OFF MARKET

Off market mar 2019 for $1M

$1,649,796

Est. refi paymentEst. refi $6,036/mo

•

7,923

sq ft

4448 Bent Tree Farm Rd, Winston Salem, NC 27106

About this home

This extraordinary private estate on 2.26 quiet acres is a beautifully wooded natural setting w/ added professional landscaping. The elegant European architecture provides a warm beautiful welcome & flows throughout the home. The warm views of green foliage & deep blue water pool are visible from the sunroom, great room, gourmet kitchen w/ granite & stainless steel, main level master suite, & the upstairs 2nd master suite w/ loft. Many updates including roof, furnace, air & appliances (see details sheet).

Single-familyProperty Type

1990Year Built

2.26 acresLot Size

$208Est. Price/Sq.Ft.

3 car garageParking

Listed by Don Wall • Berkshire Hathaway HomeServices Carolinas Realty

Bought with Donna Fiori • Berkshire Hathaway HomeServices Carolinas Realty

Redfin checked: 3 minutes ago

•Source:Triad MLS #905882

Redfin Estimate

$1,649,796

$650K since sold in March 2019$40K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 37.2% higher than the average sale price ($1.20M) of 6 comparable homes.

SOLD SEP 28, 2026
$1,170,000
A
4 beds6 baths5,493 sq ft
3732 Kaismore Ct, Winston-Salem, NC 27106
SOLD JUN 15, 2026
$1,210,000
B
4 beds5 baths4,863 sq ft
4465 Bent Tree Farm Rd, Winston Salem, NC 27106
SOLD JUL 30, 2026
$612,500
C
5 beds4.5 baths3,944 sq ft
4244 Saddlewood Forest Dr, Winston Salem, NC 27106
SOLD OCT 28, 2025
$1,485,000
D
6 beds7 baths8,625 sq ft
3940 Beechridge Rd, Winston Salem, NC 27106
SOLD JUN 22, 2026
$1,400,000
E
5 beds4.5 baths4,340 sq ft
1391 Pheasant Ln, Winston Salem, NC 27106
SOLD APR 17, 2026
$1,335,000
F
5 beds6 baths6,685 sq ft
3171 Milhaven Lake Dr, Winston Salem, NC 27106

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$877,013

Est. take-home

List your home with Redfin and save $16,498

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,407/mo

Redfin rental estimate

List your home for rent

Market trends in 27106, NC

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.0%

+0.0% MoM

Median sale price

$397K

$7K MoM

Avg. days on market

38d

3 days MoM

Recently sold homes

183

4 MoM

New listings for sale

NEW 12 HRS AGO
$769,000
3 beds3 baths2,834 sq ft
5435 Fern Bank Cir, Winston Salem, NC 27106
NEW 14 HRS AGO
$1,695,000
5 beds7 baths9,404 sq ft
4620 Cherryhill Ln, Winston Salem, NC 27106
OPEN SUN, 2PM TO 4PM
$850,000
3 beds3 baths2,443 sq ft
1955 Faculty Dr, Winston Salem, NC 27106
$299,000
3 beds2 baths3,318 sq ft
3890 Whitehaven Rd, Winston Salem, NC 27106
$150,000
2 beds1 bath877 sq ft
4660 Tobacco St, Winston Salem, NC 27106
3D WALKTHROUGH
$970,000
4 beds5.5 baths5,002 sq ft
3736 Burbank Ln, Winston Salem, NC 27106
$440,000
3 beds2 baths2,147 sq ft
5275 Jacobs Way, Winston Salem, NC 27106
$445,000
3 beds2.5 baths1,967 sq ft
1264 Stadler Ridge Rd, Winston Salem, NC 27106
$558,000
4 beds4 baths3,787 sq ft
105 Ridgemere Ct, Winston Salem, NC 27106
$439,900
4 beds3 baths2,578 sq ft
4270 Lindsey Ln, Winston Salem, NC 27106
See all

Provided by Redfin

Sale history for 4448 Bent Tree Farm Rd

Year

Property tax

Land + Additions

Assessment*

2025

$15,027 (+7.0%)

$232,800 + $1,130,600

$1,363,400

2024

$14,042 (+6.8%)

$225,000 + $776,000

$1,001,000

2022

$13,151 (+0.1%)

$225,000 + $776,000

$1,001,000

2021

$13,132 (−16.4%)

$225,000 + $776,000

$1,001,000

2020

$15,716 (−0.7%)

$211,000 + $927,100

$1,138,100

2019

$15,830 (+5.3%)

$211,000 + $927,100

$1,138,100

2018

$15,033

$211,000 + $927,100

$1,138,100

2017

$15,033 (+18.3%)

$211,000 + $927,100

$1,138,100

2016

$12,708 (+1.0%)

$211,000 + $927,100

$1,138,100

2015

$12,585 (+3.1%)

$211,000 + $754,745

$965,745

2014

$12,207

$211,000 + $754,745

$965,745

Tax history for 4448 Bent Tree Farm Rd

Year

Property tax

Land + Additions

Assessment*

2025

$15,027 (+7.0%)

$232,800 + $1,130,600

$1,363,400

2024

$14,042 (+6.8%)

$225,000 + $776,000

$1,001,000

2022

$13,151 (+0.1%)

$225,000 + $776,000

$1,001,000

2021

$13,132 (−16.4%)

$225,000 + $776,000

$1,001,000

2020

$15,716 (−0.7%)

$211,000 + $927,100

$1,138,100

2019

$15,830 (+5.3%)

$211,000 + $927,100

$1,138,100

2018

$15,033

$211,000 + $927,100

$1,138,100

2017

$15,033 (+18.3%)

$211,000 + $927,100

$1,138,100

2016

$12,708 (+1.0%)

$211,000 + $927,100

$1,138,100

2015

$12,585 (+3.1%)

$211,000 + $754,745

$965,745

2014

$12,207

$211,000 + $754,745

$965,745

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

Public record

Beds

Baths

6.5

Stories

Lot width

—

Lot depth

—

Lot size

2.29 Acres

Year renovated

1990

Sq. Ft.

8,087

Year built

1990

Style

Single Family Residential

County

Forsyth County

APN

6806460816

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

Property details

Parking

Parking / Garage Information
# of Garage Spaces: 3
Garage Description: Attached Garage
Parking Features: Driveway, Garage, Circular Driveway, Garage Door Opener, Attached

Interior

Bathroom Information
# of Bathrooms (Full): 6
# of Bathrooms (1/2): 1

Basement Information
Basement YN: Yes
Has Basement
Basement: Unfinished, Basement
Basement Area: 3728

Room Information
# of Rooms: 20

Interior Features
Has Primary On Main
Attic Description: Floored Attic, Partially Floored, Permanent Stairs, Pulldown Stairs, Walk in Attic
Flooring: Carpet, Tile, Wood
Interior Features: Great Room, Arched Doorways, Built-in Features, Ceiling Fan(s), Dead Bolt(s), Kitchen Island, Pantry, Separate Shower, Solid Surface Counter, Vaulted Ceiling(s), Wet Bar

Exterior

Exterior Features
Exterior Features: Balcony, Sprinkler System, Veranda/Breezeway
Other Equipment: Irrigation Equipment, Electronic Air Filter, Intercom
Fencing: Privacy

Pool Information
Pool Features: In Ground

Lot Information
Lot Features: City Lot, Corner Lot, Partially Cleared, Partially Wooded
Lot Size Acres: 2.26
Miscellaneous: Balcony, Great Room

Land Information
Land Description: Corner, Partially Cleared, Partially Wooded
Water Source: Public

Property Information
Property Type: Residential
Property Sub Type: Stick/Site Built
Structure Type: House
Built Information: Existing
Year Built: 1990
# of Fireplaces: 6
Fireplace Features: Gas Log, Basement, Den, Great Room, Living Room, Outside, Playroom
Appliances: Microwave, Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Humidifier
Laundry Features: Dryer Connection, Main Level, Washer Hookup
Security Features: Security Lights, Security System, Carbon Monoxide Detector(s), Smoke Detector(s)

Building Information
Building Area Total: 11,651
Levels: 2.5
Construction Materials: Brick, Stucco

Financial

Tax Information
Tax Annual Amount: $15,033.16

Utilities

Utility Information
Sewer: Public Sewer
Water Heater: Gas

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

Location

HOA Information
Association: Winston-Salem
Association YN: Yes
Association Fee: $770
Association Fee Frequency: Annually

School / Neighborhood
Elementary School: Jefferson
Middle Or Junior School: Jefferson
High School: Mt. Tabor

Location Details
Directions: Robinhood Road to Right on Shattalon. Left on Bent Tree Farm Road. Home is at the corner of Beechridge.

Community Information
Subdivision Name: Bent Tree Farm

Public facts

Beds: 5
Baths: 6.5
Sq. Ft.: 8,087
Stories: 2.0
Lot Size: 2.29 acres
Style: Single Family Residential
Year Built: 1990
Year Renovated: 1990
County: Forsyth County
APN: 6806460816

Home facts updated by county records on Aug 17, 2026

Around this home

Schools

Jefferson Elementary

Public PreK-5 • Assigned • 0.4mi

9/10

Jefferson Middle

Public 6-8 • Assigned • 1.3mi

7/10

Mount Tabor High

Public 9-12 • Assigned • 1.5mi

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

7 days above 102° expected this year, 18 days in 30 years

3/10 Wind Factor

7% 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 • 27106

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

9.1 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.57M – $1.90M

Reach more buyers when you sell with Redfin. Save up to $16,498 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$334,900

3 beds1.5 baths1,640 sq ft

575 Alpine Rd, Winston Salem, NC 27104

$409,900

5 beds3 baths3,006 sq ft

624 Brentwood Ct, Winston Salem, NC 27104

$377,700

4 beds3 baths2,551 sq ft

590 N Peace Haven Rd, Winston Salem, NC 27104

$379,000

3 beds2 baths2,088 sq ft

139 Brooks Landing Dr, Winston Salem, NC 27106

3D WALKTHROUGH

$299,900

3 beds2 baths1,810 sq ft

207 Leland Dr, Winston Salem, NC 27106

$399,000

4 beds2.5 baths1,891 sq ft

4816 Welwyn Rd, Winston Salem, NC 27104

New listings for sale in 27106

NEW 12 HRS AGO

$769,000

3 beds3 baths2,834 sq ft

5435 Fern Bank Cir, Winston Salem, NC 27106

NEW 14 HRS AGOVIDEO TOUR

$1,695,000

5 beds7 baths9,404 sq ft

4620 Cherryhill Ln, Winston Salem, NC 27106

OPEN SUN, 2PM TO 4PM

$850,000

3 beds3 baths2,443 sq ft

1955 Faculty Dr, Winston Salem, NC 27106

$299,000

3 beds2 baths3,318 sq ft

3890 Whitehaven Rd, Winston Salem, NC 27106

$150,000

2 beds1 bath877 sq ft

4660 Tobacco St, Winston Salem, NC 27106

3D WALKTHROUGH

$970,000

4 beds5.5 baths5,002 sq ft

3736 Burbank Ln, Winston Salem, NC 27106

$440,000

3 beds2 baths2,147 sq ft

5275 Jacobs Way, Winston Salem, NC 27106

$445,000

3 beds2.5 baths1,967 sq ft

1264 Stadler Ridge Rd, Winston Salem, NC 27106

$558,000

4 beds4 baths3,787 sq ft

105 Ridgemere Ct, Winston Salem, NC 27106

Home values near 4448 Bent Tree Farm Rd

Data from public records.

Address	Redfin Estimate
4441 Bent Tree Farm Road, Winston Salem, NC 4 Beds \| 5.5 Baths \| 5164 Sq. Ft.	$1,326,612
4472 Bent Tree Farm Road, Winston Salem, NC 5 Beds \| 4.5 Baths \| 6345 Sq. Ft.	$1,324,639

Address	Redfin Estimate
4432 Bent Tree Farm Road, Winston Salem, NC 6 Beds \| 5.5 Baths \| 8979 Sq. Ft.	$2,154,906
4457 Bent Tree Farm Road, Winston Salem, NC 5 Beds \| 4.5 Baths \| 5287 Sq. Ft.	$1,064,996

Address	Redfin Estimate
4473 Bent Tree Farm Road, Winston Salem, NC 4 Beds \| 5.5 Baths \| 5469 Sq. Ft.	$1,118,977
4465 Bent Tree Farm Road, Winston Salem, NC 4 Beds \| 5 Baths \| 4863 Sq. Ft.	$1,283,153

Property information provided by Triad MLS when last listed in 2018. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

27103 homes for sale
27104 homes for sale
27106 homes for sale
27023 homes for sale
27012 homes for sale

Houses for rent in Winston-Salem	Agents near me	Asheville, NC homes for sale	Winston-Salem Housing Market
Houses for sale near me	Charlotte, NC homes for sale	Apex, NC homes for sale
Land for sale near me	Raleigh, NC homes for sale	Greensboro, NC homes for sale
Open Houses near me	Cary, NC homes for sale	Winston-Salem Property Records
Condos for sale near me	Durham, NC homes for sale	NC New Listings

High Point homes for sale
Kernersville homes for sale
Greensboro homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 27106, NC

Sale history for 4448 Bent Tree Farm Rd

Tax history for 4448 Bent Tree Farm Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 27106

Home values near 4448 Bent Tree Farm Rd

More real estate resources