Sold
Last Sold Price
2 beds1,326 sqft

103 Leafwood Road, Middlesboro, KY 40965

Single FamilyProperty Type
0.5 acresLot Size
1923Year Built
$124/sq ftPrice per sq ft

Description

Classic two-story home built in 1923, thoughtfully renovated to blend modern upgrades with timeless charm. This 2-bedroom, 2-bath residence includes a dedicated office that can easily function as a third bedroom. Warm wood accents, a beautiful staircase, and preserved character details create an inviting interior. Situated in a quiet, peaceful neighborhood with stunning mountain views and a large yard ideal for outdoor living.Classic two-story home built in 1923, thoughtfully renovated to blend modern upgrades with timeless charm. This 2-bedroom, 2-bath residence includes a dedicated office that can easily function as a third bedroom. Warm wood accents, a beautiful staircase, and preserved character details create an inviting interior. Situated in a quiet, peaceful neighborhood with stunning mountain views and a large yard ideal for outdoor living.
  • Listed by: Mike Hensley • REMAX PROFESSIONAL'S
Listing closed: 02/21/2026 12:00 AM • Source: KAARMLS, MLS#: 1326703
See It First™ on Compass

Find homes before they're listed on other real estate sites.

Start your search

Recent comparable sales

Median sold price

$169,900

Avg days on market

93

Sale-to-list ratio

90.8%

Middlesboro, KY

9 comparable properties found

$145,000 | 109 North 30th Street, Middlesboro, KY 40965
1/28
1

$145,000

Sold 05/16/25

2
Bedrooms
1,040
Square Feet
0.17
Acres
$190,000 | 206 Nottingham Drive, Middlesboro, KY 40965
1/26
2

$190,000

Sold 08/21/25

2
Bedrooms
1,059
Square Feet
0.35
Acres
$175,000 | 708 Ilchester Avenue, Middlesboro, KY 40965
1/16
3

$175,000

Sold 01/13/26

3
Bedrooms
1,312
Square Feet
0.17
Acres
$186,000 | 806 Manchester Avenue, Middlesboro, KY 40965
1/13
4

$186,000

Sold 05/28/25

2
Bedrooms
1,899
Square Feet
0.17
Acres
$169,900 | 707 Gloucester Avenue, Middlesboro, KY 40965
1/22
5

$169,900

Sold 05/22/26

3
Bedrooms
1,184
Square Feet
0.16
Acres
6

$150,000

Sold 12/31/24

2
Bedrooms
2
Bathrooms
1,392
Square Feet
0.29
Acres
$177,000 | 104 Hollywood Drive, Middlesboro, KY 40965
1/22
7

$177,000

Sold 05/05/25

3
Bedrooms
1,500
Square Feet
0.4
Acres
$135,000 | 1010 West Chester Avenue, Middlesboro, KY 40965
1/23
8

$135,000

Sold 09/21/26

2
Bedrooms
1,275
Square Feet
0.16
Acres
$148,400 | 112 Parker Lane, Middlesboro, KY 40965
1/21
9

$148,400

Sold 07/16/25

3
Bedrooms
1,439
Square Feet
0.43
Acres

Location

Listing Courtesy of REMAX PROFESSIONAL'S
Add your commute
Payment Calculator

$890 per month

30 year fixed, 7.03% Interest

Principal and Interest

$876

Property Taxes

$14

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.
Know your buying power with a preapproval and custom rate in minutes
Rocket Mortgage1

Property Information for 103 Leafwood Road

Property Details

  • MLS Type: Single Family / Single Family Residence
  • County: Bell County
  • Architectural Style: Traditional
  • View: Mountain View
  • Style Traditional: True

Building Information

  • Year Built: 1923
  • Lot Size: 0.50 AC / 21,780 SF

Summary

Location and General Information
  • City: Middlesboro
  • County Or Parish: Bell County, KY - 59
  • Directions: GPS Friendly address
  • Latitude: 36.614452
  • Longitude: -83.71735
  • MLS Area Major: Bell County, KY - 59
  • MLS Area Minor: Bell County, KY - 59
  • Postal Code: 40965
  • State Or Province: KY
  • View Mountain View: True
  • Location Tax Legal Info Area: Bell County, KY - 59
  • Remarks Misc Directions: GPS Friendly address
Parking
  • Attached Garage: No
  • Parking Features: Off-Street Parking
  • Atchd Dtchd Type Detached: True
  • Garage Parking Off-Street Parking: True
Taxes and HOA Information
  • Association Fee: 0.0
  • Parcel Number: 005.00.006.00
  • Location Tax Legal Info Total Tax: 0.0
  • General Property Description HOA: No
Virtual Tour
  • Virtual Tours Count: 0

Property

Lot Information
  • Building Area Source: Tax Records
  • Lot Size Area: 0.5
  • Lot Size Units: Acres
  • Lot Size Square Feet: 21780.0
  • Year Built: 1923
  • Lot Features: Private, Irregular Lot
  • Building Area Total: 1326.0
  • Lot Size Acres: 0.5
  • Lot Size Source: Estimated
  • General Property Description SqFt - Main Lvl: 663.0
  • General Property Description SqFt - Down Lvl: 663.0
  • General Property Description SqFt - 2nd Flr Lvl: 663.0
  • General Property Description SqFt - 3rd Flr Lvl: 0.0
  • General Property Description SqFt - Source: Tax Records
  • General Property Description Acres: 0.5
  • General Property Description Acre Source: Estimated
  • General Property Description Site Built: Yes
  • Lot Description Irregular Lot: True
  • Lot Description Private: True
Property and Assessments
  • Possession: Negotiable
  • Property Attached: No
  • Property Type Label: Single Family
  • Floor Plans Count: 0
  • Property Type: Single Family
  • Property Sub Type: Single Family Residence
  • Possession Negotiable: True
Utilities
  • General Property Description Sewer: Septic Tank
  • Fuel Electric: True
  • Fuel Gas (Natural): True
  • Sewer Septic Tank: True
  • Water Public: True

Interior and Exterior Features

Exterior Features
  • Exterior Features: Windows - Vinyl
  • Other Structures: Storage Shed
  • Construction Materials: Vinyl, Frame
  • Siding Vinyl: True
  • Outbuildings Storage Shed: True
  • Exterior Features Windows - Vinyl: True
Interior Features
  • Beds Total: 2
  • Baths Full: 2
  • Baths Half: 0
  • Cooling: Central Cooling
  • Fireplaces Total: 1
  • Fireplace: Yes
  • Bathrooms Total Integer: 2
  • Cooling Details: Yes
  • Kitchen Appliances: Range, Refrigerator
  • Basement: Yes
  • Heating Details: Central, Heat Pump, Natural Gas, Electric
  • Fireplace Features: Insert, Wood Burning
  • Flooring: Carpet, Vinyl
  • Heating: Yes
  • Heating Central: Yes
  • Fireplace Insert: True
  • Fireplace Wood Burning: True
  • Cooling Central Cooling: True
  • Floors Carpet: True
  • Floors Vinyl: True
  • Basement Partially Finished: True
  • General Property Description Number of Bedrooms: 2
  • General Property Description Number of Rooms: 9
  • General Property Description Fireplace: Yes
  • General Property Description Number of Fireplace: 1.0
  • General Property Description Basement: Yes
  • General Property Description Bonus Room: Yes
  • General Property Description Extra Storage: Yes
  • Heat Central: True
  • Heat - Heat Pump: True
  • Dining Area Formal Dining Area: True
  • Appliances Range: True
  • Appliances Refrigerator: True
  • Other Rooms Laundry Utility: True
  • Other Rooms Workshop: True
  • Misc Features WasherDryer Connect: True

Room Information

Room
  • Rooms Total: 9

Rental

Rent Information
  • General Property Description Restrictions: No
  • Tenant Expenses Cooling: Central Cooling
  • Tenant Expenses Heating: Central,Heat Pump,Natural Gas,Electric

Property History for 103 Leafwood Road

DateEvent & SourcePriceAppreciation
Feb 21, 2026

Sold

KAARMLS #1326703

$164,000—
Jan 20, 2026

Contract Signed

KAARMLS #1326703

—
Jan 16, 2026

Listed (Active)

KAARMLS #1326703

$165,000—
DateEvent & SourcePrice
02/21/2026

Sold

KAARMLS #1326703

$164,000
01/20/2026

Contract Signed

KAARMLS #1326703

—
01/16/2026

Listed (Active)

KAARMLS #1326703

$165,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public records

103 Leafwood Road

Beds

3

Total Finished SqFt

1,326 SqFt

Above Grade Finished SqFt

1,326 SqFt

Stories

2

Style

Single Family Residence

Year Built

1923

Schools near 103 Leafwood Road

This home is within Middlesboro Independent School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
Public - 7 to 12
Rating
School
Distance
Middlesboro Elementary School
PublicPK to 4

Middlesboro Middle School
Public5 to 8

Middlesboro High School
Public9 to 12

Middlesboro Alternative School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 40965

$227,000 | 717 South 27th Street, Middlesboro, KY 40965
1/37

$227,000

5
Bedrooms
3,195
Square Feet
0.56
Acres
$158,000 | 180 Stevens Branch Road, Middlesboro, KY 40965
1/11

$158,000

3
Bedrooms
1,200
Square Feet
2
Acres
$169,000 | 810 1/2 Rochester Avenue, Middlesboro, KY 40965
1/25

$169,000

3
Bedrooms
1,592
Square Feet
0.18
Acres
$360,000 | 103 Sherwood Road, Middlesboro, KY 40965
1/32

$360,000

5
Bedrooms
3,000
Square Feet
0.5
Acres
$235,000 | 88 Tracy Ridge Road, Middlesboro, KY 40965
1/19

$235,000

3
Bedrooms
1,600
Square Feet
1.25
Acres
a front view of a house with a yard and trees
1/23

$315,000

4
Bedrooms
2,488
Square Feet
0.17
Acres
$145,900 | 810 Rochester Avenue, Middlesboro, KY 40965
1/15

$145,900

3
Bedrooms
1,386
Square Feet
0.17
Acres
$158,000 | 180 Stevenson Bridge Road, Middlesboro, KY 40965
1/31

$158,000

3
Bedrooms
1,200
Square Feet
2
Acres
$175,000 | 1801 1/2 Exeter Avenue, Middlesboro, KY 40965
1/30

$175,000

2
Bedrooms
700
Square Feet
0.27
Acres

Nearby home values

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of REMAX PROFESSIONAL'S