For Sale
Single family home for sale at 2299 Winterberry Dr, Winston Salem, NC 27106 | MLS# 1235009 | Listing updated on 2026-10-01
Photo 1 of Single family home for sale at 2299 Winterberry Dr, Winston Salem, NC 27106 | MLS# 1235009 | Listing updated on 2026-10-01
Photo 2 of Single family home for sale at 2299 Winterberry Dr, Winston Salem, NC 27106 | MLS# 1235009 | Listing updated on 2026-10-01
Photo 3 of Single family home for sale at 2299 Winterberry Dr, Winston Salem, NC 27106 | MLS# 1235009 | Listing updated on 2026-10-01
Photo 4 of Single family home for sale at 2299 Winterberry Dr, Winston Salem, NC 27106 | MLS# 1235009 | Listing updated on 2026-10-01
28+
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Street View

$315,000

Monthly Est:$1,568

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,839sqft

2299 Winterberry Dr, Winston Salem, NC 27106

$1,568/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1984

  • $-- HOA

  • 21,780 sqft lot

  • $171/sq.ft

Description

This renovated ranch checks every box. A dramatic shiplap fireplace wall rises to soaring vaulted ceilings in the great room, anchoring an open floor plan that flows seamlessly into the updated kitchen and dining area. With shaker cabinets, stainless appliances, updated countertops, and subway tile backsplash make the kitchen as functional as it is sharp. Updated LVP flooring runs throughout the main level. Three bedrooms, three full baths — including a spacious main-level primary suite and a private upstairs loft suite, each with their own bath. Main level laundry and garage keep daily life simple. Out back, a large deck and level yard with plenty of room to play. That covered front porch and iconic weeping willow welcome you home. Zoned for Reagan High School and minutes from Meadowlark and Robinhood Road.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 1, 2026 at 8:12 pm
  • Listing Provided by: Brandon LaVallee (336) 692-6070 | Reedy Property Group (336) 399-9622
  • Source: Triad MLS-NC | MLS#: 1235009 Triad MLS-NC

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Forsyth County

  • City

    Winston Salem

  • Neighborhood

    --

  • Year Built

    1984

  • HOA Fees

    -

  • Finished Area

    1,839 sqft

  • Lot Size

    21,780 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Triad MLS

  • MLS Number

    1235009

  • MLS Status

    Active

  • Days on Market

    48

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Appliances

    Dishwasher, Disposal, Free Standing Range, Electric Water Heater

  • Flooring

    Carpet, Vinyl

  • Heating

    Heat Pump, Electric

  • Cooling

    Heat Pump

  • Sewer

    Septic Tank

Construction

  • Year Built

    Year Built: 1984

  • Home type

    Single Family Residence

  • Construction Materials

    Brick, Vinyl Siding

Utilities & Energy

  • Fireplace Features

    Living Room

  • Parking Features

    Driveway, Garage, Attached

  • Pool Features

    None

  • Basement

    Crawl Space

  • Water Source

    Public

Other Features

  • Subdivision Name

    Winterberry

Price History

DateEventPrice

09/16/2026

Source: mls_logoTriad MLS-NC #1235009

Listed for Sale

$325,000 +3.17%

$177/sqft

09/16/2026

Source: mls_logoTriad MLS-NC #1235009

Price Decreased

$315,000 -3.08%

$171/sqft

09/08/2026

Source: mls_logoTriad MLS-NC #1234674

Off Market

$325,000 +55.50%

$177/sqft

06/03/2019

Source: mls_logoTriad MLS-NC #929872

Sold

$209,000

$114/sqft

Nearby Homes

Based on information from the Board/Association of REALTORS® (or from the Triad MLS) through Nov 02, 2026, 02:15PM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. This site will be monitored for ‘scraping’ and any use of search facilities of data on the site other than by potential buyers/sellers is prohibited. All Sale data is for informational purposes only and is not an indication of a market analysis or appraisal. Properties marked with the Triad MLS, Inc. icon are provided courtesy of the Triad MLS, Inc.’s Internet Data Exchange Database. Data cannot be redistributed and cannot be used for any reason other than as provided in the contract. © 2026 Triad MLS, Inc. All rights reserved.

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