5666 Winchester Road Lexington, KY $ 335,000
5666 Winchester Road
$ 335,000
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Open House 3/7 1pm - 3pm
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5666 Winchester Road

Lexington, KY, 40509
$ 335,000
Bedrooms4 Baths2.0 Sq 1,600

Monthly Estimate*

$ 2,063

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Single Family Home for sale in Lexington, KY

for $335,000 with 4 bedrooms and 2 full baths. This 1,600 square foot home was built in 1963 on a lot size of 1.05.

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.

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Open House

3/7/2026 1:00 PM - 3:00 PM
5666 Winchester Road Lexington, KY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 335,000

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 0

Style

Ranch

Lot Size

1.05

Year Built

1963

Town/City

Lexington

County/Region

Fayette

MLS | Web ID

26004087

Features
Interior
Interior Amenities Eat-in Kitchen Primary Downstairs
Basement Partially Finished Sump Pump
Flooring Hardwood Laminate Vinyl
Total Fireplaces 3
Fireplace Features Basement Dining Room Electric Gas Log Wood Burning
Basement (Y/N) Y
Air Conditioning Y/N Y
Heating Y/N Y
Window Features Blinds Insulated Windows Screens Window Treatments
Fireplace Y/N Y
Above Grade Finished Area 1113.0
Half Baths 0
Laundry Features Electric Dryer Hookup Washer Hookup
Total Bedrooms 4
Below Grade Finished Area 487.0
Total Baths 2
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General
Sewer Septic Tank
Heating Electric
Cooling Electric
Utilities Cable Connected Electricity Connected Natural Gas Available Water Connected Underground Utilities
Possession Negotiable
Roof Composition Shingle
Appliances Dryer Oven Range Refrigerator Washer
Garage Spaces 1.0
Patio/Porch Features Deck Porch Front Porch
Architectural Style Ranch
Construction Materials Brick Veneer
Year Built 1963
View Trees/Woods
Levels One
Property Subtype Single Family Residence
Parcel Number 20770700
County Fayette
New Construction N
Property Type Residential
HOA N
Attached Garage N
Subdivision Name Rolling Hill
Garage Y/N Y
Other Structures Shed(s)
Total Rooms 11
Full Baths 2
Status Active
Directions From Man O War Right on Winchester Rd home is on the Right.
High School Frederick Douglass
City Lexington
High School District Fayette County - 1
MLS Area 002 - Fayette County NE
Lot Size Units Acres
Lot Size Square Feet 45738.0
Carport Y/N N
Elementary School Dixie Magnet
Land Lease Y/N N
Home Warranty Y/N N
Middle/Junior High School Crawford
MLS Area Minor 002 - Fayette County NE
Lease Considered Y/N N
Rent Control Y/N N
Structure Type House
Standard Status Active
Senior Community None
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Exterior
Exterior Amenities Fire Pit Garden
Fencing Chain Link
Parking Features Basement Driveway Garage Door Opener
Water Source Public
Lot Size Area 1.05
Foundation Details Block
Building Area Total 1600.0
Lot Size Acres 1.05
Lot Size Source Public Records
Waterfront Y/N N
Crops Included Y/N N
Horse Y/N N
Irrigation Water Rights Y/N N
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Internal Only
Street Number 1 5666
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* Excluded Features
List By
Kentucky Land And Home

Broker

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$2,063
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Monthly Principal & Interest
$2,063
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3289697 Elementary School
3292735 Middle School
Frederick Douglass High School High School
Pricing History
DatePricePrice ChangeDescription
3/5/2026$335,000 Listed Price

Map


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5666 Winchester Road, Lexington, KY, 40509 is a Single Family Home for sale at $335,000 with 1,600 sqft and a lot size of 1.05. 5666 Winchester Road has 4 bedrooms, 2.0 baths, and was built in 1963. The property's zip code is 40509 which is in Lexington, KY