For sale

$1,975,000

Est. $12,957/mo —

•

5,860

sq ft

100 Winchester Loop, Madison, MS 39110

About this home

Situated on nearly an acre in prestigious Reunion, this exceptional custom home offers timeless elegance, luxurious finishes, and thoughtfully designed living spaces. Featuring five spacious bedrooms, each with a private bath and walk-in closet, the home boasts a gourmet kitchen with keeping room, breakfast nook, and butler's pantry, along with a handsome study, media room, flex space, and exercise room. The luxurious primary suite features custom closets and a spa-inspired bath. Outdoor living is equally impressive with a spacious screened porch and fireplace, outdoor kitchen, pool bath, and resort-style pool with sun shelf and water feature. Exquisite millwork, designer finishes, marble flooring, and top-of-the-line appliances showcase exceptional craftsmanship throughout. Additional highlights include a four-car garage, storm shelter, and abundant storage. A rare combination of luxury, comfort, and timeless Southern charm. Schedule your private tour today!

Single-familyProperty Type

2024Year Built

0.93 acresLot Size

$337Price/Sq.Ft.

4 car garageParking

Listed by Bethany Foote • BHHS Gateway Real Estate

Listing updated: Oct 8, 2026 at 05:26am

Redfin checked: 2 minutes ago

•Source:MLSU #4157599

Payment calculator

$12,957 per month

Principal and interest$11,048

Property taxes

$1,136

HOA dues

Home insurance

$774

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

See this home in person

We'll connect you with a local agent to show you this home, answer your questions, and assist you on your buying journey.

Next available tour time: Tomorrow

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 11AM TO 1PM
$339,999
4 beds2 baths1,900 sq ft
152 Sweetbriar Cir, Canton, MS 39046
OPEN SAT, 1PM TO 5PM
$999,990
3 beds3.5 baths3,356 sq ft
105 Prytania St, Madison, MS 39110
OPEN SAT, 2PM TO 3PM
$294,500
3 beds2 baths1,975 sq ft
122 Jorn Cir, Canton, MS 39046
OPEN SUN, 2PM TO 4PM
$619,000
3 beds3 baths2,852 sq ft
704 Forest Point Dr, Brandon, MS 39047
OPEN SUN, 2PM TO 4PM
$299,900
3 beds2 baths1,618 sq ft
216 Rockbridge Dr, Madison, MS 39110
OPEN SUN, 2PM TO 4PM
$369,900
5 beds2 baths2,363 sq ft
127 Eastside Dr, Brandon, MS 39047
OPEN SUN, 2PM TO 4PM
$299,900
3 beds2 baths1,826 sq ft
104 Merrimac Way, Canton, MS 39046
OPEN SUN, 2PM TO 4PM
$339,000
4 beds3 baths2,150 sq ft
108 Kenbridge Ln, Madison, MS 39110
OPEN SUN, 2:30PM TO 4:30PM
$359,900
4 beds2 baths2,000 sq ft
102 Kristen Cv, Madison, MS 39110
OPEN NOV 1, 2PM TO 4PM
$885,000
5 beds4.5 baths3,771 sq ft
222 Welchshire Dr, Madison, MS 39110

Around this home

Schools

K - 12
Preschool & daycare

Madison Station Elementary School

Public K-5 • Assigned • 0.9mi

10/10

Madison Middle School

Public 6-8 • Assigned • 1.8mi

10/10

Madison Central High School

Public 10-12 • Assigned • 2.5mi

10/10

Provided by GreatSchools

About

Reunion

Reunion, located between MS-463 (Madison Parkway) and the Natchez Trace Parkway, is a master-planned and golf-centered Madison neighborhood with a village-style town center and tree-lined streetscapes. The neighborhood’s character concentrates around Reunion Parkway by the Reunion Village green, where sidewalks, porches, and café patios set a social, small-town rhythm. Architectural cues lean Southern traditional, with front-facing porches, carriage-style garages, and pocket parks stitched into the blocks. The Reunion Golf & Country Club anchors daily routines with fairways and clubhouse gatherings. The Reunion Village green and trail-like paths shape an outdoors-forward cadence without leaving the neighborhood grid.

Provided by Walk Score and Local Logic

Offer insights

100 Winchester Loop · $1,975,000

Strong offer

$1.94M and above

75% chance or better to win

Why $1.94M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 31 days.

SALE-TO-LIST

Most homes are selling 3% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Bookcases
Breakfast bar
Crown molding
Double vanity
Eat-in kitchen
Entrance foyer
High ceilings
High-speed internet
His and hers closets
Kitchen island
Pantry
Primary bedroom on main level
Recessed lighting
Smart home
Smart thermostat
Soaking tub
Storage
Walk-in closet(s)
Insulated windows
Double entry
French doors
Insulated doors
Pocket doors
Has fireplace (gas log; living room and outside)

Bedrooms
Primary bedroom located downstairs

Bathrooms
5 full bathrooms
2 half bathrooms (7 total bathrooms)

Kitchen
Built-in gas range
Gas cooktop
Free-standing gas range
Double oven
Microwave
Dishwasher
Refrigerator
Freezer
Bar fridge
Wine cooler
Stainless steel appliances
Vented exhaust fan

Laundry & utility
Laundry room on main level
Gas water heater
Tankless water heater

Flooring
Hardwood
Tile

Heating & cooling
Central heating (natural gas) and fireplace heating
Central air conditioning
Ceiling fans

Sale and tax history for 100 Winchester Loop

Sale History
Tax History

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

0.94 Acres

Year renovated

—

Finished Sq. Ft.

3,724

Unfinished Sq. Ft.

—

Total Sq. Ft.

3,724

Year built

2024

Style

Single Family Residential

County

Madison County

APN

081G-26 -272/00.00

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 2, 2026.

Climate risks

3/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

7/10 Heat Factor

7 days above 108° expected this year, 18 days in 30 years

7/10 Wind Factor

78% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Madison, MS • 39110

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

97/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Madison. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.4 hrs

7.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 100 Winchester Loop

$1,868,813

$106K under list price of $1.98M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $655K to $1.3M.

SOLD AUG 4, 2026
$1,345,000 Last sold price
5 beds5.5 baths4,332 sq ft
101 Lamour Pointe, Madison, MS 39110
$27/sq ft
smaller lot
2 years newer
SOLD SEP 25, 2026
$655,000 Last sold price
6 beds5.5 baths4,870 sq ft
118 Norfleet Way, Madison, MS 39110
$203/sq ft
larger lot
30 years older
SOLD AUG 10, 2026
$1,315,000 Last sold price
5 beds5.5 baths4,242 sq ft
103 Lamour Pt, Madison, MS 39110
$27/sq ft
smaller lot
2 years newer
SOLD JUL 17, 2026
$675,000 Last sold price
5 beds4 baths3,686 sq ft
104 Ivy Brook Dr, Madison, MS 39110
$154/sq ft
smaller lot
14 years older
SOLD APR 17, 2026
$925,000 Last sold price
5 beds4.5 baths4,544 sq ft
106 Edgewood Dr, Madison, MS 39110
$133/sq ft
smaller lot
10 years older
SOLD APR 3, 2026
$865,000 Last sold price
5 beds4.5 baths4,181 sq ft
107 Cedar Woods Dr, Madison, MS 39110
$130/sq ft
smaller lot
13 years older

Rental earnings

Est. $3,853 per month, based on comparable rentals

Tour for free, no strings attached

Instant answers, or connect with a local agent

Start an offer

Nearby similar homes

$900,000

4 beds4.5 baths4,949 sq ft

1118 Annandale Dr, Madison, MS 39110

$394,500

4 beds3 baths2,497 sq ft

100 Savoy Park, Madison, MS 39110

$1,190,000

4 beds4.5 baths4,372 sq ft

310 Lake Village Dr, Madison, MS 39110

$338,300

4 beds2 baths2,087 sq ft

153 Stratford Dr, Madison, MS 39110

$395,000

4 beds3 baths2,258 sq ft

228 Stillhouse Creek Dr, Madison, MS 39110

$538,000

4 beds3 baths2,564 sq ft

615 Crossvine Rdg, Madison, MS 39110

New listings for sale in 39110

FOR SALE BY OWNER

$349,900

3 beds2 baths2,591 sq ft

121 Hidden Hills Dr, Madison, MS 39110

NEW 7 HRS AGO

$473,500

4 beds2.5 baths2,853 sq ft

144 N Pine Dr, Madison, MS 39110

NEW 25 HRS AGO

$259,900

3 beds2 baths1,782 sq ft

405 Brentwood Dr, Madison, MS 39110

NEW 30 HRS AGO

$2,750,000

5 beds6 baths6,858 sq ft

241 Ashworth Cir, Madison, MS 39110

$699,000

8 beds4.5 baths5,200 sq ft

111 Sundial Rd, Madison, MS 39110

OPEN SUN, 2PM TO 4PM

$299,900

3 beds2 baths1,618 sq ft

216 Rockbridge Dr, Madison, MS 39110

$625,000

4 beds3 baths3,378 sq ft

240 Hoy Farms Dr, Madison, MS 39110

$247,900

3 beds2 baths1,399 sq ft

635 Live Oak Dr, Madison, MS 39110

$245,000

3 beds2 baths1,424 sq ft

110 Eastwood Dr, Madison, MS 39110

Details provided by MLSU and may not match the public record. Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

39157 homes for sale
39046 homes for sale
39047 homes for sale
39110 homes for sale
39213 homes for sale

Houses for rent in Madison	Agents near me	Olive Branch, MS homes for sale	Madison Housing Market
Houses for sale near me	Jackson, MS homes for sale	Laurel, MS homes for sale
Land for sale near me	Biloxi, MS homes for sale	Madison, MS homes for sale
Open Houses near me	Gulfport, MS homes for sale	Madison Property Records
Condos for sale near me	Ocean Springs, MS homes for sale	MS New Listings

Clinton homes for sale
Brandon homes for sale
Jackson homes for sale

About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 100 Winchester Loop

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 100 Winchester Loop

Nearby similar homes

New listings for sale in 39110

More real estate resources