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Rupert Vermont Real Estate

Bennington County
Chartered: August 20, 1761
Area: 28,659 Acres = 44.78 Square Miles
Population (US Census, 2000): 704
Population Density (persons per square mile): 15.7

Rupert Vermont is on the western side of Vermont, next to the New York border. It is just northwest of Manchester, Vermont, west of Dorset, Vermont, and south of Pawlet, Vermont. This small, quiet Vermont town features real estate of all types, including primary residences, vacation homes, and retirement homes. Just a short drive away one can be shopping in Manchester’s famous designer outlets or enjoying a play at the Dorset Playhouse. Rupert Vermont real estate is under an hour away from some of Vermont’s most popular ski resorts, including Stratton Mountain Ski Resort, Magic Mountain Ski Resort, and Bromley Mountain Ski Resort.

864 Rogers Road, Rupert, VT 05251

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4496096

  • Residential Single Family
  • Listing Agent Name Andy Reed
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

Magnificent Country Estate property with privacy and views. Perfectly sited close to the town of Dorset and at the end of a town maintained road to capture views of the Mettowee Valley and Green Mountain National Forest. Many well maintained trails traverse the 642 acres going up to Spruce Peak. A two acre pond is surrounded by pristine fenced pasturelands. Beautifully landscaped gardens, attached barn, outdoor fireplace and covered porch are just some of the features offered. Property also has separate guest house and caretaker quarters. Property is managed for high quality timber production with a current Standing timber value at 1.2M.

Listed by Andy Reed of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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792 Route 153 Drive, Rupert, VT 05768

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4438207

  • Residential Single Family
  • Listing Agent Name David Shehadi
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing

Stunning Vermont Vernacular on 284 acres! Incredible views, newly constructed(2010)legacy estate built with attention to detail and the highest quality materials. Long private drive to the top of the world! Recreation opportunity abounds! Hunt, fish White Creek or the Battenkill, ATV or snowmobile. Or relax by the 50 ft in ground resort quality pool and take in the view. Great equestrian potential. Four en-suite bedrooms, two fireplaces, gourmet kitchen with Viking range and Liebherr fridge, covered porch, two fireplaces. Finished basement with game room. Beautiful 33 x 28 ft storage barn and lovely grounds. Timber producing property in Current Use Program. Kohler Generator. 30 minutes to Saratoga and 15 minutes to Dorset. Incredible place. Must see.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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334 Dole Road, Rupert, VT 05776

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4336932

  • Residential Single Family
  • Listing Agent Name Willard Watson
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Mountain View Farm is a horseman's paradise. Panoramic far reaching views. Center chimney reproduction saltbox home with tunnels to the four plus garage garage barn and greenhouse. Brand new five stall horse barn with tack room that could easily be expanded to ten stalls. Two ten acre corrals with heated water troughs overlooks swimmimg pond. Restored cape cod caretaker's or guest home with 5 fireplaces, second pond, mature fruit trees all bordering lands of Merck Forest. Fantastic breathtaking property, a must see! Internet is available through Consolidated Communications. The owner would consider dividing the properties.

Listed by Willard Watson of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 A VisitAsk A QuestionMore Details

926 Hebron lots 1,2,and 4 Road, Rupert, VT 05768

MLS Number 4692800

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5

Bennington County 131 acres laced with trails that have been hand carved over the last 15 years to such vantage points that it is impossible not to appreciate every acre!!! The orchards, hidden meadows or pastures accommodate equine, wild life and lovely building sites are easily accessed... This is a sanctuary worth experiencing!!! The residence is impeccably designed with an eye for detail inspired by reclaiming antique architectural niches, cabinetry, lighting and amazing flooring through out... Gracious portions that flow easily for any lifestyle and need... The ceilings are 9 feet with vaults in the Great room, Kitchen and Master bedroom of 14 feet... There are room extensions offering three window walls for the Living room, Great room, Dining room and Master Suite which by the way offers generous three rooms of private and luxurious quarters. The fireplaces and hearths are in all the appropriate living and suite areas... The views to the Southern Taconic Range with gentle rolling mountains in the foreground. Remarkable unfinished attic and walkout windowed basement that offers auto drive in option and dumb-waiter... A masterpiece in design and execution... Serenity... and all that land can give back to it's steward! 15 minutes to the Dorset Green... 40 mile rail trail... easy access to Albany and greater Manchester amenities... Amazing Estate quality offering!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 A VisitAsk A QuestionMore Details

195 Derby Hill Road, Rupert, VT 05768

Price$921,000

Est. Mortgage: $/month

MLS Number 4732648

  • Residential Single Family
  • Listing Agent Name David Citron
  • Construction Existing
  • Bathroom 9
  • Bedrooms 7

A truly special property with loads of room including the 3700 square foot main house with 5 bedrooms, 1800 square foot 2 bedroom guest cottage, 1700 square foot party barn, two detached garages, additional outbuildings, flowing multi-level deck with long views down the valley, leading to the in-ground pool. Numerous features including wide pine floors, natural woodwork, spa-like bathrooms, sauna, radiant heat, multiple fireplaces and more. Must be seen to be appreciated, the possibilities are endless.

Listed by David Citron and Julie Citron of RE/MAX Four Seasons

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 A VisitAsk A QuestionMore Details

63 Sykes Hollow Road, Rupert, VT 05776

Price$825,000

Est. Mortgage: $/month

MLS Number 4703350

  • Residential Single Family
  • Listing Agent Name Elena Atwill
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Sykes Hollow Contemporary residence that has been custom designed and masterfully crafted for todays open concept living. The twelve acre site takes advantage of the distant mountain and meadow views as seen from a traditional wrap around deck which leads to the light filled living room with a cozy corner fireplace. The kitchen and adjoining pantry/wet bar is a cook's dream with high end appliances, granite counter tops, custom cabinetry and a breakfast nook. A spacious master bedroom takes advantage of the views from banks of windows and features an adjoining luxurious bath and over sized walk in closet. Two guest rooms and another bath complete the second story. A lower level has potential for a media or family room. This property is minutes from Dorset and is located 4 miles north of the Dorset Village Green in the picturesque Mettowee Valley.

Listed by Elena Atwill and Chris DeFelice of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 A VisitAsk A QuestionMore Details

926 Hebron lot 1 Road, Rupert, VT 05768

Price$825,000

Est. Mortgage: $/month

MLS Number 4692899

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5

On this 44.7 acre sanctuary, the residence is impeccably designed with an eye for detail inspired by reclaimed antique architectural niches, cabinetry, lighting and amazing flooring throughout.... Gracious portions that flow easily for any lifestyle and need... The ceilings are 9 feet with vaults in the Great room, Kitchen and Master Suite of 14 feet... There are room extensions offering three window walls for the Living room, Great room and Master Suite. The Master also offers a generous three room suite with sitting room and fireplace, walk in closet creating private and luxurious quarters. The 5 fireplaces and hearths are in all the appropriate living areas... There are fabulous patchwork farming and rolling mountain views South to the Taconic Range. The remarkable fully ready for finish attic and walk out basement well lighted by windows offers auto/equipment drive-in feature as well as dumb waiter for bringing wood upstairs... A master piece in design and execution... Serenity... and all that land can give back to it's steward! 15 minutes to the Dorset Green... the 40 mile rail trail brings comfortable walks, bicycle and snow mobile access is steps away... easy access to Albany, Saratoga, Williamstown and all the greater Manchester amenities. ADDITIONAL ACREAGE AVAILABLE! Amazing estate quality offering!!!!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 A VisitAsk A QuestionMore Details

6958 Route 153 Drive, Rupert, VT 05768

Price$498,000

Est. Mortgage: $/month

MLS Number 4666099

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Phenomenal Gentleperson's Farmstead with 21 completely usable level acres that accommodates livestock, crops or equine needs... simply playful and open acreage nearby the 40 mile "rail trail" for walking, cross country skiing, snow shoeing, biking, trail riding or snowmobiling. The meticulously maintained residence is approached from the lightly traveled paved road over a substantial private bridge well lit... to a grand circular drive where the wrap around porch greets ... the attached two story garage is extra deep and the detached new barn houses all the toys! The livestock barn is off to the back... Patios and decks... fire-pit and BBQ set up amazes. The farm house has been revamped with a great protective infrastructure. The rooms flow in and out to all the out doors... There is a sunny kitchen that opens to two adjacent rooms that are noted as the study and dining room. Living Room, Family Room as well as a Bonus Room all entertain well for large or intimate gatherings... All 4 Bedrooms are on the upper level which also boasts additional sitting areas and oversized closet. A full Studio apt is located with a separate entrance over the garage. Surrounded by rural landscape with views over Rupert's rolling hills... The location is 35 minutes to Queensbury, NY at the southern end of Lake George... 15 minutes to Dorset... and 45 minutes to Saratoga...Stream side living the hammock awaits!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 A VisitAsk A QuestionMore Details

TBD Foote, Rupert, VT 05768

Price$375,000

Est. Mortgage: $/month

MLS Number 4693545

  • Land
  • Listing Agent Name R. Diedrich August
  • Acreage 17
  • Zoning Rural Residential

One of two remaining lots of four lot subdivision. Sold separately. Upscale, rural, private, quiet, mountain views. Foote Rod. is quiet byway off Dorset West Road. Surrounding property values $500,000-3.000,000+. Rare opportunity for premium residence with privacy, views, access to golf, skiing,, fishing, hunting, biking, hiking shopping, cultural events.

Listed by R. Diedrich August of RE/MAX Four Seasons

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

5491 Vermont 315, Rupert, VT 05776

Price$350,000

Est. Mortgage: $/month

MLS Number 4705315

  • Residential Single Family
  • Listing Agent Name Terri Hathaway
  • Construction Existing
  • Bathroom 3
  • Bedrooms 6

This Vermont 1905 Farmhouse is looking for a new owner! Just along the side of the road that heads up to Rupert Mountain and merely two and a half miles from the Dorset green, with views of the Green Mountains and meadowlands she is waiting for you to love and restore her. The five-bedroom main house and out buildings including a one bedroom guest cottage, carriage barn and workshop all sit on five acres of land. Come make a special piece of Vermont your own!

Listed by Terri Hathaway of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 A VisitAsk A QuestionMore Details

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Copyright 2019 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 24, 2019.