Off market jun 2023 for $1.2M

$1,513,495

Est. refi paymentEst. refi $8,047/mo

•

5,722

sq ft

415 Roslyn Rd, Winston Salem, NC 27104

About this home

Three generations have made this house a home with each maintaining and improving along the way. Current owners oversaw a major renovation/addition in 2000 which included an impressive cherry paneled den and adjacent bar (with conditioned wine cellar), gourmet kitchen, and a large bonus room with full bath and separate staircase. For the auto enthusiast, a 3 car attached garage (complete with automobile lift) was built in addition to the existing 2 car detached garage. Outside, enjoy the fenced, level .72 acre yard and brick walled terrace, perfect for entertaining! See supplemental sheet.

Single-familyProperty Type

1928Year Built

0.72 acresLot Size

$265Est. Price/Sq.Ft.

5 car garageParking

Buyer's agent

Leslie Rowls Redfin Corporation

Listed by Paige Dillon • Berkshire Hathaway HomeServices Carolinas Realty

Redfin checked: a minute ago

•Source:Triad MLS #1097720

Redfin Estimate

$1,513,495

$307K since sold in June 2023$36K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.5% higher than the average sale price ($1.30M) of 5 comparable homes.

SOLD SEP 30, 2026
$2,075,000
A
4 beds4.5 baths5,670 sq ft
2810 Club Park Rd, Winston Salem, NC 27104
SOLD APR 6, 2026
$1,525,000
B
4 beds5 baths5,192 sq ft
2840 Reynolds Dr, Winston Salem, NC 27104
SOLD SEP 3, 2026
$1,025,000
C
4 beds4.5 baths4,435 sq ft
415 Carolina Cir, Winston Salem, NC 27104
SOLD JUN 3, 2026
$871,000
D
4 beds3 baths2,728 sq ft
608 N Stratford Rd, Winston Salem, NC 27104
SOLD SEP 28, 2026
$1,000,000
E
5 beds4 baths4,209 sq ft
2410 Bitting Rd, Winston Salem, NC 27104

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Earn from this home

Sell

$519,536

Est. take-home

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Refinance

Est. cash available

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Rent

$3,715/mo

Redfin rental estimate

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Market trends in 27104, NC

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.8%

+0.1% MoM

Median sale price

$360K

$6K MoM

Avg. days on market

36d

2 days MoM

Recently sold homes

123

22 MoM

New listings for sale

OPEN SAT, 2PM TO 4PM
$195,000
3 beds3 baths1,804 sq ft
4564 Fernhaven Cir, Winston Salem, NC 27104
NEW 26 HRS AGO
$129,900
2 beds2 baths917 sq ft
133 Cedar Cove Ln, Winston Salem, NC 27104
NEW 28 HRS AGO
$285,000
3 beds2 baths1,145 sq ft
3805 Wayne Ave, Winston Salem, NC 27104
OPEN SUN, 2PM TO 4PM
$475,000
4 beds3 baths2,522 sq ft
3810 Northriding Rd, Winston Salem, NC 27104
OPEN SUN, 2PM TO 4PM
$299,900
3 beds2 baths1,469 sq ft
1013 Heatherstone Ct, Winston Salem, NC 27104
NEW 34 HRS AGO
$237,000
2 beds2 baths1,102 sq ft
613 Lantern Ridge Dr, Winston Salem, NC 27104
3D WALKTHROUGH
$435,000
3 beds2.5 baths2,719 sq ft
4840 Spilsby Ln, Winston Salem, NC 27104
HOT HOME
$272,500
3 beds2.5 baths1,564 sq ft
65 Carrisbrooke Ln, Winston Salem, NC 27104
$165,000
3 beds2.5 baths1,693 sq ft
203 Forest View Ct, Winston Salem, NC 27104
$285,000
2 beds2.5 baths1,299 sq ft
309 Hanover Arms Ct, Winston Salem, NC 27104
See all

Provided by Redfin

Sale history for 415 Roslyn Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,488 (+16.0%)

2024

$11,632 (+6.8%)

$388,100 + $441,100

$829,200

2022

$10,894 (+1.8%)

$388,100 + $441,100

$829,200

2021

$10,698 (+1.6%)

$388,100 + $441,100

$829,200

2020

$10,534 (−0.7%)

$355,500 + $407,300

$762,800

2019

$10,610 (+5.3%)

$355,500 + $407,300

$762,800

2018

$10,076 (+1.9%)

$355,500 + $407,300

$762,800

2017

$9,888 (+7.0%)

$355,500 + $393,100

$748,600

2016

$9,240 (+1.5%)

$355,500 + $393,100

$748,600

2015

$9,100 (+3.1%)

$349,468 + $352,776

$702,244

2014

$8,825

$349,468 + $352,776

$702,244

Tax history for 415 Roslyn Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,488 (+16.0%)

2024

$11,632 (+6.8%)

$388,100 + $441,100

$829,200

2022

$10,894 (+1.8%)

$388,100 + $441,100

$829,200

2021

$10,698 (+1.6%)

$388,100 + $441,100

$829,200

2020

$10,534 (−0.7%)

$355,500 + $407,300

$762,800

2019

$10,610 (+5.3%)

$355,500 + $407,300

$762,800

2018

$10,076 (+1.9%)

$355,500 + $407,300

$762,800

2017

$9,888 (+7.0%)

$355,500 + $393,100

$748,600

2016

$9,240 (+1.5%)

$355,500 + $393,100

$748,600

2015

$9,100 (+3.1%)

$349,468 + $352,776

$702,244

2014

$8,825

$349,468 + $352,776

$702,244

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

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

31,363

Year renovated

2025

Sq. Ft.

5,722

Year built

1928

Style

Single Family Residential

County

Forsyth County

APN

6825196093

Parking Spaces

Basement

Yes

Accessible

Yes

HOA Dues

$0 /month

Garage

Yes

Features

Green

Last updated by owner on Mar 8, 2026.

RS12

Residential Single Family District

The RS-12 District is primarily intended to accommodate moderate density single family detached dwellings in suburban and urban areas.; This district is intended for application in GMAs 2 and 3, and may be suitable for Metro Activity Centers where public facilities, including public water and sewer, public roads, parks, and other governmental support services, are available.

Permitted uses

Include but are not limited to:

Livestock production
Religious facility
Housing-Group
Housing-Single unit
Fire house
Police station
Recreation
Agriculture-Cropland

Property details

Parking

Parking / Garage Information
# of Garage Spaces: 5
Garage Description: Attached Garage, Detached Garage
Parking Features: Garage, Circular Driveway, Driveway, Garage Door Opener, Attached, Detached

Interior

Virtual Tour

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (1/2): 2

Basement Information
Basement YN: Yes
Has Basement
Basement: Unfinished, Basement, Crawl Space
Basement Area: 321

Room Information
# of Rooms: 14

Room 1
Type: Living Room
Level: Main
Dimensions: 15ft 0in x 21ft 11in

Room 2
Type: Kitchen
Level: Main
Dimensions: 15ft 10in x 17ft 0in

Room 3
Type: Den
Level: Main
Dimensions: 22ft 0in x 23ft 0in

Room 4
Type: Dining Room
Level: Main
Dimensions: 13ft 6in x 14ft 10in

Room 5
Level: Second
Dimensions: 15ft 7in x 16ft 3in

Room 6
Level: Second
Dimensions: 14ft 6in x 16ft 1in

Room 7
Level: Second
Dimensions: 13ft 7in x 14ft 10in

Room 8
Level: Second
Dimensions: 10ft 2in x 12ft 11in

Room 9
Type: Bonus Room
Level: Second
Dimensions: 17ft 2in x 28ft 4in

Room 10
Type: Office
Level: Main
Dimensions: 9ft 7in x 19ft 10in

Room 11
Type: Sunroom
Level: Main
Dimensions: 8ft 2in x 11ft 11in

Room 12
Type: Exercise Room
Level: Third
Dimensions: 13ft 0in x 30ft 0in

Room 13
Type: Wine Cellar
Level: Main
Dimensions: 7ft 9in x 9ft 0in

Room 14
Type: Laundry
Level: Second
Dimensions: 5ft 0in x 7ft 2in

Interior Features
Attic Description: Permanent Stairs
Energy Features: Generator, Insulated Windows
Flooring: Carpet, Tile, Wood
Interior Features: Built-in Features, Ceiling Fan(s), Dead Bolt(s), Kitchen Island, Pantry, Wet Bar

Exterior

Exterior Features
Exterior Features: Garden
Fencing: Fenced

Pool Information
Pool Features: None

Guest House Information
No

Lot Information
Lot Features: Level
Lot Size Acres: 0.72
Lot Size Dimensions: 162 x 194 x 160 x 195

Land Information
Land Description: Fence(s), Level
Water Source: Public

Property Information
Property Type: Residential
Property Sub Type: Stick/Site Built
Structure Type: House
Built Information: Existing
Year Built: 1928
# of Fireplaces: 2
Fireplace Features: Living Room, See Remarks
Appliances: Microwave, Built-in Range, Dishwasher, Disposal, Double Oven, Gas Cooktop, Range Hood, Warming Drawer, Gas Water Heater
Laundry Features: Dryer Connection, Washer Hookup
Security Features: Security System, Smoke Detector(s)

Building Information
Building Area Total: 6,043
Levels: 2.5
Construction Materials: Brick

Financial

Tax Information
Tax Annual Amount: $10,698.34

Utilities

Utility Information
Sewer: Public Sewer
Water Heater: Gas

Heating & Cooling
Cooling: Central Air, Zoned
Heating: Forced Air, Zoned, Natural Gas
Heating Fuel: Natural Gas

Location

HOA Information
Association: Winston-Salem
Association YN: No

School / Neighborhood
Elementary School: Whitaker
Middle Or Junior School: Wiley
High School: Reynolds

Location Details
Directions: Stratford to Buena Vista Rd, left Roslyn, house on left.

Community Information
Subdivision Name: Buena Vista

Public facts

Beds: 4
Baths: 5.0
Sq. Ft.: 5,722
Stories: 1.5
Parking Spaces: 5
Basement: Yes
Accessible: Yes
Lot Size: 0.72 acres
Style: Single Family Residential
Year Built: 1928
Year Renovated: 2025
County: Forsyth County
APN: 6825196093
HOA Dues: $0/month
Garage: Yes
Features: Green

Home facts updated by owner on Mar 8, 2026

Around this home

Schools

Whitaker Elementary

Public PreK-5 • Assigned • 0.4mi

10/10

Wiley Middle

Public 6-8 • Assigned • 0.9mi

2/10

Reynolds High

Public 9-12 • Assigned • 0.9mi

4/10

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

6 days above 102° expected this year, 16 days in 30 years

4/10 Wind Factor

8% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Winston Salem, NC • 27104

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 hours in June and 5.1 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.44M – $1.74M

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Home values near 415 Roslyn Rd

Data from public records.

Address	Redfin Estimate
375 Roslyn Road, Winston Salem, NC 5 Beds \| 5 Baths \| 4907 Sq. Ft.	$1,566,963
418 Roslyn Road, Winston Salem, NC 4 Beds \| 4.5 Baths \| 5043 Sq. Ft.	$1,645,460

Address	Redfin Estimate
400 Roslyn Road, Winston Salem, NC 5 Beds \| 3.5 Baths \| 5506 Sq. Ft.	$1,157,948
424 Roslyn Road, Winston Salem, NC 4 Beds \| 2.5 Baths \| 4057 Sq. Ft.	$1,046,292

Address	Redfin Estimate
408 Roslyn Road, Winston Salem, NC 4 Beds \| 4 Baths \| 3927 Sq. Ft.	$1,374,056
430 Roslyn Road, Winston Salem, NC 3 Beds \| 2.5 Baths \| 2747 Sq. Ft.	$1,040,118

Property information provided by Triad MLS when last listed in 2023. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 27104, NC

Sale history for 415 Roslyn Rd

Tax history for 415 Roslyn Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 27104

Home values near 415 Roslyn Rd

More real estate resources