3,272

Jamestown, KY Homes

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  • /31

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft

    70 Twin Creek Loop, Jamestown, KY 42629

    Welcome to 70 Twin Creek Loop in Jamestown, KY. It's where rustic charm meets modern comfort in this beautifully maintained 3-bedroom, 2-bath log cabin offering 1,937 square feet of inviting living space. Perfectly positioned just minutes from Lake Cumberland, this home is an ideal getaway, full-time residence, or retirement retreat for those seeking peace, privacy, and natural beauty. Step

    Agent Photo

    Christa Joynt

    Keller Williams Commonwealth

    70 Twin Creek Loop, Jamestown, KY 42629
  • /33

    $280,000

    Sold Oct 28, 2025

    651 & 671 S Main St, Jamestown, KY 42629

    • 3 Beds
    • 2 Baths
    • 1,124 Sq Ft

    Last Sold Summary

    • 56% Above List Price
    • $249/SF
    • 83 Days On Market

    Current Estimated Value $170,711

    Last Listing Agent The Dream Team Real Estate Professionals - Dreama Bolin Lake Cumberland Real Estate Professionals

    651 & 671 S Main St, Jamestown, KY 42629
    • /8

      Not Listed For Sale

      0000 Golf Trail, Jamestown, KY 42629

      0000 Golf Trail, Jamestown, KY 42629

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Darren Gossage Weichert Realtors Ford Brothers, Inc.

  • /106

    $649,900

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,200 Sq Ft

    176 Wetland Dr, Jamestown, KY 42629

    Rare Cumberland River Farm Opportunity - 26 Private Acres! Welcome to your own slice of paradise in the breathtaking Cumberland River Valley! This exceptional one-owner property offers 26 acres of level, picturesque land with a setting that is truly second to none. Whether you're looking for a private retreat, working farm, hunting property, or forever home, this one has it all. The land features

    Ashly Smith Lake Cumberland Real Estate Professionals

    176 Wetland Dr, Jamestown, KY 42629
  • /2

    $16,000

    Sold Dec 01, 2025

    Lots 101 & 102 Captains Point, Jamestown, KY 42629

    • Land
    • 2 Acres
    • $8,000 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Darren Gossage Weichert Realtors Ford Brothers, Inc.

    Lots 101 & 102 Captains Point, Jamestown, KY 42629
    • /44

      Est $290,965

      Not Listed For Sale

      547 Lakeview Dr, Jamestown, KY 42629

      • 4 Beds
      • 2 Baths
      • 2,044 Sq Ft
      • Built 1997
      547 Lakeview Dr, Jamestown, KY 42629

      Last Sold Summary

      • 161 Days On Market

      Last Listing Agent Torsten Langguth Prosperity Real Estate

  • /44

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 3,226 Sq Ft

    1125 S Highway 2284, Jamestown, KY 42629

    Discover the perfect blend of country living and multi-generational convenience in the beautiful Lake Cumberland area! Situated on 17.62 acres m/l, this spacious 3-bedroom, 2.5-bath home offers an ideal setup for two families with separate entrances to both the main level and the fully finished basement. The lower level features its own kitchen, separate washer and dryer hookups, and private

    Simon Wilson Golden Rule - Wilson Real Estate and Auction #1, LLC

    1125 S Highway 2284, Jamestown, KY 42629
  • /68

    $154,000

    Sold Mar 20, 2026

    145 State Park Rd Unit S-4, Jamestown, KY 42629

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    Last Sold Summary

    • 17% Below List Price
    • $171/SF
    • 75 Days On Market

    Last Listing Agent Scotty Carter Lake Cumberland Real Estate Professionals

    145 State Park Rd Unit S-4, Jamestown, KY 42629
    • /35

      Not Listed For Sale

      263 Tall Timbers Dr, Jamestown, KY 42629

      • 3 Beds
      • 2 Baths
      • 1,242 Sq Ft
      • Built 2011
      263 Tall Timbers Dr, Jamestown, KY 42629

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Sherri West Lake Cumberland Real Estate Professionals

  • /29

    $70,000

    $9K PRICE DROP
    • Land
    • 1.73 Acres
    • $40,462 per Acre

    Lot 16 Twin Creeks Loop, Jamestown, KY 42629

    Ever dreamed of owning a true slice of paradise where the world simply disappears? This isn't just another building lot; it's the largest and most prestigious homesite in the subdivision, designed for those who value absolute peace and quiet. Nestled behind a natural screen of majestic, mature trees, the build site offers total seclusion and "room to roam." But the true magic happens when you

    Torsten Langguth Prosperity Real Estate

    Lot 16 Twin Creeks Loop, Jamestown, KY 42629
  • /13

    $12,500

    Sold Dec 29, 2025

    1112 Golf Trail, Jamestown, KY 42629

    • Land
    • 41,382 Sq Ft
    • $13,158 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 27 Days On Market

    Last Listing Agent Kim Arehart Weichert Realtors Ford Brothers, Inc.

    1112 Golf Trail, Jamestown, KY 42629
    • /42

      Est $387,887

      Not Listed For Sale

      123 Old Clear Springs Rd, Jamestown, KY 42629

      • 5 Beds
      • 4.5 Baths
      • 3,110 Sq Ft
      • Built 1976
      123 Old Clear Springs Rd, Jamestown, KY 42629

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent GaVon Antle Golden Rule - Wilson Real Estate & Auction #2 LLC

  • /2

    $39,000

    • Land
    • 38,768 Sq Ft
    • $43,820 per Acre

    10 Marina Pointe Ct, Jamestown, KY 42629

    .89 Acre Corner Lot - Marina Pointe Ct., Jamestown, KY Build near Lake Cumberland in the desirable Harbor Springs community! This .89-acre wooded lot is located on the corner of Marina Pointe Ct. and Harbor Springs Road, offering a larger homesite with convenient access and plenty of potential. Currently uncleared, the property features mature trees and a natural, private setting, with the

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    10 Marina Pointe Ct, Jamestown, KY 42629
  • /126

    $750,000

    Sold Apr 17, 2026

    464 Lakeview Dr, Jamestown, KY 42629

    • 3 Beds
    • 3 Baths
    • 2,863 Sq Ft
    • Built 2005

    Last Sold Summary

    • 12% Below List Price
    • $262/SF
    • 67 Days On Market

    Current Estimated Value $853,753

    Last Listing Agent Torsten Langguth Prosperity Real Estate

    464 Lakeview Dr, Jamestown, KY 42629
    • /39

      Est $358,539

      Not Listed For Sale

      280 E Cumberland Ave, Jamestown, KY 42629

      • 3 Beds
      • 3 Baths
      • 3,030 Sq Ft
      • Built 2005
      280 E Cumberland Ave, Jamestown, KY 42629

      Last Sold Summary

      • 226 Days On Market

      Last Listing Agent Vicki Hines Keller Williams Bluegrass Realty - Lake Cumberland

  • /41

    $380,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,276 Sq Ft

    381 Pumpkin Creek Rd, Jamestown, KY 42629

    Lot#13 1.481 Acres +/- Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals

    Tina Clay CENTURY 21 Advantage Realty

    381 Pumpkin Creek Rd, Jamestown, KY 42629
  • /67

    $365,000

    Sold Apr 24, 2026

    141 Cherokee Springs Ct, Jamestown, KY 42629

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 2011

    Last Sold Summary

    • 9% Below List Price
    • $140/SF
    • 161 Days On Market

    Current Estimated Value $406,973

    Last Listing Agent Charlotte Ikerd Key Players Real Estate

    141 Cherokee Springs Ct, Jamestown, KY 42629
    • /68

      Est $293,786

      Not Listed For Sale

      1363 Harbor Springs Rd, Jamestown, KY 42629

      • 2 Beds
      • 1.5 Baths
      • 1,280 Sq Ft
      1363 Harbor Springs Rd, Jamestown, KY 42629

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  • /4

    $45,500

    • Land
    • 1 Acre
    • $45,500 per Acre

    22 & 23 Cherry Loop, Jamestown, KY 42629

    Your Bardominum building site near Lake Cumberland. Gorgeous level to gently rolling 1acre of land just minutes from Jamestown Resort & Marina. Moderate restrictions..NO HOA. Paved roads, city water, electric and fiberoptic for fast internet.... Near several launching ramps. Two lots... 22 & 23 in Cherry Hill. Call for details.

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    22 & 23 Cherry Loop, Jamestown, KY 42629
  • /110

    $225,000

    Sold Jun 08, 2026

    198 W Cumberland Ave, Jamestown, KY 42629

    • 5 Beds
    • 3 Baths
    • 2,068 Sq Ft
    • Built 2006

    Last Sold Summary

    • 15% Below List Price
    • $109/SF
    • 313 Days On Market

    Current Estimated Value $226,444

    Last Listing Agent Torsten Langguth Prosperity Real Estate

    198 W Cumberland Ave, Jamestown, KY 42629
    • /70

      Est $306,338

      Not Listed For Sale

      1321 Blankenship Rd, Jamestown, KY 42629

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      1321 Blankenship Rd, Jamestown, KY 42629

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  • /2

    $39,000

    • Land
    • 19,166 Sq Ft
    • $88,636 per Acre

    7 Marina Pointe Ct, Jamestown, KY 42629

    Marina Pointe Ct. - Jamestown, KY Build your Lake Cumberland getaway in one of Jamestown's most desirable lake-area locations! Located in the gated community of Marina Pointe, within the Harbor Springs community, this wooded lot offers privacy, potential seasonal water views, and an excellent location just minutes from Jamestown Marina. Marina Pointe is a small, tucked-away neighborhood

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    7 Marina Pointe Ct, Jamestown, KY 42629
  • /77

    $515,000

    Sold Jun 30, 2026

    893 Lilly Creek Ln, Jamestown, KY 42629

    • 5 Beds
    • 4 Baths
    • 3,324 Sq Ft
    • Built 1988

    Last Sold Summary

    • 19% Below List Price
    • $155/SF
    • 14 Days On Market

    Current Estimated Value $520,895

    Last Listing Agent Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    893 Lilly Creek Ln, Jamestown, KY 42629
    • /14

      Est $269,455

      Not Listed For Sale

      416 Golf Trail Rd, Jamestown, KY 42629

      • 3 Beds
      • 2 Baths
      • 2,240 Sq Ft
      • Built 2000
      416 Golf Trail Rd, Jamestown, KY 42629

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Lisa Coffey Weichert Realtors Ford Brothers, Inc.

  • /56

    $325,000

    $10K PRICE DROP
    • 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
  • /68

    $270,000

    Sold Sep 19, 2025

    216 Tall Timbers Dr, Jamestown, KY 42629

    • 3 Beds
    • 2.5 Baths
    • 1,659 Sq Ft
    • Built 1996

    Last Sold Summary

    • 23% Below List Price
    • $163/SF
    • 58 Days On Market

    Current Estimated Value $329,235

    Last Listing Agent Debbie Loy Wilson Lake Cumberland Properties, Ltd. Co.

    216 Tall Timbers Dr, Jamestown, KY 42629
    • /46

      Est $250,618

      Not Listed For Sale

      356 W Cumberland Ave, Jamestown, KY 42629

      • 3 Beds
      • 2.5 Baths
      • 1,708 Sq Ft
      356 W Cumberland Ave, Jamestown, KY 42629

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  • /37

    $380,000

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

    345 Pumpkin Creek Rd, Jamestown, KY 42629

    Lot#12 1.746 Acres +/- Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals

    Tina Clay CENTURY 21 Advantage Realty

    345 Pumpkin Creek Rd, Jamestown, KY 42629
  • /31

    $130,000

    Sold Sep 30, 2025

    289 E Cumberland Ave, Jamestown, KY 42629

    • 4 Beds
    • 1 Bath
    • 1,428 Sq Ft

    Last Sold Summary

    • 23% Below List Price
    • $91/SF
    • 89 Days On Market

    Current Estimated Value $164,472

    Last Listing Agent Debbie Loy Wilson Lake Cumberland Properties, Ltd. Co.

    289 E Cumberland Ave, Jamestown, KY 42629
    • /78

      Est $316,600

      Not Listed For Sale

      258 K L G Dr, Jamestown, KY 42629

      • 3 Beds
      • 2.5 Baths
      • 1,719 Sq Ft
      • Built 2005
      258 K L G Dr, Jamestown, KY 42629

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Lula Jean Burton RE/MAX LakeTime Realty

  • /2

    $28,000

    • Land
    • 0 Sq Ft

    49 Anchor Way, Jamestown, KY 42629

    Bring your house plans to Captains Point in Lake Cumberland! This half acre lot is situated in a gated community across the road from the lakeside and is the perfect spot to build your dream home! No mobile homes, 1800 square feet minimum of a single level floor plan home or 2400 minimum on a 2 story. County water, and underground utilities. Only 2 miles to Pleasant Hill boat ramp for easy lake

    Michele O'Brien Huff Realty - Ft. Mitchell

    49 Anchor Way, Jamestown, KY 42629
  • /40

    $235,000

    Sold Apr 01, 2026

    1131 Scotts Chapel Rd, Jamestown, KY 42629

    • 2 Beds
    • 1 Bath
    • 1,451 Sq Ft
    • Built 1980

    Last Sold Summary

    • $162/SF
    • 10 Days On Market

    Last Listing Agent Brooke Bunch Southern Nest Realty, LLC

    1131 Scotts Chapel Rd, Jamestown, KY 42629
    • /47

      Est $306,378

      Not Listed For Sale

      4932 S Highway 379, Jamestown, KY 42629

      • 4 Beds
      • 3 Baths
      • 2,300 Sq Ft
      • Built 1935
      4932 S Highway 379, Jamestown, KY 42629

      Last Sold Summary

      • 91 Days On Market

      Last Listing Agent Brooke Cooper CENTURY 21 Advantage Realty

  • /5

    $120,000

    $30K PRICE DROP
    • Land
    • 2 Acres
    • $60,000 per Acre

    Tract 4-5 Clayton Rd, Jamestown, KY 42629

    2-acre unrestricted lot in the heart of Jamestown with city water and sewer access! This level lot offers privacy yet walking distance to shopping, restaurants, the library and city park. Here's your opportunity knocking. Great location for a residential home or big enough for apartments.

    Shelly Stoyell PCS Real Estate

    Tract 4-5 Clayton Rd, Jamestown, KY 42629
  • /99

    $450,000

    Sold Jul 03, 2026

    169 Onyx Ridge Rd, Jamestown, KY 42629

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 2023

    Last Sold Summary

    • 25% Below List Price
    • $346/SF
    • 273 Days On Market

    Last Listing Agent Shelly Stoyell PCS Real Estate

    169 Onyx Ridge Rd, Jamestown, KY 42629
    • /39

      Est $216,039

      Not Listed For Sale

      803 Melson Ridge Rd, Jamestown, KY 42629

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      803 Melson Ridge Rd, Jamestown, KY 42629

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Gina Hill Keller Williams Bluegrass Realty - Lake Cumberland

  • /32

    $320,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft

    85 Campbells Ferry Ln, Jamestown, KY 42629

    Barbara McWhorter The Realty Firm - Byrdstown

    85 Campbells Ferry Ln, Jamestown, KY 42629
  • /28

    $129,000

    Sold Sep 24, 2025

    145 State Park Rd Unit L4, Jamestown, KY 42629

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    Last Sold Summary

    • 4% Below List Price
    • $143/SF
    • 76 Days On Market

    Last Listing Agent Darren Gossage Weichert Realtors Ford Brothers, Inc.

    145 State Park Rd Unit L4, Jamestown, KY 42629
    • /92

      Est $659,171

      Not Listed For Sale

      230 Five Points Dr, Russell Springs, KY 42642

      • 5 Beds
      • 4.5 Baths
      • 4,565 Sq Ft
      • Built 2007
      230 Five Points Dr, Russell Springs, KY 42642

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Kaye Hudson CENTURY 21 Advantage Realty

  • /2

    $89,000

    $6K PRICE DROP
    • Land
    • 33,541 Sq Ft
    • $115,584 per Acre

    207 Cherry Loop, Jamestown, KY 42629

    Beautiful Lake Lot with Seasonal Lake Cumberland Views - Ideal Building Opportunity! Take a look at this prime .77 acre lot located in the gorgeous Cherry Hill subdivision, offering seasonal views of Lake Cumberland and the perfect setting for your future home or weekend retreat. With a gently rolling landscape, this property provides multiple options for building while still capturing glimpses

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    207 Cherry Loop, Jamestown, KY 42629

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$237,000
Median Single Family Sale Price
$280,000
Median Townhouse Sale Price
$335,000
Median 2 Bedroom Sale Price
$115,000
Average Price Per Sq Ft
$176
Number of Homes for Sale
35
Last 12 months Home Sales
36
Months of Supply
11.70
Median List Price
$295,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-5%
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