05343 Homes for Sale

48 total properties
View 0 Water Street Jamaica, VT MLS# 5102573
Save 0 Water Street Jamaica, VT MLS# 5102573
1 of 8
$585,000
0.0

Baths

0 Water Street

Jamaica, VT

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Courtesy of WINHALL REAL ESTATE
View 494-498 Goodaleville Road Jamaica, VT MLS# 5101688
Save 494-498 Goodaleville Road Jamaica, VT MLS# 5101688
1 of 53
$1,315,000
5

Beds

4.0

Baths

2,974

Sq.Ft.

494-498 Goodaleville Road

Jamaica, VT

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Courtesy of THE HAVEN GROUP
View 564 Goodaleville Road Jamaica, VT MLS# 5101689
Save 564 Goodaleville Road Jamaica, VT MLS# 5101689
1 of 42
$1,115,000
4

Beds

3.0

Baths

2,022

Sq.Ft.

564 Goodaleville Road

Jamaica, VT

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Courtesy of THE HAVEN GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 00 Howe Farm Road Jamaica, VT MLS# 5098094
Save 00 Howe Farm Road Jamaica, VT MLS# 5098094
1 of 25
$219,000
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
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 24
$439,000
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
2

Beds

1.0

Baths

320

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 59
$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 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 51
$420,000
3

Beds

2.0

Baths

1,888

Sq.Ft.

57 Oak Lane

Jamaica, VT

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Courtesy of MICHAEL ENGLAND REAL ESTATE

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 11/15/2026”

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