111 Highland Drive, Flemingsburg, KY 41041
Downtown · Fleming County
Key Facts
Description
Located in the heart of downtown Flemingsburg, this charming 3 bedroom, 2 bath home offers comfortable living with the convenience of being close to local shops, restaurants, and everyday amenities. The home features a spacious layout with multiple living areas, providing plenty of room for relaxing or entertaining. The kitchen offers ample cabinet space and flows easily into the main living areas. Three bedrooms provide flexibility for family, guests, or a home office, while two full bathrooms add convenience for everyday living. Outside, you'll find a detached 2 car garage offering great storage, workspace, or protected parking. The property also includes a yard space perfect for outdoor enjoyment. If you're looking for a home with character, space, and a great in-town location, this property is one you won't want to miss.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Year Built
1930
Living Area
1,236 sq ft
Lot Size
0.34 acres
Garage Spaces
2
MLS® Listing#
26007978
Property Features
Appliances
Cooling
Heating
Flooring
Fireplace
Basement
Construction
Foundation
Roof
Sewer
Water Source
Rooms
- First
- Bathroom 1First
- Bathroom 2Second
- Bedroom 2First
- Bedroom 3Second
- Dining RoomFirst
- KitchenFirst
- Living RoomFirst
- Utility RoomFirst
Schools
- Elementary:
- Fleming Co
- Middle:
- Fleming Co
- High:
- Fleming Co
Financial Details
HOA
None
Parcel Number
038-60-04-020.00
Directions
From Mt Sterling turn onto Maysville road toward KY-11 N continue to follow ky-11 N for 28 miles, continue on Mt Sterling Ave for .7 mi, then turn left onto E Water st .6 mi, then right onto Highland
Affordability Calculator
$33,800
Estimated monthly payment
$899/mo
Principal $135,200 · Est. interest $188,616 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Flemingsburg, KY
- $250,000
- Median Listing Price
- 80
- Median Days on Market
- 1,706
- Median Sq Ft
- $140
- Median Price / Sq Ft
- 16
- Active Listings
- This home’s price is 32% below the area median.
- Its price per sq ft is 2% below the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Flemingsburg, KY.
Location
Points of Interest in Flemingsburg, KY
Showing the Flemingsburg area map.
Nearby Schools
Simons Middle School
Secondary · 0.2 mi away
Flemingsburg Elementary School
Elementary · 0.2 mi away
Fleming County Schools
School · 0.2 mi away
Fleming County High School
Secondary · 1.4 mi away
Ewing Elementary School
Elementary · 5.4 mi away
Hillsboro Elementary School
Elementary · 10.1 mi away
E P Ward Elementary School
Elementary · 10.1 mi away
Tollesboro Elementary School
Elementary · 13.3 mi away
Mason County Intermediate School
Elementary · 13.9 mi away
Mason County Middle School
Secondary · 14.4 mi away
Straub Elementary School
Elementary · 14.4 mi away
Highland Christian School & Daycare
School · 14.5 mi away
Mason County High School
Secondary · 14.6 mi away
Mason County Area Technology Center
School · 14.7 mi away
St Patrick School
School · 15.1 mi away
Nativity Montessori School
Elementary · 15.2 mi away
Mason County High School
Secondary · 15.2 mi away
Robertson County School
School · 16.4 mi away
Ripley Union Lewis Huntington Middle School
Elementary · 17.6 mi away
Nicholas County Board of Education
School · 18.0 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 418 Dye Street, Flemingsburg, KY | $149,000 | 2 | 2 | 1,350 |
| 31 Ridgecrest Circle, Flemingsburg, KY | $149,900 | 3 | 3 | 2,048 |
| 40 Poplar Grove Road, Flemingsburg, KY | $155,000 | 4 | 2 | 1,728 |
| 127 Mills Avenue, Flemingsburg, KY | $160,000 | 3 | 2 | 2,088 |
| 145 Grandview Circle, Flemingsburg, KY | $209,000 | 3 | 2 | 1,264 |
| 43 Ledan Street, Flemingsburg, KY | $210,000 | 3 | 1 | 1,456 |
Moving Cost Estimate
EXIT Agents in Flemingsburg
Listing Courtesy: The Agency - 8592850614
Last Updated: 2026-03-05