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2539 Waterside Drive NWWashington, DC 20008

For Sale

$1,649,900

Smart Buyer Rebate $16,499

Tucked within the intimate Waterside Drive enclave in prestigious Kalorama Heights, this beautifully renovated and expanded residence offers a rare combination of architectural distinction, privacy, and exceptional convenience. Directly across from Rock Creek Park, the home enjoys serene views of its lush canopy while remaining moments from the best of the city.

The defining architectural feature is the extraordinary two-story glass addition—a dramatic, light-filled element that is truly the centerpiece of the home. Soaring walls of glass create a remarkable sense of openness and provide a striking contemporary counterpoint to the home’s classic character.

The entry level is designed for both gracious entertaining and comfortable everyday living, with expansive living and dining spaces, rich hardwood floors, abundant natural light, and two inviting fireplaces. The beautifully appointed kitchen combines sophisticated design with excellent functionality, while front windows frame picturesque views across Waterside Drive to Rock Creek Park. A powder room completes this level.

Originally a three-bedroom residence, the home has been seamlessly reconfigured as an exceptionally spacious two-bedroom. The second level features a generous family room and expansive office with direct garden access, along with a full bath—providing the flexibility to use the office as an additional bedroom if desired. Upstairs are two bedrooms, including the spacious primary, and a beautifully renovated full bath. A large attic offers the potential for future expansion into an additional finished level, as neighboring homes have done.

At the rear, the stunning landscaped garden feels like a natural continuation of the park setting out front. Lush, private, and beautifully maintained, it creates a hidden oasis for outdoor dining and entertaining. With Rock Creek Park from the front windows and this exceptional garden behind, the home is enveloped in greenery.

Although Waterside Drive has no formal HOA, neighbors contribute a moderate annual amount toward shared landscaping and snow removal. The property also includes one guaranteed parking space, plus additional guest parking.

This peaceful enclave feels remarkably removed from the city, yet popular restaurants and neighborhood destinations in Kalorama and Dupont are within walking distance. Georgetown and downtown are minutes away, and with Rock Creek Parkway directly across the street, access throughout the city and to Reagan National Airport is exceptionally convenient.

Architecturally distinctive and beautifully renovated, this is a rare opportunity to enjoy the intimacy of a hidden enclave, the beauty of Rock Creek Park, and sophisticated city living in one of Washington’s most coveted neighborhoods.

Listed by Jennifer K Knoll

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License #SP98362400

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Compass

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2024412301

Last updated October 22, 2026

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Source: Bright #DCDC2266698

Listing Facts

  • TypeSingle-family
  • NeighborhoodSheridan - Kalorama Historic District
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu29
  • Taxes$10,057/year
  • Size2,800 sqft
  • Price per sqft$589

Amenities

  • Dishwasher
  • Washer/Dryer
  • Parking

Location

Mortgage Calculator

Listing History

10/22/2026
Status changed to Active
$1,649,900
10/20/2026
Status changed to Removed from Feed
$1,649,900
10/02/2026
Listed by Compass
$1,649,900
  1. 10/22/2026$1,649,900
    Status changed to Active
  2. 10/20/2026$1,649,900
    Status changed to Removed from Feed
  3. 10/02/2026$1,649,900
    Listed by Compass

Property Details for 2539 Waterside Drive NW

Association

Amenities

  • Pets Allowed: Cats OK,Dogs OK

Exterior

Construction

  • New Construction: No
  • Roof: Flat, Metal
  • Year Built: 1942
  • Architectural Style: Federal
  • Construction Materials: Brick

Features

  • Fencing: Rear
  • Other Structures: Above Grade
  • Waterfront: No

Measurements

  • Lot Size Source: Estimated
  • Lot Size Square Feet: 2,398
  • Lot Size Units: Square Feet

Financial

Taxes

  • Tax Annual Amount: $10,057.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Stove, Oven - Wall, Microwave, Refrigerator, Icemaker, Dishwasher, Disposal, Dryer, Washer
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Hardwood
  • Interior Features: Built-Ins, Dining Area, Kitchen - Table Space, Window Treatments, Wood Floors
  • Spa: No

Measurements

  • Living Area: 2,800
  • Living Area Source: Estimated

Rooms

  • Has Basement: No
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3

Other

General

  • Senior Community: No

Location

  • Subdivision Name: KALORAMA HEIGHTS
  • Tax Lot: 79

Parking

Parking

  • Garage: No
  • Parking Features: Circular Driveway, Free, General Common Elements, Unassigned

Schools

High School

  • High School: CARDOZO

Utilities

Equipment

  • Cooling: Central A/C
  • 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 3 bathrooms in this single-family home at 2539 Waterside Drive NW.

What schools are nearby to 2539 Waterside Drive NW?

Nearby schools include the CARDOZO High School.

What are the annual taxes for 2539 Waterside Drive NW?

Annual taxes for this single-family home are estimated at $10,057.

How does 2539 Waterside Drive NW compare to other single-family homes in Sheridan - Kalorama Historic District?

This single-family home is listed 62% below the average price for single-family homes in Sheridan - Kalorama Historic District and has been on the market for 45 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 2,800 sqft.

2539 Waterside Drive NW is a 3-bedroom, 3-bath single-family home for sale in WASHINGTON DC 20008. Listed on Prevu for 29 days at $1,649,900. This property features 2,800 square feet of living space, located in Sheridan - Kalorama Historic District. The median listing price for single-family homes in this area is $1,649,900. Nearby schools include CARDOZO High School. Property amenities include dishwasher, parking, and dryer. 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.