Main Street Realty is your source for the finest real estate listings in Rupert Vermont.
15 miles north of Manchester the rural Mettowee valley follows route 30 north of Dorset Village. In about two miles you'll arrive at the intersection of Route 315 just over the line in East Rupert, settled in 1761. Turn left and climb Rupert Mountain going west into the breathtaking farm land of Rupert and West Rupert. Reuben Harmon minted coins for Vermont in East Rupert in 1785. A historical marker on Route 30 recounts the state's only mint, operating from 1785 to 1788. It was abandoned when the federal government came into being.
Click on the thumbnail images below to view these premier Rupert homes for sale or scroll down to view the local area map.
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Baths |
Acres |
List Price |
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334 Dole
Rupert, VT

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Bedrooms: 3 |
Baths: 3 |
Acres: 175 |
$2,750,000 |
Mountain View Farm is an equine paradise. Center chimney reproduction saltbox with tunnels to the four plus garage barn and greenhouse. Brand new five stall horse barn that could easily be expanded to ten overlooks the swimming pond. Two ten acre corrals with heated water troughs. Fantastic mountain and valleys views. Restored cape cod caretakers or quest home with 5 fireplaces. Overlooking second pond, mature fruit trees and bordering lands of Merck Forest.... More Info
Listing provided by: Willard Watson, Josiah Allen Real Estate, Inc. |
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484 Herrick Brook Road
Rupert, VT

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Bedrooms: 5 |
Baths: 2 |
Acres: 43 |
$1,150,000 |
This 1995, 5 bedroom Colonial Cape with 40 acres, on Herrick Brook Road has outstanding panoramic Mettowee Valley Views. Privacy, sweeping lawn, a pond, birch groves and meadow above make this a very special offering. Conveniently located just North of Dorset this property includes a 3 car garage and workshop.... More Info
Listing provided by: Sara Buckley, VCP Sotheby`s International - Manchester |
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5688 Rupert Mountain Road
Rupert, VT

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Bedrooms: 4 |
Baths: 2 |
Acres: 27 |
$795,000 |
Lovely farmstead nearby Dorset Village in the VT Land Trust.Outbuildings create fabulous equine/ farming oportunity on a 27 acre scale. Surrounded by Mountain views,Pond,pasture and tillable-hay feild. The house comfortably brought to the millenium expectations without loosing its charm & intimate quirks. Rare Dorset opportunity one should not wait!!!... More Info
Listing provided by: Laura Beckwith, Josiah Allen Real Estate, Inc. |
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115 Watrous
Rupert, VT

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Bedrooms: 3 |
Baths: 2 |
Acres: 72 |
$739,000 |
SPECTACULAR 72 ACRE SETTING bounded on 3 sides by The MERCK FOUNDATION creating thousands of recreation acres and trails from the doorstep. MAX SUN ALL DAY, SUNSETS & WEATHER VIEWS over Rupert MT and the ADIRONDACKS beyond. Minutes from Dorset you can not find such a protected location. MIX open & Wooded. Structurely over built P&B. Creative hrdwood &20" widebrds flrs, blt-ins.(opt main levBR)Never B4 offered.... More Info
Listing provided by: Laura Beckwith, Josiah Allen Real Estate, Inc. |
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2 Main Street
Rupert, VT

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Bedrooms: 5 |
Baths: 3 |
Acres: 5.03 |
$715,000 |
High Country Styled Colonial Farm, 2 beautiful barns with 3 stalls, hay storage, & chicken coup. Amazing asparagus patch - perennials and green house. Dressage ring, fenced pasture. Gazebo - Footbridge- deck/awning/studio - Antique brick flooring throughout foyer/great room with grand Fireplace. Quintessential small farm in charming Rupert Village - VIEWS!!! Seasonal Stream.... More Info
Listing provided by: Laura Beckwith, Josiah Allen Real Estate, Inc. |
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98 Hollys
Rupert, VT

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Bedrooms: 4 |
Baths: 4 |
Acres: 10.1 |
$599,000 |
Terrific horse property for the gentleman farmer. Private location offers great mountain views, 10 cleared acres with equine fencing, a newer post and beam barn, access to trails including a 20+ mile rail trail. The home offers a wonderful gourmet kitchen with restaurant quality appliances, a luxurious new master suite and private guest quarters. Property currently used for horses, cattle, chickens and a kennel. Country location away from it all, but not far from Manchester and Dorset amenities.... More Info
Listing provided by: Clare de Zengotita, RE/MAX Star Properties |
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98 Hollys
Rupert, VT

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Bedrooms: 4 |
Baths: 4 |
Acres: 10.1 |
$599,000 |
Terrific horse property for the gentleman farmer. Private location offers great mountain views, 10 cleared acres with equine fencing, a newer post and beam barn, access to trails including a 20+ mile rail trail. The home offers a wonderful gourmet kitchen with restaurant quality appliances, a luxurious new master suite and private guest quarters. Property currently used for horses, cattle, chickens and a kennel. Country location away from it all, but not far from Manchester and Dorset amenities.... More Info
Listing provided by: Clare de Zengotita, RE/MAX Star Properties |
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Rt. 315
Rupert, VT

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Acres: 35 |
$450,000 |
For the Buyer who wants to "OWN THAT QUINTESSENTIAL PIECE OF VERMONT". Property backs up to Merck Forrest for eternal privacy. 35+/- acres consisting of half meadow and half woodland. Unobstructed HUGH VIEWS across the valley into meadows and woodland and beyond to the Adirondack Mountains.Permitted for a 5 bedroom home.This idyllic setting is a rare find!... More Info
Listing provided by: Barbara Price, Main St Realty |
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4907 Rupert Mountain
Rupert, VT

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Bedrooms: 2 |
Baths: 2 |
Acres: 2.64 |
$335,000 |
STUNNING WATER PROPERTY cascades meander through just a few steps from the extensive porches & decking of an INTIMATE COTTAGE W/FP (MBR), 2 marble/brick hearths in lovely condition. MAKE MEMORIES FOR A LIFETIME at this MAGICAL 2 suite "get-away" 5 min from Dorset Green or Manchester beyond. Stone Bridge over gorge to Barn, enchanting playhouse, sugar shack shed, stonewalls. PRIVATE all you hear is the water yet not isolated.... More Info
Listing provided by: Laura Beckwith, Josiah Allen Real Estate, Inc. |
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211 Dorset West Road
Rupert, VT

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Bedrooms: 6 |
Baths: 3 |
Acres: 1.4 |
$329,000 |
Fantastic opportunity just over the Dorset border. Lovely older home that has been converted into two separate living spaces. Use as is, or renovate with several options. Great curb appeal, location, views, lovely yard and outbuildings.Property is being sold in "as is" condition and is priced to sell.... More Info
Listing provided by: Sara Buckley, VCP Sotheby`s International - Manchester |
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