3,267

Jamestown, KY Homes

Section Image
  • /58

    $245,000

    • 5 Beds
    • 3.5 Baths
    • 3,640 Sq Ft

    70 Oaks Rd, Jamestown, KY 42629

    Wow, new price! Welcome to the big white house on Oaks Road! Are you ready to enjoy a quiet street with a creek running right in front of your house? Then this is the home for you! The possibilities are endless with a property like this. It could be a new home, business, restaurant, rental house, bed and breakfast, and more. The home boasts five good sized bedrooms with the potential of having

    Travis Hale Southern Nest Realty, LLC

    70 Oaks Rd, Jamestown, KY 42629
  • /2

    $360,000 Sold Nov 29, 2024

    • 1,256 Sq Ft
    • $287/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    419 Pumpkin Creek Rd, Jamestown, KY 42629

    Comp purposes only

    Crystal Gail Smith Keller Williams Bluegrass Realty

    419 Pumpkin Creek Rd, Jamestown, KY 42629
    • /55

      Est $305,739 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,464 Sq Ft

      4673 S Highway 379, Jamestown, KY 42629

      4673 S Highway 379, Jamestown, KY 42629
  • /12

    $12,500

    • Land
    • 0.5 Acre
    • $25,000 per Acre

    Lot 99 Captains Point, Jamestown, KY 42629

    Discover the perfect spot for your dream home or vacation home in the gated community of Captains Point, Jamestown, KY. This lot is nestled close to Lake Cumberland and conveniently located near Pleasant Hill boat ramp. The development also features a community pond and restrictions/HOA in place to protect your investment. For the boating enthusiasts, by water, you are closest to Jamestown and

    Morgan Harris Lake Cumberland Real Estate Professionals

    Lot 99 Captains Point, Jamestown, KY 42629
  • /2

    $200,000 Sold Sep 13, 2024

    • 900 Sq Ft
    • $222/SF
    • 2 Beds
    • 2 Baths

    145 State Park Rd Unit Q7, Jamestown, KY 42629

    Comp Sale

    Scotty Carter Lake Cumberland Real Estate Professionals

    145 State Park Rd Unit Q7, Jamestown, KY 42629
    • /30

      Est $293,643 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,510 Sq Ft

      229 K Lg Dr, Jamestown, KY 42629

      229 K Lg Dr, Jamestown, KY 42629
  • /28

    $24,900

    • Land
    • 0.35 Acre
    • $71,143 per Acre

    Lot 39 Captains Point, Jamestown, KY 42629

    Discover the perfect spot for your dream home or vacation home in the gated community of Captains Point, Jamestown, KY. This lot is nestled on Lake Cumberland with lake views at the Corp line and conveniently located near Pleasant Hill boat ramp. This development features a community pond and restrictions/HOA in place to protect your investment. By water, you are closest to Jamestown and State

    Morgan Harris Lake Cumberland Real Estate Professionals

    Lot 39 Captains Point, Jamestown, KY 42629
  • /17

    $80,000 Sold Jun 18, 2025

    • 500 Sq Ft
    • $160/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath

    0 Unit 25008827, Jamestown, KY 42629

    Take a look at The Cottage on Town Square. This profit producing property could be a residence or continue to be a short term rental. This beauty is just 3 miles from Jamestown Resort & Marina and several other great destinations. This property has been totally remodeled and is designed for a family of 4-5. The front master/living area boasts a king size bed along with comfortable L-shaped

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    0 Unit 25008827, Jamestown, KY 42629
    • /10

      Not Listed For Sale

      88 Edgewater Rd, Jamestown, KY 42629

      88 Edgewater Rd, Jamestown, KY 42629
  • /6

    $24,900

    • Land
    • 0.35 Acre
    • $71,143 per Acre

    Lot 40 Anchor Way, Jamestown, KY 42629

    Situated on the lake side of this quiet cul-de-sac, this is a charming, wooded, lake view setting of a lot ready for your home plans. No mobile homes, 1800 square feet minimum. Barndominiums possible with approval if they meet size and materials requirements. County water, and underground utilities. Only 2 miles to Pleasant Hill boat ramp for easy lake access. Get your home started now for

    Brad Bigelow CENTURY 21 Advantage Realty

    Lot 40 Anchor Way, Jamestown, KY 42629
  • /13

    $139,000 Sold Mar 25, 2025

    • 1,196 Sq Ft
    • $116/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2022

    90 Deer Trail Cir, Jamestown, KY 42629

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    90 Deer Trail Cir, Jamestown, KY 42629
    • /20

      Est $116,549 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,050 Sq Ft

      318 W Cumberland Ave, Jamestown, KY 42629

      318 W Cumberland Ave, Jamestown, KY 42629
  • /18

    $99,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    3331 Kentucky 1058, Jamestown, KY 42629

    Your Country Oasis Awaits! Discover the serenity of rural living with this lovely 3-bedroom, 1-bathroom home nestled on 1.5 acres of picturesque land. This property is perfect for those looking to settle into a spacious abode. Inside, you'll find three comfortable bedrooms and a sizable bathroom, alongside a large kitchen for all your culinary adventures. The living room is perfect for unwinding

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    3331 Kentucky 1058, Jamestown, KY 42629
    • /4

      Not Listed For Sale

      Lot 26 Twin Creeks Estates, Jamestown, KY 42629

      Lot 26 Twin Creeks Estates, Jamestown, KY 42629
  • /4

    $13,000

    • Land
    • 0.51 Acre
    • $25,490 per Acre

    Lot 42 Viewpointe Rd, Jamestown, KY 42629

    Lovely lake community near the Jamestown Resort & Marina. This is a wooded lot with plenty of elbow room... Super location for a vacation home or permanent residence. Community has a walkway to the lake. Affordable lot near launching ramps on Hwy. 92. Community has many nice homes already established. Don't wait...

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    Lot 42 Viewpointe Rd, Jamestown, KY 42629
    • /19

      Est $245,730 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,900 Sq Ft

      226 Fair Oaks Dr, Jamestown, KY 42629

      226 Fair Oaks Dr, Jamestown, KY 42629
  • /5

    $24,000

    • Land
    • 0.87 Acre
    • $27,586 per Acre

    Lot 116 Anchor Way, Jamestown, KY 42629

    Check out this great piece of land in one of the most desirable lake communities on Lake Cumberland. Captain's Point Subd. is located just 5 minutes to launching at Pleasant Hill. The community has an impressive entry and neighborhood pond with well maintained properties throughout. Make this your vacation home location or permanent residence. Enjoy abundant wildlife roaming the land ....

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    Lot 116 Anchor Way, Jamestown, KY 42629
    • /4

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,134 Sq Ft

      2210 E Highway 619, Jamestown, KY 42629

      2210 E Highway 619, Jamestown, KY 42629
  • /4

    $34,000

    • Land
    • 0.05 Acre
    • $680,000 per Acre

    52 Anchor Way, Jamestown, KY 42629

    Captain's Point lake community... here's your opportunity to buy a lake lot in a well located community on Lake Cumberland. Well priced and level to gently rolling land for your getaway or permanent home. City water, paved roads, electric and fiberoptics are all available. Pick your floor plan...get busy..you only live once! Many lovely homes in the community. Restrictions apply to protect your

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    52 Anchor Way, Jamestown, KY 42629
    • /4

      Not Listed For Sale

      379 Gaskin Ln, Jamestown, KY 42629

      379 Gaskin Ln, 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
    • /64

      Est $514,749 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,985 Sq Ft

      277 Blankenship Spur Rd, Jamestown, KY 42629

      277 Blankenship Spur Rd, Jamestown, KY 42629
  • /44

    $124,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    145 State Park Rd Unit K-3, Jamestown, KY 42629

    Condo can be listed on Airbnb/VRBO and rented short term! Take advantage of a great investment or lake retreat. Discover your perfect place at Apple Valley Resort on Lake Cumberland! Nestled within the serene State Park and conveniently close to State Dock Marina, this beautifully updated condo offers both tranquility and convenience. Step into a fresh, modern living space with all-new flooring

    Casey Weesner Weesner Properties, Inc.

    145 State Park Rd Unit K-3, Jamestown, KY 42629
    • /29

      Est $231,312 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,596 Sq Ft

      13 Golf Trail Rd, Jamestown, KY 42629

      13 Golf Trail Rd, Jamestown, KY 42629
  • /3

    $14,000

    • Land
    • 0.49 Acre
    • $28,571 per Acre

    Lot Captain's Point Subdivision, Jamestown, KY 42629

    Lot 80 of the Captain's Point Subdivision. Consist of 0.49 acres of land.

    Will Childers WTC Realty LLC

    Lot Captain's Point Subdivision, Jamestown, KY 42629
    • /32

      Est $574,025 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,406 Sq Ft

      1349 Harbor Springs Rd, Jamestown, KY 42629

      1349 Harbor Springs Rd, Jamestown, KY 42629
  • /3

    $19,000

    • Land
    • 1.2 Acres
    • $15,833 per Acre

    Lot Captain's Point Subdivision, Jamestown, KY 42629

    Lots 62 & 63 of the Captain's Point Subdivision. Consist of 1.2 acres.

    Will Childers WTC Realty LLC

    Lot Captain's Point Subdivision, Jamestown, KY 42629
    • /87

      Est $645,530 Not Listed For Sale

      • 6 Beds
      • 6 Baths
      • 4,044 Sq Ft

      253 Lancaster Dr, Jamestown, KY 42629

      253 Lancaster Dr, Jamestown, KY 42629
  • /3

    $16,000

    • Land
    • 0.61 Acre
    • $26,230 per Acre

    Lot Captain's Point Subdivision, Jamestown, KY 42629

    Lot 96 of the Captain's Point Subdivision. Consist of 0.61 acres.

    Will Childers WTC Realty LLC

    Lot Captain's Point Subdivision, Jamestown, KY 42629
    • /69

      Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,156 Sq Ft

      233 Lee Ann Dr, Jamestown, KY 42629

      233 Lee Ann Dr, Jamestown, KY 42629
  • /43

    $355,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    1745 Twin Creek Loop, Jamestown, KY 42629

    Live the dream on the lake. Custom built home with double lot overlooking beautiful Lake Cumberland. Craftsman's style ranch with bonus lofted area has abundant natural light, to enjoy the springtime blooms. A freestanding woodburning stove to bring a cozy factor in the winter, a pool, hot tub and 3 covered decks/patios to enjoy the outdoors in the summer and acres of mature woods to escape into

    Mike Campbell RE/MAX On Main, Inc

    1745 Twin Creek Loop, Jamestown, KY 42629
    • /17

      Not Listed For Sale

      394 Wooldridge Rd, Jamestown, KY 42629

      394 Wooldridge Rd, Jamestown, KY 42629
  • /7

    $85,000

    • Land
    • 0.36 Acre
    • $236,111 per Acre

    600 Kean Rd, Jamestown, KY 42629

    Lakeview lot in small prestigious lake community, The Bluff. Superbly located near the Jamestown Resort & Marina this community is highly sought after.Gorgeous custom built homes are thoughtfully placed throughout the community. The amenities include community pool and tennis courts. Make plans to build your forever home or vacation spot on the Lake. West side of Lake Cumberland...

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    600 Kean Rd, Jamestown, KY 42629
    • /83

      Est $297,843 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,990 Sq Ft

      144 Dogwood Dr, Jamestown, KY 42629

      144 Dogwood Dr, Jamestown, KY 42629
  • /35

    $199,900

    • 2 Beds
    • 2 Baths
    • 932 Sq Ft

    145 State Park Rd Unit Q6, Jamestown, KY 42629

    Looking to RETIRE or just want to get away? This incredible opportunity offers a TURN KEY/FULLY FURNISHED townhome inside the gated Apple Valley RESORT that sits within the Lake Cumberland State Park and only 5 miles to the nearest boat dock, 2 restaurants overlooking the water, Lure Lodge, Hiking Trails and more! This is an incredible Investment Opportunity for anyone interested in an AirBnB,

    Amanda Long KELLER WILLIAMS HEARTLAND

    145 State Park Rd Unit Q6, Jamestown, KY 42629
    • /18

      Est $172,765 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 768 Sq Ft

      78 Bell Rd, Jamestown, KY 42629

      78 Bell Rd, Jamestown, KY 42629
  • /3

    $52,000

    • Land
    • 0.47 Acre
    • $110,638 per Acre

    Tract 2 Andrews Ln, Jamestown, KY 42629

    This property in Jamestown, KY, is a rare gem, especially for those seeking peace and tranquility while being just under a half mile from the stunning Lake Cumberland. Nestled on a quiet road with only a handful of neighboring homes, it offers the perfect blend of privacy and convenience. Whether you're looking to build your dream home, a vacation retreat, or simply invest in a serene piece of

    Courtney Vance PCS Real Estate

    Tract 2 Andrews Ln, Jamestown, KY 42629
    • /3

      Not Listed For Sale

      Lot 7 Cherry Loop, Jamestown, KY 42629

      Lot 7 Cherry Loop, Jamestown, KY 42629
  • /5

    $150,000

    • Land
    • 2 Acres
    • $75,000 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
    • /37

      Est $266,481 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,356 Sq Ft

      185 Dylan Dr, Jamestown, KY 42629

      185 Dylan Dr, Jamestown, KY 42629

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