220 Jackson St, Winchester, KY, 40391
About This Home
Welcome to 220 Jackson Street in Winchester, KY 40391 - a great opportunity to own a home full of character in a convenient location. Whether you're a first-time buyer, investor, or looking to downsize, this property offers both comfort and potential. Inside, you'll find a functional layout with inviting living spaces that make everyday living easy. The home provides a warm and welcoming feel, with plenty of opportunity to add your own personal touches and make it truly your own. Outside, enjoy a manageable yard with space for relaxing, gardening, or entertaining. The location is a standout feature - just minutes from downtown Winchester, local shops, dining, schools, and parks, giving you both convenience and small-town charm. If you're looking for an affordable home with solid potential in a great location, 220 Jackson Street is one you won't want to miss.
Getting Around
Somewhat Walkable
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1940
Materials
- Roof: Asphalt
- Construction materials: Stone Siding,Vinyl Siding
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Dishwasher,Refrigerator,Oven
Basement
- Area: 0
Bedrooms & Bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Features
- Finished area above ground: 1,228
Heating & Cooling
- Heating features: Electric,Forced Air
- Cooling features: Central
Interior Area
- Total structure area: 1,228
- Total interior livable area: 1,228 sqft
Property
Details
- Parcel number: 054330600700
- Lease amount: 0
Lot
- Lot size: 7,405 sqft
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Lightning
- Strong Wind
- Tornado
- Winter Weather
- Cold Wave
- Hail
- Ice Storm
How This Home’s Risks Compare
FEMA Declared Disasters Across Kentucky Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $884 | $10,608 |
| Home Insurance * | $85 | $1,020 |
| Property Taxes | $206 | $2,472 |
| Electricity | $154 | $1,850 |
| Total | $1,329 | $15,948 |
Income You'd Need if You Spent...
Kentucky FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-05-01 | Price change | $175,000 |
| 2026-04-20 | Price change | $177,000 |
| 2026-04-02 | Price change | $178,000 |
| 2026-03-31 | Price change | $179,000 |
| 2026-03-06 | Price change | $179,500 |
| 2026-02-12 | Listed for sale | $180,000 |
| 2025-05-07 | Sold | $175,000 |
| 2025-04-04 | Contingent | $175,000 |
| 2025-04-02 | Listed for sale | $175,000 |
| 2008-08-14 | Sold | $12,000 |
For Sale by Agent
View on Zillow