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16 North Main Street, Winchester, KY 40391

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For Sale

$324,900

2,310 sqft

Estimated Payment

$ 1,703 /mo. †

6.85% APR for 30 yrs.
$0 in taxes
Change Loan Terms

  • Other Residential
    Property type

  • $140.65
    Price per square foot

Explore this Property

The building may be old, but everything about it is new! That includes a new roof, 4 new skylights, exposed beams, new hardwood floors throughout, plumbed for 4 bathrooms, laundry room and back office with a window looking into the main space. All of the electrical and plumbing has been done as well. This property boasts the largest back parking lot in the Downtown area making parking for customers and staff a dream. There are numerous grants available as well for this property. Winchester wants your business! 7 new, high-end apartments are going in across the street, there are 5 delicious restaurants on this block, and numerous shops, and the Leeds Center for the Arts is also across the street. Property Highlights: -Recently renovated with a new roof, 4 new skylights, exposed beams, new hardwood floors, new plumbing and new electrical. -Winchester First is offering numerous new business grants to kick-start your new business. -The property is located directly across from a brand-new apartment building and is surrounded by retail and restaurants. -The property boasts the largest back parking lot in the downtown area
MLS# 25001584

Courtesy Of Block + Lot Real Estate

(859) 309-0099

Property Features

  • Architecture Style
    Other
  • Exterior Type
    Brick, Glass
  • Floor Covering
    Wood
  • Lot Size
    0.18 Acres

Map and Directions

Directions to 16 North Main Street, Winchester, KY 40391

Home seller CENTURY 21 Advantage Realty

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CENTURY 21 Advantage Realty

(859) 624-5488
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Mortgage Calculator

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Monthly Payment Breakdown

  • Principle and Interest
    $1,703
  • Property Taxes
    $0
  • Hazard Insurance
    $0
  • Private Mortgage Insurance
    $0
  • HOA Dues
    $0
  • Total Monthly Payment:
    $1,703

Calculators provided for estimating purposes only. Consult with your lender to determine precise payment requirements.

Schools

Shearer Elementary School

Grades KG-4 Public School

Winchester, KY 40391 0.5 miles
244 e broadway st

389 total students
14:1 Student teacher ratio

School Rating: D

School Details

Henry E. Baker Intermediate School

Grades 5-6 Public School

Winchester, KY 40391 2.4 miles
1645 martin luther king jr dr

800 total students
16:1 Student teacher ratio

School Rating: B-

School Details

Robert D. Campbell Junior High School

Grades 7-8 Public School

Winchester, KY 40391 1.4 miles
620 boone ave

844 total students
15:1 Student teacher ratio

School Rating: C-

School Details

George Rodgers Clark High School

Grades 9-12 Public School

Winchester, KY 40391 3 miles
2745 new boonesboro road

1627 total students
19:1 Student teacher ratio

School Rating: C

School Details
Other Nearby Schools Distance Type Grades School Rating
Grace Bible Academy 0.4 miles Private KG-12
St Agatha Academy 0.4 miles Private PK-8
Justice Elementary School 0.9 miles Public KG-4 C-
Conkwright Elementary School 1 miles Public KG-4 D+
Clark County Early Learning Center 1.1 miles Private PK-KG
Phoenix Academy 1.5 miles Public 6-12 F
Calvary Christian School 1.8 miles Private PK-12
Strode Station Elementary School 2.5 miles Public KG-4 C+
Clark County Area Technology Center 3 miles Public 8-12

Grace Bible Academy

Distance: 0.4 miles

Type Private

Grades: KG-12

St Agatha Academy

Distance: 0.4 miles

Type Private

Grades: PK-8

Justice Elementary School

Distance: 0.9 miles

Type Public

Grades: KG-4

C-

Conkwright Elementary School

Distance: 1 miles

Type Public

Grades: KG-4

D+

Clark County Early Learning Center

Distance: 1.1 miles

Type Private

Grades: PK-KG

Phoenix Academy

Distance: 1.5 miles

Type Public

Grades: 6-12

F

Calvary Christian School

Distance: 1.8 miles

Type Private

Grades: PK-12

Strode Station Elementary School

Distance: 2.5 miles

Type Public

Grades: KG-4

C+

Clark County Area Technology Center

Distance: 3 miles

Type Public

Grades: 8-12

School information does not guarantee enrollment. School service boundaries are provided as a reference only, may change, and are not guaranteed to be accurate. Contact the school district directly to verify school enrollment eligibility.

Local area information for Winchester, KY 40391

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Winchester, KY 40391

This community’s employment is highest in the administrative support and production occupations industries. The area’s overall household expenses are above the national average.

87° July
Hottest Average Month
24° January
Coldest Average Month
15,113 Total Households in Area
0.4% Increase in population since the year 2010
31.1%
of households
have children
25 minutes
Median Commute Time

Household Expenses vs National Average

This location’s average annual expenditures by category compared to the national average. Index score (100=National Average)

Demographic facts
for Winchester, KY 40391

Winchester, KY 40391 has a population of 36,494 people in 15,113 households with a median age of 41 years old.

0.4%
Increase in population
since the year 2010
Population is Trending up
14,681
Total households as of 2010
3.1%
projected percent change in total
households in 5 years

Community Population By Age

The median age for this area is 41 years old. The smallest percentage group is 55-64 years and the largest percentage is the 85+ years age range.

Community Population By Ethnicity

White 87%
Black 4%
Hispanic 4%
Other 2%
Asian <1%
Native American <1%
The most prevalent ethnicity is White at 87%, followed by Black at 4%, Hispanic at 4%, and Other at 2%.

Economics
for Winchester, KY 40391

151 /sq mi
Population Density
$63,384 /yr
Median Household Income
$0
Median Sales Price
25 min
Median Commute Time

Household Expenses vs National Average

This location’s average annual expenditures by category compared to the national average. Index score (100=National Average)

Household by Income

Out of the households in this area, the largest income group is $50-74,999k representing 18.81% of the households.

Transportation to Work

  • Drive 90%
  • Work from Home 7%
  • Walk or Bike 4%
  • Public Transit 0%

Occupancy by Type

Owned 10,940 67%
Rented 4,173 26%
Vacant 1,133 7%

White vs Blue Collar Jobs







White Collar 68%
Blue Collar 32%

Family & Education Facts
for Winchester, KY 40391

41 Median Age

Average Household Size

2.4
persons per
household

50.9%

Married Households

Community Population By Education

High School Graduate 37%
Some College 23%
Bachelors Degree 12%
Some High School 11%
Associates Degree 10%
Graduate Degree 7%
Of the total people surveyed, the most prevalent educational attainment level is High School Graduate, representing 36.95% of the population.

Household Family Expenses vs National Average

This location’s average annual expenditures compared to the national average. Index score (100=National Average)
31.1% of households have children

Weather
for Winchester, KY 40391

The weather for this area ranges from a high of 87° F in July to a low of 24° F in January

87° July
Hottest Average Month
24° January
Coldest Average Month

Average Temperature by Month

Low (°F)
High (°F)
Jan
24°
43°
Feb
26°
46°
Mar
33°
56°
Apr
43°
67°
May
52°
76°
Jun
61°
84°
Jul
65°
87°
Aug
63°
86°
Sep
56°
80°
Oct
44°
69°
Nov
35°
56°
Dec
27°
46°

Average Temperature in Degrees Fahrenheit

Precipitation

Precipitation (inch)

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Copyright © 2025 Lexington-Bluegrass Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data powered by Attom Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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