This eight-bedroom, 11-and-a-half-bathroom mansion landed on the D.C. market in October 2016, becoming the most expensive listing in the city. It offers a wine cellar, library, and media room. This home was formerly owned by Peggy Cooper Cafritz, a saloniste, arts patron, and former president of the Board of Education.

Behold, the home of the CEO and and Chairman of Black Entertainment Television (BET) Debra Lee. This Massachusetts Avenue Heights single-family home offers a curved facade, a 20-foot tall great room, and luxurious amenities like a full theater, wine room, and sauna. There's also a pool and nine-car garage included.

In Wardman Tower, this four-bedroom, approximately 4,650-square-foot condo is up for grabs. The monthly HOA dues total $6,264. This listing first landed on the market in January 2017 for $7,899,000.

This Wesley Heights property was originally built in 1927 and offers an array of luxurious amenities, including a heated pool, wine cellar, and home theater. According to the listing, there is also a separate catering kitchen, putting green, exercise room, and two garages for three cars.

The listing first landed on the market in March 2012 for $16,125,000. In 2012, it was the second most expensive home on the market before later dropping to seventh place in 2014. By that point, it was on the market for $10,497,000. The custom-built mansion spans over 14,000 square feet and was constructed in 2004. It offers a landscaped botanical garden and outdoor pool as well as a rooftop deck, and sunroom.

Spanning nearly 7,000 square feet, this Kalorama single-family home has been renovated from top to bottom. According to the listing, it offers smart technology as well as a home gym, private flagstone terrace, and garage.

With seven bedrooms and seven and a half bathrooms, this 5,250-square-foot single-family home comes totally renovated. Some of the highlights of this home include a large wine cellar and a close location to Rose Park. The listing indicates that this is the first time this residence has been offered for sale since 1907.

Next up, in Wesley Heights, this 6,550-square-foot single-family home is up for grabs with elegant entertaining spaces and a pool with a loggia. There is also an office and a playroom. The renovation of this home was designed by Ankie Barnes.

Spanning over 8,000 square feet, this renovated residence by Barnes Vanze Architects is located on more than a half-acre lot. Inside, there is a wine cellar, while outside there are multiple terraces and a four-car garage.

For those interested in upgrading their home the way they upgraded their phone—that is, from dumb to smart—this Cleveland Park home is on the market, equipped with Control4 Smart Home Technology. Along with this, there is also a climate-controlled, more than 400-bottle wine cellar with custom birch panels and LED lighting.

Along with a back garden and pool, this Massachusetts Avenue Heights Tudor residence also comes with multiple fireplaces and a spacious kitchen with an island.

Yes, another Kalorama home. This 1921-constructed home offers high ceilings, a nine-person home theater, elevator, and wine cellar. There is also a pool and gardens in the rear.

This four-bedroom, 5,150-square-foot penthouse first listed in October 2017 for $5.9 million. It has since gotten a price chop. According to the listing, this residence includes two terraces, four gas fireplaces, and three garage parking spaces.

Before Joseph Hirshhorn founded his eponymous museum in Washington, D.C., he needed a location to house his massive collection of paintings and sculptures from the nineteenth and twentieth centuries. With over 8,000 square feet to spare, this Kalorama listing was that location. Constructed in 1924, this eight-bedroom, three-bathroom residence offers built-ins, crown molding, and original fireplace mantels fabricated in 1924.

This two-story condo has a lot of outdoor space to offer. Homebuyers can expect to find four balconies here. There is also custom art lighting inside as well as three garage spaces included.

This residence might offer one of the biggest wine cellars on the D.C. market, able to house 6,000 bottles. The home also offers along with it a rear stone patio, circular driveway, and a spacious kitchen with stainless steel appliances and an island with bar seating.

This listing last sold in October 2000 for $1,782,000. It is now back on the market, fully renovated. Along with built-ins, this home also comes with a pool and multiple fireplaces.

In 2016, this residence got a complete renovation and an addition. Some of the features of this home that might attract homebuyers the most are its wine chiller, lower-level kitchen, two offices, and two terraces.

This home first landed on the market in October 2017 for $5.25 million. It has since undergone a price chop. Since it was built, it has been enlarged to include six bedrooms. Some of the more luxurious amenities are an elevator, rear garden, two-car garage, and pool.