Jamestown, KY Homes

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  /66

  $410,000

  Sold Oct 09, 2025

  629 Ky-1058, Jamestown, KY 42629

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1972

  Last Sold Summary

  • 8% Below List Price
  • $281/SF
  • 24 Days On Market

  Current Estimated Value $467,886

  Last Listing Agent GaVon Antle Golden Rule - Wilson Real Estate & Auction #2 LLC

  629 Ky-1058, Jamestown, KY 42629
• 

  

  

  /74

  Est $881,799

  Not Listed For Sale

  275 Tall Timbers Dr, Jamestown, KY 42629

  • 5 Beds
  • 3 Baths
  • 3,912 Sq Ft
  • Built 1997

  275 Tall Timbers Dr, Jamestown, KY 42629

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Kimberly Byrom Lake Cumberland Properties, Ltd. Co.
• 

  

  

  /35

  $249,000

  • 3 Beds
  • 2 Baths
  • 990 Sq Ft

  806 Harbor Springs Rd, Jamestown, KY 42629

  Lake Life, Done Right! Welcome to 806 Harbor Springs Road—a well-maintained 2017-built home in the highly sought-after Harbor Springs lake community, just off KY-92 and less than 3 miles from Safe Harbor Marina. This 3-bedroom, 2-bath home offers an open living and dining area, a separate kitchen with eat-in island, and a layout designed for easy lake living. The primary bedroom and laundry are

  Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  806 Harbor Springs Rd, Jamestown, KY 42629
• 

  

  

  /86

  $595,000

  Sold May 21, 2026

  631 Lawless Rd, Jamestown, KY 42629

  • 4 Beds
  • 3.5 Baths
  • 3,040 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Below List Price
  • $196/SF
  • 27 Days On Market

  Current Estimated Value $634,977

  Last Listing Agent Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  631 Lawless Rd, Jamestown, KY 42629
• 

  

  

  /28

  Not Listed For Sale

  145 State Park Rd Unit G6, Jamestown, KY 42629

  • 1 Bed
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit G6, Jamestown, KY 42629

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Drew Patton Weichert Realtors Ford Brothers, Inc.
• 

  

  /12

  $39,500

  • Land
  • 23,958 Sq Ft
  • $71,818 per Acre

  Lot 7 View Point Subdivision Point, Jamestown, KY 42629

  Beautiful building lot with seasonal lake views in the HIGHLY DESIRED Lake Point Subdivision. Sitting in the heart of this well maintained subdivision that has restrictions to protect your investment. Don't miss the opportunity to bring your dreams to life right here in Jamestown! Sitting just up the road from Jamestown Marina and numerous boat ramps just minutes away, it's hard to beat how

  Preston Brainard eXp Realty, LLC

  Lot 7 View Point Subdivision Point, Jamestown, KY 42629
• 

  

  /9

  $12,666

  Sold Oct 20, 2025

  3 Cherry Loop, Jamestown, KY 42629

  • Land
  • 21,780 Sq Ft
  • $25,332 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 123 Days On Market

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

  3 Cherry Loop, Jamestown, KY 42629
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  /62

  Not Listed For Sale

  265 E Cumberland Ave, Jamestown, KY 42629

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1996

  265 E Cumberland Ave, Jamestown, KY 42629

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Debbie Loy Wilson Lake Cumberland Properties, Ltd. Co.
• 

  /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
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  /62

  $250,400

  Sold Feb 25, 2026

  7384 N Highway 55, Jamestown, KY 42629

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 1997

  Last Sold Summary

  • 9% Below List Price
  • $211/SF
  • 65 Days On Market

  Current Estimated Value $276,644

  Last Listing Agent Kathy Nissley Southern Nest Realty, LLC

  7384 N Highway 55, Jamestown, KY 42629
• 

  

  /45

  Est $521,000

  Not Listed For Sale

  206 Pumpkin Creek Cir, Jamestown, KY 42629

  • 3 Beds
  • 2.5 Baths
  • 1,256 Sq Ft
  • Built 2025

  206 Pumpkin Creek Cir, Jamestown, KY 42629

  Last Sold Summary

  Last Listing Agent Crystal Gail Smith In House Real Estate
• 

  

  /23

  $167,000

  $8K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  105 Linkview Rd, Jamestown, KY 42629

  Welcome to 105 Linkview Rd Jamestown! This 2023 manufactured home will WOW you and it's only 2 miles to Jamestown Marina!! It has 3 bedrooms and 2 baths, large open concept living room and kitchen with lots of windows! Nice size laundry room and a beautiful master bedroom with en-suite! There is a very nice covered concrete patio out back for grilling, watching sports or just hanging with friends

  Sherri West Lake Cumberland Real Estate Professionals

  105 Linkview Rd, Jamestown, KY 42629
• 

  

  /64

  $345,000

  Sold Jul 08, 2026

  370 Wesley Cir, Jamestown, KY 42629

  • 4 Beds
  • 4 Baths
  • 2,100 Sq Ft
  • Built 1992

  Last Sold Summary

  • 9% Below List Price
  • $164/SF
  • 121 Days On Market

  Current Estimated Value $359,282

  Last Listing Agent Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  370 Wesley Cir, Jamestown, KY 42629
• 

  

  /5

  Est $74,642

  Not Listed For Sale

  605 Sticks Rd, Jamestown, KY 42629

  • 2 Beds
  • 1 Bath
  • 862 Sq Ft

  605 Sticks Rd, Jamestown, KY 42629

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Ashley Stearnes CENTURY 21 Advantage Realty
• 

  

  /35

  $299,000

  $16K PRICE DROP Pending

  • 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
• 

  

  /44

  $102,000

  Sold Jun 19, 2026

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

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1976

  Last Sold Summary

  • 14% Below List Price
  • $113/SF
  • 62 Days On Market

  Last Listing Agent Casey Weesner Weesner Properties, Inc.

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

  

  /16

  Not Listed For Sale

  1234 Highway 2284, Jamestown, KY 42629

  1234 Highway 2284, Jamestown, KY 42629

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Darren Gossage Weichert Realtors Ford Brothers, Inc.
• 

  

  /19

  $295,000

  New Construction $5K PRICE DROP

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

  60 Pumpkin Creek Rd, 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

  60 Pumpkin Creek Rd, Jamestown, KY 42629
• 

  

  /44

  $200,000

  Sold Aug 14, 2026

  1962 Kentucky 619, Jamestown, KY 42629

  • 3 Beds
  • 3 Baths
  • 3,096 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Below List Price
  • $65/SF
  • 62 Days On Market

  Last Listing Agent Caleb Weaver PCS Real Estate

  1962 Kentucky 619, Jamestown, KY 42629
• 

  

  /17

  Not Listed For Sale

  0 Unit 25008827, Jamestown, KY 42629

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft

  0 Unit 25008827, Jamestown, KY 42629

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Darren Gossage Weichert Realtors Ford Brothers, Inc.
• 

  

  /52

  $179,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit C3, Jamestown, KY 42629

  Welcome to your beautifully remodeled 2- bed 2 -bath condo in the desirable Apple Valley Estates, just minutes from scenic Jamestown Ky and the clear waters of Lake Cumberland. This move in ready retreat features stylish updates throughout, offering the perfect blend of modern comfort and lake area charm. Whether you're looking for a weekend getaway, or a full-time residence this low maintenance

  Scotty Carter Lake Cumberland Real Estate Professionals

  145 State Park Rd Unit C3, Jamestown, KY 42629
• 

  

  /16

  $75,000

  Sold Mar 20, 2026

  18, Section B Twin Creek Loop, Jamestown, KY 42629

  • Land
  • 21,780 Sq Ft
  • $150,000 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 32 Days On Market

  Last Listing Agent Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

  18, Section B Twin Creek Loop, Jamestown, KY 42629
• 

  

  /4

  Not Listed For Sale

  Lot 18 Phelps Acres Rd, Jamestown, KY 42629

  Lot 18 Phelps Acres Rd, Jamestown, KY 42629

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Whitney Marcum Lake Cumberland Properties, Ltd. Co.
• 

  

  /63

  $375,000

  $24K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  554 N Main St, Jamestown, KY 42629

  A staple in Jamestown since the 1930s, this offers exceptional curb appeal and a fantastic location. It features an inviting covered front and side porch, providing a welcoming entry. Inside, you'll find original hardwood floors, a clawfoot tub, and exquisite woodworking that highlight the home's historical charm. Over the years, tasteful updates have been made, preserving the unique character of

  Shelly Stoyell PCS Real Estate

  554 N Main St, Jamestown, KY 42629
• 

  

  /6

  $22,000

  Sold Feb 22, 2026

  1 Scotts Chapel Rd, Jamestown, KY 42629

  • Land
  • 20,908 Sq Ft
  • $45,833 per Acre

  Last Sold Summary

  • 31% Below List Price
  • 167 Days On Market

  Last Listing Agent Caleb Weaver PCS Real Estate

  1 Scotts Chapel Rd, Jamestown, KY 42629
• 

  

  /32

  Est $192,117

  Not Listed For Sale

  2045 Kentucky 619, Jamestown, KY 42629

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft

  2045 Kentucky 619, Jamestown, KY 42629

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Ashley Stearnes CENTURY 21 Advantage Realty
• 

  

  /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
• 

  

  /51

  $248,000

  Sold Sep 04, 2025

  1189 N Main St, Jamestown, KY 42629

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1982

  Last Sold Summary

  • 17% Below List Price
  • $191/SF
  • 114 Days On Market

  Current Estimated Value $298,510

  Last Listing Agent Tammy Stotts Southern Nest Realty, LLC

  1189 N Main St, Jamestown, KY 42629
• 

  

  /12

  Not Listed For Sale

  28 Oaks Rd, Jamestown, KY 42629

  28 Oaks Rd, Jamestown, KY 42629

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent John David Golden Rule - Wilson Real Estate & Auction #2 LLC
• 

  

  /26

  $95,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  374 Town View Estate, Jamestown, KY 42629

  This 2-bedroom, 2-bathroom mobile home is designed for comfortable living. The open eat-in kitchen connects effortlessly to the living room, creating a sense of togetherness whether you're hosting guests or enjoying a quiet evening at home. The refrigerator, gas stovetop, dishwasher and microwave are to remain with home. Master bedroom has a private bathroom with walk in shower plus a walk-in

  John David Golden Rule - Wilson Real Estate & Auction #2 LLC

  374 Town View Estate, Jamestown, KY 42629
• 

  

  /18

  $266,400

  Sold May 26, 2026

  00 Kentucky 1058, Jamestown, KY 42629

  • Land
  • 144 Acres
  • $1,850 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 27 Days On Market

  Last Listing Agent Whitney Marcum Lake Cumberland Properties, Ltd. Co.

  00 Kentucky 1058, Jamestown, KY 42629
• 

  

  /8

  Not Listed For Sale

  22 Lilly Creek Ln, Jamestown, KY 42629

  22 Lilly Creek Ln, Jamestown, KY 42629

  Last Sold Summary

  • 78 Days On Market

  Last Listing Agent Troy Coffey Golden Rule - Wilson Real Estate & Auction #2 LLC
• 

  

  /48

  $749,900

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

  106 Airport Rd, Jamestown, KY 42629

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

  Ashley Stearnes CENTURY 21 Advantage Realty

  106 Airport Rd, Jamestown, KY 42629
• 

  

  /20

  $105,000

  Sold May 01, 2026

  169 Braxton Rd, Jamestown, KY 42629

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft
  • Built 1985

  Last Sold Summary

  • $126/SF
  • 35 Days On Market

  Current Estimated Value $106,176

  Last Listing Agent Tia Hilbert RE/MAX Empire

  169 Braxton Rd, Jamestown, KY 42629
• 

  

  /64

  Est $240,397

  Not Listed For Sale

  2326 Kentucky 55, Jamestown, KY 42629

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1986

  2326 Kentucky 55, Jamestown, KY 42629

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Kimberly Byrom Lake Cumberland Properties, Ltd. Co.
• 

  

  /41

  $145,000

  $44K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  145 State Park Rd Unit Q5, Jamestown, KY 42629

  Discover your perfect retreat in this beautifully appointed 2 bed 2 bath condo ideally situated near stunning Lake Cumberland in Jamestown Kentucky. This property offers a unique blend of comfort, convenience , and natural beauty, making it the perfect home or getaway for outdoor enthusiasts and nature lovers alike.Spacious living area, modern kitchen, outdoor living, proximity to recreation,

  Scotty Carter Lake Cumberland Real Estate Professionals

  145 State Park Rd Unit Q5, Jamestown, KY 42629
• 

  

  /35

  $330,000

  Sold Feb 20, 2026

  25 Harbor Springs Cir, Jamestown, KY 42629

  • 4 Beds
  • 3 Baths
  • 2,080 Sq Ft
  • Built 2004

  Last Sold Summary

  • 27% Below List Price
  • $159/SF
  • 359 Days On Market

  Current Estimated Value $382,712

  Last Listing Agent Austyn Cheatham Real Broker, LLC

  25 Harbor Springs Cir, Jamestown, KY 42629
• 

  

  /30

  Not Listed For Sale

  Lot 45 Pine View Cir, Jamestown, KY 42629

  Lot 45 Pine View Cir, Jamestown, KY 42629

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Shelly Stoyell PCS Real Estate
• 

  

  /38

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  303 Sonny Aaron Dr, Jamestown, KY 42642

  Welcome to 303 Sonny Aaron Dr Jamestown KY! This beautiful home was built in 2023 and it boasts with 3 large bedrooms and 2 full baths with on open concept kitchen and living room. The kitchen has granite counter tops and black stainless steel appliances, a farm sink and soft close doors and drawers! Nice laundry room right off the kitchen. There is a covered front porch and a back patio with a

  Sherri West Lake Cumberland Real Estate Professionals

  303 Sonny Aaron Dr, Jamestown, KY 42642
• 

  

  /17

  $7,000

  Sold Aug 19, 2026

  50 Brooke Dr, Jamestown, KY 42629

  • Land
  • 1.09 Acres
  • $6,422 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 27 Days On Market

  Last Listing Agent Sallye Broyles RE/MAX LakeTime Realty

  50 Brooke Dr, Jamestown, KY 42629

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