Listings in 05143 - VTWindsor County, Vermont

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Displaying 1 – 200 of 78 Real estate listings

00 VT Route 103 N Lot 3
Chester, VT | Active
Listed: Jul, 22, 2025
Price: $115,000
Living Area: 0 Sq. Ft.

00 VT Route 103 N Lot 4
Chester, VT | Active
Listed: Jul, 23, 2025
Price: $115,000
Living Area: 0 Sq. Ft.

1374 VT Route 103 N
Chester, VT | Closed
Listed: Dec, 16, 2025
Price: $239,000
Living Area: 1,222 Sq. Ft.

3466 VT Route 103 N
Chester, VT | Active Under Contract
Listed: Jan, 22, 2026
Price: $399,000
Living Area: 2,751 Sq. Ft.

106 Contro Road
Chester, VT | Active
Listed: Nov, 18, 2025
Price: $289,000
Living Area: 1,475 Sq. Ft.

419 Coach Road
Chester, VT | Active Under Contract
Listed: Jun, 26, 2025
Price: $219,000
Living Area: 1,440 Sq. Ft.

2100 Baltimore Road
Baltimore, VT | Active
Listed: Mar, 06, 2026
Price: $279,000
Living Area: 1,812 Sq. Ft.

00 East Hill Road
Andover, VT | Active Under Contract
Listed: May, 18, 2025
Price: $85,000
Living Area: 0 Sq. Ft.

514 First Avenue
Chester, VT | Active Under Contract
Listed: Nov, 07, 2025
Price: $529,000
Living Area: 3,880 Sq. Ft.

201 Spruce Drive
Andover, VT | Active
Listed: Jan, 16, 2026
Price: $889,000
Living Area: 3,310 Sq. Ft.

00 Pratt Bridge Road
Jamaica, VT | Pending
Listed: Mar, 27, 2026
Price: $309,000
Living Area: 0 Sq. Ft.

00 Hillcrest Road
Andover, VT | Active Under Contract
Listed: Jul, 05, 2025
Price: $85,000
Living Area: 0 Sq. Ft.

00 Remington Road
Chester, VT | Active
Listed: Sep, 16, 2025
Price: $74,000
Living Area: 0 Sq. Ft.

45 Dalrymple Street
Chester, VT | Active
Listed: Apr, 06, 2026
Price: $269,000
Living Area: 1,168 Sq. Ft.

35 Upper Bartonsville Road
Rockingham, VT | Active
Listed: Feb, 05, 2026
Price: $549,000
Living Area: 2,016 Sq. Ft.

00 Vermont Route 103
Chester, VT | Active
Listed: Jul, 23, 2025
Price: $200,000
Living Area: 0 Sq. Ft.

525 Route 103 N
Chester, VT | Closed
Listed: Nov, 10, 2025
Price: $335,000
Living Area: 2,308 Sq. Ft.

00 Quarry Road
Chester, VT | Active
Listed: Jan, 16, 2024
Price: $229,000
Living Area: 0 Sq. Ft.

345 Hill Top Road
Andover, VT | Closed
Listed: Aug, 21, 2004
Price: $598,000
Living Area: 4,054 Sq. Ft.

1342 Old Stage Road
Chester, VT | Closed
Listed: Nov, 20, 2025
Price: $879,000
Living Area: 1,576 Sq. Ft.

810 Quarry Road
Chester, VT | Closed
Listed: Nov, 24, 2025
Price: $815,000
Living Area: 2,466 Sq. Ft.

469 Williams Road
Chester, VT | Closed
Listed: Jan, 18, 2026
Price: $129,000
Living Area: 0 Sq. Ft.

127 Trombley Road
Andover, VT | Active
Listed: Dec, 18, 2025
Price: $449,000
Living Area: 2,856 Sq. Ft.

1397 Popple Dungeon Road
Chester, VT | Active
Listed: Jan, 14, 2026
Price: $399,000
Living Area: 1,788 Sq. Ft.

2137 Brockway Mills Road
Rockingham, VT | Closed
Listed: Dec, 29, 2025
Price: $249,900
Living Area: 0 Sq. Ft.

377 Coach Road Lot #15
Chester, VT | Active
Listed: Mar, 12, 2026
Price: $175,000
Living Area: 0 Sq. Ft.

41 VT Route 103 South
Chester, VT | Active
Listed: Nov, 19, 2025
Price: $299,000
Living Area: 2,702 Sq. Ft.

360 Dorman Road
Andover, VT | Active
Listed: Mar, 27, 2026
Price: $149,900
Living Area: 0 Sq. Ft.

1269 Howard Hill Road
Andover, VT | Closed
Listed: Dec, 23, 2025
Price: $899,000
Living Area: 2,172 Sq. Ft.

00 Contro Road
Chester, VT | Active
Listed: Nov, 18, 2025
Price: $159,000
Living Area: 0 Sq. Ft.

40 Fenton Road
Chester, VT | Active
Listed: Jan, 06, 2026
Price: $399,000
Living Area: 2,148 Sq. Ft.

3630 VT RT 103 N
Chester, VT | Active
Listed: Jun, 05, 2025
Price: $650,000
Living Area: 4,324 Sq. Ft.

95 Church Street
Chester, VT | Active Under Contract
Listed: Dec, 31, 2025
Price: $625,000
Living Area: 2,794 Sq. Ft.

1175 Quarry Road
Chester, VT | Active
Listed: Aug, 29, 2025
Price: $290,000
Living Area: 0 Sq. Ft.

335 North Street
Chester, VT | Active Under Contract
Listed: Mar, 20, 2026
Price: $340,000
Living Area: 2,096 Sq. Ft.

531 Main Street
Chester, VT | Active Under Contract
Listed: Nov, 26, 2025
Price: $359,900
Living Area: 1,608 Sq. Ft.

4769 Pikes Falls Road
Jamaica, VT | Active
Listed: Mar, 26, 2026
Price: $195,000
Living Area: 0 Sq. Ft.

508 Mattson Road
Chester, VT | Active
Listed: Apr, 08, 2026
Price: $120,000
Living Area: 0 Sq. Ft.

717 Horsenail Hill Road
Windham, VT | Active
Listed: Aug, 22, 2025
Price: $749,000
Living Area: 2,400 Sq. Ft.

136 Main Street Suite 2
Chester, VT | Active
Listed: Oct, 14, 2025
Price: $425
Living Area: 0 Sq. Ft.

870 Cummings Road
Chester, VT | Closed
Listed: Oct, 27, 2025
Price: $329,000
Living Area: 1,525 Sq. Ft.

611 Simmons Road
Andover, VT | Closed
Listed: Dec, 02, 2025
Price: $1,995,000
Living Area: 3,514 Sq. Ft.

479 Main Street
Chester, VT | Closed
Listed: Jan, 21, 2025
Price: $2,800
Living Area: 1,100 Sq. Ft.

1638 VT Route 11 East
Chester, VT | Closed
Listed: Aug, 31, 2015
Price: $69,900
Living Area: 874 Sq. Ft.

2651 Twenty Mile Stream Road
Cavendish, VT | Closed
Listed: Sep, 05, 2025
Price: $2,250,000
Living Area: 3,000 Sq. Ft.

501 Gates Road
Andover, VT | Closed
Listed: May, 15, 2025
Price: $185,000
Living Area: 616 Sq. Ft.

TBD Farrar Road
Chester, VT | Active
Listed: Jan, 24, 2026
Price: $74,500
Living Area: 0 Sq. Ft.

00 Valley View Drive 9
Andover, VT | Active
Listed: Feb, 06, 2026
Price: $485,000
Living Area: 0 Sq. Ft.

00 Marsh Cross Road
Andover, VT | Active
Listed: Jan, 26, 2026
Price: $3,150,000
Living Area: 0 Sq. Ft.

32 S. Main Street #4
Chester, VT | Active
Listed: Mar, 03, 2026
Price: $1,100
Living Area: 600 Sq. Ft.

0 Green Mountain Turnpike
Chester, VT | Active
Listed: Mar, 27, 2026
Price: $129,000
Living Area: 0 Sq. Ft.

1979 North Hill Road
Andover, VT | Closed
Listed: Sep, 19, 2025
Price: $429,000
Living Area: 1,872 Sq. Ft.

818 Davidson Hill Road
Chester, VT | Closed
Listed: Jan, 07, 2026
Price: $280,000
Living Area: 1,248 Sq. Ft.

134 Gold River Extension 1A2
Chester, VT | Active
Listed: May, 07, 2025
Price: $125,000
Living Area: 0 Sq. Ft.

00 Hill Top Road
Andover, VT | Closed
Listed: Nov, 13, 2025
Price: $135,000
Living Area: 0 Sq. Ft.

3619 Baltimore Road
Baltimore, VT | Closed
Listed: Nov, 16, 2025
Price: $300,000
Living Area: 1,584 Sq. Ft.

918 Lovers Lane Road
Chester, VT | Active Under Contract
Listed: Aug, 28, 2025
Price: $145,000
Living Area: 0 Sq. Ft.

688 Hidden Heights Road
Chester, VT | Active
Listed: Jan, 15, 2026
Price: $649,000
Living Area: 2,205 Sq. Ft.

0 Markham Mountain Road
Andover, VT | Active
Listed: Feb, 19, 2026
Price: $595,000
Living Area: 0 Sq. Ft.

1876 Popple Dungeon Road
Chester, VT | Active Under Contract
Listed: Jan, 28, 2026
Price: $205,000
Living Area: 1,232 Sq. Ft.

40 The Common
Chester, VT | Active
Listed: Mar, 06, 2026
Price: $1,495,000
Living Area: 0 Sq. Ft.

3200 Baltimore Road
Baltimore, VT | Active
Listed: Mar, 21, 2026
Price: $115,000
Living Area: 0 Sq. Ft.

4769 Pikes Falls Road
Jamaica, VT | Active
Listed: Apr, 06, 2026
Price: $195,000
Living Area: 0 Sq. Ft.

0 Snell Road
Chester, VT | Active
Listed: Jun, 05, 2024
Price: $89,000
Living Area: 0 Sq. Ft.

518 Baltimore Road
Baltimore, VT | Active
Listed: Mar, 26, 2026
Price: $675,000
Living Area: 2,600 Sq. Ft.

725 Flamstead Road
Chester, VT | Closed
Listed: Oct, 17, 2025
Price: $895,000
Living Area: 2,775 Sq. Ft.

1833 Mattson Road
Chester, VT | Closed
Listed: Oct, 06, 2025
Price: $199,000
Living Area: 1,640 Sq. Ft.

26 Dorman Road
Andover, VT | Closed
Listed: Oct, 26, 2025
Price: $299,000
Living Area: 1,248 Sq. Ft.

000 Green Mountain Turnpike
Chester, VT | Active
Listed: Oct, 26, 2024
Price: $275,000
Living Area: 0 Sq. Ft.

3553 VT Route 103 N
Chester, VT | Active
Listed: Jul, 28, 2025
Price: $164,000
Living Area: 2,400 Sq. Ft.

160 Depot Street
Chester, VT | Active
Listed: Jul, 20, 2025
Price: $225,000
Living Area: 1,327 Sq. Ft.

3800 Weston Andover Road
Andover, VT | Active
Listed: Sep, 24, 2024
Price: $5,950,000
Living Area: 10,062 Sq. Ft.

3630 Vt Route 103 N
Chester, VT | Active
Listed: Jun, 05, 2025
Price: $650,000
Living Area: 4,324 Sq. Ft.

Valley View Drive 8
Andover, VT | Active
Listed: Aug, 12, 2024
Price: $150,000
Living Area: 0 Sq. Ft.

32 S. Main Street #7
Chester, VT | Active
Listed: Mar, 13, 2026
Price: $1,400
Living Area: 750 Sq. Ft.

447 Elm Street
Chester, VT | Active
Listed: Sep, 13, 2025
Price: $349,000
Living Area: 1,488 Sq. Ft.

134 Gold River Extension 1A1
Chester, VT | Active
Listed: May, 15, 2023
Price: $425,000
Living Area: 6,656 Sq. Ft.

534 Elm Street
Chester, VT | Closed
Listed: Nov, 25, 2025
Price: $599,000
Living Area: 3,850 Sq. Ft.

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