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Jamestown, KY Homes for Sale with Garage

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  • /66

    $389,900

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

    120 Cole Rd, Jamestown, KY 42629

    Welcome to your Lake Cumberland retreat in the desirable Caney Cove subdivision! This beautifully updated 3-bedroom, 3.5-bath home sits on three lots and offers a rare keyhole view of the lake—perfect for those seeking a peaceful getaway. Major improvements have already been taken care of, including a new roof (2022), with HVAC and water heater only 8 years old—offering peace of mind for years to

    Agent Photo

    Jessica Vincent

    CENTURY 21 Advantage Realty

    (270) 918-1457

    120 Cole Rd, Jamestown, KY 42629
  • /2

    $480,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 4,110 Sq Ft

    398 Carriage Ln, Jamestown, KY 42629

    Minutes to Lake Cumberland Marina | Gated Community | Located at 398 Carriage Lane in Jamestown, KY, this well-maintained home offers over 4,000 finished square feet of living space (more or less) and is situated on approximately .59 acres in the private, gated Oaks community. The home features 3 bedrooms with an additional room in the finished basement currently being used as a bedroom with a

    Ashley Stearnes CENTURY 21 Advantage Realty

    398 Carriage Ln, Jamestown, KY 42629
  • /55

    $379,900

    570 Little Indian Dr, Jamestown, KY 42629

    Welcome to your perfect getaway or full-time residence! This 3 bedroom, 2 bathroom home offers comfort, convenience, and incredible outdoor living-all in a unique, private setting just minutes from the water. Built in 2016 and maintained in pristine, move-in ready condition, this 1,152 sq ft home comes fully furnished, making it truly turnkey. Inside, you'll find a warm and inviting interior

    Rachel Bernard The Realty Firm

    570 Little Indian Dr, Jamestown, KY 42629
  • /80

    $575,000

    • 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
  • /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
  • /119

    $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. Now offered with two additional lakeview lots (Lots #2 and #3), this property totals approximately 1.67 acres, providing extra space, privacy, and long-term flexibility for the future owner. Offering over 5,000 square feet of finished living space, this

    Torsten Langguth Prosperity Real Estate

    135 Laurel Rd, Jamestown, KY 42629
  • /87

    $450,000

    • 3 Beds
    • 1.5 Baths
    • 1,042 Sq Ft

    1089 Warner Ridge Rd, Jamestown, KY 42629

    This beautiful 10 acre property offers everything you need for country living, featuring a 4 stall horse barn with a full loft and stairs, concrete floors, water & electric, a feed and tack room, a turnout lot. The farmhouse, barn, and garages all have city water, and a circle driveway leads to the charming 3 bedroom, one bath home, which has been updated with refinished hardwood floors, new

    Shelly Stoyell PCS Real Estate

    1089 Warner Ridge Rd, 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
  • /70

    $650,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 1,954 Sq Ft

    255 Lantern Way, Jamestown, KY 42629

    Welcome to Lake Cumberlands newest SHOW STOPPER! Better than new and thoughtfully designed, this 2023 modern craftsman blends luxury finishes, smart design, and timeless character right here in the heart of Jamestown, KY in the highly sought after gated community- The Oaks! Offering 4 bedrooms and 3 full baths. The main level features 10' ceilings, 8' doors, and European oak engineered hardwood

    Heather Flanagan Keller Williams Legacy Group

    255 Lantern Way, Jamestown, KY 42629
  • /99

    $449,000

    • 3 Beds
    • 3.5 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
  • /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
  • /24

    $447,000

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

    2794 Highway 1058, Jamestown, KY 42629

    A most perfect life can be lived right here. This property features a solid, older brick home with hardwood floors and a full, walkout basement, which is a wonderful place to come in to a warm, wood stove fire after tending the animals. The home boasts 3 bedrooms, plenty of closets, and a nicely remodeled bathroom. There's a perfect sitting porch, and a carport for the toys. A nice blacktop drive

    Ken Hill Patriot Realty - Auction LLC

    2794 Highway 1058, Jamestown, KY 42629
  • /65

    $210,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    693 Scotts Chapel Rd, Jamestown, KY 42629

    Welcome to 693 Scotts Chapel Rd in Jamestown!! This one is going to WOW you! Let's start off with saying it's only a 3 minute drive to Jamestown Mariana! If you're looking for a lake home or a full time residence this one has it all. This home is sitting on 2.5 acres that is fenced in and offers a detached garage that's 1020sq ft, with room for 1.5 cars or more depending on how you use the

    Sherri West Lake Cumberland Real Estate Professionals

    693 Scotts Chapel Rd, Jamestown, KY 42629
  • /24

    $159,900

    • 2 Beds
    • 1.5 Baths

    808 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

    808 W Cumberland Ave, Jamestown, KY 42629
  • /40

    $345,000

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

    120 Ivy Dr, Jamestown, KY 42629

    ONE LEVEL LIVING...Enjoy the easy flow of this brick ranch...ideal for so many. This thoughtfully designed home features vaulted ceilings in both the living room and the spacious primary bedroom suite. A bright and versatile flex room-recently used as an inspiring home office-offers abundant windows and direct access to a lovely rear patio, perfect for relaxing in the private backyard. Located on

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    120 Ivy Dr, Jamestown, KY 42629
  • /35

    $319,000

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    2390 W Highway 92, Jamestown, KY 42629

    One doesn't just buy a home like this, it becomes a part of you, and you become a part of the history that surrounds this great place. Known locally and the "Phelps Acres" home, this gorgeous 151 year old home was built on land that was conveyed to the Phelps family via a land grant for the elder Phelps' service in the American Revolution. In 1875 this amazing home purportedly replaced earlier

    Ken Hill Patriot Realty - Auction LLC

    2390 W Highway 92, Jamestown, KY 42629
  • /44

    $210,000

    • 3 Beds
    • 3 Baths
    • 3,096 Sq Ft

    1962 Kentucky 619, Jamestown, KY 42629

    Welcome to 1962 E Hwy 619, a beautifully maintained ranch-style home offering over 3,000 sq. ft. of versatile living space just minutes from the Pleasant Hill boat ramp. This 3-bedroom, 3-bathroom with 2 more rooms that living space downstairs features a thoughtful split-floor plan on the main level, perfectly designed for privacy and flow. Step downstairs to a fully finished walk-out basement

    Caleb Weaver PCS Real Estate

    1962 Kentucky 619, Jamestown, KY 42629
  • /19

    $154,000

    • 2 Beds
    • 1 Bath
    • 1,784 Sq Ft

    266 Brown Rd, Jamestown, KY 42629

    Kasey Grayum

    266 Brown Rd, Jamestown, KY 42629
  • /51

    $359,000

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    109 Dylan Dr Unit 101, Jamestown, KY 42629

    Welcome to 109 Dylan Dr. Unit 101 in Lily Creek Resort—this spacious 2-story townhome with a finished basement offers 4 bedrooms, 3.5 bathrooms, and the perfect blend of comfort, updates, and lake-area living! Conveniently located just 2.5 miles from Jamestown Resort & Marina, you'll have quick access to Lake Cumberland for all your boating and summer fun. Recent updates include a beautifully

    Paige Botts Eagle Realty & Development LLC

    109 Dylan Dr Unit 101, Jamestown, KY 42629
  • /21

    $114,900

    • 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
  • /36

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,613 Sq Ft

    412 Murphy Ln, Jamestown, KY 42629

    Own one—or both—of these beautifully designed ranch townhome units in the heart of Jamestown. Each side is available for $225,000, or purchase the entire property for $440,000. If purchasing both, the total property consists of 1.2 acres m/l. Townhouse A sits on 0.519 acres m/l, while Townhouse B offers a slightly larger lot with 0.779 acres m/l. While both are available, buyers may choose

    Elliot Burton Golden Rule - Wilson Real Estate & Auction #2 LLC

    412 Murphy Ln, Jamestown, KY 42629
  • /99

    $644,900

    • 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
  • /57

    $280,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    532 Campbells Ferry Ln, Jamestown, KY 42629

    Welcome to your perfect getaway in the highly desirable Campbell's Ferry Community area of Jamestown/Albany, KY on the Cumberland River Conveniently Located 5 miles from the Kendall Campground and Wolf Creek National Fish Hatchery, Halcomb's Landing Boat Ramp providing quick and easy access to the Cumberland River and Cumberland Lake and 13 miles from the Ky State Dock and Marina. This 1 bedroom,

    Rachel Bernard The Realty Firm

    532 Campbells Ferry Ln, Jamestown, KY 42629
  • /20

    $183,000

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    276 Clifty Creek Rd, Jamestown, KY 42629

    Welcome to our delightful cozy cabin, the perfect getaway nestled just 2 miles from the beautiful Clifty Creek boat ramp and swimming area. Ideal for nature enthusiasts and those looking to unwind, our cabin offers a serene retreat surrounded by picturesque scenery and outdoor adventures. Outstanding investment property as it is used as an AIRBNB currently!

    Caleb Weaver PCS Real Estate

    276 Clifty Creek Rd, Jamestown, KY 42629
  • /12

    $279,900

    • 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. MPJamestown Ky City Limits has no Zoning!!

    Larry Sanner In The Loop Realty

    120 W Cumberland Ave, Jamestown, KY 42629
  • /54

    $314,000

    • 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
  • /83

    $689,900

    • 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
  • /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
$269,000
Median Single Family Sale Price
$270,000
Median Townhouse Sale Price
$501,950
Average Price Per Sq Ft
$178
Number of Homes for Sale
30
Last 12 months Home Sales
35
Months of Supply
10.30
Median List Price
$295,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
25%
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