217 Windermere Dr, Middlesboro, KY 40965
OFF MARKET

    217 Windermere Dr, Middlesboro, KY 40965

    Home Value

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    Comparable sales

    These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    Windermere Dr, Middlesboro, KY
    0.06
    Lot/Land
    $32,500
    03/19/26
    -
    -
    Lot 1 Bellwood Rd, Middlesboro, KY
    1.26
    Lot/Land
    $10,000
    10/17/25
    -
    -
    Lot 2 Bellwood Rd, Middlesboro, KY
    1.26
    Lot/Land
    $22,500
    10/17/25
    -
    -
    Lot 6 Bellwood Rd, Middlesboro, KY
    1.36
    Lot/Land
    $13,000
    09/25/25
    -
    -
    1577 Beans Fork Rd, Middlesboro, KY
    2.46
    Lot/Land
    $130,000
    08/25/26
    -
    -
    403 Winchester Ave, Middlesboro, KY
    2.81
    Lot/Land
    $120,000
    08/14/26
    -
    -
    305 Doe Xing, Middlesboro, KY
    2.50
    Lot/Land
    $265,500
    01/23/26
    -
    -
    Arie Turner Ln, Middlesboro, KY
    2.59
    Lot/Land
    $26,000
    11/26/25
    -
    -
    2503 Exeter Ave, Middlesboro, KY
    3.05
    Lot/Land
    $12,000
    07/09/26
    -
    -
    423 N 10th St, Middlesboro, KY
    2.70
    Lot/Land
    $1,250,000
    09/05/25
    -
    -

    Nearby home prices

    Get a sense of expected prices in the area by checking the value of nearby homes.
    Address
    Distance
    Price
    Bed
    Bath
    Sqft
    Status
    220 Windermere Dr, Middlesboro, KY 40965
    0.02
    $240,000
    3
    2.5
    1,692
    Recently Sold
    212 Windermere Dr, Middlesboro, KY 40965
    0.06
    $229,100
    3
    2
    1,476
    Off Market
    Windermere Dr, Middlesboro, KY 40965
    0.06
    $32,500
    -
    -
    -
    Recently Sold
    314 Picadilly Ct, Middlesboro, KY 40965
    0.09
    $293,000
    4
    2.5
    2,576
    Recently Sold
    230 Windermere Dr, Middlesboro, KY 40965
    0.07
    $257,300
    3
    2
    2,099
    Off Market
    238 Windermere Dr, Middlesboro, KY 40965
    0.09
    $296,100
    3
    2
    1,603
    Off Market
    150 Wellington Dr, Middlesboro, KY 40965
    0.16
    $208,500
    3
    2
    1,140
    Off Market
    156 Wellington Dr, Middlesboro, KY 40965
    0.17
    $230,000
    3
    1.5
    1,320
    For Sale
    140 Wellington Dr, Middlesboro, KY 40965
    0.21
    $199,900
    4
    2
    1,612
    For Sale
    206 Nottingham Dr, Middlesboro, KY 40965
    0.25
    $194,800
    2
    2
    1,059
    Off Market
    218 Windermere Dr, Middlesboro, KY 40965
    0.32
    $230,700
    3
    2
    1,296
    Off Market
    23 Castleford Way, Middlesboro, KY 40965
    0.30
    $183,500
    3
    1.5
    1,080
    Recently Sold

    Homes for rent near 217 Windermere Dr

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    Local Information

    • Map ViewExplore the area around 217 Windermere Dr.
    • Schools6 Preschool Schools6 Elementary Schools6 Middle Schools1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Lot/Land
    0.33 acre lot

    About this House

    This lot/land is located at 217 Windermere Dr, Middlesboro, KY. 217 Windermere Dr is in Middlesboro, KY and in ZIP code 40965. This property has a lot size of 0.33 acres.
    217 Windermere Dr, Middlesboro, KY 40965 is a lot/land. This property is not currently displayed as for sale or rent on Trulia.

    Home Details for 217 Windermere Dr

    Exterior Features

    Exterior Home Features
    Roof: Other

    Property Information

    Property Type / Style
    Property Type: Lot LandArchitecture: Other

    Lot Information

    Lot Area: 0.33 acres

    Price and Tax history

    DateEventPrice
    Aug 1, 2019
    Source: Agent Provided
    		ListingRemoved
    $29,900
    Apr 26, 2019
    Source: Agent Provided
    		Listed For Sale
    $29,900
    Oct 31, 2018
    Source: Agent Provided
    		ListingRemoved
    $29,900
    Jun 5, 2018
    Source: Agent Provided
    		Listed For Sale
    $29,900
    Jul 13, 2014
    Source: Agent Provided
    		ListingRemoved
    $39,900

    Market trends in Middlesboro

    Last updated July 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    —
    Sale-to-List Price
    —
    Price per sq ft
    —
    Available listings
    49
    2    MoM

    Around this home

    What Locals Say about Middlesboro

    At least 43 Trulia users voted on each feature.

    • 93 % Say car is needed

    • 87 % Say yards are well-kept

    • 81 % Say parking is easy

    • 77 % Say there's holiday spirit

    • 71 % Say kids play outside

    • 69 % Say it's dog friendly

    • 61 % Say they plan to stay for at least 5 years

    • 58 % Say there's wildlife

    • 54 % Say neighbors are friendly

    • 52 % Say people would walk alone at night

    • 49 % Say it's quiet

    • 44 % Say there are sidewalks

    • 40 % Say it's walkable to restaurants

    • 37 % Say streets are well-lit

    • 28 % Say there are community events

    • 27 % Say it's walkable to grocery stores

    Sourced by Trulia users. Learn more about our methodology.
    • Dawn R.
      "There is a big National park for hiking and dog walking within 2 minutes of. Middlesboro and Hours of fun hiking and walking the dog. "
      2
      Flag
    • Johanna.bowling
      "I drive to work ( Realtor) and I drive my kids to school although they could take the school bus if they wanted . It is a small community and it is fairly easy to get around town , everything is close by "
      2
      Flag
    • Jared C.
      "It's amazing!!! Great community and good neighborhood watch group. Safe streets and clean area. National Park nearby with good hiking trails and amazing views."
      1
      Flag
    • Dawn R.
      "Feeling of being in the country but within city limits. Small town living, free concerts, festivals, hiking, kayaking and other forms of entertainment. "
      1
      Flag
    • Jared C.
      "It is the safest neighborhood in the county. We have a neighborhood watch group. Also beautiful views of the mountains and close to town."
      0
      Flag
    • loulou8094
      "I live here and this is a beautiful neighborhood, quit, within walking distance to everything in town, just a nice area"
      0
      Flag
    • Laura K.
      "It's a quiet branch off Greenwood, not too many folks on this street, back off the road so low traffic and noise, walking distance of Ford Woods Park and if you really like to walk you can go down the hill to the Post office or City hall or even Kroger. Middlesboro is not much for nightlife or public transportation in general. "
      0
      Flag

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    Off Market Homes Near 217 Windermere Dr

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