Most Expensive Homes for Sale in Winston-Salem

#30. 1009 Windalier Ln, Winston Salem

- Price: $1,300,000
- 4 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 4,465
- Price per square foot: $291
- Lot size: 1.4 acres
- Days on market: 51 days
- View listing on realtor.com

#29. 1984 Runnymede Rd, Winston Salem

- Price: $1,325,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,513
- Price per square foot: $293
- Lot size: 0.3 acres
- Days on market: 55 days
- View listing on realtor.com

#28. 4369 Highland Lake Dr, Winston Salem

- Price: $1,332,508
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,156
- Price per square foot: $320
- Lot size: 0.3 acres
- Days on market: 171 days
- View listing on realtor.com

#27. 3814 Pine Wood Lake Dr, Winston Salem

- Price: $1,334,030
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,441
- Price per square foot: $300
- Lot size: 0.3 acres
- Days on market: 11 days
- View listing on realtor.com

#26. 791 Linden Green Way, Winston Salem

- Price: $1,349,900
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,083
- Price per square foot: $437
- Lot size: 0.4 acres
- Days on market: 30 days
- View listing on realtor.com

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#25. 2515 Country Club Rd, Winston Salem

- Price: $1,350,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 5,231
- Price per square foot: $258
- Lot size: 0.7 acres
- Days on market: 83 days (-$150,000 price reduction since listing)
- View listing on realtor.com

#24. 4215 Penns Meadow Ln, Winston Salem

- Price: $1,375,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,090
- Price per square foot: $336
- Lot size: 0.6 acres
- Days on market: 37 days
- View listing on realtor.com

#23. 322 N Avalon Rd, Winston Salem

- Price: $1,379,000
- 5 bedrooms, 4 full bathrooms
- Square feet: 3,957
- Price per square foot: $348
- Lot size: 0.3 acres
- Days on market: 23 days (-$21,000 price reduction since listing)
- View listing on realtor.com

#22. 1533 Boxthorne Ln, Winston Salem

- Price: $1,379,600
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 7,654
- Price per square foot: $180
- Lot size: 0.9 acres
- Days on market: 23 days
- View listing on realtor.com

#21. 766 N Pine Valley Rd, Winston Salem

- Price: $1,400,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,012
- Price per square foot: $232
- Lot size: 0.7 acres
- Days on market: 24 days
- View listing on realtor.com

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#20. 830 Oaklawn Ave, Winston Salem

- Price: $1,400,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 4,711
- Price per square foot: $297
- Lot size: 0.7 acres
- Days on market: 39 days
- View listing on realtor.com

#19. 1831 Angelo St, Winston Salem

- Price: $1,400,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,123
- Price per square foot: $448
- Lot size: 1.1 acres
- Days on market: 2 days
- View listing on realtor.com

#18. 356 Candlewood Dr, Winston Salem

- Price: $1,400,000
- 5 bedrooms, 5 full bathrooms
- Square feet: 1,864
- Price per square foot: $751
- Lot size: 42.9 acres
- Days on market: 144 days
- View listing on realtor.com

#17. 1199 Maple Chase Ln, Winston Salem

- Price: $1,420,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,222
- Price per square foot: $336
- Lot size: 0.3 acres
- Days on market: 185 days
- View listing on realtor.com

#16. 890 Heron Ridge Rd, Winston Salem

- Price: $1,450,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 7,413
- Price per square foot: $195
- Lot size: 1.3 acres
- Days on market: 3 days
- View listing on realtor.com

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#15. 1325 Pheasant Ln, Winston Salem

- Price: $1,495,000
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,694
- Price per square foot: $262
- Lot size: 0.4 acres
- Days on market: 23 days
- View listing on realtor.com

#14. 819 Oaklawn Ave, Winston Salem

- Price: $1,525,000
- 5 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 4,956
- Price per square foot: $307
- Lot size: 0.5 acres
- Days on market: 39 days (-$65,000 price reduction since listing)
- View listing on realtor.com

#13. 4009 Rolling Knoll Cv, Winston Salem

- Price: $1,587,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,123
- Price per square foot: $384
- Lot size: 1.1 acres
- Days on market: 55 days (-$220 price reduction since listing)
- 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: 4,586
- Price per square foot: $347
- Lot size: 0.4 acres
- Days on market: 278 days
- View listing on realtor.com

#11. 1510 Charolais Dr, Winston Salem

- Price: $1,615,000
- 5 bedrooms, 5 full bathrooms
- Square feet: 4,515
- Price per square foot: $357
- Lot size: 0.4 acres
- Days on market: 9 days
- View listing on realtor.com

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#10. 1823 Chanterelle Ct, Winston Salem

- Price: $1,850,900
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,504
- Price per square foot: $410
- Lot size: 0.4 acres
- Days on market: 354 days
- View listing on realtor.com

#9. 2850 Galsworthy Dr, Winston Salem

- Price: $1,875,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 7,758
- Price per square foot: $241
- Lot size: 2.1 acres
- Days on market: 143 days (-$65,000 price reduction since listing)
- View listing on realtor.com

#8. 1021 Kent Mews Ct, Winston Salem

- Price: $1,899,900
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 5,168
- Price per square foot: $367
- Lot size: 1.1 acres
- Days on market: 459 days (-$100,000 price reduction since listing)
- View listing on realtor.com

#7. 4141 Shattalon Dr, Winston Salem

- Price: $1,975,000
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,520
- Price per square foot: $357
- Lot size: 6.8 acres
- Days on market: 171 days (-$125,000 price reduction since listing)
- View listing on realtor.com

#6. 4620 Cherryhill Ln, Winston Salem

- Price: $1,995,000
- 5 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 9,783
- Price per square foot: $203
- Lot size: 1.8 acres
- Days on market: 9 days
- View listing on realtor.com

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#5. 540 N Stratford Rd, Winston Salem

- Price: $1,999,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,465
- Price per square foot: $365
- Lot size: 0.4 acres
- Days on market: 15 days
- View listing on realtor.com

#4. 1 Park Vista Ln, Winston Salem

- Price: $2,099,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,235
- Price per square foot: $648
- Lot size: 0.4 acres
- Days on market: 24 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: 6,106
- Price per square foot: $409
- Lot size: 20.0 acres
- Days on market: 72 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: 10,128
- Price per square foot: $261
- Lot size: 2.7 acres
- Days on market: 275 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: 8,213
- Price per square foot: $398
- Lot size: 1.3 acres
- Days on market: 17 days
- View listing on realtor.com

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