Homes with Basements for Sale in Winchester, KY

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NEW 5 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Winchester, KY:
Discover the timeless charm of this storybook river house, perfectly nestled on a private 2 acres with river views and access. Completely renovated, full of character and warmth, this unique 2 bedroom, one bath retreat offers a peaceful escape with an incredible connection to the water and quiet nature. Inside the charming shiplap walls and two fireplaces create a cozy, inviting atmosphere. The impressive stone fireplace serves as beautiful focal point, while a second fireplace adds even more warmth and ambiance. Step outside and enjoy your own private connection with the river, perfect for launching your kayak into the water or just enjoy the sounds of the water by the riverbank. Private w

$275,000

2 beds1 bath1,231 sq ft

682 Athens Boonesboro Rd, Winchester, KY 40391

Private 2 acres • Stone fireplace • Two fireplaces

ABOUT THIS HOME
Home with Basement for sale in Winchester, KY:
Unique Kentucky Riverfront retreat with fascinating history! This elevated 2-bedroom, 1.5 bath home was originally constructed from two wood rail cars, giving it a one-of-a kind character you won't find anywhere else. Thoughtfully updated with new windows, roof, HVAC and an updated shower, plus a spacious new deck perfect for relaxing and enjoying the beautiful river setting. Whether you are looking for a full-time residence, weekend retreat, or investment property, this charming riverfront property offers a wonderful opportunity to enjoy the beauty of Kentucky River living!

$174,900

2 beds1.5 baths1,100 sq ft

148 Hidden Grove Ln, Winchester, KY 40391

New hvac • Updated shower • New roof

ABOUT THIS HOME
Home with Basement for sale in Winchester, KY:
Welcome to 3 Nunnelly Ct, Winchester, KY This charming 3-bedroom, 2-bathroom home offers comfortable living with several important updates already in place. Featuring a newer HVAC system and newer roof, this home provides peace of mind for its next owner while offering plenty of opportunity to make the space your own. Inside, you'll find a bright, inviting layout with fresh, neutral finishes, updated flooring, and plenty of natural light. The spacious living area features a classic brick fireplace, creating a warm focal point for relaxing or entertaining. The updated kitchen offers new white cabinetry, stainless steel appliances, subway tile backsplash, ample counter space, and new granite

$225,000

3 beds2 baths1,319 sq ft

3 Nunnelly Ct, Winchester, KY 40391

Newer roof • New white cabinetry • Updated kitchen

ABOUT THIS HOME
Home with Basement for sale in Winchester, KY:
Welcome to this beautifully maintained all-brick home nestled in one of Winchester's most established and desirable neighborhoods. Offering over 2,200 square feet of finished living space, this 3-bedroom, 2-bath home combines timeless character with an impressive list of thoughtful updates. The main level features a spacious family room with ventless gas logs, a beautifully updated kitchen with custom cabinetry, granite countertops, and stainless appliances, and a versatile dining room that can easily serve as a home office. The former sunroom was converted to finished living space in 2021 and now provides an inviting all-seasons room along with a convenient laundry area overlooking the bac

$359,900

3 beds2 baths2,269 sq ft

15 Moundale Ave, Winchester, KY 40391

All seasons room • Whole-home generator • All brick home

NEW CONSTRUCTION

$1,400,000

4 beds4 baths5,613 sq ft

1400 Craig Xing, Winchester, KY 40391

2.35 acre lot • 700434 garage spots • Built 2026

Property at 2195 Pretty Run Rd, Winchester, KY 40391, 3 beds, 2 baths

$460,000

3 beds2 baths2,062 sq ft

2195 Pretty Run Rd, Winchester, KY 40391

Property at 1137 Lafayette Blvd, Winchester, KY 40391, 4 beds, 3.5 baths

$489,000

4 beds3.5 baths3,584 sq ft

1137 Lafayette Blvd, Winchester, KY 40391

Property at 132 Lana Ln, Winchester, KY 40391, 4 beds, 4.5 baths

$724,889

4 beds4.5 baths4,255 sq ft

132 Lana Ln, Winchester, KY 40391

Property at 15 Kittison Dr, Winchester, KY 40391, 3 beds, 2 baths

$265,000

3 beds2 baths1,776 sq ft

15 Kittison Dr, Winchester, KY 40391

Property at 224 W Hickman St, Winchester, KY 40391, 4 beds, 2 baths

$300,000

4 beds2 baths2,479 sq ft

224 W Hickman St, Winchester, KY 40391

Property at 1024 Flanagan Station Rd, Winchester, KY 40391, 3 beds, 2 baths

$429,000

3 beds2 baths2,942 sq ft

1024 Flanagan Station Rd, Winchester, KY 40391

Property at 5039 Combs Ferry Rd, Winchester, KY 40391, 5 beds, 4 baths

$2,299,000

5 beds4 baths6,284 sq ft

5039 Combs Ferry Rd, Winchester, KY 40391

Property at 2379 Big Stoner Rd, Winchester, KY 40391, 3 beds, 1 bath

$259,900

3 beds1 bath2,444 sq ft

2379 Big Stoner Rd, Winchester, KY 40391

Property at 59 Hillcrest Dr, Winchester, KY 40391, 4 beds, 2 baths

$258,000

4 beds2 baths1,996 sq ft

59 Hillcrest Dr, Winchester, KY 40391

Property at 606 College St, Winchester, KY 40391, 2 beds, 1 bath

$205,400

2 beds1 bath1,154 sq ft

606 College St, Winchester, KY 40391

Marshall Lane Real Estate

Property at 127 Bay Hill Dr, Winchester, KY 40391, 3 beds, 2.5 baths

$254,900

3 beds2.5 baths1,664 sq ft

127 Bay Hill Dr, Winchester, KY 40391

Property at 13 Long Ave, Winchester, KY 40391, 3 beds, 2 baths

$219,000

3 beds2 baths1,297 sq ft

13 Long Ave, Winchester, KY 40391

Property at 1780 Stoner-ephesus Rd, Winchester, KY 40391, 4 beds, 2.5 baths

$498,000

4 beds2.5 baths2,496 sq ft

1780 Stoner-ephesus Rd, Winchester, KY 40391

Property at 428 Waycross Dr, Winchester, KY 40391, 4 beds, 2.5 baths

$299,900

4 beds2.5 baths1,970 sq ft

428 Waycross Dr, Winchester, KY 40391

Property at 351 Boone Ave, Winchester, KY 40391, 4 beds, 2 baths

$395,000

4 beds2 baths3,306 sq ft

351 Boone Ave, Winchester, KY 40391

Property at 106 Quail Ridge Rd, Winchester, KY 40391, 3 beds, 2 baths

$239,900

3 beds2 baths1,665 sq ft

106 Quail Ridge Rd, Winchester, KY 40391

Property at 128 Cherokee Dr, Winchester, KY 40391, 5 beds, 2 baths

$309,900

5 beds2 baths2,082 sq ft

128 Cherokee Dr, Winchester, KY 40391

Property at 600 Boone Ave, Winchester, KY 40391, 4 beds, 4 baths

$519,900

4 beds4 baths4,173 sq ft

600 Boone Ave, Winchester, KY 40391

Property at 33 Bon-haven Ave, Winchester, KY 40391, 3 beds, 2 baths

$259,000

3 beds2 baths1,386 sq ft

33 Bon-haven Ave, Winchester, KY 40391

Property at 229 S Highland St, Winchester, KY 40391, 4 beds, 3 baths

$165,000

4 beds3 baths3,462 sq ft

229 S Highland St, Winchester, KY 40391

Property at 377 Crescent Ave, Winchester, KY 40391, 3 beds, 1.5 baths

$244,900

3 beds1.5 baths1,533 sq ft

377 Crescent Ave, Winchester, KY 40391

Property at 3166 Colby Rd, Winchester, KY 40391, 3 beds, 2.5 baths

$1,599,000

3 beds2.5 baths4,518 sq ft

3166 Colby Rd, Winchester, KY 40391

Property at 410 W Lexington Ave, Winchester, KY 40391, 5 beds, 4 baths

$329,900

5 beds4 baths4,456 sq ft

410 W Lexington Ave, Winchester, KY 40391

Property at 42 Mockingbird Valley Rd, Winchester, KY 40391, 3 beds, 2.5 baths

$445,500

3 beds2.5 baths2,961 sq ft

42 Mockingbird Valley Rd, Winchester, KY 40391

Property at 20 Edgewood Dr, Winchester, KY 40391, 3 beds, 2.5 baths

$413,000

3 beds2.5 baths2,288 sq ft

20 Edgewood Dr, Winchester, KY 40391

Property at 4664 Lexington Rd, Winchester, KY 40391, 8 beds, 7.5 baths

$2,750,000

8 beds7.5 baths13,433 sq ft

4664 Lexington Rd, Winchester, KY 40391

Property at 443 S Maple St, Winchester, KY 40391, 4 beds, 2 baths

$340,000

4 beds2 baths3,261 sq ft

443 S Maple St, Winchester, KY 40391

Property at 200 Dubuy Dr, Winchester, KY 40391, 3 beds, 2.5 baths

$316,900

3 beds2.5 baths1,858 sq ft

200 Dubuy Dr, Winchester, KY 40391

Property at 16 Manor Dr, Winchester, KY 40391, 4 beds, 3 baths

$499,900

4 beds3 baths5,646 sq ft

16 Manor Dr, Winchester, KY 40391

Property at 54 Locust Dr, Winchester, KY 40391, 3 beds, 2 baths

$289,000

3 beds2 baths1,692 sq ft

54 Locust Dr, Winchester, KY 40391

Property at 110 White Conkwright Rd, Winchester, KY 40391, 5 beds, 3 baths

$515,000

5 beds3 baths3,102 sq ft

110 White Conkwright Rd, Winchester, KY 40391

Property at 186 Chardonnay Ct, Winchester, KY 40391, 4 beds, 2.5 baths

$649,000

4 beds2.5 baths4,928 sq ft

186 Chardonnay Ct, Winchester, KY 40391

Property at 3049 Ironworks Rd, Winchester, KY 40391, 6 beds, 5 baths

$2,999,000

6 beds5 baths3,693 sq ft

3049 Ironworks Rd, Winchester, KY 40391

Property at 455 Davis Ln, Winchester, KY 40391, 2 beds, 2.5 baths

$724,950

2 beds2.5 baths2,361 sq ft

455 Davis Ln, Winchester, KY 40391

Property at 425 Alexis Way, Winchester, KY 40391, 4 beds, 2.5 baths

$785,000

4 beds2.5 baths2,476 sq ft

425 Alexis Way, Winchester, KY 40391

Property at 111 Bella Shae Way, Winchester, KY 40391, 3 beds, 2.5 baths

$825,000

3 beds2.5 baths2,995 sq ft

111 Bella Shae Way, Winchester, KY 40391

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Homes with Basements for Sale in Winchester

There are currently 43 homes with basements for sale in Winchester at a median listing price of $270K. 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 57 days. This map is refreshed with the newest listings in Winchester every 15 minutes.

In the past month, 34 homes have been sold in Winchester. In addition to houses in Winchester, there was also 1 condo, 4 townhouses, and 10 multi-family units for sale in Winchester last month. Winchester is a minimally walkable city in Clark County 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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