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

44 Winding Trail, Whispering Pines, NC 28327

$515,000

Very large naturally graded front yard, with immaculate landscaping.

Virtual Tour

https://www.zillow.com/view-imx/2b2b62af-d483-4ed5-a9ad-7c87de489377?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard

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.

Property Type: Residential Bedrooms: 4 Baths: 2 Square Footage: 2,525 Lot Size (sq. ft.): 38,768 Status: Closed

Current Price: $515,000 List Date: 8/20/2026 Last Modified: 9/22/2026

Overview

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.

Listing Details MLS# 100597752

Contract Info

Sub-Type: Single Family Residence
Construction Type: Stick Built
Delayed Marketing?: No
Marketing Start Date: 2026-08-20
Listing Price: 495000
List Price/SqFt: 196.04
Stipulation of Sale: Standard

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

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.

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: Yes
Fireplace Y/N: Yes

Legal Taxes

Year Built: 2006

More Information

Status Change Info

Under Contract Date: 2026-08-23
Sold Date: 2026-09-21

Entry Level Information

Entry Level: Yes

HOA

Association Fee 1/Year: 68
Association Name: Whispering Winds Lake Owners
Association Phone: 9109493879

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

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
Kitchen	11.00	12.00	Main	11'11x9'12
Master Bedroom	143.00	217.00	Main	14'3x21'7
Bedroom 2	14.00	12.00	Main	14'5x12'4
Bedroom 3	10.00	11.00	Main	10'6x11'9
Bedroom 4	12.00	11.00	Main	12'9x11'7
Living Room	1611.00	1411.00	Main	16'11x14'11
Dining Room	1210.00	1711.00	Main	12'1017'11
Family Room	174.00	198.00	Main	17'4x19'8
Breakfast Nook	123.00	80.00	Main
Other	144.00	194.00	Main

IDX

Listing Office: Love Pines Realty

Last Updated: September - 22 - 2026

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