Pending

Price cut: $6K (6/1)

$169,000

111 Highland Dr, Flemingsburg, KY 41041

3beds

1,236sqft

$1,121/mo

Get pre-qualified

Single Family Residence

Built in 1930

0.34 Acres Lot

$164,800 Zestimate^®

$137/sqft

$-- HOA

What's special

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.

133 days

145

8

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 2
Full bathrooms: 2

Primary bedroom

Level: First

Bedroom 2

Level: First

Bedroom 3

Level: Second

Bathroom 1

Level: First

Bathroom 2

Level: Second

Dining room

Level: First

Kitchen

Level: First

Living room

Level: First

Utility room

Level: First

Heating

Baseboard, Natural Gas

Cooling

Window Unit(s)

Appliances

Included: Dishwasher, Microwave, Refrigerator, Range

Features

Flooring: Carpet, Laminate
Basement: Crawl Space
Number of fireplaces: 1
Fireplace features: Family Room, Gas Log

Interior area

Total structure area: 1,236
Total interior livable area: 1,236 sqft
Finished area above ground: 1,236
Finished area below ground: 0

Property

Parking

Total spaces: 2
Parking features: Detached Garage
Garage spaces: 2

Features

Levels: One and One Half

Lot

Size: 0.34 Acres

Details

Parcel number: 0386004020.00

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Materials

Vinyl Siding
Foundation: Block
Roof: Metal

Condition

Year built: 1930

Utilities & green energy

Sewer: Public Sewer
Water: Public

Community & HOA

Community

Subdivision: Downtown

HOA

Has HOA: No

Location

Region: Flemingsburg

Financial & listing details

Price per square foot: $137/sqft
Tax assessed value: $105,000
Annual tax amount: $1,174
Date on market: 4/15/2026

Estimated market value

$164,800

$157,000 - $173,000

$1,223/mo

Price history

Date	Event	Price
8/4/2026	Pending sale	$169,000$137/sqft
Source: Imagine MLS #26007978 Report a problem
6/1/2026	Price change	$169,000-3.4%$137/sqft
Source: Imagine MLS #26007978 Report a problem
5/5/2026	Price change	$175,000-5.4%$142/sqft
Source: Imagine MLS #26007978 Report a problem
3/5/2026	Price change	$185,000-27.5%$150/sqft
Source: Imagine MLS #26004132 Report a problem
2/25/2026	Pending sale	$255,000+24.4%$206/sqft
Source: Owner Report a problem
2/24/2026	Listed for sale	$205,000+95.2%$166/sqft
Source: Owner Report a problem
1/10/2018	Sold	$105,000-4.5%$85/sqft
Source: Public Record Report a problem
7/2/2017	Price change	$110,000-4.3%$89/sqft
Source: Independent Realty, Inc. #35548 Report a problem
6/19/2017	Price change	$115,000-4.2%$93/sqft
Source: Independent Realty, Inc. #35548 Report a problem
6/13/2017	Listed for sale	$120,000+361.5%$97/sqft
Source: Independent Realty, Inc. #35548 Report a problem
5/17/2017	Sold	$26,000$21/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$1,174 -0.9%	$105,000
2024	$1,184 +12.6%	$105,000
2023	$1,052 +0.2%	$105,000
2022	$1,050 -2.8%	$105,000
2021	$1,080 -0.1%	$105,000
2020	$1,082 +1.2%	$105,000
2019	$1,069 +25.3%	$105,000 +19.3%
2018	$853 +5.6%	$88,000
2017	$808 +0.2%	$88,000 +5.4%
2016	$806 +0.7%	$83,500
2015	$801 +36.2%	$83,500 +32.5%
2014	$588 +3.3%	$63,000
2012	$569	$63,000
2011	--	--