39 Winding Trail
Whispering Pines, NC 28327
MLS# 100572040
4 beds | 3 baths | 2500 sqft
Property DescriptionDon'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!
City Limits: Yes
Marketing City: Whispering Pines
Street #: 39
Street Name: Winding
Street Suffix: Trail
County: Moore
State/Province: NC
Zip Code: 28327
Subdivision: Whispering Winds
Geo Lat: 35.247351
ud_i_10: 2
Total SqFt - Heated (Primary + Separate): 2500
# Rooms: 9
# Baths - Full: 2
# Baths - Half: 1
# Baths - Total: 3
Master Bedroom Level: Primary Living Area
Fireplace Y/N: Yes
SqFt - Heated (Primary): 2500
# Bedrooms: 4
Delayed Marketing?: No
Sub-Type: Single Family Residence
Construction Type: Stick Built
List Price/SqFt: 220
Stipulation of Sale: Standard
Status: Active
Marketing Start Date: 2026-05-06
Listing Price: 550000
Sign on Property: Yes
Directions to Property: 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.
New Construction: No
Lot Acres: 0.49
Lot Dimensions: 135x215x78x165
Lot SqFt: 21344
Waterfront: No
Location Type: Mainland
Tax Assessed Value: 458920
Total Real Estate Property Taxes: 3063.29
Deed Book: 6091
Deed Page: 262
Legal: WHISPERING WINDS LOT 50
Broker Owner: No
PID: 97000476
Tax Identifier: 97000476
Lot #: 50
Special Assessments: no
School District: Moore County Schools
Elementary School: McDeeds Creek Elementary
Middle School: New Century Middle
High School: Union Pines High
Attached Garage Spaces: 2
Detached Garage Spaces: 0
Total # Garage Spaces: 2
Total Carport Spaces: 0
Association Fee 1/Year: 68
Association Name: Whispering Winds Lake Owners Association
Association Phone: 9109493879
Electric Provider: Duke Energy
Fuel Vendor Provider: Thompson Gas
Fuel Tank: 1
Above or Below Ground: Above Ground
Fuel Type: Propane
In Use: Yes
Owned or Leased: Leased
Lessor Name and Contact: Thompson Gas
Paved: 1
Public (City/Cty/St): 1
Central Air: 1
Heat Pump: 1
Fireplace Insert: 1
Forced Air: 1
Built-In Microwave: 1
Convection Oven: 1
Blinds/Shades: 1
Ceiling Fan(s): 1
Gas Log: 1
High Ceilings: 1
Master Downstairs: 1
Pantry: 1
Vaulted Ceiling(s): 1
Walk-in Shower: 1
Walk-In Closet(s): 1
Whirlpool: 1
Hookup - Dryer: 1
Hookup - Washer: 1
Bedroom 2: 1
Bedroom 2 Level: Upper
Bedroom 3: 1
Bedroom 3 Level: Upper
Bedroom 4: 1
Bedroom 4 Level: Upper
Breakfast Nook: 1
Breakfast Nook Level: Main
Dining Room: 1
Dining Room Level: Main
Kitchen: 1
Kitchen Level: Main
Living Room: 1
Living Room Level: Main
Master Bedroom: 1
Master Bedroom Level: Main
Sunroom: 1
Sunroom Level: Upper
Frontage Type: See Remarks
Construction: Concrete; Wood Frame
Unit Type: 4 Bedroom Or More
Exterior Finish: Brick; Vinyl Siding
Fencing: Back Yard; Fenced; Wood
Parking Features: Concrete; Off Street
Patio and Porch Features: Front Porch; Patio
Cooling: Central Air; Heat Pump
Heating: Fireplace Insert; Forced Air; Heat Pump
Heating System Fuel Source: Electric; Propane
Utilities: Water Available
Water Source: Municipal Water
Fireplace Features: Gas Log; Propane
Flooring: Carpet; Hardwood; Tile
Interior Features: Blinds/Shades; Ceiling Fan(s); Gas Log; High Ceilings; Master Downstairs; Pantry; Vaulted Ceiling(s); Walk-in Shower; Walk-In Closet(s); Whirlpool
Security Features: Smoke Detector(s)
Laundry Features: Hookup - Dryer; Hookup - Washer
Dining Room Type: Formal; Kitchen
Other Structures: Shed(s); See Remarks
HOA and Neigh Amenities: Trash
Rooms: Bedroom 2; Bedroom 3; Bedroom 4; Breakfast Nook; Dining Room; Kitchen; Living Room; Master Bedroom; Sunroom
Terms: Cash; Conventional; FHA; USDA Loan; VA Loan
| Room Name | Length | Width | Level | Remarks |
| Master Bedroom | 14.00 | 15.00 | Main | |
| Bedroom 2 | 13.00 | 15.00 | Upper | |
| Bedroom 3 | 11.00 | 13.00 | Upper | |
| Bedroom 4 | 11.00 | 19.00 | Upper | |
| Kitchen | 14.00 | 10.00 | Main | |
| Breakfast Nook | 12.00 | 12.00 | Main | |
| Dining Room | 13.00 | 11.00 | Main | |
| Living Room | 17.00 | 16.00 | Main | |
| Sunroom | 17.00 | 14.00 | Upper | Carolina Room |
IDX
Listing Office: Coldwell Banker Advantage-Southern Pines
Last Updated: May - 18 - 2026
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