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 23 School Street Chester, VT MLS# 5111465
$649,000
0.0

Baths

13,788

Sq.Ft.

23 School Street

Chester, VT

NNEREN
Courtesy of REAL BROKER LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 168 Chandler Road Chester, VT MLS# 5097737
  • Virtual Tour
1 of 60
$627,000
3

Beds

2.0

Baths

2,204

Sq.Ft.

168 Chandler Road

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 548 Crow Hill Road Chester, VT MLS# 5106579
$599,000
4

Beds

2.0

Baths

1,908

Sq.Ft.

548 Crow Hill Road

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 204 Fletcher Road Chester, VT MLS# 5115206
$549,000
4

Beds

2.0

Baths

2,190

Sq.Ft.

204 Fletcher Road

Chester, VT

NNEREN
Courtesy of BUFFUM REALTY
View 3341 Trebo Road Chester, VT MLS# 5117529
  • Recently Listed
1 of 41
$495,000
3

Beds

2.1

Baths

2,464

Sq.Ft.

3341 Trebo Road

Chester, VT

NNEREN
Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
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 3208 Green Mountain Turnpike Chester, VT MLS# 5095486
$425,000
3

Beds

2.0

Baths

1,626

Sq.Ft.

3208 Green Mountain Turnpike

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
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 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 302 Davidson Hill Road Chester, VT MLS# 5102316
$330,000
2

Beds

1.0

Baths

900

Sq.Ft.

302 Davidson Hill Road

Chester, VT

NNEREN
Courtesy of VERMONT REAL ESTATE COMPANY
View 39 S Main Street Chester, VT MLS# 5100522
$285,000
1,802

Sq.Ft.

39 S Main Street

Chester, VT

NNEREN
Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 426 Vermont Route 103 Chester, VT MLS# 5115637
  • Recently Listed
1 of 21
$259,000
4

Beds

1.0

Baths

1,324

Sq.Ft.

426 Vermont Route 103

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 159 Lower Bartonsville Road Chester, VT MLS# 5106226
$255,000
3

Beds

1.1

Baths

1,683

Sq.Ft.

159 Lower Bartonsville Road

Chester, VT

NNEREN
Courtesy of CENTURY 21 HIGHVIEW REALTY
View 148 Kevadus Circle Chester, VT MLS# 5116625
  • Recently Listed
1 of 28
$240,000
2

Beds

1.0

Baths

912

Sq.Ft.

148 Kevadus Circle

Chester, VT

NNEREN
Courtesy of BHG MASIELLO KEENE
View 00 Quarry Road Chester, VT MLS# 5098347
$229,000
0.0

Baths

00 Quarry Road

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 547 Andover Road Chester, VT MLS# 5112828
$229,000
2

Beds

1.0

Baths

1,008

Sq.Ft.

547 Andover Road

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 3781 Flamstead Road Chester, VT MLS# 5102142
$225,000
3

Beds

2.0

Baths

1,500

Sq.Ft.

3781 Flamstead Road

Chester, VT

NNEREN
Courtesy of EXP REALTY
View 3781 Flamstead Road Chester, VT MLS# 5102143
$225,000
0.0

Baths

3781 Flamstead Road

Chester, VT

NNEREN
Courtesy of EXP REALTY

About Chester

Listings in Chester, VT

40

Estimated median home price

$225,000
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 7
$100K - 200K 8
$200K - 300K 12
$300K - 400K 3
$400K - 500K 2
$500K - 600K 2
$600K - 700K 4
$700K - 800K 0
$800K - 900K 0
$900K - 1M 0
$1M - Max 2

Homes for Sale by Type in Chester, VT

Property Type Count
Single Family 19
Townhouse 0
Condo 0
Commercial 3
Rental 2
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 2
Farms 0

(Data as of 11/10/2026)

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 11/11/2026”

Trends Information provided by ATTOM Data Solutions.