100 Winchester Loop, Madison, MS 39110
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Property image
FOR SALE
NEW - 1 DAY AGO
3D VIEW
0.93 ACRES

100 Winchester Loop
Madison, MS 39110

  • 5 Beds
  • 6 Baths
  • 5,860 sqft (on 0.93 acres)

$2,250,000

Est. Mortgage $12,924/mo*
Get Pre-Qualified

$2,250,000

Est. Mortgage $12,924/mo*
Get Pre-Qualified
5 Beds
6 Baths
5,860 sqft
(on 0.93 acres)

Home Highlights

Parking
4 Car Garage
Outdoor
Porch, Patio, Pool
Climate Control
Heating & Cooling
Price/Sqft
$384
Listed
2 days ago

Local Information

  • Map ViewExplore the area around 100 Winchester Loop.
  • Schools1 Elementary School2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

Situated on nearly one acre in the prestigious Reunion community, this extraordinary custom residence masterfully blends timeless architecture with luxurious comfort. Designed with impeccable attention to detail, the home offers five spacious bedroom suites, each featuring a private bath and walk-in closet, creating exceptional privacy and convenience for family and guests alike. At the heart of the home, the gourmet kitchen is designed for both everyday living and effortless entertaining, featuring a generous keeping room, sun-filled breakfast nook, butler's pantry, custom cabinetry, and designer lighting. A handsome study with custom built-in bookcases provides an elegant and functional home office. Thoughtfully designed with spaces for every stage of life, the home also offers a media room, Flex Space, exercise room, and abundant gathering areas that create a warm, inviting atmosphere while providing room for everyone. The luxurious owner's retreat is a true sanctuary, complete with beautifully appointed custom closets and a spa-inspired bath. Outdoor living is equally impressive. The expansive screened porch, anchored by a fireplace, overlooks a resort-style backyard featuring an outdoor kitchen, dedicated pool bath, sparkling pool with sun shelf, and tranquil water feature—an ideal setting for year-round entertaining or quiet evenings at home. Rich custom millwork, paneled walls, marble flooring, exceptional designer finishes, top of the line appliances and hardware completed with meticulous craftsmanship are showcased throughout the home. Additional amenities include a four-car garage, storm shelter, and abundant storage. Rarely does a home combine this level of craftsmanship, thoughtful design, and luxurious amenities while maintaining the warmth and comfort that make it feel truly like home. Call to make an exclusive appointment for a private tour.

Home Details for 100 Winchester Loop

Active Status

MLS Status: Active

Interior Features

Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 5860 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected, Fiber to the HouseAppliances: Bar Fridge, Built-In Gas Range, Dishwasher, Double Oven, Free-Standing Gas Range, Free-Standing Refrigerator, Freezer, Gas Cooktop, Gas Water Heater, Microwave, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater, Vented Exhaust Fan, Wine CoolerDishwasherLaundry: Laundry Room,Main LevelMicrowaveRefrigerator
Heating & Cooling
Heating: Central,Fireplace(s),Natural GasHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas Log, Living Room, OutsideHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: Double Entry, French Doors, Insulated, PocketFlooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Hardwood, Tile
Security
Security: Carbon Monoxide Detector(s), Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Architectural ShinglesPatio / Porch: Patio, Rear Porch, ScreenedFencing: Back Yard, Wrought IronOther Structures: Outdoor KitchenExterior: Built-in Barbecue, Courtyard, Gas Grill, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain GuttersFoundation: Post-TensionHas a Private Pool
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Circular Driveway,Driveway,Garage Faces Side,Golf Cart Garage,Storage,Concrete
Pool
Pool: Gunite, In GroundPool
Frontage
Waterfront: NoneNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Days on Market: 2

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceStructure Type: HouseArchitecture: Traditional
Building
Construction Materials: BrickNot a New Construction
Property Information
Condition: Move In ReadyParcel Number: 081g262720000

Price & Status

Price
List Price: $2,250,000Price Per Sqft: $384

Media

Location

Direction & Address
City: MadisonCommunity: Reunion
School Information
Elementary School: Madison StationJr High / Middle School: MadisonHigh School: Madison Central

Agent Information

Listing Agent
Listing ID: 4157599

Building

Building Area
Building Area: 5860 Square Feet
Community rooms
Fitness Center

Community

Community Features: Biking Trails, Boating, Clubhouse, Curbs, Fishing, Fitness Center, Gated, Golf, Hiking/Walking Trails, Horse Trails, Lake, Marina, Park, Playground, Pool, Restaurant, RV / Boat Storage, Spa, Stable(s), Tennis Court(s)
Other
Playground

HOA

HOA Fee Includes: Accounting/Legal, Insurance, Maintenance Grounds, Management, Pool Service, Salaries/Payroll, Security, TaxesHas an HOA

Lot Information

Lot Area: 0.93 acres

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

Mls Number: 4157599

Additional Information

Biking TrailsBoatingClubhouseCurbsFishingGatedGolfHiking/Walking TrailsHorse TrailsLakeMarinaParkPlaygroundPoolRestaurantRV / Boat StorageSpaStable(s)Tennis Court(s)
Last check for updates: about 3 hours ago
Listing courtesy of Bethany E Foote, (601) 813-3936
BHHS Gateway Real Estate, (601) 853-0414
Source: MLS United, MLS#4157599
Also Listed on BHHS broker feed, MLS United.

Market trends in Madison

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$400K
$25.67KMoM
Sale-to-List Price
98.6%
0.2%MoM
Price per sq ft
$179
$4MoM
Available listings
312
6MoM

Price History for 100 Winchester Loop

DatePriceEventSource
07/30/2026$2,250,000Listed For SaleMLS United #4157599

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Comparable Sales for 100 Winchester Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
374 Lake Village Dr, Madison, MS
0.24
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-
11/28/25
5
4.5
4,292
345 Lake Village Dr, Madison, MS
0.44
Single-Family Home
-
10/01/25
6
6.5
7,027
157 Reunion Dr, Madison, MS
0.56
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-
09/16/25
5
4.5
5,040
171 Reunion Dr, Madison, MS
0.50
Single-Family Home
-
07/01/26
5
4.5
4,850
340 Lake Village Dr, Madison, MS
0.48
Single-Family Home
-
10/23/25
5
4.5
4,027
429 Cherry Hill Dr, Madison, MS
0.44
Single-Family Home
-
06/01/26
6
5.5
3,956
201 Reunion Dr, Madison, MS
0.62
Single-Family Home
-
10/24/25
6
7
4,520
111 Edenberg Bnd, Madison, MS
0.82
Single-Family Home
-
09/30/25
5
4.5
4,561
115 Cedar Woods Cv, Madison, MS
0.95
Single-Family Home
-
05/14/26
5
5
5,896
141 Fenwick Cir, Madison, MS
1.03
Single-Family Home
-
06/18/26
6
4.5
5,824

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 100 Winchester Loop.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Madison

At least 179 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 93 % Say parking is easy

  • 90 % Say it's dog friendly

  • 90 % Say yards are well-kept

  • 88 % Say there's holiday spirit

  • 83 % Say people would walk alone at night

  • 81 % Say kids play outside

  • 81 % Say it's quiet

  • 76 % Say streets are well-lit

  • 69 % Say there are sidewalks

  • 62 % Say neighbors are friendly

  • 59 % Say they plan to stay for at least 5 years

  • 54 % Say there's wildlife

  • 41 % Say there are community events

  • 17 % Say it's walkable to grocery stores

  • 12 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "The stop signs are basically ignored. There are a lot of kids on bikes, scooters, golf carts so pay attention!"
    0
    Flag
  • Trulia User
    "I have lived in my neighborhood for eleven years now. Great walking trails. Fun neighborhood events with live music. Golf cart friendly. Two free neighborhood pools, marina and an equestrian center. A fun bookclub group gathers monthly during the school year. Country club membership available with a golf course. fitness center and dining options. Very safe, active neighborhood."
    0
    Flag
  • Tamira Eagle
    "I just feel that everything is so close and convenient. I work in Madison as well so, I do also feel that it is a very safe and clean place to live. "
    0
    Flag
  • Skolb25
    "New and in a good school district. Well maintained and has a new pool. Lots of kids in the neighborhood."
    0
    Flag
  • Treona Hubbard Landfair
    "Holidays that we have. The kids get to be involved and the different food truck vendors that come around are good. "
    0
    Flag
  • Filesdl1
    "Many perks to our neighborhood. Great neighbors, swimming pools, clubhouse, access to the reservoir "
    0
    Flag
  • Lorrainecoker
    "Family oriented neighborhood with 3 pools , great schools in some areas of the subdivision. Lakes etc"
    0
    Flag
  • Lorrainecoker
    "Many families in the neighborhood, pools, club house, golf club, park. Very family oriented. Close to school, grocery shopping, doctors, health plex. Etc "
    1
    Flag
  • Sean T.
    "Busy, the city constantly keeps growing as well as the outskirts so with the influx of people from the surrounding areas it's just busier than ever before, they have expanded some roads to adjust with traffic."
    14
    Flag
  • Ruthridgway
    "Lots of green space and trails to take dogs out. Waste bags conveniently available. Dogs have to be leashed. "
    3
    Flag
  • Trulia User
    "On the lake. Out of the city limits. Most people in the area, are nice and they keep to themselves. (For the most parts)"
    2
    Flag
  • Ruthridgway
    "30 minutes to downtown Jackson. 20 minutes to hospital where I work in Jackson. Not busy at the times I come and go."
    5
    Flag
  • Marie W.
    "Trick or treating is a big to-do in our neighborhood. Also, food trucks, bounce houses, live music, and other community events at the clubhouse throughout the year. "
    6
    Flag
  • Maryneely M.
    "Great neighborhood. Very family friendly. Lots of children and elderly neighbors. Very quiet and peaceful. "
    3
    Flag
  • Lajones72884
    "October fest is always fun, they have movie in the park which the kids love! Also the lighting of the Christmas tree in the middle of the lake at strawberry patch! It is always a family favorite at well "
    0
    Flag
  • Lajones72884
    "In NorthRidge off Hoy Rd and just 5 miles away from my house with just 6 red lights. Traffic towards interstate can be a little backed up and heavy at times but that is to be expected "
    0
    Flag
  • Victoria.owchar
    "It is safe for their kids and pets and the school district is great! There are many kids that play outside during the day in and around the neighborhood"
    2
    Flag
  • Shereb30
    "Great access to the interstate, and shopping, restaurant’s, and from home to work In Madison only takes about 10 minutes."
    3
    Flag
  • Victoria.owchar
    "Great quiet respectful neighbors, houses are spaced out enough, big back yards, kids playing around the neighborhood, great school system"
    0
    Flag
  • Stevehiltonsr1
    "I’m retired therefore there is no commute for me to travel on. Neighborhood is very friendly and secure. We lookout for each other."
    0
    Flag
  • Victoria.owchar
    "The City of Madison hosts tons of family friendly events throughout the year at the heart of Madison...the red caboose. There are movie nights on the lawn, Halloween trunk or treat, fall festivals and a city Christmas parade to name a few..."
    3
    Flag
  • Kikit27
    "We live in a sweet house with a big back yard. We do not have many neighborhood events. I am not allowed to teach piano in my neighborhood which is unfortunate. I wish they would stop building the community with so many big box businesses. "
    0
    Flag
  • Heather G.
    "We’ve only been here a month, but EVERYONE is friendly! The area is spotless- no litter, well maintained and trim... housing prices aren’t outrageous, and the teachers are awesome at the schools!"
    4
    Flag
  • Katherine S.
    "People frequently let dogs (and children) run free in the street. If your dogs are skittish or afraid it isn't good. "
    0
    Flag
  • Jhcookdesigns
    "Driving is the only option. No public transportation and too spread out to walk most places. I live within a 10 min drive to work."
    0
    Flag
  • Cms197088
    "We have Large lots, privacy and horse property yet easy access to Gluckstadt and Madison. It is a quiet, safe neighborhood. "
    4
    Flag
  • Shawn I.
    "great neighbors, lots of children to play with each other and a great atmosphere in general. we play wuffle ball in the cul de sac "
    2
    Flag
  • Ricarda M.
    "People are seen walking their dogs quite often. If dogs wander off, the neighbors don’t bother them. "
    0
    Flag
  • Foolishbutler.jb
    "Great community kid friendly and peaceful. 5min away from the park and fire department . Been here 3 years with no problems "
    0
    Flag
  • Michael B.
    "It is a warm and friendly community. I enjoy the area tremendously and would not consider anywhere else in the Jackson MS area."
    2
    Flag
  • Betty D.
    "This is a small residential area with only one entrance/exit. There is a nice mix of young and older, married and single, kids of all ages and adults of all professions. We have an excellent public school system. All your needs are probably within a few miles in any direction."
    4
    Flag
  • Richard
    "Great Neighbors. Plenty of trees and very quiet. Love the charm of the established neighborhood. That’s all I can think of at this time"
    0
    Flag
  • Llewellyngray
    "Safe place to live. I would highly recommend this neighborhood to anyone. It’s a great place to raise children. The public schools are great and are the best in the state."
    0
    Flag
  • Llewellyngray
    "Beautiful environment. Very safe and great place to walk a dog. I absolutely love living in Madison."
    0
    Flag
  • Jles w.
    "10 mins. No issues. A little early in AM, but compared to other cities very good. Multiple routes and new roads being built."
    0
    Flag
  • Livia P.
    "The neighborhood is full of kids and families. There are lots of fun parties for kids throughout the year, a playground, and a pool. The schools are the best in the state. "
    1
    Flag
  • Kikit27
    "Cars drive too fast in the neighborhood and we have almost been hit on two occasions. You just have to be careful when walking your dogs."
    0
    Flag

LGBTQ Local Legal Protections

Bethany E Foote, BHHS Gateway Real Estate, (601) 853-0414
Agent Phone: (601) 813-3936
Information is deemed to be reliable but not guaranteed. Copyright 2026 MLS United, LLC.
100 Winchester Loop, Madison, MS 39110 is a 5 bedroom, 7 bathroom, 5,860 sqft single-family home built in 2024. This property is currently available for sale and was listed by MLS United on Jul 30, 2026. The MLS # for this home is MLS# 4157599.