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3537 Highwood Drive SEWashington, DC 20020

For Sale

$449,500

Smart Buyer Rebate $4,495

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.

Listed by Virginia Gergoff

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License #BR200201459

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Keller Williams Capital Properties

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2022500254

Last updated October 05, 2026

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Source: Bright #DCDC2283714

Listing Facts

  • TypeSingle-family
  • NeighborhoodPenn Branch
  • Bedrooms3
  • Bathrooms2
  • Days on Prevu39
  • Taxes$24,977/year
  • Size1,777 sqft
  • Price per sqft$253

Amenities

  • Parking

Location

Mortgage Calculator

Listing History

10/05/2026
Price Decreased
$449,500
09/22/2026
Listed by Keller Williams Capital Properties
$495,000
  1. 10/05/2026$449,500
    Price Decreased
  2. 09/22/2026$495,000
    Listed by Keller Williams Capital Properties

Property Details for 3537 Highwood Drive SE

Exterior

Construction

  • New Construction: No
  • Year Built: 1940
  • Architectural Style: Colonial
  • Construction Materials: Other

Features

  • Other Structures: Above Grade, Below Grade
  • Waterfront: No

Measurements

  • Lot Size Acres: 0.12
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 5,435
  • Lot Size Units: Square Feet

Financial

Taxes

  • Tax Annual Amount: $24,977.00
  • Tax Year: 2026

Interior

Measurements

  • Living Area: 1,777
  • Living Area Source: Assessor

Rooms

  • Basement: Other
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3

Other

General

  • Senior Community: No

Location

  • Subdivision Name: HILL CREST
  • Tax Lot: 27

Parking

Parking

  • Garage: No

Schools

Elementary School

  • Elementary School: RANDLE HIGHLANDS

Middle or Junior School

  • Middle Or Junior School: SOUSA

Utilities

Equipment

  • Heating: Forced Air
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 2 bathrooms in this single-family home at 3537 Highwood Drive SE.

What schools are nearby to 3537 Highwood Drive SE?

Nearby schools include the RANDLE HIGHLANDS Elementary School and SOUSA Middle School.

What are the annual taxes for 3537 Highwood Drive SE?

Annual taxes for this single-family home are estimated at $24,977.

How does 3537 Highwood Drive SE compare to other single-family homes in Penn Branch?

This single-family home is listed 23% below the average price for single-family homes in Penn Branch and has been on the market for 66 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,777 sqft.

3537 Highwood Drive SE is a 3-bedroom, 2-bath single-family home for sale in WASHINGTON DC 20020. Listed on Prevu for 39 days at $449,500. This includes a recent price decrease of $45,500. This residence features 1,777 square feet of living space, located in Penn Branch. The median listing price for single-family homes in this area is $599,000. Nearby schools include RANDLE HIGHLANDS Elementary School and SOUSA Middle School. Property amenities include parking. View other single-family home listings in Washington.

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Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.