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 688 Hidden Heights Road Chester, VT MLS# 5074094
$649,000
3

Beds

2.0

Baths

2,205

Sq.Ft.

688 Hidden Heights Road

Chester, VT

NNEREN
Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 1397 Popple Dungeon Road Chester, VT MLS# 5073930
$349,000
3

Beds

2.0

Baths

1,788

Sq.Ft.

1397 Popple Dungeon Road

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 40 Fenton Road Chester, VT MLS# 5073147
  • New Construction
1 of 37
$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 106 Contro Road Chester, VT MLS# 5069928
$289,000
2

Beds

2.1

Baths

1,475

Sq.Ft.

106 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 447 Elm Street Chester, VT MLS# 5061241
$299,000
3

Beds

2.0

Baths

1,488

Sq.Ft.

447 Elm Street

Chester, VT

NNEREN
Courtesy of CUMMINGS & CO
View 1175 Quarry Road Chester, VT MLS# 5058824
$290,000
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 00 VT Route 103 N # Lot 4 Chester, VT MLS# 5052955
$115,000
Studio

Beds

0.0

Baths

00 VT Route 103 N # Lot 4

Chester, VT

NNEREN
Courtesy of LANGE & LANGE
View 00 Vermont Route 103 Chester, VT MLS# 5053371
$200,000
Studio

Beds

0.0

Baths

00 Vermont Route 103

Chester, VT

NNEREN
Courtesy of LANGE & LANGE
View 00 VT Route 103 N # Lot 3 Chester, VT MLS# 5052948
$115,000
Studio

Beds

0.0

Baths

00 VT Route 103 N # Lot 3

Chester, VT

NNEREN
Courtesy of LANGE & LANGE
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
View 3630 Vt Rt 103 N Chester, VT MLS# 5044894
$650,000
4,324

Sq.Ft.

3630 Vt Rt 103 N

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 000 Green Mountain Turnpike Chester, VT MLS# 5023272
$249,000
Studio

Beds

0.0

Baths

000 Green Mountain Turnpike

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

About Chester

Listings in Chester, VT

42

Estimated median home price

$289,500
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 5
$100K - 200K 11
$200K - 300K 7
$300K - 400K 4
$400K - 500K 5
$500K - 600K 1
$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 20
Townhouse 0
Condo 0
Commercial 5
Rental 3
Lots and Land 15
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 7/11/2026)

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 7/12/2026”

Trends Information provided by ATTOM Data Solutions.