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The 25 Most Expensive Homes for Sale in San Francisco

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It's been too long since we've mapped the 25 most expensive homes for sale in San Francisco. The top spot still goes to 2724 Pacific, which is asking $30M and is owned by Doug Engmann, former chairman of the Pacific Stock Exchange. We've got quite a few newcomers to the list, and several familiar abodes have taken significant PriceChops. At $17.5M, 3660 Jackson is San Francisco's fourth most expensive home, and the priciest on our list that's in contract. It was on the market for a mere week before it got an offer. Let's get this party started!

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1. 2724 Pacific, Pacific Heights

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2724 Pacific Avenue
San Francisco, CA 94115

At $30M, this is the top dog in our Priciest Residential Real Estate Club. 2724 Pacific is a four-level, 7-bedroom home currently owned by Doug Engmann, former chairman of the Pacific Stock Exchange. The 13,500 square foot abode sits on a lot totaling more than 26,000 square feet, making it one of San Francisco's largest private residential parcels. Property highlights include (everything) a gorgeous solarium with koi pond, and a carriage house that doubles as a game room.

2. 2712 Broadway, Pacific Heights

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2712 Broadway Street
San Francisco, CA 94123

San Francisco's second most expensive piece of residential property is actually a plan to build on Billionaire's Row. It's listed for $28.85M. The design is by architect Tom Taylor of Taylor Lombardo. The listing tells us that this "is a unique opportunity to purchase and be part of the finished design or purchase the lot with entitlements to build for $18M."

3. 3800 Washington, Presidio Heights

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3800 Washington St
San Francisco, CA 94118

Halsey Minor, a technology entrepreneur who you may know as the guy who founded CNET in 1993, bought this "modified copy" of the Petit Trianon in 2007. The 8-bed, 7-bath, 18,000 sq. ft. mansion comes with the adjoining 2,618 sq. ft. guest home at 3810 Washington and a vacant lot (125 Maple) that's currently being used as a backyard. The three must be sold together. Curbed SF recently got a tour of the property, and it's in really bad shape. Holes in the ceiling, water damage to the original silk wallcoverings, outdated everything; the whole place will need a complete restoration. If it ever does sell and get the renovation it deserves, we sincerely hope the spectacular ballroom becomes wedding central. It's currently asking $21M.

4. 3660 Jackson, Presidio Heights

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3660 Jackson Street
San Francisco, CA 94118

This very big abode on the Presidio wall was listed on June 14 asking $17.5M. It went into contract exactly one week later. The 6-bed, 6.5-bath, 8,820 square foot home has highlights like six fireplaces and a music room.

5. 2950 Vallejo, Pacific Heights

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2950 Vallejo St
San Francisco, CA 94123

This Neo-Tuscan mansion came on the market last year asking $19,500,000. It's now asking $16,995,000. The 8-bed- 5.75-bath abode played host to the 2011 San Francisco Decorator Showcase. The Oakland Tribune published a rumor in 1940 that Princess Stephanie von Hoohenlohe, a "notorious member of Hitler's spy organization," went into hiding here around that time.

6. 3598 Jackson, Presidio Heights

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3598 Jackson Street
San Francisco, CA 94118

This 7-bed, 7.5-bath, 10,227 square foot home was designed by William Wurster for the Sutro family and built in 1935. It came onto the market in May asking $12,500,000 and was in contract by June. Highlights include five fireplaces and an elevator to all three floors.

7. 2800 Pacific, Pacific Heights

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2800 Pacific Ave
San Francisco, CA 94115

Herbst Manor, or as some call it, "Mini Versailles" belonged to the late Lee Herbst Gruhn. Think Herbst Theater and San Francisco society dame. The 5-bed, 4.5-bath, 8,120 sq. ft. mansion was built in 1899 by San Francisco starchitect Ernest Coxhead. The property is asking $11,995,000, which is $2.245M more than its last listed price. That's right, this is a PriceUpper. Property highlights include the grand staircase, which has a mural that Lee painted of the Palace of Fine Arts. There's also a "historically significant French salon."

8. 15 Arguello, Presidio Heights

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15 Arguello Boulevard
San Francisco, CA 94118

This pink abode in Presidio Heights has nine bedrooms and clocks in at 9,398 square feet. It's asking $11,750,000. It was built in 1912, and was completely redesigned by the Berkeley Dean of Architecture Joseph Esherick in 1955.

9. 2666 Broadway, Pacific Heights

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2666 Broadway Street
San Francisco, CA 94115

One of the only contemporary (remodeled) homes on the map, this 4-bed, 4.5-bath, 4,953 square foot home was designed in 1938 by William Wurster. It's been completely rebuilt since last being sold in late 2011 for $4.7M.

10. 2500 Divisadero, Pacific Heights

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2500 Divisadero Street
San Francisco, CA 94115

This Tudor revival clocks in at 9,125 square feet. The 6-bed, 5.75-bath home underwent an extensive renovation in 1999 and then again in 2005. It's asking $10,000,000.

11. 1089 Chestnut, Russian Hill

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1089 Chestnut St
San Francisco, CA

This newly renovated 6-bed, 7.5-bath home looks like a multi-unit building, but it's actually a single-family home. It's asking $8M. Property highlights include an elevator and expansive roof deck.

12. 1055 Green, Russian Hill

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1055 Green Street
San Francisco, CA 94133

This Julia Morgan-designed stunner came onto the market in January and is now in contract. The 3-bed, 3.5-bath home is on one of Russian Hill's most coveted blocks and is asking $7,950,000. Most recently, the home went under the knife to be "masterfully restored- from a seismic upgrade to the exquisite finishes that respect the original architecture while adding complete livability for the 21st century lifestyle."

13. Unit 27A at 765 Market, SoMa

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765 Market Street
San Francisco, CA 94103

At $7.9M, this would be the most expensive condo currently for sale in San Francisco. It's a 3,000 square foot unit at the Four Seasons Residences. The 3-bed, 4.5-bath home was transformed under the guidance of Orlando Diaz-Azcuy Design Associates. Monthly HOA dues are $2590 and there's 2-car parking in the garage.

14. 3481 Washington, Presidio Heights

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3481 Washington Street
San Francisco, CA 94118

This home was built in 1906 and then rebuilt in 2010 with a 2,000 square foot addition. The 4-bed, 4.5-bath home is asking $7.495M. Property highlights include a wine cellar and a movie theatre.

15. #7 at 945 Green, Russian Hill

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945 Green Street
San Francisco, CA 94133

This apartment on the seventh floor of one of Russian Hill's most exclusive buildings is asking $7M. The 3-bed, 4-bath, 4,000 square foot unit has monthly HOA dues of $3,609 and comes with 2-car parking in the garage. It's in contract. The unit was designed by Michael Taylor.

16. 864 Francisco, Russian Hill

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864 Francisco Street
San Francisco, CA 94109

This is the first time this home has been available for sale in nearly 40 years. The 4-bed, 3.5-bath, 4,700 square foot home is on the market asking $6.9M. Built in 1912 and designed by architect John Galen Howard, the home has a 500-bottle wine cellar and sweeping views of the Bay.

17. 377 Collingwood, Dolores Heights

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377 Collingwood Street
San Francisco, CA 94114

If this home looks familiar it's because this is the home that housed the cast of the very terrible Bravo realty show "Silicon Valley." The 6-bed, 5.5-bath property is asking $6.75M. The outdoor pool is the main attraction.

18. #2201 at 1750 Taylor, Russian Hill

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1750 Taylor Street
San Francisco, CA 94133

Another view co-op in Russian Hill, this one in the Royal Towers. The 2-bed, 2.5-bath is asking $6.6M and is in contract. Monthly HOA dues are $3,800 and there's 2-car parking in the garage.

19. #8 at 1960 Broadway, Pacific Heights

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1960 Broadway Street
San Francisco, CA 94111

This unit encompasses the full 8th floor of a Pac Heights co-op. The 10-story building has only nine residences and was built in 1925. The unit underwent a renovation designed by Roland Courtenay Bishop from the London School of Design. Monthly HOA dues are $1,540 and there's 2-car parking in the garage. The 3-bed, 3-bath, 3,100 square foot unit is asking $6.5M.

20. 3857 Clay, Presidio Heights

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3857 Clay St
San Francisco, CA 94118

This 7-bed, 7-bath, 8,000 square foot home was designed by renowned architect James R. Miller in 1905. The 4-story Edwardian is asking $6,498,000. We're seriously swooning over the extensive handcrafted woodwork and original stained glass throughout.

21. 41 South Park, South Park

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41 South Park Street
San Francisco, CA 94107

This abode offers up the rare opportunity to own a large scale private residence directly upon South Park. The 5-bed, 4.5-bath, 4,800 square foot home is one of the most contemporary homes in all of San Francisco, and has dining chairs that are actually swings that hang from the ceiling. It's asking $6.25M.

22. 2064 Jackson, Pacific Heights

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2064 Jackson Street
San Francisco, CA 94109

This is a 2-level penthouse in a 3-unit building. In 2011 to 2013 there was a major rebuild and expansion by design Riaz Taplin of Artthaus. The -bed, 2.5-bath unit is asking $5.995M. Monthly HOA dues are $1,985 and there's 2-car parking.

23. Unit 49C at 301 Mission, Yerba Buena

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301 Mission Street
San Francisco, CA 94105

This 2-bed, 3.5-bath, 2,819 square foot condo at the Millennium Tower was first listed in January asking $6.6M. Its price has been lowered to $5.95M. Monthly HOA dues are $1,498 and there's 1-car parking in the garage for an additional monthly fee of $190.

24. Unit T2 at 1001 California, Nob Hill

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1001 California Street
San Francisco, CA 94108

San Francisco's most iconic Beaux-Arts building has a townhouse available that looks nothing like it's exterior. The contemporary stunner was designed by Lewis W. Butler and is asking $5.5M. The 3-bed, 3-bath, 4,318 square foot unit has monthly HOA dues of $4,459 and 1-car parking.

25. 2827 Greenwich, Cow Hollow

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2827 Greenwich Street
San Francisco, CA 94123

This home was originally built in 1938 but has been rebuilt and expanded. The 5-bed, 4.5-bath home is asking $5.495M.

1. 2724 Pacific, Pacific Heights

2724 Pacific Avenue, San Francisco, CA 94115

At $30M, this is the top dog in our Priciest Residential Real Estate Club. 2724 Pacific is a four-level, 7-bedroom home currently owned by Doug Engmann, former chairman of the Pacific Stock Exchange. The 13,500 square foot abode sits on a lot totaling more than 26,000 square feet, making it one of San Francisco's largest private residential parcels. Property highlights include (everything) a gorgeous solarium with koi pond, and a carriage house that doubles as a game room.

2724 Pacific Avenue
San Francisco, CA 94115

2. 2712 Broadway, Pacific Heights

2712 Broadway Street, San Francisco, CA 94123

San Francisco's second most expensive piece of residential property is actually a plan to build on Billionaire's Row. It's listed for $28.85M. The design is by architect Tom Taylor of Taylor Lombardo. The listing tells us that this "is a unique opportunity to purchase and be part of the finished design or purchase the lot with entitlements to build for $18M."

2712 Broadway Street
San Francisco, CA 94123

3. 3800 Washington, Presidio Heights

3800 Washington St, San Francisco, CA 94118

Halsey Minor, a technology entrepreneur who you may know as the guy who founded CNET in 1993, bought this "modified copy" of the Petit Trianon in 2007. The 8-bed, 7-bath, 18,000 sq. ft. mansion comes with the adjoining 2,618 sq. ft. guest home at 3810 Washington and a vacant lot (125 Maple) that's currently being used as a backyard. The three must be sold together. Curbed SF recently got a tour of the property, and it's in really bad shape. Holes in the ceiling, water damage to the original silk wallcoverings, outdated everything; the whole place will need a complete restoration. If it ever does sell and get the renovation it deserves, we sincerely hope the spectacular ballroom becomes wedding central. It's currently asking $21M.

3800 Washington St
San Francisco, CA 94118

4. 3660 Jackson, Presidio Heights

3660 Jackson Street, San Francisco, CA 94118

This very big abode on the Presidio wall was listed on June 14 asking $17.5M. It went into contract exactly one week later. The 6-bed, 6.5-bath, 8,820 square foot home has highlights like six fireplaces and a music room.

3660 Jackson Street
San Francisco, CA 94118

5. 2950 Vallejo, Pacific Heights

2950 Vallejo St, San Francisco, CA 94123

This Neo-Tuscan mansion came on the market last year asking $19,500,000. It's now asking $16,995,000. The 8-bed- 5.75-bath abode played host to the 2011 San Francisco Decorator Showcase. The Oakland Tribune published a rumor in 1940 that Princess Stephanie von Hoohenlohe, a "notorious member of Hitler's spy organization," went into hiding here around that time.

2950 Vallejo St
San Francisco, CA 94123

6. 3598 Jackson, Presidio Heights

3598 Jackson Street, San Francisco, CA 94118

This 7-bed, 7.5-bath, 10,227 square foot home was designed by William Wurster for the Sutro family and built in 1935. It came onto the market in May asking $12,500,000 and was in contract by June. Highlights include five fireplaces and an elevator to all three floors.

3598 Jackson Street
San Francisco, CA 94118

7. 2800 Pacific, Pacific Heights

2800 Pacific Ave, San Francisco, CA 94115

Herbst Manor, or as some call it, "Mini Versailles" belonged to the late Lee Herbst Gruhn. Think Herbst Theater and San Francisco society dame. The 5-bed, 4.5-bath, 8,120 sq. ft. mansion was built in 1899 by San Francisco starchitect Ernest Coxhead. The property is asking $11,995,000, which is $2.245M more than its last listed price. That's right, this is a PriceUpper. Property highlights include the grand staircase, which has a mural that Lee painted of the Palace of Fine Arts. There's also a "historically significant French salon."

2800 Pacific Ave
San Francisco, CA 94115

8. 15 Arguello, Presidio Heights

15 Arguello Boulevard, San Francisco, CA 94118

This pink abode in Presidio Heights has nine bedrooms and clocks in at 9,398 square feet. It's asking $11,750,000. It was built in 1912, and was completely redesigned by the Berkeley Dean of Architecture Joseph Esherick in 1955.

15 Arguello Boulevard
San Francisco, CA 94118

9. 2666 Broadway, Pacific Heights

2666 Broadway Street, San Francisco, CA 94115

One of the only contemporary (remodeled) homes on the map, this 4-bed, 4.5-bath, 4,953 square foot home was designed in 1938 by William Wurster. It's been completely rebuilt since last being sold in late 2011 for $4.7M.

2666 Broadway Street
San Francisco, CA 94115

10. 2500 Divisadero, Pacific Heights

2500 Divisadero Street, San Francisco, CA 94115

This Tudor revival clocks in at 9,125 square feet. The 6-bed, 5.75-bath home underwent an extensive renovation in 1999 and then again in 2005. It's asking $10,000,000.

2500 Divisadero Street
San Francisco, CA 94115

11. 1089 Chestnut, Russian Hill

1089 Chestnut St, San Francisco, CA

This newly renovated 6-bed, 7.5-bath home looks like a multi-unit building, but it's actually a single-family home. It's asking $8M. Property highlights include an elevator and expansive roof deck.

1089 Chestnut St
San Francisco, CA

12. 1055 Green, Russian Hill

1055 Green Street, San Francisco, CA 94133

This Julia Morgan-designed stunner came onto the market in January and is now in contract. The 3-bed, 3.5-bath home is on one of Russian Hill's most coveted blocks and is asking $7,950,000. Most recently, the home went under the knife to be "masterfully restored- from a seismic upgrade to the exquisite finishes that respect the original architecture while adding complete livability for the 21st century lifestyle."

1055 Green Street
San Francisco, CA 94133

13. Unit 27A at 765 Market, SoMa

765 Market Street, San Francisco, CA 94103

At $7.9M, this would be the most expensive condo currently for sale in San Francisco. It's a 3,000 square foot unit at the Four Seasons Residences. The 3-bed, 4.5-bath home was transformed under the guidance of Orlando Diaz-Azcuy Design Associates. Monthly HOA dues are $2590 and there's 2-car parking in the garage.

765 Market Street
San Francisco, CA 94103

14. 3481 Washington, Presidio Heights

3481 Washington Street, San Francisco, CA 94118

This home was built in 1906 and then rebuilt in 2010 with a 2,000 square foot addition. The 4-bed, 4.5-bath home is asking $7.495M. Property highlights include a wine cellar and a movie theatre.

3481 Washington Street
San Francisco, CA 94118

15. #7 at 945 Green, Russian Hill

945 Green Street, San Francisco, CA 94133

This apartment on the seventh floor of one of Russian Hill's most exclusive buildings is asking $7M. The 3-bed, 4-bath, 4,000 square foot unit has monthly HOA dues of $3,609 and comes with 2-car parking in the garage. It's in contract. The unit was designed by Michael Taylor.

945 Green Street
San Francisco, CA 94133

16. 864 Francisco, Russian Hill

864 Francisco Street, San Francisco, CA 94109

This is the first time this home has been available for sale in nearly 40 years. The 4-bed, 3.5-bath, 4,700 square foot home is on the market asking $6.9M. Built in 1912 and designed by architect John Galen Howard, the home has a 500-bottle wine cellar and sweeping views of the Bay.

864 Francisco Street
San Francisco, CA 94109

17. 377 Collingwood, Dolores Heights

377 Collingwood Street, San Francisco, CA 94114

If this home looks familiar it's because this is the home that housed the cast of the very terrible Bravo realty show "Silicon Valley." The 6-bed, 5.5-bath property is asking $6.75M. The outdoor pool is the main attraction.

377 Collingwood Street
San Francisco, CA 94114

18. #2201 at 1750 Taylor, Russian Hill

1750 Taylor Street, San Francisco, CA 94133

Another view co-op in Russian Hill, this one in the Royal Towers. The 2-bed, 2.5-bath is asking $6.6M and is in contract. Monthly HOA dues are $3,800 and there's 2-car parking in the garage.

1750 Taylor Street
San Francisco, CA 94133

19. #8 at 1960 Broadway, Pacific Heights

1960 Broadway Street, San Francisco, CA 94111

This unit encompasses the full 8th floor of a Pac Heights co-op. The 10-story building has only nine residences and was built in 1925. The unit underwent a renovation designed by Roland Courtenay Bishop from the London School of Design. Monthly HOA dues are $1,540 and there's 2-car parking in the garage. The 3-bed, 3-bath, 3,100 square foot unit is asking $6.5M.

1960 Broadway Street
San Francisco, CA 94111

20. 3857 Clay, Presidio Heights

3857 Clay St, San Francisco, CA 94118

This 7-bed, 7-bath, 8,000 square foot home was designed by renowned architect James R. Miller in 1905. The 4-story Edwardian is asking $6,498,000. We're seriously swooning over the extensive handcrafted woodwork and original stained glass throughout.

3857 Clay St
San Francisco, CA 94118

21. 41 South Park, South Park

41 South Park Street, San Francisco, CA 94107

This abode offers up the rare opportunity to own a large scale private residence directly upon South Park. The 5-bed, 4.5-bath, 4,800 square foot home is one of the most contemporary homes in all of San Francisco, and has dining chairs that are actually swings that hang from the ceiling. It's asking $6.25M.

41 South Park Street
San Francisco, CA 94107

22. 2064 Jackson, Pacific Heights

2064 Jackson Street, San Francisco, CA 94109

This is a 2-level penthouse in a 3-unit building. In 2011 to 2013 there was a major rebuild and expansion by design Riaz Taplin of Artthaus. The -bed, 2.5-bath unit is asking $5.995M. Monthly HOA dues are $1,985 and there's 2-car parking.

2064 Jackson Street
San Francisco, CA 94109

23. Unit 49C at 301 Mission, Yerba Buena

301 Mission Street, San Francisco, CA 94105

This 2-bed, 3.5-bath, 2,819 square foot condo at the Millennium Tower was first listed in January asking $6.6M. Its price has been lowered to $5.95M. Monthly HOA dues are $1,498 and there's 1-car parking in the garage for an additional monthly fee of $190.

301 Mission Street
San Francisco, CA 94105

24. Unit T2 at 1001 California, Nob Hill

1001 California Street, San Francisco, CA 94108

San Francisco's most iconic Beaux-Arts building has a townhouse available that looks nothing like it's exterior. The contemporary stunner was designed by Lewis W. Butler and is asking $5.5M. The 3-bed, 3-bath, 4,318 square foot unit has monthly HOA dues of $4,459 and 1-car parking.

1001 California Street
San Francisco, CA 94108

25. 2827 Greenwich, Cow Hollow

2827 Greenwich Street, San Francisco, CA 94123

This home was originally built in 1938 but has been rebuilt and expanded. The 5-bed, 4.5-bath home is asking $5.495M.

2827 Greenwich Street
San Francisco, CA 94123