$165,000
 $886 est/mo Sourced by Back At You

229 S Highland Street,Winchester, KY 40391

Winchester, KY 40391

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Description

Investor special with historic charm on corner lot! Opportunity awaits with this spacious 5 bedroom, 3 full bath home offering 3,462 sq ft of potential. Situated on a corner lot and walkable to downtown, this classic 2 story property is rich in character, featuring original hardwood floors, detailed woodwork, a welcoming front porch with columns, and a striking staircase with stained glass accents. The home has been partially gutted, with the kitchen, bathrooms, and several rooms ready for renovation, making it an ideal project for investors, flippers, or buyers looking to customize their dream home. With solid bones and timeless architectural details throughout, this property is primed to be transformed into a true showpiece. Cash or renovation financing required. Inspections welcome but selling AS-IS. Bring your vision and unlock the full potential of this one of a kind property.

Details

MLS #26008701
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1930
Days On Site125
Listing Provided ByRE/MAX Creative, Winchester | Michelle R Blackburn

Features

Bed(s)4
Bath(s) 3 Total
SQ Feet3,462
Garage1
BasementY
Story(s)2
Acreage0.11

Interior

Rooms Total13
CoolingElectric
HeatingForced Air, Natural Gas
Heating Yes / NoYes
Cooling Yes / NoYes
AppliancesRefrigerator

Exterior

RoofMetal
Construction MaterialsWood Siding, Hardi Plank Type
Foundation DetailsStone
FencingNone

Parking

Garage Yes / NoYes
Attached Garage Yes / NoNo
Parking FeaturesBasement, Garage Faces Side

Utilities

UtilitiesElectricity Connected, Natural Gas Connected, Water Connected
SewerPublic Sewer

Area Information

StateKY
CountyClark
CityWinchester
Zip Code40391
Area007 Clark County
SubareaClark County
Community NameSouth Park Addition
School DistrictClark County
Elementary SchoolShearer
High SchoolGRC
Listing VS Median (in South Park Addition)
Price:
$165,000
low | high
Med:
$164,950
50.030303030303% of Average
sqft:
3,462
low | high
Med:
2,259
84.74870017331% of Average
$ / sqft:
$48
low | high
Med:
$102
63.821108815427% of Average
On site:
125
low | high
Med:
131.5
95.057034220532% of Average
Sourced by Back At You

Market Activity 40391

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Learn More About This Property

StateKY
CountyClark
CityWinchester
Zip Code40391
Area007 Clark County
SubareaClark County
Community NameSouth Park Addition
School DistrictClark County
Elementary SchoolShearer
High SchoolGRC
Listing VS Median (in South Park Addition)
Price:
$165,000
low | high
Med:
$164,950
50.030303030303% of Average
sqft:
3,462
low | high
Med:
2,259
84.74870017331% of Average
$ / sqft:
$48
low | high
Med:
$102
63.821108815427% of Average
On site:
125
low | high
Med:
131.5
95.057034220532% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $123K - $206K
sqft: 2,500 - 4,000
Nearby Listings Property ImageNearby Listings Details
221 S Highland Street Property Photo 1
$239,000
221 S Highland Street
Winchester, KY 40391
Listing Updated: August 10, 2026 at 12:58:18 PM PDT
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