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Street View
$265,000
Monthly Est:$1,319
3 Beds
- 2 Baths
2 full baths
1,650sqft
20 Jackson St, Winchester, KY 40391
$265,000
$1,319/moEst:
Get Pre-Approved
Single Family Residence
Built in 1940
$-- HOA
0.12 acre lot
$161/sq.ft
Description
Beautifully updated and truly move-in ready, this 3-bedroom, 2-bath home blends timeless charm with modern convenience. Step inside to a spacious living room and an updated kitchen featuring abundant cabinetry, while original hardwood flooring, luxury vinyl plank, and stylish finishes create a warm and inviting atmosphere throughout. The versatile utility room provides the perfect space for a home office, playroom, hobby area, or additional storage. An unfinished basement offers endless potential for future expansion or extra storage. Outside, enjoy a fully fenced backyard, patio, covered front porch, and a detached two-car garage ideal for relaxing or entertaining. Major updates provide peace of mind and include the HVAC system, furnace, roof shingles, windows, vinyl siding, flooring, kitchen cabinetry, bathroom vanities, light fixtures, doors, and hardware. With all the hard work already completed, this home is ready for you to move in and make it your own.
- Houzeo last checked: 12 hours ago
- Listing updated: July 27, 2026 at 4:54 pm
- Listing Provided by: Zova M Rothchild (859) 806-1992 , The Mateyoke Group - Jenny Mateyoke | Keller Williams Legacy Group (859) 544-6175
- Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 26012820

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1940
HOA Fees
-
Finished Area
1,650 sqft
Lot Size
0.12 acre lot
Basement Area
- sqft
MLS Name
Lexington Bluegrass AOR (Imagine) MLS
MLS Number
26012820
MLS Status
Active
Days on Market
128
Cumulative Days on Market
56

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Sewer
Public Sewer
Interior Features
Eat In Kitchen
Appliances
Dishwasher, Dryer, Gas Range, Refrigerator, Washer
Window Features
Blinds
Flooring
Tile, Wood
Cooling
Ceiling Fan(s), Central Air
Heating
Forced Air, Natural Gas
Construction
Year Built
Year Built: 1940
Home type
Single Family Residence
Roof
Composition, Shingle
Foundation Details
Block
Construction Materials
Vinyl Siding
Utilities & Energy
Parking Features
Detached Garage
Security Features
Security System Owned
Water Source
Public
Laundry Features
Main Level
Basement
Sump Pump, Unfinished
Other Features
Subdivision Name
Downtown
Community Features
Park
Patio And Porch Features
Patio, Porch, Rear Patio, Front Porch
Price History
| Date | Event | Price |
|---|---|---|
07/27/2026 Source: | Price Decreased | $265,000 -1.85% $161/sqft |
07/16/2026 Source: | Price Decreased | $270,000 -1.82% $164/sqft |
06/27/2026 Source: | Price Decreased | $275,000 -1.79% $167/sqft |
06/16/2026 Source: | Price Decreased | $280,000 -3.45% $170/sqft |
06/04/2026 Source: | Listed for Sale | $290,000 +20.38% $176/sqft |
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Based on information from the IMAGINE MLS® through Oct 09, 2026, 02:30PM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.
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