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

NNEREN
Courtesy of WINHALL REAL ESTATE
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

NNEREN
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
$495,000
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 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
0.0

Baths

non Pikes Falls Road # 000H-3

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 42 Blackberry Lane Jamaica, VT MLS# 5093492
Save 42 Blackberry Lane Jamaica, VT MLS# 5093492
1 of 39
$799,000
5

Beds

4.1

Baths

3,840

Sq.Ft.

42 Blackberry Lane

Jamaica, VT

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Courtesy of THE HAVEN GROUP
View 1297 River Road Jamaica, VT MLS# 5093083
Save 1297 River Road Jamaica, VT MLS# 5093083
1 of 22
$85,000
0.0

Baths

1297 River Road

Jamaica, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 4427 West Hill Road South Jamaica, VT MLS# 5090616
Save 4427 West Hill Road South Jamaica, VT MLS# 5090616
1 of 37
$1,295,000
5

Beds

3.1

Baths

3,040

Sq.Ft.

4427 West Hill Road South

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 9 Mountain Acres Road Jamaica, VT MLS# 5089830
Save 9 Mountain Acres Road Jamaica, VT MLS# 5089830
1 of 22
$595,000
4

Beds

2.0

Baths

1,430

Sq.Ft.

9 Mountain Acres Road

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 4880 Pikes Falls Road Jamaica, VT MLS# 5088809
Save 4880 Pikes Falls Road Jamaica, VT MLS# 5088809
1 of 57
$825,000
5

Beds

4.0

Baths

3,218

Sq.Ft.

4880 Pikes Falls Road

Jamaica, VT

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Courtesy of MICHAEL ENGLAND REAL ESTATE
View 4769 Pikes Falls Road Jamaica, VT MLS# 5082210
Save 4769 Pikes Falls Road Jamaica, VT MLS# 5082210
1 of 7
$195,000

4769 Pikes Falls Road

Jamaica, VT

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Courtesy of EXP REALTY
View Forrester Road Jamaica, VT MLS# 5082418
Save Forrester Road Jamaica, VT MLS# 5082418
1 of 18
$1,450,000
0.0

Baths

Forrester Road

Jamaica, VT

NNEREN
Courtesy of LOWE'S REAL ESTATE, LLC
View 206 Smith Road Jamaica, VT MLS# 5082980
Save 206 Smith Road Jamaica, VT MLS# 5082980
1 of 1
$89,900
4

Beds

2.0

Baths

1,902

Sq.Ft.

206 Smith Road

Jamaica, VT

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Courtesy of BRATTLEBORO AREA REALTY
View 57 Oak Lane Jamaica, VT MLS# 5081124
Save 57 Oak Lane Jamaica, VT MLS# 5081124
1 of 53
$420,000
3

Beds

2.0

Baths

1,888

Sq.Ft.

57 Oak Lane

Jamaica, VT

NNEREN
Courtesy of MICHAEL ENGLAND REAL ESTATE
View 4769 Pikes Falls Road Jamaica, VT MLS# 5080889
Save 4769 Pikes Falls Road Jamaica, VT MLS# 5080889
1 of 9
$195,000
0.0

Baths

4769 Pikes Falls Road

Jamaica, VT

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Courtesy of EXP REALTY
View 00 Turkey Mountain Road Jamaica, VT MLS# 5077252
Save 00 Turkey Mountain Road Jamaica, VT MLS# 5077252
1 of 49
$500,000
0.0

Baths

00 Turkey Mountain Road

Jamaica, VT

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Courtesy of BARRETT AND VALLEY ASSOCIATES INC.

About Jamaica

Listings in Jamaica, VT

50

Estimated median home price

$497,500
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 7
$100K - 200K 7
$200K - 300K 6
$300K - 400K 0
$400K - 500K 7
$500K - 600K 4
$600K - 700K 0
$700K - 800K 2
$800K - 900K 2
$900K - 1M 3
$1M - Max 12

Homes for Sale by Type in Jamaica, VT

Property Type Count
Single Family 22
Townhouse 0
Condo 0
Commercial 3
Rental 5
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 3
Farms 0

(Data as of 9/26/2026)

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 9/30/2026”

Trends Information provided by ATTOM Data Solutions.