About this home
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!
Facts
- Type
- Townhouse
- Year built
- 2004
- Garage
- 2 spaces
- HOA
- $3,000 / annually
- Community
- Whispering Winds
- County
- Moore
- Price per sq ft
- $189
- Stories
- 1
- Construction
- Brick, Brick Veneer, Wood Frame
- Roof
- Shingle, Composition
- Foundation
- Crawl Space
- Water
- Public
- Property tax
- $2,219 / year (2026)
- Listed
- May 26, 2026
- MLS #
- 100576112
Features
Inside
- Master Downstairs
- Walk-in Closet(s)
- Tray Ceiling(s)
- High Ceilings
- Entrance Foyer
- Ceiling Fan(s)
- Blinds/Shades
- Walk-In Closet(s)
- Carpet
- Ceramic Tile
- Built-In Microwave
- Refrigerator
- Dishwasher
- Electric Range
Outside
- Interior Lot
- None
Community
- Maintenance Common Areas
- Maintenance Grounds
- Management
Parking
- Garage Faces Front
- Concrete
- Garage
Heating & cooling
- Propane
- Gas Pack
- Heat Pump
- Fireplace(s)
- Electric
- Forced Air
- Central Air
- Ceiling Fan(s)
Directions to 33 Winding Trail
US HWY 1N: Take second exit for HWY 2 (Midland Rd), follow around and exit right at the traffic circle onto Airport Rd. Left onto Lavender Dr, Right onto Winding Trail. Around curve to the left, home on left hand side.
Schools
- Elementary
- McDeeds Creek Elementary
- Middle
- New Century Middle
- High
- Union Pines High
As listed in the MLS (Moore County Schools). School assignments can change — confirm with the district for this address.
Payment calculator
Enter the rate a lender quoted you and pick a down payment to see principal and interest for this home. Not sure what to use? See this week's national average at Freddie Mac ↗
Get your actual rate for this home — usually same day
Joey Milam, Alpha Mortgage Advantage · NMLS #117399 · You're free to choose any lender.
Buying in Whispering Pines? Local guides
- Before You List on the NC Coast: Inspect, Repair or Sell As-Is?What to do before listing a home in Wilmington and the southeastern NC coast: a pre-market inspection, what to fix, credit or disclose, roof/HVAC/insurance questions coastal buyers ask, photos, pricing and offers.
- How Much Are Property Taxes in Wilmington and the NC Coast? (2026-27)County and town property tax rates for New Hanover, Brunswick, Pender, Onslow and Duplin, what they cost on a $400,000 home, the 2027 revaluations to plan for, and tax relief you may qualify for.
- One-Story and Primary-on-Main Homes on the Southeastern NC CoastWhere the one-level homes are from Wilmington to Calabash, what they cost town by town, and what to check before you buy — from current MLS listings.
Explore the area
Popular searches in Whispering Pines
About 33 Winding Trail
33 Winding Trail is a 3-bedroom, 2-bath townhome of about 2,008 square feet, built in 2004 in Whispering Winds, Whispering Pines, Moore County, NC 28327.
At $379,000, it's 27% below the median asking price ($519,500) of the 12 other 3-bedroom listings for sale in Whispering Pines today.
That's about $189 per square foot, compared with a Whispering Pines median asking price of $220 per square foot.
2 other homes are for sale in Whispering Winds right now (median asking $537,000); 3 homes sold there in the last 12 months at a median of $515,000, typically in about 111 days.
Across ZIP 28327, 111 3-bedroom homes sold in the past year at a median of $400,000.
It has been on the market for 151 days.
Area figures are broad context from the MLS, not a valuation — they don't adjust for condition, lot, views or updates. Ask us for a true comparison.
Whispering Winds neighborhood guideHomes for sale in Whispering PinesMoore County homes
Buying 33 Winding Trail
- See it in person. Pick a time and we'll call to confirm — often same day.
- See the cost of waiting. What waiting could cost you on this home, and what it could look like 10 years from now, using today's national rate and 20 years of home price history. No sign-up.
- Have a home to sell first? Our guaranteed sale lets you buy with a firm plan for your current home. How it works
Own a home near 33 Winding Trail? See what it's worth — a home value report built from real sales in Whispering Winds.
What's my home worth? →Questions about 33 Winding Trail
How much is 33 Winding Trail?
33 Winding Trail is listed at $379,000 (about $189 per square foot) as of October 23, 2026. Status: for sale.
How many bedrooms and bathrooms does 33 Winding Trail have?
3 bedrooms and 2 bathrooms, with about 2,008 square feet.
What neighborhood is 33 Winding Trail in?
Whispering Winds, in Whispering Pines, Moore County, North Carolina.
How long has 33 Winding Trail been on the market?
151 days. Homes in Whispering Winds sold after a median of 111 days over the past year.
What have homes sold for in Whispering Winds?
3 homes sold in Whispering Winds in the last 12 months, at a median price of $515,000.
Does 33 Winding Trail have an HOA fee?
Yes: $3,000 (annually), per the MLS.
When was 33 Winding Trail built?
2004.
Who is the listing broker for 33 Winding Trail?
Keller Williams Pinehurst (MLS #100576112). The Buddy Blake Team can show it to you and answer questions.
Can I tour 33 Winding Trail?
Yes. Tap “Schedule a tour,” pick a time, and we'll call to confirm — or call or text (910) 395-1000.