20 Winterfield Dr
Jackson, MS 39211
Rolling Hills
5 Beds
5 Baths
4,491 sqft (on 0.32 acres)
5 Beds
5 Baths
4,491 sqft
(on 0.32 acres)
Homes for sale near 20 Winterfield Dr
0.25 ACRESNix-Tann & Associates, Inc.- 0.34 ACRESNix-Tann & Associates, Inc.
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Local Information
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Description
Stately and elegant, this 5-bedroom, 5-bathroom residence is ideally situated on a gated, quiet, and private 5-home cul-de-sac with easy golf-cart access to the Country Club of Jackson. Showcasing timeless architectural detail and superb craftsmanship, the home features 10 inch heart pine floors, spacious formal and informal living areas, and a striking double-sided fireplace between the formal living and dining rooms. The chef's kitchen is well-appointed for entertaining, and the primary suite offers a luxurious retreat with an updated en suite bath and generous closet space. A charming New Orleans-style courtyard with fountain enhances the outdoor living experience, complemented by an indoor/outdoor sound system for seamless entertaining. Additional amenities include a two-car garage, separate golf cart garage, and beautifully landscaped grounds. A rare opportunity in one of Jackson's most desirable and established neighborhoods.
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. This description is from March 19, 2026
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
$208/Monthly
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 20 Winterfield Dr
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MLS Status: Closed |
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Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 5 |
Dimensions and Layout Living Area: 4491 Square Feet |
Appliances & Utilities Utilities: Cable Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Natural Gas in KitchenAppliances: Built-In Freezer, Built-In Gas Oven, Built-In Gas Range, Built-In Refrigerator, Dishwasher, Disposal, Exhaust Fan, Ice Maker, Microwave, Range Hood, Tankless Water Heater, Wine RefrigeratorDishwasherDisposalMicrowave |
Heating & Cooling Heating: Central,Natural GasHas CoolingAir Conditioning: Central Air,Gas,Multi UnitsHas HeatingHeating Fuel: Central |
Fireplace & Spa Fireplace: Dining Room, Double Sided, Gas Log, Gas Starter, Great Room, Living Room, VentlessHas a Fireplace |
Levels, Entrance, & Accessibility Stories: 2Levels: Two |
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Exterior Home Features Roof: Architectural ShinglesExterior: Gas Grill, Lighting, Outdoor Grill, Rain GuttersFoundation: SlabNo Private Pool |
Parking & Garage Number of Garage Spaces: 2.5Number of Covered Spaces: 2.5No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2.5Parking: Driveway,Garage Faces Side,Golf Cart Garage,Parking Pad |
Water & Sewer Sewer: Public Sewer |
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Year Built Year Built: 2000 |
Property Type / Style Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceStructure Type: HouseArchitecture: House |
Building Construction Materials: StuccoNot a New Construction |
Property Information Condition: Move In ReadyParcel Number: 07510301002 |
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Price List Price: $828,000 |
Status Change & Dates Off Market Date: Thu Sep 04 2025 |
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Direction & Address City: JacksonCommunity: Country Club Of Jackson |
School Information Elementary School: SpannJr High / Middle School: Bailey APACHigh School: Murrah |
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Building Area Building Area: 4491 Square Feet |
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HOA Fee Includes: Accounting/Legal, Maintenance Grounds, Management, Security, OtherHOA Fee (second): 280HOA Fee Frequency (second): AnnuallyHas an HOAHOA Fee: $2,500/Annually |
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Lot Area: 0.32 acres |
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Mobile Home Park Mobile Home Units: Feet |
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Mls Number: 4113634 |
Last check for updates: about 7 hours ago
Listed by Brooks Poole, (601) 540-0951
The Furr Group
Bought with: Juanita Kennedy, (601) 955-9731, Kennedy & Company Real Estate
Source: MLS United, MLS#4113634
Price History for 20 Winterfield Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 10/08/2025 | -- | Sold | MLS United #4113634 |
| 09/04/2025 | $828,000 | Pending | MLS United #4113634 |
| 05/17/2025 | $828,000 | Listed For Sale | MLS United #4113634 |
| 01/24/2018 | $549,000 | ListingRemoved | Agent Provided |
| 12/04/2017 | $549,000 | PriceChange | Agent Provided |
| 06/26/2017 | $595,000 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $9,030 |
| Assessment | $482,620 |
Home facts updated by county records
Comparable Sales for 20 Winterfield Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.05 | Single-Family Home | - | 07/01/25 | 4 | 4.5 | 5,206 | |
0.08 | Single-Family Home | - | 08/22/25 | 4 | 2.5 | 3,159 | |
0.21 | Single-Family Home | - | 04/15/26 | 4 | 3.5 | 3,869 | |
0.40 | Single-Family Home | - | 08/08/25 | 5 | 4 | 3,846 | |
0.32 | Single-Family Home | - | 12/30/25 | 5 | 3.5 | 3,341 | |
0.08 | Single-Family Home | - | 01/13/26 | 4 | 3.5 | 2,945 | |
0.36 | Single-Family Home | - | 09/05/25 | 4 | 3.5 | 3,181 | |
0.45 | Single-Family Home | - | 08/15/25 | 5 | 3.5 | 3,340 | |
0.27 | Single-Family Home | - | 06/27/25 | 5 | 3.5 | 5,397 |
Assigned Schools
These are the assigned schools for 20 Winterfield Dr.
- Mc Leod Elementary School
- PK-5
- Public
- 378 Students
1/10GreatSchools RatingParent Rating AverageTeachers and administration seem to always be unorganized. My son and 3 other children where excluded from kindergarten promotion activities. And I basically had to home school my child due to inatentive teachers and lack leadership from the principal. My highly intelligent child was repeatedly place in a class with non verbal, highly challenged children because he has adhd. And the children in exceptional edu. rarely go outside for recess! My child dreads going to school because he doesnt want to be couped up in a classroom with peers who arent intellectually stimulating. Long story short my child was robbed of his kindergarten year and the administration is not being accountable for why my child and a few others slipped thru the cracks. Principal told me that she doesn't micro manage her staff...in other words she has no idea whats going on in their classrooms. Actively looking for a school that has my childs best interest in mind and not whats convenient for the teacher/staff.Parent Review11y ago - Murrah High School
- 9-12
- Public
- 1326 Students
7/10GreatSchools RatingParent Rating AverageI am a student at William B. Murrah High School located in central Jackson area. The school is an ideal school for students aiming to strenghten their career opportunities in the metro-area. The school offers a variety of extracurricular activities that aid in providing science and mathematical preparation for potential jobs that will require a rigorous background in these subjects.I believe the teachers are very alert and helpful when striving to teach individuals and keep on task. I am very happy to be part of a strong program.Student Review14y ago - Power Apac School
- 4-5
- Public
- 34 Students
8/10GreatSchools RatingParent Rating AverageThis school helps me more than my old school.Power APAC has brightened my path .The emphasis courses are great.Other Review12y ago - Northwest Middle School
- 6-8
- Public
- 206 Students
8/10GreatSchools RatingParent Rating AverageI go to this school and at is amazing they staff encourages you to do your best and it is really easy to make friends here because everyone is so welcoming.Student Review4y ago - Bailey Middle APAC
- 6-8
- Public
- 247 Students
7/10GreatSchools RatingParent Rating AverageMoving back to MS was a difficult choice, considering the education disparities between Jackson and Dallas, TX. Yet, Bailey has been a breath of fresh air...both in teacher and family engagement. They've championed several exciting events for the kids, while simultaneously stressing the importance of educational excellence.Parent Review7mo ago 
Check out schools near 20 Winterfield Dr.
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 streets are well-lit
47 % Say people would walk alone at night
46 % Say kids play outside
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
Learn more about our methodology.
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Information is deemed to be reliable but not guaranteed. Copyright 2026 MLS United, LLC.
Homes for rent near 20 Winterfield Dr
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Off Market Homes Near 20 Winterfield Dr
- SOLDMAY 4, 2026Nix-Tann & Associates, Inc.
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20 Winterfield Dr, Jackson, MS 39211 is a 5 bedroom, 5 bathroom, 4,491 sqft single-family home built in 2000. 20 Winterfield Dr is located in Rolling Hills, Jackson. This property is not currently available for sale. 20 Winterfield Dr was last sold on Oct 8, 2025 for $0. The current Trulia Estimate for 20 Winterfield Dr is $740,400.