39 Winding Trail Whispering Pines, NC $ 550,000
39 Winding Trail
$ 550,000
Recently Listed
Open House 5/17 11am - 1pm
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39 Winding Trail

Whispering Pines, NC, 28327
$ 550,000
Bedrooms4 Baths2.1 Sq 2,500

Monthly Estimate*

$ 3,386

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Single Family Home for sale in Whispering Pines, NC

for $550,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,500 square foot home was built in 2005 on a lot size of 0.49.

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!

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Open House

5/17/2026 11:00 AM - 1:00 PM
39 Winding Trail Whispering Pines, NC
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 550,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 3,063

Style

Single Family Residence

Lot Size

0.49

Year Built

2005

Town/City

Whispering Pines

County/Region

Moore

MLS | Web ID

100572040

Features
General
Living Area 2500.0
Heating Propane Heat Pump Fireplace Insert Electric Forced Air
Cooling Central Air Heat Pump
Utilities Water Available
Possession Close Of Escrow At Closing
Roof Composition
Appliances Built-In Microwave Refrigerator Range Disposal Dishwasher Convection Oven
Zoning RS
HOA Fee 68.0
Garage Spaces 2.0
Patio/Porch Features Patio Front Porch
Security Features Smoke Detector(s)
Construction Materials Concrete Brick Vinyl Siding Wood Frame
Year Built 2005
View See Remarks
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Taxes 3063.29
Parcel Number 97000476
Assoc Fee Paid Per Annually
County Moore
Operating Expense 0.0
New Construction N
Property Type Residential
In City Limits? (Y/N) Y
Association Amenities Trash
HOA Y
Attached Garage Y
Subdivision Name Whispering Winds
Garage Y/N Y
Other Structures Shed(s) See Remarks
Total Rooms 9
Full Baths 2
Status Active
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.
High School Union Pines High
City Whispering Pines
Association Name Whispering Winds Lake Owners Association
High School District Moore County Schools
Lot Size Units Acres
Lot Size Square Feet 21344.0
Carport Spaces 0.0
Carport Y/N N
Elementary School McDeeds Creek Elementary
Property Attached Y/N N
Land Lease Y/N N
Home Warranty Y/N N
Middle/Junior High School New Century Middle
Lease Considered Y/N N
Structure Type Wood Frame Stick Built
Living Area Units Square Feet
Standard Status Active
Tax Assessed Value 458920
Legal Description WHISPERING WINDS LOT 50
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Interior
Interior Amenities Master Downstairs Walk-in Closet(s) Vaulted Ceiling(s) High Ceilings Whirlpool Ceiling Fan(s) Pantry Walk-in Shower Blinds/Shades Gas Log Walk-In Closet(s)
Flooring Carpet Tile Hardwood
Water Heater Electric
Fireplace Features Gas Log
Master Bed Level Primary Living Area
Total Stories 2
Basement (Y/N) N
Air Conditioning Y/N Y
Heating Y/N Y
Fireplace Y/N Y
Half Baths 1
Laundry Features Dryer Hookup Washer Hookup
Total Bedrooms 4
Attic Features Access Only
Entry Level 1
Room Type Master Bedroom Bedroom 2 Bedroom 3 Bedroom 4 Dining Area Breakfast Nook Dining Room Living Room Sunroom
Unit Type 4 Bedroom Or More
Total Baths 3
Living Area Range 2400 - 2599
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Exterior
Exterior Finish Brick Vinyl Siding
Fencing Back Yard Wood Fenced
Parking Features Concrete Off Street
Lot Features Level
Water Source Public
Total Parking 2.0
Lot Size Area 0.49
Foundation Details Crawl Space
Spa N
Building Area Total 2500
Lot Dimensions 135x215x78x165
Lot Size Acres 0.49
Road Surface Type Paved
Frontage Type See Remarks
Waterfront Y/N N
Road Frontage Type City Street State Road Paved
Crops Included Y/N N
Horse Y/N N
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Internal Only
Street Number 1 39
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* Excluded Features
List By
Leslie Riederer

Listing Agent

Coldwell Banker Advantage-Southern Pines

Broker

lriederer@homescba.com

Email

Affordability Calculator

$3,642
Per Month
93%
7%
0%
Monthly Principal & Interest
$3,386
Monthly Property Taxes
$255
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4736569 Elementary School
4736149 Middle School
Union Pines High High School
Pricing History
DatePricePrice ChangeDescription
5/7/2026$550,000 Listed Price

Map


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39 Winding Trail, Whispering Pines, NC, 28327 is a Single Family Home for sale at $550,000 with 2,500 sqft and a lot size of 0.49. 39 Winding Trail has 4 bedrooms, 2.1 baths, and was built in 2005. The property's zip code is 28327 which is in Whispering Pines, NC