32

Jamestown, KY Homes for Sale with Garage

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  • /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
  • /106

    $724,900

    Open Sat 12PM - 2PM $25K PRICE DROP
    • 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
  • /48

    $749,900

    • 3 Beds
    • 4 Baths
    • 2,830 Sq Ft

    106 Airport Rd, Jamestown, KY 42629

    Welcome to 106 Airport Road in Jamestown, Kentucky—a custom-built 2023 barndominium situated on approximately 3.36 acres within the Jamestown city limits. Constructed by SBC LLC, this property combines quality craftsmanship, spacious living, and an exceptional garage setup, all within minutes of Lake Cumberland and Safe Harbor Marina. The home offers approximately 2,830 square feet of finished

    Ashley Stearnes CENTURY 21 Advantage Realty

    106 Airport Rd, Jamestown, KY 42629
  • /30

    $200,000

    $15K PRICE DROP
    • 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

    $327,500

    $18K 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
  • /24

    $479,900

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    8790 S Highway 127, Jamestown, KY 42629

    Experience the perfect blend of luxury, recreation, and privacy in this stunning 3,000 sq. ft. custom barndominium nestled on 1.8 serene, wooded acres and backing up to the beauty of Lake Cumberland. Designed for both elegant living and lake life, this exceptional property also could be a permanent residence or an Airbnb, featuring 1,500 sq. ft. of beautifully finished living space paired with an

    Christy Estep CENTURY 21 Advantage Realty

    8790 S Highway 127, 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
  • /81

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    255 Tall Timber Dr, Jamestown, KY 42629

    Experience the best of both worlds: a peaceful 3 bedroom, 2 bath home that blends small-town convenience with the tranquility of nature. This Cape Cod style home features durable vinyl siding with T1-11accents giving it a modern look with classic appeal. Sitting on approximately .5 of an acre and just minutes from Lake Cumberland, there's plenty of room to spread out, garden, or simply enjoy the

    Debbie Loy Wilson Lake Cumberland Properties, Ltd. Co.

    255 Tall Timber Dr, Jamestown, KY 42629
  • /119

    $669,000

    Open Sun 12PM - 2PM $30K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 5,235 Sq Ft

    135 Laurel Rd, Jamestown, KY 42629

    Seller offering up to $10,000 toward buyer updates, improvements, furnishings, or closing costs with an acceptable full-price offer for this spacious custom-built lake home, designed for comfort, style, and plenty of room to gather. 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

    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 Country Folks Realty & Auction, Inc.

    266 Brown Rd, Jamestown, KY 42629
  • /100

    $229,900

    Open Sat 10AM - 12PM
    • 3 Beds
    • 3 Baths
    • 2,252 Sq Ft

    38 Jordan Ct Unit Tract 1, Jamestown, KY 42629

    Lake Area 3 Bedroom, 3 Bath House with LARGE Basement Garage Addition plus Screened and Covered Porches on Nice Lot w/ Blacktop Circle Driveways. --- The price indicated does not represent a minimum or maximum amount, it is a nominal amount required for MLS posting --- This is part of an ONLINE ONLY ABSOLUTE ESTATE AUCTION --- No Minimums! No Reserves! Everything Sells Regardless of Price! ---

    Christopher Wilson Golden Rule-Wilson RE & Auc #1

    38 Jordan Ct Unit Tract 1, Jamestown, KY 42629
  • /44

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 3,226 Sq Ft

    1125 S Highway 2284, Jamestown, KY 42629

    Discover the perfect blend of country living and multi-generational convenience in the beautiful Lake Cumberland area! Situated on 17.62 acres m/l, this spacious 3-bedroom, 2.5-bath home offers an ideal setup for two families with separate entrances to both the main level and the fully finished basement. The lower level features its own kitchen, separate washer and dryer hookups, and private

    Simon Wilson Golden Rule - Wilson Real Estate and Auction #1, LLC

    1125 S Highway 2284, 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
  • /98

    $475,000

    $20K PRICE DROP
    • 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
  • /24

    $109,900

    $5K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 900 Sq Ft

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

    Own your slice of Lake Cumberland! Welcome to Unit S6 in the gated community of Apple Valley, where updated interiors, resort-style amenities, and a prime location just minutes from State Dock and Wolf Creek Dam make this the perfect weekend getaway, vacation home, or short-term rental investment. This no-step entry condo is move in ready with the main level featuring newer luxury vinyl plank

    Sarah Heck KELLER WILLIAMS HEARTLAND

    145 State Park Rd Unit S-6, Jamestown, KY 42629
  • /70

    $599,000

    Open Sat 8AM - 10AM $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
  • /52

    $319,900

    • 3 Beds
    • 2.5 Baths
    • 1,751 Sq Ft

    87 Cherokee Springs Ct, Jamestown, KY 42629

    Welcome to 87 Cherokee Springs Ct in the peaceful Cherokee Springs area of Jamestown, KY. This charming 1.5-story home offers the perfect blend of comfort, updates, and Lake Cumberland lifestyle. The home now features 3 bedrooms, including a beautifully finished upstairs bedroom that was previously used as a loft/flex space, plus updated bathrooms with new vanities and sinks. The main level

    Torsten Langguth Prosperity Real Estate

    87 Cherokee Springs Ct, 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
  • /91

    $449,000

    $36K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,120 Sq Ft

    935 Clifty Creek Rd, Jamestown, KY 42629

    Lake Cumberland Log Home | 3,120 Sq Ft | Minutes to Two Boat Ramps. Whether you're searching for a full-time residence, weekend getaway, or family retreat, this one-of-a-kind log home offers the perfect combination of craftsmanship, space, and location. Situated just minutes from both Clifty Creek Boat Ramp and Holcomb's Landing at Wolf Creek Dam, you'll enjoy quick and convenient access to some

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    935 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

    The best surprise about this condo? It doesn't feel like one. Tucked among rolling hills, mature trees, and abundant green space, this spacious 5-bedroom, 3-bath townhome offers a rare sense of privacy and seclusion that's hard to find at Lake Cumberland. From the moment you arrive, you'll notice the peaceful setting and natural surroundings that make this property feel more like a private

    Bob Sophiea eXp Realty, LLC

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

    $280,000

    $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
  • /36

    $299,900

    • 3 Beds
    • 3 Baths
    • 2,118 Sq Ft

    139 Payton Ln, Jamestown, KY 42629

    Life is better at the lake! Just a hop, skip, and a short golf cart ride to the marina, this inviting Lake Cumberland retreat puts boating, fishing, and endless lake adventures right at your fingertips. Offering 3 bedrooms and 3 full bathrooms, this home is thoughtfully designed with flexible living in mind, featuring laundry hookups on both the main and lower levels, a spacious walkout basement,

    Jill Ort The Agency Louisville

    139 Payton Ln, 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

    $658,500

    $37K 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
  • /83

    $2,299,000

    $101K PRICE DROP
    • 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
  • /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

    334 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

    334 Sonny Aaron Dr Unit 335, Jamestown, KY 42629
  • /66

    $445,000

    Open Sat 12PM - 2PM $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 4,110 Sq Ft

    398 Carriage Ln, Jamestown, KY 42629

    Located in the gated community of The Oaks, 398 Carriage Lane offers over 4,000 finished square feet of living space on approximately 0.63 acres and is just minutes from Lake Cumberland and Jamestown Marina. This home features 3 bedrooms, 3 full bathrooms, and an additional room in the finished basement that is currently being used as a bedroom and includes a closet. The main level offers an

    Colton Flynn Keller Williams Commonwealth - Somerset

    398 Carriage Ln, Jamestown, KY 42629
  • /52

    $615,000

    $10K PRICE DROP
    • 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
  • /28

    $449,000

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

    141 Sonny Aaron Dr, Russell Springs, KY 42642

    Josh McKinley Mckinley Real Estate Group

    141 Sonny Aaron Dr, Russell Springs, KY 42642

Home Price Trends

Median Sale Price
$245,000
Median Single Family Sale Price
$281,000
Median Townhouse Sale Price
$335,000
Median 2 Bedroom Sale Price
$155,500
Average Price Per Sq Ft
$178
Number of Homes for Sale
36
Last 12 months Home Sales
39
Months of Supply
11.10
Median List Price
$295,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
12%
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