Do kids play outside in Winona, MS?

As of early 2026, 88% of users say kids play outside

Are yards well-kept in Winona, MS?

As of early 2026, 87% of users say yards are well-kept

Does Winona, MS show holiday spirit?

As of early 2026, 86% of users say there's holiday spirit

Is parking easy in Winona, MS?

As of early 2026, 85% of users say parking is easy

Is a car needed in Winona, MS?

As of early 2026, 83% of users say car is needed

Is Winona, MS dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Are neighbors friendly in Winona, MS?

As of early 2026, 70% of users say neighbors are friendly

As of early 2026, 56% of users say it's quiet

Do residents of Winona, MS plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Is Winona, MS walkable to restaurants?

As of early 2026, 50% of users say it's walkable to restaurants

Does Winona, MS have sidewalks?

As of early 2026, 45% of users say there are sidewalks

Would people walk alone at night in Winona, MS?

As of early 2026, 44% of users say people would walk alone at night

Is there wildlife in Winona, MS?

As of early 2026, 38% of users say there's wildlife

Are there community events in Winona, MS?

As of early 2026, 35% of users say there are community events

Is Winona, MS walkable to grocery stores?

As of early 2026, 33% of users say it's walkable to grocery stores

Are the streets well-lit in Winona, MS?

As of early 2026, 20% of users say streets are well-lit

Is Winona a buyer's or seller's market?

Winona is currently a balanced market, based on recent for-sale activity.

What do residents say about Winona?

Residents describe Winona, MS as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Winona, MS .

What are the closest schools to 1244 Highway 51?

The closest schools to 1244 Highway 51 in Winona, MS are Winona Elementary School (Pre-K, rated 5/10), Winona Secondary School (Middle/High, rated 4/10).

Does 1244 Highway 51 have air conditioning?

Yes, 1244 Highway 51 in Winona, MS has air conditioning.

How big is the lot at 1244 Highway 51?

The lot at 1244 Highway 51 in Winona, MS is about 1.7 acres .

OFF MARKET

3 Beds
2 Baths
1,495 sqft (on 1.67 acres)

1244 Highway 51, Winona, MS 38967

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
113 Shirley Ave, Winona, MS	1.18	Single-Family Home	-	10/23/26	3	1.5	1,193
1549 Highway 51, Winona, MS	1.54	Single-Family Home	-	12/26/25	3	2	1,833
226 N Quitman St, Winona, MS	1.21	Single-Family Home	-	05/14/26	3	1	1,824
805 Obryan Cir, Winona, MS	1.89	Single-Family Home	-	03/27/26	3	1	1,227
505 Whitehead Dr, Winona, MS	1.77	Single-Family Home	-	05/12/26	3	-	2,073
135 Fox Rd #A, Winona, MS	3.30	Single-Family Home	-	12/09/25	4	2	1,152
931 Scotland Rd, Winona, MS	3.63	Single-Family Home	-	10/14/26	2	2	1,309
2590 Highway 51, Duck Hill, MS	4.75	Single-Family Home	-	09/22/26	3	2.5	1,758
2384 Highway 51, Winona, MS	5.37	Single-Family Home	-	11/10/26	3	2.5	2,246
3286 County Road 83 Lots 35 #36-37, Mc Carley, MS	6.15	Single-Family Home	-	11/17/25	2	2	1,066

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
1245 Highway 51 N, Winona, MS 38967	0.01	$102,000	3	-	1,427	Off Market
1244 Highway 51 N, Winona, MS 38967	0.02	$150,000	3	-	2,038	Off Market
1237 Highway 51 N, Winona, MS 38967	0.04	-	3	-	1,424	Off Market
1238 Highway 51 N, Winona, MS 38967	0.04	$167,700	2	-	1,408	Off Market
614 Evans Dr, Winona, MS 38967	0.04	-	2	-	904	Off Market
1235 Highway 51 N, Winona, MS 38967	0.05	-	3	2.5	1,455	Off Market
1260 Highway 51 N, Winona, MS 38967	0.07	$187,800	3	-	2,027	Off Market
1253 Highway 51, Winona, MS 38967	0.08	-	2	-	1,421	Off Market
605 Stephens Ln, Winona, MS 38967	0.09	$104,100	2	-	1,402	Off Market
1218 Highway 51 N, Winona, MS 38967	0.10	-	3	-	1,554	Off Market
608 Evans Dr, Vaiden, MS 38967	0.10	$101,500	2	-	1,495	Off Market
617 Stephens Ln, Winona, MS 38967	0.10	$129,100	3	-	1,784	Off Market
49 Old Highway 51 N, Winona, MS 38967	0.11	$132,500	3	-	1,328	Off Market
1257 Highway 51 N, Winona, MS 38967	0.11	-	3	-	1,349	Off Market
59 Old Highway 51 N, Winona, MS 38967	0.11	$159,000	4	-	1,686	Off Market
59 Old Highway 51 N, Winona, MS 38967	0.11	-	Studio	-	-	Off Market
1261 Highway 51, Winona, MS 38967	0.12	-	2	-	854	Off Market
502 Shady Ln, Winona, MS 38967	0.12	-	2	1	993	Off Market
500 Shady Ln, Winona, MS 38967	0.13	-	2	-	890	Off Market
63 Old Highway 51 N, Winona, MS 38967	0.13	-	3	-	1,754	Off Market

Local Information

Map ViewExplore the area around 1244 Highway 51.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1950

1.67 acre lot

1,495 sqft

About this House

Traditional Home like the Ole Farmhouse with the farm located at 1244 Hwy 51, Winona, MS on 1.67 acres. L-shaped welcoming front porch, oblong living room open to eat-in-kitchen, 3 bedrooms, 2 bathrooms, double garage, Large 96x208 Fruit stand building plus chicken coop, large garden with metal building and the storm shelter. You can produce it, sell it, and store the rest for the winter in the cellar. Come Buy Today!

1244 Highway 51, Winona, MS 38967 is a 3 bedroom, 2 bathroom, 1,495 sqft single-family home built in 1950. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,401/month.

Home Details for 1244 Highway 51

Interior Features
Heating & Cooling Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Linoleum Vinyl
Appliances & Utilities Cable ReadyDishwasherMicrowave

Property Information
Year Built Year Built: 1950
Property Type / Style Property Type: Single Family Home

Exterior Features
Exterior Home Features Exterior: VinylPorch

Lot Information
Lot Area: 1.67 acres

Price and Tax history

Date	Event	Price
Jun 4, 2018 Source: Agent Provided	ListingRemoved	$53,500
Apr 20, 2018 Source: Agent Provided	Pending	$53,500
Mar 16, 2018 Source: Agent Provided	PriceChange	$53,500 Price decreased by 21%
Feb 28, 2018 Source: Agent Provided	Listed For Sale	$68,000

Additional Cost

Market trends in Winona

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Sourced by Trulia Market Trends

Around this home

Winona Elementary School
PK-6
Public
567 Students
Winona-Montgomery Consolidated
5/10
GreatSchools Rating
Parent Rating Average
This is the best school within 200 mile radius. I live the system and the teachers, they are willing to go beyond their duties to help and teach every child individually. They are great and I would recomend it to anyone.
Parent Review
14y ago
2 Reviews

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 Winona

At least 7 Trulia users voted on each feature.

88 % Say kids play outside
87 % Say yards are well-kept
86 % Say there's holiday spirit
85 % Say parking is easy
83 % Say car is needed
75 % Say it's dog friendly
70 % Say neighbors are friendly
56 % Say it's quiet
50 % Say they plan to stay for at least 5 years
50 % Say it's walkable to restaurants
45 % Say there are sidewalks
44 % Say people would walk alone at night
38 % Say there's wildlife
35 % Say there are community events
33 % Say it's walkable to grocery stores
20 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 1244 Highway 51

Is Winona a buyer's or seller's market?
Winona is currently a balanced market, based on recent for-sale activity.
What do residents say about Winona?
Residents describe Winona, MS as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Winona, MS.
What are the closest schools to 1244 Highway 51?
The closest schools to 1244 Highway 51 in Winona, MS are Winona Elementary School (Pre-K, rated 5/10), Winona Secondary School (Middle/High, rated 4/10).
Does 1244 Highway 51 have air conditioning?
Yes, 1244 Highway 51 in Winona, MS has air conditioning.
How big is the lot at 1244 Highway 51?
The lot at 1244 Highway 51 in Winona, MS is about 1.7 acres.

Apartments for Rent

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Contact for price
1-2 bd
1-2 ba
627 US Highway 182 #776f18ccb,
Winona, MS 38967
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Winona
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Off Market Homes Near 1244 Highway 51

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SOLD
OCT 23, 2026
3 bd
1.5 ba
1,193 sqft
113 Shirley Ave,
Winona, MS 38967
Rhonda Lee, Landmark Realty, My State MLS
SOLD
OCT 14, 2026
2 bd
2 ba
1,309 sqft
931 Scotland Rd,
Winona, MS 38967
Chris Reed, Coltmor Realty Co., My State MLS
SOLD
MAY 14, 2026
3 bd
1 ba
1,824 sqft
226 N Quitman St,
Winona, MS 38967
EXIT Southern Charm Realty
SOLD
MAY 12, 2026
3 bd
2,073 sqft
505 Whitehead Dr,
Winona, MS 38967
SOLD
MAR 27, 2026
3 bd
1 ba
1,227 sqft
805 Obryan Cir,
Winona, MS 38967
Pamela Hardiman, Landmark Realty, My State MLS
OFF MARKET
Est. $116,700
3 bd
2 ba
1,833 sqft
1549 Highway 51,
Winona, MS 38967
Gold Key Realty LLC
OFF MARKET
Est. $59,200
4 bd
2 ba
1,152 sqft
135 Fox Rd #A,
Winona, MS 38967
Gold Key Realty LLC
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Winona
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Homes for sale near 1244 Highway 51

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0.3 ACRES
$174,000
3 bd
1.5 ba
1,600 sqft
810 Michelle Dr,
Winona, MS 38967
Kyle Cravens, Cravens Properties, LLC, My State MLS
0.34 ACRES
$59,000
3 bd
2 ba
1,646 sqft
413 Fairground St,
Winona, MS 38967
Powers Properties
$160,000
3 bd
2 ba
1,400 sqft
500 Fairground St,
Winona, MS 38967
Kyle Cravens, Cravens Properties, LLC, My State MLS
$165,000
3 bd
2 ba
1,275 sqft
400 Fairground St,
Winona, MS 38967
Kyle Cravens, Cravens Properties, LLC, My State MLS
0.36 ACRES
$199,900
3 bd
2 ba
1,716 sqft
621 Middleton Rd,
Winona, MS 38967
Chris Reed, Coltmor Realty Co., My State MLS
0.5 ACRES
$179,950
4 bd
3 ba
1,928 sqft
115 Pine Dr,
Winona, MS 38967
Chris Reed, Coltmor Realty Co., My State MLS
$142,500
4 bd
2 ba
514 Speedway Ave,
Winona, MS 38967
Pamela Hardiman, Bays Realty & Co., My State MLS
0.52 ACRES
$275,000
3 bd
2 ba
2,600 sqft
106 Hampton St,
Winona, MS 38967
Kyle Cravens, Cravens Properties, LLC, My State MLS
0.3 ACRES
$119,000
3 bd
2 ba
1,315 sqft
302 Braswell Dr,
Winona, MS 38967
Kyle Cravens, Cravens Properties, LLC, My State MLS
0.39 ACRES
$121,000
3 bd
2 ba
1,756 sqft
501 Whitehead Dr,
Winona, MS 38967
TENHET REAL ESTATE
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