10. Sex.com
- price: $13,000,000
- date of purchase: 2010
- owner: Clover Holdings LTD
9. Insure.com
- price: $16,000,000
- date of purchase: 2010
- owner: QuinStreet
8. 360.com
- price: $17,000,000
- date of purchase: 2015
- owner: Qihoo
7. Internet.com
- price: $18,000,000
- date of purchase: 2021
- owner: unknown
6. Voice.com
- price: $30,000,000
- date of purchase: 2019
- owner: Block. they
5. PrivateJet.com
- price: $30,180,000
- date of purchase: 2012
- owner: Nations Luxury Transportation, LLC
4. VacationRentals.com
- price: $35,000,000
- date of purchase: 2009
- owner: Brian Sharpies, founder of Home Away
3. Insurance.com
- price: $35,600,000
- date of purchase: 2010
- owner: QuinStreet
2. CarInsurance.com
- price: $49,700,000
- date of purchase: 2010
- owner: QuinStreet
1. LasVegas.com
The payment was divided into installments until 2040.
- price: $90,000,000
- date of purchase: 2005
- owner: VEGAS.com, LLC