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The interior of a house in Washington D.C. There are chairs, tables, desks, floor to ceiling windows, and a fireplace.
2815 Woodland Drive NW

D.C.'s 25 most expensive homes for sale, mapped

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2815 Woodland Drive NW

What does affordability look like, and where can you find it? In Washington, D.C., the median listing price is $595,000, but a multi-million dollar listing in neighborhoods like Forest Hills or Georgetown is commonplace. In order to see where the big spenders go in order to nab some of the priciest real estate, Curbed mapped the top 25 most expensive single-family homes and condos currently on the market.

The listings below were collected by [UPDATE] March 6, 2018 and were ordered from most expensive to least. Expect this map to be updated regularly. If you have a tip for a new listing on the market, be sure to let Curbed know by either leaving a comment or emailing dc@curbed.com.

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1. 3030 Chain Bridge Road NW

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3030 Chain Bridge Rd NW
Washington, DC 20016
$19.95 million

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.

The exterior of a house in Washington D.C. The facade is white with columns and arched windows.

2. 2815 Woodland Drive NW

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2815 Woodland Dr NW
Washington, DC 20008
$10.75 million

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.

A house with tall windows surrounded by trees with multicolored autumn leaves.

3. 2660 Connecticut Avenue NW Unit 7C

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2660 Connecticut Ave NW
Washington, DC 20008
$8,749,000

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.

A kitchen area with an island, chairs, white cabinetry, and hardwood floors.

4. 3306 O Street NW

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3306 O St NW
Washington, DC 20007
$13,995,000

This five-bedroom, six-bathroom single-family home is on the market in Georgetown with elegant millwork, four fireplaces, and original hardwood flooring. The kitchen has been updated, and the property boasts a swimming pool, according to the listing. There is also a two-car garage and additional six-car off-street parking included.

A house in Washington D.C. The facade is red brick and there is a red door with white columns. Photo via Washington Fine Properties

5. 3005 45th Street NW

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3005 45th St NW
Washington, DC 20016
$18,000,000

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.

An aerial view of a house in Washington D.C. The house has a brick facade with a grey roof and a large yard in front.

6. 3101 Chain Bridge Road NW

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3101 Chain Bridge Rd NW
Washington, DC 20016
$8.15 million

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.

The exterior of a house in Washington D.C. The facade is tan brick with a brown roof.

7. 1901 24th Street NW

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1901 24th St NW
Washington, DC 20008
$7,495,000

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.

The exterior of a red brick house with a blue roof. Photo via Compass

8. 1155 23rd Street NW Ph 3E

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1155 23rd St NW
Washington, DC 20037
$7.2 million

With $8,449 monthly HOA dues, this two-level penthouse is located at the Ritz-Carlton. The interior spans 5,100 square feet, while the outdoor terrace space spans over 4,000 square feet.

A living area with couches, chairs, a table, and floor to ceiling windows. Photo via Washington Fine Properties

9. 2715 N Street NW

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2715 N St NW
Washington, DC 20007
$6,795,000

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.

The exterior of a house in Washington D.C. The facade is dark grey with multiple windows and a red brick pathway. Photo via TTR Sotheby's International Realty

10. 4524 Cathedral Avenue NW

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4524 Cathedral Ave NW
Washington, DC 20016
$6,495,000

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.

A yellow house with a courtyard and trees in front. Photo via Washington Fine Properties

11. 5105 Lowell Lane NW

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5105 Lowell Ln NW
Washington, DC 20016
$6,495,000

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.

A large house with a pathway and yard in front. Photo via TTR Sotheby's International Realty

12. 3120 Woodland Drive NW

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3120 Woodland Dr NW
Washington, DC 20008
$5,999,000

This listing features built-ins, beamed ceilings, and a wine cellar with a stone wall. There is also a pool.

A house with a red brick facade and trees in front. Photo via Compass

13. 3515 Woodley Road NW

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3515 Woodley Rd NW
Washington, DC 20016
$5,999,000

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.

The exterior of a house in Washington D.C. The house has a yellow facade with a white porch. Photo via TTR Sotheby's International Realty

14. 2718 32nd Street NW

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2718 32nd St NW
Washington, DC 20008
$5,995,000

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.

The exterior of a house that has a white and brown facade with a large driveway. Photo via Washington Fine Properties

15. 2404 Wyoming Avenue NW

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2404 Wyoming Ave NW
Washington, DC 20008
$5.7 million

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.

The exterior of a house with a dark red brick facade and trees in front. Photo via TTR Sotheby's International Realty

16. 1515 31st Street NW

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1515 31st St NW
Washington, DC 20007
$5.6 million

In Georgetown's East Village, this single-family home dates back to circa 1900. It includes an in-law suite, heated pool, and rear garden.

The exterior of a house with a white facade. Photo via TTR Sotheby's International Realty

17. 2900 K Street NW Ph 607

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2900 K St NW
Washington, DC 20007
$5.5 million

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.

The interior of a house with couches, a table, chairs, a fireplace, and floor to ceiling windows. Photo via Washington Fine Properties

18. 2241 Bancroft Place NW

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2241 Bancroft Pl NW
Washington, DC 20008
$5.3 million

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.

Photo via TTR Sotheby's International Realty

19. 2002 Massachusetts Avenue NW Unit 2A

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2002 Massachusetts Ave NW
Washington, DC 20036
$5 million

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.

Photo via Wydler Brothers

20. 2660 Connecticut Avenue NW Unit 6C

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2660 Connecticut Ave NW
Washington, DC 20008
$4,999,000

With only three bedrooms, this 3,133-square-foot condo is on the market, located in the historic Wardman Tower development. The monthly HOA dues total $4,714.

Photo via McWilliams/Ballard Inc.

21. 2845 Mcgill Terrace NW

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2845 McGill Terrace NW
Washington, DC 20008
$4,995,000

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.

Photo via TTR Sotheby's International Realty

22. 2615 30th Street NW

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2615 30th St NW
Washington, DC 20008
$4,995,000

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.

Photo via TTR Sotheby's International Realty

23. 1805 Hoban Road NW

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1805 Hoban Rd NW
Washington, DC 20007
$4,995,000

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.

Photo via Washington Fine Properties

24. 3626 Prospect Street NW

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3626 Prospect St NW
Washington, DC 20007
$4,995,000

On the inside, this townhome is very sleek and modern. The kitchen features stainless steel appliances and an island with a built-in sink. The listing also indicates that the residence comes with a private patio, elevator, and a rooftop deck.

Photo via Washington Fine Properties

25. 2203 Wyoming Avenue NW

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2203 Wyoming Ave NW
Washington, DC 20008
$4.95 million

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.

Photo via TTR Sotheby's International Realty

1. 3030 Chain Bridge Road NW

3030 Chain Bridge Rd NW, Washington, DC 20016
The exterior of a house in Washington D.C. The facade is white with columns and arched windows.
$19.95 million

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.

3030 Chain Bridge Rd NW
Washington, DC 20016

2. 2815 Woodland Drive NW

2815 Woodland Dr NW, Washington, DC 20008
A house with tall windows surrounded by trees with multicolored autumn leaves.
$10.75 million

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.

2815 Woodland Dr NW
Washington, DC 20008

3. 2660 Connecticut Avenue NW Unit 7C

2660 Connecticut Ave NW, Washington, DC 20008
A kitchen area with an island, chairs, white cabinetry, and hardwood floors.
$8,749,000

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.

2660 Connecticut Ave NW
Washington, DC 20008

4. 3306 O Street NW

3306 O St NW, Washington, DC 20007
A house in Washington D.C. The facade is red brick and there is a red door with white columns. Photo via Washington Fine Properties
$13,995,000

This five-bedroom, six-bathroom single-family home is on the market in Georgetown with elegant millwork, four fireplaces, and original hardwood flooring. The kitchen has been updated, and the property boasts a swimming pool, according to the listing. There is also a two-car garage and additional six-car off-street parking included.

3306 O St NW
Washington, DC 20007

5. 3005 45th Street NW

3005 45th St NW, Washington, DC 20016
An aerial view of a house in Washington D.C. The house has a brick facade with a grey roof and a large yard in front.
$18,000,000

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.

3005 45th St NW
Washington, DC 20016

6. 3101 Chain Bridge Road NW

3101 Chain Bridge Rd NW, Washington, DC 20016
The exterior of a house in Washington D.C. The facade is tan brick with a brown roof.
$8.15 million

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.

3101 Chain Bridge Rd NW
Washington, DC 20016

7. 1901 24th Street NW

1901 24th St NW, Washington, DC 20008
The exterior of a red brick house with a blue roof. Photo via Compass
$7,495,000

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.

1901 24th St NW
Washington, DC 20008

8. 1155 23rd Street NW Ph 3E

1155 23rd St NW, Washington, DC 20037
A living area with couches, chairs, a table, and floor to ceiling windows. Photo via Washington Fine Properties
$7.2 million

With $8,449 monthly HOA dues, this two-level penthouse is located at the Ritz-Carlton. The interior spans 5,100 square feet, while the outdoor terrace space spans over 4,000 square feet.

1155 23rd St NW
Washington, DC 20037

9. 2715 N Street NW

2715 N St NW, Washington, DC 20007
The exterior of a house in Washington D.C. The facade is dark grey with multiple windows and a red brick pathway. Photo via TTR Sotheby's International Realty
$6,795,000

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.

2715 N St NW
Washington, DC 20007

10. 4524 Cathedral Avenue NW

4524 Cathedral Ave NW, Washington, DC 20016
A yellow house with a courtyard and trees in front. Photo via Washington Fine Properties
$6,495,000

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.

4524 Cathedral Ave NW
Washington, DC 20016

11. 5105 Lowell Lane NW

5105 Lowell Ln NW, Washington, DC 20016
A large house with a pathway and yard in front. Photo via TTR Sotheby's International Realty
$6,495,000

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.

5105 Lowell Ln NW
Washington, DC 20016

12. 3120 Woodland Drive NW

3120 Woodland Dr NW, Washington, DC 20008
A house with a red brick facade and trees in front. Photo via Compass
$5,999,000

This listing features built-ins, beamed ceilings, and a wine cellar with a stone wall. There is also a pool.

3120 Woodland Dr NW
Washington, DC 20008

13. 3515 Woodley Road NW

3515 Woodley Rd NW, Washington, DC 20016
The exterior of a house in Washington D.C. The house has a yellow facade with a white porch. Photo via TTR Sotheby's International Realty
$5,999,000

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.

3515 Woodley Rd NW
Washington, DC 20016

14. 2718 32nd Street NW

2718 32nd St NW, Washington, DC 20008
The exterior of a house that has a white and brown facade with a large driveway. Photo via Washington Fine Properties
$5,995,000

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.

2718 32nd St NW
Washington, DC 20008

15. 2404 Wyoming Avenue NW

2404 Wyoming Ave NW, Washington, DC 20008
The exterior of a house with a dark red brick facade and trees in front. Photo via TTR Sotheby's International Realty
$5.7 million

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.

2404 Wyoming Ave NW
Washington, DC 20008

16. 1515 31st Street NW

1515 31st St NW, Washington, DC 20007
The exterior of a house with a white facade. Photo via TTR Sotheby's International Realty
$5.6 million

In Georgetown's East Village, this single-family home dates back to circa 1900. It includes an in-law suite, heated pool, and rear garden.

1515 31st St NW
Washington, DC 20007

17. 2900 K Street NW Ph 607

2900 K St NW, Washington, DC 20007
The interior of a house with couches, a table, chairs, a fireplace, and floor to ceiling windows. Photo via Washington Fine Properties
$5.5 million

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.

2900 K St NW
Washington, DC 20007

18. 2241 Bancroft Place NW

2241 Bancroft Pl NW, Washington, DC 20008
Photo via TTR Sotheby's International Realty
$5.3 million

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.

2241 Bancroft Pl NW
Washington, DC 20008

19. 2002 Massachusetts Avenue NW Unit 2A

2002 Massachusetts Ave NW, Washington, DC 20036
Photo via Wydler Brothers
$5 million

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.

2002 Massachusetts Ave NW
Washington, DC 20036

20. 2660 Connecticut Avenue NW Unit 6C

2660 Connecticut Ave NW, Washington, DC 20008
Photo via McWilliams/Ballard Inc.
$4,999,000

With only three bedrooms, this 3,133-square-foot condo is on the market, located in the historic Wardman Tower development. The monthly HOA dues total $4,714.

2660 Connecticut Ave NW
Washington, DC 20008

21. 2845 Mcgill Terrace NW

2845 McGill Terrace NW, Washington, DC 20008
Photo via TTR Sotheby's International Realty
$4,995,000

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.

2845 McGill Terrace NW
Washington, DC 20008

22. 2615 30th Street NW

2615 30th St NW, Washington, DC 20008
Photo via TTR Sotheby's International Realty
$4,995,000

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.

2615 30th St NW
Washington, DC 20008

23. 1805 Hoban Road NW

1805 Hoban Rd NW, Washington, DC 20007
Photo via Washington Fine Properties
$4,995,000

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.

1805 Hoban Rd NW
Washington, DC 20007

24. 3626 Prospect Street NW

3626 Prospect St NW, Washington, DC 20007