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  4. Winhall Real Estate

Winhall Real Estate

8515 Vt Route 30

Jamaica, VT

Team Members

Lisa Alpert

Carol Cantwell

Tg Glazer

Carrie Mathews

Sarah Nichols

Joseph Castelluccio

Ellery Dopkins

Kristin Pirie

Disclaimer: This page displays real estate agents and offices generated from active and closed MLS listings affiliated with this office. While we make every effort to provide accurate information, there may be inaccuracies due to factors such as fluctuating staff, office name changes, changes of address, and other varying circumstances. If you are the owner of the office or an agent listed here and would like to advertise, please fill out the form at https://www.realty.com/advertise.

Listings & Recent Sales (35)

Active Rental Sold

For Sale (17)

Address Bed / Bath Listing Price
Picture of 585 Sawmill Road
585 Sawmill Road Wardsboro, VT
-, 0 Baths
$65,000
Picture of 1166 Route 100
1166 Route 100 Weston, VT
Living Area: 4925 Sqft.
5 Beds, 4 Baths
$859,000
Picture of D-9 Cobble Ridge Road
D-9 Cobble Ridge Road Winhall, VT
Living Area: 2317 Sqft.
3 Beds, 3 Baths
$699,000
Picture of 251 Pratt Bridge Road
251 Pratt Bridge Road Jamaica, VT
Living Area: 8364 Sqft.
7 Beds, 8 Baths
$1,695,000
Picture of 0 Maple Ridge Road B-2
0 Maple Ridge Road B-2 Winhall, VT
Living Area: 2317 Sqft.
4 Beds, 3 Baths
$775,000
Picture of 88 Cedar Lane 5
88 Cedar Lane 5 Peru, VT
-, 0 Baths
$249,000
Picture of 17 Roundtree Road
17 Roundtree Road Winhall, VT
Living Area: 2280 Sqft.
4 Beds, 4 Baths
$999,000
Picture of 2022 Route 30
2022 Route 30 Jamaica, VT
Living Area: 672 Sqft.
2 Beds, 1 Bath
$63,000
Picture of 47 Whites Hill Road
47 Whites Hill Road Dover, VT
-, 0 Baths
$499,000
Picture of 0 Townshend Dam Road
0 Townshend Dam Road Wardsboro, VT
-, 0 Baths
$269,000
Picture of 4427 West Hill Road South
4427 West Hill Road South Jamaica, VT
Living Area: 3040 Sqft.
5 Beds, 4 Baths
$1,450,000
Picture of 75 East Birch Road 35
75 East Birch Road 35 Stratton, VT
Living Area: 1119 Sqft.
2 Beds, 2 Baths
$399,000
Picture of 83 Depot Street
83 Depot Street Jamaica, VT
Living Area: 1730 Sqft.
4 Beds, 1 Bath
$449,000
Picture of 9047 VT Route 30
9047 VT Route 30 Jamaica, VT
Living Area: 976 Sqft.
2 Beds, 2 Baths
$325,000
Picture of 264 French Hollow Road
264 French Hollow Road Winhall, VT
Living Area: 2813 Sqft.
4 Beds, 4 Baths
$1,650,000
Picture of 111 Prospect Point Road
111 Prospect Point Road Castleton, VT
Living Area: 1608 Sqft.
-, 0 Baths
$2,750,000
Picture of 3996 Route 30
3996 Route 30 Jamaica, VT
Living Area: 3081 Sqft.
4 Beds, 3 Baths
$539,000

Sold (18)

Address Sold date Last List Price Represented
Picture of 2132 Vermont Route 30
2132 Vermont Route 30 Jamaica, VT
Living Area: Sqft.
02/23/2026 $649,000 Listing
Picture of 8559 VT Route 30 Lots 2 & 3
8559 VT Route 30 Lots 2 & 3 Jamaica, VT
Living Area: Sqft.
02/23/2026 $120,000 Listing
Picture of 00 Margeaux Lane
00 Margeaux Lane Stratton, VT
Living Area: Sqft.
02/23/2026 $225,000 Selling
Picture of 2779 Pikes Falls Road
2779 Pikes Falls Road Jamaica, VT
Living Area: 1338 Sqft.
02/23/2026 $390,000 Listing
Picture of 568 Windy Rise Lane East
568 Windy Rise Lane East Londonderry, VT
Living Area: 1680 Sqft.
02/23/2026 $265,000 Selling
Picture of 116 Newcomb Road
116 Newcomb Road Westminster, VT
Living Area: Sqft.
02/23/2026 $75,000 Listing
Picture of 7271 Windham Hill Road
7271 Windham Hill Road Windham, VT
Living Area: 1266 Sqft.
02/23/2026 $335,000 Selling
Picture of 157 Thompson Road
157 Thompson Road Chester, VT
Living Area: 2772 Sqft.
02/23/2026 $995,000 Listing
Picture of 0 Route 30
0 Route 30 Jamaica, VT
Living Area: Sqft.
02/23/2026 $54,500 Listing
Picture of 32 VT Route 10
32 VT Route 10 Chester, VT
Living Area: 3306 Sqft.
02/23/2026 $399,500 Listing
Picture of 22 Bromley Forest Road
22 Bromley Forest Road Winhall, VT
Living Area: 2408 Sqft.
02/23/2026 $565,000 Listing
Picture of 1966 Thompsonburg Road
1966 Thompsonburg Road Londonderry, VT
Living Area: 1864 Sqft.
02/23/2026 $439,000 Selling
Picture of 25 Felton Road
25 Felton Road Weston, VT
Living Area: 1400 Sqft.
02/23/2026 $299,000 Selling
Picture of 4A Ridge Court
4A Ridge Court Winhall, VT
Living Area: 1886 Sqft.
02/23/2026 $615,000 Selling
Picture of 787 Vermont Route 30
787 Vermont Route 30 Newfane, VT
Living Area: 588 Sqft.
02/23/2026 $325,000 Listing
Picture of 3039 Route 30
3039 Route 30 Dorset, VT
Living Area: 4506 Sqft.
02/23/2026 $2,295,000 Listing
Picture of 66 Hilltop Road
66 Hilltop Road Londonderry, VT
Living Area: 2149 Sqft.
02/23/2026 $565,000 Selling
Picture of 14 Stone House Road
14 Stone House Road Winhall, VT
Living Area: 4312 Sqft.
02/23/2026 $1,725,000 Selling

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Service Areas

Wardsboro, VT
Weston, VT
Winhall, VT
Jamaica, VT
Peru, VT
Dover, VT
Stratton, VT
Castleton, VT
Londonderry, VT
Westminster, VT
Windham, VT
Chester, VT
Newfane, VT
Dorset, VT

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Homes with Wood Floors for Sale in Chester, VT
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Homes with Large Lots for Sale in Dorset, VT
Homes with Acreage for Sale in Dorset, VT
Homes with 2 Car Garages for Sale in Dorset, VT
Luxury Homes for Sale in Dorset, VT
Single Story Homes for Sale in Dorset, VT
Historic Homes for Sale in Dorset, VT
3 Bedroom Homes for Sale in Dorset, VT
4 Bedroom Homes for Sale in Dorset, VT
Homes with Wood Floors for Sale in Dorset, VT

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