39 Winding Trail, Whispering Pines, NC 28327
Whispering Winds · Moore County
Key Facts
Description
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!
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Year Built
2005
Stories
2
Living Area
2,500 sq ft
Lot Size
0.49 acres
Lot Dimensions
135x215x78x165
Garage Spaces
2
Parking Spaces
2
Zoning
RS
Days on Market
76
MLS® Listing#
100572040
Property Features
Interior
Appliances
Cooling
Heating
Flooring
Fireplace
Basement
Parking
Laundry
Patio
Fencing
Lot Features
Construction
Roof
Windows
Security
Other Structures
Utilities
Sewer
Water Source
Rooms
- 17.0x14.0Upper
- 12.0x12.0Main
- Bedroom 213.0x15.0Upper
- Bedroom 311.0x13.0Upper
- Bedroom 411.0x19.0Upper
- Dining Room13.0x11.0Main
- Kitchen14.0x10.0Main
- Living Room17.0x16.0Main
- Master Bedroom14.0x15.0Main
Schools
- Elementary:
- McDeeds Creek Elementary
- Middle:
- New Century Middle
- High:
- Union Pines High
Financial Details
HOA
$68 / Annually
Whispering Winds Lake Owners Association
Annual Taxes
$3,063
Tax year 2024
Assessed Value
$458,920
Parcel Number
97000476
Directions
Airport Rd towards Niagra-Carthage Rd. Left into Whispering Winds subdivision on Lavendar Drive. Take immediate right onto Winding Trail. 39 Winding Trail is on the left.
Affordability Calculator
$106,000
Estimated monthly payment
$2,821/mo
Principal $424,000 · Est. interest $591,518 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Whispering Pines, NC
- $510,448
- Median Listing Price
- 61
- Median Days on Market
- 2,266
- Median Sq Ft
- $232
- Median Price / Sq Ft
- 196
- Active Listings
- This home’s price is 4% above the area median.
- Its price per sq ft is 9% below the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Whispering Pines, NC.
Location
Points of Interest in Whispering Pines, NC
Showing the Whispering Pines area map.
Nearby Schools
Sandhills Classical Christian School
School · 2.1 mi away
Sandhills Farm Life Elementary
Elementary · 2.4 mi away
St John Paul II Catholic School
School · 2.4 mi away
McDeeds Creek Elementary
Elementary · 2.5 mi away
Stars Charter School
Secondary · 3.1 mi away
Sandhills Theatre Arts Renaiss
School · 3.1 mi away
Covenant Preparatory School
School · 3.2 mi away
Little Schoolhouse
School · 3.5 mi away
Father Vincent Capodanno High
School · 3.5 mi away
Vass-Lakeview Elementary
Elementary · 4.1 mi away
Little People Loving & Learn
School · 4.6 mi away
Union Pines High School
Secondary · 4.8 mi away
Union Pines Marching Vikings
School · 4.8 mi away
Crain's Creek Middle
Secondary · 4.9 mi away
Moore County Schools
School · 5.0 mi away
Fellowship Pre-School
School · 5.2 mi away
New Century Middle School
Secondary · 5.4 mi away
Calvary Christian School
School · 5.4 mi away
Episcopal Day School
School · 5.6 mi away
Pinecrest Women S
School · 5.8 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 1171 Fort Bragg Road, Southern Pines, NC | $375,000 | 3 | 2 | 1,963 |
| 1171 N Fort Bragg Road, Southern Pines, NC | $375,000 | 3 | 2 | 1,963 |
| 1171 Fort Bragg Road, Southern Pines, NC | $375,000 | 3 | 2 | 1,963 |
| 175 N Knoll Road, Southern Pines, NC | $389,000 | 3 | 4 | 2,787 |
| 175 N Knoll Road, Southern Pines, NC | $389,000 | 3 | 4 | 2,787 |
| 175 N Knoll Road, Southern Pines, NC | $389,000 | 3 | 4 | 2,787 |
Moving Cost Estimate
EXIT Agents in Whispering Pines
Presented by: Leslie Riederer