or guests. The living room showcases a vaulted ceiling and fireplace, creating a warm,

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    370 Wesley Cir, Jamestown, KY 42629
  • /47

    $399,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,256 Sq Ft

    255 Pumpkin Creek Cir, Jamestown, KY 42629

    If the lake life is your vibe, then here is where you need to be. This cabin sits on 2 acres with open concept Kitchen and living, laundry, master suite with full bath and another half bath on main level with 2 bedrooms and another full bath on second floor. A full unfinished basement stubbed for bathroom and walls has walk out to the back of the home and finished out would make a great

    Tina Clay CENTURY 21 Advantage Realty

    255 Pumpkin Creek Cir, Jamestown, KY 42629
  • /54

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    1055 Kentucky 92, Jamestown, KY 42629

    Turnkey Lake Home on 1.3 Unrestricted Acres - Minutes to Jamestown Marina Fully updated and move-in ready, this lake-area home offers the perfect blend of convenience, privacy, and rental potential. Located on the way to Jamestown Marina, the 1.3 unrestricted acres provide plenty of space for entertaining, parking boats or RVs, and future expansion. The property features a detached two-car

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    1055 Kentucky 92, Jamestown, KY 42629
  • /60

    $339,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    335 Sonny Aaron Dr Unit 335, Jamestown, KY 42629

    Come Home To Sonny's Landing!!! New Construction Home situated on a nice large lot just minutes from Lake Cumberland. This home has it all!!! Call Today For More Info!!!

    Josh McKinley Mckinley Real Estate Group

    335 Sonny Aaron Dr Unit 335, Jamestown, KY 42629

Home Trends in Jamestown, KY

Housing Trends

Median Sale Price
$269,500
Median Single Family Sale Price
$269,000
Median Townhouse Sale Price
$472,000
Average Price Per Sq Ft
$169
Number of Homes for Sale
27
Last 12 months Home Sales
34
Months of Supply
9.50
Median List Price
$285,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
29%
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