Skip main navigation
For sale
  • Price cut: $15K (5/27)
    $230,000

    156 Wellington Dr, Middlesboro, KY 40965

    3beds
    1,320sqft
    : 
    $1,512/mo
    Get pre-qualified
    Single Family Residence
    Built in 1994
    0.3 Acres Lot
    $220,100 Zestimate®
    $174/sqft
    $-- HOA

    What's special

    Swimming poolCharming fireplaceEat-in kitchenExpansive deckSeparate denLarge backyard
    Welcome home to this spacious and inviting 3-bedroom, 1.5-bath property that offers both comfort and versatility! In addition to the three bedrooms, you'll find a bonus room that can easily serve as a 4th bedroom, home office, or flex space to fit your needs. This home features both a cozy living room and a separate den, providing plenty of space for relaxing or entertaining. The den is highlighted by a charming fireplace—perfect for gathering on cooler evenings. The eat-in kitchen offers a warm and functional space for everyday meals. Step outside to enjoy a large backyard complete with a swimming pool, an expansive deck, and a screened-in area attached to the deck—perfect for relaxing without worrying about pests while still enjoying the outdoors. Whether you're hosting guests or unwinding after a long day, this outdoor space has it all. With its flexible layout, multiple living spaces, and great indoor and outdoor amenities, this home has something for everyone. Don't miss your chance to make it yours!
    147 days
    |
    178
    |
    8
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Megan Stanaford 606-552-0879,

    Black Diamond Realty

    Source: Imagine MLS,MLS#: 26005639MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Second
      Kitchen
      • Level: First
      Heating
      • Electric, Heat Pump
      Cooling
      • Central Air, Ceiling Fan(s)
      Appliances
      • Included: Refrigerator, Range
      • Laundry: Electric Dryer Hookup, Washer Hookup
      Features
      • Ceiling Fan(s)
      • Flooring: Laminate, Vinyl
      • Basement: Finished,Walk-Out Access
      • Number of fireplaces: 1
      • Fireplace features: Gas Log, Den
      Interior area
      • Total structure area: 1,320
      • Total interior livable area: 1,320 sqft
      • Finished area above ground: 1,320
      • Finished area below ground: 0

      Property

      Features
      • Has private pool: Yes
      • Pool features: Above Ground
      • Fencing: Chain Link
      Lot
      • Size: 0.3 Acres
      Details
      • Parcel number: 0681000111.00

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Block
      Condition
      • Year built: 1994

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Windermere
      HOA
      • Has HOA: No
      Location
      • Region: Middlesboro

      Financial & listing details

      • Price per square foot: $174/sqft
      • Tax assessed value: $208,000
      • Annual tax amount: $2,404
      • Date on market: 3/21/2026

        Estimated market value

        $220,100

        $209,000 - $231,000

        $1,734/mo

        Price history

        DateEventPrice
        5/27/2026Price change$230,000-6.1%$174/sqft
        Source: Imagine MLS #26005639 Report a problem
        3/21/2026Listed for sale$245,000+10.4%$186/sqft
        Source: Imagine MLS #26005639 Report a problem
        3/29/2024Listing removed--
        Source: East Tennessee Realtors #1191941 Report a problem
        7/26/2022Listing removed$222,000$168/sqft
        Source: East Tennessee Realtors #1191941 Report a problem
        6/30/2022Listed for sale$222,000$168/sqft
        Source: East Tennessee Realtors #1191941 Report a problem
        5/28/2022Pending sale$222,000$168/sqft
        Source: East Tennessee Realtors #1191941 Report a problem
        5/18/2022Listed for sale$222,000+89.7%$168/sqft
        Source: East Tennessee Realtors #1191941 Report a problem
        3/30/2007Sold$117,000$89/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$2,404 -1.2%$208,000
        2023$2,434 +77.8%$208,000 +77.8%
        2022$1,369 -1.6%$117,000
        2021$1,391 +0.7%$117,000
        2020$1,381 -0.7%$117,000
        2019$1,391 $117,000
        2018$1,391 $117,000
        2017-- $117,000
        2016-- $117,000
        2014$1,140 +1306.9%$117,000
        2011$81 -91.6%$117,000
        2010$965 $117,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 40965

        Getting around

        0 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Middlesboro Ind
        • Middle: Middlesboro Ind
        • High: Middlesboro Ind

        Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes