RateMyAgentGo to search
Back 38 Winding Trail
Off Market

38 Winding Trail

Whispering Pines NC 28327

3
2
2
2650 sq. ft.
19863 sq. ft.
Single-Family
Last sold for $490,000
Whispering Pines Pro GroupWhispering Pines Pro Group, last sold this property on 29 September 2025 after 48 days on market.

Overview

This all-brick beauty offers the perfect blend of style, function, and fun—tucked into one of the area's most desirable neighborhoods! At the front of the home, a charming formal living room offers the perfect spot to welcome guests, enjoy quiet conversation, or relax with a good book. Beyond, the vaulted-ceiling main living room with its cozy corner fireplace seamlessly connects to a spacious kitchen and sun-filled Carolina room—an ideal setup for both everyday living and entertaining. From here, step out onto the elevated deck and take in the view of the fantastic fenced-in backyard, complete with your very own regulation-sized free-throw basketball court! The primary suite is a peaceful retreat with private access to the Carolina room and a gorgeous, fully remodeled spa-like bathroom with tiled shower and deep soaking tub. Two additional guest bedrooms and a beautifully remodeled guest bath on the opposite side of the home for added privacy. Need extra space? You'll love the heated and cooled bonus room off the garage—perfect as a workshop, home gym, office, or even a guest space—with double doors opening to the backyard. This home has something for everyone—and it won't last long!

Features

3 bedrooms
2 bathrooms
2 carspaces
2 garage spaces
2650 sq. ft. floor area
19863 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Whispering Pines over the last 12 months, the estimated median property value of 38 Winding Trail is $426k.

Median value
$426k
Estimated value range
$165k - $1.65m
Median days on market
28
Estimated value trend
1%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Whispering Pines. 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 38 Winding Trail

2025
Sold
$490,000
29 Sep 2025 by Whispering Pines Pro Group, of Keller Williams Realty
2017
Sold
$272,000
15 Dec 2017 by Monica Hawke, of Coldwell Banker Advantage-Southern Pines

Happy sellers in Whispering Pines

90%
90% of sellers in Whispering Pines reported that their sale price either exceeded or met their price expectations.

Whispering Pines stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 12 reviews in Whispering Pines over the last 12 months.

Local market activity for 3 bedroom single-family properties in Whispering Pines

In the last 12 months, 111 three-bedroom single-family properties similar to 38 Winding Trail, have been sold.

This represents a 26% increase in three-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 Whispering Pines

placeholder
Tammy O Lyne

Sellers who recommend Tammy O Lyne have praised them for being local expert, responsive, clear communication, reliable, stress-free process, supportive, and well-prepared

  •   5   (370 reviews)
  •  4 Reviews in Whispering Pines
  •  5 Sales in Whispering Pines
View profile
placeholder
Ashley Schaus

Sellers who recommend Ashley Schaus have praised them for being local expert, clear communication, responsive, supportive, patient, stress-free process, and friendly

  •   5   (305 reviews)
  •  3 Reviews in Whispering Pines
  •  4 Sales in Whispering Pines
View profile
placeholder
Stacey Caldwell

Sellers who recommend Stacey Caldwell have praised them for being friendly, clear communication, and responsive

  •   4.6   (12 reviews)
  •  2 Reviews in Whispering Pines
  •  4 Sales in Whispering Pines
View profile
placeholder
LINNETTE REYES

Sellers who recommend LINNETTE REYES have praised them for being clear communication, local expert, responsive, supportive, patient, friendly, and dedicated

  •   5   (40 reviews)
  •  2 Reviews in Whispering Pines
  •  3 Sales in Whispering Pines
View profile
or
Skip the list and find your ideal agent to sell your propertyFind My Agent
RateMyAgent
Sales:
(619) 566-0008
Quick Links
© 2026 RateMyAgent
Privacy PolicyTerms & ConditionsLicensingSitemap