40 Winterfield Dr, Jackson, MS 39211
Property image
Property image
OFF MARKET

40 Winterfield Dr
Jackson, MS 39211

Rolling Hills
  • 4 Beds
  • 4.5 Baths
  • 4,621 sqft (on 1 acre)

$557,900

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $3,387/mo*

$557,900

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $3,387/mo*
4 Beds
4.5 Baths
4,621 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 40 Winterfield Dr.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2003
Lot Size
1 acre
Living Area
4,621 sqft
Price/Sqft
$121

About this House

Located in exclusive gated neighborhood in Northeast Jackson. Hardwood floors, wrap around porch, and elegant water feature. Open floor plan with oversized rooms and entrances and several floor to ceiling windows. Gourmet kitchen, french doors, plantation blinds. One of a kind touches make this home a statement for refinement and elegance.
40 Winterfield Dr, Jackson, MS 39211 is a 4 bedroom, 5 bathroom, 4,621 sqft single-family home in Rolling Hills, built in 2003. It last sold for $0 on Oct 20, 2020. It is currently off market. The Trulia Estimate is $557,900, with a rent estimate of $3,388/month.

Home Details for 40 Winterfield Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Number of Rooms: 10Types of Rooms: Walk In Closet, Dining RoomWet Bar
Appliances & Utilities
Cable Ready
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoPatio
Parking & Garage
Parking Spaces: 3

Property Information

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

Community

Units in Building: 100

Lot Information

Lot Area: 1 acre

Price History for 40 Winterfield Dr

DatePriceEventSource
10/20/2020--Sold
MLS United #1327910
10/11/2020$449,900PendingAgent Provided
09/29/2020$449,900PriceChange
Agent Provided
09/10/2020$499,000PriceChange
Agent Provided
07/15/2020$549,500PriceChange
Agent Provided
07/02/2020$599,500PriceChange
Agent Provided
05/27/2020$639,500PriceChange
Agent Provided
02/13/2020$647,500Listed For SaleAgent Provided
12/21/2019$650,000ListingRemovedAgent Provided
09/04/2019$650,000PriceChange
Agent Provided
06/10/2019$749,900PriceChange
Agent Provided
03/05/2019$769,900PriceChange
Agent Provided
04/30/2018$795,000PriceChange
Agent Provided
07/05/2017$899,000Listed For SaleAgent Provided

Market trends in Jackson

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$146K
$18.83K
MoM
Sale-to-List Price
96.4%
Price per sq ft
$84
$5
MoM
Available listings
730
8
MoM
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Property Tax and Assessment

Year2024
Tax$8,243
Assessment$441,910
Home facts updated by county records

Comparable Sales for 40 Winterfield Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.05
Single-Family Home
-
01/13/26
4
3.5
2,945
0.04
Single-Family Home
-
10/08/25
5
5
4,491
0.04
Single-Family Home
-
08/22/25
4
2.5
3,159
0.16
Single-Family Home
-
05/28/26
4
3.5
3,515
0.40
Single-Family Home
-
06/18/26
4
3
3,800
0.21
Single-Family Home
-
04/15/26
4
3.5
3,869
0.25
Single-Family Home
-
08/27/25
3
2.5
3,318
0.11
Single-Family Home
-
05/13/26
4
4
2,273
0.35
Single-Family Home
-
09/05/25
4
3.5
3,181
0.43
Single-Family Home
-
10/22/25
4
3
2,801

Nearby homes

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Assigned Schools

These are the assigned schools for 40 Winterfield Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Rolling Hills

At least 16 Trulia users voted on each feature.
  • 92 % Say car is needed

  • 89 % Say parking is easy

  • 82 % Say it's dog friendly

  • 75 % Say yards are well-kept

  • 64 % Say there's holiday spirit

  • 61 % Say there are sidewalks

  • 55 % Say it's quiet

  • 47 % Say people would walk alone at night

  • 46 % Say kids play outside

  • 45 % Say streets are well-lit

  • 36 % Say neighbors are friendly

  • 27 % Say it's walkable to restaurants

  • 19 % Say they plan to stay for at least 5 years

  • 11 % Say it's walkable to grocery stores

  • 11 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • J A. S.
    "I lived here for three years and it’s very close to north Jackson/Ridgeland retail and restaurants. I haven’t experienced any break-ins however they occur in the apartment complexes near me."
  • DeZell L.
    "It close to the north park mall as well as other eateries in the area. It is also a quiet place to raise a family and escape the city life."
  • Cfwilliams06
    "There happen to only betownhomes on my street but there is a little something different about each one."
  • jdietrichster
    "Our family has loved living in this home, we're just outgrowing it. The location is great, we often leave our car doors unlocked and have had zero issues. Nice quiet neighborhood, and very convenient to just about everything."

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 40 Winterfield Dr

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Off Market Homes Near 40 Winterfield Dr

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Frequently asked questions about 40 Winterfield Dr

  • What is 40 Winterfield Dr estimated to be worth?
    Trulia's estimated value for 40 Winterfield Dr in Jackson, MS is $557,900.
  • What is the price history for 40 Winterfield Dr?
    40 Winterfield Dr in Jackson, MS last sold in October 2020.
  • Is Jackson a buyer's or seller's market?
    Jackson is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Jackson?
    The median sale price in Jackson is $146K. That is up $18.83K from the prior month.
  • Does 40 Winterfield Dr have air conditioning?
    Yes, 40 Winterfield Dr in Jackson, MS has air conditioning.
  • How big is the lot at 40 Winterfield Dr?
    The lot at 40 Winterfield Dr in Jackson, MS is about 1 acre.