$505,000
Sold Aug 26, 2026
4 bd · 3 ba · 2,500 sq ft
39 Winding Trail
Whispering Pines, NC, 28327 · Whispering Winds
Listed by Coldwell Banker Advantage-Southern Pines
Sale details
- Sold price
- $505,000
- Sold on
- Aug 26, 2026
- First listed at
- $550,000
- Last asking price
- $530,000 (−3.6%)
- Sold vs. first asking
- 91.8%
- Sold vs. last asking
- 95.3%
- Days on market
- 87
Earlier at this address
| Date | Event | Price |
|---|---|---|
| Nov 2, 2023 | Sold | $475,000 (asked $475,000) |
| Sep 23, 2021 | Sold | $395,500 (asked $375,000) |
| Sep 29, 2005 | Sold | $263,871 (asked $263,871) |
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About this home
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 Café 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 Café 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!
Facts
- Type
- Single Family Residence
- Year built
- 2005
- Lot
- 0.49 acres
- Garage
- 2 spaces
- HOA
- $68 / annually
- Community
- Whispering Winds
- County
- Moore
- MLS #
- 100572040
Features
Inside
- Master Downstairs
- Walk-in Closet(s)
- Vaulted Ceiling(s)
- High Ceilings
- Whirlpool
- Ceiling Fan(s)
- Pantry
- Walk-in Shower
- Blinds/Shades
- Gas Log
- Walk-In Closet(s)
- Carpet
- Tile
- Hardwood
- Built-In Microwave
- Refrigerator
Outside
- Level
Community
- Trash
Parking
- Concrete
- Off Street
Heating & cooling
- Propane
- Heat Pump
- Fireplace Insert
- Electric
- Forced Air
- Central Air
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.
About 39 Winding Trail
39 Winding Trail is a 4-bedroom, 3-bath home of about 2,500 square feet, built in 2005, on 0.49 acres in Whispering Winds, Whispering Pines, Moore County, NC 28327.
3 other homes are for sale in Whispering Winds right now (median asking $389,000); 4 homes sold there in the last 12 months at a median of $510,000, typically in about 80 days.
Across ZIP 28327, 141 4-bedroom homes sold in the past year at a median of $515,000.
Whispering Winds neighborhood guideHomes for sale in Whispering PinesMoore County homes
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What's my home worth? →Questions about 39 Winding Trail
How much is 39 Winding Trail?
39 Winding Trail sold for $505,000 on August 26, 2026 (last asking price $530,000). It is not for sale now.
How many bedrooms and bathrooms does 39 Winding Trail have?
4 bedrooms and 3 bathrooms, with about 2,500 square feet.
What neighborhood is 39 Winding Trail in?
Whispering Winds, in Whispering Pines, Moore County, North Carolina.
What have homes sold for in Whispering Winds?
4 homes sold in Whispering Winds in the last 12 months, at a median price of $510,000.
Does 39 Winding Trail have an HOA fee?
Yes: $68 (annually), per the MLS.
When was 39 Winding Trail built?
2005.
Who is the listing broker for 39 Winding Trail?
Coldwell Banker Advantage-Southern Pines (MLS #100572040).