Contract Out
4 beds4,909 sqft$183/sqft
5499 Winchester Road, New Market, AL 35761
Est: $4,739/moGet pre-approved
Single FamilyProperty Type
2.2 acresLot Size
1960Year Built
$183/sq ftPrice per sq ft
3 carsParking Spaces

Description

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...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!
68 days on Market
  • Listed by: Susan Gatlin 256.424.5378 susangatlin1@outlook.com • Leading Edge Real Estate Group
Last updated: 09/08/2026 10:44 AM • Source: REALTRACS as distributed by MLS GRID, MLS#: 3255903

Location

Listing Courtesy of Leading Edge Real Estate Group
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Payment Calculator

$4,739 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,570

Property Taxes

$169

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 5499 Winchester Road

Property Details
  • Taxes: $2,033 / year
  • MLS Type: Residential / Single Family Residence
  • Waterfront: No
Building Information
  • Stories: 3
  • Year Built: 1960
  • Lot Size: 2.20 AC / 95,832 SF
Summary
Location and General Information
  • 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.
  • Elementary School: New Market School
  • High School: Buckhorn High School
  • Levels: Three Or More
  • Living Area Source: Professional Measurement
  • Living Area Units: Square Feet
  • Middle Or Junior School: Buckhorn Middle School
  • Mlg Can View: Yes
Parking
  • Garage Spaces: 3.00
  • Parking Features: Detached
  • Parking Total: 3.00
Taxes and HOA Information
  • Condo Coop Association YN: No
Property
Building Information
  • Above Grade Finished Area Source: Professional Measurement
  • Above Grade Finished Area Units: Square Feet
  • Below Grade Finished Area Source: Professional Measurement
  • Below Grade Finished Area Units: Square Feet
  • Building Area Source: Professional Measurement
  • Building Area Units: Square Feet
  • Flooring: Wood, Tile
Lot Information
  • Lot Size Source: Owner
  • Lot Size Units: Acres
  • Parcel Number: 0209324001001000
  • Lot Size Area: 2.2
Property and Assessments
  • Construction Materials: Wood Siding
  • Documents Count: 0
  • New Construction: No
  • Possession: Close Of Escrow
  • Property Attached: No
  • Senior Community: No
  • Stories: 3
  • Year Built Details: Existing
Utilities
  • Basement: Crawl Space
  • Cooling: Central Air, Electric
  • Cooling: Yes
  • Heating: Central, Propane
  • Heating: Yes
  • Sewer: Septic Tank
  • Utilities: Electricity Available, Water Available
  • Water Source: Private
Interior and Exterior Features
Interior Features
  • Appliances: Double Oven
Bedroom Information
  • Main Level Beds: 0
Exterior Features
  • Attached Garage: No
  • Covered Spaces: 3.00
  • Exterior Features: No Dock
  • Garage: Yes
  • Pool Private: No
  • View YN: No
Room Information
Room 1
  • Room Dimensions: 14x15
  • Room Features: Suite
  • Room Type: Bedroom 1
Room 2
  • Room Dimensions: 16x13
  • Room Type: Bedroom 2
Room 3
  • Room Dimensions: 16x13
  • Room Type: Bedroom 3
Room 4
  • Room Dimensions: 17x19
  • Room Type: Bedroom 4
Room 5
  • Room Features: Primary Bedroom
  • Room Type: Master Bathroom
Room 6
  • Room Dimensions: 13x15
  • Room Type: Den
Room 7
  • Room Dimensions: 15x15
  • Room Type: Dining Room
Room 8
  • Room Dimensions: 13x18
  • Room Features: Other
  • Room Type: Hobby Room
Room 9
  • Room Dimensions: 17x19
  • Room Type: Kitchen
Room 10
  • Room Dimensions: 16x13
  • Room Type: Living Room
Room 11
  • Room Dimensions: 16x14
  • Room Features: Library
  • Room Type: Other Room

Property History for 5499 Winchester Road

DateEvent & SourcePriceAppreciation
Sep 8, 2026

Contract Out

REALTRACS #3255907

—
Sep 8, 2026

Contract Out

REALTRACS #3255903

—
Jul 24, 2026

Price Change

REALTRACS #3255907

$899,000—
DateEvent & SourcePrice
09/08/2026

Contract Out

REALTRACS #3255907

—
09/08/2026

Contract Out

REALTRACS #3255903

—
07/24/2026

Price Change

REALTRACS #3255907

$899,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5499 Winchester Road

Taxable ValueLand$4,800Additions$54,500Total$59,300
Home Facts
Beds0Baths2.5Total Finished SqFt2,138 SqFtAbove Grade Finished SqFt2,138 SqFtStories1Lot Size87,120 SqFtStyleSingle Family ResidenceYear Built1960CountyMADISONAPN02-09-32-4-001-001.000Fireplace TypeHas Fireplace

Schools near 5499 Winchester Road

This home is within Madison County School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Public - 3 to 5
Rating
School
Distance
New Market School
PublicPK to 6

Buckhorn Middle School
Public7 to 8

Buckhorn High School
Public9 to 12

Moores Mill Intermediate School
Public3 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Leading Edge Real Estate Group

Based on information submitted to the MLS GRID as of 09/08/2026 10:44 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.