OFF MARKET

Off Market Oct 2021 for $1.3M

$1,731,614

Est. refi paymentEst. refi $4,784/mo

•

9,710

sq ft

4400 Bent Tree Farm Rd, Winston Salem, NC 27106

About this home

Stunning estate resting on nearly 4 acres, this is one of Winston Salem's most extraordinary properties. Features include: Gorgeous kitchen w/ granite & top of the line appliances; ML master bedroom w/ his & hers bathrooms; 6 bedrooms, each w/ full bathrooms featuring custom Italian tile; Reclaimed hardwood floors; Expansive gym & theater; Wine cellar; Ample outdoor entertaining space; & more. This entertainers' paradise has been thoughtfully updated & no detail was overlooked.

Single-familyProperty Type

1992Year Built

3.88 acresLot Size

$178Est. Price/Sq.Ft.

4 car garageParking

Listed by Blake Ginther • Keller Williams Realty Elite

Listed by Jessica Moore • Keller Williams Realty Elite

Bought with Ben Bloodworth • Linville Team Partners

Redfin checked: 2 minutes ago

•Source:Triad MLS #1013014

Redfin Estimate

$1,731,614

$432K since sold in October 2021$35K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 71% higher than the average sale price ($1.01M) of 6 comparable homes.

SOLD JUN 15, 2026
$1,210,000
A
4 beds5 baths4,863 sq ft
4465 Bent Tree Farm Rd, Winston Salem, NC 27106
SOLD JUL 30, 2026
$612,500
B
5 beds4.5 baths3,944 sq ft
4244 Saddlewood Forest Dr, Winston Salem, NC 27106
SOLD JUN 23, 2026
$1,200,000
C
4 beds6 baths5,900 sq ft
4141 Shattalon 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 17, 2026
$817,000
E
4 beds4.5 baths4,443 sq ft
1004 Blakeford Ct, Winston Salem, NC 27106
SOLD JUN 22, 2026
$750,000
F
5 beds4.5 baths4,455 sq ft
3822 Ryan Way, Winston Salem, NC 27106

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Earn from this home

Sell

$688,135

Est. take-home

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Refinance

Est. cash available

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Rent

$3,404/mo

Redfin rental estimate

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Market trends in 27106, NC

Last updated August 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

COMING SOON
$1,150,000
4 beds3.5 baths3,630 sq ft
3925 Thorndale Dr, Winston Salem, NC 27106
NEW 19 HRS AGO
$222,500
3 beds2.5 baths1,452 sq ft
4080 Huntingreen Ln Unit B, Winston Salem, NC 27106
COMING SOON
$205,000
2 beds1 bath1,104 sq ft
5441 Robinhood Rd, Winston Salem, NC 27106
$235,000
2 beds2 baths1,192 sq ft
1469 Old Town Rd, Winston Salem, NC 27106
$239,000
3 beds2.5 baths1,584 sq ft
4010 Huntingreen Ln Unit D, Winston Salem, NC 27106
$209,000
2 beds2 baths1,110 sq ft
5720 Birchdale Dr, Winston Salem, NC 27106
$1,350,000
5 beds3.5 baths4,161 sq ft
1708 Indigo Bunting Ct, Winston Salem, NC 27106
$1,325,000
6 beds6 baths6,931 sq ft
3721 Coral Garden Ln, Winston Salem, NC 27106
3D WALKTHROUGH
$185,000
2 beds2 baths1,141 sq ft
531 Mill Pond Dr, Winston Salem, NC 27106
3D WALKTHROUGH
$489,900
4 beds2.5 baths3,117 sq ft
930 Foxhall Dr, Winston Salem, NC 27106
See all

Provided by Redfin

Redfin agents who toured

This spacious grand home has numerous luxuries throughout. The home is in Bent Tree Farm subdivision conveniently located minutes from Robin Hood Road and Mt. Tabor.
6 years ago• May not reflect the current state of the home
Janetta Ernest
Redfin Associate agent

Sale history for 4400 Bent Tree Farm Rd

Date

Event

Price

Triad MLS #1013014

Oct 29, 2021

Sold

$1,300,000

$134/sq ft

Sep 28, 2021

Pending

—

Aug 27, 2021

Contingent

—

Jul 8, 2021

Price Changed

$1,500,000

$154/sq ft

Feb 18, 2021

Listed

$1,600,000

$165/sq ft

Triad MLS #2

Oct 23, 2020

Price Changed

$1,450,000

$149/sq ft

CANOPYMLS as Distributed by MLS Grid #1

Oct 23, 2020

Price Changed

$1,450,000

$149/sq ft

Public Records

Jan 31, 1995

Sold

$724,000

$75/sq ft

Public Records

Jul 23, 1993

Sold

$600,000

$62/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$17,609 (−11.1%)

2024

$19,802 (+6.8%)

$212,600 + $1,244,000

$1,456,600

2022

$18,546 (−17.6%)

$212,600 + $1,244,000

$1,456,600

2021

$22,515 (+3.5%)

$212,600 + $1,244,000

$1,456,600

2020

$21,752 (−0.7%)

$199,400 + $1,375,800

$1,575,200

2019

$21,909 (+5.3%)

$199,400 + $1,375,800

$1,575,200

2018

$20,807 (−14.1%)

$199,400 + $1,375,800

$1,575,200

2017

$24,232 (+27.7%)

2016

$18,976 (+1.5%)

2015

$18,688 (−13.6%)

$199,395 + $1,242,585

$1,441,980

2014

$21,623

$199,395 + $1,242,585

$1,441,980

Tax history for 4400 Bent Tree Farm Rd

Year

Property tax

Land + Additions

Assessment*

2025

$17,609 (−11.1%)

2024

$19,802 (+6.8%)

$212,600 + $1,244,000

$1,456,600

2022

$18,546 (−17.6%)

$212,600 + $1,244,000

$1,456,600

2021

$22,515 (+3.5%)

$212,600 + $1,244,000

$1,456,600

2020

$21,752 (−0.7%)

$199,400 + $1,375,800

$1,575,200

2019

$21,909 (+5.3%)

$199,400 + $1,375,800

$1,575,200

2018

$20,807 (−14.1%)

$199,400 + $1,375,800

$1,575,200

2017

$24,232 (+27.7%)

2016

$18,976 (+1.5%)

2015

$18,688 (−13.6%)

$199,395 + $1,242,585

$1,441,980

2014

$21,623

$199,395 + $1,242,585

$1,441,980

*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

Stories

Lot width

—

Lot depth

—

Lot size

3.88 Acres

Year renovated

1998

Sq. Ft.

15,336

Year built

1992

Style

Single Family Residential

County

Forsyth County

APN

6806670434

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: 4
Garage Description: Attached Garage
Parking Features: Driveway, Garage, Paved, Circular Driveway, Garage Door Opener, Attached

Interior

Virtual Tour

Bathroom Information
# of Bathrooms (Full): 7
# of Bathrooms (1/2): 4

Basement Information
Basement YN: Yes
Has Basement
Basement: Finished, Unfinished, Basement
Basement Area: 405

Room Information
# of Rooms: 20

Interior Features
Has Primary On Main
Attic Description: Pulldown Stairs
Door Features: Insulated Doors
Energy Features: Insulated Doors, Insulated Windows
Flooring: Carpet, See Remarks, Tile, Wood
Interior Features: Arched Doorways, Built-in Features, Ceiling Fan(s), Dead Bolt(s), Soaking Tub, Kitchen Island, Pantry, Separate Shower, Solid Surface Counter, Central Vacuum, Vaulted Ceiling(s)

Exterior

Exterior Features
Exterior Features: Balcony, Gas Grill

Pool Information
Pool Features: None

Lot Information
Lot Number: 1
Lot Features: Subdivided, Sloped
Lot Size Acres: 3.88
Miscellaneous: Balcony, Cable

Land Information
Land Description: Subdivision, Sloping
Water Source: Public

Property Information
Property Type: Residential
Property Sub Type: Stick/Site Built
Structure Type: House
Built Information: Existing
Year Built: 1992
Other Structures: Gazebo
# of Fireplaces: 4
Fireplace Features: Gas Log, Den, Great Room, Living Room, See Remarks
Appliances: Microwave, Cooktop, Dishwasher, Disposal, Double Oven, Range Hood, Gas Water Heater
Laundry Features: Dryer Connection, Main Level, Washer Hookup
Security Features: Security System, Carbon Monoxide Detector(s)

Building Information
Building Area Total: 10,114
Levels: Two
Construction Materials: Brick, Wood Siding

Financial

Tax Information
Tax Annual Amount: $21,909

Utilities

Utility Information
Sewer: Public Sewer
Water Heater: Gas

Heating & Cooling
Cooling: Central Air
Heating: Forced Air, Multiple Systems, Natural Gas
Heating Fuel: Natural Gas

Location

HOA Information
Association: Winston-Salem
Association YN: Yes
Association Fee: $847
Association Fee Frequency: Annually

School / Neighborhood
Additional School Info Zone: Buyers to Verify Schools

Location Details
Directions: Robinhood Rd to Right on Shattalon Dr, Left on Bent Tree Farm Rd.

Community Information
Subdivision Name: Bent Tree Farm

Public facts

Beds: 7
Baths: 9.0
Sq. Ft.: 15,336
Stories: 2.0
Lot Size: 3.88 acres
Style: Single Family Residential
Year Built: 1992
Year Renovated: 1998
County: Forsyth County
APN: 6806670434

Home facts updated by county records on Aug 17, 2026

Around this home

Schools

Jefferson Elementary

Public PreK-5 • Assigned • 0.8mi

9/10

Jefferson Middle

Public 6-8 • Assigned • 1.0mi

7/10

Mount Tabor High

Public 9-12 • Assigned • 1.1mi

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

6% 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

$1.65M – $1.99M

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Nearby similar homes

$1,325,000

6 beds6 baths6,931 sq ft

3721 Coral Garden Ln, Winston Salem, NC 27106

$349,900

3 beds2.5 baths1,762 sq ft

4480 Langhorne Dr, Winston Salem, NC 27106

$850,000

5 beds3.5 baths4,718 sq ft

100 Fox Lake Ct, Winston Salem, NC 27106

3D WALKTHROUGH

$425,000

5 beds3 baths2,330 sq ft

78 Robinhood Cir, Winston Salem, NC 27106

$389,900

4 beds2.5 baths1,890 sq ft

4219 Honeysuckle Vine Dr, Winston Salem, NC 27106

OPEN SUN, 2PM TO 4PM

$509,900

4 beds3 baths3,252 sq ft

1014 Greenhurst Rd, Winston Salem, NC 27104

New listings for sale in 27106

COMING SOON

$1,150,000

4 beds3.5 baths3,630 sq ft

3925 Thorndale Dr, Winston Salem, NC 27106

NEW 19 HRS AGO

$222,500

3 beds2.5 baths1,452 sq ft

4080 Huntingreen Ln Unit B, Winston Salem, NC 27106

COMING SOON

$205,000

2 beds1 bath1,104 sq ft

5441 Robinhood Rd, Winston Salem, NC 27106

$235,000

2 beds2 baths1,192 sq ft

1469 Old Town Rd, Winston Salem, NC 27106

$239,000

3 beds2.5 baths1,584 sq ft

4010 Huntingreen Ln Unit D, Winston Salem, NC 27106

$209,000

2 beds2 baths1,110 sq ft

5720 Birchdale Dr, Winston Salem, NC 27106

$1,350,000

5 beds3.5 baths4,161 sq ft

1708 Indigo Bunting Ct, Winston Salem, NC 27106

$1,325,000

6 beds6 baths6,931 sq ft

3721 Coral Garden Ln, Winston Salem, NC 27106

3D WALKTHROUGH

$185,000

2 beds2 baths1,141 sq ft

531 Mill Pond Dr, Winston Salem, NC 27106

Home values near 4400 Bent Tree Farm Rd

Data from public records.

Address	Redfin Estimate
4408 Bent Tree Farm Rd, Winston Salem, NC 5 Beds \| 4 Baths \| 5409 Sq. Ft.	$1,485,775
4090 Carriage Manor Cv, Winston Salem, NC 4 Beds \| 3 Baths \| 3359 Sq. Ft.	—

Address	Redfin Estimate
4401 Bent Tree Farm Rd, Winston Salem, NC 6 Beds \| 5 Baths \| 6256 Sq. Ft.	$1,387,880
3850 Shattalon Dr, Winston Salem, NC 2 Beds \| 3 Baths \| 1972 Sq. Ft.	$335,240

Address	Redfin Estimate
4009 Rolling Knoll Cv, Winston Salem, NC 4 Beds \| 4.5 Baths \| 4123 Sq. Ft.	$1,467,155
3860 Shattalon Dr, Winston Salem, NC 3 Beds \| 1 Baths \| 1458 Sq. Ft.	$285,108

Property information provided by Triad MLS when last listed in 2021. This data may not match . 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 27106, NC

Redfin agents who toured

Sale history for 4400 Bent Tree Farm Rd

Tax history for 4400 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 4400 Bent Tree Farm Rd

More real estate resources