Most expensive homes for sale in Winchester
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December 3, 2024
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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.
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Cities with the most expensive homes in the Winchester metro area
#30. 219 Taggart Dr, Winchester
- Price: $783,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,400
- Price per square foot: $326
- Lot size: 0.3 acres
- Days on market: 81 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,400
- Price per square foot: $326
- Lot size: 0.3 acres
- Days on market: 81 days
- View listing on realtor.com
#29. 184 Williamson Rd, Winchester
- Price: $784,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,220
- Price per square foot: $185
- Lot size: 0.4 acres
- Days on market: 38 days (-$15,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,220
- Price per square foot: $185
- Lot size: 0.4 acres
- Days on market: 38 days (-$15,000 price reduction since listing)
- View listing on realtor.com
#28. 170 Whimsy Ln, Winchester
- Price: $789,900
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,740
- Price per square foot: $166
- Lot size: 5.0 acres
- Days on market: 53 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,740
- Price per square foot: $166
- Lot size: 5.0 acres
- Days on market: 53 days
- View listing on realtor.com
#27. 840 Carpers Valley Rd, Winchester
- Price: $795,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,888
- Price per square foot: $204
- Lot size: 5.9 acres
- Days on market: 65 days (-$80,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,888
- Price per square foot: $204
- Lot size: 5.9 acres
- Days on market: 65 days (-$80,000 price reduction since listing)
- View listing on realtor.com
#26. 348 Retreat Ln, Winchester
- Price: $799,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 3,726
- Price per square foot: $214
- Lot size: 11.0 acres
- Days on market: 37 days
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms
- Square feet: 3,726
- Price per square foot: $214
- Lot size: 11.0 acres
- Days on market: 37 days
- View listing on realtor.com
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#25. 518 N Braddock St, Winchester
- Price: $799,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,634
- Price per square foot: $303
- Lot size: 0.2 acres
- Days on market: 61 days (-$40,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,634
- Price per square foot: $303
- Lot size: 0.2 acres
- Days on market: 61 days (-$40,000 price reduction since listing)
- View listing on realtor.com
#24. 127 Triangle Ct, Winchester
- Price: $799,900
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,500
- Price per square foot: $177
- Lot size: 0.3 acres
- Days on market: 72 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,500
- Price per square foot: $177
- Lot size: 0.3 acres
- Days on market: 72 days
- View listing on realtor.com
#23. 1802 Chestnut Grove Rd, Winchester
- Price: $799,900
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,792
- Price per square foot: $210
- Lot size: 5.5 acres
- Days on market: 55 days (-$30,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 3,792
- Price per square foot: $210
- Lot size: 5.5 acres
- Days on market: 55 days (-$30,000 price reduction since listing)
- View listing on realtor.com
#22. Fishel Rd Lot 1A, Winchester
- Price: $799,900
- 5 bedrooms, 3 full bathrooms
- Square feet: 3,056
- Price per square foot: $261
- Lot size: 5.0 acres
- Days on market: 16 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms
- Square feet: 3,056
- Price per square foot: $261
- Lot size: 5.0 acres
- Days on market: 16 days
- View listing on realtor.com
#21. Oak Dr Lot 5, Winchester
- Price: $799,900
- 5 bedrooms, 3 full bathrooms
- Square feet: 3,056
- Price per square foot: $261
- Lot size: 5.0 acres
- Days on market: 38 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms
- Square feet: 3,056
- Price per square foot: $261
- Lot size: 5.0 acres
- Days on market: 38 days
- View listing on realtor.com
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#20. Oak Dr Lot 7, Winchester
- Price: $799,900
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,700
- Price per square foot: $296
- Lot size: 5.0 acres
- Days on market: 16 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,700
- Price per square foot: $296
- Lot size: 5.0 acres
- Days on market: 16 days
- View listing on realtor.com
#19. 283 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: 2.1 acres
- Days on market: 261 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,700
- Price per square foot: $296
- Lot size: 2.1 acres
- Days on market: 261 days
- View listing on realtor.com
#18. Trojan Ln Lot 14, Winchester
- Price: $802,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,211
- Price per square foot: $362
- Lot size: 7.1 acres
- Days on market: 270 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,211
- Price per square foot: $362
- Lot size: 7.1 acres
- Days on market: 270 days
- View listing on realtor.com
#17. Redbud Rd Lot 6, Winchester
- Price: $818,400
- 4 bedrooms, 4 full bathrooms
- Square feet: 2,368
- Price per square foot: $345
- Lot size: 2.6 acres
- Days on market: 76 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: 2,368
- Price per square foot: $345
- Lot size: 2.6 acres
- Days on market: 76 days
- View listing on realtor.com
#16. 105 Sundial Ct, Winchester
- Price: $825,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,464
- Price per square foot: $184
- Lot size: 0.3 acres
- Days on market: 83 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,464
- Price per square foot: $184
- Lot size: 0.3 acres
- Days on market: 83 days
- View listing on realtor.com
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#15. 101 N Washington St, Winchester
- Price: $829,900
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,888
- Price per square foot: $287
- Lot size: 0.1 acres
- Days on market: 44 days (-$10,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,888
- Price per square foot: $287
- Lot size: 0.1 acres
- Days on market: 44 days (-$10,000 price reduction since listing)
- View listing on realtor.com
#14. 279 Fishel Rd, Winchester
- Price: $848,400
- 5 bedrooms, 3 full bathrooms
- Square feet: 4,056
- Price per square foot: $209
- Lot size: 2.1 acres
- Days on market: 92 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms
- Square feet: 4,056
- Price per square foot: $209
- Lot size: 2.1 acres
- Days on market: 92 days
- View listing on realtor.com
#13. 204 Roszel Rd, Winchester
- Price: $894,900
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,125
- Price per square foot: $216
- Lot size: 0.4 acres
- Days on market: 44 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,125
- Price per square foot: $216
- Lot size: 0.4 acres
- Days on market: 44 days
- View listing on realtor.com
#12. 102 S Stewart St, Winchester
- Price: $899,000
- 7 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 5,049
- Price per square foot: $178
- Lot size: 0.4 acres
- Days on market: 61 days (-$26,000 price reduction since listing)
- View listing on realtor.com
- 7 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 5,049
- Price per square foot: $178
- Lot size: 0.4 acres
- Days on market: 61 days (-$26,000 price reduction since listing)
- View listing on realtor.com
#11. 154 Windsor Ln, Winchester
- Price: $899,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,412
- Price per square foot: $263
- Lot size: 5.0 acres
- Days on market: 101 days (-$79,100 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,412
- Price per square foot: $263
- Lot size: 5.0 acres
- Days on market: 101 days (-$79,100 price reduction since listing)
- View listing on realtor.com
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#10. Fishel Rd Lot 1B, Winchester
- Price: $899,900
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,100
- Price per square foot: $290
- Lot size: 5.0 acres
- Days on market: 16 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,100
- Price per square foot: $290
- Lot size: 5.0 acres
- Days on market: 16 days
- View listing on realtor.com
#9. 281 Fishel Rd, Winchester
- Price: $899,900
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,100
- Price per square foot: $290
- Lot size: 2.0 acres
- Days on market: 458 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,100
- Price per square foot: $290
- Lot size: 2.0 acres
- Days on market: 458 days
- View listing on realtor.com
#8. 939 Buckner Dr, Winchester
- Price: $990,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,122
- Price per square foot: $161
- Lot size: 0.4 acres
- Days on market: 37 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,122
- Price per square foot: $161
- Lot size: 0.4 acres
- Days on market: 37 days
- View listing on realtor.com
#7. 1321 Vanceright Cir, Winchester
- Price: $995,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,793
- Price per square foot: $262
- Lot size: 0.7 acres
- Days on market: 170 days (-$105,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,793
- Price per square foot: $262
- Lot size: 0.7 acres
- Days on market: 170 days (-$105,000 price reduction since listing)
- View listing on realtor.com
#6. 255 White Rd, Winchester
- Price: $1,349,000
- 6 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,529
- Price per square foot: $243
- Lot size: 30.5 acres
- Days on market: 250 days (-$40,000 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,529
- Price per square foot: $243
- Lot size: 30.5 acres
- Days on market: 250 days (-$40,000 price reduction since listing)
- View listing on realtor.com
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#5. 1960 Great Mountain Ln, Winchester
- Price: $1,350,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 2,434
- Price per square foot: $554
- Lot size: 96.4 acres
- Days on market: 74 days
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms
- Square feet: 2,434
- Price per square foot: $554
- Lot size: 96.4 acres
- Days on market: 74 days
- View listing on realtor.com
#4. 407 S Washington St, Winchester
- Price: $1,450,000
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,474
- Price per square foot: $223
- Lot size: 1.0 acres
- Days on market: 73 days (-$149,999 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,474
- Price per square foot: $223
- Lot size: 1.0 acres
- Days on market: 73 days (-$149,999 price reduction since listing)
- View listing on realtor.com
#3. 778 Johnston Ct, Winchester
- Price: $1,499,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 10,500
- Price per square foot: $142
- Lot size: 1.4 acres
- Days on market: 8 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 10,500
- Price per square foot: $142
- Lot size: 1.4 acres
- Days on market: 8 days
- View listing on realtor.com
#2. 821, Winchester
- Price: $1,500,000
- 3 bedrooms, 2 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 2.5 acres
- Days on market: 243 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: not available
- Price per square foot: not available
- Lot size: 2.5 acres
- Days on market: 243 days
- View listing on realtor.com
#1. 202 S Washington St, Winchester
- Price: $1,525,000
- 7 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 8,616
- Price per square foot: $176
- Lot size: 0.3 acres
- Days on market: 136 days (-$75,000 price reduction since listing)
- View listing on realtor.com
- 7 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 8,616
- Price per square foot: $176
- Lot size: 0.3 acres
- Days on market: 136 days (-$75,000 price reduction since listing)
- View listing on realtor.com
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