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Back 429 Gregory Street
Off Market

429 Gregory Street

Winston-Salem NC 27101

2
1
816 sq. ft.
0.13 ac.
Single-Family
Last sold for $145,000
Karah Jean-GillesKarah Jean-Gilles, last sold this property on 13 November 2025 after 467 days on market.

Overview

WELCOME HOME! This newly updated cottage is ready for its next chapter — and that could be you! Featuring 2 bedrooms and 1 full bathroom, this charming home is perfect as a starter home or investment property. Enjoy the convenience of updated plumbing and a newly installed dishwasher. The kitchen boasts stainless steel appliances, and the stackable washer and dryer will convey with the home. Located within walking distance of Truist Stadium and downtown Winston-Salem, with just a 5-minute drive to the hospital, this home puts you in the heart of it all. Whether you're relaxing at home or exploring the city, this cozy gem offers the perfect balance of comfort and location. Schedule your tour today — the only thing missing is YOU!

Features

2 bedrooms
1 bathroom
816 sq. ft. floor area
0.13 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 2 bedroom single-family properties sold in Winston-Salem over the last 12 months, the estimated median property value of 429 Gregory Street is $168.5k.

Median value
$168.5k
Estimated value range
$53k - $575k
Median days on market
21
Estimated value trend
-4%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Winston-Salem. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 429 Gregory Street

2025
Sold
$145,000
13 Nov 2025 by Karah Jean-Gilles, of eXp Realty
2024
Sold
$98,000
25 Jun 2024 by Tracey Shrouder, of 360 REALTY
2022
Sold
$76,000
18 Feb 2022

Happy sellers in Winston-Salem

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We have insufficient information to provide an overview of customer satisfaction for Winston-Salem. Viewing the agent profiles, reviews and sales for Winston-Salem can provide insights for this location.

Local market activity for 2 bedroom single-family properties in Winston-Salem

In the last 12 months, 21 two-bedroom single-family properties similar to 429 Gregory Street, have been sold.

This represents a 34% increase in two-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winston-Salem

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Stephanie Slack

Stephanie Slack is a recommended agent for Winston-Salem.  They have 3 local sales and collected 1 local review across the last 12 months.

  •   5   (4 reviews)
  •  1 Review in Winston-Salem
  •  3 Sales in Winston-Salem
View profile
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Lauria Yeary

Lauria Yeary is an award winning recommended agent for Winston-Salem.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (32 reviews)
  •  1 Review in Winston-Salem
  •  1 Sale in Winston-Salem
View profile
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Evon Dennis

Evon Dennis is an award winning recommended agent for Winston-Salem.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (18 reviews)
  •  1 Review in Winston-Salem
  •  1 Sale in Winston-Salem
View profile
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Valerie Vincent

Valerie Vincent is a recommended agent for Winston-Salem.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   4.9   (13 reviews)
  •  1 Review in Winston-Salem
  •  1 Sale in Winston-Salem
View profile
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