Are yards well-kept in Bailey, NC?

As of early 2026, 100% of users say yards are well-kept

Do kids play outside in Bailey, NC?

As of early 2026, 100% of users say kids play outside

Is parking easy in Bailey, NC?

As of early 2026, 92% of users say parking is easy

Does Bailey, NC show holiday spirit?

As of early 2026, 82% of users say there's holiday spirit

Is a car needed in Bailey, NC?

As of early 2026, 78% of users say car is needed

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

Would people walk alone at night in Bailey, NC?

As of early 2026, 64% of users say people would walk alone at night

Are neighbors friendly in Bailey, NC?

As of early 2026, 59% of users say neighbors are friendly

Is Bailey, NC dog-friendly?

As of early 2026, 50% of users say it's dog friendly

Do residents of Bailey, NC 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 Bailey, NC walkable to restaurants?

As of early 2026, 44% of users say it's walkable to restaurants

Are the streets well-lit in Bailey, NC?

As of early 2026, 44% of users say streets are well-lit

Is Bailey, NC walkable to grocery stores?

As of early 2026, 40% of users say it's walkable to grocery stores

Are there community events in Bailey, NC?

As of early 2026, 38% of users say there are community events

Is there wildlife in Bailey, NC?

As of early 2026, 20% of users say there's wildlife

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

Middlesex is currently a buyer's market, based on recent for-sale activity.

What do residents say about Middlesex?

Residents describe Middlesex, NC as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Middlesex, NC .

What are the closest schools to Winters Rd?

The closest schools to Winters Rd in Middlesex, NC are Bailey Elementary (Pre-K, rated 5/10), Southern Nash High (rated 4/10), Southern Nash Middle (rated 8/10).

How big is the lot at Winters Rd?

The lot at Winters Rd in Middlesex, NC is about 11.8 acres .

OFF MARKET

$38,650

Tax assessed value

Studio

Winters Rd, Middlesex, NC 27557

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
7167 Adolph Rd, Bailey, NC	0.26	Single-Family Home	$190,000	05/13/26	3	1	1,760
8606 Strickland Rd, Middlesex, NC	0.80	Single-Family Home	$200,000	12/12/25	4	3	2,052
6906 Fire Tower Road, Bailey, NC	1.18	Single-Family Home	$499,000	11/10/25	4	3	2,446
6862 Fire Tower Rd, Bailey, NC	1.19	Single-Family Home	$408,900	02/25/26	3	2.5	2,148
6800 Fire Tower Rd, Bailey, NC	1.18	Single-Family Home	$399,900	03/19/26	4	2.5	2,245
5988 Frazier Road, Bailey, NC	1.30	Single-Family Home	$185,000	10/21/25	3	1	1,552
6786 Fire Tower Road, Bailey, NC	1.25	Single-Family Home	$449,000	02/23/26	3	2.5	2,316
7243 Brittany Drive, Bailey, NC	1.28	Single-Family Home	$248,000	08/07/26	3	2	1,484
5870 Hoyt Rd, Middlesex, NC	1.73	Single-Family Home	$790,000	09/25/26	4	3.5	3,743
7589 Bray Rd, Bailey, NC	1.46	Single-Family Home	$309,900	02/23/26	3	2	2,250

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
5935 Winters Rd, Middlesex, NC 27557	0.00	-	-	-	-	Off Market
Winters Rd, Middlesex, NC 27557	0.00	-	-	-	-	Off Market
Winters Rd, Middlesex, NC 27557	0.00	-	Studio	-	-	Off Market
Winters Rd, Middlesex, NC 27557	0.00	-	-	-	-	Off Market
5955 Winters Rd, Middlesex, NC 27557	0.04	-	-	-	-	Off Market
7809 Strickland Rd, Bailey, NC 27807	0.04	$275,600	3	2.5	1,784	Off Market
5975 Winters Rd, Middlesex, NC 27557	0.06	$170,600	3	2	1,196	Off Market
5995 Winters Rd, Middlesex, NC 27557	0.08	-	Studio	-	-	Off Market
7749 Strickland Road, Bailey, NC 27807	0.11	$219,600	3	2	1,459	Off Market
7856 Strickland Rd, Bailey, NC 27807	0.12	-	3	1	1,260	Off Market
6035 Winters Rd, Middlesex, NC 27557	0.12	$24,000	-	-	-	Recently Sold
7729 Strickland Rd, Bailey, NC 27807	0.13	$110,900	2	1	784	Off Market
7765 Strickland Rd, Middlesex, NC 27807	0.14	-	-	-	-	Off Market
6055 Winters Rd, Middlesex, NC 27557	0.14	-	3	2	2,052	Off Market
7713 Strickland Rd, Bailey, NC 27807	0.16	$166,900	3	2	1,296	Off Market
7908 Strickland Rd, Middlesex, NC 27557	0.16	$244,200	4	2	2,465	Off Market
6075 Winters Rd, Middlesex, NC 27557	0.17	-	-	-	-	Off Market
7809 Strickland Rd, Bailey, NC 27807	0.17	-	-	-	-	Off Market
Strickland Rd, Middlesex, NC 27557	0.18	-	-	-	-	Off Market
7266 Adolph Rd, Bailey, NC 27807	0.18	-	2	1	936	Off Market

Local Information

Map ViewExplore the area around Winters Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

11.83 acre lot

About this House

This single-family home is located at Winters Rd, Middlesex, NC. Winters Rd is in Middlesex, NC and in ZIP code 27557. This property has a lot size of 11.83 acres.

Winters Rd, Middlesex, NC 27557 is a studio single-family home. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,336/month.

Home Details for Winters Rd

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 11.83 acres

Price and Tax history

Year	Property tax	Tax assessment
2024	$50	$38,650

Home facts updated by county records

Additional Cost

Market trends in Bailey

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Sourced by Trulia Market Trends

Around this home

Bailey Elementary
PK-5
Public
560 Students
Nash County Public Schools
5/10
GreatSchools Rating
Parent Rating Average
This school is awesome. I wish I could go back because it was so great and fun and I had a great learning experience, especially with the teachers and students. ouldn't have been better.
Student Review
8y ago
3 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 Bailey

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.

82% say there's holiday spirit
59% say neighbors are friendly
38% say there are community events

Trulia Trick or TreatStart Ghost Hunt

At least 8 Trulia users voted on each feature.

100 % Say yards are well-kept
100 % Say kids play outside
92 % Say parking is easy
82 % Say there's holiday spirit
78 % Say car is needed
75 % Say it's quiet
64 % Say people would walk alone at night
59 % Say neighbors are friendly
50 % Say it's dog friendly
50 % Say they plan to stay for at least 5 years
44 % Say it's walkable to restaurants
44 % Say streets are well-lit
40 % Say it's walkable to grocery stores
38 % Say there are community events
20 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.

Teena Padilla
Resident
2mo ago
"The neighbors on this street live far apart from each other. Everyone has huge yards. It’s a small community but there’s a grocery store and gas station less than three miles away. "
0
Flag
Metalneckgal
Resident
8y ago
"Even though it's small, rural and laid back, please teach your children to stop and look both ways before wm crossing the street"
6
Flag
Cathy C.
16y ago
"I live in the area and I love the school they go above and beyond for you. There are close by gas stations and grocery stores around the corner (2 miles). Everyone in the neighborhood knows our pets and are very nice and kid friendly. Very rarely any traffic maybe 5 cars. Although there are very little resturants, parks, and nightlife we are 45 minutes from rockymount, raleigh, and greenville! "
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about Winters Rd

Is Middlesex a buyer's or seller's market?
Middlesex is currently a buyer's market, based on recent for-sale activity.
What do residents say about Middlesex?
Residents describe Middlesex, NC as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Middlesex, NC.
What are the closest schools to Winters Rd?
The closest schools to Winters Rd in Middlesex, NC are Bailey Elementary (Pre-K, rated 5/10), Southern Nash High (rated 4/10), Southern Nash Middle (rated 8/10).
How big is the lot at Winters Rd?
The lot at Winters Rd in Middlesex, NC is about 11.8 acres.

Explore by feature - Washer/dryer

PET FRIENDLY
$1,849/mo
3 bd
2 ba
1,479 sqft
33 Abba Cir,
Middlesex, NC 27557
$1,600/mo
3 bd
2 ba
6017 Mount Pleasant Rd,
Bailey, NC 27807
APPLY INSTANTLY
PET FRIENDLY
$2,200/mo
Total price
4 bd
2.5 ba
1,880 sqft
183 Northview Dr,
Middlesex, NC 27557
NEW - 2 DAYS AGO
PET FRIENDLY
$2,300/mo
3 bd
2 ba
1,350 sqft
9161 Ava Dr,
Bailey, NC 27807
PET FRIENDLY
$1,600/mo
3 bd
1 ba
3667 Rocky Cross Rd,
Middlesex, NC 27557

Apartments for Rent

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Off Market Homes Near Winters Rd

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SOLD
OCT 19, 2026
$220,000
3 bd
2 ba
1,404 sqft
9111 Pace Road,
Bailey, NC 27807
Chesson Agency, eXp Realty
SOLD
OCT 12, 2026
$289,900
3 bd
2 ba
1,365 sqft
9043 Phoenix Ct,
Middlesex, NC 27557
SOLD
OCT 9, 2026
$350,000
3 bd
2 ba
1,644 sqft
7507 Squirrel Den Road,
Bailey, NC 27807
Coldwell Banker HPW Raleigh Midtown
SOLD
OCT 8, 2026
$275,000
3 bd
2 ba
1,668 sqft
3128 Prophecy Road,
Middlesex, NC 27557
Bill Brantley Realty, LLC
SOLD
OCT 8, 2026
$310,000
3 bd
2 ba
1,600 sqft
4067 Needham Rd,
Bailey, NC 27807
SOLD
SEP 28, 2026
$38,660
9137 Byron Court,
Bailey, NC 27807
Continental Real Estate Group
SOLD
SEP 25, 2026
$790,000
4 bd
3.5 ba
3,743 sqft
5870 Hoyt Rd,
Middlesex, NC 27557
SOLD
SEP 24, 2026
$32,000
Baldy Hill Rd,
Middlesex, NC 27557
SOLD
SEP 24, 2026
$239,900
3 bd
3.5 ba
2,417 sqft
12137 Oak Avenue,
Bailey, NC 27807
Chesson Agency, eXp Realty
SOLD
SEP 24, 2026
$338,900
4 bd
2 ba
2,001 sqft
8919 Ava Dr,
Bailey, NC 27807
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