Most expensive homes for sale in Glen Head

Written by:
November 26, 2025
scarp577 // Shutterstock

Most expensive homes for sale in Glen Head

Stacker compiled a list of the most expensive homes in Glen Head listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.

#1. 1985 Cedar Swamp Rd Unit 4, Brookville
- Price: $14,900,000
- 7 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 8.0 acres
- Days on market: 358 days
- View listing on realtor.com

#2. 53 Simonson Rd, Old Brookville
- Price: $12,800,000
- 10 bedrooms, 13 full bathrooms, 2 half bathrooms
- Square feet: 20,000
- Price per square foot: $640
- Lot size: 6.3 acres
- Days on market: 42 days
- View listing on realtor.com

#3. 30 Evans Dr, Brookville
- Price: $8,975,000
- 7 bedrooms, 8 full bathrooms, 2 half bathrooms
- Square feet: 11,400
- Price per square foot: $787
- Lot size: 2.0 acres
- Days on market: 192 days
- View listing on realtor.com

#4. 30 Evans Dr, Glen Head
- Price: $8,975,000
- 7 bedrooms, 8 full bathrooms, 1 half bathroom
- Square feet: 11,400
- Price per square foot: $787
- Lot size: 2.0 acres
- Days on market: 181 days
- View listing on realtor.com

#5. 8 Dogwood Hl, Brookville
- Price: $8,499,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 8,600
- Price per square foot: $988
- Lot size: 2.6 acres
- Days on market: 89 days
- View listing on realtor.com

#6. 60 Piping Rock Rd, Upper Brookville
- Price: $7,488,000
- 9 bedrooms, 9 full bathrooms, 3 half bathrooms
- Square feet: 17,587
- Price per square foot: $425
- Lot size: 9.0 acres
- Days on market: 142 days (-$362,000 price reduction since listing)
- View listing on realtor.com

#7. 89 Pound Hollow Rd, Old Brookville
- Price: $6,499,000
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 3.6 acres
- Days on market: 79 days (-$700,000 price reduction since listing)
- View listing on realtor.com

#8. 1629 Cedar Swamp Rd, Upper Brookville
- Price: $6,300,000
- 7 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,500
- Price per square foot: $840
- Lot size: 2.0 acres
- Days on market: 196 days
- View listing on realtor.com

#9. 12 Quaker Ridge Dr, Brookville
- Price: $6,299,999
- 6 bedrooms, 8 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 2.0 acres
- Days on market: 102 days (-$199,001 price reduction since listing)
- View listing on realtor.com

Trending Now