30

Jamestown, KY Homes for Sale with Garage

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  • /59

    $459,000

    $41K PRICE DROP
    • 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

    $15K PRICE DROP

    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
  • /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

    $202K PRICE DROP
    • 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
  • /106

    $749,900

    • 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
  • /63

    $375,000

    $24K PRICE DROP
    • 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
  • /31

    $215,000

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    228 Cooper Rd, Jamestown, KY 42629

    Lake life meets peaceful country living in this charming Jamestown retreat just MINUTES from beautiful Lake Cumberland! If you’ve been dreaming of a place where you can relax, spread out, and enjoy the outdoors, this 3 bedroom, 2 full bathroom home checks all the right boxes! Situated on a permanent foundation and tucked away in a quiet rural setting, this home offers the perfect blend of

    Morgan Austin EXIT REALTY BLUEGRASS

    228 Cooper Rd, Jamestown, KY 42629
  • /40

    $335,000

    $10K PRICE DROP
    • 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
  • /119

    $675,000

    Open Sun 10AM - 12PM $24K PRICE DROP
    • 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
  • /91

    $410,000

    $79K PRICE DROP
    • 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 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 plumbing HVAC,

    Shelly Stoyell PCS Real Estate

    1089 Warner Ridge Rd, Jamestown, KY 42629
  • /19

    $154,000

    $6K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,784 Sq Ft

    266 Brown Rd, Jamestown, KY 42629

    Kasey Grayum

    266 Brown Rd, 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
  • /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
  • /70

    $599,000

    $51K PRICE DROP
    • 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
  • /60

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    5029 S Highway 379, Jamestown, KY 42629

    Welcome to your own slice of Kentucky paradise in Creelsboro, just minutes from the charm of Jamestown. Located conveniently along the Cumberland River this home is between two public launch ramps Helm's Landing and Winfreys Ferry. Nestled on 9+ acres of fully fenced, gently rolling farmland, this property is the perfect blend of comfort, function, and rural beauty. Designed with both everyday

    Heather Flanagan Keller Williams Legacy Group

    5029 S Highway 379, Jamestown, KY 42629
  • /99

    $449,000

    $36K PRICE DROP
    • 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
  • /61

    $250,000

    $30K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    532 Campbells Ferry Ln, Jamestown, KY 42629

    Price Reduction 30k - Very Motivated Seller - This property is Amazing and Price to Sell... Recent appraisal of $280k. Reach out today!!! 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

    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
  • /44

    $325,000

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

    143 Dylan Dr Unit 105, Jamestown, KY 42629

    Spacious 5-bedroom, 3-bath townhome offering approximately 2,750 square feet of finished living space, including 1,375 square feet on the main level and an additional 1,375 square feet in the finished lower level. The well-designed layout provides flexibility for a variety of living arrangements, with multiple living areas suitable for everyday living, entertaining, or accommodating guests. The

    Bob Sophiea eXp Realty, LLC

    143 Dylan Dr Unit 105, Jamestown, KY 42629
  • /12

    $279,900

    $25K PRICE DROP
    • 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

    $299,000

    $26K PRICE DROP
    • 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

    $674,500

    Open Sun 1PM - 3PM $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
  • /72

    $379,000

    • 3 Beds
    • 2.5 Baths

    570 Little Indian Dr, Jamestown, KY 42629

    Welcome to your perfect getaway or full-time residence! This fully furnished 3BR/2BA home built in 2016 offers 1,152 sq ft of move-in ready living near Cumberland River and Lake Cumberland access. Included are queen bed, full bed, twin rollaway, office furniture, living room furniture, TV, dishes, washer/dryer, new carpet in 2 bedrooms, and remodeled master bath with walk-in shower and bench.

    Barbara McWhorter The Realty Firm - Byrdstown

    570 Little Indian Dr, 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
  • /52

    $625,000

    • 4 Beds
    • 4 Baths
    • 2,908 Sq Ft

    556 Murphy Ln, Jamestown, KY 42629

    Tucked away on over 10 acres within the city limits of Jamestown, this one-of-a-kind property offers the rare combination of privacy, convenience, and breathtaking wooded surroundings. From the moment you arrive, the serene setting, gorgeous landscaping, and meticulously maintained exterior create a peaceful retreat you will instantly feel at home in. This sprawling brick home features 4 bedrooms

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    556 Murphy Ln, Jamestown, KY 42629
  • /24

    $189,900

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft

    8247 S Highway 379, Jamestown, KY 42629

    Take a look at this adorable country charm home! Looking for something with space, & affordable?! Also can come fully furnished and decorated where you can move right on in. You will love this two story cabin feel as you step through the front door that this cozy home offers. The best part is the beautiful farm views all around. A huge detached garage perfect for your boat, with the marina &

    Nichole Bingham CENTURY 21 Advantage Realty

    8247 S Highway 379, Jamestown, KY 42629
  • /28

    $449,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 1,816 Sq Ft

    140 Sonny Aaron Dr, Russell Springs, KY 42642

    Josh McKinley Mckinley Real Estate Group

    140 Sonny Aaron Dr, Russell Springs, KY 42642

Home Prices in Jamestown, KY

Home Price Trends

Median Sale Price
$269,000
Median Single Family Sale Price
$277,500
Median Townhouse Sale Price
$407,450
Median 2 Bedroom Sale Price
$142,750
Median 1 Bedroom Sale Price
$468,950
Average Price Per Sq Ft
$184
Number of Homes for Sale
32
Last 12 months Home Sales
39
Months of Supply
9.80
Median List Price
$315,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
31%
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