View 202 Mountain View Chester, VT MLS# 5088678
  • Recently Listed
1 of 20
$250,000
3

Beds

1.1

Baths

1,140

Sq.Ft.

202 Mountain View

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 76 Goldthwaite Road Chester, VT MLS# 5088175
  • Recently Listed with Virtual Tour
1 of 39
$1,200,000
4

Beds

3.0

Baths

3,308

Sq.Ft.

76 Goldthwaite Road

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 1302 Popple Dungeon Road Chester, VT MLS# 5087874
  • Recently Listed with Virtual Tour
1 of 53
$1,690,000
5

Beds

5.0

Baths

5,400

Sq.Ft.

1302 Popple Dungeon Road

Chester, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 397 River Street Chester, VT MLS# 5087965
  • Recently Listed
1 of 39
OPEN HOUSE: Saturday 5/16 11:00 AM - 1:00 PM
$349,000
4

Beds

3.0

Baths

3,332

Sq.Ft.

397 River Street

Chester, VT

NNEREN
Courtesy of CUMMINGS & CO
View 64 Maple Street Chester, VT MLS# 5087175
  • Recently Listed with Virtual Tour
1 of 60
$479,000
4

Beds

3.0

Baths

2,676

Sq.Ft.

64 Maple Street

Chester, VT

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Courtesy of REAL BROKER LLC
View 663 Depot Street Chester, VT MLS# 5086202
  • Recently Listed
1 of 51
$390,000
3

Beds

2.0

Baths

1,304

Sq.Ft.

663 Depot Street

Chester, VT

NNEREN
Courtesy of REAL BROKER LLC
View 15 Breezy Lane Chester, VT MLS# 5086079
  • Virtual Tour
1 of 37
$270,000
2

Beds

1.0

Baths

1,026

Sq.Ft.

15 Breezy Lane

Chester, VT

NNEREN
Courtesy of BUFFUM REALTY
View 3341 Trebo Road Chester, VT MLS# 5086105
  • Recently Listed
1 of 47
$569,000
4

Beds

2.1

Baths

2,464

Sq.Ft.

3341 Trebo Road

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 547 Williams Road Chester, VT MLS# 5085214
  • Recently Listed
1 of 60
$479,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

547 Williams Road

Chester, VT

NNEREN
Courtesy of EDGE REALTY VERMONT
View 183 Vt Rt 103 Chester, VT MLS# 5084571
$475,000
4,938

Sq.Ft.

183 Vt Rt 103

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 147 Pleasant View Lane Chester, VT MLS# 5084462
$569,000
3

Beds

2.0

Baths

2,966

Sq.Ft.

147 Pleasant View Lane

Chester, VT

NNEREN
Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 176 Meadow Road Chester, VT MLS# 5082995
$425,000
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
$120,000
Studio

Beds

0.0

Baths

508 Mattson Road

Chester, VT

NNEREN
Courtesy of CUMMINGS & CO
View 45 Dalrymple Street Chester, VT MLS# 5082324
$269,000
3

Beds

1.0

Baths

1,168

Sq.Ft.

45 Dalrymple Street

Chester, VT

NNEREN
Courtesy of BUFFUM REALTY
View 0 Green Mountain Turnpike # 5 Chester, VT MLS# 5081034
$129,000
Studio

Beds

0.0

Baths

0 Green Mountain Turnpike # 5

Chester, VT

NNEREN
Courtesy of BARRETT AND VALLEY ASSOCIATES INC.
View 335 North Street Chester, VT MLS# 5080199
$340,000
3

Beds

1.0

Baths

2,096

Sq.Ft.

335 North Street

Chester, VT

NNEREN
Courtesy of WILLIAM RAVEIS REAL ESTATE VERMONT PROPERTIES
View 377 Coach Road # Lot #15 Chester, VT MLS# 5079082
$175,000
Studio

Beds

0.0

Baths

377 Coach Road # Lot #15

Chester, VT

NNEREN
Courtesy of MARY W. DAVIS REALTOR & ASSOC., INC.
View 40 The Common Chester, VT MLS# 5078509
$1,495,000

40 The Common

Chester, VT

NNEREN
Courtesy of REAL BROKER LLC
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

About Chester

Listings in Chester, VT

42

Estimated median home price

$294,500
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 3
$100K - 200K 10
$200K - 300K 9
$300K - 400K 7
$400K - 500K 4
$500K - 600K 3
$600K - 700K 3
$700K - 800K 0
$800K - 900K 0
$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 4
Rental 3
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/14/2026)

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 5/14/2026”

Trends Information provided by ATTOM Data Solutions.