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For sale
  • Price cut: $25.1K (4/9)
    $599,900

    64 Winthrop Rd, Pittsboro, NC 27312

    3beds
    2,232sqft
    : 
    Single Family Residence, Residential
    Built in 2004
    1.31 Acres Lot
    $594,100 Zestimate®
    $269/sqft
    $8/mo HOA

    What's special

    Covered wrap-around porchMassive bonus roomAbundant natural lightBuilt-in tesla chargerExpansive back deckSpacious two-car garageLarge rooms
    Set on 1.3 private acres in the established Peppertree community, 64 Winthrop offers a rare combination of space, privacy, and convenience, while being just minutes from some of the Triangle's most important destinations. You're close enough to stay connected, yet far enough away to truly unwind. Enjoy an easy commute to major hospitals, universities, Chatham Park, and RTP. ~20 minutes to UNC Hospital, ~35 minutes to Duke University Hospital, ~20 minutes to Chatham Hospital. Inside, the 2,320 sqft layout is designed for flexibility. With two separate living areas and a massive bonus room, you have options like a home office, gym, media room, play space, or all of the above. Whether you work from home, take calls after hours, or just want space to spread out, this home has something for everybody. Large rooms, 9-ft ceilings, and abundant natural light create a bright, welcoming feel throughout. Lucky for the new owner the big-ticket items are already done, including a BRAND NEW ROOF, updated kitchen, whole- house water filtration system, and fresh interior paint. Step outside, and the setting does the rest. A covered wrap-around porch, expansive back deck, fire pit, and wooded backdrop give you multiple ways to recharge. There is space for morning coffee, weekend BBQs, or a quiet evening after a long day. The flat, usable yard is perfect for play, pets, or gathering with friends, while still offering the privacy of a wooded lot. It feels removed, but you're still part of a neighborhood. A spacious two-car garage includes a built-in Tesla charger with plenty of room for a workshop. Located just 15 minutes from downtown Pittsboro and Chatham Park, you're positioned in one of the Triangle's fastest-growing areas, offering both immediate livability and long-term upside. Homes that offer this much land, flexibility, and proximity are hard to find. This one hits the mark.
    57 days
    |
    1,877
    |
    79
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: April 09, 2026 at 10:13pm

    Listed by:

    Cory Sherman 919-849-5592,

    Keller Williams Elite Realty

    Source: Doorify MLS,MLS#: 10146165MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Heating
      • Electric, Forced Air, Heat Pump, Zoned
      Cooling
      • Central Air, Heat Pump, Zoned
      Appliances
      • Included: Dishwasher, Electric Range, Microwave, Oven, Stainless Steel Appliance(s), Washer/Dryer, Water Purifier Owned
      Features
      • Flooring: Carpet, Hardwood, Tile
      • Basement: Crawl Space
      Interior area
      • Total structure area: 2,232
      • Total interior livable area: 2,232 sqft
      • Finished area above ground: 2,232
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage
      • Attached garage spaces: 2
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Porch, Wrap Around
      • Has view: Yes
      Lot
      • Size: 1.31 Acres
      • Features: Back Yard, Front Yard, Garden, Hardwood Trees, Landscaped, Open Lot, Wooded
      Details
      • Parcel number: 0078369
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Transitional
      • Property subtype: Single Family Residence, Residential
      Materials
      • Fiber Cement
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2004

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Peppertree
      HOA
      • Has HOA: Yes
      • Services included: Road Maintenance
      • HOA fee: $100 annually
      Location
      • Region: Pittsboro

      Financial & listing details

      • Price per square foot: $269/sqft
      • Tax assessed value: $314,676
      • Annual tax amount: $4,108
      • Date on market: 2/12/2026

        Estimated market value

        $594,100

        $564,000 - $624,000

        $2,607/mo

        Price history

        Price history
        DateEventPrice
        4/9/2026Price change$599,900-4%$269/sqft
        Source: Doorify MLS #10146165 Report a problem
        2/12/2026Listed for sale$625,000+2.5%$280/sqft
        Source: Doorify MLS #10146165 Report a problem
        4/26/2022Sold$610,000+23.2%$273/sqft
        Source: Doorify MLS #2439383 Report a problem
        4/4/2022Contingent$495,000$222/sqft
        Source: Doorify MLS #2439383 Report a problem
        4/4/2022Listed for sale$495,000+82%$222/sqft
        Source: Doorify MLS #2439383 Report a problem
        10/19/2018Listing removed$2,250$1/sqft
        Source: Fonville Morisey/Chapel Hill Sales Office #2197018 Report a problem
        6/9/2018Listed for rent$2,250$1/sqft
        Source: Fonville Morisey/Chapel Hill Sales Office #2197018 Report a problem
        3/29/2017Listing removed$2,250$1/sqft
        Source: Fonville Morisey/Chapel Hill Sales Office #2105286 Report a problem
        3/2/2017Listed for rent$2,250$1/sqft
        Source: Fonville Morisey/Chapel Hill Sales Office #2105286 Report a problem
        6/9/2009Sold$272,000-5.9%$122/sqft
        Source: Public Record Report a problem
        4/3/2009Price change$289,000-3.7%$129/sqft
        Source: Listhub #1644288 Report a problem
        1/29/2009Listed for sale$300,000+18.9%$134/sqft
        Source: Listhub #1644288 Report a problem
        10/21/2004Sold$252,400$113/sqft
        Source: Agent Provided Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024$2,821 +10.3%$314,676
        2023$2,558 +3.8%$314,676
        2022$2,464 +1.3%$314,676
        2021$2,432 +14%$314,676 +14.7%
        2020$2,134 +5.7%$274,271
        2019$2,019 -5.2%$274,271
        2017$2,130 $274,271 +0.4%
        2016$2,130 -0.8%$273,303
        2015$2,148 $273,303
        2014-- $273,303
        2013-- $273,303
        2012-- $273,303
        2011-- $273,303
        2010-- $273,303
        2009-- $273,303 +9.8%
        2008-- $248,864
        2007$1,758 +7.5%$248,864
        2005$1,635 $248,864

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $3,243/mo
        Principal & interest
        $2915
        Property taxes
        $320
        HOA Fees
        $8
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          Climate risks

          Neighborhood: 27312

          Getting around

          2 / 100
          Car-Dependent
          25 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Chatham - Perry Harrison
          • Middle: Chatham - Margaret B Pollard
          • High: Chatham - Northwood

          Source: Doorify 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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