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

$549,300

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 4,621 sqft (on 1 acre)

40 Winterfield Dr, Jackson, MS 39211

Rolling Hills
Est. Refi. Payment $3,570/mo*
Refinance Your Home

Home Value

Trulia Estimate
$549K
Since last month
Decreased$8K (-1.4%)
Since last year
$0 (0%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value decreased by -26% in the last 10 years
MonthEstimated value
2026
October 2026$549K
September 2026$542K
August 2026$556K
July 2026$555K
June 2026$573K
May 2026$572K
April 2026$560K
March 2026$562K
February 2026$554K
January 2026$551K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
0.16
Single-Family Home
-
05/28/26
4
3.5
3,515
0.40
Single-Family Home
-
06/18/26
4
3
3,800
0.55
Single-Family Home
-
09/22/26
4
3.5
3,546
0.21
Single-Family Home
-
04/15/26
4
3.5
3,869
0.11
Single-Family Home
-
05/13/26
4
4
2,273
0.50
Single-Family Home
-
09/24/26
4
3.5
3,718
0.21
Single-Family Home
-
09/21/26
3
3.5
3,111
0.43
Single-Family Home
-
10/22/25
4
3
2,801

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.02
$708,700
4
3
5,821
Off Market
0.02
$604,200
3
3
4,964
Off Market
0.03
-
-
-
-
Off Market
0.03
$273,000
5
4
3,465
Off Market
0.04
$287,700
4
2.5
3,159
Off Market
0.04
$753,100
5
5
4,491
Off Market
0.04
$1,028,900
4
4.5
5,206
Off Market
0.05
-
-
-
-
Off Market
0.05
-
Studio
-
-
Off Market
0.05
-
-
-
-
Off Market
0.05
-
-
-
-
Off Market
0.05
-
-
-
-
Off Market
0.05
$468,800
4
3
3,692
Off Market
0.05
$268,200
5
2.5
3,095
Off Market
0.05
-
4
3.5
2,945
Recently Sold
0.05
$748,900
Studio
-
4,330
Off Market
0.05
$888,600
3
5
5,332
Off Market
0.06
-
-
-
-
Off Market
0.06
-
-
-
-
Off Market
0.06
$274,700
4
3
2,788
Off Market

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

Single-Family Home
Built in 2003
1 acre lot
4,621 sqft
$119/sqft

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 was last sold on Oct 20, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $549,300, with a rent estimate of $3,510/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 and Tax history

DateEventPrice
Oct 20, 2020
Source: MLS United #1327910
Sold
--
Oct 11, 2020
Source: Agent Provided
Pending
$449,900
Sep 29, 2020
Source: Agent Provided
PriceChange
$449,900
Price decreased by 10%
Sep 10, 2020
Source: Agent Provided
PriceChange
$499,000
Price decreased by 9%
Jul 15, 2020
Source: Agent Provided
PriceChange
$549,500
Price decreased by 8%

Market trends in Jackson

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$142K
Sale-to-List Price
97.0%
0.1%
MoM
Price per sq ft
$87
$2
MoM
Available listings
753
11
MoM

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 itโ€™s very close to north Jackson/Ridgeland retail and restaurants. I havenโ€™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

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 $549,300.
  • 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 $142K. That is roughly unchanged 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.

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