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Rupert VT Real Estate

Situated 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.

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.

864 Rogers, Rupert, VT 05251

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4496096

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 6
  • Area Abuts Conservation
  • Stories 2

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 and can be offered with an additional 278 acre building lot of mixed forest and open land .

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

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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, Rupert, VT 05768

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4438207

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Stories 2
  • 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, Dorset

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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, Rupert, VT 05776

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4336932

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Area Rural
  • Stories 2

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!

Listed by Chip Watson of Josiah Allen, Dorset

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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926 Hebron, Rupert, VT 05768

Price$895,000

Est. Mortgage: $/month

MLS Number 4673481

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Stories 2.5
  • Construction Existing

On this 50 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 proportions 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 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 a 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, Dorset

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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321 Rogers, Rupert, VT 05251

Price$695,000

Est. Mortgage: $/month

MLS Number 4687526

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Stories 1
  • Construction Existing

Situated exactly 2.5 miles from the Dorset Green and the Dorset Union store, this impeccably maintained 4-bedroom home sits privately on almost 6 1/2 acres with stunning views. Beautiful landscaping with rock gardens, pathways, oriental koi pond and plenty of room for outdoor play. From the park like setting, enter into a stunning post and beam framed great room with handsome detailing, cathedral ceiling, a window wall with additional transom windows and massive stone wood burning fireplace. The cherry flooring throughout the great room, dining area, breakfast nook, kitchen, foyer and mudroom has just been exquisitely refinished. The spacious, open and bright gourmet kitchen shares a very spacious breakfast room. At one end of the home are 2 bright guest bedrooms, with a full bath, a very expansive family room with a propane fireplace and another ¾ bath. Privately situated at the other end of the home is the master bedroom suite, which opens out onto a stone patio, plus an office/guest bedroom and full bath. This home is equipped with a generator. The free standing, 2 story post & beam barn/garage measuring 34' x 32', offers plenty of room for 2 cars and a workshop on the main level. Second floor is finished and heated providing endless possibilities. This property was APPRAISED IN SEPTEMBER 2015 FOR $995,000. ASKING PRICE IS $300,000 BELOW APPRAISED VALUE. All measurements are approximate.

Listed by Barbara Price of Four Seasons Sotheby's Int'l Realty

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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6958 Route 153, Rupert, VT 05768

Price$550,000

Est. Mortgage: $/month

MLS Number 4666099

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Stories 2
  • Construction Existing

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, Dorset

{$agent->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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

484 Herrick Brook, Rupert, VT 05768

Price$549,000

Est. Mortgage: $/month

MLS Number 4430316

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Stories 2
  • Construction Existing

Incredible Mettowee Valley views from a special setting perched up on a hillside. Spacious Colonial Cape Offers Fine Country Living Just 5 miles To Dorset Green.Land Offered W/40 Acres (add. 21 avail w/2nd pond/stream) Fantastic private location yet close to both Manchester and Dorset. Rare find.

Listed by David Shehadi of Josiah Allen, Dorset

{$agent->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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

863 Rogers, Rupert, VT 05768

Price$499,000

Est. Mortgage: $/month

Pending

MLS Number 4507513

  • Land
  • Zoning RR/FC
  • Acreage 278

Escape to the hidden meadow protected by forest all around and build your dream home. Property has 278 acres with trails throughout. Currently being managed for Recreational use and Timber production. The location doesn't get any better, private yet only minutes from Dorset Village and the Dorset Field club.

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

{$agent->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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

5251 Suncrest, Rupert, VT 05768

Price$349,000

Est. Mortgage: $/month

MLS Number 4641850

  • Land
  • Zoning Rural
  • Acreage 122

Extraordinary122 acre +/- land parcel with views, pastures,hayfields, stream, woodlands and multiple house sites with septic design and permits. This rare parcel is just 10 minutes to Dorset Green, yet a world away with privacy, peaceful location and a wonderful Vermont setting. Newly built driveway entry and culverts. Current owners have worked with USDA to improve wild life habitat and maintain apple orchard and hayfields. This special parcel offers a mix of pastures, orchards and woodland with timber. Opportunity abounds whether for equine, estate living with 4 house sites, agricultural, sugaring or timber. Simply a most exceptional opportunity to create and enjoy your Vermont country experience.

Listed by Kim Morgan-Wohler of Wohler Realty Group

{$agent->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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

89 Main Street VT Route 315, Rupert, VT 05768

Price$315,000

Est. Mortgage: $/month

MLS Number 4646359

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Stories 2
  • Construction Existing

Historic 1850 Colonial features Four Barns, open meadows and a spring fed pond on 3.75 acres. Screened in porch, hardwood floors, 5 bedrooms, family room, large formal living room all grace this amazing estate. Horse barn features five stalls all with water, full second floor hayloft, large garage. Another large barn on the opposite end of property for convenience and a second large garage for your truck or farm equipment. This estate is zoned village commercial so a bed and breakfast or working horse farm is just the start. Formerly owned by the famous Spencer Fossel. Come and see this Historic Vermont Estate.

Listed by Margretta Fischer of Maple Leaf Realty

{$agent->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.47% last updated on Apr 19, 2018
* 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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