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Middlesboro, KY Homes for Sale with Acreage

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  • 0 Lots 12 & 13 Sams Mountain Rd Unit 1328410, Middlesboro, KY 40965
    0 Lots 12 & 13 Sams Mountain Rd Unit 1328410, Middlesboro, KY 40965
    0 Lots 12 & 13 Sams Mountain Rd Unit 1328410, Middlesboro, KY 40965
    /5

    $30,000

    0 Lots 12 & 13 Sams Mountain Rd Unit 1328410, Middlesboro, KY 40965

    LOCATION!! LOCATION!! Ready to build your dream home. Property is located minutes from Middlesboro. Wooded lot with electric and water available. Close to shopping, restaurants and hospitals. Minutes from LMU main campus. Buyer to verify acres!

    Sharon Teaney Century 21 Virginia Wilder Real Estate

    0 Lots 12 & 13 Sams Mountain Rd Unit 1328410, Middlesboro, KY 40965
  • 321 W Chester Ave, Middlesboro, KY 40965
    321 W Chester Ave, Middlesboro, KY 40965
    321 W Chester Ave, Middlesboro, KY 40965
    /13

    $349,900

    • Land
    • 1.69 Acres
    • $207,041 per Acre

    321 W Chester Ave, Middlesboro, KY 40965

    1.695 flat acres in the city of Middlesboro. Zoned B3 (Central Business District). Some uses permitted are: Wholesale & Retail Trade, Sporting Goods, Pharmacy, Banks, Theater, Auto Repair, Hotel-Motel, Bed & Breakfast, and Multi Family Copy of Middlesboro Zoning attached. All city utilities available.

    Kevin Bisceglia Coldwell Banker Bisceglia Real

    321 W Chester Ave, Middlesboro, KY 40965
  • 00 Highway 217 & 1344, Middlesboro, KY 40965
    00 Highway 217 & 1344, Middlesboro, KY 40965
    00 Highway 217 & 1344, Middlesboro, KY 40965
    /36

    $285,000

    00 Highway 217 & 1344, Middlesboro, KY 40965

    UNIQUE OPPORTUNITY PROPERTY. This property offers plenty of potential. Formerly Shillelagh garage and swimming hole, this property has above the ground fuel tanks that could provide ATV's, Side-by-side, farm equipment fuel for work or entertainment. There are Off-road trails for ATV enthusiasts to enjoy the endless trails. These 9.613 surveyed acres can be used for residential, commercial

    Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

    00 Highway 217 & 1344, Middlesboro, KY 40965
  • 2004 Twin Fawn Trail, Middlesboro, KY 40965
    2004 Twin Fawn Trail, Middlesboro, KY 40965
    2004 Twin Fawn Trail, Middlesboro, KY 40965
    /40

    $525,000

    • 5 Beds
    • 2.5 Baths
    • 2,542 Sq Ft

    2004 Twin Fawn Trail, Middlesboro, KY 40965

    This gorgeous cape cod home sits on 4.4 acres with deer visiting often. This home has 5 bedrooms, 2.5 bathrooms, formal living room with fireplace, family room (could be used as formal dining room) a second fireplace in the sunroom, amazing kitchen with island, the kitchen counter tops are granite, the stainless-steel appliances stay, which include double wall ovens, gas range with gas oven

    Virginia Wilder Century 21 Virginia Wilder Real Estate

    2004 Twin Fawn Trail, Middlesboro, KY 40965
  • LOT 9 Brush Mountain Cir, Miracle, KY 40856
    LOT 9 Brush Mountain Cir, Miracle, KY 40856
    LOT 9 Brush Mountain Cir, Miracle, KY 40856
    /16

    $19,900

    • Land
    • 2.32 Acres
    • $8,578 per Acre

    LOT 9 Brush Mountain Cir, Miracle, KY 40856

    Discover tranquility at Brush Mountain Farms in Bell County, KY—a 2.32-acre wooded retreat in a gated community. Enjoy peace, privacy, and wildlife, with hiking trails and a developing wildlife preserve (Boone's Ridge) visible from the property. Located just 15 minutes from Boones Ridge Wildlife Park and 20 minutes from Pineville and Middlesboro, offering easy access to town amenities. Ideal for

    Tabitha House CENTURY 21 Advantage Realty

    LOT 9 Brush Mountain Cir, Miracle, KY 40856
  • 259 Watson Ln, Middlesboro, KY 40965
    259 Watson Ln, Middlesboro, KY 40965
    259 Watson Ln, Middlesboro, KY 40965
    /52

    $2,500,000

    • 3 Beds
    • 1.5 Baths
    • 1,976 Sq Ft

    259 Watson Ln, Middlesboro, KY 40965

    Offering for the first time on the market, this beautiful 92 acre property with 82 acres within city limits and 10 acres in the county. There is a beautiful hayfield and from that hayfield downtown Middlesboro can be seen as well as a view of the Pinnacle. This property comes with 2 homes. The main house has 3 bedrooms, 1 full bathroom and a half bathroom, foyer with staircase leading upstairs,

    Virginia Wilder Century 21 Virginia Wilder Real Estate

    259 Watson Ln, Middlesboro, KY 40965
  • 312 Blakely Ln, Middlesboro, KY 40965
    312 Blakely Ln, Middlesboro, KY 40965
    312 Blakely Ln, Middlesboro, KY 40965
    /9

    $139,000

    • Land
    • 5.33 Acres
    • $26,079 per Acre

    312 Blakely Ln, Middlesboro, KY 40965

    Rare find! 5.33 undeveloped acres in Middlesboro on Blakely Lane, off Cumberland Ave. Zoned R-1. Land is mostly level with a drop to the creek behind. Portion near the creek is in the floor plain. Several building sites on the land above the flood plain. Easy access to Cumberland Ave yet away from the noise and traffic.

    Ann Robinson Action Realty

    312 Blakely Ln, Middlesboro, KY 40965
  • 0 Highway 217 Unit 25005121, Middlesboro, KY 40965
    0 Highway 217 Unit 25005121, Middlesboro, KY 40965
    0 Highway 217 Unit 25005121, Middlesboro, KY 40965
    /5

    $29,900

    • Land
    • 16.76 Acres
    • $1,784 per Acre

    0 Highway 217 Unit 25005121, Middlesboro, KY 40965

    16.7 acre lot at Brush Mountain Farms. This is a great property for a cabin. Great views with a walking trail nearby. This property is located in a gated community and has an HOA with restrictions. Call for a showing.

    David Gambrell Coldwell Banker Bisceglia Realty & Auction Co

    0 Highway 217 Unit 25005121, Middlesboro, KY 40965
  • 180 Stevenson Bridge Rd, Middlesboro, KY 40965
    180 Stevenson Bridge Rd, Middlesboro, KY 40965
    180 Stevenson Bridge Rd, Middlesboro, KY 40965
    /31

    $179,900

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    180 Stevenson Bridge Rd, Middlesboro, KY 40965

    Charming Rustic Cabin with Modern Comforts on 2 Acres Welcome to 180 Stevenson Branch Rd in Middlesboro, KY—where country charm meets convenience. Just minutes from historic downtown Middlesboro, you'll enjoy easy access to quaint shops, local restaurants, major retailers, medical offices, banks, and hospitals—all while savoring the serenity of rural living. Nestled on a hillside and surrounded

    Beth Combs Turn Key Realty

    180 Stevenson Bridge Rd, Middlesboro, KY 40965
Kentucky Bell County Middlesboro

Homes for Sale with Acreage in Middlesboro, KY

Home Trends in Middlesboro, KY

On average, homes in Middlesboro, KY sell after 33 days on the market compared to the national average of 54 days. The median sale price for homes in Middlesboro, KY over the last 12 months is $300,000, up 100% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$300,000
Median Single Family Sale Price
$300,000
Average Price Per Sq Ft
$207
Number of Homes for Sale
5
Last 12 months Home Sales
42
Months of Supply
1.40
Median List Price
$269,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
100%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middlesboro, there are currently 9 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Middlesboro, KY offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Middlesboro and discover the potential and freedom that comes with owning your own piece of property.

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