Most expensive homes for sale in Winston-Salem
Written by:
January 21, 2025
Arina P Habich // Shutterstock
Most expensive homes for sale in Winston-Salem
Stacker compiled a list of the most expensive homes in Winston-Salem listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.
You may also like:
Highest-rated ice cream shops in Winston-Salem by diners
#30. 1181 Maple Chase Ln, Winston Salem
- Price: $1,149,900
- 4 bedrooms, 4 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 338 days (-$20,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 338 days (-$20,000 price reduction since listing)
- View listing on realtor.com
#29. 244 Glade View Ct, Winston Salem
- Price: $1,171,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 90 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 90 days
- View listing on realtor.com
#28. 1217 Maple Chase Ln, Winston Salem
- Price: $1,195,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 71 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 71 days
- View listing on realtor.com
#27. 1187 Maple Chase Ln, Winston Salem
- Price: $1,200,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 234 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 234 days
- View listing on realtor.com
#26. 5611 Goldenberry Ct, Winston Salem
- Price: $1,230,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 80 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 80 days
- View listing on realtor.com
You may also like:
Highest-rated delis in Winston-Salem by diners
#25. 1330 Pheasant Ln, Winston Salem
- Price: $1,250,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 192 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 192 days
- View listing on realtor.com
#24. 5766 Elina Dr, Winston Salem
- Price: $1,258,000
- 5 bedrooms, 4 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.5 acres
- Days on market: 97 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.5 acres
- Days on market: 97 days
- View listing on realtor.com
#23. 1193 Maple Chase Ln, Winston Salem
- Price: $1,258,900
- 5 bedrooms, 4 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 270 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 270 days
- View listing on realtor.com
#22. 396 Brookberry Farm Cir, Winston Salem
- Price: $1,289,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.3 acres
- Days on market: 158 days (-$10,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.3 acres
- Days on market: 158 days (-$10,000 price reduction since listing)
- View listing on realtor.com
#21. 4300 Cold Springs Rd, Winston Salem
- Price: $1,295,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 2.1 acres
- Days on market: 163 days (-$180,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 2.1 acres
- Days on market: 163 days (-$180,000 price reduction since listing)
- View listing on realtor.com
You may also like:
People from these metros are looking to buy homes in Winston-Salem
#20. 3923 Kinderton Stream Ln, Winston Salem
- Price: $1,307,510
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 431 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 431 days
- View listing on realtor.com
#19. 4369 Highland Lake Dr, Winston Salem
- Price: $1,332,508
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.3 acres
- Days on market: 87 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.3 acres
- Days on market: 87 days
- View listing on realtor.com
#18. 335 Fairfax Dr, Winston Salem
- Price: $1,375,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.7 acres
- Days on market: 92 days (-$25,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.7 acres
- Days on market: 92 days (-$25,000 price reduction since listing)
- View listing on realtor.com
#17. 4215 Penns Meadow Ln, Winston Salem
- Price: $1,375,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.6 acres
- Days on market: 100 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.6 acres
- Days on market: 100 days
- View listing on realtor.com
#16. 380 Coventry Park Ln, Winston Salem
- Price: $1,390,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.7 acres
- Days on market: 24 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.7 acres
- Days on market: 24 days
- View listing on realtor.com
You may also like:
How gas prices have changed in Winston-Salem in the last week
#15. 239 Glade View Ct, Winston Salem
- Price: $1,395,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 77 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 77 days
- View listing on realtor.com
#14. 356 Candlewood Dr, Winston Salem
- Price: $1,400,000
- 5 bedrooms, 5 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 42.9 acres
- Days on market: 60 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 42.9 acres
- Days on market: 60 days
- View listing on realtor.com
#13. 1199 Maple Chase Ln, Winston Salem
- Price: $1,420,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.3 acres
- Days on market: 101 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.3 acres
- Days on market: 101 days
- View listing on realtor.com
#12. 445 Brookberry Farm Cir, Winston Salem
- Price: $1,595,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 194 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 194 days
- View listing on realtor.com
#11. 1511 Charolais Dr, Winston Salem
- Price: $1,625,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 4 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 4 days
- View listing on realtor.com
You may also like:
Highest-rated Southern restaurants in Winston-Salem by diners
#10. 3825 Mindona Dr, Winston Salem
- Price: $1,685,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 8.4 acres
- Days on market: 65 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 8.4 acres
- Days on market: 65 days
- View listing on realtor.com
#9. 1823 Chanterelle Ct, Winston Salem
- Price: $1,850,900
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 270 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 270 days
- View listing on realtor.com
#8. 4009 Rolling Knoll Cv, Winston Salem
- Price: $1,950,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 1.1 acres
- Days on market: 30 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 1.1 acres
- Days on market: 30 days
- View listing on realtor.com
#7. 1021 Kent Mews Ct, Winston Salem
- Price: $1,999,900
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 1.1 acres
- Days on market: 375 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 1.1 acres
- Days on market: 375 days
- View listing on realtor.com
#6. 4141 Shattalon Dr, Winston Salem
- Price: $2,100,000
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 6.8 acres
- Days on market: 87 days (-$100,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 6.8 acres
- Days on market: 87 days (-$100,000 price reduction since listing)
- View listing on realtor.com
You may also like:
Highest-rated Italian restaurants in Winston-Salem by diners
#5. 2850 Galsworthy Dr, Winston Salem
- Price: $2,100,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 10,400
- Price per square foot: $201
- Lot size: 2.1 acres
- Days on market: 58 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 10,400
- Price per square foot: $201
- Lot size: 2.1 acres
- Days on market: 58 days
- View listing on realtor.com
#4. 112 N Stratford Rd, Winston Salem
- Price: $2,650,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 2.7 acres
- Days on market: 191 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 2.7 acres
- Days on market: 191 days
- View listing on realtor.com
#3. 4089 Rolling Knoll Cv, Winston Salem
- Price: $3,200,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 1.7 acres
- Days on market: 30 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 1.7 acres
- Days on market: 30 days
- View listing on realtor.com
#2. 2725 Windsor Rd, Winston Salem
- Price: $3,475,000
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 1.3 acres
- Days on market: 2 days
- View listing on realtor.com
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 1.3 acres
- Days on market: 2 days
- View listing on realtor.com
#1. 1450 Tabor Ranch Rd, Winston Salem
- Price: $4,300,000
- 13 bedrooms, 10 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 24.8 acres
- Days on market: 188 days
- View listing on realtor.com
- 13 bedrooms, 10 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 24.8 acres
- Days on market: 188 days
- View listing on realtor.com
You may also like:
Highest-rated steakhouses in Winston-Salem by diners