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

As of early 2026, 100% of users say streets are well-lit

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

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

Is a car needed in Skyland, Winston-Salem, NC?

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

Is parking easy in Skyland, Winston-Salem, NC?

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

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

As of early 2026, 67% of users say they plan to stay for at least 5 years

Is there wildlife in Skyland, Winston-Salem, NC?

As of early 2026, 63% of users say there's wildlife

Are neighbors friendly in Skyland, Winston-Salem, NC?

As of early 2026, 53% of users say neighbors are friendly

Is Skyland, Winston-Salem, NC walkable to grocery stores?

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

Does Skyland, Winston-Salem, NC show holiday spirit?

As of early 2026, 40% of users say there's holiday spirit

Is Skyland, Winston-Salem, NC quiet?

As of early 2026, 33% of users say it's quiet

Are there community events in Skyland, Winston-Salem, NC?

As of early 2026, 33% of users say there are community events

Does Skyland, Winston-Salem, NC have sidewalks?

As of early 2026, 33% of users say there are sidewalks

Do kids play outside in Skyland, Winston-Salem, NC?

As of early 2026, 25% of users say kids play outside

Is Skyland, Winston-Salem, NC walkable to restaurants?

As of early 2026, 17% of users say it's walkable to restaurants

OFF MARKET

Flag St
Winston salem, NC 27101

Skyland

(on 0.51 acres)

Local Information

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

-- mins to

Commute Destination

Description

Flag St is in the Skyland neighborhood in Winston salem, NC and in ZIP code 27101. This property has a lot size of 0.51 acres.

Flag St, Winston salem, NC 27101 is a unknown in Skyland. It last sold for $28,500 on Dec 30, 2020. It is currently off market. The Trulia Estimate rent is $982/month.

Home Highlights

Parking

No Info

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for Flag St

Property Information
Property Type / Style Property Type: Unknown

Lot Information
Lot Area: 0.51 acres

Price History for Flag St

Date	Price	Event	Source
12/30/2020	$28,500	Sold	N/A
Recording Date 12/30/2020 Contract Date 12/30/2020 County Transfer Tax N/A Total Transfer Tax $1
06/11/2010	$16,500	Sold	N/A
Recording Date 06/11/2010 Contract Date 06/10/2010 County Transfer Tax N/A Total Transfer Tax $33

Market trends in Winston-Salem

Last updated May 2026

Avg. sale price

$257K

$5.58KMoM

Sale-to-List Price

98.7%

0.5%MoM

Price per sq ft

$163

$7MoM

Available listings

996

7MoM

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Property Tax and Assessment

Year	2021
Tax
Assessment	$13,800

Home facts updated by county records

Comparable Sales for Flag St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
140 Rankin St, Winston Salem, NC	0.18	Single-Family Home	$75,000	06/16/26	2	1	980
2225 E 1st St, Winston Salem, NC	0.25	Single-Family Home	$180,500	08/11/25	2	1	894
2653 Belews Creek Rd, Winston Salem, NC	0.08	Single-Family Home	$130,000	07/31/25	3	1	1,011
118 Rankin St, Winston Salem, NC	0.18	Single-Family Home	$237,500	03/16/26	4	3	1,634
108 Hicks St, Winston Salem, NC	0.21	Single-Family Home	$80,000	12/10/25	2	1	887
2242 E 1st St, Winston Salem, NC	0.21	Single-Family Home	$166,000	01/23/26	3	1	1,525
1800 E 1st St, Winston Salem, NC	0.75	Single-Family Home	$26,000	05/18/26		-	-
431 Barbara Jane Ave NE, Winston Salem, NC	0.40	Single-Family Home	$100,000	04/16/26	3	2	1,606
431 Barbara Jane Ave, Winston Salem, NC	0.40	Single-Family Home	$100,000	04/17/26	4	2	1,632
2642 Belews Creek Rd, Winston Salem, NC	0.05	Single-Family Home	$243,000	04/28/26	4	3	1,634

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $206,500
3 bd
2 ba
1,266 sqft
2233 Flag St,
Winston Salem, NC 27101
OFF MARKET
Est. $160,400
3 bd
2 ba
1,307 sqft
2530 Old Greensboro Rd,
Winston Salem, NC 27101
OFF MARKET
Est. $138,100
3 bd
1 ba
930 sqft
2228 Flag St,
Winston Salem, NC 27101
SOLD
APR 28, 2026
$243,000
4 bd
3 ba
1,634 sqft
2642 Belews Creek Rd,
Winston Salem, NC 27101
FOR SALE
1.37 ACRES
$34,900
Old Greensboro Rd,
Winston Salem, NC 27101
OFF MARKET
Est. $130,200
3 bd
1 ba
1,011 sqft
2653 Belews Creek Rd,
Winston Salem, NC 27101
OFF MARKET
Est. $180,800
3 bd
1.5 ba
1,175 sqft
713 Rankin St,
Winston Salem, NC 27101
OFF MARKET
Est. $98,800
2 bd
1 ba
624 sqft
2717 Old Greensboro Rd,
Winston Salem, NC 27101
OFF MARKET
Est. $152,700
3 bd
1.5 ba
1,425 sqft
725 Rankin St,
Winston Salem, NC 27101
SOLD
OCT 23, 2025
$185,000
3 bd
3 ba
2,295 sqft
801 Crawford St,
Winston Salem, NC 27101
OFF MARKET
1 Glenbrook Dr #72,
Winston Salem, NC 27101
SOLD
MAR 16, 2026
$237,500
4 bd
3 ba
1,634 sqft
118 Rankin St,
Winston Salem, NC 27101

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Additional Cost

Assigned Schools

These are the assigned schools for Flag St.

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.

Neighborhood Overview

Skyland

2 Homes For You
Buy: $34.9k - $205k

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Skyland

At least 3 Trulia users voted on each feature.

100 % Say streets are well-lit
100 % Say yards are well-kept
83 % Say car is needed
80 % Say parking is easy
67 % Say they plan to stay for at least 5 years
63 % Say there's wildlife
53 % Say neighbors are friendly
40 % Say it's walkable to grocery stores
40 % Say there's holiday spirit
33 % Say it's quiet
33 % Say there are community events
33 % Say there are sidewalks
25 % Say kids play outside
17 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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PET FRIENDLY
$1,703 - $3,934/mo
Total price
Studio-2 bd
1-3 ba
The Artreaux | 950 N Trade St #11004688,
Winston Salem, NC 27101
NEW - 1 DAY AGO
PET FRIENDLY
$1,619 - $3,305/mo
Total price
Studio-2 bd
1-2 ba
The Easley | 994 W 2nd St #187,
Winston Salem, NC 27101
PET FRIENDLY
$1,672 - $2,438/mo
1-2 bd
1-2 ba
West End Station | 206 N Green St #320,
Winston Salem, NC 27101
PET FRIENDLY
$1,074 - $1,480/mo
Total price
1-2 bd
1-2 ba
Hilltop House | 241 S Cherry St #A-233,
Winston Salem, NC 27101
$799 - $1,315/mo
1-3 bd
1 ba
Residences at Diamond Ridge | 730 Anson St #I-10,
Winston Salem, NC 27103
PET FRIENDLY
$1,680 - $2,075/mo
1-2 bd
1-2 ba
757 North Apartments | 757 N Chestnut St #101,
Winston Salem, NC 27101
PET FRIENDLY
$1,025 - $1,125/mo
3 bd
1 ba
Crestwood Gardens | 2531 Crestwood Dr #1814,
Winston Salem, NC 27101
PET FRIENDLY
$1,050 - $1,154/mo
1-2 bd
1 ba
Linville Ridge Apartments | 317 Linville Ridge Ct SE #305-3,
Winston Salem, NC 27101
PET FRIENDLY
$1,100 - $1,125/mo
2 bd
2 ba
Timberline | 1303 Forest Knolls Cir #1302,
Winston Salem, NC 27101
PET FRIENDLY
$1,242 - $1,640/mo
1-2 bd
1-2 ba
Mill 800 | 800 Chatham Rd #4317,
Winston Salem, NC 27101
INCOME RESTRICTED
$992 - $1,575/mo
1-4 bd
1-2 ba
Willows Peake | 1350 Eller Way #810-102,
Winston Salem, NC 27127
INCOME RESTRICTED
$992 - $1,725/mo
1-4 bd
1-2 ba
Aster Park | 1620 Hope Ln #113,
Winston Salem, NC 27105
PET FRIENDLY
$895 - $995/mo
Studio-1 bd
1 ba
Gray Court Apartments | 450 N Broad St #306,
Winston Salem, NC 27101
PET FRIENDLY
$950/mo
2 bd
1 ba
2090 Cole Rd #5,
Winston Salem, NC 27107
$990 - $1,090/mo
Total price
2 bd
1-2 ba
Kensington Village | 479 Louise Wilson Ln #de8efd189,
Winston Salem, NC 27101
See more homes for rent in
Winston salem
Take a look

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Explore by feature - Pet Friendly

483 pet-friendly rentals in Winston salem, NC

SPECIAL OFFER
PET FRIENDLY
$1,737 - $2,142/mo
Total price
1-2 bd
1-3 ba
Edge Flats | 111 Edgeway Dr #1-708,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,074 - $1,480/mo
Total price
1-2 bd
1-2 ba
Hilltop House | 241 S Cherry St #A-233,
Winston Salem, NC 27101
PET FRIENDLY
$1,032 - $1,740/mo
1-3 bd
1-2 ba
Falcon Pointe Apartments | 1901 Falcon Pointe Dr #F,
Winston Salem, NC 27127
SPECIAL OFFER
PET FRIENDLY
$1,181 - $1,850/mo
1-3 bd
1-3 ba
Sugar Creek Apartments | 4190 Trace View Dr #T214,
Winston Salem, NC 27106
SPECIAL OFFER
PET FRIENDLY
$975 - $1,300/mo
1-2 bd
1-2 ba
The Arbors Apartments | 4981 Hunt Club Rd #01dd5de35,
Winston Salem, NC 27104
PET FRIENDLY
$1,014 - $1,195/mo
1-2 bd
1 ba
The Lofts at the Plaza | 4825 Commercial Plaza St #94B,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,095 - $1,260/mo
1-2 bd
1-2 ba
Mill Creek Flats | 5771 Stone Mill Dr #5801HJ,
Winston Salem, NC 27105
PET FRIENDLY
$1,050 - $1,760/mo
1-3 bd
1-2 ba
200 Braehill Apartments | 200 Braehill Terrace Dr #261,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,045 - $1,375/mo
1-2 bd
1-2 ba
Highland Oaks Apartments | 700 Walnut Forest Rd #c0ffa27a9,
Winston Salem, NC 27103
SPECIAL OFFER
PET FRIENDLY
$815 - $1,270/mo
1-2 bd
1-2 ba
Corners at Crystal Lake | 2700 Reynolda Rd #913,
Winston Salem, NC 27106

Explore by feature - Garage

166 rentals with a garage in Winston salem, NC

PET FRIENDLY
$1,050 - $1,760/mo
1-3 bd
1-2 ba
200 Braehill Apartments | 200 Braehill Terrace Dr #261,
Winston Salem, NC 27104
PET FRIENDLY
$1,244 - $1,964/mo
1-3 bd
1-2 ba
Cambridge Park Apartments | 200 Crowne Club Dr #205-10,
Winston Salem, NC 27104
PET FRIENDLY
FURNISHED
$1,549 - $2,600/mo
1-3 bd
1-2 ba
Lofts at Whitaker Park | 3511 Tire Town Rd #136,
Winston Salem, NC 27105
PET FRIENDLY
$1,175 - $1,683/mo
1-3 bd
1-2 ba
Brookberry Park Apartments | 100 Brookberry Dr #1233,
Winston Salem, NC 27104
$1,440/mo
2 bd
2 ba
50 Brookford Place Ct #2-224,
Winston Salem, NC 27104
$1,197 - $1,485/mo
1-2 bd
1-2 ba
Savannah Place | 400 Magnolia Branch Dr #411-3,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,578 - $2,605/mo
1-3 bd
1-2 ba
The Sutton | 2145 Robin Lark Dr #21243106,
Winston Salem, NC 27106
SPECIAL OFFER
PET FRIENDLY
$1,440 - $2,540/mo
1-2 bd
1-2 ba
EIGHT WEST THIRD APARTMENTS | 8 W 3rd St #508,
Winston Salem, NC 27101
PET FRIENDLY
$1,650 - $2,357/mo
1-2 bd
1-2 ba
Legacy at Ardmore | 1606 Covington Heights Cir #1932-101,
Winston Salem, NC 27103
SPECIAL OFFER
PET FRIENDLY
$1,395 - $2,775/mo
1-2 bd
1-2 ba
Nissen Building Apartments | 310 W 4th St #1104,
Winston Salem, NC 27101

Explore by feature - Air Conditioning

508 rentals with air conditioning in Winston salem, NC

SPECIAL OFFER
PET FRIENDLY
$1,181 - $1,850/mo
1-3 bd
1-3 ba
Sugar Creek Apartments | 4190 Trace View Dr #T214,
Winston Salem, NC 27106
SPECIAL OFFER
PET FRIENDLY
$975 - $1,300/mo
1-2 bd
1-2 ba
The Arbors Apartments | 4981 Hunt Club Rd #01dd5de35,
Winston Salem, NC 27104
PET FRIENDLY
$1,014 - $1,195/mo
1-2 bd
1 ba
The Lofts at the Plaza | 4825 Commercial Plaza St #94B,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,045 - $1,375/mo
1-2 bd
1-2 ba
Highland Oaks Apartments | 700 Walnut Forest Rd #c0ffa27a9,
Winston Salem, NC 27103
SPECIAL OFFER
$990 - $1,090/mo
Total price
2 bd
1-2 ba
Kensington Village | 479 Louise Wilson Ln #de8efd189,
Winston Salem, NC 27101
SPECIAL OFFER
PET FRIENDLY
$1,169 - $1,699/mo
1-3 bd
1-2 ba
Stafford Place Apartments | 1140 Stafford Place Cir #fd37258cd,
Winston Salem, NC 27127
PET FRIENDLY
$1,242 - $1,640/mo
1-2 bd
1-2 ba
Mill 800 | 800 Chatham Rd #4317,
Winston Salem, NC 27101
PET FRIENDLY
$959 - $1,114/mo
1-2 bd
1 ba
Lofts at Mill Creek Apartments | 100 Stagecoach Rd #117B,
Winston Salem, NC 27105
PET FRIENDLY
$1,244 - $1,964/mo
1-3 bd
1-2 ba
Cambridge Park Apartments | 200 Crowne Club Dr #205-10,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,299 - $1,499/mo
1-2 bd
1-2 ba
The Pointe at Robinhood Village | 5749 Colin Village Way #92c09104a,
Winston Salem, NC 27106

Explore by feature - Pool

164 rentals with a pool in Winston salem, NC

SPECIAL OFFER
PET FRIENDLY
$1,737 - $2,142/mo
Total price
1-2 bd
1-3 ba
Edge Flats | 111 Edgeway Dr #1-708,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,074 - $1,480/mo
Total price
1-2 bd
1-2 ba
Hilltop House | 241 S Cherry St #A-233,
Winston Salem, NC 27101
PET FRIENDLY
$1,032 - $1,740/mo
1-3 bd
1-2 ba
Falcon Pointe Apartments | 1901 Falcon Pointe Dr #F,
Winston Salem, NC 27127
SPECIAL OFFER
PET FRIENDLY
$1,181 - $1,850/mo
1-3 bd
1-3 ba
Sugar Creek Apartments | 4190 Trace View Dr #T214,
Winston Salem, NC 27106
SPECIAL OFFER
PET FRIENDLY
$975 - $1,300/mo
1-2 bd
1-2 ba
The Arbors Apartments | 4981 Hunt Club Rd #01dd5de35,
Winston Salem, NC 27104
PET FRIENDLY
$1,014 - $1,195/mo
1-2 bd
1 ba
The Lofts at the Plaza | 4825 Commercial Plaza St #94B,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,095 - $1,260/mo
1-2 bd
1-2 ba
Mill Creek Flats | 5771 Stone Mill Dr #5801HJ,
Winston Salem, NC 27105
PET FRIENDLY
$1,050 - $1,760/mo
1-3 bd
1-2 ba
200 Braehill Apartments | 200 Braehill Terrace Dr #261,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,045 - $1,375/mo
1-2 bd
1-2 ba
Highland Oaks Apartments | 700 Walnut Forest Rd #c0ffa27a9,
Winston Salem, NC 27103
SPECIAL OFFER
PET FRIENDLY
$815 - $1,270/mo
1-2 bd
1-2 ba
Corners at Crystal Lake | 2700 Reynolda Rd #913,
Winston Salem, NC 27106

Explore by feature - Washer/dryer

335 rentals with a washer/dryer in Winston salem, NC

SPECIAL OFFER
PET FRIENDLY
$1,074 - $1,480/mo
Total price
1-2 bd
1-2 ba
Hilltop House | 241 S Cherry St #A-233,
Winston Salem, NC 27101
SPECIAL OFFER
PET FRIENDLY
$1,181 - $1,850/mo
1-3 bd
1-3 ba
Sugar Creek Apartments | 4190 Trace View Dr #T214,
Winston Salem, NC 27106
SPECIAL OFFER
PET FRIENDLY
$975 - $1,300/mo
1-2 bd
1-2 ba
The Arbors Apartments | 4981 Hunt Club Rd #01dd5de35,
Winston Salem, NC 27104
PET FRIENDLY
$1,014 - $1,195/mo
1-2 bd
1 ba
The Lofts at the Plaza | 4825 Commercial Plaza St #94B,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,095 - $1,260/mo
1-2 bd
1-2 ba
Mill Creek Flats | 5771 Stone Mill Dr #5801HJ,
Winston Salem, NC 27105
PET FRIENDLY
$1,050 - $1,760/mo
1-3 bd
1-2 ba
200 Braehill Apartments | 200 Braehill Terrace Dr #261,
Winston Salem, NC 27104
SPECIAL OFFER
PET FRIENDLY
$1,045 - $1,375/mo
1-2 bd
1-2 ba
Highland Oaks Apartments | 700 Walnut Forest Rd #c0ffa27a9,
Winston Salem, NC 27103
SPECIAL OFFER
PET FRIENDLY
$815 - $1,270/mo
1-2 bd
1-2 ba
Corners at Crystal Lake | 2700 Reynolda Rd #913,
Winston Salem, NC 27106
SPECIAL OFFER
$990 - $1,090/mo
Total price
2 bd
1-2 ba
Kensington Village | 479 Louise Wilson Ln #de8efd189,
Winston Salem, NC 27101
SPECIAL OFFER
PET FRIENDLY
$1,169 - $1,699/mo
1-3 bd
1-2 ba
Stafford Place Apartments | 1140 Stafford Place Cir #fd37258cd,
Winston Salem, NC 27127

Explore by feature - Outdoor Space

78 rentals with an outdoor space in Winston salem, NC

APPLY INSTANTLY
PET FRIENDLY
$1,900/mo
3 bd
2 ba
1,378 sqft
1637 Karmel Dr,
Winston Salem, NC 27127
APPLY INSTANTLY
PET FRIENDLY
$2,995/mo
Total price
3 bd
2.5 ba
1,753 sqft
1424 Brookwood Dr,
Winston Salem, NC 27106
APPLY INSTANTLY
PET FRIENDLY
$1,850/mo
2 bd
2 ba
1,989 sqft
654 Meadowlark Dr,
Winston Salem, NC 27106
APPLY INSTANTLY
PET FRIENDLY
$1,245/mo
3 bd
1 ba
850 sqft
1911 Francis St,
Winston Salem, NC 27107
APPLY INSTANTLY
FURNISHED
$3,200/mo
Total price
4 bd
2 ba
1,669 sqft
363 Elmwood Dr,
Winston Salem, NC 27127
APPLY INSTANTLY
$1,850/mo
3 bd
2 ba
1,150 sqft
4624 Kings Gate Dr,
Winston Salem, NC 27101
NEW - 20 HRS AGO
PET FRIENDLY
$1,790/mo
3 bd
2.5 ba
1,800 sqft
4010 Meredith Woods Ln,
Winston Salem, NC 27107
PET FRIENDLY
$1,945/mo
3 bd
2 ba
1,688 sqft
148 Tortoise Ln,
Winston Salem, NC 27127
PET FRIENDLY
$2,745/mo
5 bd
3 ba
3,431 sqft
40 Luzelle Dr,
Winston Salem, NC 27103
PET FRIENDLY
$2,225/mo
4 bd
3.5 ba
1,900 sqft
2741 Bridgeport Dr,
Winston Salem, NC 27103