529 Windsor Dr, Madison, MS 39110
OFF MARKET

529 Windsor Dr
Madison, MS 39110

  • 5 Beds
  • 4 Baths
  • 4,400 sqft

$558,400

Trulia Estimate
as of Jun 30, 2026
Est. Refi. Payment $3,214/mo*
Refinance Your Home

$558,400

Trulia Estimate
as of Jun 30, 2026
Est. Refi. Payment $3,214/mo*
Refinance Your Home
5 Beds
4 Baths
4,400 sqft

Local Information

  • Map ViewExplore the area around 529 Windsor Dr.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

A rare opportunity to own a beaitul custom built home in Trace Vineyard. The house is on a cul de sac. The lot has many trees and flowering bushes. There is an irrigation system. It is in the Madison Avenue school district and only one mile to MRA. The primary suite is on main floor with four bedrooms upstairs. Features are a large butlers pantry with lots of storage, a wet bar, many walk in closets and a cedar closet. Beautiful hardwood floors downstairs. Please text the owner for a private showing.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 529 Windsor Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1.5Floors: Tile, Carpet, Hardwood
Interior Details
AtticNumber of Rooms: 12Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, PantryWet BarCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: BrickLawnPatioPorchSprinkler System
Parking & Garage
Parking: Carport, Off Street

Property Information

Year Built
Year Built: 1987Year Updated: 2003
Property Type / Style
Property Type: Single Family Home

Price History for 529 Windsor Dr

DatePriceEventSource
03/22/2025ListingRemovedN/A
01/23/2025$530,000PendingN/A
11/06/2024$530,000PriceChange
N/A
09/02/2024$540,000Listed For SaleN/A

Market trends in Madison

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$373K
$11.36KMoM
Sale-to-List Price
98.4%
0.3%MoM
Price per sq ft
$175
$5MoM
Available listings
317
2MoM
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Property Tax and Assessment

Year2025
Tax$5,719
Assessment$327,170
Home facts updated by county records

Comparable Sales for 529 Windsor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Eastbrooke Cir, Madison, MS
0.24
Single-Family Home
-
05/18/26
5
3.5
4,719
428 Autumn Oak Dr, Madison, MS
0.19
Single-Family Home
-
06/01/26
4
4
3,958
415 Saint Augustine Dr, Madison, MS
0.27
Single-Family Home
-
01/27/26
5
4.5
3,068
206 Oak Hollow Dr, Madison, MS
0.25
Single-Family Home
-
04/13/26
4
4
3,563
407 Saint Augustine Dr #407, Madison, MS
0.27
Single-Family Home
-
12/29/25
4
4.5
5,200
605 Arbor Ct, Madison, MS
0.37
Single-Family Home
-
04/30/26
4
3.5
3,799
909 Monterey Dr, Madison, MS
0.12
Single-Family Home
-
11/24/25
3
2.5
2,875
427 Autumn Oak Dr, Madison, MS
0.21
Single-Family Home
-
06/24/26
4
3
2,725
1 Napa Valley Cir, Madison, MS
0.11
Single-Family Home
-
06/12/26
4
2
2,545
41 Napa Valley Cir, Madison, MS
0.15
Single-Family Home
-
06/03/26
3
2.5
2,590

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 529 Windsor Dr.
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 178 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
    "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

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Apartments for Rent

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Explore by feature - Pet Friendly

12 pet-friendly rentals in Madison, MS

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Explore by feature - Outdoor Space

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Homes for sale near 529 Windsor Dr

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Off Market Homes Near 529 Windsor Dr

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529 Windsor Dr, Madison, MS 39110 is a 5 bedroom, 5 bathroom, 4,400 sqft single-family home built in 1987. This property is not currently available for sale. The current Trulia Estimate for 529 Windsor Dr is $558,400.