Rupert VT Real Estate

Rupert VTSituated in the Taconic mountains of western Vermont, Rupert is a picturesque rural community with a small, friendly population of about 1000 year-round residents. The beauty of this town is realized with each passing season, as the lush green summer landscape turns a fiery red-orange in the fall, eventually covered by winter's sparkling snow. 

Learn More About Rupert Vermont

Discover current real estate for sale in Rupert, VT below. Search through a variety of listings including acres of land, residential homes, and more. Use the criteria to the right to narrow your results to particular towns or price ranges, etc. Save your favorites when you create an account, and you can get email updates when new properties match your search criteria. For more information and to schedule a showing, don't hesitate to contact us.

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63 Route 315 Rupert VT 05768

Rupert, VT63 Route 315

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4971182

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05768

Welcome to a piece of history nestled in the picturesque town of Rupert. This circa 1850 home boasts 4 bedrooms, a spacious bonus room, and a plethora of unique features that blend the charm of yesteryears with modern amenities. With a new roof in 2015 and updated 220 electric in 2022, this home offers the perfect balance of old-world character and contemporary convenience. Step back in time as you enter this well-preserved piece of history. Many original features have been lovingly maintained, including the vintage doors, ornate door knobs, and a classic clawfoot tub. You'll be transported to a bygone era while enjoying the comforts of today. This home boasts 4 generously sized bedrooms and each room has its own unique character, with large windows that fill the rooms with natural light. A large bonus room offers versatility for a home office, playroom, or an additional living space. Its ample size allows you to customize it to fit your specific needs. Step outside to discover a world of outdoor entertainment. A deck with a built-in bar runs alongside the pool, perfect for summer gatherings and BBQs. The deck and pool area offer a seamless transition from indoor to outdoor living. The property also includes a charming carriage barn, ideal for storage, a workshop, or creative endeavors. If you've been searching for a unique blend of historical charm and modern comfort, this circa 1850 home is a must-see. First showings will be the open house Monday, Sept 25th from 11-1.

Listed by Carrie Mathews of William Raveis Winhall

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$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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229 Antone Mountain View Road Rupert VT 05761
Pending

MLS Number 4961457

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05761

Fantastic "Higher Ground" timber frame barn styled residence on Antone Mountain View just 10 minutes to the Dorset Green located nearby Merck Farmland Center in quiet Rupert Vermont. VIEWS include intense intimate Mountain Views to the South and Southwesterly overlook of Pastoral 12 acres leading to Long Range Mountain Views that pleases the eye from every angle! The hearth of the home centers around a stone fireplace with propane gas insert on the center wall, while the walk-out walls of windows envelope the views. The Kitchen-Great Room soars up toward the Cupola boasting breathtaking structure. The main level primary suite shall not disappoint! The house has been finished in timeless native materials such as honed slate and birch hardwood flooring throughout...all while the mortise and tenon post and beam structure is a marvel! The level features a primary suite while the second level offers 2 bedrooms, an office and loft. Walk out onto the wrap around expansive stone walled terrace which supports indoor/outdoor ease in living! Private Road association. The dry full basement offers height for finishing. This house has always been a second home residence. Appliances and equipment "as is" original 2000. Showings by appointment only. All measurements approx. No Drive By's Please. Private Road and Driveway. Closing must be no earlier than 10/16/23

Listed by Josiah Allen Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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16 Clark Road Rupert VT 05768

Rupert, VT16 Clark Road

Price$649,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4956609

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05768

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 Manchester. From the covered front porch entry, access a spacious living room with wood burning fireplace to one side or the cozy den on the other. At the back of the home, you will find an updated kitchen with quartz counters, stainless steel appliances, heated tile floor, tile backsplash and an island to gather around. The kitchen is open to the dining room so this home has a great flow for entertaining and moving from room to room throughout an evening with friends and family. Relax at your Vermont hideaway from a stone patio off the kitchen and dining room or rock your worries away on the classic front porch. Plenty of large windows flood the rooms with light and views of the serene setting. Four bedrooms including the master with a beautifully updated bath are on the second floor and a bonus room and another bath over the garage provide additional options for guest spaces or living configurations. Get lost in the peaceful setting of 16 Clark Road but know you are never far from finding your way back to all the area's amenities.

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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165 Ebenville Road Rupert VT 05776

Rupert, VT165 Ebenville Road

Price$130,000

Est. Mortgage: $/month

MLS Number 4951139

  • Land
  • Area Rural
  • Acreage 20
  • Utilities None
  • Zoning Residential

Incredible quiet and privacy off a dead-end country road. 20 acres comprised of a south facing meadow, forest land, year round brook, orchards, views and incredible wildlife. Close to Merck Forest and access to an incredible network of snowmobile/hiking trails. A 40' Pilgrim Open Road trailer comes with the property.

Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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999 Route 30 Rupert VT 05761

Rupert, VT999 Route 30

Price$3,995,000

Est. Mortgage: $/month

MLS Number 4904677

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 7
  • Construction Existing
  • Zip 05761

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 Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 October 3, 2023 2:53 AM EDT