166 Upton Rd, Winston Salem, NC 27107
OFF MARKET

166 Upton Rd
Winston Salem, NC 27107

  • 3 Beds
  • 2 Baths
  • 1,400 sqft (on 1.22 acres)

$294,400

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $1,757/mo*
Refinance Your Home

$294,400

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $1,757/mo*
Refinance Your Home
3 Beds
2 Baths
1,400 sqft
(on 1.22 acres)

Local Information

  • Map ViewExplore the area around 166 Upton Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1978
Lot Size
1.22 acres
Living Area
1,400 sqft
Price/Sqft
$210
Parking
Garage

About this House

This single-family home is located at 166 Upton Rd, Winston Salem, NC. 166 Upton Rd is in Winston Salem, NC and in ZIP code 27107. This property has 3 bedrooms, 2 bathrooms and approximately 1,400 sqft of floor space. This property has a lot size of 1.22 acres and was built in 1978.
166 Upton Rd, Winston Salem, NC 27107 is a 3 bedroom, 2 bathroom, 1,400 sqft single-family home built in 1978. It last sold for $100,000 on May 3, 2002. It is currently off market. The Trulia Estimate is $294,400, with a rent estimate of $1,571/month.

Home Details for 166 Upton Rd

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Other, Carpet, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: MetalExterior: BrickFoundation Type: Footing
Parking & Garage
GarageParking: Carport, Garage Attached

Property Information

Year Built
Year Built: 1978Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1.22 acres

Price History for 166 Upton Rd

DatePriceEventSource
05/03/2002$100,000Sold
N/A

Market trends in Winston-Salem

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$267K
$10KMoM
Sale-to-List Price
99.1%
0.4%MoM
Price per sq ft
$166
$3MoM
Available listings
1047
50MoM
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Property Tax and Assessment

Year2025
Tax$1,396
Assessment$183,650
Home facts updated by county records

Comparable Sales for 166 Upton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
639 Georgetown Rd, Winston Salem, NC
0.57
Single-Family Home
$340,000
03/02/26
3
2
1,425
8827 Nc Highway 109, Winston Salem, NC
0.48
Single-Family Home
$400,000
06/15/26
3
2
2,454
8827 N State Highway 109, Winston Salem, NC
0.48
Single-Family Home
$400,000
06/15/26
3
2
2,454
474 Lisa Ln, Winston Salem, NC
0.74
Single-Family Home
$345,000
05/29/26
4
2
1,764
439 Lisa Ln, Winston Salem, NC
0.81
Single-Family Home
$355,500
12/30/25
4
2
1,764
400 Lisa Ln, Winston Salem, NC
0.79
Single-Family Home
$355,500
12/19/25
4
2
1,764
577 Forest Creek Dr, Winston Salem, NC
0.83
Single-Family Home
$343,000
05/28/26
4
2
1,764
496 Lisa Ln, Winston Salem, NC
0.73
Single-Family Home
$385,000
03/31/26
3
2.5
2,340
298 Apache Dr, Winston Salem, NC
0.94
Single-Family Home
$321,000
03/13/26
3
2
1,785
340 Lisa Ln, Winston Salem, NC
0.83
Single-Family Home
$350,000
01/15/26
4
2
1,764

Nearby homes

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Assigned Schools

These are the assigned schools for 166 Upton Rd.
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

At least 1045 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
    "Great neighborhood. "
    0
    Flag
  • Yybq4h9nxz
    "Easy access to downtown, schools and highway for longer commutes. Can walk to some locations, like the park some schools and shops."
    0
    Flag
  • Hannah Frey
    "Most of my neighbors have dogs so this neighborhood is very dog friendly so there’s nothing any dog owners would hate"
    0
    Flag
  • Lydia Acety
    "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
    Flag
  • Whgf2dztq6
    "Best little big town there is. I live in West End / downtown and plenty to do within walking distance every weekend."
    0
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  • Jon
    "Near schools but also near transitional neighborhoods and also million dollar homes Lots of walkers "
    1
    Flag
  • Maria Coleman
    "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
    "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
    Flag
  • B69yzy4bvf
    "It was easy commute with great experience and great service to the neighborhood great people. Easy access to transportation "
    0
    Flag
  • Tqmgnr6c7w
    "Everything about Winston salem is unique. The buildings , the people the environment . Everything is perfect "
    0
    Flag
  • Lydia Acety
    "I lived in this neighborhood for one year it is a very tranquil area the neighbors are nice. The atmosphere is very nice."
    0
    Flag
  • Jon
    "Annual July 4 celebration and Christmas street lighting School system events like basketball, football and baseball "
    0
    Flag
  • Nicole Cofield
    "Lots of people have dogs in the neighborhood, but many are not leashed or contained within electric or standard fences. "
    0
    Flag
  • Trulia User
    "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
    "July 4th picnic Candles on road at Christmas Friendly block parties Good neighbors Annual Christmas party "
    0
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  • Prophetharvey21
    "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
    Flag
  • Cjswife2
    "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
    "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
    Flag
  • Trulia User
    "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
    "There are lots of dog owners in the neighborhood. Many nice areas to walk your dog and friendly neighbors."
    0
    Flag
  • Trulia User
    "safety is the most important keep your kids safe and comfortable comfortability is a big must for the most part "
    0
    Flag
  • Trulia User
    "Most people let their dogs run loose and people speed up and down the street and there’s always shooting."
    3
    Flag
  • Trulia User
    "Neighborhood appears well kept, houses are nice and people seem friendly. The little are where there are businesses seems nice as well."
    0
    Flag
  • Trulia User
    "very dog friendly! only problem is two busy roads but fine as long as they're leased and kept an eye on!"
    0
    Flag
  • Trulia User
    "Elementary and Middle School events. There is a neighborhood swimming pool. there's a pop warner football team that practices at the school."
    0
    Flag
  • Trulia User
    "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
    "it's great and pretty and very convenient for day to day living. pet friendly and generally safe. "
    0
    Flag
  • Trulia User
    "lots of traffic in the area, Calvary has a day school if desired. "
    0
    Flag
  • Trulia User
    "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
    "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
    "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.
    "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
    "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
    "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
    "Love living downtown next to restaurants and other fun things. Most thing are within walking distab l"
    0
    Flag
  • Trulia User
    "There are many families in the neighborhood and it makes it feel like home, specially in the summer time."
    1
    Flag
  • Trulia User
    "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
    "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.
    "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.
    "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
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Apartments for Rent

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Homes for sale near 166 Upton Rd

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Off Market Homes Near 166 Upton Rd

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