Jamestown, KY Homes for Sale under $300,000

• 

  

  

  /5

  $40,000

  • Land
  • 23,086 Sq Ft
  • $75,472 per Acre

  11 Cherry Loop, Jamestown, KY 42629

  Build your Lake Cumberland getaway in the established Cherry Hills community! Located just minutes from Pleasant Hill Boat Dock and launching ramp, this wooded lot offers a peaceful setting with the U.S. Army Corps of Engineers bordering the rear of the property, creating a natural buffer and added privacy. During the fall and winter months, enjoy seasonal views of Lake Cumberland while listening

  Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  11 Cherry Loop, Jamestown, KY 42629
• 

  

  

  /19

  $19,900

  Open Sat 10AM - 12PM

  • Land
  • 16,552 Sq Ft
  • $52,368 per Acre

  38 Jordan Ct Unit Tract 2, Jamestown, KY 42629

  Vacant LAKE AREA Corner Lot Near Lake Cumberland's Lily Creek Boat Ramp and a short drive to Safe Harbor "Jamestown" Marina! --- 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! --- Online

  Christopher Wilson Golden Rule-Wilson RE & Auc #1

  38 Jordan Ct Unit Tract 2, 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
• 

  

  

  /5

  $39,500

  • Land

  000 Town View Estates Unit LOTS 1 & 2, Jamestown, KY 42629

  Larry Sanner In The Loop Realty

  000 Town View Estates Unit LOTS 1 & 2, Jamestown, KY 42629
• 

  

  

  /28

  $24,900

  • Land
  • 15,246 Sq Ft
  • $71,143 per Acre

  Lot 39 Captains Point, Jamestown, KY 42629

  Discover the perfect spot for your dream home or vacation home in the gated community of Captains Point, Jamestown, KY. This lot is nestled on Lake Cumberland with lake views at the Corp line and conveniently located near Pleasant Hill boat ramp. This development features a community pond and restrictions/HOA in place to protect your investment. By water, you are closest to Jamestown and State

  Morgan Harris Lake Cumberland Real Estate Professionals

  Lot 39 Captains Point, Jamestown, KY 42629
• 

  

  /3

  $15,000

  $1K PRICE DROP

  • Land
  • 26,571 Sq Ft
  • $24,590 per Acre

  Lot 96 Captain's Point Subdivision, Jamestown, KY 42629

  Lot 96 of the Captain's Point Subdivision. Consist of 0.61 acres.

  Will Childers WTC Realty LLC

  Lot 96 Captain's Point Subdivision, 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
• 

  

  /6

  $24,000

  • Land
  • 37,897 Sq Ft
  • $27,586 per Acre

  116 Anchor Way, Jamestown, KY 42629

  Lake lot...very buildable piece of land in one of the most desirable communities on Lake Cumberland. Captain's Point community is just 5 minutes from launching at Pleasant Hill. The community has an impressive entry and neighborhood pond with well maintained properties throughout. Make this your vacation home site or permanent residence. Just a few minutes outside of the quaint little town of

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  116 Anchor Way, Jamestown, KY 42629
• 

  

  /6

  $65,000

  • Land
  • 36,154 Sq Ft
  • $78,313 per Acre

  Lot 12 Twin Creeks Loop, Jamestown, KY 42629

  Lake lot with seasonal view of Greasy Creek...super location if you boat out of State Dock or Wolf Creek Dam area. Recently cleared of under brush leaving a few trees for shade. Several new homes being built...NO HOA, moderate restrictions, short term rentals allowed. Just outside of Jamestown, KY off US Hwy. 127. Call for details!! Build your vacation home or short term rental investment!

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  Lot 12 Twin Creeks Loop, Jamestown, KY 42629
• 

  

  /5

  $30,000

  • Land
  • 1.59 Acres
  • $18,868 per Acre

  13 Kentucky 92, Jamestown, KY 42629

  Prime Building Location with road frontage on Highway 92 and Wilkerson Spur Road. Discover the perfect place to build your dream home in the desirable High 92 Estates subdivision! This 1.59-acre tract offers a beautifully cleared, gently rolling landscape ideal for residential construction. With ample space and an excellent building site already in place, this property provides the perfect

  Ashley Stearnes CENTURY 21 Advantage Realty

  13 Kentucky 92, Jamestown, KY 42629
• 

  

  /15

  $35,000

  • Land
  • 1.01 Acres
  • $34,653 per Acre

  33 Peninsula, Jamestown, KY 42629

  Build Your Dream Lake Escape in The Peninsula! Escape to the ultimate lake life with this gorgeous 1.01-acre residential building lot, beautifully tucked away in the prestigious, gated Peninsula subdivision. Situated at the quiet end of a peaceful cul-de-sac, this property offers the perfect blend of wooded privacy and gently rolling terrain—giving you potential seasonal lake views overlooking

  Courtney Reed Keller Williams Bluegrass Realty

  33 Peninsula, Jamestown, KY 42629
• 

  

  /36

  $245,000

  $24K PRICE DROP

  • 2 Beds
  • 1 Bath

  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.

  Rachel Bernard The Realty Firm

  612 Little Indian Dr, 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
• 

  

  /24

  $189,500

  $26K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 932 Sq Ft

  145 State Park Rd Unit Q7, Jamestown, KY 42629

  Looking to RETIRE or just want to get away? This incredible opportunity offers a TURN KEY/FULLY FURNISHED townhome inside the gated Apple Valley RESORT that sits within the Lake Cumberland State Park and only 5 miles to the nearest boat dock, 2 restaurants overlooking the water, Lure Lodge, Hiking Trails and more! This is an incredible Investment Opportunity for anyone interested in an AirBnB,

  Amanda Long KELLER WILLIAMS HEARTLAND

  145 State Park Rd Unit Q7, Jamestown, KY 42629
• 

  

  /3

  $12,000

  • Land
  • 9,147 Sq Ft
  • $57,143 per Acre

  Lot Lorel Dunbar Ln, Jamestown, KY 42629

  This 0.21 acre Lot is being sold along with the home located at 404 Lorel Dunbar, it will not be offered separately, unless it does not sell with the home. The lot can be used to build a garage, boat storage, or leave as an outdoor recreational area. Due to building codes for the lot size a septic system and full-time residence is not allowed. No sign is on the LOT.

  Vicki Sanders Coldwell Banker Larry Rogers

  Lot Lorel Dunbar Ln, Jamestown, 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 for an

  Darren Gossage Weichert Realtors Ford Brothers, Inc.

  394 W Cumberland Ave, Jamestown, KY 42629
• 

  

  /6

  $29,500

  • Land
  • 21,780 Sq Ft
  • $59,000 per Acre

  14 Lawless Ct, Jamestown, KY 42629

  LAKE LIFE Starts Here!! Build your dream lake home just 5 minutes from the Jamestown Marina in one of the area's most desirable lake communities.(Lakeside Place) This beautiful lot has recently been hand cleaned to preserve the trees on the back side of the lot ...getting ready for YOUR Spring build. Secure your location and start planning your lake home- boating, sunsets and relaxing weekends

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  14 Lawless Ct, Jamestown, KY 42629
• 

  

  /5

  $15,000

  • Land
  • 28,314 Sq Ft
  • $23,077 per Acre

  45 Scafidi Ln, Jamestown, KY 42629

  With a super location near Jamestown Resort & Marina this building site has both cleared and wooded land. The lay of the land allows for floor plan with a walk-out basement. Private wooded view to back of lot. Viewpointe Subdivision was developed with privacy and nature in mind... plus now many beautiful homes have been built. An opportunity for an affordable lake lost is now available. City

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  45 Scafidi Ln, Jamestown, KY 42629
• 

  

  /31

  $195,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  707 Little Indian Dr, Jamestown, KY 42629

  Four minutes. That's all that stands between this charming cabin and some of the best trout fishing and boating in Kentucky! Turnkey, income-producing cabin opportunity just minutes from the water! Located at 707 Little Indian Dr in Jamestown, KY, this stylish furnished retreat is less than 4 minutes from the world-famous trout fishing of the Cumberland River at Wolf Creek Dam and just minutes

  Stephanie Harris Bastin Weichert Realtors Ford Brothers, Inc.

  707 Little Indian Dr, 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
• 

  

  /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
• 

  

  /16

  $289,000

  • 0.5 Baths
  • 720 Sq Ft

  740 N Main St, Jamestown, KY 42629

  Prime Commercial Development Opportunity | 1.55± Acres Unleash the potential of one of Jamestown's most visible commercial tracts. Situated on a highly trafficked stretch of North Main Street (US-127 corridor), this property offers 1.55± acres of flat, 100% usable, high-visibility land. Whether you are looking to retro-fit the existing restaurant footprint or clear the site for a brand-new,

  Caleb Weaver PCS Real Estate

  740 N Main St, 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
• 

  

  /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
• 

  

  /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
• 

  

  /55

  $119,900

  $5K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit R7, Jamestown, KY 42629

  LAKE LIVING AT IT'S BEST ! UNIT R-7 Whether you're an avid fisherman, a weekend adventurer, or simply looking for the perfect getaway, this charming condo has everything you need. Nestled in the heart of the Houseboat Capital of the World, this beautifully maintained property offers the ideal blend of comfort, recreation, and natural beauty. With approximately 900 square feet of living space, the

  Jay Rowlett Southern Nest Realty, LLC

  145 State Park Rd Unit R7, 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
• 

  /2

  $32,500

  • Land
  • 32,670 Sq Ft
  • $43,333 per Acre

  20 & 21 Cherry Loop, Jamestown, KY 42629

  Lake Cumberland building lots...small Cherry Hill community on the way to Pleasant Hill. TWO lots, # 20 & 21 for sale together. Moderate restrictions; barndominums allowed. NO HOA... City water, electric and fiberoptic available. (Two more lots adjacent to these lots are for sale also, separate owner). Small creek across the back that flows in to the Lake. Call for details...great opportunity to

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  20 & 21 Cherry Loop, Jamestown, KY 42629
• 

  /2

  $60,000

  • Land
  • 20,473 Sq Ft
  • $127,660 per Acre

  Lot 1 Panacea Subdvision, Jamestown, KY 42629

  Build your dream getaway in the desirable Pleasant Hill area near Lake Cumberland! This fantastic 0.47 acre building lot has already been cleared and is ready for your new construction plans. Conveniently located just off Lilly Creek Lane and only one mile from the Pleasant Hill Boat Ramp and Dock, this property offers easy access to the lake while still providing a peaceful setting. Light

  Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  Lot 1 Panacea Subdvision, 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
• 

  

  /38

  $125,900

  $14K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 400 Sq Ft

  Unlisted Address

  NEW PRICE!!!!! Fully furnished lake house! Affordable, move-in ready lake home less than 10 minutes (just over 3 miles) from Jamestown Marina! This adorable tiny home comes fully furnished (ask listing agent for list of what stays and what doesn't) with deeded lot and has a super cool "speak easy" wet bar. There is also brand new vinyl plank flooring, the kitchen offers full size appliances and

  Kim Arehart Weichert Realtors Ford Brothers, Inc.

  Unlisted Address
• 

  

  /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
• 

  

  /38

  $169,900

  • 2 Baths
  • 2,150 Sq Ft

  655 N Main St, Jamestown, KY 42629

  Endless Possibilities!!! Currently configured as a hair salon, this property offers all sorts of options. The building offers a floor plan that allows for multiple entrances. Seller is offering to sell, or lease. Call today for your tour! We'd love to show you around!

  Josh McKinley Mckinley Real Estate Group

  655 N Main St, 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
• 

  

  /41

  $295,000

  • 6 Beds
  • 4 Baths
  • 2,781 Sq Ft

  227 Little Louisville Rd, Jamestown, KY 42629

  One-of-a-Kind Lake Area Retreat with Room for Everyone! Located on Little Louisville Road in Jamestown and just minutes from the Jamestown Marina and boat launches, this unique property offers over 2,700 square feet (per PVA) under roof on 1.16 acres. With 6 bedrooms and 4 full bathrooms, all on one level, there's plenty of space for family, guests, or investment opportunities. The centerpiece of

  Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  227 Little Louisville Rd, Jamestown, KY 42629
• 

  

  /6

  $34,000

  • Land
  • 21,780 Sq Ft
  • $68,000 per Acre

  52 Anchor Way, Jamestown, KY 42629

  Captain's Point lake community near Jamestown, KY... here's your opportunity to buy a lake lot in a well located community on Lake Cumberland. Level to gently sloping land for your new build...vacation home or permanent residence. City water, electric and fiberoptics are all available,. Many established homes in the community. Restrictions apply to protect your investment. Launch your boat... 5

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  52 Anchor Way, Jamestown, KY 42629
• 

  

  /10

  $161,450

  • 4,896 Sq Ft

  130 E Cumberland Ave, Jamestown, KY 42629

  Larry Sanner In The Loop Realty

  130 E Cumberland Ave, Jamestown, KY 42629

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