38

Jamestown, KY Homes for Sale with Acreage

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  • /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
  • /55

    $365,000

    • 3 Beds
    • 2.5 Baths

    495 Pumpkin Creek Cir, Jamestown, KY 42629

    FOR SALE LISTING PRICE $365,000 495 Pumpkin Creek Circle • Jamestown, KY 42629 New Construction Home For Sale - Move-In Ready! Check out this beautiful new construction home situated on 1.21± acres! Featuring 3 bedrooms and 2.5 bathrooms, this property offers modern living with a touch of country charm. Enjoy peaceful mornings and relaxing evenings on the wrap-around porch, or unwind in the

    Lee Amonett Amonett's Eagle Auction & Realty, LLC

    495 Pumpkin Creek Cir, 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
  • /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
  • /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
  • /19

    $159,900

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    290 Denmark Ln, Jamestown, KY 42629

    Peaceful Country Living with Room to Breathe on 2 Private Acres Body: Escape the noise and settle into this beautiful 3BD/2BA home nestled on 2 pristine, usable acres. Perfectly positioned to offer ultimate privacy while remaining minutes from town, this property is the homestead you've been waiting for. Inside, the heart of the home is a sun-drenched, open-concept living area with luxury

    Josh McKinley Mckinley Real Estate Group

    290 Denmark Ln, Jamestown, KY 42629
  • /99

    $550,000

    • 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
  • /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
  • /4

    $15,000

    • Land
    • 1.89 Acres
    • $7,937 per Acre

    86 Peninsula, Jamestown, KY 42629

    Looking for a nice big (1.95 Ac.) building site for your new home at Lake Cumberland? Check this one out. The Peninsula Development is a gated community just a few minutes away from Pleasant Hill Boat Ramp and Historic Jamestown. Call today for more info!!!

    Josh McKinley Mckinley Real Estate Group

    86 Peninsula, 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
  • /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
  • /23

    $299,500

    • Land
    • 1.42 Acres
    • $210,915 per Acre

    2485 N Main St, Jamestown, KY 42629

    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

    2485 N Main St, Jamestown, KY 42629
  • /63

    $659,900

    • 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
  • /3

    $19,000

    • Land
    • 1.2 Acres
    • $15,833 per Acre

    Lot Captain's Point Subdivision, Jamestown, KY 42629

    Lots 62 & 63 of the Captain's Point Subdivision. Consist of 1.2 acres.

    Will Childers WTC Realty LLC

    Lot Captain's Point Subdivision, 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
  • /13

    $225,000

    • Land
    • 3.26 Acres
    • $69,018 per Acre

    0 Lantern Way, Jamestown, KY 42629

    Discover the perfect setting for your dream lake home, tucked away at the end of Lantern Way. This exceptional 3.2-acre parcel, just minutes from the stunning Lake Cumberland and Jamestown Marina, is a rare find. Comprising two lots that the owner prefers to sell as a package, the land features a mix of wooded areas and seasonal lake views. Embrace the outdoors with easy access to boating,

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    0 Lantern Way, Jamestown, KY 42629
  • /31

    $260,000

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

    2440 S Highway 379, Jamestown, KY 42629

    Seize the opportunity to own a well-established Airbnb river retreat! Spanning 1.41 acres, this property is situated just 1 mile from Helm's Landing launch ramp and the Creelsboro store. Revel in the dual benefits of a revenue-generating home and a personal vacation havena€”it's a logical choice! The retreat features 3 bedrooms, 2 full baths, and a spacious living room complete with a fireplace.

    Shelly Stoyell PCS Real Estate

    2440 S Highway 379, Jamestown, KY 42629
  • /4

    $45,500

    • Land
    • 1 Acre
    • $45,500 per Acre

    Lots 22&23 Cherry Loop, Jamestown, KY 42629

    TWO lake lots plus more adjoining land available. Lots 22 & 23..Barndominiums allowed. City water, electric and septic system on these lots. BONUS: the community has fiberoptic for fast internet and the roads are country maintained. Moderate restrictions...NO HOA... Pretty park like setting with trees. Located near Lake Cumberland and several launching ramps. Jamestown Resort & Marina only a

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    Lots 22&23 Cherry Loop, 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
  • /5

    $71,000

    • Land
    • 2.39 Acres
    • $29,707 per Acre

    40 Dogwood Hollow Rd, Jamestown, KY 42629

    Only 9 lots left in this beautiful 68-acre development. Paved roads 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 resident wildlife when driving through. Come check it out, you'll love

    Shelly Stoyell PCS Real Estate

    40 Dogwood Hollow Rd, Jamestown, KY 42629
  • /3

    $800,000

    • Land
    • 3 Acres
    • $266,667 per Acre

    1142 N Main St, Jamestown, KY 42629

    Larry Sanner In The Loop Realty

    1142 N Main St, Jamestown, KY 42629
  • /2

    $45,000

    • Land
    • 1.21 Acres
    • $37,190 per Acre

    Lot 94 Bowman-Chrisman Rd, Jamestown, KY 42629

    Lake Cumberland gated community. Residential building lot across the lane from the lake. Restrictions to protect your investment.HOA in place. Lovely gently rolling land that has been developed into The Peninsula lake community.... on the way to Pleasant Hill community and a few minutes from Jamestown...several launching ramps close by.

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    Lot 94 Bowman-Chrisman Rd, Jamestown, KY 42629
  • /10

    $148,400

    • Land
    • 10.7 Acres
    • $13,869 per Acre

    0 S Highway 127 Unit 11332818, Jamestown, KY 42629

    10.7 Acres located off of Highway 127 in between Wolf Creek Dam and the Lake Cumberland State Park! This land is unrestricted and ready for you to use however you see fit! This lot is wooded and offers a peaceful and secluded feeling while being right by Lake Cumberland! Just 2.4 Miles from Halcomb's Landing Boat Ramp and 5.9 Miles from Lake Cumberland State Park!

    Ryne Tolar Lake And Land Realty Inc

    0 S Highway 127 Unit 11332818, 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
  • /6

    $135,000

    • Land
    • 4.45 Acres
    • $30,337 per Acre

    35 Leveridge Ct, Jamestown, KY 42629

    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. Please watch for resident wildlife when driving through. Come check it out,

    Shelly Stoyell PCS Real Estate

    35 Leveridge Ct, 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
  • /14

    $69,900

    • Land
    • 4.35 Acres
    • $16,069 per Acre

    0 Gaskin Ln, Jamestown, KY 42629

    MOTIVATED SELLER !!!! Your chance to own one of the best and last building lots still available in Richard Estates !!!!! Convenient to Russell Springs and Jamestown, this site offers over 4 acres for you to build your dream home. Offering privacy on a dead end street, this lot features approximately 2.5 acres of a partially cleared building site as well as woods in the rear. Per the owner, the

    Brooke Bunch Southern Nest Realty, LLC

    0 Gaskin Ln, Jamestown, KY 42629
  • /2

    $65,000

    • Land
    • 1 Acre
    • $65,000 per Acre

    19 Twin Creek Loop, Jamestown, KY 42629

    BIG LAKE LOT overlooking Greasy Creek in Twin Creeks Resort. Lake Community just off US Hwy. 127 south of Jamestown. Moderate restrictions. NO HOA, NO Fees. Great location on the way to several launching ramps and the State Dock plus the Cumberland River. Build your dream home overlooking the lake....short term rentals allowed. BUY THIS LOT TODAY!

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    19 Twin Creek Loop, Jamestown, KY 42629
  • /5

    $89,000

    • Land
    • 1.49 Acres
    • $59,732 per Acre

    7 Sunset Dr, Jamestown, KY 42629

    Beautiful Private Wooded Lake View Lot 1.49 acres on Pumpkin Creek, Jamestown, KY

    Anthony Gigilo ListWithFreedom.com

    7 Sunset Dr, Jamestown, KY 42629
  • /27

    $599,000

    • Land
    • 3.31 Acres
    • $180,967 per Acre

    000 Litton Dr, Jamestown, KY 42629

    Here's your chance to own an absolutely AMAZING 3.31-acre property with stunning lake views! Tucked away in the beautiful Lilly Creek Cove of Lake Cumberland, this spot is perfect for building the dream home you've always envisioned, complete with panoramic views of the water. Enjoy the perfect mix of seclusion while being just a stone's throw from Jamestown and the bustling Jamestown Marina.

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    000 Litton 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

    $550,000

    • Land
    • 2.4 Acres
    • $229,167 per Acre

    1243 N Main St, Creelsboro, KY 42629

    Introducing a brand-new open-span commercial building offering 10,200 square feet of versatile space, customize the layout to suit your business. Ideally positioned on 2.4 acres of land just before the 127 By-Pass in Jamestown. Ample acreage for parking, expansion, or outdoor storage. With dimensions of 85' x 120', this structure is designed for maximum flexibility—perfect for warehousing,

    Shelly Stoyell PCS Real Estate

    1243 N Main St, Creelsboro, KY 42629
  • /37

    $295,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    394 W Cumberland Ave, Jamestown, KY 42629

    This is an exceptional investment opportunity waiting for you! This charming home features two bedrooms and one bathroom, offering roughly 800 square feet of inviting living space. The house has undergone a comprehensive remodel, showcasing a new roof, new flooring, an instant hot water heater, modern cabinets, and fresh siding. There is a new charging point for cars at the house. It makes

    Darren Gossage Weichert Realtors Ford Brothers, Inc.

    394 W Cumberland Ave, Jamestown, KY 42629
  • /4

    $69,000

    • Land
    • 1.05 Acres
    • $65,714 per Acre

    3 Marina Pointe, Jamestown, KY 42629

    Gorgeous 1.05+/- Lake Lot overlooking Jamestown Marina in Marina Pointe Lake Community. Convenient to several Boat Ramps and a Marina. Perfect Place to build your lake home!

    The Millie - Millie Weaver Keller Williams Bluegrass Realty - Lake Cumberland

    3 Marina Pointe, Jamestown, KY 42629
  • /6

    $68,000

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

    24 Dogwood Hollow Rd, Jamestown, KY 42629

    Only 9 lots left in this beautiful 68-acre development. Paved streets1-13 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 resident wildlife when driving through. Come check it out, you'll

    Shelly Stoyell PCS Real Estate

    24 Dogwood Hollow Rd, Jamestown, KY 42629
  • /3

    $99,000

    • Land
    • 17 Acres
    • $5,824 per Acre

    300 Helm Ln, Jamestown, KY 42629

    Tract 4 offers approximately 17 acres of mostly wooded land, making it a true hunter’s paradise with abundant wildlife and natural cover. This secluded tract provides the perfect setting for outdoor recreation, whether you enjoy hunting, hiking, or simply escaping into nature. There is a cleared section that presents a perfect building site—ideal for a private cabin, weekend retreat, or your

    Benjamin Karnes Patriot Realty - Auction LLC

    300 Helm Ln, 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
  • /3

    $129,000

    • Land
    • 19 Acres
    • $6,789 per Acre

    500 Helm Ln, Jamestown, KY 42629

    Tract 5 offers 23 acres of mostly wooded terrain, making it an ideal spot for hunters and nature lovers alike. With a healthy mix of mature timber and wildlife activity, this tract is perfect for recreational use or a private retreat. What truly sets this tract apart is the cleared section featuring one of the best building sites on the entire property. Whether you're looking to build a full-time

    Benjamin Karnes Patriot Realty - Auction LLC

    500 Helm Ln, 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%
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