401 Winding Way, Shelbyville, KY 40065 | MLS# 1730530

$399,000
401 Winding Way, Shelbyville, KY 40065, Shelbyville, ROLLING HILLS

Overview

  • Updated On:
  • October 16, 2026
  • 4 Bedrooms
  • 2 Bathrooms
  • 3,111 ft2

Description

Be THE FIRST to see this beautifully upgraded home and be settled in before the holidays. Tucked on a half-acre lot backing to private woods, this 4-bedroom, 2-bath home has been lovingly updated from top to bottom, so all that’s left to do is move in. Gather family in the formal living and dining rooms, framed by custom draperies and made for holiday dinners. Cook with joy in the remodeled kitchen with custom shaker cabinets, granite countertops, a pantry with slide-out shelves, and stainless appliances that stay. Then settle into the showstopping great room, where a brick wood-burning fireplace and vaulted tray ceiling with in-wall 7.2 surround sound create the ultimate spot for cozy nights, movie marathons, and game days. The primary bedroom impresses with a barrel-stave feature wall and a spacious walk-in closet (custom shelving), and the newly finished lower level adds a fourth bedroom, sitting area, and laundry. Both baths were remodeled within the past year with gorgeous floor-to-wall tile, and the hall bath’s deep soaking tub is your personal retreat. Step outside to your own backyard escape: a sparkling pool with surrounding deck, plus a large deck (Trex decking) and patio overlooking the trees, perfect for summer parties or quiet mornings. New laminate floors, LED lighting, and an extra-deep, extra-wide two-car garage add everyday ease. Best of all, the big-ticket items are done: HVAC within 8 years, roof and windows within 10 (windows have a transferable warranty), water heaters (2) within 3, and A BRAND-NEW ELECTRIC PANEL. Homes this cared for don’t last. SELLER SAYS SELL!

Address: 401 Winding Way, Shelbyville, KY 40065
State/County:
Zip: 40065
Country: United States

Property Id: 10873063
Price: $399,000
Property Size: 3,111 ft2
Property Lot Size: 1 ft2
Rooms: 12
Bedrooms: 4
Bathrooms: 2
BathroomsFull: 2
InternetConsumerCommentYN: 1
InternetAutomatedValuationDisplayYN: 1
ListAgentKey: 20131203230517268932000000
StreetNumberNumeric: 401
ListAgentFullName: Melissa Lapinsky
InternetAddressDisplayYN: 1
ListAgentMobilePhone: 502-468-6839
OnMarketDate: 2026-09-30
InternetEntireListingDisplayYN: 1
ListOfficeKey: 20180328202002153246000000
ListAgentLastName: Lapinsky
Cooling: Central Air
FireplacesTotal: 1
StatusChangeTimestamp: 2026-10-16T19:13:04Z
ListAgentFirstName: Melissa
MajorChangeType: Status Change
OffMarketDate: 2026-10-16
LotSizeUnits: Acres
DocumentsCount: 2
PatioAndPorchFeatures: Deck
BuyerAgentMlsId: 21093
LotSizeSquareFeet: 21780
ListingId: 1730530
YearBuilt: 1980
SourceSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
SourceSystemKey: 20260930150630320890000000
ArchitecturalStyle: Ranch
Basement: Walkout Finished
StateOrProvince: KY
ListOfficeName: Red Edge Realty
LotFeatures: See Remarks, Cleared
OriginatingSystemKey: 20260930150630320890000000
PhotosCount: 60
PhotosChangeTimestamp: 2026-09-30T18:47:01Z
BuildingAreaTotal: 1603
Stories: 1
PurchaseContractDate: 2026-10-16
OriginatingSystemName: APEX MLS (Greater Louisville Association of REALTORS®)
Utilities: Electricity Connected
PoolFeatures: Above Ground
OriginalListPrice: 399000
Sewer: Septic Tank
ListingContractDate: 2026-09-30
StreetSuffix: Way
OriginatingSystemID: M00000290
LotSizeDimensions: 000
StreetNumber: 401
StreetName: Winding
ListAgentEmail: melissa@lapinskyrealty.com
ModificationTimestamp: 2026-10-16T19:14:37Z
ListOfficeMlsId: 2179704
MlsStatus: Pending
LotSizeArea: 0.5
SourceSystemID: M00000290
ParcelNumber: 060A-12-025
ListAgentMlsId: 21594
ParkingFeatures: Attached, Entry Side, Lower Level, Driveway
DocumentsChangeTimestamp: 2026-10-01T18:58:11Z
Heating: Heat Pump
MajorChangeTimestamp: 2026-10-16T19:13:06Z
Directions: I-64 E exit 35, North on Hwy 53 (Mt. Eden Rd), Right on US 60 E (Frankfort Rd), past high school, left into Rolling Hills (next to church), right on Winding Way to YOUR new home!
MLSAreaMajor: 30-Shelby County
LivingAreaSource: Other
GarageSpaces: 2
MLSAreaMinor: 30-Shelby County
BuyerOfficeMlsId: 20309
WaterSource: Public
TaxLot: 37
AboveGradeFinishedArea: 1603
BuildingAreaSource: Other
FoundationDetails: Poured Concrete
BelowGradeFinishedArea: 1508
Fencing: None
Roof: Shingle
ConstructionMaterials: Brick Veneer

Outdoor Details
Garage Attached
Other Features
Has Cooling System
Has Fireplace
Has Garage
Has Heating System

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$2,045.75
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 1,547.00

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