View 0 Black Bear Road Jamaica, VT MLS# 5101033
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Save 0 Black Bear Road Jamaica, VT MLS# 5101033
1 of 21
$290,000
Studio

Beds

0.0

Baths

0 Black Bear Road

Jamaica, VT

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Courtesy of FOUNTAINS LAND INC.
View 00 Howe Farm Road Jamaica, VT MLS# 5098094
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Save 00 Howe Farm Road Jamaica, VT MLS# 5098094
1 of 25
$219,000
Studio

Beds

0.0

Baths

00 Howe Farm Road

Jamaica, VT

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Courtesy of SOUTHERN VERMONT REALTY GROUP
View 251 Pratt Bridge Road Jamaica, VT MLS# 5097566
Save 251 Pratt Bridge Road Jamaica, VT MLS# 5097566
1 of 40
$1,500,000
7

Beds

7.1

Baths

8,364

Sq.Ft.

251 Pratt Bridge Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 251 Pratt Bridge Road Jamaica, VT MLS# 5097569
Save 251 Pratt Bridge Road Jamaica, VT MLS# 5097569
1 of 40
$1,500,000
8,364

Sq.Ft.

251 Pratt Bridge Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 3327 Route 30 Jamaica, VT MLS# 5097573
Save 3327 Route 30 Jamaica, VT MLS# 5097573
1 of 28
$480,000
5

Beds

2.0

Baths

2,194

Sq.Ft.

3327 Route 30

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 2022 Route 30 Jamaica, VT MLS# 5097748
Save 2022 Route 30 Jamaica, VT MLS# 5097748
1 of 19
$63,000
2

Beds

1.0

Baths

672

Sq.Ft.

2022 Route 30

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 2074 Vt Rt 30 Jamaica, VT MLS# 5097088
Save 2074 Vt Rt 30 Jamaica, VT MLS# 5097088
1 of 27
$140,000
1

Beds

1.0

Baths

400

Sq.Ft.

2074 Vt Rt 30

Jamaica, VT

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Courtesy of MICHAEL ENGLAND REAL ESTATE
View 816 Black Bear Road Jamaica, VT MLS# 5096846
Save 816 Black Bear Road Jamaica, VT MLS# 5096846
1 of 60
$3,995,000
4

Beds

5.1

Baths

5,500

Sq.Ft.

816 Black Bear Road

Jamaica, VT

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Courtesy of FOUR SEASONS SOTHEBY'S INT'L REALTY
View 367 Stratton Gate Road Jamaica, VT MLS# 5097042
Save 367 Stratton Gate Road Jamaica, VT MLS# 5097042
1 of 38
$515,000
4

Beds

3.0

Baths

2,115

Sq.Ft.

367 Stratton Gate Road

Jamaica, VT

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Courtesy of CUMMINGS & CO
View 691 Black Bear Road Jamaica, VT MLS# 5095401
Save 691 Black Bear Road Jamaica, VT MLS# 5095401
1 of 44
$1,475,000
2

Beds

2.0

Baths

1,601

Sq.Ft.

691 Black Bear Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 1036 Dalewood Road Jamaica, VT MLS# 5094902
Save 1036 Dalewood Road Jamaica, VT MLS# 5094902
1 of 1
$195,000
Studio

Beds

0.0

Baths

1036 Dalewood Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View non Pikes Falls Road # 000H-3 Jamaica, VT MLS# 5094910
Save non Pikes Falls Road # 000H-3 Jamaica, VT MLS# 5094910
1 of 1
$50,000
Studio

Beds

0.0

Baths

non Pikes Falls Road # 000H-3

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 155 Pratt Bridge Road Jamaica, VT MLS# 5094845
Save 155 Pratt Bridge Road Jamaica, VT MLS# 5094845
1 of 55
$559,000
4

Beds

2.1

Baths

2,000

Sq.Ft.

155 Pratt Bridge Road

Jamaica, VT

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Courtesy of BERKSHIRE HATHAWAY HOMESERVICES STRATTON HOME
View 0 Edie Lane # 68 Jamaica, VT MLS# 5094562
Save 0 Edie Lane # 68 Jamaica, VT MLS# 5094562
1 of 1
$45,000
Studio

Beds

0.0

Baths

0 Edie Lane # 68

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 0 West Hill Road # 39 Jamaica, VT MLS# 5094563
Save 0 West Hill Road # 39 Jamaica, VT MLS# 5094563
1 of 1
$45,000
Studio

Beds

0.0

Baths

0 West Hill Road # 39

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 0 Clayton Lane Jamaica, VT MLS# 5094564
Save 0 Clayton Lane Jamaica, VT MLS# 5094564
1 of 1
$2,500
Studio

Beds

0.0

Baths

0 Clayton Lane

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 163 Howe Farm Road Jamaica, VT MLS# 5094647
Save 163 Howe Farm Road Jamaica, VT MLS# 5094647
1 of 48
$449,000
3

Beds

3.0

Baths

1,980

Sq.Ft.

163 Howe Farm Road

Jamaica, VT

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Courtesy of LOWE'S REAL ESTATE, LLC
View 177 Alwin Lane Jamaica, VT MLS# 5094046
  • Virtual Tour
Save 177 Alwin Lane Jamaica, VT MLS# 5094046
1 of 36
$650,000
3

Beds

3.1

Baths

2,678

Sq.Ft.

177 Alwin Lane

Jamaica, VT

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Courtesy of THE HAVEN GROUP
View 9 Beaver Pond Lane Jamaica, VT MLS# 5094302
Save 9 Beaver Pond Lane Jamaica, VT MLS# 5094302
1 of 36
$575,000
4

Beds

4.0

Baths

1,211

Sq.Ft.

9 Beaver Pond Lane

Jamaica, VT

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Courtesy of THE HAVEN GROUP
View 42 Blackberry Lane Jamaica, VT MLS# 5093492
Save 42 Blackberry Lane Jamaica, VT MLS# 5093492
1 of 37
$839,000
5

Beds

4.1

Baths

3,840

Sq.Ft.

42 Blackberry Lane

Jamaica, VT

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Courtesy of THE HAVEN GROUP

About Jamaica

Listings in Jamaica, VT

45

Estimated median home price

$460,000
Jamaica VT Homes for Sale & Properties

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

Homes for Sale by Price in Jamaica, VT

Price Count
$0 - 100K 9
$100K - 200K 8
$200K - 300K 4
$300K - 400K 0
$400K - 500K 6
$500K - 600K 4
$600K - 700K 1
$700K - 800K 0
$800K - 900K 3
$900K - 1M 0
$1M - Max 10

Homes for Sale by Type in Jamaica, VT

Property Type Count
Single Family 22
Townhouse 0
Condo 1
Commercial 3
Rental 2
Lots and Land 17
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 2
Farms 0

(Data as of 7/22/2026)

Find Properties in Jamaica, VT

Jamaica, VT Information

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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 7/22/2026”

Trends Information provided by ATTOM Data Solutions.