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39 Winding Trail, 
Whispering Pines, NC 28327

$550,000


4

Beds


3

Baths


2,500

Sq Ft


Single Family

Active

Last updated:

May 13, 2026, 10:17 AM

MLS#

100572040

Source:

NC CCAR

Company Logo

About This Home

39 Winding Trail

Don't miss this incredible opportunity to own a beautifully updated home in one of the Sandhills' most beloved communities -- Whispering Pines! This stunning 2-story home has been thoughtfully updated from top to bottom since 2023 -- just move in and enjoy! The heart of the home is a beautifully remodeled kitchen (2025) featuring brand new GE Caf appliances (2025), perfect for the home chef and entertainer alike. The open and inviting floor plan includes a spacious primary suite on the main level, a living room with soaring cathedral ceilings and a cozy fireplace, a formal dining room, and a charming Carolina/Bonus Room that overlooks the backyard and opens directly outside -- seamlessly blending indoor and outdoor living. Upstairs, three additional bedrooms offer space for family or guests, plus a versatile bonus room perfect for a home office, playroom, or extra storage. The upgrades speak for themselves -- brand new roof (2026, warranty transfers), freshly painted interior (2026), resodded backyard (2026), solar panels (2025, warranty transfers), remodeled kitchen with GE Caf appliances (2025), all new flooring (2023), and both HVAC systems replaced (2023). A Level 2 EV charger is already in place, and the backyard patio is an entertainer's dream. The trampoline and playset convey! Please see MLS documents for solar panel installation details and cost-saving information. Whispering Pines residents enjoy access to scenic lakes, parks, trails, and three public golf courses. Conveniently located near Fort Bragg, Downtown Southern Pines, the Village of Pinehurst, schools, shopping, dining, and more. With this level of investment and transferable warranties, this one won't last long -- schedule your showing today!

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 2005

Price Summary

550,000

$220 per Sq. Ft.

MLS #:

100572040

Last Updated:

May 13, 2026, 10:17 AM

Added:

7 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,500 Sq. Ft.


Structure

Structure

Building Area:

2,500 Sq. Ft.

Year Built:

2005


Lot

Lot Size (Sq. Ft):

21,344


Finances & Disclosures

Finances

Price:

$550,000

Price per Sq. Ft:

$220 per Sq. Ft.

39 Winding Trail
MLS Logo
The information being provided by Hive MLS (formerly North Carolina Regional Mls) is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Hive MLS (formerly North Carolina Regional Mls) All rights reserved.
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39 Winding Trail
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Sun, May 17
11:00 AM01:00 PM

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.