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Jamestown, KY Homes for Sale with Garage

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  • /75

    $247,500

    • 2 Beds
    • 2 Baths
    • 1,613 Sq Ft

    412 Murphy Ln, Jamestown, KY 42629

    Beautiful LIKE NEW Duplex being sold as one transaction. Each side is priced at 247,500 for a total of 495,000. Ideal for an investor to live on one side with rental income on the other! Also, a perfect set-up for mother/daughter, mother-in-law, a nurse to care for aging person (compare to assisted living-nursing home, except you are investing in REAL PROPERTY), two lake families/friends, etc!

    Sarah Espinosa RE/MAX Creative Realty

    412 Murphy Ln, Jamestown, KY 42629
  • /86

    $399,900

    • 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
  • /33

    $149,999

    • 3 Beds
    • 2 Baths
    • 1,124 Sq Ft

    651 S Main St, Jamestown, KY 42629

    Adorable farmhouse located on South Main Street, sitting on a spacious half-acre lot that backs up to scenic farmland—offering peace, privacy, and a touch of country charm right in town. The main level features two bedrooms, a full bath, and a bonus room that offers flexible living space. Upstairs, you'll find a third bedroom along with another bonus room perfect for a home office, playroom, or

    The Dream Team Real Estate Professionals - Dreama Bolin Lake Cumberland Real Estate Professionals

    651 S Main St, Jamestown, KY 42629
  • /121

    $378,000

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

    141 Cherokee Springs Ct, Jamestown, KY 42629

    BACK ON THE MARKET (buyer's financing didn't work out). You can own this immaculate, custom-built home — only two minutes from the landing at Pleasant Hill Boat Ramp on Lake Cumberland. Beautifully maintained with recent updates including stunning hardwood flooring, a tile shower in the primary bath (installed in 2023) and the entire roof was replaced in 2024 with 6-inch gutters on the back of

    Charlotte Ikerd Key Players Real Estate

    141 Cherokee Springs Ct, Jamestown, KY 42629
  • /23

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    120 Ivy Dr, Jamestown, KY 42629

    Located in the highly desirable Caney Cove neighborhood; this charming home offers both the convenience of being minutes away from the Pleasant Hill Boat Ramp, Jamestown and Russell Springs while being surrounded by the serenity only nature can provide. In addition to the 3 spacious bedrooms, 2 full baths and 2-Car attached garage; the home also offers a sunroom/flex space with plantation

    Joe Kerns Keller Williams Legacy Group

    120 Ivy Dr, Jamestown, KY 42629
  • /87

    $399,900

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

    78 Hoover Rd, Jamestown, KY 42629

    Charming Cape Cod style home 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, updates, and outdoor fun!

    Renee Dobson RENEE DOBSON REALTY GROUP, LLC

    78 Hoover Rd, Jamestown, KY 42629
  • /118

    $699,000

    • 6 Beds
    • 5 Baths
    • 5,235 Sq Ft

    135 Laurel Rd, Jamestown, KY 42629

    Discover one of Jamestown's hidden gems with this spacious custom-built lake home, designed for comfort, style, and plenty of room to gather. Offering over 5,000 square feet of finished living space, this property sits elevated on a quiet cove with peaceful water views and a private setting. It's the perfect choice for a large family, a year-round residence, or a vacation retreat. The main level

    Torsten Langguth Prosperity Real Estate

    135 Laurel Rd, Jamestown, KY 42629
  • /99

    $639,900

    • 4 Beds
    • 3.5 Baths
    • 3,369 Sq Ft

    522 Lakeview Dr, Jamestown, KY 42629

    This stunning 4 bedroom, 3.5 bath home combines timeless craftsmanship with modern upgrades, offering the perfect retreat near Lake Cumberland. The main level features a private owner's suite with a spa-inspired bath and French doors leading to a screened-in porch with partial views of Lily Creek. A dramatic two-story living room with a stone fireplace opens seamlessly to the kitchen, dining

    Matthew Cooper Lake Cumberland Properties, Ltd. Co.

    522 Lakeview Dr, 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
  • /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
  • /67

    $395,000

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

    190 Vine Dr, Jamestown, KY 42629

    This 3 Bedroom/2 Bath with rustic look is located in Leveridge Subdivision off of Boat Dock Rd. on the way to Lake Cumberland. The basement is partially finished with an epoxy poured floor and living space. Built in 2000 this house has many improvements such as new gutters, new heat pump with eco remote, tinted windows, new storm doors, Samsung refrigerator, sealed driveway, outdoor fire pit and

    Albert Hockensmith Lake And Land Realty Inc

    190 Vine Dr, Jamestown, KY 42629
  • /75

    $349,999

    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    139 Payton Ln, Jamestown, KY 42629

    Claim your own piece of paradise in this beautifully maintained home with huge picture windows offering breathtaking views of Lake Cumberland, ranked top ten best lakes in the USA by USA Today and covering 60,000 acres of water and 1,225 miles of shoreline! As boats cruise by in the distance, the dense woods at the top of the hill between Wolf Creek and Caney Creek offer privacy, seclusion and a

    Charlotte Ikerd Key Players Real Estate

    139 Payton Ln, Jamestown, KY 42629
  • /59

    $699,995

    • 5 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    111 Leveridge Ct, Jamestown, KY 42629

    Spacious 5-bedroom, 3.5-bath home offering over 4,000 finished sq ft of comfortable living space, plus a partially finished basement with an additional 2,600+ sq ft ready for your vision. Located just minutes from beautiful Lake Cumberland, this home is the perfect blend of opportunity and location. The craftsman-style kitchen is full of charm and functionality, complete with a prep kitchen for

    Matthew Cooper Lake Cumberland Properties, Ltd. Co.

    111 Leveridge Ct, Jamestown, KY 42629
  • /85

    $349,900

    • 3 Beds
    • 2 Baths
    • 2,166 Sq Ft

    11 Cole Rd, Jamestown, KY 42629

    Price Improvement - Motivated Seller - On this well-maintained home that sets on 2.8 acres near Lake Cumberland. Featuring a large kitchen with custom hickory cabinetry, eat-in kitchen, a formal dining area, split 3-bedroom floor plan, large living room, 2 full baths, 2-car garage, and large basement area! Enjoy your morning coffee on the covered back deck and sunsets from your front porch. Just

    Gina Hill Lake Cumberland Real Estate Professionals

    11 Cole Rd, Jamestown, KY 42629
  • /35

    $430,000

    • 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

    Austyn Cheatham Real Broker, LLC

    25 Harbor Springs Cir, 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
  • /44

    $420,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,925 Sq Ft

    335 Port of Call Dr, Jamestown, KY 42629

    New Construction - Modern Farmhouse in Anchorage on Caney Welcome to Anchorage on Caney, a serene lake community where modern farmhouse design meets the beauty of Kentucky's outdoors. This brand-new 3-bedroom, 2.5-bath home is thoughtfully crafted to blend style, comfort, and function—perfect for both full-time living or a lake retreat. Step through the stunning double wooden entry doors into

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    335 Port of Call Dr, Jamestown, KY 42629
  • /23

    $299,500

    • 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
  • /25

    $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 114-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
  • /44

    $175,000

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

    305 Glover Rd, Jamestown, KY 42629

    PRICE REDUCTION! If you are looking for charm and convenience, this one has it ALL! Not far from town and move in ready, this 4 sides brick home has 3 generous sized bedrooms, 2 full baths, den, formal living room or dining room, and kitchen/breakfast combo area. Some floors are original hardwood, some are updated with tile and LVP. Updated windows help keep the house cool in summer and warm

    Kim Arehart Weichert Realtors Ford Brothers, Inc.

    305 Glover Rd, Jamestown, KY 42629
  • /41

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    2019 Clifty Creek Rd, Jamestown, KY 42629

    Tucked away in the wooded beauty of Clifty Creek Estates, this charming 3-bedroom, 2-bath lake home offers the perfect getaway less than a mile from a boat ramp and the sparkling waters of Lake Cumberland. With cedar tongue-and-groove ceiling and walls, wood burning fireplace and hand-painted sink, this home exudes a warm, cabin-like feel. Enjoy the outdoors on the expansive 40x8 front deck, 26x8

    Tammy Hill Keller Williams Legacy Group

    2019 Clifty Creek Rd, Jamestown, KY 42629
  • /35

    $190,000

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    168 S Main St, Jamestown, KY 42629

    Charming Brick Ranch in the Heart of Jamestown - Minutes from Lake Cumberland! Enjoy the best of downtown living with this beautifully located brick ranch, just under 4 miles from the shores of Lake Cumberland. Whether you're looking for a full-time residence, a weekend getaway, or a savvy investment opportunity, this 3-bedroom, 1.5-bath home offers the perfect blend of comfort, convenience, and

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    168 S Main St, Jamestown, KY 42629
  • /124

    $1,500,000

    • 5 Beds
    • 6 Baths
    • 9,781 Sq Ft

    444 Sparks Ave, Jamestown, KY 42629

    Extraordinary Country Estate Near Lake Cumberland-5 BR Custom Home on 24+ Acres with Pool, Creek and More! Welcome to your dream retreat in the quaint town of Jamestown,KY, just 4 miles from the shores of Lake Cumberland-one of the largest and most scenic lakes in the southeastern US. This impressive custom-built estate offers a rare combination of space, privacy and luxury, featuring over

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    444 Sparks Ave, Jamestown, KY 42629
  • /161

    $2,350,000

    • 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

    Matthew Cooper Lake Cumberland Properties, Ltd. Co.

    1360 Kentucky 92, Jamestown, KY 42629
  • /56

    $339,000

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

    1055 Kentucky 92, Jamestown, KY 42629

    Turnkey Lake Home Near Jamestown Marina - Unrestricted 1.3 Acre Retreat! Just minutes from the ever-popular Jamestown Marina, this charming and fully updated lake home is your dream getaway—or ideal income property—just in time for lake season. Whether you're seeking a peaceful retreat, a short-term rental opportunity, or a place to bring the whole crew, this one checks all the

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    1055 Kentucky 92, Jamestown, KY 42629
  • /67

    $374,000

    • 4 Beds
    • 3.5 Baths
    • 3,915 Sq Ft

    109 Dylan Dr Unit 101, Jamestown, KY 42629

    Spectacular Lake Cumberland townhouse conveniently located near the Jamestown Resort & Marina. Enjoy the lake lifestyle you have dreamed of in this custom built upscale expanded version of the ''Townhouses on The Green'' in Lily Creek Resort. The main level boasts three living spaces including a cozy TV room with wood-burning fireplace and a separate formal living room. Just off the living room

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    109 Dylan Dr Unit 101, Jamestown, KY 42629
  • /21

    $168,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    131 Jefferson St, Jamestown, KY 42629

    Check out this charming 1 1/2 story home with 3 bedrooms and 2 full baths. Quiet and peaceful neighborhood so you can sit on the porch and enjoy those evenings. Also on the back porch, the view is a nice backyard lined with trees. Inside the well kept home, the master bedroom is on the first floor and a full bath. The kitchen has a long bar separating the kitchen area from the dining and living

    Kathy Nissley Southern Nest Realty, LLC

    131 Jefferson St, Jamestown, KY 42629
  • /14

    $235,000

    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft

    353 W Cumberland Ave, Jamestown, KY 42629

    Charming 4-Bedroom Home with Detached Garage & Ideal Location Near Lake CumberlandWelcome to this move-in-ready 4-bedroom, 2-bath home offering comfort, space, and convenience — all on one level! Located less than half a mile from the charming Jamestown Square and just under three miles to the Lily Creek boat ramp, this property is perfect for anyone looking to enjoy life near Lake

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    353 W Cumberland Ave, Jamestown, KY 42629
  • /23

    $159,900

    • 2 Beds
    • 1 Bath

    807 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

    807 W Cumberland Ave, Jamestown, KY 42629
  • /12

    $284,900

    • 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. Make an Excellent "SOBER LIVING" PROPERTY!! Jamestown Ky City Limits has no Zoning!!

    Larry Sanner In The Loop Realty

    120 W Cumberland Ave, Jamestown, KY 42629

Home Trends in Jamestown, KY

Housing Trends

Median Sale Price
$265,000
Median Single Family Sale Price
$265,000
Median Townhouse Sale Price
$374,000
Average Price Per Sq Ft
$173
Number of Homes for Sale
23
Last 12 months Home Sales
41
Months of Supply
6.70
Median List Price
$290,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
12%
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