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Listing Detail - Nashville Home and Farms

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New Market, AL 35761 5499 Winchester Road

$924,000

5499 Winchester Road New Market, AL - Image 15499 Winchester Road New Market, AL - Image 25499 Winchester Road New Market, AL - Image 3
45 more
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Presented By: Leading Edge R.E. Group-Mad.
  • MLS# 21916700
  • 04/30/2026
  • Request Tour
  • Request Info
  • Beds • 4
  • Full/Half Baths • 4 / 1
  • SQFT • 4,909

Home Details

Welcome to a beautifully preserved estate where timeless elegance offers flexibility for commercial or residential use. It's perfect for a family estate, generational living or a grand event venue! Enjoy the main residence, where each bedroom has it's own private bath, a beautifully updated kitchen boasting marble counter tops with custom cabinetry, updated electrical and plumbing, original hardwood floors through out, all with a NEW copper and shingle roof. The charming original cottage offers a full bath & kitchenette, with herringbone brick floors. Even the oversized 3 car garage provides apartment space, all set on expansive land. A rare opportunity. Schedule your private showing today!
Presented By: Leading Edge R.E. Group-Mad.

Interior Features for 5499 Winchester Road

Bedrooms

Total Bedrooms4

Bathrooms

3/4 Baths2
Half Baths1
Total Baths5

Other Interior Features

Air Conditioning Y/NYes
BasementCrawl Space
Fireplace FeaturesGas Log, Three +
Fireplace Y/NYes
Heating Y/NYes

Other Rooms

Room TypeMaster Bedroom, Living Room, Bedroom 2, Dining Room, Bedroom 3, Kitchen, Bedroom 4, Office/Study, Sitting Room, Master Bathroom

General for 5499 Winchester Road

Architectural StyleSee Remarks
CityNew Market
Construction MaterialsWood
CoolingCentral 2+, Electric
CountyMADISON
DirectionsFrom I-565 East, Turn Left On Moores Mill, Right On Winchester Rd & Continue Straight Into New Market. Home Is On The Left, Corner Of Winchester Rd & New Market Rd.
Elementary SchoolNew Market
FreeholdIDX
Full Baths2
HOANo
HeatingCentral 2+, Propane
High SchoolBuckhorn
LevelsThree Or More
Living Area4909
Living Area UnitsSquare Feet
Lot Size Square Feet95832
Lot Size UnitsAcres
Middle/Junior High SchoolBuckhorn
New ConstructionNo
Property Attached Y/NNo
Property SubtypeSingle Family Residence
Property TypeResidential
SewerSeptic Tank
Standard StatusActive
StatusACTIVE
Structure TypeHistoric
Subdivision NameMetes And Bounds

Exterior for 5499 Winchester Road

Lot Size Acres2.2
Lot Size Area2.2
Parking FeaturesGarage-Three Car, Garage-Detached, Garage Door Opener, Garage Faces Side, Driveway-Gravel, Oversized
Water SourcePublic

Additional Details

Price History

Schools

Elementary School New Market Elementary School

Anthony Martin

Agent | Owner
Price $924,000
MLS#21916700
List Date 04/30/2026
Property Type Single Family
Phone (731) 616-9391
Request Tour
Request Info
Visit My Website

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