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You won’t guess the amenities this house is hiding.
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Staten Island’s most expensive homes for sale

Swimming pools as far as the eye can see

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You won’t guess the amenities this house is hiding.
| Via SIBOR

When you think of New York City’s most expensive homes, Staten Island doesn’t immediately come to mind—and indeed, Manhattan and Brooklyn surpass the borough by a large margin. Where Staten Island does have a leg up, however, is space—and its priciest homes reflect this, with huge lots and copious amenities.

Many of the properties on this list come with swimming pools or private beaches, and one, in fact, comes with its own private lake—and all of that, in most cases, can be purchased for under $4 million. (Can you say the same for Manhattan?)

Curiosity compelled us to see what’s at the upper echelon of Staten Island’s real estate, so with the assistance of the Staten Island Board of Realtors and NeighborhoodX, we’ve mapped out the borough’s 10 most expensive homes for sale right now. (Fun fact: they’re located in just two neighborhoods—Todt Hill in the northwest, and Annadale in the southeast.) Think there are any we missed? Let us know in the comments.

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1. 125 Benedict Road: $6.3 Million

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125 Benedict Rd
Staten Island, NY 10304

This lavish Todt Hill mansion is more like a mini-mountain resort, what with its 17,000 square feet of landscaped gardens, swimming pool, and theater room. This four-story house comes with seven bedrooms and 11 bathrooms; the master bedroom alone has two attached bathrooms and two walk-in closets. What’s more, there’s a separate single-story pool house overlooking the swimming pool, which comes a grilling area and outdoor seating.

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2. 186 Flagg Place: $4.5 Million

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186 Flagg Pl
Staten Island, NY 10304

Also located in Todt Hill: this exceedingly modern mansion, which is still asking the same amount it was three years ago. The six-bedroom, six-bathroom home measures just under 11,000 square feet, and features 20-foot-tall ceilings in parts of the house. The master bedroom comes with two private terraces, and the other five bedrooms here all have ensuite bathrooms. In addition, the mansion also comes with an indoor pool with a waterfall feature, a steam and sauna room, and a billiards room.

3. 67 Nicolosi Loop: $3.9 Million

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67 Nicolosi Loop
Staten Island, NY 10312

Measuring just a little over 9,000 square feet, this four-bedroom home overlooks the Arbutus Lake in Annadale, and it’s described as a “European Villa” by the brokerbabble. The master bedroom here comes with an en-suite jacuzzi, and the massive formal dining room can seat 14 people. Some other features include the gym, a wine refrigerator, and a garage with enough space for two cars.

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4. 120 Nicolosi Drive: $3.5 Million

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120 Nicolosi Dr
Staten Island, NY 10312

If it’s not overlooking the lake, then it’s probably overlooking the ocean in this part of Annadale. This five-bedroom mansion spans 7,372 square feet and features a swimming pool with views of its own private beach. Other features include the triple-height living room with a fireplace, a recreation room that also offers views of the ocean, and the spacious patio adjacent to the swimming pool.

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5. 70 Nicolosi Drive: $3.5 Million

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70 Nicolosi Dr
Staten Island, NY 10312

Located just a few doors away from 120 Nicolosi Drive, this mansion too comes with a private pool and ocean views. Though it’s a little bit larger than its neighbor at 8,000 square feet, it has fewer bedrooms—three, to be precise. The house is kitted out with marble and granite, features six bathrooms, and boasts tons of greenery.

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6. 25 Callan Avenue: $3.49 Million

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25 Callan Ave
Staten Island, NY 10304

The broker for this mansion has described it as a “Beverly Hills-style entertainer’s delight,” and the five-bedroom home is located in the pricey Todt Hill neighborhood. Some of the highlights of this home include the swimming pool (sensing a theme?), the sprawling lawn, and a seriously well-equipped gym. Another feature worth mentioning: the driveway can fit 20 cars, which surely comes in handy for those Beverly Hills-style parties.

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7. 50 Nicolosi Drive: $3.34M

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50 Nicolosi Dr
Staten Island, NY 10312

Another oceanfront mansion, this five-bedroom, six-bathroom home measures 7,400 square feet and features a split-level master bedroom with a jacuzzi, a fireplace, a dressing room, and walk-in closets. In addition, this property comes with a swimming pool, a fish pond, and a great room that features 35-foot-tall ceilings.

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8. 255 Benedict Road: $3.15 Million

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255 Benedict Rd
Staten Island, NY 10304

This 7,200-square-foot brick colonial mansion is surrounded by 40,000 (!!) square feet of gardens. The house has six bedrooms, seven bathrooms, and five fireplaces, among other features. Amenities in the home include a gym, a swimming pool, a library, a game room, and a wet bar.

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9. 56 Buttonwood Road: $2.899 Million

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56 Buttonwood Rd
Staten Island, NY 10304

Featuring its own private lake (yep), this chic Todt Hill mansion has four bedrooms and five bathrooms, and measures 6,250 square feet. The living room has 23-foot-tall ceilings, a fireplace, and a wall of windows. The master bedroom comes with a private terrace, and an attached bathroom with a sauna and steam shower. Overall this one-acre property comes with five fireplaces, a spacious deck, and a heated gunite pool.

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10. 5 Cromwell Circle: $2.89M

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5 Cromwell Cir
Staten Island, NY 10304

This all stone and brick “European Colonial” comes with four bedrooms and five bathrooms spread out over 5,000 square feet of space. This mansion is also located in Todt Hill, and was built in 2006. Other standout features here include the formal dining room, the spacious backyard, and the gym.

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1. 125 Benedict Road: $6.3 Million

125 Benedict Rd, Staten Island, NY 10304
Via SIBOR

This lavish Todt Hill mansion is more like a mini-mountain resort, what with its 17,000 square feet of landscaped gardens, swimming pool, and theater room. This four-story house comes with seven bedrooms and 11 bathrooms; the master bedroom alone has two attached bathrooms and two walk-in closets. What’s more, there’s a separate single-story pool house overlooking the swimming pool, which comes a grilling area and outdoor seating.

125 Benedict Rd
Staten Island, NY 10304

2. 186 Flagg Place: $4.5 Million

186 Flagg Pl, Staten Island, NY 10304

Also located in Todt Hill: this exceedingly modern mansion, which is still asking the same amount it was three years ago. The six-bedroom, six-bathroom home measures just under 11,000 square feet, and features 20-foot-tall ceilings in parts of the house. The master bedroom comes with two private terraces, and the other five bedrooms here all have ensuite bathrooms. In addition, the mansion also comes with an indoor pool with a waterfall feature, a steam and sauna room, and a billiards room.

186 Flagg Pl
Staten Island, NY 10304

3. 67 Nicolosi Loop: $3.9 Million

67 Nicolosi Loop, Staten Island, NY 10312
Via SIBOR

Measuring just a little over 9,000 square feet, this four-bedroom home overlooks the Arbutus Lake in Annadale, and it’s described as a “European Villa” by the brokerbabble. The master bedroom here comes with an en-suite jacuzzi, and the massive formal dining room can seat 14 people. Some other features include the gym, a wine refrigerator, and a garage with enough space for two cars.

67 Nicolosi Loop
Staten Island, NY 10312

4. 120 Nicolosi Drive: $3.5 Million

120 Nicolosi Dr, Staten Island, NY 10312
Via SIBOR

If it’s not overlooking the lake, then it’s probably overlooking the ocean in this part of Annadale. This five-bedroom mansion spans 7,372 square feet and features a swimming pool with views of its own private beach. Other features include the triple-height living room with a fireplace, a recreation room that also offers views of the ocean, and the spacious patio adjacent to the swimming pool.

120 Nicolosi Dr
Staten Island, NY 10312

5. 70 Nicolosi Drive: $3.5 Million

70 Nicolosi Dr, Staten Island, NY 10312
Via SIBOR

Located just a few doors away from 120 Nicolosi Drive, this mansion too comes with a private pool and ocean views. Though it’s a little bit larger than its neighbor at 8,000 square feet, it has fewer bedrooms—three, to be precise. The house is kitted out with marble and granite, features six bathrooms, and boasts tons of greenery.

70 Nicolosi Dr
Staten Island, NY 10312

6. 25 Callan Avenue: $3.49 Million

25 Callan Ave, Staten Island, NY 10304
Via SIBOR

The broker for this mansion has described it as a “Beverly Hills-style entertainer’s delight,” and the five-bedroom home is located in the pricey Todt Hill neighborhood. Some of the highlights of this home include the swimming pool (sensing a theme?), the sprawling lawn, and a seriously well-equipped gym. Another feature worth mentioning: the driveway can fit 20 cars, which surely comes in handy for those Beverly Hills-style parties.

25 Callan Ave
Staten Island, NY 10304

7. 50 Nicolosi Drive: $3.34M

50 Nicolosi Dr, Staten Island, NY 10312
Via SIBOR

Another oceanfront mansion, this five-bedroom, six-bathroom home measures 7,400 square feet and features a split-level master bedroom with a jacuzzi, a fireplace, a dressing room, and walk-in closets. In addition, this property comes with a swimming pool, a fish pond, and a great room that features 35-foot-tall ceilings.

50 Nicolosi Dr
Staten Island, NY 10312

8. 255 Benedict Road: $3.15 Million

255 Benedict Rd, Staten Island, NY 10304
Via SIBOR

This 7,200-square-foot brick colonial mansion is surrounded by 40,000 (!!) square feet of gardens. The house has six bedrooms, seven bathrooms, and five fireplaces, among other features. Amenities in the home include a gym, a swimming pool, a library, a game room, and a wet bar.

255 Benedict Rd
Staten Island, NY 10304

9. 56 Buttonwood Road: $2.899 Million

56 Buttonwood Rd, Staten Island, NY 10304
Via SIBOR

Featuring its own private lake (yep), this chic Todt Hill mansion has four bedrooms and five bathrooms, and measures 6,250 square feet. The living room has 23-foot-tall ceilings, a fireplace, and a wall of windows. The master bedroom comes with a private terrace, and an attached bathroom with a sauna and steam shower. Overall this one-acre property comes with five fireplaces, a spacious deck, and a heated gunite pool.

56 Buttonwood Rd
Staten Island, NY 10304

10. 5 Cromwell Circle: $2.89M

5 Cromwell Cir, Staten Island, NY 10304
Via SIBOR

This all stone and brick “European Colonial” comes with four bedrooms and five bathrooms spread out over 5,000 square feet of space. This mansion is also located in Todt Hill, and was built in 2006. Other standout features here include the formal dining room, the spacious backyard, and the gym.

5 Cromwell Cir
Staten Island, NY 10304