205 George Ann Dr, Middlesboro, KY 40965
OFF MARKET

205 George Ann Dr
Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,512 sqft

$242,700

Trulia Estimate
as of Aug 9, 2026

$242,700

Trulia Estimate
as of Aug 9, 2026
3 Beds
2 Baths
1,512 sqft

Local Information

  • Map ViewExplore the area around 205 George Ann Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1968
Living Area
1,512 sqft
Price/Sqft
$161
Parking
Garage

About this House

This single-family home is located at 205 George Ann Dr, Middlesboro, KY. 205 George Ann Dr is in Middlesboro, KY and in ZIP code 40965. This property has 3 bedrooms, 2 bathrooms and approximately 1,512 sqft of floor space. This property has a lot size of 9234 sqft and was built in 1968.
205 George Ann Dr, Middlesboro, KY 40965 is a 3 bedroom, 2 bathroom, 1,512 sqft single-family home built in 1968. It last sold for $145,000 on Aug 31, 2011. It is currently off market. The Trulia Estimate is $242,700, with a rent estimate of $1,649/month.

Home Details for 205 George Ann Dr

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 9234 sqft

Price History for 205 George Ann Dr

DatePriceEventSource
08/31/2011$145,000Sold
N/A

Market trends in Middlesboro

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
5MoM
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Property Tax and Assessment

Year2024
Tax$1,509
Assessment$145,000
Home facts updated by county records

Comparable Sales for 205 George Ann Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
106 S 38th St, Middlesboro, KY
0.19
Single-Family Home
$180,000
10/21/25
3
2
1,404
203 George Ann Dr, Middlesboro, KY
0.02
Single-Family Home
$256,000
04/24/26
3
2
1,792
115 George Ann Dr, Middlesboro, KY
0.03
Single-Family Home
$271,500
12/16/25
3
2
2,008
1807 Winchester Ave, Middlesboro, KY
0.31
Single-Family Home
$152,500
07/21/26
3
1
1,104
409 Meadow Ln, Middlesboro, KY
0.46
Single-Family Home
$168,000
04/22/26
4
1.5
1,120
140 Chasteen Dr, Middlesboro, KY
0.50
Single-Family Home
$202,000
02/17/26
3
2
1,800
4605 Cumberland Ave, Middlesboro, KY
0.55
Single-Family Home
$170,000
06/04/26
3
2
1,056
3008 Highway 441, Middlesboro, KY
0.73
Single-Family Home
$168,700
01/21/26
3
1.5
1,800
921 Winchester Ave, Middlesboro, KY
0.90
Single-Family Home
$105,000
04/17/26
3
2
1,344
1720 Exeter Ave, Middlesboro, KY
0.39
Single-Family Home
$84,000
04/30/26
2
1
1,456

Nearby homes

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Assigned Schools

These are the assigned schools for 205 George Ann Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 205 George Ann Dr

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Off Market Homes Near 205 George Ann Dr

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Frequently asked questions about 205 George Ann Dr

  • What is 205 George Ann Dr estimated to be worth?
    Trulia's estimated value for 205 George Ann Dr in Middlesboro, KY is $242,700.
  • What is the price history for 205 George Ann Dr?
    205 George Ann Dr in Middlesboro, KY last sold for $145,000 in August 2011.
  • 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.
  • Does 205 George Ann Dr have air conditioning?
    Yes, 205 George Ann Dr in Middlesboro, KY has air conditioning.
  • How big is the lot at 205 George Ann Dr?
    The lot at 205 George Ann Dr in Middlesboro, KY is about 0.21 acres (9,234 sq ft).