5499 Winchester Road
New Market, AL 35761
4
Bed
5
Bath
4,909Sqft
2.20Acres(Lot)
A beautifully preserved estate offering timeless elegance & 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.
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 4Bathroom Information
Total Baths: 5 Full Baths: 2 Half Baths: 1Room Information
Basement: Crawl Space -
Heating & Cooling
Has Heating: Yes Heating: Propane, Central Has Cooling: Yes Cooling: Electric, Central Air
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Building Information
Construction Materials: Wood Siding Stories: 3 Private Pool: No
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Lot Information
Main Square Feet: 2.2 Acres Lot Size Acres: 2.2 Lot Size Square Feet: 95832Property Information
Subdivision: Metes And Bounds Source Property Type: Residential Property SubType: Single Family Residence Levels: Three Or More
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Listing Price Information
Listing Price: $899000 Original Price: $924000 Conventional, Cash
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Tax Information
Tax Legal Desc: Sec 32, T1S, R2E, Pt of NE 1/4 of SE 1/4, Madison County AL
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Parking Information
Garage Door Opener, Garage Faces Side, Oversized, Gravel, DrivewayGarage Information
Has Garage: Yes Garage Space: 3
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School Information
Elementary School: New MarketJunior High School: BuckhornSenior High School: Buckhorn -
Location Information
Direction: From 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. WaterSource: Public
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 342 Emma Way, New Market, AL, 35761 | $299,995 | 3 | 2 | 2,203 | 2,203 SqFt |
| THE MCGINNIS Roman Rand.., New Market, AL, 35761 | $277,990 | 4 | 3 | 2,372 | 2,372 SqFt |
| 325 Emma Way, New Market, AL, 35761 | $308,110 | 4 | 3 | 2,565 | 2,565 SqFt |
| 327 Emma Way, New Market, AL, 35761 | $247,150 | 3 | 2 | 1,501 | 1,501 SqFt |
| 343 Emma Way, New Market, AL, 35761 | $302,865 | 5 | 3 | 2,372 | 2,372 SqFt |
| 108 Verizon Street, New Market, AL, 35761 | $409,900 | 4 | 4 | 3,013 | 3,013 SqFt |
| 287 Tercel Drive, New Market, AL, 35761 | $299,900 | 4 | 2 | 1,818 | 1,818 SqFt |
| 289 Tercel Drive, New Market, AL, 35761 | $284,900 | 4 | 2 | 1,608 | 1,608 SqFt |
| 338 Emma Way, New Market, AL, 35761 | $256,775 | 3 | 2 | 1,501 | 1,501 SqFt |
| 98 Ayers Spring Road, New Market, AL, 35761 | $389,900 | 3 | 2 | 2,174 | 2,174 SqFt |
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©2026 ValleyMLS.com. This content last refreshed on 08/13/2026 @ 01:37. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. Information Deemed Reliable But Not Guaranteed.
ByOwner last updated this listing 08/13/2026 @ 01:37
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