Most expensive homes for sale in Winchester

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November 9, 2021
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Most expensive homes for sale in Winchester

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

#30. 855 Redbud Rd, Winchester

- Price: $725,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,368
- Price per square foot: $306
- Lot size: 3.1 acres
- Days on market: 230 days
- View listing on realtor.com

#29. Trojan Ln Lot 14, Winchester

- Price: $725,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,000
- Price per square foot: $362
- Lot size: 7.1 acres
- Days on market: 246 days
- View listing on realtor.com

#28. L2 Cedar Crk, Winchester

- Price: $729,900
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Lot size: 5.1 acres
- Days on market: 52 days
- View listing on realtor.com

#27. 112 Triangle Ct, Winchester

- Price: $744,999
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Days on market: 6 days
- View listing on realtor.com

#26. 129 Triangle Ct, Winchester

- Price: $744,999
- 5 bedrooms, 3 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Days on market: 4 days
- View listing on realtor.com

#25. 302 Summerfield Dr, Winchester

- Price: $747,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,058
- Price per square foot: $184
- Lot size: 0.3 acres
- Days on market: 63 days
- View listing on realtor.com

#24. B Fishel Rd, Winchester

- Price: $749,900
- 5 bedrooms, 3 full bathrooms
- Square feet: 2,800
- Price per square foot: $267
- Lot size: 2.1 acres
- Days on market: 175 days
- View listing on realtor.com

#23. L4 Saddleback Ln, Winchester

- Price: $749,900
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,500
- Price per square foot: $299
- Lot size: 7.8 acres
- Days on market: 216 days
- View listing on realtor.com

#22. 127 Triangle Ct, Winchester

- Price: $765,098
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: not available
- Price per square foot: not available
- Days on market: 6 days
- View listing on realtor.com

#21. 247 McGuire Rd, Winchester

- Price: $785,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,859
- Price per square foot: $274
- Lot size: 2.7 acres
- Days on market: 94 days
- View listing on realtor.com

#20. 170 Graystone Ln, Winchester

- Price: $789,900
- 6 bedrooms, 5 full bathrooms
- Square feet: 5,042
- Price per square foot: $156
- Lot size: 5.0 acres
- Days on market: 41 days (-$10,000 price reduction since listing)
- View listing on realtor.com

#19. 137 Regency Lakes Dr, Winchester

- Price: $799,000
- 3 bedrooms, 1 full bathrooms
- Square feet: 1,199
- Price per square foot: $666
- Lot size: 3.8 acres
- Days on market: 149 days
- View listing on realtor.com

#18. 147 Simmons Ridge Ln, Winchester

- Price: $799,900
- 5 bedrooms, 3 full bathrooms
- Square feet: 2,800
- Price per square foot: $285
- Lot size: 5.1 acres
- Days on market: 190 days
- View listing on realtor.com

#17. C Fishel Rd, Winchester

- Price: $799,900
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,700
- Price per square foot: $296
- Lot size: 3.1 acres
- Days on market: 175 days
- View listing on realtor.com

#16. 231 Simmons Ridge Ln, Winchester

- Price: $799,900
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,685
- Price per square foot: $297
- Lot size: 5.0 acres
- Days on market: 198 days
- View listing on realtor.com

#15. 222 Union View Ln, Winchester

- Price: $849,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,334
- Price per square foot: $195
- Lot size: 3.6 acres
- Days on market: 216 days (-$49,000 price reduction since listing)
- View listing on realtor.com

#14. 1910 Harvest Dr, Winchester

- Price: $875,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,292
- Price per square foot: $203
- Lot size: 0.2 acres
- Days on market: 21 days
- View listing on realtor.com

#13. 246 Jeb Dr, Winchester

- Price: $879,000
- 5 bedrooms, 4 full bathrooms
- Square feet: 4,326
- Price per square foot: $203
- Lot size: 6.0 acres
- Days on market: 18 days
- View listing on realtor.com

#12. Siler Rd, Winchester

- Price: $899,900
- 3 bedrooms, 2 full bathrooms
- Square feet: 1,762
- Price per square foot: $510
- Lot size: 29.5 acres
- Days on market: 122 days
- View listing on realtor.com

#11. 211 Whistlewood Ln, Winchester

- Price: $899,990
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,716
- Price per square foot: $190
- Days on market: 6 days
- View listing on realtor.com

#10. 191 Simmons Ridge Ln, Winchester

- Price: $900,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 5,185
- Price per square foot: $173
- Lot size: 5.0 acres
- Days on market: 192 days
- View listing on realtor.com

#9. 164 Creola Dr, Winchester

- Price: $949,900
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 6,100
- Price per square foot: $155
- Lot size: 3.0 acres
- Days on market: 200 days
- View listing on realtor.com

#8. 186/190 Hawthorne Dr, Winchester

- Price: $960,999
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,215
- Price per square foot: $184
- Lot size: 1.2 acres
- Days on market: 99 days
- View listing on realtor.com

#7. 1040 Breckinridge Ln, Winchester

- Price: $1,125,000
- 6 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,450
- Price per square foot: $252
- Lot size: 0.6 acres
- Days on market: 51 days
- View listing on realtor.com

#6. 1018 Heth Pl, Winchester

- Price: $1,130,000
- 4 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 5,692
- Price per square foot: $198
- Lot size: 0.5 acres
- Days on market: 105 days (-$20,000 price reduction since listing)
- View listing on realtor.com

#5. 813 Armistead St, Winchester

- Price: $1,249,000
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 7,140
- Price per square foot: $174
- Lot size: 0.8 acres
- Days on market: 35 days
- View listing on realtor.com

#4. Rotz Ct, Winchester

- Price: $1,379,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,124
- Price per square foot: $441
- Lot size: 2.0 acres
- Days on market: 178 days
- View listing on realtor.com

#3. 120 Ballygar Dr, Winchester

- Price: $1,499,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,344
- Price per square foot: $236
- Lot size: 5.0 acres
- Days on market: 93 days (-$76,000 price reduction since listing)
- View listing on realtor.com

#2. 3372 Hunting Ridge Rd, Winchester

- Price: $1,622,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,344
- Price per square foot: $691
- Lot size: 6.6 acres
- Days on market: 155 days (-$5,000 price reduction since listing)
- View listing on realtor.com

#1. 2361 Indian Hollow Rd, Winchester

- Price: $3,500,000
- 4 bedrooms, 4 full bathrooms
- Square feet: 4,297
- Price per square foot: $814
- Lot size: 215.0 acres
- Days on market: 9 days
- View listing on realtor.com

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