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Jamestown, KY Homes for Sale with Garage

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  • /86

    $420,000

    • 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
  • /71

    $485,000

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

    141 Cherokee Springs Ct, Jamestown, KY 42629

    PRICE SLASHED FOR QUICK SALE! Motivated sellers are buying out of state and offering their custom-built lake home at a bargain price! This one-owner, well-maintained home in charming Cherokee Springs is a must see! You'll love the amazing real hardwood floors, the 9-ft and 12-ft ceilings, premium trim, high baseboards, and plant ledges in the foyer and dining room, and 36-inch tall bathroom

    Charlotte Ikerd Key Players Real Estate

    141 Cherokee Springs Ct, Jamestown, KY 42629
  • /32

    $350,000

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

    139 Payton Ln, Jamestown, KY 42629

    Property is at the end of a quiet wooded lane. Views of lake Cumberland and very private and quiet setting. Setup perfect for a AIRBNB provides separate living quarters for renters!! Lower level bedroom has Jetted Tub! Lots of glass widows facing towards lake view! Enclosed patios and open areas for relaxation! Oversized garage and room to park your boat. NO HOA!! **All measurements are approx.

    Larry Sanner In The Loop Realty

    139 Payton Ln, Jamestown, KY 42629
  • /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
  • /50

    $444,000

    • 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
  • /47

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    8790 U S 127, Jamestown, KY 42629

    Discover your perfect retreat between Wolf Creek Dam and Lake Cumberland State Park! This 50x60 barndominium, set on 1.5 acres of lush, tree-surrounded land, offers the ultimate privacy and space to house all your toys and hobbies. Spacious garage equipped with a half bath, separate HVAC, Nest-controlled thermostat, and Swan security system. Gourmet kitchen & open great room ensures you will

    Shelly Stoyell PCS Real Estate

    8790 U S 127, Jamestown, KY 42629
  • /68

    $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
  • /38

    $455,000

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

    440 Carriage Ln, Jamestown, KY 42629

    Aggressive seller. Willing to negotiate all offers. 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,

    Barbara McWhorter The Realty Firm - Byrdstown

    440 Carriage Ln, Jamestown, KY 42629
  • /42

    $295,000

    • 5 Beds
    • 4.5 Baths
    • 3,110 Sq Ft

    123 Old Clear Springs Rd, Jamestown, KY 42629

    Spacious 5 bedroom, 4.5 bath home located just off Highway 127 in Jamestown, KY just a mile to Jamestown Square and less than 5 minutes to the beautiful Lake Cumberland. Situated on 1.31 acres m/l, this rare find offers versatile living space ideal for growing families or multigenerational living. The home offers 3,100 sq. ft. plus 1,940 sq. ft. in the walkout basement with garage door. The

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

    123 Old Clear Springs Rd, Jamestown, KY 42629
  • /35

    $269,000

    • 3 Beds
    • 2 Baths
    • 2,022 Sq Ft

    52 Lucy Ln, Jamestown, KY 42629

    Discover comfort, space, and a serene lifestyle with this charming 3-bedroom, 2-bath home situated on a full acre in a peaceful and beautifully maintained neighborhood—just minutes from Jamestown Square and the stunning shores of Lake Cumberland. Whether you're looking for a full-time residence or a relaxing getaway near the lake, this property offers the perfect balance of privacy and

    Torsten Langguth Prosperity Real Estate

    52 Lucy Ln, 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,

    Jillian Johnson Eagle Realty & Development LLC

    2295 Kentucky 92, 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
  • /64

    $279,000

    • 4 Beds
    • 2 Baths
    • 1,200 Sq Ft

    93 Old Clear Springs Rd, Jamestown, KY 42629

    Charming Brick Ranch with Custom Upgrades & Full Basement - Minutes from Jamestown Square! Welcome to this beautifully updated one-level brick ranch featuring three spacious bedrooms, custom designer touches, and expanded living areas—all nestled in a prime location just off US-127 and less than 2 miles from the heart of quaint Jamestown Square. From the moment you step through the antique wooden

    Whitney Marcum Lake Cumberland Properties, Ltd. Co.

    93 Old Clear Springs Rd, 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 5800

    Kimberly Byrom Lake Cumberland Properties, Ltd. Co.

    444 Sparks Ave, Jamestown, KY 42629
  • /62

    $229,000

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

    265 E Cumberland Ave, Jamestown, KY 42629

    Charming Updated Home on 1.64 Acres with Bonus Guest House, Pool & More!Welcome to your slice of comfort and potential in the heart of Jamestown! This beautifully maintained 3-bedroom, 2-bath home sits on 1.43 acres and is packed with upgrades that offer both convenience and charm. Highlights Include:Large backyard, Spacious 804 sq ft detached garage, 30' above-ground pool (installed 2023), New

    Debbie Loy Wilson Lake Cumberland Properties, Ltd. Co.

    265 E Cumberland Ave, Jamestown, KY 42629
  • /25

    $459,000

    • 3 Beds
    • 1 Bath
    • 1,148 Sq Ft

    2794 Highway 1058, Jamestown, KY 42629

    Discover the perfect blend of comfort and countryside living with this well-maintained 3-bedroom, 1-bathroom brick home, offered as Tract 1 with approximately 53 acres of beautiful, usable land. Nestled in a serene rural setting, this property is ideal for a family homestead, hobby farm, or peaceful weekend retreat. The home features a classic brick exterior, a cozy layout, and plenty of natural

    Benjamin Karnes Patriot Realty - Auction LLC

    2794 Highway 1058, 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
  • /41

    $299,000

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

    216 Tall Timbers Dr, Jamestown, KY 42629

    AN UNBELIEVABLE OPPORTUNITY - NOW JUST $299,000! LAKE-ORIENTED RETREAT JUST 2.5 MILES FROM SAFE HARBOR MARINA!Welcome to Cumberland Cove - a peaceful, lake-oriented community where your next chapter begins! Just 2.5 miles from Lake Cumberland's Safe Harbor (Jamestown) Marina, this charming 3-bedroom, 2.5-bath home offers the ideal combination of comfort, beauty, and unbeatable value—now listed at

    Debbie Loy Wilson Lake Cumberland Properties, Ltd. Co.

    216 Tall Timbers Dr, Jamestown, KY 42629
  • /30

    $780,000

    • 3 Beds
    • 1 Bath
    • 1,148 Sq Ft

    2794 Highway 1058, Jamestown, KY 42629

    Discover the perfect blend of rural charm and agricultural opportunity with this outstanding 155.5-acre farm. Nestled in a serene countryside setting, this property features a solid 3-bedroom, 1-bath brick home with a full basement—ideal as a primary residence, rental, or farm manager's quarters. The land is predominantly open and highly productive, offering excellent potential for hay or

    Benjamin Karnes Patriot Realty - Auction LLC

    2794 Highway 1058, Jamestown, KY 42629
  • /161

    $2,400,000

    • 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
  • /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

    $175,900

    • 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
  • /44

    $299,500 Open House 7/06

    • 4 Beds
    • 2 Baths
    • 2,044 Sq Ft

    547 Lakeview Dr, Jamestown, KY 42629

    Well-maintained home on a quiet dead-end road in the highly sought-after Lily Creek Resort Subdivision. This lake-oriented community features a pool with pool house, tennis courts, and basketball, and is just 15 minutes from Lake Cumberland and Jamestown Marina—perfect for a permanent family home, vacation retreat or weekend getaway. The property includes an additional lot, totaling 1 acre,

    Torsten Langguth Prosperity Real Estate

    547 Lakeview Dr, Jamestown, KY 42629
  • /23

    $339,900

    • 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
  • /67

    $199,900

    • 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 generously

    Matthew Cooper Lake Cumberland Properties, Ltd. Co.

    258 Dutton Cir, Jamestown, KY 42629
  • /51

    $259,900

    • 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
  • /27

    $205,000

    • 3 Beds
    • 1 Bath
    • 1,254 Sq Ft

    8247 S Highway 379, Jamestown, KY 42629

    Escape to your very own slice of heaven! Tucked away in tranquil woodland! Whether you're a nature lover or just simply seeking peace, this enchanting home is the ultimate retreat. Located along the picturesque Cumberland River, this 1.54-acre property has direct water access, perfect for riverbank fishing, kayaking and tubing. Enjoy evenings roasting marshmallows by the firepit, grilling steaks

    Krystal Peck EXIT REALTY BLUEGRASS

    8247 S Highway 379, Jamestown, KY 42629
  • /94

    $659,000

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

    522 Lakeview Dr, Jamestown, KY 42629

    Immaculate custom home with designer finishes throughout. This beautifully upgraded 4bedroom, 3.5 bath home showcases a thoughtfully designed layout with main level, private owner suite with a spa quality bathroom and French doors leading to a beautiful screened in porch with partial views of Lily Creek. A two-story living room with creek stone fireplace flows seamlessly into the kitchen, dining

    Barry Turner RE/MAX LakeTime Realty

    522 Lakeview Dr, Jamestown, KY 42629
  • /35

    $450,000

    • 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
  • /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
  • /44

    $499,900

    • 6 Beds
    • 3 Baths
    • 4,032 Sq Ft

    440 Carriage Ln, Jamestown, KY 42629

    MOTIVATED SELLERS! What a stunning lake-oriented home with truly amazing custom details! This 5-6-bedroom, 3 full bath home is in the beautiful Oaks Subdivision, being only one mile to the Jamestown Marina! The well-maintained 4,032 sq. ft. house features a totally remodeled kitchen with beautiful cabinetry, granite countertops, Alexa powered smart lights and appliances. There is also a

    Christopher Wilson Golden Rule - Wilson Real Estate & Auction #2 LLC

    440 Carriage Ln, Jamestown, KY 42629
  • /99

    $620,000

    • 5 Beds
    • 3 Baths
    • 3,240 Sq Ft

    176 Wetland Dr, Jamestown, KY 42629

    LISTING AGENT FURNISHING A HOME WARRANT. Are you in search of an unrestricted property nestled in the heart of Kentucky's picturesque landscape? Look no further! This stunning nearly 25-acre property in Creelsboro, KY, offers everything you could possibly dream of and more. Surrounded by restricted properties, this unique piece of land stands out with its endless possibilities. The property

    Elaine Rowlett Southern Nest Realty, LLC

    176 Wetland Dr, Jamestown, KY 42629
  • /12

    $288,750

    • 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
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