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Listing provided courtesy of Leading Edge R.E. Group-Mad.- MLS# 21916700MLS Provider

5499 Winchester RoadNew Market, AL 35761

Single Family · 4 Beds · 2 Full Baths · 1 Half Bath · 2 Three Quarter Baths · 4,909 Sq. ft. | 2.20 Acres
$924,000 ACTIVE

5499 Winchester Road Overview

Time on Site:
60 days
Visits:
0

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!

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5499 Winchester Road Facts & Features

  • Type Single Family
  • Sq. ft. 4,909
  • Price/Sq.ft. $188
  • Lot 2.20 Acres

Details

General

Association/HOA

  • Association: false

School Information

  • Elementary School: New Market
  • Middle Or Junior School: Buckhorn
  • High School: Buckhorn

Building Information

  • New Construction: false

Location/Region

  • Country: US
  • County Or Parish: MADISON
  • Subdivision Name: Metes And Bounds

General Information

  • Property Sub Type: Single Family Residence
  • Property Type: Residential

Interior

Beds/Baths

  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Three Quarter: 2
  • Bedrooms: 4

General Information

  • Basement: Crawl Space
  • Fireplace Features: Three +,Gas Log
  • Fireplace: true
  • Levels: Three Or More
  • Living Area: 4909
  • Living Area Units: Square Feet

Exterior

Parking Information

  • Parking Features: Garage-Three Car,Garage-Detached,Garage Door Opener,Garage Faces Side,Driveway-Gravel,Oversized

Lot Information

  • Lot Size Acres: 2.2
  • Lot Size Area: 2.2
  • Lot Size Square Feet: 95832
  • Lot Size Units: Acres
  • Water Source: Public

Building Exterior/Construction

  • Architectural Style: See Remarks
  • Property Attached: false
  • Structure Type: Historic

General Information

  • Sewer: Septic Tank

5499 Winchester Road Neighborhood

Community

35761 (New Market) Demographics

40
Median Age
113
Population Density (per sq. mile)
32%
College Educated
$62,888
Estimated Median Income
4,323
Estimated Total Home Owners
700
Estimated Total Renters
86% / 14%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

5499 Winchester Road Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

5499 Winchester Road Market Data

Based on the last 30 days in this zip code

$370,109
Average List Price
$155
Average Price per Square Foot
28
Properties Sold
119
Average Days on Market
237
Properties for Sale
Calculations provided by Reliance Network

5499 Winchester Road History

Date Event Value Agent
4/30/2026Source: Valley MLS Added to Database
April 30, 2026
4/30/2026Source: Valley MLS Added to Database
April 30, 2026
8/20/2024Source: Strategic Alliance MLS Added to Database
August 20, 2024