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Under contract
    • $495,000

    44 Winding Trail, Whispering Pines, NC 28327

    4beds
    2,525sqft
    : 
    $2,954/mo
    Get pre-qualified
    Single Family Residence
    Built in 2006
    0.89 Acres Lot
    $497,300 Zestimate®
    $196/sqft
    $6/mo HOA

    What's special

    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.
    31 days
    473
    23

    Zillow last checked:

    Listing updated:

    Listed by:

    Jennifer L Carlson 910-596-8967,

    Love Pines Realty,

    Love Pines 910-596-8967,

    Love Pines Realty

    Source: Hive MLS,MLS#: 100597752MLS LogoOriginating MLS: Mid Carolina Regional MLS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Living Room, Dining Room, Family Room, Breakfast Nook, Other
      Primary bedroom
      • Description: 14'3x21'7
      • Level: Main
      • Dimensions: 143 x 217
      Bedroom 2
      • Description: 14'5x12'4
      • Level: Main
      • Dimensions: 14 x 12
      Bedroom 3
      • Description: 10'6x11'9
      • Level: Main
      • Dimensions: 10 x 11
      Bedroom 4
      • Description: 12'9x11'7
      • Level: Main
      • Dimensions: 12 x 11
      Breakfast nook
      • Level: Main
      • Dimensions: 123 x 80
      Dining room
      • Description: 12'1017'11
      • Level: Main
      • Dimensions: 1210 x 1711
      Family room
      • Description: 17'4x19'8
      • Level: Main
      • Dimensions: 174 x 198
      Kitchen
      • Description: 11'11x9'12
      • Level: Main
      • Dimensions: 11 x 12
      Living room
      • Description: 16'11x14'11
      • Level: Main
      • Dimensions: 1611 x 1411
      Other
      • Level: Main
      • Dimensions: 144 x 194
      Heating
      • Electric, Heat Pump
      Cooling
      • Central Air
      Appliances
      • Included: Built-In Microwave, Refrigerator, Dishwasher, Electric Range
      Features
      • Walk-in Closet(s), High Ceilings, Ceiling Fan(s), Reverse Floor Plan, Blinds/Shades, Eat-in Kitchen, Gas Log, Walk-In Closet(s)
      • Basement: None
      • Attic: Pull Down Stairs
      • Has fireplace: Yes
      • Fireplace features: Gas Log
      Interior area
      • Total structure area: 2,525
      • Total interior livable area: 2,525 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Patio & porch: Covered
      • Fencing: Back Yard
      • Has view: Yes
      • View description: See Remarks
      • Frontage type: See Remarks
      Lot
      • Size: 0.89 Acres
      • Dimensions: 78 x 244 x 154 x 315
      Details
      • Parcel number: 97000487
      • Zoning: R01
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Brick, Wood Frame
      • Foundation: Crawl Space
      • Roof: Architectural Shingle
      Condition
      • New construction: No
      • Year built: 2006

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Water Available

      Community & HOA

      Community
      • Subdivision: Whispering Winds
      HOA
      • Has HOA: Yes
      • Amenities included: See Remarks
      • HOA fee: $68 annually
      • HOA name: Whispering Winds Lake Owners
      • HOA phone: 910-949-3879
      Location
      • Region: Whispering Pines

      Financial & listing details

      • Price per square foot: $196/sqft
      • Tax assessed value: $464,940
      • Annual tax amount: $3,103
      • Date on market: 8/20/2026
      • Cumulative days on market: 31 days
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Road surface type: Paved

        Estimated market value

        $497,300

        $472,000 - $522,000

        $2,638/mo

        Price history

        DateEventPrice
        8/24/2026Contingent$495,000$196/sqft
        Source: Hive MLS #100597752 Report a problem
        8/24/2026Pending sale$495,000$196/sqft
        Source: LPRMLS #768128 Report a problem
        8/20/2026Listed for sale$495,000+52.3%$196/sqft
        Source: Hive MLS #100597752 Report a problem
        9/7/2016Sold$325,000+8.4%$129/sqft
        Source: Public Record Report a problem
        1/3/2007Sold$299,900$119/sqft
        Source: Hive MLS #119279 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$3,103 -2.9%$464,940
        2023$3,196 +4.4%$464,940 +19.9%
        2022$3,063 -2.5%$387,770 +26%
        2021$3,140 +5.2%$307,850
        2020$2,986 +5.4%$307,850
        2019$2,832 $307,850 +4.9%
        2018$2,832 +11.6%$293,380
        2017$2,538 $293,380
        2015$2,538 +1.2%$293,380 -4.6%
        2014$2,508 -4.6%$307,410
        2013$2,628 $307,410
        2012-- $307,410
        2011-- $307,410
        2010-- $307,410
        2009-- $307,410
        2008-- $307,410
        2007-- $307,410
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: 28327

        Getting around

        0 / 100
        Car-Dependent
        24 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Sandhills Farm Life
        • Middle: New Century Middle
        • High: Union Pines

        Source: Hive MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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