
33 Winding Trail · Whispering Pines, NC 28327
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!
Features & Amenities
Location
Property boundary from county GIS
Map layers
Neighborhood Snapshot
U.S. Census Bureau, ACS 5-year estimatesNeighborhood data describes this home's U.S. Census tract and is provided for information only. Statistics describe an area, not any individual property or its residents.
Pricing History
| Date | Event | Price | Change |
|---|---|---|---|
| Oct 8, 2026 | Price Reduced | $389,000 → $379,000 | ▾ $10,000 (2.6%) |
| May 22, 2026 | Price Change | $399,000 | — |
Monthly Cost Estimate
* Estimates only. Actual rates, payments, and terms vary. Consult a licensed mortgage professional.
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Last Updated: Oct 8, 2026