4449 Bent Tree Farm Rd, Winston Salem, NC 27106

Off Market Jun 2024 for $1.2M

$1,363,772

Est. refi paymentEst. refi $7,991/mo

•

5,760

sq ft

4449 Bent Tree Farm Rd, Winston Salem, NC 27106

About this home

Welcome to this freshly updated and well-maintained 2+ acre retreat tucked away in Bent Tree Farm. As you enter the bright open foyer, your gaze meets a wall of trees just outside the great room windows. The gray and white paint palette is so fresh and soothing. The open dining room could serve as a study with its fireplace; and the study across the foyer could also serve as a main-level guest room with its adjacent full bath. The updated kitchen boasts gray cabinets and a blue island and backsplash. The large main-level primary has a beautifully updated bath, gorgeous custom closet space with direct access to a private courtyard with an in-ground spa. Enjoy the view of the woods from the newly resurfaced deck across the back of the home. Don’t miss the finished lower level which expands your entertainment and guest sleeping area for family and friends. The freshly painted exterior, new gutters and roof are only a hint of the work the current owners have put into this wonderful home.

Single-familyProperty Type

2001Year Built

2.32 acresLot Size

$237Est. Price/Sq.Ft.

3 car garageParking

Listed by Suzanne Ramm • Berkshire Hathaway HomeServices Carolinas Realty

Bought with Mary Gettys Hardwick • Leonard Ryden Burr Real Estate

Redfin checked: a minute ago

•Source:Triad MLS #1141672

Redfin Estimate

$1,363,772

$139K since sold in June 2024$13K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 57.4% higher than the average sale price ($866K) 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 AUG 6, 2026
$467,000
B
4 beds4.5 baths3,466 sq ft
3900 Windsor Place Dr, 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 JUL 14, 2026
$890,000
D
4 beds4.5 baths5,218 sq ft
1513 Barrington Way Ct, 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 27, 2026
$618,000
F
4 beds4.5 baths4,131 sq ft
3925 Philpark Dr, Winston Salem, NC 27106

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Earn from this home

Sell

$342,407

Est. take-home

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Refinance

Est. cash available

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Rent

$3,423/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

NEW 11 HRS AGO
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5330 Summer Hill Ln, Winston Salem, NC 27106
NEW 17 HRS AGO
$189,000
2 beds3 baths2,338 sq ft
803 Aspen Trl, Winston Salem, NC 27106
NEW 24 HRS AGO
$749,000
4 beds4.5 baths4,586 sq ft
810 Poplar Grove Rd, Winston Salem, NC 27106
$325,000
3 beds2 baths1,720 sq ft
5059 Ramillie Run, Winston Salem, NC 27106
OPEN SUN, 2PM TO 4PM
$389,900
4 beds2.5 baths1,890 sq ft
4219 Honeysuckle Vine Dr, Winston Salem, NC 27106
$252,000
3 beds2 baths1,564 sq ft
5750 Harpers Ferry Rd, Winston Salem, NC 27106
$250,000
3 beds2.5 baths537 sq ft
2618 Speas Rd, Winston Salem, NC 27106
$279,900
3 beds2 baths1,855 sq ft
3915 Avera Ave, Winston Salem, NC 27106
$738,000
5 beds4 baths3,835 sq ft
4610 Century Oaks Ln, Winston Salem, NC 27106
$215,000
3 beds1.5 baths1,001 sq ft
4154 Edgeware Rd, Winston Salem, NC 27106
See all

Provided by Redfin

Sale history for 4449 Bent Tree Farm Rd

Date

Event

Price

Triad MLS #1141672

Jun 27, 2024

Sold

$1,225,000

$213/sq ft

Jun 8, 2024

Pending

—

May 17, 2024

Contingent

—

May 9, 2024

Listed

$1,249,000

$217/sq ft

May 6, 2024

Coming Soon

$1,249,000

$217/sq ft

Triad MLS #1027376

Jul 13, 2021

Sold

$945,000

$164/sq ft

Jun 28, 2021

Pending

—

Jun 6, 2021

Contingent

—

Jun 4, 2021

Listed

$949,900

$165/sq ft

+45

Come see this stunner in person - you won't be disappointed! This property is an elegant custom-built home on 2.32 private acres at the end of a cul-de-sac lot. The interior features everyday luxury - elaborate moldings and architectural details like a grand two-story great room with a Juliet balcony! The deluxe primary suite on the main level has oversized windows, Hollywood-style closet, and tray ceilings sure to make you wake up and feel like royalty! Downstairs features plenty of open space that could be used any way buyer desires. Back yard featuring a private courtyard with pool/spa and private dressing area.

Public Records

Mar 14, 2000

Sold

$130,000

$23/sq ft

Public Records

Aug 29, 1989

Sold

$140,000

$24/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$13,179 (+6.3%)

$220,500 + $975,200

$1,195,700

2024

$12,401 (+6.8%)

$202,500 + $681,500

$884,000

2022

$11,614 (+4.4%)

$202,500 + $681,500

$884,000

2021

$11,127 (−0.9%)

$202,500 + $681,500

$884,000

2020

$11,228 (−0.7%)

$189,900 + $623,200

$813,100

2019

$11,309 (+5.3%)

$189,900 + $623,200

$813,100

2018

$10,740

$189,900 + $623,200

$813,100

2017

$10,740 (+9.7%)

$189,900 + $623,200

$813,100

2016

$9,791 (+1.5%)

$189,900 + $623,200

$813,100

2015

$9,642 (+3.1%)

$189,900 + $554,120

$744,020

2014

$9,350

$189,900 + $554,120

$744,020

Tax history for 4449 Bent Tree Farm Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,179 (+6.3%)

$220,500 + $975,200

$1,195,700

2024

$12,401 (+6.8%)

$202,500 + $681,500

$884,000

2022

$11,614 (+4.4%)

$202,500 + $681,500

$884,000

2021

$11,127 (−0.9%)

$202,500 + $681,500

$884,000

2020

$11,228 (−0.7%)

$189,900 + $623,200

$813,100

2019

$11,309 (+5.3%)

$189,900 + $623,200

$813,100

2018

$10,740

$189,900 + $623,200

$813,100

2017

$10,740 (+9.7%)

$189,900 + $623,200

$813,100

2016

$9,791 (+1.5%)

$189,900 + $623,200

$813,100

2015

$9,642 (+3.1%)

$189,900 + $554,120

$744,020

2014

$9,350

$189,900 + $554,120

$744,020

*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

5.5

Stories

1.5

Lot width

—

Lot depth

—

Lot size

2.32 Acres

Year renovated

2002

Sq. Ft.

5,796

Year built

2001

Style

Single Family Residential

County

Forsyth County

APN

6806378740

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, Garage Door Opener, Attached

Interior

Virtual Tour

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (1/2): 1

Basement Information
Basement YN: Yes
Has Basement
Basement: Finished, Basement
Basement Area: 1684

Room Information
# of Rooms: 14

Interior Features
Has Primary On Main
Attic Description: Floored Attic, Walk in Attic
Energy Features: Insulated Windows
Flooring: Carpet, Laminate, Tile, Wood
Interior Features: Great Room, Ceiling Fan(s), Dead Bolt(s), Freestanding Tub, Kitchen Island, Pantry, Separate Shower, Solid Surface Counter, Vaulted Ceiling(s), Wet Bar

Exterior

Exterior Features
Exterior Features: Balcony, Garden, Sprinkler System
Other Equipment: Irrigation Equipment
Fencing: None
Waterfront Features: Stream

Pool Information
Pool Features: None

Guest House Information
No

Lot Information
Lot Features: City Lot, Subdivided, Sloped
Lot Size Acres: 2.32
Miscellaneous: Balcony, Cable, Great Room

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

Property Information
Property Type: Residential
Property Sub Type: Stick/Site Built
Structure Type: House
Built Information: Existing
Year Built: 2001
# of Fireplaces: 3
Fireplace Features: Double Sided, Gas Log, Basement, Great Room, Keeping Room
Appliances: Microwave, Oven, Dishwasher, Disposal, Exhaust Fan, Gas Cooktop, 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: 5,760
Levels: One and One Half
Construction Materials: Stucco

Financial

Tax Information
Tax Annual Amount: $11,835

Utilities

Utility Information
Sewer: Public Sewer
Water Heater: Gas

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

Location

HOA Information
Association: Winston-Salem
Association YN: Yes
Association Fee: $980
Association Fee Frequency: Annually

Location Details
Directions: West on Robinhood Road, turn right on Shattalon Drive. The entrance to Bent Tree Farm is on your left. 4449 Bent Tree Farm Road is on the circle to the right with a view over Muddy Creek.

Community Information
Subdivision Name: Bent Tree Farm

Public facts

Beds: 5
Baths: 5.5
Sq. Ft.: 5,796
Stories: 1.5
Lot Size: 2.32 acres
Style: Single Family Residential
Year Built: 2001
Year Renovated: 2002
County: Forsyth County
APN: 6806378740

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 • 1.4mi

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

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

$1.30M – $1.57M

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Nearby similar homes

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New listings for sale in 27106

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Home values near 4449 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.	$1,311,569
4457 Bent Tree Farm Road, Winston Salem, NC 5 Beds \| 4.5 Baths \| 5287 Sq. Ft.	$1,068,795

Address	Redfin Estimate
4473 Bent Tree Farm Road, Winston Salem, NC 4 Beds \| 5.5 Baths \| 5469 Sq. Ft.	$1,116,280
4465 Bent Tree Farm Road, Winston Salem, NC 4 Beds \| 5 Baths \| 4863 Sq. Ft.	$1,263,656

Address	Redfin Estimate
4472 Bent Tree Farm Road, Winston Salem, NC 5 Beds \| 4.5 Baths \| 6345 Sq. Ft.	$1,299,622
4433 Bent Tree Farm Road, Winston Salem, NC 4 Beds \| 5 Baths \| 6225 Sq. Ft.	$1,486,578

Property information provided by Triad MLS when last listed in 2024. 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

Sale history for 4449 Bent Tree Farm Rd

Tax history for 4449 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 4449 Bent Tree Farm Rd

More real estate resources