Jamestown, KY Homes for Sale

• 

  

  /2

  $49,000

  • Land
  • 0.70 Acre
  • $70,000 per Acre

  6 Marina Pointe, Jamestown, KY 42629

  Gorgeous .60+/- 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 Weaver Team

  Lake Cumberland Real Estate Professionals

  (270) 714-7041

  6 Marina Pointe, Jamestown, KY 42629
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  /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 Weaver Team

  Lake Cumberland Real Estate Professionals

  (270) 514-4490

  3 Marina Pointe, Jamestown, KY 42629
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  /3

  $14,000

  • Land
  • 1.81 Acres
  • $7,735 per Acre

  0 Riverside Dr, Jamestown, KY 42629

  WOW! 1.81 acres in an established neighborhood for the right price. Beautiful Rambling Creek subdivision is about 7 miles to Jamestown Mariana on beautiful Lake Cumberland, and only 2.3 miles to Lakewood Country Club with all the golf and swimming you can enjoy. A few restrictions apply to protect your property.

  Amy Walker Walker Realty

  0 Riverside Dr, Jamestown, KY 42629
• 

  

  

  /17

  $750,000

  • Land
  • 24 Acres
  • $31,368 per Acre

  579 S Main St, Jamestown, KY 42629

  BEAUTIFUL PARKLIKE property on the way to Jamestown Marina of the beautiful Lake Cumberland! UNRESTRICTED 23.91 acres m/l located on Boat Dock Road (S. Hwy. 92) would be an amazing location for a private residence, townhomes, condos, rental units, campground / RV facility, etc. This hidden gem was recently cleaned up, uncovering some spectacular land plus the newly laid road provides easy access

  Troy Coffey Golden Rule - Wilson Real Estate & Auction #2 LLC

  579 S Main St, Jamestown, KY 42629
• 

  

  

  /23

  $359,900

  • 0.5 Baths
  • 1,008 Sq Ft

  Unlisted Address

  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

  Unlisted Address
• 

  

  /36

  $395,200

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

  223 Pumpkin Creek Cir, Jamestown, KY 42629

  You have to see this hardie plank cabin! Backing up to around 30 acres of forestry, you will love every moment of it owning it. This simple new construction has modern touches like pendant lighting, poplar floors, and butcherblock counters, Keeping in step with the cabin vibe, it has slider barn doors, a metal roof, Amish made cabinetry, and cedar lined closets. The main level offer an open

  Crystal Gail Smith Keller Williams Bluegrass Realty

  223 Pumpkin Creek Cir, Jamestown, KY 42629
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  /38

  $475,000

  • 8 Beds
  • 3 Baths
  • 4,016 Sq Ft

  440 Carriage Ln, Jamestown, KY 42629

  Spacious 5-bed, 3-bath home on 1.24 acres in a gated community! Features a 2-car garage, hardwood floors on the main level, and a cozy bio-fuel fireplace. The kitchen offers granite countertops, bar area, under-cabinet lighting, and all appliances included. Dining room sits just off the kitchen. Main floor also includes two bedrooms with lofts, guest bath, and a master suite with walk-in closet,

  Barbara McWhorter The Realty Firm - Byrdstown

  440 Carriage Ln, Jamestown, KY 42629
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  /52

  $429,900

  • 3 Beds
  • 3.5 Baths
  • 2,560 Sq Ft

  298 Lantern Way, Jamestown, KY 42629

  Stunning, welcoming and well maintained Cape Cod style lake house near Jamestown Resort & Marina.The features are many... this is a must see to take it all in. The house is one owner home sitting on two lots at the end of a lane offering private getaway. The covered front porch is wide for maximum relaxing in the shade.The main level is a wonderful flow of hardwood floors and living room

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  298 Lantern Way, Jamestown, KY 42629
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  /38

  $400,000

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

  255 Pumpkin Creek Cir, Jamestown, KY 42629

  The cutest rustic cabin mini development near Lake Cumberland in Jamestown is here!! Situated on over two acres, this new build has many customizations from poplar flooring, Amish made cabinets, butcherblock counters, and cedar lined closets. Imagine being able to stay here seasonally, or having the ability to Airbnb this home. The main level offers an open concept, pendant lighting, a

  Crystal Gail Smith Keller Williams Bluegrass Realty

  255 Pumpkin Creek Cir, Jamestown, KY 42629
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  /50

  $449,000

  • 4 Beds
  • 3 Baths
  • 4,144 Sq Ft

  1124 Lily Creek Resort Rd, Jamestown, KY 42629

  This stunning 4-bedroom, 3-bath home in the sought-after Lily Creek Resort Community offers breathtaking views of Lake Cumberland and plenty of space for family and guests. The main floor features an open-concept great room with a beautiful stone fireplace, a spacious kitchen, and large windows that showcase the lake. The primary suite is also on the main level, complete with a luxurious bath

  Darren Gossage Weichert Realtors Ford Brothers, Inc.

  1124 Lily Creek Resort Rd, Jamestown, KY 42629
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  /70

  $359,000

  • 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

  Jillian Johnson Eagle Realty & Development LLC

  65 Wooldridge Rd, Jamestown, KY 42629
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  /28

  $356,350

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

  495 Pumpkin Creek Rd, Jamestown, KY 42629

  Say hello to the custest rustic style cabin with basement near Lake Cumberland. Jamestown is a premier lake town destination. This home has so many customizations, solid poplar flooring, rough pine ceilings, poplar and pine walls, Amish made cabinets, butcherblock counter tops, and cedar lined closets. Did we mention it has a full unfinished walk out basement with roughed in plumbing so you can

  Crystal Gail Smith Keller Williams Bluegrass Realty

  495 Pumpkin Creek Rd, Jamestown, KY 42629
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  /41

  $309,000

  • 3 Beds
  • 2.5 Baths
  • 1,659 Sq Ft

  216 Tall Timbers Dr, Jamestown, KY 42629

  LAKE ORIENTED COMMUNITY- Located just 2.5 miles from Lake Cumberland's Safe Harbor Marina (Jamestown Marina).Welcome to this charming and inviting home located in the heart of the Cumberland Cove. Nestled among a variety of trees, this beautiful 3 bedroom, 2.5 bath home offers the ideal escape from the hustle and bustle of everyday life. Step inside and be greeted by a cozy stone, gas fireplace

  Debbie Loy Wilson Lake Cumberland Properties, Ltd. Co.

  216 Tall Timbers Dr, Jamestown, KY 42629
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  /40

  $341,500

  • 4 Beds
  • 2 Baths
  • 2,010 Sq Ft

  100 Hankins Ln, Jamestown, KY 42629

  Lakehouse located in beautiful Lily Creek Resort just minutes from Jamestown Marina! Lily Creek Boat Ramp close to property. You will enjoy the swimming pool, tennis, basketball and pickle ball courts. House located on dead-end street with privacy on a half acre lot. Relax on your upper and lower screened in porches. New renovations include whole house painted, both bathrooms and kitchen

  Larry Sanner In The Loop Realty

  100 Hankins Ln, Jamestown, KY 42629
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  /7

  $24,900

  • Land
  • 0.39 Acre
  • $63,846 per Acre

  Lot 29 Captains Point, Jamestown, KY 42629

  Remarkable opportunity for lakeside living on Lake Cumberland in the exclusive subdivision at Captains Point! This lot boasts lake views at the Corp line and is conveniently located close to Pleasant Hill boat ramp. This development features a community pond and HOA/restrictions in place to protect your investment. By water, you are closest to Jamestown and State Dock marina's, and also near Wolf

  Morgan Harris Lake Cumberland Real Estate Professionals

  Lot 29 Captains Point, Jamestown, KY 42629
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  /79

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 3,600 Sq Ft

  105 Ivy Dr, Jamestown, KY 42629

  Nestled in the rolling hills of south central Kentucky, this stunning custom-built home offers a perfect blend of charm and modern luxury- all with sweeping, year-round views of beautiful lake Cumberland. Whether you are enjoying peaceful mornings on the deck, boating from the nearby marina, or hosting summer get togethers under the stars, this one-of a-kind property captures the magic of life on

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  105 Ivy Dr, Jamestown, KY 42629
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  /67

  $219,900

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft

  258 Dutton Cir, Jamestown, KY 42629

  Welcome to 258 Dutton Circle in Jamestown, Kentucky - a beautifully maintained ranch-style home offering peaceful living just minutes from Lake Cumberland! Built in 1982, this 3-bedroom, 1-bathroom home features 1,560 finished square feet on the main level and sits on a spacious 2-acre lot within the city limits of Jamestown.Step inside to find a comfortable and inviting layout with

  Matthew Cooper Lake Cumberland Properties, Ltd. Co.

  258 Dutton Cir, Jamestown, KY 42629
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  /34

  $265,000

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  93 Old Clear Springs Rd, Jamestown, KY 42629

  TURN-KEY & COMPLETELY RENOVATED! This stunning brick ranch in Jamestown, KY offers surprises around every corner, including a secret courtyard. You'll be amazed as the home unfolds—room after room, garage after garage. Features include original hardwood floors, a newly added 4th bedroom, electric fireplace with sleek Italia tile, and sea glass backsplash in the kitchen. Bathrooms feature marble

  John Fitzwater WEICHERT REALTORS - Ford Brothers

  93 Old Clear Springs Rd, Jamestown, KY 42629
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  /4

  $89,000

  • Land
  • 7 Acres
  • $13,050 per Acre

  Lot 18 Phelps Acres Rd, Jamestown, KY 42629

  Rare Opportunity in Phelps Acres Estates - 6.82 Acres!Welcome to one of the most sought-after neighborhoods in the area - Phelps Acres Estates! This stunning 6.82-acre parcel offers the perfect blend of privacy, nature, and convenience. Featuring a partially cleared building site, this lot is ready for your dream home, while the abundant mature trees along the back provide natural beauty

  Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  Lot 18 Phelps Acres Rd, Jamestown, KY 42629
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  /22

  $359,900

  • Land
  • 1.42 Acres
  • $253,451 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
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  /39

  $279,900

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  321 K L G Dr, Jamestown, KY 42629

  Spacious 2052 sq. ft. 4-Bed, 2-Bath Home.Priced to sell! Just Minutes from Lake Cumberland!Modern Comforts, Prime Location & Boater's Paradise!Located near three marinas on the breathtaking Lake Cumberland, this beautifully maintained 4-year-old home has been converted to real estate. It combines space, style, and convenience.Step inside to discover: • A spacious kitchen with island, large

  Cheryl Flynn RE/MAX LakeTime Realty

  321 K L G Dr, Jamestown, KY 42629
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  /40

  $199,999

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  1023 Harbor Springs Rd, Jamestown, KY 42629

  Nestled in the heart of Lake Cumberland, this charming A-frame cabin offers stunning views of the Jamestown Marina and the tranquil waters beyond. Located in Harbor Springs and just minutes from a launching ramp and the Jamestown Marina, this income-producing property is perfect for those seeking both relaxation and adventure.Featuring one cozy bedroom on the main floor and huge sleeping loft,

  Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  1023 Harbor Springs Rd, Jamestown, KY 42629
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  /12

  $12,500

  • Land
  • 0.50 Acre
  • $25,000 per Acre

  Lot 99 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 close to Lake Cumberland and conveniently located near Pleasant Hill boat ramp. The development also features a community pond and restrictions/HOA in place to protect your investment. For the boating enthusiasts, by water, you are closest to Jamestown and

  Morgan Harris Lake Cumberland Real Estate Professionals

  Lot 99 Captains Point, Jamestown, KY 42629
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  /28

  $24,900

  • Land
  • 0.35 Acre
  • $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
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  /6

  $24,900

  • Land
  • 0.35 Acre
  • $71,143 per Acre

  Lot 40 Anchor Way, Jamestown, KY 42629

  Situated on the lake side of this quiet cul-de-sac, this is a charming, wooded, lake view setting of a lot ready for your home plans. No mobile homes, 1800 square feet minimum. Barndominiums possible with approval if they meet size and materials requirements. County water, and underground utilities. Only 2 miles to Pleasant Hill boat ramp for easy lake access. Get your home started now for

  Brad Bigelow CENTURY 21 Advantage Realty

  Lot 40 Anchor Way, Jamestown, KY 42629
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  /18

  $129,900

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  3331 Kentucky 1058, Jamestown, KY 42629

  Your Country Oasis Awaits! Discover the serenity of rural living with this lovely 3-bedroom, 1-bathroom home nestled on 1.5 acres of picturesque land. This property is perfect for those looking to settle into a spacious abode. Inside, you'll find three comfortable bedrooms and a sizable bathroom, alongside a large kitchen for all your culinary adventures. The living room is perfect for unwinding

  Darren Gossage Weichert Realtors Ford Brothers, Inc.

  3331 Kentucky 1058, Jamestown, KY 42629
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  /7

  $22,500

  • Land
  • 1.03 Acres
  • $21,845 per Acre

  17 Anchor Way, Jamestown, KY 42629

  Discover a beautiful building lot in the serene Captains Point subdivision. This lightly restricted property is conveniently located near Lake Cumberland, making it an ideal spot to create your dream home. Seasonal lake views. This subdivision in Jamestown, KY, is known for its peaceful atmosphere and offers easy access to boating, fishing, and outdoor adventures. With dedicated boat trailer

  Darren Gossage Weichert Realtors Ford Brothers, Inc.

  17 Anchor Way, Jamestown, KY 42629
• 

  

  /23

  $185,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit Q3, Jamestown, KY 42629

  Welcome to Unit Q3, a 2-bedroom, 2-bath condo in the sought-after Apple Valley Resort in Jamestown, KY! This move-in-ready unit features white kitchen cabinets with all appliances included (this unit has a dishwasher!), PLUS a washer and dryer for your convenience. The furnace is just 3-4 years old, and a leased boat shed is included — perfect for all your lake toys! Enjoy low-maintenance living

  Stephanie Harris Bastin Weichert Realtors Ford Brothers, Inc.

  145 State Park Rd Unit Q3, Jamestown, KY 42629
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  /4

  $13,000

  • Land
  • 0.51 Acre
  • $25,490 per Acre

  Lot 42 Viewpointe Rd, Jamestown, KY 42629

  Lovely lake community near the Jamestown Resort & Marina. This is a wooded lot with plenty of elbow room... Super location for a vacation home or permanent residence. Community has a walkway to the lake. Affordable lot near launching ramps on Hwy. 92. Community has many nice homes already established. Don't wait...

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  Lot 42 Viewpointe Rd, Jamestown, KY 42629
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  /5

  $24,000

  • Land
  • 0.87 Acre
  • $27,586 per Acre

  Lot 116 Anchor Way, Jamestown, KY 42629

  Check out this great piece of land in one of the most desirable lake communities on Lake Cumberland. Captain's Point Subd. is located just 5 minutes to launching at Pleasant Hill. The community has an impressive entry and neighborhood pond with well maintained properties throughout. Make this your vacation home location or permanent residence. Enjoy abundant wildlife roaming the land ....

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  Lot 116 Anchor Way, Jamestown, KY 42629
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  /4

  $34,000

  • Land
  • 0.05 Acre
  • $680,000 per Acre

  52 Anchor Way, Jamestown, KY 42629

  Captain's Point lake community... here's your opportunity to buy a lake lot in a well located community on Lake Cumberland. Well priced and level to gently rolling land for your getaway or permanent home. City water, paved roads, electric and fiberoptics are all available. Pick your floor plan...get busy..you only live once! Many lovely homes in the community. Restrictions apply to protect your

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  52 Anchor Way, Jamestown, KY 42629
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  /44

  $139,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit K-3, Jamestown, KY 42629

  Condo can be listed on Airbnb/VRBO and rented short term! Take advantage of a great new investment or lake retreat. Discover your perfect place at Apple Valley Resort on Lake Cumberland! Nestled within the serene State Park and conveniently close to State Dock Marina, this beautifully updated condo offers both tranquility and convenience. Step into a fresh, modern living space with all-new

  Casey Weesner Weesner Properties, Inc.

  145 State Park Rd Unit K-3, Jamestown, KY 42629
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  /51

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  1189 N Main St, Jamestown, KY 42629

  This beautifully updated brick property offers incredible versatility as a residential home or office space. Situated at the corner of Hwy 127 and the Jamestown Bypass, it’s just 1 mile from Monument Square and 5 miles from Safe Harbor Marina on Lake Cumberland. The location provides high visibility in a growing, high-traffic area—ideal for a business or personal residence. The home was

  Tammy Stotts Southern Nest Realty, LLC

  1189 N Main St, Jamestown, KY 42629
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  /3

  $14,000

  • Land
  • 0.49 Acre
  • $28,571 per Acre

  Lot Captain's Point Subdivision, Jamestown, KY 42629

  Lot 80 of the Captain's Point Subdivision. Consist of 0.49 acres of land.

  Will Childers WTC Realty LLC

  Lot Captain's Point Subdivision, Jamestown, KY 42629
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  /3

  $19,000

  • Land
  • 1.20 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
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  /3

  $16,000

  • Land
  • 0.61 Acre
  • $26,230 per Acre

  Lot 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 Captain's Point Subdivision, Jamestown, KY 42629
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  /43

  $459,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  1745 Twin Creek Loop, Jamestown, KY 42629

  Live the dream on the lake. Custom built home with double lot overlooking beautiful Lake Cumberland. Craftsman's style ranch with bonus lofted area has abundant natural light, to enjoy the springtime blooms. A freestanding woodburning stove to bring a cozy factor in the winter, a pool, hot tub and 3 covered decks/patios to enjoy the outdoors in the summer and acres of mature woods to escape into

  Mike Campbell RE/MAX On Main, Inc

  1745 Twin Creek Loop, Jamestown, KY 42629
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  /7

  $85,000

  • Land
  • 0.36 Acre
  • $236,111 per Acre

  600 Kean Rd, Jamestown, KY 42629

  Lakeview lot in small prestigious lake community, The Bluff. Superbly located near the Jamestown Resort & Marina this community is highly sought after.Gorgeous custom built homes are thoughtfully placed throughout the community. The amenities include community pool and tennis courts. Make plans to build your forever home or vacation spot on the Lake. West side of Lake Cumberland...

  Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  600 Kean Rd, Jamestown, KY 42629
• 

  

  /31

  $225,000

  • 2 Beds
  • 2 Baths
  • 932 Sq Ft

  145 State Park Rd Unit Q6, Jamestown, KY 42629

  TURN KEY/FULLY FURNISHED! LAKE CUMBERLAND, Apple Valley Gated RESORT, Incredible Investment Opportunity for anyone interested featuring FULLY FURNISHED 2 Bedrooms, 2 Baths, and 2 floors with the main level featuring an updated Kitchen complete with Stove and a Stainless Steel Refrigerator, Dining Table and Chairs wi/ Bench. The Living Room offers an open area seating several guests, a new flat

  Amanda Long KELLER WILLIAMS HEARTLAND

  145 State Park Rd Unit Q6, Jamestown, KY 42629
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  /5

  $19,900

  • Land
  • 0.76 Acre
  • $26,184 per Acre

  Lot Anchor Way, Jamestown, KY 42629

  Nestled in the desirable Pleasant Hill area of Jamestown, KY, this 0.76-acre lot offers the perfect blend of seclusion, beauty, and convenience. Located in a highly sought-after subdivision, this gently rolling, cleared lot provides stunning views of lush greenery and mature trees—an ideal setting for your dream farmhouse.Enjoy the peace and quiet of a subdivision designed to protect your

  Torsten Langguth Prosperity Real Estate

  Lot Anchor Way, Jamestown, KY 42629

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