Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$372,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,882 Sq. Ft.
  • 0.53 Acres
  • 2 Car Garage
  • Updated 1 hour ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Saturday 9/19 11:00 AM - 1:00 PM

2 Winding Trail,Whispering Pines, NC 28327

2 Winding TrailWhispering PinesNC28327

Get directions

View more dates

Join us at 2 Winding Trail on:

  • Open House: 10:00 AM - 12:00 PM

    Sunday 9/20 10:00 AM - 12:00 PM

    2 Winding Trail,Whispering Pines, NC 28327
    2 Winding TrailWhispering PinesNC28327
See This Home
Save This Home
See This Home
Save This Home
Welcome home to this charming all-brick, single-story home situated on a desirable corner lot in the Whispering Winds neighborhood of beautiful Whispering Pines. With a wonderful open floor plan, abundant natural light, and several inviting living spaces, this home offers easy, comfortable living with plenty of room to relax and entertain. A formal dining room at the front of the home flows seamlessly into the spacious living room, featuring a vaulted ceiling and cozy fireplace. French doors open to a lovely brick patio and private backyard, an ideal spot for outdoor dining, morning coffee, or simply enjoying the peaceful surroundings. The kitchen features a convenient breakfast area and connects to a large, light-filled sunroom with tile flooring and a wall of windows overlooking the backyard. The primary bedroom also enjoys direct access to the sunroom, creating a wonderful extension of the living space. The thoughtfully designed split-bedroom floor plan provides added privacy, with the primary suite on one side of the home and two additional bedrooms and a guest bath on the other. Major improvements have already been taken care of, including a new roof in 2026, new HVAC and septic systems in 2019 and a new water heater in 2025. With the big-ticket items complete, any updates you may choose to make are simply cosmetic, giving you the opportunity to add your own personal style to an already wonderful home in Whispering Pines.

Full Property Details for 2 Winding Trail

General

  • Price: $372,000
  • HOA FEE: $6/month
  • HOA FEE FREQ.: Annually
  • Taxes: $2,258 (2024)
  • Status: Active
  • Type: Single Family
  • Source: 2253
  • MLS ID: 100603498
  • Updated: Today (9/18/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 7
  • Interior Features: Master Downstairs, Walk-in Closet(s), High Ceilings, Bookcases, Ceiling Fan(s), Blinds/Shades, Gas Log, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Gas Log
  • Appliances: Built-In Microwave, Refrigerator, Dishwasher, Electric Range
  • Flooring: Carpet, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Living Area

Other Rooms

  • Laundry: Dryer Hookup, Washer Hookup, Laundry Room

Additional Information

  • Shared Amenities: Maintenance Common Areas

Exterior

  • Porch/Patio/Deck: Patio, Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking Features: Garage Faces Front, Attached, Gravel

Location

  • County: Moore
  • Subdivision: Whispering Winds
  • Driving Directions: From Airport Road turn North onto Lavender Drive. Turn Right onto Winding Trail and home is on your right.

School Information

  • High School District: Moore County Schools
  • Elementary School: McDeeds Creek
  • Middle School: New Century Middle
  • High School: Union Pines

Community

  • Association: Yes
  • Assoc. Name: Whispering Winds

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Air, Ceiling Fan(s), Heat Pump
  • Heating Type: Propane, Heat Pump, Fireplace(s), Electric

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Water Connected

Structural Information

  • Structure Type: Wood Frame, Stick Built
  • Construction: Brick Veneer, Vinyl Siding, Wood Frame
  • Roof: Composition
  • Entry Floor Number: 1
  • Square Feet: 1,882
  • Year Built: 1997

Lot Features

  • Lot Size (Acres): 0.53
  • Lot Size (Sq. Ft.): 23,217
  • Lot Dimensions: 129 x 175 x 94 x 156
  • Frontage: City Street, State Road, Paved, Paved
  • Lot Features: Corner Lot
  • Zoning: RS
  • Fencing (Description): None

Financial Considerations

  • For Sale: Yes
  • Price Per Sq. Ft.: $197.66
  • Association Fee: $68
  • Assoc Fee Freq.: Annually
  • Assessment Amount: $338,330
  • Tax Amount: $2,258.35
  • Tax Year: 2024
  • Terms: Cash, Conventional, FHA, USDA Loan, VA Loan

Disclosures and Reports

  • Special Conditions: Standard
  • Legal Description: WHISPERING WINDS LOT 106
  • Property ID: 96000806

Listed by Keller Williams Pinehurst, Whispering Pines Property Group and Keller Williams Pinehurst, Tara Mahrer

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 2 Winding Trail —

  • Whispering Pines Property Group

    Keller Williams Pinehurst

  • Tara Mahrer

    Keller Williams Pinehurst

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2 Winding Trail

School District:Moore County Schools
NameGradesDistance
McDeeds Creek Elementary
2953 Camp Easter Road, Southern Pines, NC 28387
K-52.2 mi
New Century Middle School
1577 Union Church Road, Cameron, NC 28326
6-85.7 mi
Union Pines High School
1981 Union Church Road, Cameron, NC 28326
9-125.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2 Winding Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/18/2026
Listed
$372,000
73.83%
MLS
12/05/2019
Sold
$214,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2 Winding Trail

Year
Property Taxes
Change
Tax Assessment
Change
2026
$2,478
4%
$338,330
—
2025
$2,377
5%
$338,330
—
2024
$2,258
-3%
$338,330
—
2023
$2,326
7%
$338,330
56%
2022
$2,164
-2%
$217,490
—
2021
$2,218
6%
$217,490
—
2020
$2,086
4%
$217,490
2%
2019
$2,001
9%
$212,550
—
2016
$1,839
—
$212,550
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 2 Winding Trail

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Pinehurst, Whispering Pines Property Group and Keller Williams Pinehurst, Tara Mahrer

Similar Properties near 2 Winding Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

340 Queens Cove Way, Carthage, NC 28327 - Photo 1
$365,000

340 Queens Cove Way  Carthage, NC 28327

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
Listed by Mary Lou Vecchione
504 Shelton Dr, Aberdeen, NC 28315 - Photo 1
$369,900

504 Shelton Dr  Aberdeen, NC 28315

  • Single Family
  • Active
  • Updated 11 days ago
  • 3
    Beds
  • 2
    Total Baths
Listed by Lisa Whitescarver
110 Campbell St, Aberdeen, NC 28315 - Photo 1
$365,000

110 Campbell St  Aberdeen, NC 28315

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
Listed by Allison Wunsch
135 Pinesage Dr, West End, NC 27376 - Photo 1 Just Listed
$380,000
Open House

135 Pinesage Dr  West End, NC 27376

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
Listed by Krystal Quihuis and Amy B McKenzie

Just Listed near 2 Winding Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

246 Luss Ln, Southern Pines, NC 28387 - Photo 1 Just Listed
$599,000
Open House

246 Luss Ln  Southern Pines, NC 28387

  • Single Family
  • Active
  • Updated 1 hour ago
  • 4
    Beds
  • 3
    Total Baths
Listed by Kelly Ward
595 S Glover St, Southern Pines, NC 28387 - Photo 1 Just Listed
$299,000

595 S Glover St  Southern Pines, NC 28387

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
Listed by Nicole Bowman
1822 E Indiana Ave, Southern Pines, NC 28387 - Photo 1 Just Listed
$491,335

1822 E Indiana Ave  Southern Pines, NC 28387

  • Single Family
  • Active
  • Updated 8 hours ago
  • 4
    Beds
  • 3
    Total Baths
Listed by Julie Good
625 Redwood Dr, Southern Pines, NC 28387 - Photo 1 Just Listed
$339,900
Open House

625 Redwood Dr  Southern Pines, NC 28387

  • Townhouse
  • Active
  • Updated 46 minutes ago
  • 3
    Beds
  • 2
    Total Baths
Listed by Barbara K Klug

Price Reduced near 2 Winding Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

312 Edinboro Dr, Southern Pines, NC 28387 - Photo 1 Price Reduced
-$10,000 (-2.13%)
$459,900

312 Edinboro Dr  Southern Pines, NC 28387

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
Listed by David M. Sattelmeyer
195 Glenmoor Dr, Southern Pines, NC 28387 - Photo 1 Price Reduced
-$10,000 (-1.68%)
$585,000

195 Glenmoor Dr  Southern Pines, NC 28387

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
Listed by Tracy Gibson
613 Jumper Ct, Southern Pines, NC 28387 - Photo 1 Price Reduced
-$20,000 (-2.71%)
$719,000

613 Jumper Ct  Southern Pines, NC 28387

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
Listed by David N Wilson and Bree Sheridan
170 Lakeview Dr, Southern Pines, NC 28387 - Photo 1 Price Reduced
-$6,000 (-1.19%)
$499,000
Open House

170 Lakeview Dr  Southern Pines, NC 28387

  • Single Family
  • Active
  • Updated 10 hours ago
  • 4
    Beds
  • 3
    Total Baths
Listed by Angela Thompson Group and Kelsey Sigette

Recent Sales near 2 Winding Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1768 Airport Rd, Whispering Pines, NC 28327 - Photo 1 Sold
$416,000

1768 Airport Rd  Whispering Pines, NC 28327

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
Listed by Kristy Marie Rooney
Sold by Lindsey Hagan
57 Cardinal Dr, Whispering Pines, NC 28327 - Photo 1 Sold
$367,500

57 Cardinal Dr  Whispering Pines, NC 28327

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
Listed by Timothy J Venjohn
Sold by Sarah Eichel
53A Cardinal Dr, Whispering Pines, NC 28327 - Photo 1 Sold
$325,000

53A Cardinal Dr  Whispering Pines, NC 28327

  • Condo
  • Closed
  • 2
    Beds
  • 2
    Total Baths
Listed by Rahnelle Rosado
Sold by Gabriel Kassebaum
173 Pine Lake Dr, Whispering Pines, NC 28327 - Photo 1 Sold
$410,000

173 Pine Lake Dr  Whispering Pines, NC 28327

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
Listed by Lindsey Sievers
Sold by Bryant Tumbelekis

2 Winding Trail, Whispering Pines, NC 28327 (MLS# 100603498) is a Single Family property with 3 bedrooms and 2 full bathrooms. 2 Winding Trail is currently listed for $372,000 and was received on September 18, 2026. Want to learn more about 2 Winding Trail? Do you have questions about finding other Single Family real estate for sale in Whispering Pines? You can browse all Whispering Pines real estate or contact a Coldwell Banker agent to request more information.

Tour this property