# 3537 HIGHWOOD Drive SE, Washington, DC 20020 > **TL;DR:** 3bd/2ba single family, $449,500 ($253/sqft), built 1940, 1,777 sqft. Est. $2,404/mo. Listed 37 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $449,500 | | Price/sqft | $253 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 1,777 | | Year Built | 1940 | | Lot Size | 5,436 sqft (0.12 acres) | | Stories | 3 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 37 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,273 | | Estimated Insurance | $131 | | **Total** | **$2,404** | ## Nearby Schools - **Elementary:** RANDLE HIGHLANDS - **Middle:** SOUSA ## Property Highlights - Built in 1940 - 0.12 acre lot - 3 stories ## Description ### Agent Description 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. ## Location - **Address:** 3537 HIGHWOOD Drive SE, Washington, DC 20020 - **County:** WASHINGTON - **Neighborhood:** HILL CREST - **Coordinates:** 38.86979, -76.95359 - **Google Maps:** https://www.google.com/maps?q=38.86979,-76.95359 ## Listing Agent - **Name:** Virginia Gergoff · **License:** BR200201459 - **Brokerage:** Keller Williams Capital Prop. - **Broker Phone:** (202) 243-7700 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/3537-Highwood-Dr-SE_Washington_DC_20020_M65156-42633?f=listhub&s=TRENDPA&m=DCDC2283714&c=propsimple) ## Photos ![3537 HIGHWOOD Drive SE - Photo 1](http://lh.rdcpix.com/e82941fdb2800687b29f2ff92c34df11l-f988083791r.jpg) ![3537 HIGHWOOD Drive SE - Photo 2](http://lh.rdcpix.com/e82941fdb2800687b29f2ff92c34df11l-f439444941r.jpg) --- **MLS#:** DCDC2283714 | **Updated:** 2026-10-27 **Source:** listhub *Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/3537-highwood-drive-se-washington-dc-20020-c2ef8293c4904b9b9075ee34c8d2e868) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/3537-highwood-drive-se-washington-dc-20020-c2ef8293c4904b9b9075ee34c8d2e868#listing", "url": "https://www.propertysimple.ai/listing/3537-highwood-drive-se-washington-dc-20020-c2ef8293c4904b9b9075ee34c8d2e868", "name": "3537 HIGHWOOD Drive SE, Washington, DC 20020", "description": "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. 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