44 Winding Trail, Whispering Pines, NC 28327 (MLS# 100597752)


$495,000
44 Winding Trail
Whispering Pines, NC 28327
MLS# 100597752
Status: Pending with Showings
4 beds  |  2 baths  |  2525 sqft


Very large naturally graded front yard, with immaculate landscaping.
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Very large naturally graded front yard, with immaculate landscaping. The back yard is easy to maintain & spacious for sports activities. Hang out while mom makes the hamburger helper in the kitchen:) Snuggle by the fireplace enjoying pumpkin spice latte. I don't like pumpkin spice, but its you living room. Board games like monopoly, battle ship, and hungry hippos are welcome here Plenty of room to host bible study or book club My favorite room in the home. So much light Dining Space could accommodate a larger formal table if desired Tuscan vibes for those delicious shared meals. Eating space within the kitchen and harbors a pantry too Master bedroom is tucked away behind the kitchen, creating a private retreat. DSC05847 DSC05841 DSC05835 Front Bedroom 2 Hidden Room in Garage DSC05888-HDR Roof 2026! DSC05870-HDR DSC05894-HDR DJI_0473

Property Description
Some houses are just houses. This one has a corded phone stretched across the kitchen cabinets, a Carolina room made for Sunday coffee, and a driveway that has seen a thousand bikes thrown down midsprint. Welcome to 44 Winding Trail a solid, all brick, four-bedroom home tucked into one of Whispering Pines' most coveted streets, sitting on a lot just over an acre where the kids actually have room to run. Inside, 2,525 square feet gives everyone their own corner, and a bonus room off the garage currently a home gym, flexes into whatever your family needs next: office, playroom, in-law space. Built in the early 2000s and constructed the way homes used to be built, this one isn't cutting corners to hit a price point. And then there's Whispering Pines itself Eight lakes, golf, walking trails, and the kind of neighborhood where everybody waves. This isn't just a place to live. It's a place your family's story gets told for years to come.

Details
Maps
Location Information
Street #: 44
Street Name: Winding
Street Suffix: Trail
County: Moore
State/Province: NC
Zip Code: 28327
City Limits: Yes
Marketing City: Whispering Pines
Subdivision: Whispering Winds
Geo Lat: 35.248302
Geo Lon: -79.365419
Contract Info
Sub-Type: Single Family Residence
Construction Type: Stick Built
Status: Pending with Showings
Delayed Marketing?: No
Marketing Start Date: 2026-08-20
Listing Price: 495000
Current Price: $495,000
List Price/SqFt: 196.04
Stipulation of Sale: Standard
Property Exterior Info
New Construction: No
Lot Acres: 0.89
Lot SqFt: 38768
Lot Dimensions: 78x244x154x315
Waterfront: No
Location Type: Mainland
Property Interior Info
SqFt - Heated (Primary): 2525
Total SqFt - Heated (Primary + Separate): 2525
# Rooms: 9
# Baths - Full: 2
# Baths - Total: 2
# Bedrooms: 4
Master Bedroom Level: Primary Living Area
Stories Total: 1
Fireplace Y/N: Yes
HOA
Association Fee 1/Year: 68
Association Name: Whispering Winds Lake Owners
Association Phone: 9109493879
Entry Level Information
Entry Level: 1
Rooms
Bedroom 2 Level: Main
Bedroom 3 Level: Main
Bedroom 4 Level: Main
Breakfast Nook Level: Main
Dining Room Level: Main
Family Room Level: Main
Kitchen Level: Main
Living Room Level: Main
Master Bedroom Level: Main
Other Level: Main
Remarks and Showing
Directions to Property: Airport road (beware of speed traps its 35 MPH) Turn L into Whispering Winds. Turn Right onto Winding Trail. Go down and the house is on the right.
Legal Taxes
Year Built: 2006
Status Change Info
Under Contract Date: 2026-08-23
Property Features
Frontage Type: See Remarks
View Type: None
Attic: Stairs - Pull Down
Basement: None
Construction: Wood Frame
Exterior Finish: Brick
Fencing: Back Yard
Foundation: Crawl Space
Parking Features: Garage; Garage
Patio and Porch Features: Covered
Roof: Architectural Shingle
Levels: One
Cooling: Central Air
Heating: Heat Pump
Heating System Fuel Source: Electric
Water Heater: Electric
Utilities: High Speed Internet; Water Available
Sewer: Septic Tank
Water Source: Municipal Water
Fireplace Features: Gas Log
Interior Features: Blinds/Shades; Ceiling Fan(s); Eat-in Kitchen; Gas Log; High Ceilings; Reversed Floor Plan; Walk-In Closet(s)
Heated SqFt: 2400 - 2599
Dining Room Type: Formal
HOA and Neigh Amenities: See Remarks
Rooms: Bedroom 2; Bedroom 3; Bedroom 4; Breakfast Nook; Dining Room; Family Room; Kitchen; Living Room; Master Bedroom; Other
Terms: Cash; Conventional; FHA; VA Loan
Room Information
Room Name Length Width Level Remarks
Kitchen11.0012.00Main11'11x9'12
Master Bedroom143.00217.00Main14'3x21'7
Bedroom 214.0012.00Main14'5x12'4
Bedroom 310.0011.00Main10'6x11'9
Bedroom 412.0011.00Main12'9x11'7
Living Room1611.001411.00Main16'11x14'11
Dining Room1210.001711.00Main12'1017'11
Family Room174.00198.00Main17'4x19'8
Breakfast Nook123.0080.00Main
Other144.00194.00Main

IDX
Listing Office: Love Pines Realty

Last Updated: August - 24 - 2026

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