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For sale
    • Price cut: $50K (8/13)
    $1,325,000

    285 N Bethesda Road, Southern Pines, NC 28387

    4beds
    5,232sqft
    : 
    $7,721/mo
    Get pre-qualified
    Single Family Residence
    Built in 1924
    3.21 Acres Lot
    $1,236,900 Zestimate®
    $253/sqft
    $-- HOA

    What's special

    Historic brick fencingDetached guest cottageDedicated officeHardwood floorsExtensive mill workStone terracesEstablished gardens
    Set on 3.21 private acres in Weymouth Heights, this 1924 estate offers architectural character, established gardens, and a detached guest cottage in one of Southern Pines' most treasured neighborhoods. Historic brick fencing lines portions of the drive, while mature pines, hardwoods, evergreens, and more than 300 flowering azaleas create a setting that has evolved beautifully over generations, just moments from downtown Southern Pines and Weymouth Woods. The 4-bedroom main residence blends thoughtful updates with original character, featuring hardwood floors, extensive mill work, custom built-ins, and four working fireplaces. Large windows frame views of the surrounding grounds, while multiple gathering spaces--including a spacious Great Room, dedicated office, and light-filled Carolina Room--provide flexibility for everyday living and entertaining. The kitchen is appointed with custom Rutt cherry cabinetry, Sub-Zero refrigeration, Dacor double ovens, a five-burner gas cook top, generous workspace, and abundant storage. The main-level primary suite offers a spacious bath, walk-in closet, fireplace, and direct connection to the Carolina Room and outdoor living spaces. Outside, flagstone walkways, stone terraces, expansive lawn areas, and a brick fireplace courtyard create inviting spaces to enjoy the property's exceptional landscape. A detached 659-square-foot guest cottage with a bedroom, full bath, living area, and fireplace provides additional flexibility for guests, extended family, or a private workspace. A rare opportunity to own a significant Weymouth Heights property with privacy, character, and convenience in the heart of Southern Pines.
    97 days
    828
    52

    Zillow last checked:

    Listing updated:

    Listed by:

    Kristi Snyder 910-624-5411,

    Everything Pines Partners LLC

    Source: Hive MLS,MLS#: 100583485MLS LogoOriginating MLS: Mid Carolina Regional MLS

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Family Room, Living Room, Sunroom, Office, Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Other
      Primary bedroom
      • Level: Main
      • Dimensions: 13.9 x 24.6
      Bedroom 2
      • Level: Upper
      • Dimensions: 13.1 x 15.7
      Bedroom 3
      • Level: Upper
      • Dimensions: 13.1 x 19.3
      Bedroom 4
      • Level: Upper
      • Dimensions: 11.11 x 19.2
      Family room
      • Level: Main
      • Dimensions: 30.5 x 16.2
      Kitchen
      • Level: Main
      • Dimensions: 18.4 x 22
      Living room
      • Level: Main
      • Dimensions: 30.7 x 22.5
      Office
      • Level: Main
      • Dimensions: 11.11 x 12.5
      Other
      • Description: Guest House - Bedroom
      • Level: Upper
      • Dimensions: 11.11 x 15
      Other
      • Description: Guest House - Main Level
      • Level: Main
      • Dimensions: 14.9 x 13.2
      Other
      • Description: Garage
      • Level: Main
      • Dimensions: 18.1 x 19.7
      Other
      • Description: Study - Main House
      • Level: Upper
      • Dimensions: 7.4 x 16
      Sunroom
      • Description: Carolina Room
      • Level: Main
      • Dimensions: 11.6 x 24.6
      Heating
      • Propane, Gas Pack
      Cooling
      • Central Air, Ceiling Fan(s)
      Appliances
      • Included: Built-In Microwave, Refrigerator, Double Oven, Disposal, Dishwasher
      • Laundry: Dryer Hookup, Washer Hookup, Laundry Room
      Features
      • Master Downstairs, Walk-in Closet(s), Entrance Foyer, Bookcases, Ceiling Fan(s), Walk-in Shower, Built-in Features, Eat-in Kitchen, Walk-In Closet(s)
      • Flooring: Tile, Wood
      • Basement: None
      • Attic: Storage,Floored
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 4,573
      • Total interior livable area: 5,232 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage Faces Side, Circular Driveway, Detached, Additional Parking, Gravel
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Patio & porch: Patio, Rear Porch, Side Porch
      • Exterior features: Irrigation System
      • Fencing: Brick,Partial,Front Yard
      • Has view: Yes
      • View description: See Remarks
      • Frontage type: See Remarks
      Lot
      • Size: 3.21 Acres
      • Dimensions: 221.10 x 30.51 x 175.83 x 266.68 x 484.25 x 170 x 76.25 x 284.41
      • Features: Front Yard, Wooded, Cleared, Landscaped, Sprinklers in Rear
      Details
      • Additional structures: Guest House
      • Parcel number: 00050818
      • Zoning: SO PIN
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • See Remarks, Brick, Brick Veneer, Wood Frame
      • Foundation: Combination, Brick/Mortar, Crawl Space
      • Roof: Architectural Shingle,Composition
      Condition
      • New construction: No
      • Year built: 1924

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public, Well
      • Utilities for property: Sewer Connected, See Remarks

      Community & HOA

      Community
      • Subdivision: Weymouth Height
      HOA
      • Has HOA: No
      Location
      • Region: Southern Pines

      Financial & listing details

      • Price per square foot: $253/sqft
      • Tax assessed value: $1,333,240
      • Annual tax amount: $5,799
      • Date on market: 6/22/2026
      • Cumulative days on market: 97 days
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,FHA,VA Loan

        Estimated market value

        $1,236,900

        $1.18M - $1.30M

        $3,652/mo

        Price history

        DateEventPrice
        8/13/2026Price change$1,325,000-3.6%$253/sqft
        Source: Hive MLS #100583485 Report a problem
        6/22/2026Listed for sale$1,375,000+3337.5%$263/sqft
        Source: Hive MLS #100583485 Report a problem
        3/27/2026Sold$40,000-95%$8/sqft
        Source: Public Record Report a problem
        9/25/2020Sold$805,000-2.4%$154/sqft
        Source: Hive MLS #198228 Report a problem
        9/4/2020Pending sale$825,000$158/sqft
        Source: Keller Williams Realty #198228 Report a problem
        9/1/2020Listed for sale$825,000$158/sqft
        Source: Keller Williams Realty #198228 Report a problem
        8/10/2020Pending sale$825,000$158/sqft
        Source: Keller Williams Realty #198228 Report a problem
        6/15/2020Price change$825,000-0.6%$158/sqft
        Source: Keller Williams Realty #198228 Report a problem
        5/15/2020Price change$830,000-0.6%$159/sqft
        Source: Keller Williams Realty #198228 Report a problem
        4/15/2020Price change$835,000-0.6%$160/sqft
        Source: Keller Williams Realty #198228 Report a problem
        3/11/2020Price change$840,000-1.2%$161/sqft
        Source: Keller Williams Realty #198228 Report a problem
        1/15/2020Listed for sale$850,000$162/sqft
        Source: Keller Williams Realty #198228 Report a problem
        8/21/2019Listing removed$850,000$162/sqft
        Source: Keller Williams Pinehurst #188999 Report a problem
        5/4/2019Price change$850,000-5.6%$162/sqft
        Source: Keller Williams Pinehurst #188999 Report a problem
        2/20/2019Price change$900,000-5.3%$172/sqft
        Source: Keller Williams Pinehurst #188999 Report a problem
        2/15/2019Price change$950,000+5.6%$182/sqft
        Source: Keller Williams Pinehurst #188999 Report a problem
        1/31/2019Price change$900,000-5.3%$172/sqft
        Source: Keller Williams Realty #188999 Report a problem
        12/7/2018Price change$950,000-17.4%$182/sqft
        Source: Keller Williams Pinehurst #188999 Report a problem
        10/3/2018Price change$1,150,000+4.5%$220/sqft
        Source: Keller Williams Pinehurst #188237 Report a problem
        6/28/2018Price change$1,100,000+22.2%$210/sqft
        Source: Keller Williams Pinehurst #188237 Report a problem
        6/22/2018Price change$900,000-18.2%$172/sqft
        Source: Keller Williams Pinehurst #188237 Report a problem
        6/20/2018Price change$1,100,000+22.2%$210/sqft
        Source: Keller Williams Pinehurst #188237 Report a problem
        6/18/2018Price change$900,000-10%$172/sqft
        Source: Keller Williams Pinehurst #188237 Report a problem
        5/10/2018Price change$1,000,000+0.2%$191/sqft
        Source: Keller Williams Pinehurst #188237 Report a problem
        1/5/2018Listed for sale$998,000$191/sqft
        Source: Berkshire Hathaway HS Pinehurst Realty Group/PH #181746 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$5,800 -4.4%$1,333,240
        2023$6,066 +7.2%$1,333,240 +9.3%
        2022$5,661 -3.8%$1,220,080 +35.8%
        2021$5,885 +1.6%$898,530
        2020$5,796 $898,530
        2019$5,796 $898,530 +7.6%
        2018$5,796 +19.7%$834,770
        2017$4,842 $834,770
        2015$4,842 +2.7%$834,770 -17.9%
        2014$4,716 -19.2%$1,016,890
        2013$5,837 $1,016,890
        2012-- $1,016,890
        2011-- $1,016,890
        2010-- $1,016,890
        2008-- $1,016,890
        2007-- $1,016,890 +91.1%
        2005-- $532,000
        2004-- $532,000
        2003-- $532,000
        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: 28387

        Getting around

        1 / 100
        Car-Dependent
        15 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Southern Pines Elementary
        • Middle: Crain's Creek Middle
        • High: Pinecrest 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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