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For sale
  • Price cut: $45.5K (10/5)
    $449,500

    3537 Highwood Dr SE, Washington, DC 20020

    3beds
    1,777sqft
    : 
    $2,892/mo
    Get pre-qualified
    Single Family Residence
    Built in 1940
    5,435 Square Feet Lot
    $446,100 Zestimate®
    $253/sqft
    $-- HOA

    What's special

    Attached one-car garageTree-lined streetsPartially finished lower levelPrivate drivewayCharming sunroomThree bedroomsDetached-home setting
    A rare opportunity in the heart of Hillcrest! Set on a large lot, 3537 Highwood Drive SE is a classic detached Colonial ready for its next chapter. This property needs work and is being offered strictly AS-IS, providing an exceptional opportunity for a buyer, renovator, or investor looking to bring new life to a home with plenty of potential. The home offers three bedrooms, one full and one-half bath, hardwood floors, a fireplace, a charming sunroom, and a partially finished lower level. The detached-home setting, generous lot, private driveway, and attached one-car garage provide features that are increasingly difficult to find at this price point in the District. The real opportunity, however, is outside. The deep, generously sized lot offers room to create a beautiful private garden, expanded outdoor living area, or thoughtfully renovated landscape, subject to applicable zoning and approvals. With its established residential setting and mature neighborhood character, Highwood Drive offers a wonderful canvas for someone with vision. Located in Hillcrest/Dupont Park community, the property is surrounded by tree-lined streets and predominantly detached homes, while remaining convenient to Pennsylvania Avenue, Capitol Hill, downtown Washington, and major commuter routes. The neighborhood offers a quieter atmosphere with access to parks, recreation, local shopping, restaurants, and everyday conveniences.
    31 days
    369
    32

    Zillow last checked:

    Listing updated:

    Listed by:

    Virginia Gergoff 202-250-0254,

    Keller Williams Capital Properties,

    Co-Listing Team: Eng Garcia Properties, Co-Listing Agent: Carlos A Garcia 202-253-6177,

    Keller Williams Capital Properties

    Source: Bright MLS,MLS#: DCDC2283714MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Basement
      • Area: 880
      Heating
      • Forced Air, Oil
      Cooling
      • None, Electric
      Appliances
      • Included: Gas Water Heater
      Features
      • Basement: Other
      • Has fireplace: No
      Interior area
      • Total structure area: 2,420
      • Total interior livable area: 1,777 sqft
      • Finished area above ground: 1,540
      • Finished area below ground: 237

      Property

      Parking
      • Parking features: Off Street
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Three
      • Stories: 3
      • Pool features: None
      Lot
      • Size: 5,435 Square Feet
      • Features: Unknown Soil Type
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 5538//0027
      • Zoning: R-1
      • Special conditions: Short Sale

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Other
      • Foundation: Other
      Condition
      • New construction: No
      • Year built: 1940

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Hill Crest
      HOA
      • Has HOA: No
      Location
      • Region: Washington

      Financial & listing details

      • Price per square foot: $253/sqft
      • Tax assessed value: $506,670
      • Annual tax amount: $24,977
      • Date on market: 9/22/2026
      • Listing agreement: Exclusive Agency
      • Ownership: Fee Simple

        Estimated market value

        $446,100

        $424,000 - $468,000

        $3,658/mo

        Price history

        DateEventPrice
        10/5/2026Price change$449,500-9.2%$253/sqft
        Source: Bright MLS #DCDC2283714 Report a problem
        9/22/2026Listed for sale$495,000+19.3%$279/sqft
        Source: Bright MLS #DCDC2283714 Report a problem
        8/11/2016Sold$415,000$234/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2026$24,977 +1.1%$499,530 +1.1%
        2025$24,716 +637.5%$494,310 +2.7%
        2024$3,351 +0.7%$481,340 +1.2%
        2023$3,330 +6.5%$475,720 +6.6%
        2022$3,126 +5.8%$446,460 +5.3%
        2021$2,954 +4.1%$423,830 +1%
        2020$2,838 +20.1%$419,500 +11.5%
        2018$2,363 +9.6%$376,130 +15.3%
        2017$2,156 -3.2%$326,080 +9.5%
        2016$2,226 -6.8%$297,770 +6%
        2015$2,388 +7.5%$280,960 +7.5%
        2014$2,222 -0.6%$261,440 -0.6%
        2013$2,237 +16.5%$263,120 +16.5%
        2012$1,920 $225,840
        2011$1,920 -30.6%$225,840 -30.6%
        2010$2,766 -7.7%$325,370 -7.7%
        2009$2,998 +6.6%$352,680 +10.4%
        2007$2,811 +11.5%$319,430 +16.6%
        2006$2,521 +26.4%$273,980 +31.8%
        2005$1,995 +16.5%$207,800 +16.5%
        2004$1,713 +13%$178,430 +13%
        2003$1,516 +12%$157,890 +12%
        2002$1,353 -11.5%$140,975 +6%
        2001$1,529 $132,995
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        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: Dupont Park

        Getting around

        64 / 100
        Somewhat Walkable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Randle Highlands
        • Middle: Sousa
        • District: District Of Columbia Public Schools

        Source: Bright 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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