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33 Winding Trail, 
Whispering Pines, NC 28327

$399,000


3

Beds


2

Baths


2,008

Sq Ft


Townhouse

Active

Listed by

Tony Barnes

Keller Williams Pinehurst

Last updated:

June 3, 2026, 10:19 AM

MLS#

100576112

Source:

NC CCAR

About This Home

33 Winding Trail

A rare townhouse find in coveted Whispering Pines! This single-level three-bedroom, two-full-bath townhome has been exceptionally maintained by the original owners. The open floor plan of the living and dining area offers a flexible layout and design options, complete with a built-in bookcase and a gas fireplace. The eat-in kitchen has a large bay window, tile floors, ample countertop space, plenty of storage and French doors leading to the bonus ''Carolina'' room. The large primary bedroom has an en-suite bath with a walk-in shower, separate commode closet, and a nicely sized walk-in closet. The second full bathroom features tile floors, a bathtub/shower combination and a linen closet for additional storage. Both bathrooms have solar tubes which bring in great natural light. Other features include: a private concrete back patio with a retractable awning, pull-down stairs in the two car garage to access bonus attic storage space. Mechanical updates: New roof installed in 2024 New 3-ton Trane air conditioner and gas furnace installed in 2023 with extended warranties Septic pumped in 2025 Enjoy a true lock-and-leave lifestyle in a tight-knit community. Whispering Winds HOA takes care of the landscaping and lawn maintenance as part of your HOA dues, allowing you more time to relax and enjoy the area. This exceptional property also boasts an unbeatable location. Conveniently situated just 10 minutes from Pinehurst Resort -- known as the ''Home of American Golf'' -- and only a few miles from the fine dining, boutique shopping, and entertainment of Southern Pines. For active-duty military families, 33 Winding Trail is located less than 30 minutes from Fort Bragg. For weekend getaways, you are approximately 2.5 hours from both the Appalachian Mountains and the beautiful North Carolina coast. Don't miss this opportunity--schedule your showing today!

Home Facts

Townhouse

2 Baths

3 Bedrooms

Built in 2004

Price Summary

399,000

$198 per Sq. Ft.

MLS #:

100576112

Last Updated:

June 3, 2026, 10:19 AM

Added:

14 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

2,008 Sq. Ft.


Structure

Structure

Building Area:

2,008 Sq. Ft.

Year Built:

2004


Finances & Disclosures

Finances

Price:

$399,000

Price per Sq. Ft:

$198 per Sq. Ft.

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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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33 Winding Trail
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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.