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Rupert VT Real Estate

Located in the northwest corner of Bennington County and situated on the New York border, Rupert is a rural town in Vermont. Chartered in 1761, the town has had a long history of agriculture, serving as home to several dairy farms and maple sugar houses, many of which are still around today. Once contributing to Vermont’s reputation of “more cows than people”, Rupert now has a more lively community included in its villages of Ruper, West Rupert, and East Rupert. 

Search the latest real estate in Rupert, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. Contact us for more information, questions, and to schedule a showing.

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999 Route 30 Rupert VT 05761

Rupert, VT999 Route 30

Price$3,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4904677

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,094

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 View Sites galore! The Land Straddles both East Rupert and Dorset. Add significant buildings in lovely condition: 750 SF Guest House, Barn 37 X 100, Tractor Barn 26 X 50, Horse Barn 50 X 28 and additional out buildings--24 X 18, 20 X 14, 20 X 12, 16 X 12, 40 X 24! An exemplary eighteenth century compound approximately 3 miles north of the Dorset Green. The Great-Room Kitchen with exposed post and beam framing is the welcoming hearth of the home which walks out to the wrap around porch or sun room to the west where the living extends upon a wonderful level stone walled terrace overlooking the grounds and river beyond. Crisp architectural details witnessed in every room; Dining, Living, Family, Office and 4 Wonderful Bedrooms up. There are 5 baths, 2 half baths and a guest house ... Whether it's agricultural or equine interest, stream & field, auto collector, historical appreciation or family gathering ideals, this property is a treasure. Vermont Current Use real estate tax benefits for the next steward to embrace. 320 acres in the prized Mettowee Valley nearby Dorset!!!

Listed by Charles Mauro of Josiah Allen Real Estate,Inc.

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

915 Route 153 Rupert VT 05776

Rupert, VT915 Route 153

Price$124,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4941435

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,565

This foreclosure is available for new owners. The town has it as a 3 bedroom 1 bathroom on 1.3 acres. The first floor has an entry/mudroom area that enters into what could be one of those 3 bedrooms. There is a kitchen with a small dining area, a full bathroom, living room and a second first floor bedroom possibility. The second floor has one bedroom with a small room off of it. There is a large outbuilding on the property and the property seems to be bounded by White Creek. According to the ANR Map, some of the property is in a flood plain area. The house needs a lot of work, so bring your tools and creativity. Pipes have likely been frozen. This foreclosure is being sold as-is. All information is from public records and should be verified by buyer.

Listed by Amy Hill of Bean Group / Vermont

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Hebron Road Rupert VT 05776

Rupert, VTHebron Road

Price$120,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4934251

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Square Feet 750
  • Acreage 0.25

This is an adorably efficient camp on .25 acres in a beautiful rural location in Rupert, Vermont! Great road and gorgeous views. Wonderful little getaway! Only 15 minutes from Dorset. Come take a look!

Listed by David Shehadi of Josiah Allen Real Estate,Inc.

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2023 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 January 29, 2023 11:24 AM EST.

 

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6 BR, 57.55 +/- AC $1,285,000 Details

Newbury, Huge Views+Pond

Post+Beam, 27 AC $849,900 Details

 

Stratton Trail Views, 45 Ac

Frank Lloyd Wright Design  $3,950,000 Details