33 Winding Trail, Whispering Pines, NC, 28327
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!
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 2004
Materials
- Foundation: Crawl Space
- Roof: Shingle,Composition
- Construction materials: Brick,Brick Veneer,Wood Frame
Type & Style
- Home type: Townhouse
- Property subType: Townhouse
Interior
Appliances
- Appliances included: Built-In Microwave,Refrigerator,Dishwasher,Electric Range
Bedrooms & Bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Features
- Master Downstairs,Walk-in Closet(s),Tray Ceiling(s),High Ceilings,Entrance Foyer,Ceiling Fan(s),Blinds/Shades,Walk-In Closet(s)
- Flooring: Carpet,Ceramic Tile
- Attic: Pull Down Stairs
Heating & Cooling
- Heating features: Propane,Gas Pack,Heat Pump,Fireplace(s),Electric,Forced Air
- Cooling features: Central Air,Ceiling Fan(s),Heat Pump
Interior Area
- Total structure area: 2,008
- Total interior livable area: 2,008 sqft
Master Bedroom
- Level: Main
Property
Details
- Parcel number: 97000444
- Zoning: RM
- Special condition: Standard
Features
- Levels: One
- Patio & porch: Patio
- Fencing: None
- Has view: Yes
- View description: None
- Frontage type: See Remarks
- Living area range: 2000 - 2199
Lot
- Features: Interior Lot
- Lot size dimensions: 0
Parking
- Total spaces: 2
- Parking features: Garage Faces Front,Concrete,Garage
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Lightning
- Inland Flooding
- Ice Storm
- Tornado
- Cold Wave
- Hurricane
- Heat Wave
- Strong Wind
- Wildfire
- Winter Weather
How This Home’s Risks Compare
FEMA Declared Disasters in Moore County and North Carolina
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $2,017 | $24,204 |
| Home Insurance * | $126 | $1,512 |
| Property Taxes | $212 | $2,544 |
| Electricity | $200 | $2,405 |
| Total | $2,555 | $30,660 |
Income You'd Need if You Spent...
North Carolina FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
No zestimate history available
Price History
| Date | Event | Price |
|---|---|---|
| 2026-05-26 | Listed for sale | $399,000 |
| 2005-02-01 | Sold | $203,000 |
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