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For sale
    • Price cut: $10K (8/20)
    $389,000

    33 Winding Trail, Whispering Pines, NC 28327

    3beds
    2,008sqft
    : 
    $2,649/mo
    Get pre-qualified
    Townhouse
    Built in 2004
    -- sqft lot
    $-- Zestimate®
    $194/sqft
    $250/mo HOA

    What's special

    A rare townhouse find in coveted Whispering Pines! This single-level three-bedroom, two-full-bath townhome has been exceptionally maintained by the original owners. The open floor plan of the living and dining area offers a flexible layout and design options, complete with a built-in bookcase and a gas fireplace. The eat-in kitchen has a large bay window, tile floors, ample countertop space, plenty of storage and French doors leading to the bonus ''Carolina'' room. The large primary bedroom has an en-suite bath with a walk-in shower, separate commode closet, and a nicely sized walk-in closet. The second full bathroom features tile floors, a bathtub/shower combination and a linen closet for additional storage. Both bathrooms have solar tubes which bring in great natural light. Other features include: a private concrete back patio with a retractable awning, pull-down stairs in the two car garage to access bonus attic storage space. Mechanical updates: New roof installed in 2024 New 3-ton Trane air conditioner and gas furnace installed in 2023 with extended warranties Septic pumped in 2025 Enjoy a true lock-and-leave lifestyle in a tight-knit community. Whispering Winds HOA takes care of the landscaping and lawn maintenance as part of your HOA dues, allowing you more time to relax and enjoy the area. This exceptional property also boasts an unbeatable location. Conveniently situated just 10 minutes from Pinehurst Resort -- known as the ''Home of American Golf'' -- and only a few miles from the fine dining, boutique shopping, and entertainment of Southern Pines. For active-duty military families, 33 Winding Trail is located less than 30 minutes from Fort Bragg. For weekend getaways, you are approximately 2.5 hours from both the Appalachian Mountains and the beautiful North Carolina coast. Don't miss this opportunity--schedule your showing today!
    126 days
    369
    2

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Tony Barnes 910-690-1454,

    Keller Williams Pinehurst

    Source: Hive MLS,MLS#: 100576112MLS LogoOriginating MLS: Mid Carolina Regional MLS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Master Bedroom, Living Room, Den, Dining Room, Bedroom 2, Bedroom 3, Breakfast Nook
      Primary bedroom
      • Level: Main
      • Dimensions: 14 x 14
      Bedroom 2
      • Dimensions: 12 x 13
      Bedroom 3
      • Dimensions: 12 x 12
      Breakfast nook
      • Dimensions: 9.5 x 9
      Den
      • Dimensions: 14 x 10
      Dining room
      • Dimensions: 10.5 x 10
      Kitchen
      • Dimensions: 9.5 x 15.5
      Living room
      • Dimensions: 14 x 21
      Heating
      • Propane, Gas Pack, Heat Pump, Fireplace(s), Electric, Forced Air
      Cooling
      • Central Air, Ceiling Fan(s), Heat Pump
      Appliances
      • Included: Built-In Microwave, Refrigerator, Dishwasher, Electric Range
      Features
      • Master Downstairs, Walk-in Closet(s), Tray Ceiling(s), High Ceilings, Entrance Foyer, Ceiling Fan(s), Blinds/Shades, Walk-In Closet(s)
      • Flooring: Carpet, Ceramic Tile
      • Attic: Pull Down Stairs
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,008
      • Total interior livable area: 2,008 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage Faces Front, Concrete, Garage
      • Attached garage spaces: 2
      Features
      • Levels: One
      • Patio & porch: Patio
      • Fencing: None
      • Has view: Yes
      • View description: See Remarks
      • Frontage type: See Remarks
      Lot
      • Features: Interior Lot
      Details
      • Parcel number: 97000444
      • Zoning: RM
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: Townhouse
      • Property subtype: Townhouse
      Materials
      • Brick, Brick Veneer, Wood Frame
      • Foundation: Crawl Space
      • Roof: Shingle,Composition
      Condition
      • New construction: No
      • Year built: 2004

      Utilities & green energy

      • Sewer: Septic Tank, Shared Septic
      • Water: Public
      • Utilities for property: Cable Available, Water Connected

      Community & HOA

      Community
      • Subdivision: Whispering Winds
      HOA
      • Has HOA: Yes
      • Amenities included: Maintenance Common Areas, Maintenance Grounds, Management
      • HOA fee: $3,000 annually
      • HOA name: Whispering Winds HOA
      • HOA phone: 910-949-3141
      Location
      • Region: Whispering Pines

      Financial & listing details

      • Price per square foot: $194/sqft
      • Tax assessed value: $332,450
      • Annual tax amount: $2,219
      • Date on market: 5/26/2026
      • Cumulative days on market: 126 days
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,FHA,USDA Loan,VA Loan
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $2,166/mo

        Price history

        DateEventPrice
        8/20/2026Price change$389,000-2.5%$194/sqft
        Source: Hive MLS #100576112 Report a problem
        5/26/2026Listed for sale$399,000+96.6%$199/sqft
        Source: Hive MLS #100576112 Report a problem
        2/1/2005Sold$203,000$101/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$2,219 -2.9%$332,450
        2023$2,286 +2.6%$332,450 +15.3%
        2022$2,227 -2.5%$288,320 +28.8%
        2021$2,283 +5.2%$223,830
        2020$2,171 +5.4%$223,830
        2019$2,059 $223,830 +5.1%
        2018$2,059 +11.8%$213,000
        2017$1,842 $213,000
        2015$1,842 +1.2%$213,000 +3.3%
        2014$1,821 +3.3%$206,250
        2013$1,763 $206,250
        2012-- $206,250
        2011-- $206,250
        2010-- $206,250
        2009-- $206,250
        2008-- $206,250
        2007-- $206,250 +544.5%
        2005-- $32,000
        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.
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        Climate risks

        Neighborhood: 28327

        Getting around

        1 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: McDeeds Creek Elementary
        • Middle: New Century Middle
        • High: Union Pines High

        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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