View 81 Main Street Chester, VT MLS# 5095551
  • Virtual Tour
1 of 58
$445,000
5

Beds

4.0

Baths

3,865

Sq.Ft.

81 Main Street

Chester, VT

NNEREN
Courtesy of REAL BROKER LLC
View 0 Linden Way Chester, VT MLS# 5093908
$79,000
Studio

Beds

0.0

Baths

0 Linden Way

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 00 Snell Road Chester, VT MLS# 5094246
$87,500
Studio

Beds

0.0

Baths

00 Snell Road

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1144 Potash Brook Road Chester, VT MLS# 5093286
$75,000
2

Beds

1.0

Baths

620

Sq.Ft.

1144 Potash Brook Road

Chester, VT

NNEREN
Courtesy of BUFFUM REALTY
View 250 Fenton Road Chester, VT MLS# 5090458
  • Virtual Tour
1 of 32
$125,000
Studio

Beds

0.0

Baths

250 Fenton Road

Chester, VT

NNEREN
Courtesy of EXP REALTY
View 64 Maple Street Chester, VT MLS# 5087175
  • Virtual Tour
1 of 60
$469,000
3

Beds

3.0

Baths

2,676

Sq.Ft.

64 Maple Street

Chester, VT

NNEREN
Courtesy of REAL BROKER LLC
View 663 Depot Street Chester, VT MLS# 5086202
$390,000
3

Beds

2.0

Baths

1,304

Sq.Ft.

663 Depot Street

Chester, VT

NNEREN
Courtesy of REAL BROKER LLC
View 3341 Trebo Road Chester, VT MLS# 5086105
$549,000
4

Beds

2.1

Baths

2,464

Sq.Ft.

3341 Trebo Road

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 176 Meadow Road Chester, VT MLS# 5082995
$419,900
5

Beds

2.0

Baths

1,982

Sq.Ft.

176 Meadow Road

Chester, VT

NNEREN
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 508 Mattson Road Chester, VT MLS# 5082636
$99,999
Studio

Beds

0.0

Baths

508 Mattson Road

Chester, VT

NNEREN
Courtesy of CUMMINGS & CO
View 0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034
$119,000
Studio

Beds

0.0

Baths

0 Green Mountain Turnpike # 5

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View TBD Farrar Road Chester, VT MLS# 5074848
$74,500
Studio

Beds

0.0

Baths

TBD Farrar Road

Chester, VT

NNEREN
Courtesy of EXP REALTY
View 1397 Popple Dungeon Road Chester, VT MLS# 5073930
$299,000
3

Beds

2.0

Baths

1,788

Sq.Ft.

1397 Popple Dungeon Road

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 40 Fenton Road Chester, VT MLS# 5073147
$399,000
4

Beds

2.1

Baths

2,148

Sq.Ft.

40 Fenton Road

Chester, VT

NNEREN
Courtesy of TPW REAL ESTATE
View 00 Contro Road Chester, VT MLS# 5069927
$159,000
Studio

Beds

0.0

Baths

00 Contro Road

Chester, VT

NNEREN
Courtesy of BRATTLEBORO AREA REALTY
View 3019 Popple Dungeon Road Chester, VT MLS# 5067929
$169,000
1

Beds

1.0

Baths

200

Sq.Ft.

3019 Popple Dungeon Road

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 00 Remington Road Chester, VT MLS# 5061671
$74,000
Studio

Beds

0.0

Baths

00 Remington Road

Chester, VT

NNEREN
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 1175 Quarry Road Chester, VT MLS# 5058824
$270,000
Studio

Beds

0.0

Baths

1175 Quarry Road

Chester, VT

NNEREN
Courtesy of BHG MASIELLO KEENE
View 3553 VT Route 103 N Chester, VT MLS# 5053765
$149,000
2,400

Sq.Ft.

3553 VT Route 103 N

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 3630 Vt Route 103 N Chester, VT MLS# 5044879
$650,000
3

Beds

3.0

Baths

4,324

Sq.Ft.

3630 Vt Route 103 N

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

About Chester

Listings in Chester, VT

46

Estimated median home price

$287,000
Chester VT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Chester, Vermont real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chester, VT.

Homes for Sale by Price in Chester, VT

Price Count
$0 - 100K 8
$100K - 200K 6
$200K - 300K 12
$300K - 400K 5
$400K - 500K 4
$500K - 600K 2
$600K - 700K 4
$700K - 800K 1
$800K - 900K 1
$900K - 1M 0
$1M - Max 3

Homes for Sale by Type in Chester, VT

Property Type Count
Single Family 22
Townhouse 0
Condo 0
Commercial 5
Rental 2
Lots and Land 15
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 1
Farms 0

(Data as of 9/5/2026)

Information deemed reliable but not guaranteed.

“Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 9/6/2026”

Trends Information provided by ATTOM Data Solutions.