Rupert VT Real Estate

Rupert is a small town located in Bennington County, Vermont with a population of 714. The town has a total area of 44.6 square miles, of which 44.6 square miles is land and 0.04 square miles is water. Nearby towns are Dorset and Pawlet. For shopping and services, Bennington town is 46 minutes to the south. Students attend Mettawee Community School for study.

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New Listing - 6 days online
$119,500
4
BEDS
2
TOTAL BATHS
1,800
SQFT
2528 VT Route 30 Rupert, VT 05761
Single Family Home For Sale
- Active

A major opportunity needing some major work! This c1805 +/-4 bedroom 1 1/2 bath Greek Revival colonial has some good bones to work with as well as a drilled well, grandfathered septic for full time residence & a great location!... Decent full basemen

Listing courtesy of Scott Mcchesney of McChesney RE, Inc.: 802-325-3100
New Listing - a week online
$250,000
135
ACRES
BENNINGTON
COUNTY
1000 Bear Mountain Camp Road Rupert, VT 05776
Land For Sale
- Active

Tucked away in the hills of the southern VT town of Rupert, these 135 +/- acres offer amazing mountain views, open fields, orchards & a mature forest! Located at the end of a private, seasonal shared road, the property offers an ideal vacation getawa

Listing courtesy of Curtis Trousdale of Preferred Properties: 802-862-9106
$3,995,000
5
BEDS
7
TOTAL BATHS
5,094
SQFT
999 Route 30 Rupert, VT 05761
Single Family Home For Sale
- Active

Hagarbook Farm completely restored 5034 SF C. 1767 Residence consisting of magnificent Mettowee River frontage interior to the 320 acres, Hagar Brook and Waterfall, Harmons Mint Historic Site, Pond, Agricultural Fields, Extensive Trail System and Vie

Listing courtesy of Charles Mauro of Josiah Allen Real Estate, Inc.: 802-867-5555
$699,000
4
BEDS
4
TOTAL BATHS
2,708
SQFT
16 Clark Road Rupert, VT 05768
Single Family Home For Sale
- Active

Tucked into the mountains of Rupert find this light and airy colonial with a private setting showcasing mountain views, and a manicured, landscaped yard with a pond. While feeling worlds away, you are merely 6 miles to Dorset Village or 12 to Manches

Listing courtesy of Andrea Kaplan of Four Seasons Sotheby's Int'l Realty: 802-362-4551
$3,200,000
4
BEDS
5
TOTAL BATHS
5,956
SQFT
166 McKeighan Road Rupert, VT 05776
Single Family Home For Sale
- Active

An estate for the most discerning of buyers. Have you been looking for an estate that combines exquisite details, views, and options for unlimited uses along with privacy? If so, this property is for you! 267.5 acres of rolling hills. Here you will

Listing courtesy of Lynn Rawson of Four Seasons Sotheby's Int'l Realty: 802-362-4551
$325,000
5
BEDS
4
TOTAL BATHS
2,552
SQFT
151 Mill Road Rupert, VT 05776
Single Family Home For Sale
- Active Under Contract

Set privately at the end of a town maintained road on a generous acre-plus lot is this circa 1900 farm house. The setting is magical with gorgeous mountain views over the surrounding farmland and the village. Step out the back door onto the scenic D&

Listing courtesy of Robin Chesnut-Tangerman of McChesney RE, Inc.: 802-325-3100
$350,000
17.67
ACRES
BENNINGTON
COUNTY
Foote Road #Lot #4 Rupert, VT 05768
Land For Sale
- Active

Last available lot of four lot subdivision. Upscale, rural, private, quiet, mountain views. Foote Road. is quiet byway off Dorset West Road. Rare opportunity for privately situated residence with views and easy access to quality schools, historic vil

Listing courtesy of R. Diedrich August of RE/MAX Four Seasons: 802-362-4067
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