230 Picadilly, Middlesboro, KY 40965
OFF MARKET

230 Picadilly
Middlesboro, KY 40965

  • 3 Beds
  • 2.5 Baths
  • 1,700 sqft

$258,500

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $1,551/mo*
Refinance Your Home

$258,500

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $1,551/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,700 sqft

Home Value

Trulia Estimate
$259K
Since last month
Decreased$2K (-0.9%)
Since last year
Increased$14K (+5.9%)
Since last sale
Increased$116K (+81.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +694% in the last 10 years
MonthEstimated value
2026
August 2026$259K
July 2026$257K
June 2026$261K
May 2026$261K
April 2026$264K
March 2026$249K
February 2026$257K
January 2026$250K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
220 Windermere Dr, Middlesboro, KY
0.10
Single-Family Home
$240,000
01/30/26
3
2.5
1,692
314 Picadilly Ct, Middlesboro, KY
0.05
Single-Family Home
$293,000
02/06/26
4
2.5
2,576
23 Castleford Way, Middlesboro, KY
0.30
Single-Family Home
$183,500
07/17/26
3
1.5
1,080
206 Nottingham Dr, Middlesboro, KY
0.18
Single-Family Home
$190,000
08/21/25
2
2
1,059
6 Hampton Ct, Middlesboro, KY
0.37
Single-Family Home
$250,000
03/04/26
4
3
1,966
11 Castleford Way, Middlesboro, KY
0.31
Single-Family Home
$189,500
05/20/26
3
1
1,100
5 Abbey Ln, Middlesboro, KY
0.52
Single-Family Home
$239,500
11/19/25
3
2
1,221
1425 Highway 441, Middlesboro, KY
0.83
Single-Family Home
$155,000
07/27/26
3
1.5
1,242
10 Thaxted Ln, Middlesboro, KY
0.71
Single-Family Home
$280,000
08/29/25
3
2
2,096
4 Hampton Ct, Middlesboro, KY
1.36
Single-Family Home
$153,000
06/16/26
4
2
1,600

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
314 Picadilly Ct, Middlesboro, KY 40965
0.05
$293,000
4
2.5
2,576
Recently Sold
238 Windermere Dr, Middlesboro, KY 40965
0.10
$288,600
3
2
1,603
Off Market
156 Wellington Dr, Middlesboro, KY 40965
0.09
$230,000
3
1.5
1,320
For Sale
212 Windermere Dr, Middlesboro, KY 40965
0.08
$231,500
3
2
1,476
Off Market
150 Wellington Dr, Middlesboro, KY 40965
0.09
$205,500
3
2
1,140
Off Market
Windermere Dr, Middlesboro, KY 40965
0.11
$32,500
-
-
-
Recently Sold
220 Windermere Dr, Middlesboro, KY 40965
0.10
$240,000
3
2.5
1,692
Recently Sold
230 Windermere Dr, Middlesboro, KY 40965
0.12
$256,300
3
2
2,099
Off Market
140 Wellington Dr, Middlesboro, KY 40965
0.16
$200,000
4
2
1,612
For Sale
206 Nottingham Dr, Middlesboro, KY 40965
0.18
$194,100
2
2
1,059
Off Market
218 Windermere Dr, Middlesboro, KY 40965
0.28
$229,400
3
2
1,296
Off Market
23 Castleford Way, Middlesboro, KY 40965
0.30
$183,500
3
1.5
1,080
Recently Sold

Local Information

  • Map ViewExplore the area around 230 Picadilly.
  • Schools6 Preschool Schools6 Elementary Schools6 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
1,700 sqft
Price/Sqft
$152

About this House

This single-family home is located at 230 Picadilly, Middlesboro, KY. 230 Picadilly is in Middlesboro, KY and in ZIP code 40965. This property has 3 bedrooms, 3 bathrooms and approximately 1,700 sqft of floor space.
230 Picadilly, Middlesboro, KY 40965 is a 3 bedroom, 3 bathroom, 1,700 sqft single-family home. It last sold for $142,500 on Feb 21, 2017. It is currently off market. The Trulia Estimate is $258,500, with a rent estimate of $2,124/month.

Home Details for 230 Picadilly

Property Information

Property Type / Style
Property Type: Single Family Home

Price and Tax history

DateEventPrice
Feb 21, 2017
Source: N/A
Sold
$142,500

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
2MoM
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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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Apartments for Rent

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Homes for sale near 230 Picadilly

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Off Market Homes Near 230 Picadilly

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Frequently asked questions about 230 Picadilly

  • What is 230 Picadilly estimated to be worth?
    Trulia's estimated value for 230 Picadilly in Middlesboro, KY is $258,500.
  • What is the price history for 230 Picadilly?
    230 Picadilly in Middlesboro, KY last sold for $142,500 in February 2017.
  • Is Middlesboro a buyer's or seller's market?
    Middlesboro is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Middlesboro?
    Residents describe Middlesboro, KY as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Middlesboro, KY.