Winchester Homes and Condos for Sale

59 Properties
Page 1 of 5
$1,100,000
Subdivision: Rural
5
Beds
4
Baths
6,369
Sq.Ft.
1960
Year Built
1
Day on Site
20022226
MLS
Stunning Federal Flemish brick ranch on 23 +/- gently rolling acres convenient to I-64. Turn on the tree-lined driveway to circular drive. Custom foyer w/leaded glass, marble floors & transoms. 8...
$695,000
Subdivision: Rural
3
Beds
2
Baths
1,454
Sq.Ft.
1990
Year Built
574
Days on Site
1906947
MLS
Bring your cows, goats, sheep, and alpacas! And your fishing poles, hiking boots and your 4 wheelers! No restrictions! This sprawling 224 +/- acre completely fenced farm can be yours today! The...
$589,000
Subdivision: The Ridings
5
Beds
3
Baths
3,785
Sq.Ft.
1989
Year Built
177
Days on Site
20008713
MLS
Working from home? There is ample room for a home office... or two! Just another reason to find your forever home in the Heart of the Bluegrass! Nestled between two farms with expansive views and...
$514,900
Subdivision: Fairway Villa
5
Beds
3F11/2
Baths
3,680
Sq.Ft.
2005
Year Built
46
Days on Site
20019134
MLS
Location, Location, Location!! Close to downtown, bypass, and Winchester Country Club. Situated on a quiet cul-de-sac this beautiful two-story brick home with a beautiful back yard oasis will win...
$499,500
Subdivision: Fairway Villa
6
Beds
4F11/2
Baths
5,256
Sq.Ft.
2000
Year Built
27
Days on Site
20020602
MLS
Back on the market and with a reduced price! A custom built home on a cul-de-sac in one of Winchester's small exclusive neighborhoods. Close to downtown and the Winchester Country Club. This...
$498,000
Subdivision: Rural
3
Beds
3
Baths
2,872
Sq.Ft.
2018
Year Built
86
Days on Site
20016108
MLS
Are you looking for your forever home in the country? This could be it! This meticulously maintained (smoke free and pet free) custom home was built in 2018 with special attention to every small...
$475,000
Subdivision: Thomson Addition
4
Beds
3
Baths
5,516
Sq.Ft.
1954
Year Built
53
Days on Site
1920763
MLS
Relax and enjoy on the serene back screened-in porch. Walk to Winchester's charming downtown to shop, dine or antique. Spacious and elegantly appointed home featuring formal and informal rooms for...
$449,900
Subdivision: Stoneybrook
6
Beds
3F11/2
Baths
4,647
Sq.Ft.
1993
Year Built
39
Days on Site
20015879
MLS
This 2 story brick home with finished walkout basement on a cul-de-sac in Stoneybrook. 1st Floor Primary, 4 Bedrooms Upstairs & 1 Bedroom in Basement. 3.5 Bathrooms. Inviting 2 story foyer w/open...
$432,000
Subdivision: Rural
2
Beds
2F11/2
Baths
2,913
Sq.Ft.
2008
Year Built
93
Days on Site
20015567
MLS
Custom-built home designed by Architect R. L. Isenhour must be seen! Nestled at the end of a shared private lane and bordering the Lower Howards Creek Nature Preserve, this home, built in 2008,...
$335,000
Subdivision: Thomson Addition
4
Beds
2
Baths
3,805
Sq.Ft.
1896
Year Built
487
Days on Site
1914961
MLS
FABULOUS completely remodeled older home located in the Historic Thomson Subdivision! From the moment you step through the front door, you will be amazed at the architecture & attention to detail of...
$335,000
Subdivision: Trapp
3
Beds
2F11/2
Baths
2,336
Sq.Ft.
2007
Year Built
15
Days on Site
20021698
MLS
Watch the birds, enjoy the sounds of nature, and truly relax on the covered front or back porch. One level living where serenity nature and peace meet on 8.190 acres, parcel 5 (6.761 acres) and...
$333,000
Subdivision: Thomson Addition
4
Beds
2F11/2
Baths
3,312
Sq.Ft.
1890
Year Built
16
Days on Site
20021499
MLS
Come live on the one of the most beautiful streets in Winchester! Charming two story home on a 3/4 acre lot. Two car detached garage with a loft that used to be a carriage house! Updated kitchen with...
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