16

Jamestown, KY Homes for Sale with Pool

Section Image
  • /97

    $699,000

    • 5 Beds
    • 4 Baths
    • 2,624 Sq Ft

    2295 Kentucky 92, Jamestown, KY 42629

    Magazine-worthy estate near Lake Cumberland! This stunning 5BR/4BA home on 9+ unrestricted acres offers 2,600 sq ft of style and space. Features include rich wood trim, granite counters, a grand staircase, a fireplace, 2 kitchens, and 2 laundry areas. Natural light floods the home through abundant windows. A long blacktop drive leads to this showstopper with a spacious front porch, side deck,

    Jill Johnson Eagle Realty & Development LLC

    2295 Kentucky 92, Jamestown, KY 42629
  • /72

    $695,000

    • 5 Beds
    • 4.5 Baths
    • 3,796 Sq Ft

    905 Lily Creek Resort Rd, Jamestown, KY 42629

    Panoramic year round lake views from three levels..Lily Creek Resort's best view..fabulous lake community. Impressive custom built brick home with well appointed windows showcasing the lake from every window on the back side.You enter into a two story foyer with hard wood floors that flow into the living/dining/den/kitchen areas.The primary suite is large and on the main level with it's own

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    905 Lily Creek Resort Rd, Jamestown, KY 42629
  • /124

    $975,000

    • 5 Beds
    • 6 Baths
    • 9,781 Sq Ft

    444 Sparks Ave, Jamestown, KY 42629

    Extraordinary Country Estate Near Lake Cumberland- 5 BR Custom Home on 15.47 Acres with in-ground pool and basketball court! Welcome to your dream retreat in the quaint town of Jamestown,KY, just 4 miles from the shores of Lake Cumberland-one of the largest and most scenic lakes in the southeastern US. This impressive custom-built estate offers a rare combination of space, privacy and luxury,

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    444 Sparks Ave, Jamestown, KY 42629
  • /98

    $495,000

    • 5 Beds
    • 3.5 Baths
    • 6,048 Sq Ft

    223 Lakeview Dr, Jamestown, KY 42629

    Welcome to refined living in the highly sought-after Lily Creek Resort in Jamestown. This exceptional brick and vinyl residence offers an impressive blend of space, comfort, and thoughtful design—perfect for those who appreciate both elegance and functionality. With over 6,000 square feet of finished living space, this meticulously maintained home is designed for both everyday living and

    Elaine Rowlett Southern Nest Realty, LLC

    223 Lakeview Dr, Jamestown, KY 42629
  • /83

    $674,500

    $21K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,687 Sq Ft

    371 Lakeview Dr, Jamestown, KY 42629

    Welcome to this impressive, custom-built two-story brick estate, gracefully positioned in the highly sought-after Lily Creek Resort Subdivision, where refined living meets Lake Cumberland convenience. Immaculately maintained and privately tucked away toward the rear of the neighborhood, this home offers a rare blend of seclusion, sophistication, and accessibility, just minutes from Jamestown

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    371 Lakeview Dr, Jamestown, KY 42629
  • /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
  • /41

    $154,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    145 State Park Rd Unit Q5, Jamestown, KY 42629

    Discover your perfect retreat in this beautifully appointed 2 bed 2 bath condo ideally situated near stunning Lake Cumberland in Jamestown Kentucky. This property offers a unique blend of comfort, convenience , and natural beauty, making it the perfect home or getaway for outdoor enthusiasts and nature lovers alike. Spacious living area, modern kitchen, outdoor living, proximity to recreation,

    Scotty Carter Lake Cumberland Real Estate Professionals

    145 State Park Rd Unit Q5, Jamestown, KY 42629
  • /56

    $210,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    145 State Park Rd Unit B5, Jamestown, KY 42629

    This beautifully updated 2 bed 2 bath condo offers easy living just minutes from the shores of Lake Cumberland. Features a fresh, modern interior including flooring, fixtures and finishes throughout. An open concept living and dining areas are perfect for entertaining or just relaxing after a day at the lake. Located in a peaceful, desirable neighborhood that can be used as a full time residence

    Scotty Carter Lake Cumberland Real Estate Professionals

    145 State Park Rd Unit B5, Jamestown, KY 42629
  • /36

    $239,000

    • 4 Beds
    • 2 Baths
    • 1,390 Sq Ft

    529 Dabney Dr, Jamestown, KY 42629

    Welcome to 529 Dabney Dr — an updated move-in ready home offering the perfect blend of comfort, style, and convenience just minutes from Lake Cumberland and close to town. With approximately 1,390 square feet, this 4-bedroom, 2-bath home sits on a spacious 0.50-acre lot and is packed with features buyers are searching for. Step inside to an inviting open-concept layout centered around a stunning

    Matthew Cooper Lake Cumberland Properties, Ltd. Co.

    529 Dabney Dr, Jamestown, KY 42629
  • /33

    $137,000

    $13K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 900 Sq Ft

    145 State Park Rd Unit R2, Jamestown, KY 42629

    Discover your Lake getaway ! Tucked in a wooded setting just minutes from breathtaking Lake Cumberland, this open concept 1 bed 2 bath condo is the perfect blend of comfort and convenience. This layout includes a versatile bonus room, ideal for office, guest, or hobby room. Enjoy the nature with parks, trails and a community pool as well as others!! Come see why life is better by the LAKE!!

    Scotty Carter Lake Cumberland Real Estate Professionals

    145 State Park Rd Unit R2, Jamestown, KY 42629
  • /58

    $119,900

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    145 State Park Rd Unit I6, Jamestown, KY 42629

    Enjoy easy lake living in this 2 bedroom, 2 bath condo located in Apple Valley Resort. Just minutes from State Dock and Wolf Creek Dam, this property is ideal for weekend getaways. Residents enjoy a variety of amenities including a clubhouse, picnic shelter, playground, onsite laundry facility, tennis courts, basketball court, and swimming pool, everything you need to relax and enjoy the lake

    Sallye Broyles RE/MAX LakeTime Realty

    145 State Park Rd Unit I6, Jamestown, KY 42629
  • /21

    $113,900

    $1K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 900 Sq Ft

    145 State Park Rd Unit S-6, Jamestown, KY 42629

    Welcome to Unit S6 in the gated community of Apple Valley at Lake Cumberland—perfect as a weekend getaway or short-term rental opportunity. The main level has been recently updated with newer durable vinyl plank flooring, along with a refreshed kitchen featuring new cabinetry, countertops, backsplash, and fixtures. The main floor also offers an updated full bathroom with a new vanity, fixtures,

    Sarah Heck KELLER WILLIAMS HEARTLAND

    145 State Park Rd Unit S-6, Jamestown, KY 42629
  • /35

    $189,500

    $36K PRICE DROP
    • 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
  • /20

    $139,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    145 State Park Rd Unit B3, Jamestown, KY 42629

    Looking for that Airbnb, Vrbo vacation rental - Investors look at this one. Welcome to Apple Valley Resort - nestled within the prestigious Lake Cumberland State Resort Park. Here lies a truly rare gem - a 2 bedroom/2 bath unit with the added bonus of an oversized Boat shed (#44 paid until March 2029), offering the perfect haven for both relaxation and recreation. Step into our gated community

    Donna Gregorich CENTURY 21 Advantage Realty

    145 State Park Rd Unit B3, Jamestown, KY 42629
  • /24

    $189,500

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 932 Sq Ft

    145 State Park Rd Unit Q7, 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 Q7, Jamestown, KY 42629
  • /42

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    56 Lily Creek Ct, Jamestown, KY 42629

    Located in the highly sought-after Lily Creek Resort, this 3 bedroom, 2 bath home offers the ideal blend of lake convenience, community amenities, and comfortable living. Situated just off Hwy 92 and approximately 4 miles from Jamestown Resort & Marina, this property places you right in the heart of Lake Cumberland recreation while still offering a peaceful, established neighborhood setting. Lily

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    56 Lily Creek Ct, Jamestown, KY 42629

Home Trends in Jamestown, KY

Housing Trends

Median Sale Price
$269,000
Median Single Family Sale Price
$275,000
Median Townhouse Sale Price
$325,000
Average Price Per Sq Ft
$184
Number of Homes for Sale
34
Last 12 months Home Sales
39
Months of Supply
10.50
Median List Price
$295,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
31%
How to Buy a Home How to Finance a Home How to Sell a Home