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$575,000

808 Bypass Rd Winchester, KY 40391

2 beds
1 full, 1 partial
0.4 acres
House

Property details

About 808 Bypass Rd

Unique Mixed-Use Opportunity! This versatile property offers prime potential for a restaurant, cafe, or retail space in a high-visibility location. The commercial space is turn key for a culinary venture or boutique business. Attached is a separate rental unit with private entrance, offering additional income or an ideal live/work setup. Additional space available for potential 2nd Apartment. Features include kitchen area, cafe, dining or event space, drive up window, on-site parking, street frontage and outdoor dining area. Whether you're an entrepreneur, investor, or looking to expand, this property blends business potential with residential income and is less than 1/2 mile from 64S. Don't miss this rare opportunity! Call for a private showing!

Highlights

Home typeSingle Family Residence
HeatingElectric
StatusActive
CoolingElectric
Lot size0.42 Acres
Year built9999
MLS #25015851

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 1
  • Flooring Type: Concrete
  • Total Bedroom Count: 2
  • Heating: Electric
  • Cooling: Electric
  • List Price: $575,000
  • Annual Tax Amount: $2,462
  • Tax Year: 2023
  • Directions: From 64 East take exit 94 to Winchester. Turn right onto Bypass Road, building located on the left at 808 Bypass Road.
  • Year Built: 9999
  • Stories: 2
  • Lot Size: 0.42 Acres
  • MLS Number: 25015851
  • Office Name: Lifstyl Real Estate
  • Office Phone: (859) 278-7501
  • Office Email: justjennyjackson@gmail.com

IDX The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Lexington-Bluegrass Association of Realtors Multiple Listing Service. Real estate listings held by IDX Brokerage firms other than this broker, are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX Brokers. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively 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. © 2025 LBAR Multiple Listing Service. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 8/4/2025, 4:45:35 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

We're sorry, we currently don't have property sales data for this listing.

Tax history

YearAssessmentProperty Tax
2023$250,000$2,462
2022$250,000$2,462

History based on county public records data.

Nearby schools

5

Henry E. Baker Intermediate School

Public District 5-6

0.4 mi

1645 Martin Luther King Jr Dr

5

Strode Station Elementary School

Public District KG-4

0.6 mi

1750 Martin Luther King Jr Dr

4

Justice Elementary School

Public District KG-4

2.3 mi

350 Mount Sterling Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $24,440. Most Winchester, KY residents have annual incomes less than $<35k. The majority of families are single, no kids. The most common level of education of people living in this area is high school diploma.

How much money do the neighbors make?

62%
<35k
37%
35k-100k
1%
100k-200k
0%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree

What types of families live nearby?

49%
Single, No Kids
22%
Single, with Kids
17%
Married, No Kids
12%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

19%
<11 yrs old
7%
12-17 yrs old
30%
18-34 yrs old
36%
35-64 yrs old
8%
65+ yrs old

What do the neighbors do for fun?

  • Pro WrestlingPro Wrestling
  • Figure SkatingFigure Skating
  • MotocrossMotocross

Where do the neighbors shop?

  • Wal-MartWal-Mart
  • Family DollarFamily Dollar
  • KmartKmart

Where do the neighbors go to eat?

  • SonicSonic
  • Dominos PizzaDominos Pizza
  • Bob EvansBob Evans

What do the neighbors drive?

  • OldsmobileOldsmobile
  • FordFord
  • BuickBuick

What do the neighbors listen to?

  • Contemporary InspirationalContemporary Inspirational
  • New CountryNew Country
  • OldiesOldies
All data provided by Home Junction and Claritas

Similar homes for sale

Frequently asked questions

Living in Winchester, KY

Winchester's transportation infrastructure supports both private and public transit options, with local bus services providing connectivity within the city. The community's layout offers areas that are pedestrian-friendly, encouraging walking and biking as viable modes of transport. Major roads and highways connect Winchester to neighboring cities and towns, facilitating easy travel for commuters. The city is also accessible by ride-sharing services, which complement the existing transportation options.

The community is served by a number of public schools, including elementary, middle, and high schools, as well as private educational institutions that offer additional choices for residents. Healthcare services in Winchester include a local hospital equipped with emergency and specialized care. The city also features a public library system that supports lifelong learning. Retail and dining options in Winchester reflect the local culture, with a variety of shops and restaurants that range from traditional to contemporary offerings.

Winchester is celebrated for its small-town charm and community-oriented atmosphere. The city prides itself on its rich history and cultural heritage, which is evident in its well-preserved downtown area and annual events that bring residents together. The community's character is further enhanced by local parks and recreational facilities that serve as gathering spots for families and friends.

Winchester's housing market offers a blend of architectural styles, with single-family homes being a significant part of the landscape. The area features a mix of modern, ranch-style, and colonial homes, reflecting the community's diverse architectural tastes. While the majority of the housing stock consists of single-family residences, there is also a selection of apartments and townhouses that cater to different lifestyle needs. The housing development in Winchester has seen various phases, with a notable number of properties dating back to the mid-20th century.

About 808 Bypass Rd

The listing price of 808 Bypass Rd property is $575,000.

The property 808 Bypass Rd is a house located in Winchester, Kentucky, 40391.

Active Listing: 808 Bypass Rd is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 808 Bypass Rd are: Henry E. Baker Intermediate School (GreatSchools Rating 5/10), Strode Station Elementary School (GreatSchools Rating 5/10), Justice Elementary School (GreatSchools Rating 4/10), Robert D. Campbell Junior High School (GreatSchools Rating 4/10), Edythe J. Hayes Middle School (GreatSchools Rating 8/10), Crawford Middle School (GreatSchools Rating 2/10), Phoenix Academy (GreatSchools Rating 1/10), George Rodgers Clark High School (GreatSchools Rating 4/10), Carter G. Woodson Academy (GreatSchools Rating 4/10).

According to the records, the last property tax for 2023 is $2,462 (source: MLS/based on county public records data).

The property at 808 Bypass Rd has 2 bedrooms and 1 full and 1 half bathrooms.

The year of construction for 808 Bypass Rd is 9999.

This home is located at 808 Bypass Rd in Winchester, KY and zip code 40391. Features: 2 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since July 28, 2025 and is currently priced at $575,000.

Over 7 listings were sold over their listed price in July 2025 in Winchester, KY. In the same period over 17 listings were sold below the listed price and 10 listings were sold for the listed price. Between June and July 2025, Winchester, KY real estate market has seen increase in the number of listings by 3.9%. In July 2025 median list price was $240,880 and the average listing age was 68 days.

From Rocket Homes Real Estate and based on county public records data.

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