Is a car needed in Winston-Salem, NC?

As of early 2026, 86% of users say car is needed

Is parking easy in Winston-Salem, NC?

As of early 2026, 80% of users say parking is easy

Is Winston-Salem, NC dog-friendly?

As of early 2026, 79% of users say it's dog friendly

Are yards well-kept in Winston-Salem, NC?

As of early 2026, 74% of users say yards are well-kept

Does Winston-Salem, NC show holiday spirit?

As of early 2026, 72% of users say there's holiday spirit

Do kids play outside in Winston-Salem, NC?

As of early 2026, 64% of users say kids play outside

Is Winston-Salem, NC quiet?

As of early 2026, 62% of users say it's quiet

Would people walk alone at night in Winston-Salem, NC?

As of early 2026, 55% of users say people would walk alone at night

Are the streets well-lit in Winston-Salem, NC?

As of early 2026, 53% of users say streets are well-lit

Are neighbors friendly in Winston-Salem, NC?

As of early 2026, 52% of users say neighbors are friendly

Is there wildlife in Winston-Salem, NC?

As of early 2026, 49% of users say there's wildlife

Do residents of Winston-Salem, NC plan to stay at least 5 years?

As of early 2026, 48% of users say they plan to stay for at least 5 years

Does Winston-Salem, NC have sidewalks?

As of early 2026, 47% of users say there are sidewalks

Is Winston-Salem, NC walkable to grocery stores?

As of early 2026, 41% of users say it's walkable to grocery stores

Is Winston-Salem, NC walkable to restaurants?

As of early 2026, 35% of users say it's walkable to restaurants

Are there community events in Winston-Salem, NC?

As of early 2026, 28% of users say there are community events

What is 442 Wayside Dr estimated to be worth?

Trulia's estimated value for 442 Wayside Dr in Winston Salem, NC is $50,000 .

What is the price history for 442 Wayside Dr?

442 Wayside Dr in Winston Salem, NC last sold for $50,000 in June 2026.

Is Winston Salem a buyer's or seller's market?

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

What's the median sale price in Winston Salem?

The median sale price in Winston Salem is $268K. That is down $3.33K from the prior month.

How big is the lot at 442 Wayside Dr?

The lot at 442 Wayside Dr in Winston Salem, NC is about 0.28 acres (12,196 sq ft).

SOLD

JUN 5, 2026

$50,000

Trulia Estimate

4 Beds
2 Baths
3,300 sqft (on 0.28 acres)

442 Wayside Dr, Winston Salem, NC 27107

Est. Refi. Payment $377/mo*

Refinance Your Home

Currently Off Market - Sold Jun 5, 2026 for $50,000

Home Value

Trulia Estimate

$50K

Since last month

$0 (0%)

Since last year

$206K (-80.4%)

Since last sale

$100 (+0.2%)

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 decreased by -65% in the last 10 years

Month	Estimated value
2026
October 2026	$50K
September 2026	$50K
August 2026	$50K
July 2026	$50K
June 2026	$50K
May 2026	$206K
April 2026	$196K
March 2026	$197K
February 2026	$204K
January 2026	$198K
2025
December 2025	$202K
November 2025	$213K
October 2025	$256K
September 2025	$257K
August 2025	$263K
July 2025	$264K
June 2025	$186K
May 2025	$192K
April 2025	$182K
March 2025	$201K
February 2025	$201K
January 2025	$196K
2024
December 2024	$182K
November 2024	$176K
October 2024	$213K
September 2024	$251K
August 2024	$259K
July 2024	$261K
June 2024	$266K
May 2024	$269K
April 2024	$264K
March 2024	$254K
February 2024	$253K
January 2024	$240K
2023
December 2023	$240K
November 2023	$244K
October 2023	$245K
September 2023	$252K
August 2023	$250K
July 2023	$248K
June 2023	$242K
May 2023	$249K
April 2023	$242K
March 2023	$185K
February 2023	$189K
January 2023	$222K
2022
December 2022	$226K
November 2022	$231K
October 2022	$192K
September 2022	$204K
2020
August 2020	$240K
July 2020	$236K
June 2020	$233K
May 2020	$235K
April 2020	$232K
March 2020	$232K
February 2020	$234K
January 2020	$232K
2019
December 2019	$229K
November 2019	$234K
October 2019	$245K
September 2019	$246K
August 2019	$250K
July 2019	$255K
June 2019	$256K
May 2019	$243K
April 2019	$239K
March 2019	$241K
February 2019	$237K
January 2019	$223K
2018
December 2018	$222K
November 2018	$230K
October 2018	$230K
September 2018	$227K
August 2018	$220K
July 2018	$197K
June 2018	$223K
May 2018	$218K
April 2018	$198K
March 2018	$203K
February 2018	$218K
January 2018	$241K
2017
December 2017	$188K
November 2017	$175K
October 2017	$178K
September 2017	$177K
August 2017	$168K
July 2017	$158K
June 2017	$170K
May 2017	$165K
April 2017	$166K
March 2017	$159K
February 2017	$158K
January 2017	$149K
2016
December 2016	$139K
November 2016	$149K
October 2016	$143K

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
301 Bedford Park Dr, Winston Salem, NC	0.05	Single-Family Home	$235,000	11/20/25	3	2	1,420
467 Bedford Knoll Dr, Winston Salem, NC	0.32	Single-Family Home	$239,000	09/21/26	3	2	1,618
313 Water Lily Cir, Winston Salem, NC	0.31	Single-Family Home	$300,000	07/02/26	4	2.5	2,138
176 Wayside Dr, Winston Salem, NC	0.42	Single-Family Home	$100,000	05/14/26	4	2	2,886
411 Motif Ln, Winston Salem, NC	0.38	Single-Family Home	$315,000	03/31/26	4	3	1,814
411 Motif Ln, Winston Salem, NC	0.38	Single-Family Home	$315,000	03/31/26	4	2.5	1,814
3400 Tinley Park Dr, Winston Salem, NC	0.31	Single-Family Home	$221,000	05/26/26	3	2	1,273
307 Wayside Dr, Winston Salem, NC	0.30	Single-Family Home	$225,000	08/31/26	2	2	1,139
155 Meadowsweet Ct, Winston Salem, NC	0.41	Single-Family Home	$340,000	12/11/25	5	3.5	2,740

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
3610 Bedford Park Ct, Winston Salem, NC 27107	0.02	$291,700	4	2.5	2,240	Off Market
3605 Bedford Park Ct, Winston Salem, NC 27107	0.03	$303,200	4	3	2,672	Off Market
306 Bedford Park Dr, Winston Salem, NC 27107	0.03	$211,400	3	2	1,194	Off Market
3590 Morning Mist Rd, Winston Salem, NC 27107	0.03	$205,500	3	3	1,194	Off Market
445 Wayside Dr, Winston Salem, NC 27107	0.04	$224,800	3	1	1,211	Off Market
3615 Bedford Park Ct, Winston Salem, NC 27107	0.04	$291,700	4	3	2,400	Off Market
301 Bedford Park Dr, Winston Salem, NC 27107	0.05	$227,900	3	2	1,420	Off Market
312 Bedford Park Dr, Winston Salem, NC 27107	0.05	$229,800	3	2	1,408	Off Market
3545-3590 Morning Mist Rd, Winston Salem, NC 27107	0.05	-	Studio	-	-	Off Market
3545-3590 Morning Mist Rd, Winston Salem, NC 27107	0.05	-	Studio	-	-	Off Market
3580 Morning Mist Rd, Winston Salem, NC 27107	0.05	$231,700	3	2	1,192	Off Market
3585 Morning Mist Rd, Winston Salem, NC 27107	0.05	$223,300	3	2	1,096	Off Market
307 Bedford Park Dr, Winston Salem, NC 27107	0.05	$253,200	3	2.5	1,675	Off Market
3570 Morning Mist Rd, Winston Salem, NC 27107	0.06	$244,700	3	2	1,392	Off Market
3575 Morning Mist Rd, Winston Salem, NC 27107	0.06	$243,400	4	2	1,325	Off Market
3601 Evanston Way, Winston Salem, NC 27107	0.06	$271,100	5	3	2,160	Off Market
400 Bedford Park Dr, Winston Salem, NC 27107	0.06	$253,500	4	3	1,944	Off Market
466 Wayside Dr, Winston Salem, NC 27107	0.06	$174,400	2	1	638	Off Market
415 Wayside Dr, Winston Salem, NC 27107	0.07	$76,700	1	1	728	Off Market
3630 Bedford Park Ct, Winston Salem, NC 27107	0.07	$279,200	4	3	1,794	Off Market

Local Information

Map ViewExplore the area around 442 Wayside Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1935

0.28 acre lot

3,300 sqft

$15/sqft

About this House

What's unique:Brick frontHuge bonusGreat locationOpen spacesLarge den upstairsTile floors

CASH ONLY SALE! Make an offer! This home will be a great flip home for an investor or add your personal touches and make it your personal home. Tons of SF and possibilities in this home but there is NO heating or A/C so it will need to be a cash sale only! Brick Front! Tons of space, there is two brs & full bath on the main, Huge Bonus is located up stairs w/a deck off the front & back, could be used as a primary br if a closet was added to the space, tile floors on main in kit, dining, bathroom & living room. Large den upstairs that separates the two brs, would be ideal if someone had extended guest staying over or just need privacy spaces in your home. Bay window in Den upstairs & DR, The home needs a total rehab, cleaning up but will make a great home or perfect for a investor. Lots of potential & open spaces, Great location, minutes from downtown Kernersville or Winston Sold "AS IS" buyer to verify info. AGENTS "READ!" AGENT ONLY remarks, NO assignment sales.

442 Wayside Dr, Winston Salem, NC 27107 is a 4 bedroom, 2 bathroom, 3,300 sqft single-family home built in 1935. It last sold for $50,000 on Jun 5, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $50,000, with a rent estimate of $1,712/month.

Home Details for 442 Wayside Dr

Interior Features
Heating & Cooling Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 9
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: Brick

Property Information
Year Built Year Built: 1935
Property Type / Style Property Type: Single Family HomeArchitecture: conventional

Price & Status
Price Price Per Sqft: $15/sqft

Community
Units in Building: 1

Lot Information
Lot Area: 0.28 acres

Price and Tax history

Date	Event	Price
Jun 5, 2026 Source: N/A	Sold	$50,000
Feb 21, 2023 Source: RE/MAX International	ListingRemoved
Sep 29, 2022 Source: Triad MLS #1082530	PriceChange	$189,900 Price decreased by 5%
Aug 31, 2022 Source: Triad MLS #1082530	Listed For Sale	$199,900
Jul 1, 2005 Source: N/A	Sold	$35,000
Nov 24, 1998 Source: Triad MLS #W100487	Sold	$40,000

Year	Property tax	Tax assessment
2025	$194	$17,600

Additional Cost

Market trends in Winston-Salem

Last updated September 2026

Avg. sale price

$268K

$3.33KMoM

Sale-to-List Price

98.6%

0.2%MoM

Price per sq ft

$164

$1MoM

Available listings

1131

14MoM

Sourced by Trulia Market Trends

Around this home

Smith Farm Elementary School
PK-5
Public
404 Students
Winston Salem & Forsyth County School District
5/10
GreatSchools Rating
Parent Rating Average
I would encourage parents to keep their children away from this school. Not only they fail often providing education to my kids, but they are also often aggressive when you try to obtain information, the front office lady, Renata Robinson is rude and disrespectful, every time I left correspondence for the teachers in a sealed envelope, she would open it in front of me and read the content, she is mean to little kids and often scared them. When it comes to children that need mental support, they do not help you, they lack the tools and resources to help your children when they need regulation, they will tell you about "resources" to be implemented to help your kid succeed but they never apply them.Stay away from this school.
Parent Review
3w ago
16 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 Winston-Salem

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.

72% say there's holiday spirit
52% say neighbors are friendly
47% say there are sidewalks

Trulia Trick or TreatStart Ghost Hunt

At least 1046 Trulia users voted on each feature.

86 % Say car is needed
80 % Say parking is easy
79 % Say it's dog friendly
74 % Say yards are well-kept
72 % Say there's holiday spirit
64 % Say kids play outside
62 % Say it's quiet
55 % Say people would walk alone at night
53 % Say streets are well-lit
52 % Say neighbors are friendly
49 % Say there's wildlife
48 % Say they plan to stay for at least 5 years
47 % Say there are sidewalks
41 % Say it's walkable to grocery stores
35 % Say it's walkable to restaurants
28 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Trulia User
Prev. Resident
3mo ago
"Great neighborhood. "
0
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Yybq4h9nxz
Resident
4mo ago
"Easy access to downtown, schools and highway for longer commutes. Can walk to some locations, like the park some schools and shops."
0
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Hannah Frey
Resident
4mo ago
"Most of my neighbors have dogs so this neighborhood is very dog friendly so there’s nothing any dog owners would hate"
1
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Lydia Acety
Resident
4mo ago
"It’s a long commute but it’s like an adventure and the buses run great around here and the neighborhood is very quiet been here for 2 yrs and wouldn’t change it hope to be here longer"
0
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Whgf2dztq6
Resident
6mo ago
"Best little big town there is. I live in West End / downtown and plenty to do within walking distance every weekend."
1
Flag
Jon
Resident
1y ago
"Near schools but also near transitional neighborhoods and also million dollar homes Lots of walkers "
1
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Maria Coleman
Resident
1y ago
"It’s a brand new subdivision that’s very diversified. It’s always clean and the children get along great!!!"
0
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Bessy Garcia
Resident
1y ago
"In the area that I live in the public transportation is at least a mile away. The neighbors are very friendly and always greet you. It is very pet friendly as well."
0
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B69yzy4bvf
Resident
1y ago
"It was easy commute with great experience and great service to the neighborhood great people. Easy access to transportation "
0
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Tqmgnr6c7w
Visitor
1y ago
"Everything about Winston salem is unique. The buildings , the people the environment . Everything is perfect "
0
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Lydia Acety
Resident
1y ago
"I lived in this neighborhood for one year it is a very tranquil area the neighbors are nice. The atmosphere is very nice."
0
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Jon
Resident
2y ago
"Annual July 4 celebration and Christmas street lighting School system events like basketball, football and baseball "
0
Flag
Nicole Cofield
Resident
2y ago
"Lots of people have dogs in the neighborhood, but many are not leashed or contained within electric or standard fences. "
0
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Trulia User
Resident
2y ago
"Mostly small businesses and medical care facilities but there is some of us that stay here that have small homes that are usually single family homes but great area and safe and clean. "
0
Flag
Jon
Resident
2y ago
"July 4th picnic Candles on road at Christmas Friendly block parties Good neighbors Annual Christmas party "
0
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Prophetharvey21
Resident
2y ago
"Dog owners would like the closeness to downtown and the walkways downtown. Dog owners would not like that this neighborhood is home to shootouts and drive-bys"
0
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Cjswife2
Resident
2y ago
"The area is quiet and family friendly while there isn’t a park in my neighborhood there are parks , outdoor rec spaces very close to take the kids and play ,walk, hike boat or fish "
0
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Mary Peterson
Resident
2y ago
"Homeless and drunks frequently walk back and forth between 1st St and the YMCA. The park area and West End in general has become increasingly dangerous over the past couple years. "
0
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Trulia User
Resident
2y ago
"I am not sure what is important. I think it is safe. There appears to be a good neighborly vibe in the neighborhood. "
0
Flag
Trulia User
Resident
2y ago
"There are lots of dog owners in the neighborhood. Many nice areas to walk your dog and friendly neighbors."
0
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Trulia User
Prev. Resident
2y ago
"safety is the most important keep your kids safe and comfortable comfortability is a big must for the most part "
0
Flag
Trulia User
Resident
3y ago
"Most people let their dogs run loose and people speed up and down the street and there’s always shooting."
3
Flag
Trulia User
Visitor
3y ago
"Neighborhood appears well kept, houses are nice and people seem friendly. The little are where there are businesses seems nice as well."
0
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Trulia User
Resident
3y ago
"very dog friendly! only problem is two busy roads but fine as long as they're leased and kept an eye on!"
0
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Trulia User
Prev. Resident
3y ago
"Elementary and Middle School events. There is a neighborhood swimming pool. there's a pop warner football team that practices at the school."
0
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Trulia User
Resident
3y ago
"Convenient to drive just about anywhere, stores, doctors, etc. Most neighbors keep to themselves. I wouldn’t feel safe walking at night but do in the daytime. "
1
Flag
Trulia User
Resident
3y ago
"it's great and pretty and very convenient for day to day living. pet friendly and generally safe. "
0
Flag
Trulia User
Resident
3y ago
"lots of traffic in the area, Calvary has a day school if desired. "
0
Flag
Trulia User
Resident
3y ago
"I love my neighbors here. It is a very safe and quiet neighborhood. We love that everyone watches out for everyone got cameras!!"
0
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Trulia User
Prev. Resident
3y ago
"Nothing at all, it can be a lot of improvement to the neighborhood. like speed bumps, cars are going fast."
0
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Trulia User
Resident
3y ago
"I've lived in this neighborhood most of my life. It's home. People still show respect towards each other here. "
0
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Selena S.
Prev. Resident
4y ago
"Very nice 😊 lace to leave but nothing for kids to do. They use to put up the basketball goals and then take it down if too many kids gathered. pool excellent size. keep in mind it’s older neighborhood and lot of the owners and HOA members frown upon the renters"
1
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Trulia User
Prev. Resident
4y ago
"Park there's a Quarry Park, golf course, and recreation center all on in the same location. real The recreation center has playgrounds, grills,tennis court, basketball court (inside and outside), a shelters, and a swimming pool. The lake is down the street. You can also fish as well. There's a trail that goes around the lake and pass the golf course."
3
Flag
Trulia User
Prev. Resident
4y ago
"I drive everywhere that I go. There's several hwy around here, and it's close to Peter's Creek Pkwy, south park shopping center and Hanes mall. "
0
Flag
Trulia User
Resident
4y ago
"Love living downtown next to restaurants and other fun things. Most thing are within walking distab l"
0
Flag
Trulia User
Resident
4y ago
"There are many families in the neighborhood and it makes it feel like home, specially in the summer time."
1
Flag
Trulia User
Resident
5y ago
"Afternoon backyard talks, watching out for each other’s pets and kids on the street, and proximity to wake forest soccer games. "
0
Flag
Trulia User
Resident
5y ago
"Swim meets at the town pool. Community group that keeps up with the signage at our entrances. It's just a nice area to walk around in. "
0
Flag
Adam S.
Resident
5y ago
"Ardmore is a great community. People are always out and about, walking dogs, getting coffee; grabbing groceries... everything is so accessible and being so close to Miller Park is amazing too. "
3
Flag
B G.
Resident
6y ago
"No know community events in the immediate area, however just a few miles down Country Club Rd in Lewisville there is a farmers market as well as a community flea market on the weekends during the warmer months of the year."
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 442 Wayside Dr

What is 442 Wayside Dr estimated to be worth?
Trulia's estimated value for 442 Wayside Dr in Winston Salem, NC is $50,000.
What is the price history for 442 Wayside Dr?
442 Wayside Dr in Winston Salem, NC last sold for $50,000 in June 2026.
Is Winston Salem a buyer's or seller's market?
Winston Salem is currently a buyer's market, based on recent for-sale activity.
What's the median sale price in Winston Salem?
The median sale price in Winston Salem is $268K. That is down $3.33K from the prior month.
How big is the lot at 442 Wayside Dr?
The lot at 442 Wayside Dr in Winston Salem, NC is about 0.28 acres (12,196 sq ft).