5666 Winchester Road

Closed 4/10/26
Closed 4/10/26
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Gallery Image 45
Sold
Last Sold Price
$335,000
4 beds1,600 sqft
5666 Winchester Road, Lexington, KY 40509
Single FamilyProperty Type
1.05 acresLot Size
1963Year Built
$209/sq ftPrice per sq ft
1 carParking Spaces

Description

Welcome Home! This 4-bedroom ranch is a perfect blend of space, updates, and convenience, all on a generous 1-acre lot and located convenient to Hamburg! The main level provides comfortable living, while the partially finished basement adds even more flexibility. Downstairs, you'll find an additional bedroom plus bonus space that could easily serve as a home office, workout room, playroom, or guest retreat. This home has been updated for peace of mind, including a new HVAC system, water heater, upgraded...Welcome Home! This 4-bedroom ranch is a perfect blend of space, updates, and convenience, all on a generous 1-acre lot and located convenient to Hamburg! The main level provides comfortable living, while the partially finished basement adds even more flexibility. Downstairs, you'll find an additional bedroom plus bonus space that could easily serve as a home office, workout room, playroom, or guest retreat. This home has been updated for peace of mind, including a new HVAC system, water heater, upgraded electric panel, radon mitigation system, and a fully replaced septic line with updated PVC piping inside the home. This one is move-in ready and full of opportunity.
  • Listed by: Patricia Weiderman 859.474.0513 homesbytriciaw@gmail.com • Kentucky Land and Home
Listing closed: 04/10/2026 12:00 AM • Source: Imagine MLS, MLS#: 26004087

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$2,033 per month

30 year fixed, 7.03% Interest

Principal and Interest

$1,788

Property Taxes

$245

HOA Dues

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Property Information for 5666 Winchester Road

Property Details
  • MLS Type: Residential / Single Family Residence
  • County: Fayette County
  • Architectural Style: Ranch
  • Subdivision Name: Rolling Hill
  • View: Trees/Woods
  • View: Yes
  • Waterfront: No
Building Information
  • Year Built: 1963
  • Lot Size: 1.05 AC / 45,738 SF
Summary
Location and General Information
  • Directions: From Man O War, Right on Winchester Rd, home is on the Right.
  • Latitude: 38.027848
  • Longitude: -84.315448
  • MLS Area Major: 002 - Fayette County NE
  • MLS Area Minor: 002 - Fayette County NE
Taxes and HOA
  • Association: No
  • Parcel Number: 20770700
School Information
  • Elementary School: Dixie Magnet
  • High School: Frederick Douglass
  • High School District: Fayette County - 1
  • Middle Or Junior School: Crawford
Parking
  • Attached Garage: No
  • Carport: No
  • Garage: Yes
  • Garage Spaces: 1.0
  • Parking Features: Basement, Driveway, Garage Door Opener
Property
Lot Information
  • Lot Size Acres: 1.05
  • Lot Size Area: 1.05
  • Lot Size Source: Public Records
  • Lot Size Square Feet: 45738.0
  • Lot Size Units: Acres
Property and Assessments
  • Above Grade Finished Area: 1113.0
  • Below Grade Finished Area: 487.0
  • Building Area Total: 1600.0
  • Living Area: 1600.0
  • Living Area Source: Listing Agent Measured
  • New Construction: No
  • Year Built: 1963
Building Features
  • Construction Materials: Brick Veneer
  • Foundation Details: Block
  • Levels: One
  • Other Structures: Shed(s)
  • Structure Type: House
Farm Information
  • Horse: No
Utilities
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Available, Underground Utilities, Water Connected
  • Water Source: Public
Room Information
Room 1
  • Room Type: Primary Bedroom
  • Room Level: First
Room 2
  • Room Type: Kitchen
  • Room Level: First
Room 3
  • Room Type: Bedroom 2
  • Room Level: First
Room 4
  • Room Type: Bedroom 3
  • Room Level: First
Room 5
  • Room Type: Dining Room
  • Room Level: First
Room 6
  • Room Type: Living Room
  • Room Level: First
Room 7
  • Room Type: Bedroom 4
  • Room Level: Lower
Room 8
  • Room Type: Bonus Room
  • Room Level: Lower
Room 9
  • Room Type: Bonus Room
  • Room Level: Lower
Room 10
  • Room Type: Bathroom 2
  • Room Level: Lower
Room 11
  • Room Type: Utility Room
  • Room Level: Lower
Interior and Exterior Features
Exterior Features
  • Exterior Features: Fire Pit, Garden
  • Fencing: Chain Link
  • Pool Private: No
  • Roof: Composition, Shingle
Interior Features
  • Appliances: Dryer, Refrigerator, Washer, Oven, Range
  • Basement: Partially Finished, Sump Pump
  • Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 4
  • Cooling: Electric
  • Cooling: Yes
  • Fireplace: Yes
  • Fireplace Features: Basement, Dining Room, Electric, Gas Log, Wood Burning
  • Fireplaces Total: 3
  • Flooring: Hardwood, Laminate, Vinyl
  • Heating: Electric
  • Heating: Yes
  • Interior Features: Eat-in Kitchen, Primary First Floor
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Rooms Total: 11
  • Window Features: Insulated Windows, Window Treatments, Blinds, Screens

Property History for 5666 Winchester Road

DateEvent & SourcePriceAppreciation
Sep 9, 2026

Permanently Off Market

Imagine MLS #26014674

$419,900—
Jun 23, 2026

Listed (Active)

Imagine MLS #26014674

$419,900—
Jun 22, 2026

Permanently Off Market

Imagine MLS #26012922

$419,900—
DateEvent & SourcePrice
09/09/2026

Permanently Off Market

Imagine MLS #26014674

$419,900
06/23/2026

Listed (Active)

Imagine MLS #26014674

$419,900
06/22/2026

Permanently Off Market

Imagine MLS #26012922

$419,900

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5666 Winchester Road

Taxable ValueLand-Additions-Total-
Tax Record2025$2,939 ($245 / month)
Home Facts
Beds4Baths2Total Finished SqFt1,450 SqFtAbove Grade Finished SqFt1,450 SqFtUnfinished Basement SqFt1,323 SqFtStories1Lot Size45,738 SqFtStyleSingle Family ResidenceYear Built1963Year Renovated1963ZoningA-RCountyFAYETTEAPN20770700

Schools near 5666 Winchester Road

This home is within Fayette County.
Rating
School
Type
Grades
Distance
Dixie Elementary Magnet School
Public - PK to 5
Crawford Middle School
Public - 6 to 8
Frederick Douglass High School
Public - 9 to 12
Carter G. Woodson Academy
Public - 6 to 12
Rating
School
Distance
Dixie Elementary Magnet School
PublicPK to 5

Crawford Middle School
Public6 to 8

Frederick Douglass High School
Public9 to 12

Carter G. Woodson Academy
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Kentucky Land and Home

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