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.
Single-familyProperty Type
2.2 acresLot Size
$173Price/Sq.Ft.
3 car garageParking
Listed by Lynnae Hall• Leading Edge
•256-489-2602 (broker)
Bought with Beth Morring• Realty South Tennessee Valley
Est. $2,349 per month, based on comparable rentals
Sale and tax history for 5499 Winchester Rd
Sale History
Tax History
Date
Event
Price
REALTRACS #3255903
Sep 14, 2026
Listing Removed
—
Sep 8, 2026
Contingent
—
Jul 24, 2026
Price Changed
$899,000
$183/sq ft
Jul 1, 2026
Listed
$924,000
$188/sq ft
VMLS #21916700
Sep 11, 2026
Sold
$850,000
$173/sq ft
Aug 23, 2026
Pending
—
Jul 24, 2026
Price Changed
$899,000
$183/sq ft
Apr 30, 2026
Listed
$924,000
$188/sq ft
SAARMLS #505289
May 1, 2023
Sold
$750,000
$153/sq ft
Mar 26, 2023
Pending
—
Feb 17, 2023
Price Changed
$799,900
$163/sq ft
Jan 25, 2023
Price Changed
$800,000
$163/sq ft
Jan 19, 2023
Price Changed
$799,900
$163/sq ft
Nov 8, 2022
Price Changed
$849,999
$173/sq ft
Oct 31, 2022
Price Changed
$849,899
$173/sq ft
Sep 29, 2022
Price Changed
$849,999
$173/sq ft
Sep 22, 2022
Price Changed
$849,899
$173/sq ft
Sep 16, 2022
Price Changed
$849,999
$173/sq ft
Sep 8, 2022
Price Changed
$849,899
$173/sq ft
Sep 1, 2022
Price Changed
$849,999
$173/sq ft
Aug 25, 2022
Price Changed
$849,899
$173/sq ft
Aug 18, 2022
Price Changed
$849,999
$173/sq ft
Aug 12, 2022
Price Changed
$849,899
$173/sq ft
Aug 4, 2022
Price Changed
$849,999
$173/sq ft
Jul 28, 2022
Price Changed
$849,899
$173/sq ft
Jul 15, 2022
Price Changed
$849,999
$173/sq ft
Jul 7, 2022
Price Changed
$874,900
$178/sq ft
Jun 29, 2022
Price Changed
$875,000
$178/sq ft
May 5, 2022
Listed
$899,899
$183/sq ft
REALTRACS #2382229
May 1, 2023
Sold
$750,000
$153/sq ft
Mar 26, 2023
Pending
—
Jan 25, 2023
Price Changed
$800,000
$163/sq ft
Jan 19, 2023
Price Changed
$799,900
$163/sq ft
Nov 8, 2022
Price Changed
$849,999
$173/sq ft
Oct 31, 2022
Price Changed
$849,899
$173/sq ft
Oct 21, 2022
Price Changed
$849,999
$173/sq ft
Oct 9, 2022
Price Changed
$849,899
$173/sq ft
Sep 29, 2022
Price Changed
$849,999
$173/sq ft
Sep 22, 2022
Price Changed
$849,899
$173/sq ft
Sep 16, 2022
Price Changed
$849,999
$173/sq ft
Sep 8, 2022
Price Changed
$849,899
$173/sq ft
Sep 1, 2022
Price Changed
$849,999
$173/sq ft
Aug 25, 2022
Price Changed
$849,899
$173/sq ft
Aug 18, 2022
Price Changed
$849,999
$173/sq ft
Aug 12, 2022
Price Changed
$849,899
$173/sq ft
Aug 4, 2022
Price Changed
$849,999
$173/sq ft
Jul 28, 2022
Price Changed
$849,899
$173/sq ft
Jul 15, 2022
Price Changed
$849,999
$173/sq ft
Jul 7, 2022
Price Changed
$874,900
$178/sq ft
Jun 29, 2022
Price Changed
$875,000
$178/sq ft
Jun 23, 2022
Price Changed
$899,899
$183/sq ft
Jun 16, 2022
Price Changed
$899,999
$183/sq ft
Jun 9, 2022
Price Changed
$899,899
$183/sq ft
May 25, 2022
Price Changed
$899,999
$183/sq ft
May 20, 2022
Price Changed
$899,899
$183/sq ft
May 14, 2022
Price Changed
$899,999
$183/sq ft
May 5, 2022
Price Changed
$899,899
$183/sq ft
May 4, 2022
Listed
$899,999
$183/sq ft
VMLS #1803731
May 1, 2023
Sold
$750,000
$153/sq ft
Mar 26, 2023
Pending
—
Mar 18, 2023
Price Changed
$799,900
$163/sq ft
Mar 9, 2023
Price Changed
$800,000
$163/sq ft
Mar 6, 2023
Price Changed
$799,900
$163/sq ft
Feb 28, 2023
Price Changed
$800,000
$163/sq ft
Feb 17, 2023
Price Changed
$799,900
$163/sq ft
Jan 25, 2023
Price Changed
$800,000
$163/sq ft
Jan 19, 2023
Price Changed
$799,900
$163/sq ft
Jan 10, 2023
Price Changed
$800,000
$163/sq ft
Jan 6, 2023
Price Changed
$849,899
$173/sq ft
Jan 3, 2023
Price Changed
$849,999
$173/sq ft
Dec 29, 2022
Price Changed
$849,899
$173/sq ft
Nov 8, 2022
Price Changed
$849,999
$173/sq ft
Oct 31, 2022
Price Changed
$849,899
$173/sq ft
Oct 21, 2022
Price Changed
$849,999
$173/sq ft
Oct 9, 2022
Price Changed
$849,899
$173/sq ft
Sep 29, 2022
Price Changed
$849,999
$173/sq ft
Sep 22, 2022
Price Changed
$849,899
$173/sq ft
Sep 1, 2022
Price Changed
$849,999
$173/sq ft
Aug 25, 2022
Price Changed
$849,899
$173/sq ft
Aug 18, 2022
Price Changed
$849,999
$173/sq ft
Aug 12, 2022
Price Changed
$849,899
$173/sq ft
Aug 4, 2022
Price Changed
$849,999
$173/sq ft
Jul 28, 2022
Price Changed
$849,899
$173/sq ft
Jul 15, 2022
Price Changed
$849,999
$173/sq ft
Jul 7, 2022
Price Changed
$874,900
$178/sq ft
Jun 29, 2022
Price Changed
$875,000
$178/sq ft
Jun 23, 2022
Price Changed
$899,899
$183/sq ft
Jun 16, 2022
Price Changed
$899,999
$183/sq ft
Jun 9, 2022
Price Changed
$899,899
$183/sq ft
Jun 4, 2022
Price Changed
$899,999
$183/sq ft
May 20, 2022
Price Changed
$899,899
$183/sq ft
May 14, 2022
Price Changed
$899,999
$183/sq ft
May 5, 2022
Price Changed
$899,899
$183/sq ft
Apr 27, 2022
Price Changed
$899,999
$183/sq ft
Mar 24, 2022
Listed
$900,000
$183/sq ft
+45
This is your opportunity to own a one of a kind, UNIQUE property. Situated on 2.2 acres offering a COTTAGE/GUEST HOUSE & a 3 CAR GARAGE. The main house is in exemplary condition & LOADED w/ exquisite luxury design and detail throughout. It boasts oak and pine floors, soaring and decorative ceilings, extensive crown molding, elegant fixtures and also offers a kosher kitchen with 3 sinks, 2 ovens and 2 dishwashers. The charm and historical preservation is exuded throughout. This property would be perfect for a wedding venue and great for family gatherings and entertaining! Don't miss out on all the wonderful amenities this property has to offer!Home is realtor owned.
Tax Legal Description: Sec 32, T1S, R2E, Pt of NE 1/4 of SE 1/4, Madison County AL
Utilities
Utility Information
Sewer: Septic Tank
Heating & Cooling
Has Cooling: Yes
Has Heating: Yes
Cooling: Central 2+, Electric
Heating: Central 2+, Propane
Location
HOA Information
Association YN: No
School / Neighborhood
Elementary School: New Market
Middle Or Junior School: Buckhorn
High School: Buckhorn
Location Details
Directions: 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.
Community Information
Subdivision Name: Metes And Bounds
Public facts
Beds: —
Baths: 1.5
Sq. Ft.: 4,660
Stories: 1.0
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: 1960
County: Madison County
APN: 02-09-32-4-001-001.000
Home facts updated by county records on Sep 23, 2026
Around this home
Schools
New Market School
Public PreK-6 • Assigned • 0.2mi
9/10
Buckhorn Middle School
Public 7-8 • Assigned • 3.0mi
6/10
Buckhorn High School
Public 9-12 • Assigned • 3.1mi
10/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 104° expected this year, 20 days in 30 years
4/10 Wind Factor
15% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
New Market, AL • 35761
Average low and high temperatures (°F)
47
28
59
38
71
48
77
56
78
61
86
68
90
72
86
68
84
63
76
53
65
46
55
37
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
95/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in New Market. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.8 hrs
6.4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$782,000 – $946,000
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