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The 25 Most Expensive Homes for Sale in San Francisco

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The most expensive home for sale in San Francisco is still the home of Doug Engmann, former chairman of the Pacific Stock Exchange. His abode at 2724 Pacific in Pacific Heights is asking a mind-numbing $30M. Quite a few very expensive abodes have sold recently, so there are more newcomers on this map than ever before. The map includes your obvious heavy hitters in Pacific Heights, but also unique properties like a live/work space in Potrero Hill that's asking $5.99M, an Art Deco penthouse in the Tenderloin that's asking $4.725M, and a contemporary home built just this year in Cow Hollow asking $4.495M. A quick note: for the first time, we did not include homes that are in contract. It seems like too much of a tease.

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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. 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.

5. 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."

6. 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.

7. 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. It's asking $11.25M.

8. 801 Francisco, Russian Hill

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801 Francisco Street
San Francisco, CA 94109

This abode was built in 1909 and is on the market for the first time since then. There's lovely Arts & Crafts architectural detailing throughout. The 5-bed, 5.5-bath home is asking $9.595M.

9. 2700 Pierce, Pacific Heights

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2700 Pierce Street
San Francisco, CA 94123

This very grand Pacific Heights abode clocks in at 6,981 square feet and has five bedrooms and 4.75 bathrooms. It's asking $8.5M.

10. 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.

11. 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.

12. 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.

13. 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.

14. 2255 Mariposa, Potrero Hill

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2255 Mariposa Street
San Francisco, CA 94110

This property is being described as a "VIEW compound." The main residence was previously used as an art school, and is now used as a live/work space. It's asking $5.995M.

15. 1150 Sacramento, Nob Hill

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1150 Sacramento Street
San Francisco, CA 94108

Two condos were combined to create this 3-bed, 3.5-bath, 3,700 square foot mega condo. It's asking $5.95M. With Huntington Park as its front yard and neighbors like the Fairmont Hotel and the Pacific Union Club, we still this abode selling quickly.

16. 1110 Green, Russian Hill

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1110 Green Street
San Francisco, CA 94109

This 5-story steel and slate contemporary home was designed by San Francisco starchitect Stanley Saitowitz. The 3-bed, 2.5-bath home is asking $5.885M.

17. 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 $5.795M. Monthly HOA dues are $1,498 and there's 1-car parking in the garage for an additional monthly fee of $190.

18. 2400 Vallejo, Pacific Heights

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2400 Vallejo Street
San Francisco, CA 94133

This historic Craftsman home was designed in 1905 by Albert Farr. The listing tells us that "New plans with the permit ready to be picked up have been meticulously created by the current owner in collaboration with the distinguished local Architect, William Craig to remodel this stately home." The 6-bed, 5.5-bath, 6,293 square foot home is asking $5.5M.

19. 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 $4.75M. The 3-bed, 3-bath, 4,318 square foot unit has monthly HOA dues of $4,459 and 1-car parking.

20. 631 O'Farrell, Tenderloin

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631 O'Farrell Street
San Francisco, CA 94109

The penthouse atop the Hamilton building in the Tenderloin just can't seem to get a break. It's been on and off the market since late 2009, and has never gone into contract. The 3-bed, 3.5-bath, 3,879 square foot condo is asking $4.725M, way down from its original asking price. Monthly HOA dues are $4,118 and there's 2-car parking in the garage.

21. 1350 Jones, Nob Hill

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1350 Jones Street
San Francisco, CA 94109

The only single-family home on the most coveted strip of Nob Hill (because it's flat). The 4-bed, 3-bath abode is asking $4.5M. The 3-level home has an English garden and the interiors really embrace old school San Francisco charm.

22. 3020 Laguna, Cow Hollow

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3020 Laguna Street
San Francisco, CA 94123

This is a brand new 5-bed, 4.5-bath contemporary home that was built just this year by Amir Mortazavi Develop | Design | Build. It can be yours for $4.495M.

23. 157 28th Avenue, Sea Cliff

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157 28th Avenue
San Francisco, CA 94121

This 3,982 square foot Sea Cliff home has five bedrooms and 4.5 bathrooms. It's asking $4.39M.

24. 167 Buena Vis, Buena Vista Park

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167 Buena Vista Terrace
San Francisco, CA 94117

This home sits on a double lot on the eastern side of Buena Vista Park. It's 5,500 square feet and has four bedrooms and 3.5 bathrooms. It's asking $4.35M.

25. 21 E BUENA VISTA, Buena Vista Park

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21 Buena Vista Avenue East
San Francisco, CA 94117

This very regal Queen Anne Victorian has 22 rooms. The 6-bed, 7-bath, 7,600 square foot home is asking $4.298M.

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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. 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

5. 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

6. 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

7. 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. It's asking $11.25M.

2666 Broadway Street
San Francisco, CA 94115

8. 801 Francisco, Russian Hill

801 Francisco Street, San Francisco, CA 94109

This abode was built in 1909 and is on the market for the first time since then. There's lovely Arts & Crafts architectural detailing throughout. The 5-bed, 5.5-bath home is asking $9.595M.

801 Francisco Street
San Francisco, CA 94109

9. 2700 Pierce, Pacific Heights

2700 Pierce Street, San Francisco, CA 94123

This very grand Pacific Heights abode clocks in at 6,981 square feet and has five bedrooms and 4.75 bathrooms. It's asking $8.5M.

2700 Pierce Street
San Francisco, CA 94123

10. 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

11. 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

12. 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

13. 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

14. 2255 Mariposa, Potrero Hill

2255 Mariposa Street, San Francisco, CA 94110

This property is being described as a "VIEW compound." The main residence was previously used as an art school, and is now used as a live/work space. It's asking $5.995M.

2255 Mariposa Street
San Francisco, CA 94110

15. 1150 Sacramento, Nob Hill

1150 Sacramento Street, San Francisco, CA 94108

Two condos were combined to create this 3-bed, 3.5-bath, 3,700 square foot mega condo. It's asking $5.95M. With Huntington Park as its front yard and neighbors like the Fairmont Hotel and the Pacific Union Club, we still this abode selling quickly.

1150 Sacramento Street
San Francisco, CA 94108

16. 1110 Green, Russian Hill

1110 Green Street, San Francisco, CA 94109

This 5-story steel and slate contemporary home was designed by San Francisco starchitect Stanley Saitowitz. The 3-bed, 2.5-bath home is asking $5.885M.

1110 Green Street
San Francisco, CA 94109

17. 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 $5.795M. 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

18. 2400 Vallejo, Pacific Heights

2400 Vallejo Street, San Francisco, CA 94133

This historic Craftsman home was designed in 1905 by Albert Farr. The listing tells us that "New plans with the permit ready to be picked up have been meticulously created by the current owner in collaboration with the distinguished local Architect, William Craig to remodel this stately home." The 6-bed, 5.5-bath, 6,293 square foot home is asking $5.5M.

2400 Vallejo Street
San Francisco, CA 94133

19. 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 $4.75M. 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

20. 631 O'Farrell, Tenderloin

631 O'Farrell Street, San Francisco, CA 94109

The penthouse atop the Hamilton building in the Tenderloin just can't seem to get a break. It's been on and off the market since late 2009, and has never gone into contract. The 3-bed, 3.5-bath, 3,879 square foot condo is asking $4.725M, way down from its original asking price. Monthly HOA dues are $4,118 and there's 2-car parking in the garage.

631 O'Farrell Street
San Francisco, CA 94109

21. 1350 Jones, Nob Hill

1350 Jones Street, San Francisco, CA 94109

The only single-family home on the most coveted strip of Nob Hill (because it's flat). The 4-bed, 3-bath abode is asking $4.5M. The 3-level home has an English garden and the interiors really embrace old school San Francisco charm.

1350 Jones Street
San Francisco, CA 94109

22. 3020 Laguna, Cow Hollow

3020 Laguna Street, San Francisco, CA 94123

This is a brand new 5-bed, 4.5-bath contemporary home that was built just this year by Amir Mortazavi Develop | Design | Build. It can be yours for $4.495M.

3020 Laguna Street
San Francisco, CA 94123

23. 157 28th Avenue, Sea Cliff

157 28th Avenue, San Francisco, CA 94121

This 3,982 square foot Sea Cliff home has five bedrooms and 4.5 bathrooms. It's asking $4.39M.

157 28th Avenue
San Francisco, CA 94121

24. 167 Buena Vis, Buena Vista Park

167 Buena Vista Terrace, San Francisco, CA 94117

This home sits on a double lot on the eastern side of Buena Vista Park. It's 5,500 square feet and has four bedrooms and 3.5 bathrooms. It's asking $4.35M.

167 Buena Vista Terrace
San Francisco, CA 94117

25. 21 E BUENA VISTA, Buena Vista Park

21 Buena Vista Avenue East, San Francisco, CA 94117

This very regal Queen Anne Victorian has 22 rooms. The 6-bed, 7-bath, 7,600 square foot home is asking $4.298M.

21 Buena Vista Avenue East
San Francisco, CA 94117