305 Picadilly Ct, Middlesboro, KY 40965
OFF MARKET

$176,600

Trulia Estimate
  • Studio
  • 2 Baths
  • 1,113 sqft

305 Picadilly Ct, Middlesboro, KY 40965

Est. Refi. Payment $1,128/mo*
Refinance Your Home

Home Value

Trulia Estimate
$177K
Since last month
Increased$2K (+1.3%)
Since last year
Increased$2K (+1.3%)
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 +62% in the last 10 years
MonthEstimated value
2026
September 2026$177K
August 2026$174K
July 2026$185K
June 2026$189K
May 2026$188K
April 2026$185K
March 2026$179K
February 2026$184K
January 2026$176K
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
23 Castleford Way, Middlesboro, KY
0.28
Single-Family Home
$183,500
07/17/26
3
1.5
1,080
220 Windermere Dr, Middlesboro, KY
0.12
Single-Family Home
$240,000
01/30/26
3
2.5
1,692
314 Picadilly Ct, Middlesboro, KY
0.07
Single-Family Home
$293,000
02/06/26
4
2.5
2,576
11 Castleford Way, Middlesboro, KY
0.29
Single-Family Home
$189,500
05/20/26
3
1
1,100
5 Abbey Ln, Middlesboro, KY
0.49
Single-Family Home
$239,500
11/19/25
3
2
1,221
6 Hampton Ct, Middlesboro, KY
0.35
Single-Family Home
$250,000
03/04/26
4
3
1,966
222 Windermere Dr, Middlesboro, KY
0.14
Single-Family Home
$193,266
07/16/26
-
1,184
1425 Highway 441, Middlesboro, KY
0.81
Single-Family Home
$155,000
07/27/26
3
1.5
1,242
98 Fourmile Run Rd, Middlesboro, KY
0.83
Single-Family Home
$110,000
09/09/26
3
1.5
1,200
141 Lick Fork Rd, Middlesboro, KY
0.76
Single-Family Home
$55,317
09/10/26
3
2.5
2,800

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
150 Wellington Dr, Middlesboro, KY 40965
0.06
$210,300
3
2
1,140
Off Market
212 Windermere Dr, Middlesboro, KY 40965
0.08
$229,900
3
2
1,476
Off Market
156 Wellington Dr, Middlesboro, KY 40965
0.07
$230,000
3
1.5
1,320
For Sale
314 Picadilly Ct, Middlesboro, KY 40965
0.07
$293,000
4
2.5
2,576
Recently Sold
140 Wellington Dr, Middlesboro, KY 40965
0.13
$199,900
4
2
1,612
For Sale
220 Windermere Dr, Middlesboro, KY 40965
0.12
$240,000
3
2.5
1,692
Recently Sold
206 Nottingham Dr, Middlesboro, KY 40965
0.15
$192,900
2
2
1,059
Off Market
238 Windermere Dr, Middlesboro, KY 40965
0.13
$294,800
3
2
1,603
Off Market
Windermere Dr, Middlesboro, KY 40965
0.14
$32,500
-
-
-
Recently Sold
230 Windermere Dr, Middlesboro, KY 40965
0.16
$254,700
3
2
2,099
Off Market
23 Castleford Way, Middlesboro, KY 40965
0.28
$183,500
3
1.5
1,080
Recently Sold
11 Castleford Way, Middlesboro, KY 40965
0.29
$189,500
3
1
1,100
Recently Sold

Local Information

  • Map ViewExplore the area around 305 Picadilly Ct.
  • Schools6 Preschool Schools6 Elementary Schools6 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
1,113 sqft
$159/sqft
Garage

About this House

This single-family home is located at 305 Picadilly Ct, Middlesboro, KY. 305 Picadilly Ct is in Middlesboro, KY and in ZIP code 40965. This property has 2 bathrooms and approximately 1,113 sqft of floor space. This property was built in 1998.
305 Picadilly Ct, Middlesboro, KY 40965 is a studio, 2 bathroom, 1,113 sqft single-family home built in 1998. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $176,600, with a rent estimate of $1,292/month.

Home Details for 305 Picadilly Ct

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: CompositionExterior: OtherFoundation Type: Concrete Block
Parking & Garage
GarageParking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: Single Family Home

Price and Tax history

YearProperty taxTax assessment
2025
$1,164
$97,500
Home facts updated by county records

Market trends in Middlesboro

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
2MoM

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. "
    3
    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. "
    2
    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

LGBTQ Local Legal Protections

Frequently asked questions about 305 Picadilly Ct

  • What is 305 Picadilly Ct estimated to be worth?
    Trulia's estimated value for 305 Picadilly Ct in Middlesboro, KY is $176,600.
  • Is Middlesboro a buyer's or seller's market?
    Middlesboro is currently a balanced 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.
  • What are the closest schools to 305 Picadilly Ct?
    The closest schools to 305 Picadilly Ct in Middlesboro, KY are Bell Central School Center (Pre-K/Elementary/Middle, rated 6/10), Bell County High School (rated 5/10), Frakes School Center (Pre-K/Elementary/Middle, rated 8/10).
  • Does 305 Picadilly Ct have air conditioning?
    Yes, 305 Picadilly Ct in Middlesboro, KY has air conditioning.
  • Does 305 Picadilly Ct have a garage?
    Yes, 305 Picadilly Ct in Middlesboro, KY has a garage.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 305 Picadilly Ct

Skip to last item
Skip to first item

Homes for sale near 305 Picadilly Ct

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item