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Pawlet, Rupert and Middletown Springs VT Real Estate

The rural farming towns of Pawlet, Rupert and Middletown Springs encapsulate the romantic image of Vermont with its rolling hills, cow pastures and friendly residents. The areas small population enjoys a quiet, pleasant lifestyle. The heart of the Mettowee Valley is in Pawlet, a sweeping valley surrounded by beautiful mountains. Middletown Springs lies just east at elevation, with amazing views revealed at every corner. Just south and west of Pawlet is the town of Rupert which borders Dorset and gives residents the easiest access to Manchester and it's surrounding ski resorts.  While all three towns are a great place to live year round, they should also be considered by those looking for a vacation home, due to their close proximity to Manchester, the mountain ski resorts and great hiking trails.

Discover current real estate for sale in Pawlet, Rupert and Middletown Springs VT. 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.

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103 Spruce Knob Lane, Middletown Springs, VT 05757

Price$450,000

Est. Mortgage: $/month

MLS Number 4695768

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Stories 2
  • Construction Existing

Middletown Springs Spruce Knob is at village edge yet feels like miles away... Approach the open fields down the lengthy drive to a completely private 44 rolling acre oasis! This energy efficient south facing chalet-style berm contemporary is in lovely condition and boasts the use of less than a tank of oil a year! Bucolic views from all the living areas are evident while rolling hills beyond capture the gentle spirit of this sanctuary. Spacious living rooms with full glass walls taking in the southern warmth as well as natures beauty. The Great Room kitchen functions beautifully and is open to the dining and living rooms with brick hearth and soap stone stove. Walk out to the deck expanding the seasons indoor outdoor living. The main level master is spacious with a lovely new bath. There is another bedroom and office on the main level... Upper level only creates more view impact with vaulted 26 X 22 living room and two more bedrooms... another office or reading nook... and storage. Oversized deep two car garage affords a workshop. The quiet trail laced 44 acre setting creates a peaceful and efficient existence!!!

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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1121 North Pawlet Road, Pawlet, VT 05761

Price$499,000

Est. Mortgage: $/month

MLS Number 4695494

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 2
  • Construction Existing

Prime 43 private rolling open and wooded acres registered in Vermont Current Use Program which is tax saving ... 'Sky View Farm' offers a spectacular sanctuary consisting of a meticulously maintained and updated 3.5 to 4 bedroom Cape residence, fantastic heated barn-workshop studio for rebuilding an antique auto or personal ideals, a fantastic garden shed style studio... incredible offerings for a country life-style! Imagine that there is no traffic noise and sounds of natures birds ... the drive is easy yet lengthens to escape the world... while the entire compound is gently open and embraced by the rolling Pawlet mountain scenery... woods and mature shade trees where they are needed... fencing for the pets... established gardens and raised beds with irrigation. The 2018 Kitchen is stunning with walnut countertops and stainless appliances open to the breakfast nook and dining room again open to the living room with stone Rumford fireplace. The main level primary suite offers spacious comfort and ample closet space while the tub and separate shower are light-filled. The deck off the living space offers a great canopy screen with chandelier to promote intimate gatherings. Each of the two second level bedrooms are multi-generation family suites offering separate alcoves for added sleeping chambers. A full and light basement boasts completely recent upgraded systems that are for the duration. New roof. This is an amazing property only 5 minutes to Lake St Catherine Marina!

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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926 Hebron lot 3, Rupert, VT 05768

Price$189,000

Est. Mortgage: $/month

MLS Number 4694291

  • Land
  • Zoning rural residential
  • Acreage 57.2

Rare, private parcel with fabulous Southern Mountain views from building site. 2000+ feet of road frontage on town maintained road. The land includes an old Homestead with apple orchard, two seasonal streams, woodland and pasture land with miles of stone walls. Good land for hunting... walking... trails... Permitted for 5 bedroom state waste water permit.

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.

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926 Hebron lot 4, Rupert, VT 05768

Price$165,000

Est. Mortgage: $/month

MLS Number 4694303

  • Land
  • Zoning rural residential
  • Acreage 75

75 Acre Recreation Parcel and wood lot... Seasonal dwelling only no septic. Southern exposures and lovely Green Mountain views... great all round hunting parcel from birding to white tail... Near town yet privately sited.

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.

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174 Beaver Brook Road, Pawlet, VT 05761

Price$399,000

Est. Mortgage: $/month

MLS Number 4694436

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Area Rural, Valley
  • Stories 1.5

Bucolic Mettowee Valley Retreat. Imagine arriving at your own haven, away from it all, after traveling up one of Vermont's most scenic by-ways. Step into the door of this extended cape and immediately feel at home and enwrapped in the quiet, peaceful presence of a well-loved place. Farm meadows and mountain views abound. Comfort is waiting for you by the fire or on the porches that feature the views. This is just the place for you, family and friends. Come enjoy!

Listed by Terri Hathaway and David Halligan 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.

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Rupert, VT 05768

Price$375,000

Est. Mortgage: $/month

MLS Number 4693545

  • Land
  • Zoning Rural Residential
  • Acreage 17

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

{$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.

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926 Hebron lots 1,2,3,and 4 Road, Rupert, VT 05768

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4692800

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

Bennington County 188 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, 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.

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926 Hebron lot 1 Road, Rupert, VT 05768

Price$885,000

Est. Mortgage: $/month

MLS Number 4692899

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

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, 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.

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21 North Street, Middletown Springs, VT 05757

Price$75,400

Est. Mortgage: $/month

MLS Number 4692495

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

Cute little cape, in private setting looking for someone to bring it back to it's original condition. Large level in-town lot with a large shed which can be used as a studio, crafts, work room - use your imagination. Property being sold as is. All information deemed correct, buyers are urged to verify.

Listed by Linda Benoit of Highland 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.

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3 Marcy Lane, Middletown Springs, VT 05757

Price$114,900

Est. Mortgage: $/month

MLS Number 4691872

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 1
  • Construction Existing

Listed by Aleda Dutton of Aleda Dutton, Broker

{$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.

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9 Schoolhouse, Middletown Springs, VT 05757

Price$30,000

Est. Mortgage: $/month

MLS Number 4689307

  • Land
  • Zoning Residential
  • Acreage 1.6

Potential lot for a tiny house or combine this property with 24 South Street MLS#4667120 or 8 South Street - MLS#4629503, to enhance this property with more acreage. 9 School House Lane currently has a 1 bedroom septic and a well which is grandfathered for use. Amazing views in the Village of Middletown Springs.

Listed by Alison McCullough of Alison McCullough Real Estate

{$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

24 South Street, Middletown Springs, VT 05757

Price$165,000

Est. Mortgage: $/month

MLS Number 4689306

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

Price reduced on this Circa 1835 Revival House, listed on National Register of Historic Places, former Congregational Church parsonage. on .72 acre with woods and garden spot. Classic front porch for those amazing Vermont days and evenings. This home retains its heritage with some updates. Eat in kitchen features pantry like grandma's. Large attic,hardwood and wide pine board floors, antique trim and details throughout, plenty of storage. Adjacent one acre for horse, gardens or separate residence can be purchased with this property, refer to MLS#4689307

Listed by Alison McCullough of Alison McCullough Real Estate

{$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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