103 Leafwood Road

Closed 2/21/26
Closed 2/21/26
20260115_155449
20260115_155512
20260115_155516
20260115_155538
20260115_155509
20260115_155429
20260115_155433
20260115_153626
20260115_153615
20260115_153643
20260115_153706
20260115_153712
20260115_153727
20260115_153750
20260115_153811
20260115_153825
20260115_153834
20260115_153859
20260115_153908
20260115_154004
20260115_154014
20260115_154034
20260115_154107
20260115_154135
20260115_154142
20260115_154214
20260115_154405
Sold
Last Sold Price
$164,000
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

Recent comparable sales

Median sold price

$175,000

Avg days on market

139

Sale-to-list ratio

87.1%

Middlesboro, KY

9 comparable properties found

$190,000 | 206 Nottingham Drive, Middlesboro, KY 40965
1/26
1

$190,000

Sold 08/21/25

2
Bedrooms
1,059
Square Feet
0.35
Acres

206 Nottingham Drive, Middlesboro, KY 40965

$175,000 | 708 Ilchester Avenue, Middlesboro, KY 40965
1/16
2

$175,000

Sold 01/13/26

3
Bedrooms
1,312
Square Feet
0.17
Acres

708 Ilchester Avenue, Middlesboro, KY 40965

$186,000 | 806 Manchester Avenue, Middlesboro, KY 40965
1/13
3

$186,000

Sold 05/28/25

2
Bedrooms
1,899
Square Feet
0.17
Acres

806 Manchester Avenue, Middlesboro, KY 40965

$169,900 | 707 Gloucester Avenue, Middlesboro, KY 40965
1/22
4

$169,900

Sold 05/22/26

3
Bedrooms
1,184
Square Feet
0.16
Acres

707 Gloucester Avenue, Middlesboro, KY 40965

5

$150,000

Sold 12/31/24

2
Bedrooms
2
Bathrooms
1,392
Square Feet
0.29
Acres

201 North 15th Street, Middlesboro, KY 40965

$177,000 | 104 Hollywood Drive, Middlesboro, KY 40965
1/22
6

$177,000

Sold 05/05/25

3
Bedrooms
1,500
Square Feet
0.4
Acres

104 Hollywood Drive, Middlesboro, KY 40965

$129,000 | 201 Exeter Avenue, Middlesboro, KY 40965
1/20
7

$129,000

Sold 02/17/25

3
Bedrooms
1,485
Square Feet
0.01
Acres

201 Exeter Avenue, Middlesboro, KY 40965

$180,000 | 106 South 38th Street, Middlesboro, KY 40965
1/21
8

$180,000

Sold 10/21/25

3
Bedrooms
1,408
Square Feet
0.33
Acres

106 South 38th Street, Middlesboro, KY 40965

$145,000 | 63 Old Pineville Pike, Middlesboro, KY 40965
1/25
9

$145,000

Sold 08/17/26

3
Bedrooms
1,560
Square Feet
0.9
Acres

63 Old Pineville Pike, Middlesboro, KY 40965

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of REMAX PROFESSIONAL'S
Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$861 per month

30 year fixed, 6.71% Interest

Principal and Interest

$847

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 for 103 Leafwood Road

Taxable ValueLand$65,000Additions-Total$65,000
Tax Record2025$170 ($14 / month)
Home Facts
Beds3Total Finished SqFt1,326 SqFtAbove Grade Finished SqFt1,326 SqFtStories2StyleSingle Family ResidenceYear Built1923CountyBELLAPN069-34-14-005.00Fireplace TypeHas Fireplace

Schools near 103 Leafwood Road

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

$475,000 | 2004 Twin Fawn Trail, Middlesboro, KY 40965
1/33
New

$475,000

5
Bedrooms
2,542
Square Feet
4.4
Acres

2004 Twin Fawn Trail, Middlesboro, KY 40965

$575,000 | 2010 Twin Fawn Trail, Middlesboro, KY 40965
1/59

$575,000

3
Bedrooms
2,016
Square Feet
2.74
Acres

2010 Twin Fawn Trail, Middlesboro, KY 40965

$169,000 | 810 1/2 Rochester Avenue, Middlesboro, KY 40965
1/25

$169,000

3
Bedrooms
1,592
Square Feet
0.18
Acres

810 1/2 Rochester Avenue, Middlesboro, KY 40965

$129,000 | 708 West Chester Avenue, Middlesboro, KY 40965
1/17

$129,000

3
Bedrooms
1,404
Square Feet
0.16
Acres

708 West Chester Avenue, Middlesboro, KY 40965

$229,000 | 812 Worchester Avenue, Middlesboro, KY 40965
1/22

$229,000

4
Bedrooms
1,544
Square Feet
0.26
Acres

812 Worchester Avenue, Middlesboro, KY 40965

$235,000 | 800 South 28th Street, Middlesboro, KY 40965
1/28

$235,000

3
Bedrooms
1,400
Square Feet
0.4
Acres

800 South 28th Street, Middlesboro, KY 40965

$59,000 | 518 South 43rd Street, Middlesboro, KY 40965
1/15

$59,000

2
Bedrooms
920
Square Feet
0.3
Acres

518 South 43rd Street, Middlesboro, KY 40965

a view of a house with backyard and garden
1/3

$17,000

2
Bedrooms
936
Square Feet
0.2
Acres

110 Danbury Avenue, Middlesboro, KY 40965

$595,000 | 142 Edgewood Road, Middlesboro, KY 40965

$595,000

7
Bedrooms
6,276
Square Feet
2.9
Acres

142 Edgewood Road, Middlesboro, KY 40965

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 103 Leafwood Road, Middlesboro, KY 40965
$164,000
2
1,326
21,780
115 Leafwood Road, Middlesboro, KY 40965
$87,000
4
2,305
2,178
101 Dalewood Road, Middlesboro, KY 40965
–
1
–
1,176
3,500
107 Dalewood Road, Middlesboro, KY 40965
–
3
–
880
–
103 Dalewood Road, Middlesboro, KY 40965
–
2
1
790
–
109 Dalewood Road, Middlesboro, KY 40965
–
–
1
1,488
7,500

Explore Nearby Homes

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