Most expensive homes for sale in Winston-Salem
Written by:
March 18, 2025
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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.
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#30. 5611 Goldenberry Ct, Winston Salem
- Price: $1,180,000
- 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: 136 days (-$50,000 price reduction since listing)
- 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: 136 days (-$50,000 price reduction since listing)
- View listing on realtor.com
#29. 1193 Maple Chase Ln, Winston Salem
- Price: $1,199,900
- 5 bedrooms, 4 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 3 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: 3 days
- View listing on realtor.com
#28. 1182 Maple Chase Ln, Winston Salem
- Price: $1,200,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.2 acres
- Days on market: 160 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: 0.2 acres
- Days on market: 160 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: 290 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: 290 days
- View listing on realtor.com
#26. 396 Brookberry Farm Cir, Winston Salem
- Price: $1,249,700
- 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: 214 days (-$9,100 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: 214 days (-$9,100 price reduction since listing)
- View listing on realtor.com
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#25. 335 Fairfax Dr, Winston Salem
- Price: $1,250,000
- 3 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: 148 days (-$125,000 price reduction since listing)
- View listing on realtor.com
- 3 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: 148 days (-$125,000 price reduction since listing)
- View listing on realtor.com
#24. 1505 Audubon Village Dr, Winston Salem
- Price: $1,250,000
- 4 bedrooms, 4 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 39 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 39 days
- View listing on realtor.com
#23. 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: 153 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: 153 days
- View listing on realtor.com
#22. 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: 219 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: 219 days (-$180,000 price reduction since listing)
- View listing on realtor.com
#21. 1009 Windalier Ln, Winston Salem
- Price: $1,300,000
- 4 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 1.4 acres
- Days on market: 23 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 1.4 acres
- Days on market: 23 days
- View listing on realtor.com
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#20. 1984 Runnymede Rd, Winston Salem
- Price: $1,325,000
- 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: 27 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: 27 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: 143 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: 143 days
- View listing on realtor.com
#18. 791 Linden Green Way, Winston Salem
- Price: $1,349,900
- 4 bedrooms, 3 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 2 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 2 days
- View listing on realtor.com
#17. 2515 Country Club Rd, Winston Salem
- Price: $1,350,000
- 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: 55 days (-$150,000 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: 55 days (-$150,000 price reduction since listing)
- View listing on realtor.com
#16. 239 Glade View Ct, Winston Salem
- Price: $1,375,000
- 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: 133 days (-$20,000 price reduction since listing)
- 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: 133 days (-$20,000 price reduction since listing)
- View listing on realtor.com
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#15. 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: 9 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: 9 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: 116 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: 116 days
- View listing on realtor.com
#13. 830 Oaklawn Ave, Winston Salem
- Price: $1,400,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.7 acres
- Days on market: 11 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: 0.7 acres
- Days on market: 11 days
- View listing on realtor.com
#12. 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: 157 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: 157 days
- View listing on realtor.com
#11. 4009 Rolling Knoll Cv, Winston Salem
- Price: $1,587,220
- 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: 27 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: 27 days
- View listing on realtor.com
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#10. 819 Oaklawn Ave, Winston Salem
- Price: $1,590,000
- 5 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.5 acres
- Days on market: 11 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.5 acres
- Days on market: 11 days
- View listing on realtor.com
#9. 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: 250 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: 250 days
- View listing on realtor.com
#8. 1510 Charolais Dr, Winston Salem
- Price: $1,615,000
- 5 bedrooms, 5 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 39 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 0.4 acres
- Days on market: 39 days
- View listing on realtor.com
#7. 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: 326 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: 326 days
- View listing on realtor.com
#6. 4141 Shattalon Dr, Winston Salem
- Price: $1,975,000
- 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: 143 days (-$125,000 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: 143 days (-$125,000 price reduction since listing)
- View listing on realtor.com
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#5. 2850 Galsworthy Dr, Winston Salem
- Price: $1,975,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 2.1 acres
- Days on market: 115 days (-$125,000 price reduction since listing)
- 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: 2.1 acres
- Days on market: 115 days (-$125,000 price reduction since listing)
- View listing on realtor.com
#4. 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: 431 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: 431 days
- View listing on realtor.com
#3. 1596 Yelton Ln, Winston Salem
- Price: $2,500,000
- 10 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 20.0 acres
- Days on market: 44 days
- View listing on realtor.com
- 10 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 20.0 acres
- Days on market: 44 days
- View listing on realtor.com
#2. 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: 247 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: 247 days
- View listing on realtor.com
#1. 2725 Windsor Rd, Winston Salem
- Price: $3,275,000
- 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: 58 days (-$200,000 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: 1.3 acres
- Days on market: 58 days (-$200,000 price reduction since listing)
- View listing on realtor.com
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