114

Jamestown, KY Homes for Sale

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  • 8860 U S 127, Jamestown, KY 42629
    8860 U S 127, Jamestown, KY 42629
    8860 U S 127, Jamestown, KY 42629
    /89

    $599,000

    • 2 Beds
    • 3 Baths
    • 2,909 Sq Ft

    8860 U S 127, Jamestown, KY 42629

    Marina within minutes!!!! Welcome to "Bourbon Brown," a secluded lake cabin tucked into "Little Gold Diggers Cove on Lake Cumberland. This charming 2-bedroom, 3-bath retreat offers 1,893 sq ft of gross living area plus an additional 1,016 sq ft finished walk-out basement, creating generous space for both everyday living and entertaining. Built with durable 2×6 framing and Fiber Cement siding, the

    Agent Photo

    Penny Cartwright

    Platinum Home Realty

    (270) 544-0730

    8860 U S 127, Jamestown, KY 42629
  • 786 Ray Man Rd, Jamestown, KY 42629
    786 Ray Man Rd, Jamestown, KY 42629
    786 Ray Man Rd, Jamestown, KY 42629
    /28

    $550,000

    • 8 Beds
    • 8 Baths

    786 Ray Man Rd, Jamestown, KY 42629

    Incredible Investment Opportunity in Wolf Creek Dam area! Are you looking for a property with endless possibilities? This modern motel offers a rare chance to own a prime piece of real estate in one of the most sought-after lake areas. Sitting on over 3 acres and featuring 8 fully furnished rooms, this property is truly one of a kind. Property Highlights: • 8 rooms - each with double queen beds •

    Rachel Bernard The Realty Firm

    786 Ray Man Rd, Jamestown, KY 42629
  • 495 Pumpkin Creek Cir, Jamestown, KY 42629
    495 Pumpkin Creek Cir, Jamestown, KY 42629
    495 Pumpkin Creek Cir, Jamestown, KY 42629
    /46

    $365,000

    • 3 Beds
    • 2.5 Baths
    • 1,350 Sq Ft

    495 Pumpkin Creek Cir, Jamestown, KY 42629

    Barbara McWhorter The Realty Firm - Byrdstown

    495 Pumpkin Creek Cir, Jamestown, KY 42629
  • 398 Carriage Ln, Jamestown, KY 42629
    398 Carriage Ln, Jamestown, KY 42629
    398 Carriage Ln, Jamestown, KY 42629
    /57

    $499,990

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

    398 Carriage Ln, Jamestown, KY 42629

    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 closet, along with 3 full bathrooms. The main level

    Ashley Stearnes CENTURY 21 Advantage Realty

    398 Carriage Ln, Jamestown, KY 42629
  • 570 Little Indian Dr, Jamestown, KY 42629
    570 Little Indian Dr, Jamestown, KY 42629
    570 Little Indian Dr, Jamestown, KY 42629
    /55

    $395,000

    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
  • 51 Morning Dove Dr, Jamestown, KY 42629
    51 Morning Dove Dr, Jamestown, KY 42629
    51 Morning Dove Dr, Jamestown, KY 42629
    /72

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft

    51 Morning Dove Dr, Jamestown, KY 42629

    LAKEVIEW LIVING at its finest—this is the one buyers wait for. Ideally positioned between Jamestown Marina and Lake Cumberland State Dock, this stunning 1.5-story log cabin offers the perfect blend of rustic charm, modern upgrades, and unforgettable views overlooking Clifty Creek. Step inside to an inviting open-concept main level featuring a warm and welcoming living area, spacious dining space,

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    51 Morning Dove Dr, Jamestown, KY 42629
  • 139 Payton Ln, Jamestown, KY 42629
    139 Payton Ln, Jamestown, KY 42629
    139 Payton Ln, 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
  • 186 Lily Creek Resort Rd, Jamestown, KY 42629
    186 Lily Creek Resort Rd, Jamestown, KY 42629
    186 Lily Creek Resort Rd, Jamestown, KY 42629
    /57

    $335,000

    • 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
  • 893 Lilly Creek Ln, Jamestown, KY 42629
    893 Lilly Creek Ln, Jamestown, KY 42629
    893 Lilly Creek Ln, 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
  • 65 Wooldridge Rd, Jamestown, KY 42629
    65 Wooldridge Rd, Jamestown, KY 42629
    65 Wooldridge Rd, Jamestown, KY 42629
    /70

    $329,000

    • 5 Beds
    • 2 Baths
    • 2,340 Sq Ft

    65 Wooldridge Rd, Jamestown, KY 42629

    Discover this absolute stunning 5-bedroom, 2-bath home, offering endless possibilities as a short-term rental or primary residence. Located just 5 miles from the breathtaking Lake Cumberland and conveniently close to town, this spacious 2,500 sq ft property blends original charm with modern upgrades. The owners mastered the task of transforming a vintage structure (formerly a church) into a

    Jill Johnson Eagle Realty & Development LLC

    65 Wooldridge Rd, Jamestown, KY 42629
  • 66 Deer Run Ln, Jamestown, KY 42629
    66 Deer Run Ln, Jamestown, KY 42629
    66 Deer Run Ln, Jamestown, KY 42629
    /35

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    66 Deer Run Ln, Jamestown, KY 42629

    Well-maintained single-story ranch home, located 2.6 miles from Safe Harbour Jametown marina on beautiful Lake Cumberland. 3 bedrooms, 2 full baths, full laundry hookups. Open concept, great room, dining room and kitchen makes this home feel much bigger than the square footage with indicate. All bedrooms have large closets, the primary bedroom has an on-suite bath complete with a custom tiled

    Aaron Schork Champion Properties

    66 Deer Run Ln, Jamestown, KY 42629
  • 169 Onyx Ridge Rd, Jamestown, KY 42629
    169 Onyx Ridge Rd, Jamestown, KY 42629
    169 Onyx Ridge Rd, Jamestown, KY 42629
    /99

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    169 Onyx Ridge Rd, Jamestown, KY 42629

    Discover this stunning 3-bedroom, 2-bath luxury cabin, perfectly situated just 5 minutes from Halcomb's Landing and Wolf Creek Dam—one of the best launch ramps on Lake Cumberland. Thoughtfully designed to sleep up to 8 guests, this fully furnished retreat features high-end finishes and professional décor throughout. Relax in style with two outdoor soaking tubs offering breathtaking views or

    Shelly Stoyell PCS Real Estate

    169 Onyx Ridge Rd, Jamestown, KY 42629
  • 554 N Main St, Jamestown, KY 42629
    554 N Main St, Jamestown, KY 42629
    554 N Main St, 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
  • 370 Wesley Cir, Jamestown, KY 42629
    370 Wesley Cir, Jamestown, KY 42629
    370 Wesley Cir, Jamestown, KY 42629
    /64

    $380,000

    • 4 Beds
    • 4 Baths
    • 2,100 Sq Ft

    370 Wesley Cir, Jamestown, KY 42629

    Experience effortless lake living in this fully furnished, turn-key 4-bedroom, 4-bath lake house ideally located just minutes from the marina and two public launching ramps. Presently this cabin is a vacation home/short term rental property. Designed for comfort and convenience, the home features two spacious primary suites, making it perfect for hosting family, friends, or guests. The living

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    370 Wesley Cir, Jamestown, KY 42629
  • 120 Ivy Dr, Jamestown, KY 42629
    120 Ivy Dr, Jamestown, KY 42629
    120 Ivy Dr, 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
  • 2390 W Highway 92, Jamestown, KY 42629
    2390 W Highway 92, Jamestown, KY 42629
    2390 W Highway 92, Jamestown, KY 42629
    /8

    $339,000

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

    2390 W Highway 92, Jamestown, KY 42629

    You can just feel the history in this gorgeous place. Built in 1875 on land that was part of a Revolutionary War Land Grant, this great place is ready for a new caretaker to push it toward the next 150 years. This home has been modernized to meet today's lifestyle, with 2 central HVAC units, a newer metal roof for low maintenance, and plenty of bathrooms (Unlike the 1875 version!). The home sits

    Ken Hill Patriot Realty - Auction LLC

    2390 W Highway 92, Jamestown, KY 42629
  • 1655 Kentucky 92, Jamestown, KY 42629
    1655 Kentucky 92, Jamestown, KY 42629
    1655 Kentucky 92, Jamestown, KY 42629
    /63

    $559,900

    • 1 Bed
    • 1.5 Baths
    • 3,500 Sq Ft

    1655 Kentucky 92, Jamestown, KY 42629

    Just minutes away from Lake Cumberland and the Jamestown Resort & Marina, this 3500 sq. ft. building is brimming with potential. Boasting two bathrooms and an ample parking area. Building would be a great residence with a little work or could be used as retail. The property's prime location and curb appeal make it a standout opportunity. On top of that, there's a 5-unit efficiency style

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    1655 Kentucky 92, Jamestown, KY 42629
  • 1089 Warner Ridge Rd, Jamestown, KY 42629
    1089 Warner Ridge Rd, Jamestown, KY 42629
    1089 Warner Ridge 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
  • 456 Pumpkin Creek Cir, Jamestown, KY 42629
    456 Pumpkin Creek Cir, Jamestown, KY 42629
    456 Pumpkin Creek Cir, Jamestown, KY 42629
    /31

    $299,900 New Construction

    • 3 Beds
    • 1.5 Baths
    • 1,256 Sq Ft

    456 Pumpkin Creek Cir, Jamestown, KY 42629

    Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever

    Tina Clay CENTURY 21 Advantage Realty

    456 Pumpkin Creek Cir, Jamestown, KY 42629
  • 488 Pumpkin Creek Cir, Jamestown, KY 42629
    488 Pumpkin Creek Cir, Jamestown, KY 42629
    488 Pumpkin Creek Cir, Jamestown, KY 42629
    /37

    $299,900 New Construction

    • 3 Beds
    • 1.5 Baths
    • 1,256 Sq Ft

    488 Pumpkin Creek Cir, Jamestown, KY 42629

    Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever

    Tina Clay CENTURY 21 Advantage Realty

    488 Pumpkin Creek Cir, Jamestown, KY 42629
  • 131 Pumpkin Creek Cir, Jamestown, KY 42629
    131 Pumpkin Creek Cir, Jamestown, KY 42629
    131 Pumpkin Creek Cir, Jamestown, KY 42629
    /35

    $299,900 New Construction

    • 3 Beds
    • 1.5 Baths
    • 1,275 Sq Ft

    131 Pumpkin Creek Cir, Jamestown, KY 42629

    Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever

    Tina Clay CENTURY 21 Advantage Realty

    131 Pumpkin Creek Cir, Jamestown, KY 42629
  • 234 Pumpkin Creek Cir, Jamestown, KY 42629
    234 Pumpkin Creek Cir, Jamestown, KY 42629
    234 Pumpkin Creek Cir, Jamestown, KY 42629
    /30

    $299,900 New Construction

    • 3 Beds
    • 1.5 Baths
    • 1,256 Sq Ft

    234 Pumpkin Creek Cir, Jamestown, KY 42629

    Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever

    Tina Clay CENTURY 21 Advantage Realty

    234 Pumpkin Creek Cir, Jamestown, KY 42629
  • 360 Pumpkin Creek Cir, Jamestown, KY 42629
    360 Pumpkin Creek Cir, Jamestown, KY 42629
    360 Pumpkin Creek Cir, Jamestown, KY 42629
    /33

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 1,256 Sq Ft

    360 Pumpkin Creek Cir, Jamestown, KY 42629

    Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever

    Tina Clay CENTURY 21 Advantage Realty

    360 Pumpkin Creek Cir, Jamestown, KY 42629
  • 197 Pumpkin Creek Cir, Jamestown, KY 42629
    197 Pumpkin Creek Cir, Jamestown, KY 42629
    197 Pumpkin Creek Cir, Jamestown, KY 42629
    /35

    $299,900 New Construction

    • 3 Beds
    • 1.5 Baths
    • 1,275 Sq Ft

    197 Pumpkin Creek Cir, Jamestown, KY 42629

    Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever

    Tina Clay CENTURY 21 Advantage Realty

    197 Pumpkin Creek Cir, Jamestown, KY 42629
  • 1055 Kentucky 92, Jamestown, KY 42629
    1055 Kentucky 92, Jamestown, KY 42629
    1055 Kentucky 92, Jamestown, KY 42629
    /54

    $325,000

    • 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
  • 394 Pumpkin Creek Cir, Jamestown, KY 42629
    394 Pumpkin Creek Cir, Jamestown, KY 42629
    394 Pumpkin Creek Cir, Jamestown, KY 42629
    /35

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 1,256 Sq Ft

    394 Pumpkin Creek Cir, Jamestown, KY 42629

    Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever

    Tina Clay CENTURY 21 Advantage Realty

    394 Pumpkin Creek Cir, Jamestown, KY 42629
  • 262 Pumpkin Creek Cir, Jamestown, KY 42629
    262 Pumpkin Creek Cir, Jamestown, KY 42629
    262 Pumpkin Creek Cir, Jamestown, KY 42629
    /37

    $299,900 New Construction

    • 3 Beds
    • 1.5 Baths
    • 1,256 Sq Ft

    262 Pumpkin Creek Cir, Jamestown, KY 42629

    Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever

    Tina Clay CENTURY 21 Advantage Realty

    262 Pumpkin Creek Cir, Jamestown, KY 42629
  • 335 Sonny Aaron Dr Unit 335, Jamestown, KY 42629
    335 Sonny Aaron Dr Unit 335, Jamestown, KY 42629
    335 Sonny Aaron Dr Unit 335, 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
  • 16 Wooldridge Rd, Jamestown, KY 42629
    16 Wooldridge Rd, Jamestown, KY 42629
    16 Wooldridge Rd, Jamestown, KY 42629
    /48

    $79,000

    • Land
    • 1.73 Acres
    • $45,665 per Acre

    16 Wooldridge Rd, Jamestown, KY 42629

    Ever dreamed of owning a true slice of paradise where the world simply disappears? This isn't just another building lot; it's the largest and most prestigious homesite in the subdivision, designed for those who value absolute peace and quiet. Nestled behind a natural screen of majestic, mature trees, the build site offers total seclusion and "room to roam." But the true magic happens when you

    Torsten Langguth Prosperity Real Estate

    16 Wooldridge Rd, Jamestown, KY 42629
  • 2794 Highway 1058, Jamestown, KY 42629
    2794 Highway 1058, Jamestown, KY 42629
    2794 Highway 1058, 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
  • Tract 4-5 Clayton Rd, Jamestown, KY 42629
    Tract 4-5 Clayton Rd, Jamestown, KY 42629
    Tract 4-5 Clayton Rd, Jamestown, KY 42629
    /5

    $150,000

    • Land
    • 2 Acres
    • $75,000 per Acre

    Tract 4-5 Clayton Rd, Jamestown, KY 42629

    2-acre unrestricted lot in the heart of Jamestown with city water and sewer access! This level lot offers privacy yet walking distance to shopping, restaurants, the library and city park. Here's your opportunity knocking. Great location for a residential home or big enough for apartments.

    Shelly Stoyell PCS Real Estate

    Tract 4-5 Clayton Rd, Jamestown, KY 42629
  • 198 W Cumberland Ave, Jamestown, KY 42629
    198 W Cumberland Ave, Jamestown, KY 42629
    198 W Cumberland Ave, Jamestown, KY 42629
    /110

    $235,000

    • 5 Beds
    • 3 Baths
    • 2,068 Sq Ft

    198 W Cumberland Ave, Jamestown, KY 42629

    This beautifully updated duplex is a fantastic opportunity for real estate investors or anyone looking to live in one unit while renting out the other. Situated on a spacious lot, this income-producing property is located just a short walk from the charming Jamestown town square—home to some of the best dining and entertainment options in Russell County. Each unit in the duplex has been fully

    Torsten Langguth Prosperity Real Estate

    198 W Cumberland Ave, Jamestown, KY 42629
  • 207 Cherry Loop, Jamestown, KY 42629
    207 Cherry Loop, Jamestown, KY 42629
    /2

    $89,000

    • Land
    • 0.77 Acre
    • $115,584 per Acre

    207 Cherry Loop, Jamestown, KY 42629

    Beautiful Lake Lot with Seasonal Lake Cumberland Views - Ideal Building Opportunity! Take a look at this prime .77 acre lot located in the gorgeous Cherry Hill subdivision, offering seasonal views of Lake Cumberland and the perfect setting for your future home or weekend retreat. With a gently rolling landscape, this property provides multiple options for building while still capturing glimpses

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    207 Cherry Loop, Jamestown, KY 42629
  • 693 Scotts Chapel Rd, Jamestown, KY 42629
    693 Scotts Chapel Rd, Jamestown, KY 42629
    693 Scotts Chapel Rd, Jamestown, KY 42629
    /61

    $215,000

    • 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
  • 0 Cumberland River & Little Indian Creek Unit 456 Acres, Jamestown, KY 42629
    0 Cumberland River & Little Indian Creek Unit 456 Acres, Jamestown, KY 42629
    /2

    $3,200,000

    • Land
    • 456 Acres
    • $7,018 per Acre

    0 Cumberland River & Little Indian Creek Unit 456 Acres, Jamestown, KY 42629

    Larry Sanner In The Loop Realty

    0 Cumberland River & Little Indian Creek Unit 456 Acres, Jamestown, KY 42629
  • 30 Leveridge Ct, Jamestown, KY 42629
    30 Leveridge Ct, Jamestown, KY 42629
    /2

    $45,200

    • Land
    • 1.13 Acres
    • $40,000 per Acre

    30 Leveridge Ct, Jamestown, KY 42629

    This lot has a beautiful creek that runs along the back border. Only 9 lots left in this beautiful 68-acre development. Paved Streets 1-13 acres available. All lots are heavily wooded. Restrictions allow for barndominiums, detached garages or buildings to accommodate boats and RV's. Located within a few miles of Jamestown Marina, State Dock Marina and Halcomb's Landing boat launch. Watch for

    Shelly Stoyell PCS Real Estate

    30 Leveridge Ct, Jamestown, KY 42629
  • 612 Little Indian Dr, Jamestown, KY 42629
    612 Little Indian Dr, Jamestown, KY 42629
    612 Little Indian Dr, Jamestown, KY 42629
    /33

    $245,000

    • 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
  • 2820 Kentucky 1058, Jamestown, KY 42629
    2820 Kentucky 1058, Jamestown, KY 42629
    2820 Kentucky 1058, Jamestown, KY 42629
    /24

    $269,000

    • Land
    • 50 Acres
    • $5,380 per Acre

    2820 Kentucky 1058, Jamestown, KY 42629

    An absolutely gorgeous property with beautiful farm views from its' highest points, nice open fields, wooded areas, and frontage on two blacktop roads: Ky Hwy 1058 and Helm Lane. There's something here for everyone, whether you dream of farming, or building that dream home with perfect views, and still having lots od room to explore. Water, power, and fiber optic Internet are available on both

    Ken Hill Patriot Realty - Auction LLC

    2820 Kentucky 1058, Jamestown, KY 42629
  • 808 W Cumberland Ave, Jamestown, KY 42629
    808 W Cumberland Ave, Jamestown, KY 42629
    808 W Cumberland Ave, 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
  • 631 Lawless Rd, Jamestown, KY 42629
    631 Lawless Rd, Jamestown, KY 42629
    631 Lawless Rd, Jamestown, KY 42629
    /86

    $650,000

    • 4 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    631 Lawless Rd, Jamestown, KY 42629

    Welcome to your vibrant lakeside retreat on the stunning shores of Lake Cumberland—where fun, relaxation, and breathtaking year-round views meet sun-filled spaces and cheerful design. This beautifully designed 4-bedroom, 3.5-bath lake home is filled with natural light and inviting pops of color that perfectly complement the sparkling water just beyond your windows. The main level features a

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    631 Lawless Rd, Jamestown, KY 42629

Showing Results 1 - 40, Page 1 of 3

Kentucky Russell County Jamestown

Real Estate & Homes for Sale in Jamestown, KY

Why Live in Jamestown

Jamestown, Kentucky sits just north of Lake Cumberland and has a tight-knit feel, with about 1,800 residents and a steady flow of visitors drawn to the water. Lake Cumberland spans more than 60,000 acres and is a central part of daily life, with fishing, camping, and boating among the main things to do. Safe Harbor Jamestown marina and the Lilly Creek Boat Ramp give direct access to the lake, while the Wolf Creek Dam area adds hiking, biking, and camping. Off the water, Jamestown City Park has a playground, baseball diamonds, and sports courts, Mini Indy features go-karts and live music, and Lakewood Country Club provides an 18-hole public golf course. Lakefest, the annual Independence Day event, brings fireworks, a concert, and a car show.

Homes in Jamestown range from ranch-style houses and cottages to cabins, New Traditionals, condos, and larger estate properties, with some areas managed by HOAs. Lots near downtown tend to be smaller and set on gridded streets with mature oak trees, while homes closer to the lake or on the outskirts can sit on more acreage and may back up to the water.

Main Street is the hub for dining and local businesses, with spots like Giovanni’s Pizza and Reel Java, plus a DG Market and convenience stores. More extensive grocery shopping and Russell County Hospital are in Russell Springs, 5 miles north. U.S. Highway 127 runs through Jamestown and links to the Cumberland Parkway, and Lexington’s Blue Grass Airport is 88 miles away. Parts of Jamestown near the lake face slight flood risk, and tornadoes and severe weather can occur.

Learn more about living in Jamestown

Frequently Asked Questions

What is the average home price in Jamestown, KY?
Homes for sale in Jamestown, KY have an average home price of $367,242.
How many homes have sold over the last 12 months in Jamestown, KY?
35 homes have sold in Jamestown, KY over the last 12 months.
What are the most popular zip codes in Jamestown, KY?
The most popular zip codes in Jamestown, KY include 42629, 42642, 42544, 42633 and 42728.
How much do you need to make to afford a house in Jamestown?
The median home price in Jamestown is $295,000. If you put a 20% down payment of $59,000 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $1,470 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $63K a year to afford the median home price in Jamestown. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Jamestown, KY?
Jamestown, KY has highly rated public and private schools. Some of the best schools in Jamestown based on Niche Grades are Russell County High School and Jamestown Elementary School. Browse all the schools in Jamestown, KY to learn more.

Home Trends in Jamestown, KY

On average, homes in Jamestown, KY sell after 55 days on the market compared to the national average of 55 days. The median sale price for homes in Jamestown, KY over the last 12 months is $270,000, up 29% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$270,000
Median Single Family Sale Price
$272,500
Median Townhouse Sale Price
$502,000
Average Price Per Sq Ft
$172
Number of Homes for Sale
32
Last 12 months Home Sales
35
Months of Supply
11.00
Median List Price
$295,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
29%
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