Google street view image for 744 Bailey Rd, Winston Salem, NC 27107

Off market oct 2020 for $134K

$477,443

Est. refi paymentEst. refi $897/mo

•

2 ba

•

1,860

sq ft

744 Bailey Rd, Winston Salem, NC 27107

About this home

744 Bailey Rd is a 1,860 square foot house on a 8.41 acre lot with 3 bedrooms and 2 bathrooms. - it last sold on October 13, 2020 for $134,000. Based on Redfin's Winston Salem data, we estimate the home's value is $477,443.

Single-familyProperty Type

2021Year Built

8.41 acresLot Size

$257Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$477,443

$343K since sold in October 2020$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 47.7% higher than the average sale price ($323K) of 6 comparable homes.

SOLD JUL 13, 2026
$260,000
A
3 beds2 baths1,937 sq ft
446 Brentwood Rd, Winston Salem, NC 27107
SOLD SEP 24, 2026
$380,000
B
3 beds2 baths1,967 sq ft
175 Loblolly Ln, Winston Salem, NC 27107
SOLD JUN 16, 2026
$381,000
C
3 beds2 baths2,028 sq ft
175 Noralin Dr, Winston Salem, NC 27107
SOLD MAY 22, 2026
$259,000
D
3 beds2 baths1,610 sq ft
1225 Bethany Church Rd, Winston Salem, NC 27107
SOLD MAY 28, 2026
$330,000
E
3 beds2 baths2,074 sq ft
142 Kings Ln, Winston Salem, NC 27107
SOLD AUG 28, 2026
$330,000
F
3 beds2 baths1,485 sq ft
535 Laura Dr, Winston Salem, NC 27107

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Earn from this home

Sell

$352,953

Est. take-home

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Refinance

Est. cash available

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Rent

$1,837/mo

Redfin rental estimate

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Market trends in 27107, NC

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.7%

0.4% MoM

Median sale price

$300K

$10K MoM

Avg. days on market

48d

4 days MoM

Recently sold homes

154

14 MoM

New listings for sale

NEW 6 HRS AGO
$309,000
4 beds2.5 baths2,164 sq ft
3549 Cash Dr, Winston Salem, NC 27107
COMING SOON
$325,000
3 beds2 baths2,001 sq ft
173 Pam Dr, Winston Salem, NC 27107
NEW 20 HRS AGO
$479,000
4 beds2.5 baths1,950 sq ft
9103 N Nc Highway 109, Winston Salem, NC 27107
OPEN SUN, 1PM TO 3PM
$229,000
2 beds1.5 baths1,228 sq ft
4010 Elkton Trl, Winston Salem, NC 27107
OPEN SUN, 2AM TO 4PM
$314,000
3 beds2 baths2,239 sq ft
239 Saura Ln, Winston Salem, NC 27107
$155,000
4 beds2 baths1,371 sq ft
2311 Mullins Dr, Winston Salem, NC 27107
$349,900
5 beds2.5 baths2,402 sq ft
3828 Robbins Brook Dr, Winston Salem, NC 27107
$639,000
4 beds3 baths2,930 sq ft
428 Wentworth Dr, Winston Salem, NC 27107
$219,000
2 beds1 bath1,016 sq ft
10711 Old Us Highway 52, Winston Salem, NC 27107
$550,000
3 beds2.5 baths3,602 sq ft
1058 Teague Rd, Winston Salem, NC 27107
See all

Provided by Redfin

Sale history for 744 Bailey Rd

Year

Property tax

Land + Additions

Assessment*

2025

$2,338 (+1.2%)

$91,880 + $262,440

$354,320

2024

$2,311

$91,880 + $258,350

$350,230

2023

$2,311 (+3.4%)

$91,880 + $258,350

$350,230

2022

$2,234 (+268.2%)

$91,880 + $258,350

$350,230

2021

$607 (−57.3%)

$91,880 + $3,240

$95,120

2020

$1,421 (−1.5%)

$101,420 + $121,380

$222,800

2019

$1,443

$101,420 + $121,380

$222,800

2018

$1,443

$101,420 + $121,380

$222,800

2017

$1,443 (+6.1%)

$101,420 + $121,380

$222,800

2016

$1,360 (−7.5%)

$101,420 + $108,680

$210,100

2014

$1,471

$116,480 + $113,460

$229,940

Tax history for 744 Bailey Rd

Year

Property tax

Land + Additions

Assessment*

2025

$2,338 (+1.2%)

$91,880 + $262,440

$354,320

2024

$2,311

$91,880 + $258,350

$350,230

2023

$2,311 (+3.4%)

$91,880 + $258,350

$350,230

2022

$2,234 (+268.2%)

$91,880 + $258,350

$350,230

2021

$607 (−57.3%)

$91,880 + $3,240

$95,120

2020

$1,421 (−1.5%)

$101,420 + $121,380

$222,800

2019

$1,443

$101,420 + $121,380

$222,800

2018

$1,443

$101,420 + $121,380

$222,800

2017

$1,443 (+6.1%)

$101,420 + $121,380

$222,800

2016

$1,360 (−7.5%)

$101,420 + $108,680

$210,100

2014

$1,471

$116,480 + $113,460

$229,940

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Zoning

Low Intensity Residential District

The intent of the Low Intensity Residential District is to provide space for suburban residential development, where soil types, location, and topography make this type of development appropriate.

Permitted uses

Include but are not limited to:

Religious facility
Day care facility
Housing-Single unit
Office
Public service
Educational/school
Golf related
Kennel
Ground transport
Park & open space

Property details

Interior

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Air Conditioning Type: Central
Heating Fuel Type: Electric
Heating Type: Heat Pump

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Exterior Information
Floor Construction Type: Plywood
Foundation Type: Continuous Footing
Building Construction Quality: Above Average
Exterior Wall: Brick
Roof Shape Type: Irregular
Building Type: Residential

Property Information
Subdivision Name: JOHN THOMAS TETTER & MEGAN TET
Living Sq. Ft: 1,860
Ground Floor Sq. Ft: 1,860
Building Sq. Ft: 2,390
# of Stories: 1
Stories Type: 1
Legal Description: P=14-98 L23 BK2434-2172

Parking & Garage Information
Parking Type: Attached Finished Garage
Garage/Parking Sq. Ft: 1,310
Garage / Carport Type: Attached Finished

Lot Information
# of Buildings: 1
Land Sq. Ft: 366,340
Legal Lot Number: 23
Municipality Name: MIDWAY
Acres: 8.41
Depth Footage: 208
Front Footage: 70
Zoning Code: RS
County Use Description: SINGLE FAMILY RESIDENTIAL RURA

Financial

Assessor Information
Assessment Year: 2025
Tax District County: COUNTY WIDE
Tax Area: MIDWAY

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,860
Stories: 1.0
Lot Size: 8.41 acres
Style: Single Family Residential
Year Built: 2021
Year Renovated: 2021
County: Davidson County
APN: 1301000000023

Home facts updated by county records on Sep 8, 2026

Around this home

Schools

Midway Elementary

Public PreK-5 • Assigned • 2.4mi

5/10

Oak Grove Middle School

Public 6-8 • Assigned • 2.1mi

5/10

Oak Grove High

Public 9-12 • Assigned • 1.9mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 103° expected this year, 18 days in 30 years

4/10 Wind Factor

10% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winston Salem, NC • 27107

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.1 hours in June and 5.2 hours in December, which is comparable to the U.S. average for solar exposure.

9.1 hrs

5.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$454,000 – $550,000

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Nearby similar homes

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New listings for sale in 27107

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COMING SOON

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NEW 20 HRS AGO

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OPEN SUN, 1PM TO 3PM

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OPEN SUN, 2AM TO 4PM

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Home values near 744 Bailey Rd

Data from public records.

Address	Redfin Estimate
659 Bailey Road, Winston Salem, NC 3 Beds \| 2.5 Baths \| 1278 Sq. Ft.	$275,431
686 Bailey Road, Winston Salem, NC 5 Beds \| 3.5 Baths \| 3420 Sq. Ft.	$744,209

Address	Redfin Estimate
650 Bailey Road, Winston Salem, NC 3 Beds \| 2 Baths \| 1834 Sq. Ft.	$342,849
831 Bailey Road, Winston Salem, NC 2 Beds \| 2 Baths \| 1927 Sq. Ft.	$460,263

Address	Redfin Estimate
606 Bailey Road, Winston Salem, NC 3 Beds \| 1.5 Baths \| 1788 Sq. Ft.	$334,486
597 Bailey Road, Winston Salem, NC 3 Beds \| 1.5 Baths \| 1242 Sq. Ft.	$251,012

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