Recently Sold Homes in Winchester, KY

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SOLD OCT 20, 2025

ABOUT THIS HOME
Recently Sold Home in Winchester, KY:
Charming 3 bedroom, 1 bath home situated on 1.8 acres in a peaceful country setting. This property offers plenty of space for horses, chickens, gardening, or an orchard, with an attached lean-to that can easily be converted into a horse stall. Enjoy scenic views from both the front and back porches. Recent updates include a brand-new roof, newer heat pump, new HVAC vent, fresh paint, and bamboo blinds. Located just 27 minutes from Red River Gorge and only 1 mile from local shopping and gas. Low property taxes add to the affordability of this well-maintained home. A rare opportunity for those seeking quiet country living with modern conveniences nearby.

$239,700 Last sold price

3 beds1 bath1,300 sq ft

2413 Log Lick Rd, Winchester, KY 40391

SOLD OCT 3, 2025

ABOUT THIS HOME
Recently Sold Home in Winchester, KY:
Fully Remodeled 4-Bedroom Home Across from College Park! Welcome to this beautifully remodeled 4-bedroom, 2.5-bath home perfectly located right across the street from College Park. From top to bottom, this home has been thoughtfully updated with modern finishes and a fresh, open layout ideal for comfortable living and entertaining. Step inside to find a light-filled interior featuring new flooring, a designer kitchen with quartz countertops, custom cabinets, and stainless steel appliances. The spacious primary suite offers a relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the expansive backyard—perfect for gatherings,

$268,000 Last sold price

4 beds2.5 baths1,736 sq ft

58 Fitch Ave, Winchester, KY 40391

SOLD NOV 6, 2025

ABOUT THIS HOME
Recently Sold Home in Winchester, KY:
Home is quietly nestled within the Wesleyan Park subdivision just off the Winchester Bypass. While convenient location is obvious this home boast many updates throughout. Including flooring, appliances, New roof, HVAC, Water heater and so much more. Schedule your showing while you can!

$256,000 Last sold price

4 beds2 baths1,593 sq ft

306 Snowden Dr, Winchester, KY 40391

SOLD NOV 12, 2025

ABOUT THIS HOME
Recently Sold Home in Winchester, KY:
Here's that hard to find RANCH with a full unfinished basement. Needs a little TLC. Just under 2,000 square feet of living space on the first floor. The basement with a one car garage is about the same. The home has 4 bedrooms and 2 full bathrooms on the first level. It also has a half bath in with the laundry in the basement. Kitchen and 2 full bathrooms have been updated. The windows have been replaced with tilt-in windows, deck and roof have been replaced in last several years. Newer landscaping--but sellers do not know when. Home is an estate and is being sold "AS IS. "

$265,000 Last sold price

4 beds2.5 baths1,988 sq ft

130 Village Ct, Winchester, KY 40391

SOLD NOV 10, 2025

ABOUT THIS HOME
Recently Sold Home in Winchester, KY:
This charming mid-century home was completely renovated in 2022 and has been beautifully maintained. Step inside and enjoy the warmth of a cozy living room complete with a wood burning fireplace to keep warm on cool fall evenings. Around the corner, the kitchen gleams with stainless appliances, white cabinets and granite countertops. New tile flooring and new carpet completed the renovation updating the home to modern standards. Schedule your private showing today!

$220,000 Last sold price

3 beds1 bath1,232 sq ft

313 Snowden Dr, Winchester, KY 40391

Property at 34 N Burns Ave, Winchester, KY 40391, 3 beds, 2 baths

$200,000 Last sold price

3 beds2 baths1,500 sq ft

34 N Burns Ave, Winchester, KY 40391

Property at 19 Snowfall Dr, Winchester, KY 40391, 3 beds, 2 baths

$390,000 Last sold price

3 beds2 baths1,625 sq ft

19 Snowfall Dr, Winchester, KY 40391

Property at 536 S Maple St, Winchester, KY 40391, 3 beds, 3 baths

$335,000 Last sold price

3 beds3 baths1,832 sq ft

536 S Maple St, Winchester, KY 40391

Property at 356 Boone Ave, Winchester, KY 40391, 4 beds, 3 baths

$340,000 Last sold price

4 beds3 baths3,200 sq ft

356 Boone Ave, Winchester, KY 40391

Property at 120 E Lexington Ave, Winchester, KY 40391, 3 beds, 1 bath

$171,500 Last sold price

3 beds1 bath1,332 sq ft

120 E Lexington Ave, Winchester, KY 40391

Property at 128 Alabama St, Winchester, KY 40391, 3 beds, 2 baths

$201,000 Last sold price

3 beds2 baths1,526 sq ft

128 Alabama St, Winchester, KY 40391

Property at 10 French Ave, Winchester, KY 40391, 5 beds, 3 baths

$485,000 Last sold price

5 beds3 baths3,262 sq ft

10 French Ave, Winchester, KY 40391

Property at 252 S Highland St, Winchester, KY 40391, 3 beds, 2 baths

$244,000 Last sold price

3 beds2 baths1,944 sq ft

252 S Highland St, Winchester, KY 40391

Property at 310 Sarah Ct, Winchester, KY 40391, 3 beds, 2 baths

$213,900 Last sold price

3 beds2 baths1,072 sq ft

310 Sarah Ct, Winchester, KY 40391

Property at 204 Crawford Ct, Winchester, KY 40391, 4 beds, 2 baths

$223,000 Last sold price

4 beds2 baths1,636 sq ft

204 Crawford Ct, Winchester, KY 40391

Property at 2317 Muddy Creek Rd, Winchester, KY 40391, 2 beds, 1 bath

$150,000 Last sold price

2 beds1 bath1,046 sq ft

2317 Muddy Creek Rd, Winchester, KY 40391

Property at 5705 Mount Sterling Rd, Winchester, KY 40391, 4 beds, 2.5 baths

$380,000 Last sold price

4 beds2.5 baths2,980 sq ft

5705 Mount Sterling Rd, Winchester, KY 40391

Property at 3560 Wades Mill Rd, Winchester, KY 40391, 3 beds, 2 baths

$342,000 Last sold price

3 beds2 baths1,305 sq ft

3560 Wades Mill Rd, Winchester, KY 40391

Property at 3020 Dry Fork Creek Rd, Winchester, KY 40391

$240,000 Last sold price

— beds— baths— sq ft

3020 Dry Fork Creek Rd, Winchester, KY 40391

Property at 7575 Irvine Rd, Winchester, KY 40391

$176,000 Last sold price

— beds— baths— sq ft

7575 Irvine Rd, Winchester, KY 40391

Property at 145 Riverbend Ln, Winchester, KY 40391, 1 bed, 1 bath

$60,000 Last sold price

1 bed1 bath— sq ft

145 Riverbend Ln, Winchester, KY 40391

Property at 497 Goose Creek Rd, Winchester, KY 40391, 4 beds, 3.5 baths

$490,000 Last sold price

4 beds3.5 baths2,972 sq ft

497 Goose Creek Rd, Winchester, KY 40391

Property at 291 Log Lick Rd, Winchester, KY 40391, 4 beds, 2.5 baths

$410,000 Last sold price

4 beds2.5 baths2,600 sq ft

291 Log Lick Rd, Winchester, KY 40391

Property at 3988 Trapp-goffs Corner Rd, Winchester, KY 40391, 5 beds, 3 baths

$340,000 Last sold price

5 beds3 baths2,056 sq ft

3988 Trapp-goffs Corner Rd, Winchester, KY 40391

Property at 607 Colby Ridge Blvd, Winchester, KY 40391, 3 beds, 2.5 baths

$300,000 Last sold price

3 beds2.5 baths1,948 sq ft

607 Colby Ridge Blvd, Winchester, KY 40391

Property at 103 Mayfair Ct, Winchester, KY 40391, 3 beds, 2 baths

$345,000 Last sold price

3 beds2 baths1,485 sq ft

103 Mayfair Ct, Winchester, KY 40391

Property at 714 Concord Ave, Winchester, KY 40391, 3 beds, 2.5 baths

$374,900 Last sold price

3 beds2.5 baths1,750 sq ft

714 Concord Ave, Winchester, KY 40391

Property at 616 Colby Ridge Blvd, Winchester, KY 40391, 3 beds, 2 baths

$359,000 Last sold price

3 beds2 baths1,612 sq ft

616 Colby Ridge Blvd, Winchester, KY 40391

Property at 123 Strawberry Ln, Winchester, KY 40391, 3 beds, 2 baths

$305,000 Last sold price

3 beds2 baths1,792 sq ft

123 Strawberry Ln, Winchester, KY 40391

Property at 102 Bella Shae Way, Winchester, KY 40391, 4 beds, 2 baths

$599,500 Last sold price

4 beds2 baths2,204 sq ft

102 Bella Shae Way, Winchester, KY 40391

Property at 2950 Pretty Run Rd, Winchester, KY 40391, 4 beds, 3 baths

$690,500 Last sold price

4 beds3 baths2,912 sq ft

2950 Pretty Run Rd, Winchester, KY 40391

Property at 1110 Craig Xing, Winchester, KY 40391, 4 beds, 2.5 baths

$929,000 Last sold price

4 beds2.5 baths2,670 sq ft

1110 Craig Xing, Winchester, KY 40391

Property at 9711 Ironworks Rd, Winchester, KY 40391

$200,000 Last sold price

— beds— baths— sq ft

9711 Ironworks Rd, Winchester, KY 40391

$400,000

— beds— baths— sq ft

22 Fontaine Blvd, Winchester, KY 40391

$65,000

— beds— baths— sq ft

404 Mount Vernon Dr, Winchester, KY 40391

$186,800

— beds— baths— sq ft

417 Paisley Ct, Winchester, KY 40391

$448,000

— beds— baths— sq ft

207 Bentbrook Ct, Winchester, KY 40391

$232,000

— beds— baths— sq ft

585 Clintonville Rd, Winchester, KY 40391

$459,900

— beds— baths— sq ft

4185 Colby Rd, Winchester, KY 40391

$45,000

— beds— baths— sq ft

154 Killarney Dr, Winchester, KY 40391

$113,000

— beds— baths— sq ft

338 Oxford Dr, Winchester, KY 40391

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Recently Sold Homes in Winchester

There are currently 150 recently sold homes for sale in Winchester at a median listing price of $265K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winchester stay on the market for 56 days. This map is refreshed with the newest listings in Winchester every 15 minutes.

In the past month, 17 homes have been sold in Winchester. In addition to houses in Winchester, there were also 0 condos, 4 townhouses, and 5 multi-family units for sale in Winchester last month. Winchester is a minimally walkable city in Kentucky with a Walk Score of 36. Winchester is home to approximately 17,893 people and 8,688 jobs. Find your dream home in Winchester using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winchester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winchester. Our Winchester real estate stats and trends will give you more information about home buying and selling trends in Winchester. If you're looking to sell your home in the Winchester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winchester with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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