For sale

$899,000

Est. $5,329/mo —

•

4,909

sq ft

5499 Winchester Rd, New Market, AL 35761

About this home

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!

Single-familyProperty Type

1960Year Built

2.2 acresLot Size

$183Price/Sq.Ft.

3 car garageParking

Listed by Susan Gatlin • Leading Edge Real Estate Group

Contact: 2564245378

Listing updated: Jul 26, 2026 at 04:03pm

Redfin checked: 2 minutes ago

•Source:REALTRACS as Distributed by MLS Grid #3255903

Payment calculator

$5,329 per month

Principal and interest$4,725

Property taxes

$169

HOA dues

Home insurance

$435

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TODAY, 10AM TO 3PM
$423,900
3 beds2.5 baths2,210 sq ft
353 Wanto Ln, Huntsville, AL 35811
(256) 382-7300
OPEN TODAY, 10AM TO 5PM
$389,900
4 beds3.5 baths2,766 sq ft
135 Berry Cove Ave, New Market, AL 35761
(256) 350-1322
OPEN TODAY, 10AM TO 5PM
$396,488
4 beds3.5 baths2,766 sq ft
120 Berry Cove Ave, New Market, AL 35761
(256) 350-1322
OPEN TODAY, 12PM TO 2PM
$475,000
4 beds3.5 baths2,873 sq ft
132 Shackleford Rd, Meridianville, AL 35759
(256) 270-0310
OPEN TODAY, 1PM TO 3PM
$349,900
3 beds2 baths2,203 sq ft
194 Greenlawn Dr, Meridianville, AL 35759
(833) 588-2737
OPEN TODAY, 1PM TO 3PM3D WALKTHROUGH
$925,000
4 beds3 baths4,219 sq ft
202 Cotton Branch Ct, Meridianville, AL 35759
(256) 519-7220
OPEN TODAY, 2PM TO 4PMVIDEO TOUR
$324,900
5 beds3 baths2,483 sq ft
118 Trenton Creek Ln, Meridianville, AL 35759
(205) 283-1054
OPEN SUN, 2PM TO 4PM
$700,000
4 beds3.5 baths3,688 sq ft
105 Seneca Ln, Gurley, AL 35748
(256) 258-0930
OPEN SUN, 2PM TO 4PM
$310,000
3 beds2.5 baths2,075 sq ft
6401 Eric St NW, Huntsville, AL 35810
(256) 519-7220
OPEN SUN, 2PM TO 4PM
$379,900
3 beds2.5 baths2,475 sq ft
982 Patterson Ln, Meridianville, AL 35749
(256) 837-2229

Around this home

Schools

K - 12
Preschool & daycare

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

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

5499 Winchester Rd · $899,000

Strong offer

$888K and above

75% chance or better to win

Why $888K+ is a strong offer

SALE-TO-LIST

Most homes are selling 1% below list price.

LIST PRICE

Median list price in this area is $327,616. (64% lower than this home)

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Double oven
Crawl space basement
Wood and tile flooring

Bedrooms
4 bedrooms total
Bedroom sizes include 14x15, 16x13, 16x13, 17x19
One bedroom listed with suite (likely master)

Bathrooms
4 full bathrooms
1 half bathroom

Kitchen
Double oven

Laundry & utility
No laundry details provided

Flooring
Wood flooring
Tile flooring

Heating & cooling
Central heating (propane)
Central electric air conditioning

Sale and tax history for 5499 Winchester Rd

Sale History
Tax History

Date

Event

Price

REALTRACS as Distributed by MLS Grid #3255903

Jul 24, 2026

Price Changed

$899,000

$183/sq ft

Jul 1, 2026

Listed

$924,000

$188/sq ft

VMLS #21916700

Aug 23, 2026

Pending

—

Jul 24, 2026

Price Changed

$899,000

$183/sq ft

Apr 30, 2026

Listed

$924,000

$188/sq ft

+45

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.

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 as Distributed by MLS Grid #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

+46

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.

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

VMLS #602592

May 4, 2012

Sold

$300,000

$61/sq ft

Apr 1, 2012

Listed

$389,900

$79/sq ft

Public record

Beds

—

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

1960

Finished Sq. Ft.

4,660

Unfinished Sq. Ft.

—

Total Sq. Ft.

4,660

Year built

1960

Style

Single Family Residential

County

Madison County

APN

02-09-32-4-001-001.000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 25, 2026.

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)

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

Redfin Estimate for 5499 Winchester Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $343,000 and $642,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $343K to $642K.

SOLD AUG 21, 2026
$620,000 Last sold price
4 beds3.5 baths3,564 sq ft
583 Beth Rd, New Market, AL 35761
$9/sq ft
larger lot
44 years newer
SOLD JAN 7, 2026
$642,000 Last sold price
3 beds2.5 baths3,173 sq ft
498 Beth Rd, New Market, AL 35761
$19/sq ft
smaller lot
52 years newer
SOLD MAY 26, 2026
$343,000 Last sold price
4 beds2.5 baths2,943 sq ft
128 Saddle St, New Market, AL 35761
$66/sq ft
smaller lot
59 years newer
SOLD NOV 14, 2025
$372,000 Last sold price
4 beds2.5 baths3,126 sq ft
110 Edmund Cir, New Market, AL 35761
$64/sq ft
60 years newer
SOLD JAN 23, 2026
$429,900 Last sold price
3 beds2.5 baths1,869 sq ft
985 Hurricane Rd, New Market, AL 35761
$47/sq ft
smaller lot
39 years newer
SOLD FEB 12, 2026
$500,000 Last sold price
3 beds3 baths2,505 sq ft
627 Beth Rd, New Market, AL 35761
$17/sq ft
larger lot
44 years newer

Tour for free, no strings attached

Make a winning offer with the help of a local agent

(256) 812-5058

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Details provided by REALTRACS as Distributed by MLS Grid and may not match the public record. Learn more.

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About this home

Payment calculator

See this home in person

Nearby open houses (10)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 5499 Winchester Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 5499 Winchester Rd

Nearby similar homes

New listings for sale in 35761

More real estate resources