27

Jamestown, KY Homes for Sale with Garage

Section Image
  • /86

    $390,000

    • 3 Beds
    • 3.5 Baths
    • 2,657 Sq Ft

    120 Cole Rd, Jamestown, KY 42629

    Motivated Sellers! Nestled on nearly 2 private acres, this beautifully updated 3-bedroom, 3.5-bath home offers modern comfort just moments from the lake. Enjoy seasonal lake views from the expansive wraparound porch and large back deck, ideal for relaxing or entertaining year-round or enjoying nature. The interior boasts hardwood floors, a stunning modern kitchen with premium finishes, and

    Kristin Whitson My Lake Cumberland Realty Group

    120 Cole Rd, Jamestown, KY 42629
  • /75

    $349,999

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

    139 Payton Ln, Jamestown, KY 42629

    Claim your own piece of paradise in this beautifully maintained home with huge picture windows offering breathtaking views of Lake Cumberland, ranked top ten best lakes in the USA by USA Today and covering 60,000 acres of water and 1,225 miles of shoreline! As boats cruise by in the distance, the dense woods at the top of the hill between Wolf Creek and Caney Creek offer privacy, seclusion and a

    Charlotte Ikerd Key Players Real Estate

    139 Payton Ln, Jamestown, KY 42629
  • /24

    $649,000

    • 3 Beds
    • 1 Bath
    • 1,148 Sq Ft

    2794 Highway 1058, Jamestown, KY 42629

    Discover the perfect blend of rural charm and outdoor adventure with this older 3-bedroom, 1-bath brick home set on a sprawling 115-acre farm. Whether you're looking for a peaceful place to live, a working piece of land, or a hunter's getaway, this property offers it all. The home has solid bones and classic character, ready for your personal touch or a full renovation. With plenty of natural

    Benjamin Karnes Patriot Realty - Auction LLC

    2794 Highway 1058, Jamestown, KY 42629
  • /126

    $849,000

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

    464 Lakeview Dr, Jamestown, KY 42629

    Discover the epitome of lakeside sophistication at this exquisite residence located within the coveted Lily Creek Resort. Nestled within a private, wooded landscape that offers scenic seasonal views of Lake Cumberland, this home has been reimagined with meticulous attention to detail to offer a turnkey luxury experience. Upon entry, the residence impresses with soaring high ceilings and a

    Torsten Langguth Prosperity Real Estate

    464 Lakeview Dr, 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
  • /80

    $635,000

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

    893 Lilly Creek Ln, Jamestown, KY 42629

    Experience luxury lake living at its finest in this beautifully furnished, upscale lake house on stunning Lake Cumberland in South Central KY. Situated just across the lane from the shoreline, this home offers a serene lake setting combined with high-end comfort and style. Thoughtfully furnished with quality décor, this retreat is completely turnkey... ready for relaxing weekends, memorable

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    893 Lilly Creek Ln, Jamestown, KY 42629
  • /33

    $259,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    612 Little Indian Dr, Jamestown, KY 42629

    Looking for the perfect little getaway near Wolf Creek Dam? This cozy home is located in a friendly community just 1/2 mile from the Cumberland River ramp and a little over a mile from Kendall Campground and the Lake Cumberland boat ramp at Halcomb's Landing! ? Property Details: 1,200 sq ft home, 2 bedrooms (1 with closet, 1 without) / 1 bath, Open-concept living room & kitchen, and Laundry room.

    Barbara McWhorter The Realty Firm - Byrdstown

    612 Little Indian Dr, Jamestown, KY 42629
  • /24

    $159,900

    • 2 Beds
    • 1.5 Baths

    807 W Cumberland Ave, Jamestown, KY 42629

    Come home to Jamestown with this modest brick home a short walk from the square and shopping. This home features lots of updates as well as a nice big garage all situated on a spacious 0.59 Ac. lot. Call Today For Your Showing!!!

    Josh McKinley Mckinley Real Estate Group

    807 W Cumberland Ave, 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
  • /63

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,992 Sq Ft

    167 Dylan Dr, Jamestown, KY 42629

    2 Bedrooms PLUS an additional flex/guest bedroom...2 full bathrooms Upscale custom, stylish lake retreat in Lily Creek Resort, just a short distance to everything Lake Cumberland has to offer- boat launches, marina and endless boating fun. This flexible 2-3 bedroom home lets you decide how to use the space. Two bedrooms, two bathrooms plus a guest room that could be an office. This is your chance

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    167 Dylan Dr, Jamestown, KY 42629
  • /62

    $260,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    7384 N Highway 55, Jamestown, KY 42629

    As you pull in the driveway, the setting of this home is beautiful. This is a well kept home with 3 bedrooms/2 baths and attached 2 car garage (garage door opener) sitting on 2.65 acres +/-. There are also additional carports that will accommodate up to 11 vehicles and a small shed to keep your things out of the weather. Also, a nice 24 x 48 pole barn/shop with concrete floor and electric (220).

    Kathy Nissley Southern Nest Realty, LLC

    7384 N Highway 55, Jamestown, KY 42629
  • /67

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft

    190 Vine Dr, Jamestown, KY 42629

    This 3 Bedroom/2 Bath with rustic look is located in Leveridge Subdivision off of Boat Dock Rd. on the way to Lake Cumberland. The basement is partially finished with an epoxy poured floor and living space. Built in 2000 this house has many improvements such as new gutters, new heat pump with eco remote, tinted windows, new storm doors, Samsung refrigerator, sealed driveway, outdoor fire pit and

    Albert Hockensmith Lake And Land Realty Inc

    190 Vine Dr, Jamestown, KY 42629
  • /88

    $649,900

    • 5 Beds
    • 3.5 Baths
    • 6,040 Sq Ft

    111 Leveridge Ct, Jamestown, KY 42629

    Discover timeless craftsmanship & exceptional space in this 5 bedroom, 3.5 bathroom home overing over 6540 sq. ft of living space (per PVA) including a partially finished basement. Perfectly situated just minutes from Lake Cumberland, this property blends elegance, comfort and opportunity. The craftsmanship-style kitchen impressed with charm and functionality, complemented by a dedicated prep

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    111 Leveridge Ct, Jamestown, KY 42629
  • /118

    $699,000

    • 6 Beds
    • 5 Baths
    • 5,235 Sq Ft

    135 Laurel Rd, Jamestown, KY 42629

    Discover one of Jamestown's hidden gems with this spacious custom-built lake home, designed for comfort, style, and plenty of room to gather. Offering over 5,000 square feet of finished living space, this property sits elevated on a quiet cove with peaceful water views and a private setting. It's the perfect choice for a large family, a year-round residence, or a vacation retreat. The main level

    Torsten Langguth Prosperity Real Estate

    135 Laurel Rd, Jamestown, KY 42629
  • /35

    $380,000

    • 4 Beds
    • 3 Baths
    • 2,080 Sq Ft

    25 Harbor Springs Cir, Jamestown, KY 42629

    Discover lakeside living at its finest with this beautifully refurbished home on Lake Cumberland! Located just minutes from Jamestown Marina and directly across the water from State Dock. This 4-bedroom, 3-bathroom home offers 2,080+/- sq. ft. of well-appointed living space. The walkout basement includes a bonus room currently utilized as a double bunk room, providing ample space for guests. This

    Austyn Cheatham Real Broker, LLC

    25 Harbor Springs Cir, Jamestown, KY 42629
  • /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
  • /89

    $675,000

    • 2 Beds
    • 4 Baths
    • 1,296 Sq Ft

    368 Jobi Falls Trail, Jamestown, KY 42629

    "One-of-Kind" ... Doesn't Even Begin to Cover It - 25 Beautiful Unrestricted Acres with a barndominium featuring MEGA garages! Welcome to a country causal estate where functionality meets freedom and where every square foot offers opportunity. The pristine grounds offer a combination of pastures, woods, and water features - a dream come true for creators, collectors, entrepreneurs, and outdoor

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    368 Jobi Falls Trail, Jamestown, KY 42629
  • /99

    $485,000

    • 3 Beds
    • 4.5 Baths
    • 3,120 Sq Ft

    935 Clifty Creek Rd, Jamestown, KY 42629

    Custom Log Home Near Lake Cumberland - Clifty Creek Rd, Jamestown, KY This custom log home on Clifty Creek Road in Jamestown, Kentucky, is a true showstopper! Conveniently located just down the road from two public boat ramps—Clifty Creek Ramp and Halcomb's Landing at Wolf Creek Dam—this home offers the perfect combination of natural beauty and accessibility to Lake Cumberland. From the moment

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    935 Clifty Creek Rd, Jamestown, KY 42629
  • /44

    $420,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,925 Sq Ft

    335 Port of Call Dr, Jamestown, KY 42629

    New Construction - Modern Farmhouse in Anchorage on Caney Welcome to Anchorage on Caney, a serene lake community where modern farmhouse design meets the beauty of Kentucky's outdoors. This brand-new 3-bedroom, 2.5-bath home is thoughtfully crafted to blend style, comfort, and function—perfect for both full-time living or a lake retreat. Step through the stunning double wooden entry doors into

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    335 Port of Call Dr, Jamestown, KY 42629
  • /87

    $379,900

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

    78 Hoover Rd, Jamestown, KY 42629

    Charming Cape Cod style home just minutes to LAKE CUMBERLAND on 2.41 acres in Jamestown, KY! This 4 bedroom, 2 bathroom home features a new roof (2023) and HVAC units only 2 and 4 years old. Enjoy the great outdoor space with a large deck, above-ground pool, and wood storage building. Offering peaceful country living with room to spread out, yet still close to town. This home blends comfort,

    Renee Dobson RENEE DOBSON REALTY GROUP, LLC

    78 Hoover Rd, Jamestown, KY 42629
  • /23

    $299,500

    • 0.5 Baths
    • 1,008 Sq Ft

    Unlisted Address

    This highly visible commercial property features 1.42 acres m/l with over 500 feet of road frontage at the corner of Highway 127 and Midtown Loop, adjoining the South Kentucky RECC property. This property is centrally located on the pathway to progress where Russell Springs and Jamestown meet offering an ideal location in the beautiful Lake Cumberland area. The property is currently being

    Christopher Wilson Golden Rule - Wilson Real Estate & Auction #2 LLC

    Unlisted Address
  • /99

    $645,000

    • 4 Beds
    • 3.5 Baths
    • 3,369 Sq Ft

    522 Lakeview Dr, Jamestown, KY 42629

    This stunning 4 bedroom, 3.5 bath home combines timeless craftsmanship with modern upgrades, offering the perfect retreat near Lake Cumberland. The main level features a private owner's suite with a spa-inspired bath and French doors leading to a screened-in porch with partial views of Lily Creek. A dramatic two-story living room with a stone fireplace opens seamlessly to the kitchen, dining

    Matthew Cooper Lake Cumberland Properties, Ltd. Co.

    522 Lakeview Dr, Jamestown, KY 42629
  • /12

    $282,000

    • 5 Beds
    • 3 Baths
    • 2,492 Sq Ft

    120 W Cumberland Ave, Jamestown, KY 42629

    Duplex one Block from three New Restaurants.. Minutes from Jamestown Marina largest House Boat Lake in the USA. Lots of trailer and RV parking space. Make an Excellent "SOBER LIVING" PROPERTY!! Jamestown Ky City Limits has no Zoning!!

    Larry Sanner In The Loop Realty

    120 W Cumberland Ave, Jamestown, KY 42629
  • /23

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    120 Ivy Dr, Jamestown, KY 42629

    Located in the highly desirable Caney Cove neighborhood; this charming home offers both the convenience of being minutes away from the Pleasant Hill Boat Ramp, Jamestown and Russell Springs while being surrounded by the serenity only nature can provide. In addition to the 3 spacious bedrooms, 2 full baths and 2-Car attached garage; the home also offers a sunroom/flex space with plantation

    Joe Kerns Keller Williams Legacy Group

    120 Ivy Dr, Jamestown, KY 42629
  • /83

    $2,299,000

    • 5 Beds
    • 6 Baths
    • 10,076 Sq Ft

    1360 Kentucky 92, Jamestown, KY 42629

    Luxury, privacy, and space come together in this stunning 10,076 sq ft estate in Jamestown Kentucky. Set on 15.38 acres just a mile from Lily Creek Ramp and 3 miles from Jamestown Marina on Lake Cumberland, this 5-bedroom, 6-bathroom home is a rare find. Inside, you'll love the perfect blend of rustic charm and modern elegance—featuring butcher block countertops, exquisite stonework throughout,

    Matthew Cooper Lake Cumberland Properties, Ltd. Co.

    1360 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
$267,000
Median Single Family Sale Price
$269,500
Median Townhouse Sale Price
$319,000
Average Price Per Sq Ft
$173
Number of Homes for Sale
24
Last 12 months Home Sales
34
Months of Supply
8.50
Median List Price
$290,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
23%
How to Buy a Home How to Finance a Home How to Sell a Home