338 Rollingwood Dr
Jackson, MS 39211
Rolling Wood Beautiful
3 Beds
3 Baths
2,686 sqft (on 0.45 acres)
$268,000
as of Jul 26, 2026
$268,000
as of Jul 26, 2026
3 Beds
3 Baths
2,686 sqft
(on 0.45 acres)
Local Information
- Map ViewExplore the area around 338 Rollingwood Dr.
- Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1961
Lot Size
0.45 acres
Living Area
2,686 sqft
Price/Sqft
$100
Parking
Garage
HOA
$16/Monthly
About this House
Known as Rollingwood The Beautiful and what a beautiful neighborhood it is with majestic oaks and large lots. The sense of community is something you'll love about this gated oasis near everything wonderful that Jackson has to offer, convenient to shopping, dining and medical centers. In addition to public schools there are nearby charter and private options as well. This home was built with all the character and quality that this period was known for. The foyer welcomes you with rich marble tile and then the warm hardwood floors open up the inviting spaces. The large living room has a gas fireplace and joins the spacious dining room that can comfortably accommodate 8-10 people. The kitchen has been tastefully updated and connects with an open eating area as well as a family room with built-in shelving and dual sliding Pella glass doors. Those areas have durable ceramic tile flooring. Off the kitchen is the laundry room as well as a half bath in all its vintage glory. The Primary Suite is just down the hall from the family area and is a size unmatched in most newer homes. A generous bath is connected and continues the vintage bathroom theme. On the back side of the home are two more large bedrooms with a shared bath. One of the bedrooms features a cedar closet. This home sits on a prime lot with a spacious back yard. You'll enjoy entertaining around the large pool. There is a half bath accessible for pool guests and a generously sized screened, all brick porch that connects the pool area to the home. Items new in the last 6 years include energy efficient windows, HVAC, Roof, Updated Kitchen, Under Home Sewer Lines, & Wiring for EV Charging. This home qualifies for available programs offering 100% financing with no PMI to qualified buyers. Ask your agent for details. Owners are licensed real estate professionals.
338 Rollingwood Dr, Jackson, MS 39211 is a 3 bedroom, 4 bathroom, 2,686 sqft single-family home in Rolling Wood Beautiful, built in 1961. It last sold for the $280,000 asking price on Dec 2, 2024. It is currently off market. The Trulia Estimate is $268,000, with a rent estimate of $4,480/month.
Home Details for 338 Rollingwood Dr
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MLS Status: Closed |
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Interior Details Basement: Sump Pump |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 2686 Square Feet |
Appliances & Utilities Utilities: Cable Available, Natural Gas Connected, Sewer Connected, Water Connected, Fiber to the HouseAppliances: Cooktop, Dishwasher, Double Oven, Exhaust Fan, Free-Standing Refrigerator, Gas Cooktop, Range HoodDishwasher |
Heating & Cooling Heating: Central,Natural GasHas CoolingAir Conditioning: Central Air,GasHas HeatingHeating Fuel: Central |
Fireplace & Spa Fireplace: Gas LogHas a Fireplace |
Windows, Doors, Floors & Walls Window: Double Pane Windows, VinylFlooring: Tile, Wood |
Levels, Entrance, & Accessibility Stories: 1Levels: OneFloors: Tile, Wood |
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Exterior Home Features Roof: Architectural ShinglesPatio / Porch: Porch, ScreenedFencing: Back Yard, Wood, FencedOther Structures: Gazebo, Shed(s)Exterior: Private YardFoundation: ConventionalHas a Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Garage Faces Side,Concrete |
Pool Pool: In Ground, VinylPool |
Water & Sewer Sewer: Public Sewer |
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Year Built Year Built: 1961 |
Property Type / Style Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceStructure Type: HouseArchitecture: Ranch |
Building Construction Materials: BrickNot a New Construction |
Property Information Parcel Number: 05700172000 |
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Price List Price: $280,000 |
Status Change & Dates Off Market Date: Wed Oct 23 2024 |
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Direction & Address City: JacksonCommunity: Rollingwood |
School Information Elementary School: McLeodJr High / Middle School: Bailey MagnetHigh School: Murrah |
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Building Area Building Area: 2686 Square Feet |
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Community Features: Street Lights |
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HOA Fee Includes: Maintenance GroundsHas an HOAHOA Fee: $190/Annually |
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Lot Area: 0.45 acres |
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Mobile Home Park Mobile Home Units: Feet |
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Mls Number: 4094583 |
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Street Lights |
Last check for updates: about 10 hours ago
Listed by Glen H Gregory, (601) 278-7200
Gregory Group Realty, LLC
Bought with: Tony Bahou, (601) 212-5955, Exit New Door Realty
Source: MLS United, MLS#4094583
Price History for 338 Rollingwood Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 12/02/2024 | -- | Sold | MLS United #4094583 |
| 10/24/2024 | $280,000 | Pending | MLS United #4094583 |
| 10/19/2024 | $280,000 | Listed For Sale | MLS United #4094583 |
| 09/18/2024 | $285,000 | ListingRemoved | MLS United #4070388 |
| 07/10/2024 | $285,000 | PriceChange | MLS United #4070388 |
| 04/05/2024 | $300,000 | PriceChange | MLS United #4070388 |
| 03/21/2024 | $305,000 | PriceChange | MLS United #4070388 |
| 02/09/2024 | $310,000 | Listed For Sale | MLS United #4070388 |
| 06/28/2017 | -- | Sold | MLS United #1287792 |
| 05/19/2017 | $199,500 | Pending | Agent Provided |
| 03/17/2017 | $199,500 | PendingToActive | Agent Provided |
| 03/08/2017 | $199,500 | Pending | Agent Provided |
| 02/15/2017 | $199,500 | PriceChange | Agent Provided |
| 01/27/2017 | $200,000 | PriceChange | Agent Provided |
| 01/08/2017 | $205,000 | PendingToActive | Agent Provided |
| 12/28/2016 | $205,000 | Pending | Agent Provided |
| 09/15/2016 | $205,000 | PriceChange | Agent Provided |
| 08/18/2016 | $208,500 | PriceChange | Agent Provided |
| 08/10/2016 | $209,000 | PriceChange | Agent Provided |
| 07/20/2016 | $209,500 | PriceChange | Agent Provided |
| 07/01/2016 | $210,500 | PriceChange | Agent Provided |
| 05/06/2016 | $210,800 | Listed For Sale | Agent Provided |
| 04/01/2016 | $214,500 | ListingRemoved | Agent Provided |
| 01/13/2016 | $214,500 | PriceChange | Agent Provided |
| 12/19/2015 | $215,000 | Listed For Sale | Agent Provided |
Market trends in Jackson
Last updated June 2026
Avg. sale price
$146K
$18.83KMoM
Sale-to-List Price
96.4%
Price per sq ft
$84
$5MoM
Available listings
730
8MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $4,811 |
| Assessment | $165,920 |
Home facts updated by county records
Comparable Sales for 338 Rollingwood Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | - | 04/03/26 | 4 | 2.5 | 2,391 | |
0.29 | Single-Family Home | - | 06/12/26 | 3 | 2.5 | 2,497 | |
0.28 | Single-Family Home | - | 03/25/26 | 4 | 3 | 2,917 | |
0.22 | Single-Family Home | - | 07/20/26 | 4 | 2 | 2,587 | |
0.20 | Single-Family Home | - | 12/23/25 | 4 | 2.5 | 2,255 | |
0.29 | Single-Family Home | - | 08/14/25 | 3 | 2.5 | 2,974 | |
0.22 | Single-Family Home | - | 09/12/25 | 4 | 2.5 | 2,411 | |
0.25 | Single-Family Home | - | 06/01/26 | 4 | 3.5 | 3,393 | |
0.48 | Single-Family Home | - | 09/29/25 | 3 | 2.5 | 2,639 | |
0.27 | Single-Family Home | - | 06/05/26 | 3 | 2 | 2,001 |
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Assigned Schools
These are the assigned schools for 338 Rollingwood Dr.
- Mc Leod Elementary School
- PK-5
- Public
- 343 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
- 1259 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 - Wells Apac Elementary School
- 4-5
- Public
- 40 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
- 242 Students
9/10GreatSchools 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
- 318 Students
8/10GreatSchools 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 Review9mo ago 
Check out schools near 338 Rollingwood Dr.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Rolling Wood Beautiful
At least 2 Trulia users voted on each feature.
100 % Say car is needed
100 % Say they plan to stay for at least 5 years
100 % Say yards are well-kept
88 % Say parking is easy
75 % Say there are community events
67 % Say there's holiday spirit
67 % Say it's dog friendly
67 % Say streets are well-lit
64 % Say neighbors are friendly
57 % Say kids play outside
50 % Say it's quiet
50 % Say people would walk alone at night
50 % Say it's walkable to restaurants
33 % Say there's wildlife
20 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
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Information is deemed to be reliable but not guaranteed. Copyright 2026 MLS United, LLC.