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  4. Maple Leaf Real Estate

Maple Leaf Real Estate

206 Pleasant Street

Bennington, VT

Team Members

Lillian West

Angela Bevin

Will Paquin

Floyd Amidon

Vicki Wilson

Justine Curry

Lindsey Martin

Thomas Martins

Catherine Cairns

Faith Rhodes

Nicholas Charest

Beatrice O'connell

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 (54)

Active Rental Sold

For Sale (28)

Address Bed / Bath Listing Price
Picture of 3888-3904 VT Route 7A
3888-3904 VT Route 7A Arlington, VT
Living Area: 14861 Sqft.
-, 0 Baths
$1,495,000
Picture of 19 Royal Street
19 Royal Street Bennington, VT
Living Area: 1735 Sqft.
4 Beds, 2 Baths
$365,000
Picture of 100 McCarthy Acres Road
100 McCarthy Acres Road Shaftsbury, VT
Living Area: 3118 Sqft.
5 Beds, 3 Baths
$399,000
Picture of 2072 North Main Street
2072 North Main Street Londonderry, VT
Living Area: 3942 Sqft.
6 Beds, 5 Baths
$299,000
Picture of 10 King Street
10 King Street Rockingham, VT
Living Area: 1800 Sqft.
4 Beds, 2 Baths
$274,900
Picture of 0 Barber Pond Road
0 Barber Pond Road Pownal, VT
-, 0 Baths
$35,000
Picture of 33 Transport Drive
33 Transport Drive Bennington, VT
Living Area: 3200 Sqft.
-, 0 Baths
$475,000
Picture of 55 Eden Way 3B
55 Eden Way 3B Bennington, VT
Living Area: 938 Sqft.
2 Beds, 1 Bath
$215,000
Picture of 358 Birch Grove
358 Birch Grove Arlington, VT
Living Area: 1836 Sqft.
3 Beds, 2 Baths
$415,000
Picture of 523 Jennings Brook Drive
523 Jennings Brook Drive Bennington, VT
Living Area: 1190 Sqft.
2 Beds, 2 Baths
$350,000
Picture of 525 Jennings Brook Drive
525 Jennings Brook Drive Bennington, VT
Living Area: 1190 Sqft.
2 Beds, 2 Baths
$350,000
Picture of 527 Jennings Brook Drive
527 Jennings Brook Drive Bennington, VT
Living Area: 1190 Sqft.
2 Beds, 2 Baths
$350,000
Picture of 106 Park Street 2
106 Park Street 2 Bennington, VT
Living Area: 1156 Sqft.
2 Beds, 3 Baths
$199,000
Picture of 712 Main Street
712 Main Street Bennington, VT
Living Area: 3024 Sqft.
-, 0 Baths
$435,000
Picture of 38 Cyr Court
38 Cyr Court Bennington, VT
Living Area: 1280 Sqft.
3 Beds, 2 Baths
$239,500
Picture of 895 Barber Pond Road
895 Barber Pond Road Pownal, VT
Living Area: 1612 Sqft.
3 Beds, 1 Bath
$259,000
Picture of 1260 Cider Mill Road
1260 Cider Mill Road Shaftsbury, VT
Living Area: 1729 Sqft.
2 Beds, 2 Baths
$397,000
Picture of 320 Dewey Street
320 Dewey Street Bennington, VT
Living Area: 1620 Sqft.
-, 0 Baths
$450,000
Picture of 526 Jennings Brook Drive
526 Jennings Brook Drive Bennington, VT
Living Area: 1190 Sqft.
2 Beds, 2 Baths
$350,000
Picture of 347 Hickory Road
347 Hickory Road Woodford, VT
Living Area: 768 Sqft.
3 Beds, 1 Bath
$125,000
Picture of 0 Evergreen Drive
0 Evergreen Drive Bennington, VT
-, 0 Baths
$65,000
Picture of 856 Matteson Road
856 Matteson Road Bennington, VT
Living Area: 2501 Sqft.
3 Beds, 2 Baths
$579,000
Picture of 341 Chester Knoll Drive
341 Chester Knoll Drive Bennington, VT
Living Area: 1365 Sqft.
3 Beds, 2 Baths
$295,500
Picture of 131 Pine Circle
131 Pine Circle Bennington, VT
Living Area: 2119 Sqft.
4 Beds, 3 Baths
$429,000
Picture of 2154 US Route 7
2154 US Route 7 Pownal, VT
Living Area: 1768 Sqft.
3 Beds, 1 Bath
$345,000
Picture of 99 Coolidge Avenue
99 Coolidge Avenue Bennington, VT
Living Area: 1047 Sqft.
3 Beds, 1 Bath
$225,000
Picture of 515 Quarry Road
515 Quarry Road Bennington, VT
Living Area: 1614 Sqft.
4 Beds, 2 Baths
$695,000
Picture of 32 Albe Drive
32 Albe Drive Bennington, VT
Living Area: 2142 Sqft.
2 Beds, 1 Bath
$279,000

Sold (26)

Address Sold date Last List Price Represented
Picture of 612 Gage Street
612 Gage Street Bennington, VT
Living Area: 3323 Sqft.
06/04/2026 $180,000 Listing
Picture of 21 Asa's Way Lot #10
21 Asa's Way Lot #10 Bennington, VT
Living Area: Sqft.
06/04/2026 $48,000 Selling
Picture of 238/266 South Main Street
238/266 South Main Street Danby, VT
Living Area: 1040 Sqft.
06/04/2026 $189,000 Selling
Picture of 159 Oberdorf Road
159 Oberdorf Road Readsboro, VT
Living Area: Sqft.
06/04/2026 $35,000 Listing
Picture of 516 Oberdorf Road
516 Oberdorf Road Readsboro, VT
Living Area: 1624 Sqft.
06/04/2026 $299,000 Listing
Picture of 60 Lincoln Street
60 Lincoln Street Pownal, VT
Living Area: Sqft.
06/04/2026 $240,000 Listing
Picture of 432 South Street C6
432 South Street C6 Bennington, VT
Living Area: 852 Sqft.
06/04/2026 $130,000 Listing
Picture of 557 Beech Street
557 Beech Street Manchester, VT
Living Area: 836 Sqft.
06/04/2026 $319,000 Selling
Picture of 848 Coleville Road
848 Coleville Road Bennington, VT
Living Area: 2030 Sqft.
06/04/2026 $425,000 Colisting
Picture of 134 Monument Avenue
134 Monument Avenue Bennington, VT
Living Area: 2868 Sqft.
06/04/2026 $695,000 Selling
Picture of 150 Fillmore Street
150 Fillmore Street Bennington, VT
Living Area: 1404 Sqft.
06/04/2026 $275,000 Selling
Picture of 72 Sawmill Road
72 Sawmill Road Pownal, VT
Living Area: 1188 Sqft.
06/04/2026 $300,000 Selling
Picture of 726 Rice Lane
726 Rice Lane Bennington, VT
Living Area: 911 Sqft.
06/04/2026 $225,000 Listing
Picture of 109 Watershed Road
109 Watershed Road Pownal, VT
Living Area: 1782 Sqft.
06/04/2026 $299,900 Listing
Picture of 341 Dewey Street
341 Dewey Street Bennington, VT
Living Area: 1432 Sqft.
06/04/2026 $259,900 Listing
Picture of 235 Maple Street
235 Maple Street Bennington, VT
Living Area: 1060 Sqft.
06/04/2026 $147,999 Listing
Picture of 328 Chester Knoll Drive
328 Chester Knoll Drive Bennington, VT
Living Area: 2148 Sqft.
06/04/2026 $389,900 Listing
Picture of 356 Elm Street
356 Elm Street Bennington, VT
Living Area: 2273 Sqft.
06/04/2026 $450,000 Selling
Picture of 112 Norton Street
112 Norton Street Bennington, VT
Living Area: 1564 Sqft.
06/04/2026 $295,000 Listing
Picture of 27 Broken Pines Drive
27 Broken Pines Drive Shaftsbury, VT
Living Area: 1344 Sqft.
06/04/2026 $349,900 Selling
Picture of 210 Division Street
210 Division Street Bennington, VT
Living Area: 1980 Sqft.
06/04/2026 $199,000 Listing
Picture of 941 Myers Road
941 Myers Road Shaftsbury, VT
Living Area: 1882 Sqft.
06/04/2026 $529,000 Selling
Picture of 1645 VT Rt 67E
1645 VT Rt 67E Shaftsbury, VT
Living Area: 1512 Sqft.
06/04/2026 $242,500 Selling
Picture of 522 Jennings Brook Drive
522 Jennings Brook Drive Bennington, VT
Living Area: 1200 Sqft.
06/04/2026 $350,000 Selling
Picture of 303 Prospect Street
303 Prospect Street Bennington, VT
Living Area: 1463 Sqft.
06/04/2026 $370,000 Listing
Picture of 19 Royal Street
19 Royal Street Bennington, VT
Living Area: 1735 Sqft.
06/04/2026 $365,000 Listing

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Homes with Large Lots for Sale in Pownal, VT
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