Rupert Vermont Homes for Sale

3 total properties

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5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 1

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 2

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 3

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 4

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 5

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 6

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 7

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 8

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 9

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 10

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 11

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 12

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 13

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 14

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 15

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 16

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 17

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 18

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 19

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 20

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 21

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 22

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 23

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 24

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 25

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 26

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 27

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 28

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 29

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 30

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 31

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 32

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 33

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 34

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 35

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 36

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 37

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 38

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 39

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 40

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 41

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 42

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 43

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 44

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 45

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 46

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 47

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 48

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 49

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 50

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 51

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 52

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 53

5491 VT Route 315 Rupert, VT MLS# 5051060 - Image 54

1 of 54

$1,749,000

Beds

4.1

Baths

3,218

Sq.Ft.

5491 VT Route 315

Rupert, VT

Courtesy of REAL BROKER LLC

99 Holly's Way Rupert, VT MLS# 5094950 - Image 1

99 Holly's Way Rupert, VT MLS# 5094950 - Image 2

99 Holly's Way Rupert, VT MLS# 5094950 - Image 3

99 Holly's Way Rupert, VT MLS# 5094950 - Image 4

99 Holly's Way Rupert, VT MLS# 5094950 - Image 5

99 Holly's Way Rupert, VT MLS# 5094950 - Image 6

99 Holly's Way Rupert, VT MLS# 5094950 - Image 7

99 Holly's Way Rupert, VT MLS# 5094950 - Image 8

99 Holly's Way Rupert, VT MLS# 5094950 - Image 9

99 Holly's Way Rupert, VT MLS# 5094950 - Image 10

99 Holly's Way Rupert, VT MLS# 5094950 - Image 11

99 Holly's Way Rupert, VT MLS# 5094950 - Image 12

99 Holly's Way Rupert, VT MLS# 5094950 - Image 13

99 Holly's Way Rupert, VT MLS# 5094950 - Image 14

99 Holly's Way Rupert, VT MLS# 5094950 - Image 15

99 Holly's Way Rupert, VT MLS# 5094950 - Image 16

99 Holly's Way Rupert, VT MLS# 5094950 - Image 17

99 Holly's Way Rupert, VT MLS# 5094950 - Image 18

99 Holly's Way Rupert, VT MLS# 5094950 - Image 19

99 Holly's Way Rupert, VT MLS# 5094950 - Image 20

99 Holly's Way Rupert, VT MLS# 5094950 - Image 21

99 Holly's Way Rupert, VT MLS# 5094950 - Image 22

99 Holly's Way Rupert, VT MLS# 5094950 - Image 23

99 Holly's Way Rupert, VT MLS# 5094950 - Image 24

99 Holly's Way Rupert, VT MLS# 5094950 - Image 25

99 Holly's Way Rupert, VT MLS# 5094950 - Image 26

99 Holly's Way Rupert, VT MLS# 5094950 - Image 27

99 Holly's Way Rupert, VT MLS# 5094950 - Image 28

99 Holly's Way Rupert, VT MLS# 5094950 - Image 29

99 Holly's Way Rupert, VT MLS# 5094950 - Image 30

99 Holly's Way Rupert, VT MLS# 5094950 - Image 31

99 Holly's Way Rupert, VT MLS# 5094950 - Image 32

99 Holly's Way Rupert, VT MLS# 5094950 - Image 33

Recently Listed

1 of 33

$1,100,000

Beds

2.0

Baths

2,403

Sq.Ft.

99 Holly's Way

Rupert, VT

Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY

1384 Route 153 Rupert, VT MLS# 5089545 - Image 1

1384 Route 153 Rupert, VT MLS# 5089545 - Image 2

1384 Route 153 Rupert, VT MLS# 5089545 - Image 3

1384 Route 153 Rupert, VT MLS# 5089545 - Image 4

1384 Route 153 Rupert, VT MLS# 5089545 - Image 5

1384 Route 153 Rupert, VT MLS# 5089545 - Image 6

1384 Route 153 Rupert, VT MLS# 5089545 - Image 7

1384 Route 153 Rupert, VT MLS# 5089545 - Image 8

1384 Route 153 Rupert, VT MLS# 5089545 - Image 9

1384 Route 153 Rupert, VT MLS# 5089545 - Image 10

1384 Route 153 Rupert, VT MLS# 5089545 - Image 11

1384 Route 153 Rupert, VT MLS# 5089545 - Image 12

1384 Route 153 Rupert, VT MLS# 5089545 - Image 13

1384 Route 153 Rupert, VT MLS# 5089545 - Image 14

1384 Route 153 Rupert, VT MLS# 5089545 - Image 15

1384 Route 153 Rupert, VT MLS# 5089545 - Image 16

1384 Route 153 Rupert, VT MLS# 5089545 - Image 17

1384 Route 153 Rupert, VT MLS# 5089545 - Image 18

1384 Route 153 Rupert, VT MLS# 5089545 - Image 19

1384 Route 153 Rupert, VT MLS# 5089545 - Image 20

1384 Route 153 Rupert, VT MLS# 5089545 - Image 21

1384 Route 153 Rupert, VT MLS# 5089545 - Image 22

1384 Route 153 Rupert, VT MLS# 5089545 - Image 23

1384 Route 153 Rupert, VT MLS# 5089545 - Image 24

1384 Route 153 Rupert, VT MLS# 5089545 - Image 25

1384 Route 153 Rupert, VT MLS# 5089545 - Image 26

1384 Route 153 Rupert, VT MLS# 5089545 - Image 27

1384 Route 153 Rupert, VT MLS# 5089545 - Image 28

1384 Route 153 Rupert, VT MLS# 5089545 - Image 29

1384 Route 153 Rupert, VT MLS# 5089545 - Image 30

1384 Route 153 Rupert, VT MLS# 5089545 - Image 31

1384 Route 153 Rupert, VT MLS# 5089545 - Image 32

1 of 32

$275,000

Beds

1.0

Baths

1,668

Sq.Ft.

1384 Route 153

Rupert, VT

Courtesy of WOHLER REALTY GROUP

THE TIME TO SELL IS NOW!

About Rupert

Listings in Rupert, VT: 3
Estimated median home price: $1,100,000

Rupert VT Homes for Sale & Properties

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

Homes for Sale by Price in Rupert, VT

Price	Count
$0 - 100K	0
$100K - 200K	0
$200K - 300K	1
$300K - 400K	0
$400K - 500K	0
$500K - 600K	0
$600K - 700K	0
$700K - 800K	0
$800K - 900K	0
$900K - 1M	0
$1M - Max	2

Homes for Sale by Type in Rupert, VT

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

(Data as of 6/17/2026)

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Rupert, VT Information

Rupert, VT Neighborhood Information

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05768

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 6/29/2026”

Trends Information provided by ATTOM Data Solutions.

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Rupert Vermont Homes for Sale

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Homes for Sale by Type in Rupert, VT

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Rupert Vermont Homes for Sale

About Rupert

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