253 Winfield Dr, Tupelo, MS 38801
Property image
Property image
OFF MARKET

$297,800

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,726 sqft (on 2.21 acres)

253 Winfield Dr, Tupelo, MS 38801

Est. Refi. Payment $1,857/mo*
Refinance Your Home

Home Value

Trulia Estimate
$298K
Since last month
Increased$600 (+0.2%)
Since last year
Increased$6K (+2.2%)
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 increased by +76% in the last 10 years
MonthEstimated value
2026
August 2026$298K
August 2026$298K
July 2026$297K
June 2026$296K
May 2026$295K
April 2026$291K
March 2026$295K
February 2026$287K
January 2026$287K
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
253 Reynard Dr, Tupelo, MS
0.14
Single-Family Home
-
11/07/25
5
4
3,284
179 Winfield Dr, Tupelo, MS
0.39
Single-Family Home
-
12/12/25
3
2
2,350
120 Leigh St, Tupelo, MS
0.96
Single-Family Home
-
09/25/25
3
2
1,066
127 Lipford Ave, Tupelo, MS
1.62
Single-Family Home
-
01/06/26
3
2
2,468
133 Montana Dr, Tupelo, MS
1.36
Single-Family Home
-
07/09/26
3
1.5
1,185
122 Plant St, Plantersville, MS
3.41
Single-Family Home
-
07/16/26
4
2
1,589
2887 Southern Heights Rd, Tupelo, MS
3.29
Single-Family Home
-
05/28/26
2
2,174
1357 North St, Shannon, MS
3.96
Single-Family Home
-
03/27/26
3
2
2,461
2311 Shady Wood Dr, Tupelo, MS
4.17
Single-Family Home
-
02/27/26
4
2.5
3,000
106 Overton Dr, Plantersville, MS
3.79
Single-Family Home
-
12/12/25
3
2
1,380

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
182 Winfield Dr, Tupelo, MS 38801
0.37
$359,500
4
4
4,178
For Sale
147 Winfield Dr, Tupelo, MS 38801
0.55
$349,900
3
2
2,430
For Sale
5249 Raymond Ave, Tupelo, MS 38801
0.61
$225,000
4
2
1,800
For Sale
158 Daniel Dr, Tupelo, MS 38801
0.69
$299,000
3
2.5
2,003
For Sale
Red Bud & Old Oak Ln, Verona, MS 38879
1.27
$3,400,000
Studio
-
26,454
For Sale
128 County Road 753, Tupelo, MS 38801
1.31
$275,000
4
3
2,361
For Sale
133 Montana Dr, Tupelo, MS 38801
1.36
-
3
1.5
1,185
Recently Sold
Plantersville Rd, Tupelo, MS 38801
1.42
$895,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 253 Winfield Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1975
2.21 acre lot
2,726 sqft
$109/sqft
Garage

About this House

Spacious 4 bedroom 2 1/2 bath two-story home on park like 2 acre lot in Carr Vista with fenced in back yard. Features hardwood floors in kitchen and dining room, recently remodeled den with fireplace, separate living room, downstairs office, double garage, and large covered patio. Oversized master bedroom has en suite bath with double vanity and large walk-in closet. All four bedrooms are on second floor. Call office for more information or to schedule a tour.
253 Winfield Dr, Tupelo, MS 38801 is a 4 bedroom, 3 bathroom, 2,726 sqft single-family home built in 1975. More recently, it was listed as a rental in May 2019 with an asking price of $1,400 per month. That rental listing was removed on May 20, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $297,800, with a rent estimate of $2,171/month.

Home Details for 253 Winfield Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 8Types of Rooms: Breakfast Nook, Dining Room, Laundry Room
Appliances & Utilities
DryerWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: BrickFoundation Type: SlabPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1975Year Updated: 39
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 2.21 acres

Price and Tax history

DateEventPrice
May 20, 2019
Source: Agent Provided
ListingRemoved
$1,400
May 9, 2019
Source: Agent Provided
Listed For Rent
$1,400
Oct 22, 2018
Source: Agent Provided
ListingRemoved
$1,400
Sep 11, 2018
Source: Agent Provided
Listed For Rent
$1,400
Mar 28, 2014
Source: Agent Provided
ListingRemoved
$131,000

Market trends in Tupelo

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
175
10MoM

Around this home

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 Tupelo

At least 225 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 84 % Say parking is easy

  • 82 % Say yards are well-kept

  • 78 % Say there's holiday spirit

  • 73 % Say kids play outside

  • 68 % Say it's dog friendly

  • 63 % Say it's quiet

  • 51 % Say people would walk alone at night

  • 50 % Say neighbors are friendly

  • 50 % Say they plan to stay for at least 5 years

  • 44 % Say streets are well-lit

  • 40 % Say there's wildlife

  • 28 % Say there are sidewalks

  • 27 % Say there are community events

  • 26 % Say it's walkable to restaurants

  • 26 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Sarah Jones
    "Everyone has a dog. Walking dogs all the time. Park in the neighborhood. Perfect place to walk a dog. Sidewalks everywhere."
    0
    Flag
  • Sarah Jones
    "It’s historic, everyone knows each other, great park, great elementary school, good combination of first time homebuyers, family homes and retirees; good mixture of different size homes. While a historic neighborhood most homes have been updated. Lots of churches in the neighborhood with two good neighborhood restaurants."
    0
    Flag
  • Bridgit Stone
    "Joyner is a wonderful area to own a home and have children. Schools are great and the neighborhood is safe. "
    0
    Flag
  • Sarah Jones
    "Short, by personally owned vehicle, little traffic, no construction, no toll roads, no interstate or highway "
    0
    Flag
  • Khiry Karriem
    "I have a pretty decent commute. Public transportation would be a great benefit to have ensuring I always have a means to work. "
    0
    Flag
  • James Brooks
    "I have lived in the neighborhood for three years now. Very quiet and very nice and well kept neighborhood "
    0
    Flag
  • James Brooks
    "Pool , tennis courts, pickle ball courts, and clubhouse We have quarterly HOA meetings and other parties throughout the year"
    0
    Flag
  • Shelly C.
    "Commuting being a local is pretty smooth. Lunch time at crosstown/downtown and out by the mall is congested often. The 2 main issues are 1) the crosstown train stopping and blocking all routes North, South, East, and West. 2) the scheduling of road construction is absolutely annoying."
    5
    Flag
  • Brandyhgn
    "I have lived here for 24 years, some neighbors are great and some not so much but I’m pretty sure that can be said about any neighborhood. The one thing I do not like is at most houses here in our neighborhood is you have to share a driveway so a lot of people park in the street. "
    34
    Flag
  • Monica K.
    "There are many great outdoor activities for kids and adults in the area and some great schools in the area also! "
    3
    Flag
  • Brandyhgn
    "They have good medical facilities also. I have been very happy with the school systems thus far. Ok shopping, not much culturally"
    5
    Flag
  • Iravagerocks
    "my neighborhood is close to work and it's really easy to get to the highway and stuff like that like yeah you know????????? I like tupelo pretty good because it's pretty nice unless there's a bunch of shots fired and stuff."
    4
    Flag
  • Jmattlav
    "traffic is pretty quick. McCullough is never backed up. the school lines are getting m really mmmmm?ji) "
    0
    Flag
  • Kelleacreely
    "Wonderful place to live!! Lots of activities for kids. We have a nice mall and lots of restaurants. Plus Elvis Presley was born here. "
    0
    Flag
  • Dmarie P.
    "Very short commute to work. Location is close to everything. Less than 10 minutes from everywhere in Tupelo "
    4
    Flag
  • Necole Q.
    "We have family movie nights in the summer, family camp outs, & most recently a city wide New Year’s party."
    6
    Flag
  • Hester
    "Each community is alike a family and most are acquainted with each other enough to be alert of strangers around any home or child in their area . Everyone feels a sense of friendship and responsibility to watch out for one another and to protect all children without any form of prejudice entering their hearts or minds."
    0
    Flag
  • Brandyhgn
    "I live in the Joyner neighborhood. The houses are all cottage style. They have little parades for 4th of July and a neighborhood wide carport sale. For the most part everyone is nice and friendly"
    8
    Flag
  • Brandyhgn
    "There is a good public school system with every most every sport and is public school is not for you then there is a wonderful private school."
    1
    Flag
  • Brianna M.
    "I drive my own personal vehicle. I have never used public transportation. Our local public transportation isn’t easily accessible."
    0
    Flag
  • Brownyonna21
    "The Fair the new restaurant how downtown looks real nice the different vibes the people the Elvis Presley home and music "
    2
    Flag
  • Alvisclay6
    "They would love to walk their dog because it is a friendly neighborhood!!! The neighborhood is wonderful to interact with people!!"
    1
    Flag
  • Becky W.
    "the neighbors watch out for your kids also so your children are safer. It's close to grocery stores,downtown,mall and the hospital."
    0
    Flag
  • Vpotts
    "There are great restaurants, live music and a coffeehouse within walking distance. Close to everything including the airport, and grocery stores, shopping etc. Lots of people walking dogs in the neighborhood! "
    1
    Flag
  • Elijah L.
    "Tupelo have good schools, my kids have improved academic and there getting better nothing like we're I used to live California. I feel my kids are safe and in a good southern environment. We have many attractions for kids and parent."
    0
    Flag
  • Mssgmarion
    "Nice neighborhood people here are really nice. It’s nice and clean. Love it here. Safe for your children "
    2
    Flag
  • Lakin D.
    "There are a lot of dogs here and I lot of lovely people. People walk there dogs all through the day, but there is not a lot of bathing. "
    0
    Flag
  • Mssgmarion
    "The people are friendly. It’s a nice quiet neighborhood. Yards are clean and well kept. I love it because you hv a park with playground and soccer football field and a basketball court. "
    2
    Flag
  • Lora4mask
    "This neighborhood is close to everything but I also have deer- Owls -rabbits and other animals around my house. "
    0
    Flag
  • Alvisclay6
    "The people are actually nice and will watch your house and make sure kids are secure when you are work "
    0
    Flag
  • Suchandra R.
    "Neighborhood is mostly full of families, and it is very quiet. It’s kind of far from the grocery stores and the mall, but it’s not terrible. There’s a Dollar General and Shell’s station around the corner if you need something stat."
    0
    Flag
  • Cvcsmith426
    "I’ve lived here 4 years. Safe, quiet, friendly. Close to town, but country feel. "
    0
    Flag
  • Kate R.
    "I grew up here. Houses have character. I enjoy the people. Has a park. Near a school. Walking distant from bar."
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 253 Winfield Dr

  • What is 253 Winfield Dr estimated to be worth?
    Trulia's estimated value for 253 Winfield Dr in Tupelo, MS is $297,800.
  • Is Tupelo a buyer's or seller's market?
    Tupelo is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Tupelo?
    Residents describe Tupelo, MS as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Tupelo, MS.
  • What are the closest schools to 253 Winfield Dr?
    The closest schools to 253 Winfield Dr in Tupelo, MS are Plantersville Middle School (Elementary, rated 2/10), Shannon High School (rated 3/10), Verona Elementary School (Pre-K, rated 2/10).
  • Does 253 Winfield Dr have laundry facilities?
    Yes, 253 Winfield Dr in Tupelo, MS has in-unit laundry.
  • How big is the lot at 253 Winfield Dr?
    The lot at 253 Winfield Dr in Tupelo, MS is about 2.2 acres.

Explore by feature - Pet Friendly

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