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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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2890 Vermont Route 153, Rupert, VT 05250

Price$83,000

Est. Mortgage: $/month

MLS Number 4708060

  • Residential Single Family
  • Listing Agent Name Margretta Fischer
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

Historic 1750 Village Colonial Parsonage is waiting for you. Needs TLC, but Updated Bathrooms are complete. Three good sized bedrooms with closets and large full bath upstairs. Beautiful craftsman details. Large wood stove in center living room will help heat home. Full Basement with Marble and Stone Foundation. Office space, unfinished enclosed back porch and two car garage are just a few perks. Never been for sale before. New to market. Priced to Sell. $100,000 under assessment value. *All Measurements are approximate.

Listed by Margretta Fischer of Maple Leaf 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:

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 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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652 South Street, Middletown Springs, VT 05757

Price$125,000

Est. Mortgage: $/month

MLS Number 4705784

  • Residential Single Family
  • Listing Agent Name James Watson
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2

Rustic rural house on 8+- acres that includes a one car garage and a 3 bay Garage/shop. The house has not been lived in for several years and needs significant renovation. The wood stove in the basement needs to be removed. 50 foot wide shared right of way from Route 133. State Permit EC-1-1501.

Listed by James Watson of Coldwell Banker Watson Realty/Rutland

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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: 4.52% last updated on Jul 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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5491 Vermont 315, Rupert, VT 05776

Price$399,000

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 and David Halligan 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: 4.52% last updated on Jul 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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6138 RT 30, Pawlet, VT 05761

Price$409,000

Est. Mortgage: $/month

MLS Number 4703898

  • Residential Single Family
  • Listing Agent Name Jason Saphire
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Positioned on 9.3 acres with 1,500 feet of the Mettowee River sits a modified Saltbox of 2,282 sq. ft. with an open contemporary floor plan. Four bedrooms two and one half baths, hardwood flooring, native slate , large country kitchen, updated appliances, stone countertops, the bedrooms are carpeted. The master bath is fully tiled, walk in shower, and two walk in closets. There is a cathedral ceiling great room adjoining a formal dining area. A family room with a pellet stove opening to a large deck with hot tub. There is a full basement and a attached two car garage. The house has a majority of glass facing SW enhancing maximum daylight, passive solar and supporting a view from every room. The area surrounding the house is open lawn.

Listed by Jason Saphire of www.EntryOnly.com

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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: 4.52% last updated on Jul 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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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 in the picturesque Mettowee Valley.

Listed by Elena Atwill and Chris DeFelice 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: 4.52% last updated on Jul 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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2731 Herrick Brook Road, Pawlet, VT 05761

Price$595,000

Est. Mortgage: $/month

MLS Number 4703392

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

Completely refreshing, this sophisticated Post and Beam Farmhouse is perched upon a 14 acre knoll providing privacy and comfort among century old towering oak trees and meadow lands located just 7 minutes from the Dorset Green! Quiet and away from all traffic noise this compound of buildings consists of a drive through barn fit for myriad needs offering work space and covered storage, the over sized garage and studio accommodates every need for the indoor/outdoor ease of living the Vermont Dream. Breezeway entrance to the completely renovated residence boasts a well proportioned home with vaulted beam ceiling in the living room with center stone fireplace open to dining that "ells" to a cooks kitchen featuring heritage appliances and a great prep island... the sun room alcove extends from the dining allowing four season herbs and flora or walk out to the spacious summer vaulted screen porch and terrace with fire pit. Fresh surfaces throughout bolsters comfort as does the completely new 2017 main level primary suite, luxury bath and walk in custom closet. There's three guest rooms up and two full baths, a study, a new laundry room. The house has an open and sprawling floor plan that allows for places to study or get away yet gathers beautifully for entertaining. The fantastic Mettowee Valley Views are not lost here as the patchwork of open meadows and mountains to the west capture the sunsets. This is a sanctuary that is convenient to every Dorset and Manchester amenity!

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: 4.52% last updated on Jul 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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4451 Route 315, Rupert, VT 05768

Price$299,000

Est. Mortgage: $/month

MLS Number 4702969

  • Residential Single Family
  • Listing Agent Name David Citron
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Spacious 3 bedroom, 2.5 bath colonial on 35 private acres of meadows and woods is only 3.5 miles to the Dorset Village Green. Lovely hardwood floors throughout the home, combined living/dining room opens into inviting sunroom with fireplace, which opens further onto sunny deck with meadow views. Master bedroom suite plus two more bedrooms and additional full bath upstairs. 2 car attached garage is currently in use as a studio but can easily be converted back to garage.

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

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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: 4.52% last updated on Jul 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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14 West Street, Middletown Springs, VT 05757

Price$143,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4699875

  • Residential Single Family
  • Listing Agent Name Rebecca Woodard
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3

Country living in this classic farmhouse in a quaint Vermont town in walking distance to the village green, library, store and school. The interior layout includes a spacious kitchen with wonderfully large center island with slate counter top and exposed beams. The kitchen is wide open to the equally large dining area and beautiful wood floors grace most of the house. Large front living room, first floor master bedroom and full bath with tile shower and adjoining laundry area complete the first floor. Two bedrooms upstairs plus an open landing area, an unfinished room plumbed for a full bath and two attic spaces could also be finished or leave for storage. Replacement windows, wood stove and upgraded electric. Fabulous one-acre yard with handsome front stonewall, plenty of garden space, large barn and shed.

Listed by Rebecca Woodard of Blue Ridge Real Estate

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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: 4.52% last updated on Jul 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

16 Clark Road, Rupert, VT 05768

Price$449,000

Est. Mortgage: $/month

MLS Number 4698217

  • Residential Single Family
  • Listing Agent Name Andrea Kaplan
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing

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 and Courtney Leggett of Four Seasons Sotheby's Int'l Realty

{$office->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: 4.52% last updated on Jul 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

416 East Street, Middletown Springs, VT 05757

Price$385,000

Est. Mortgage: $/month

MLS Number 4697885

  • Residential Single Family
  • Listing Agent Name Nancy Greenwood
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Beautiful equestrian property bordered by Poultney River. A true Vermont feel where tranquility and nature abound. A classic country home built in 1992 with an extended addition in 2006 to connect the garage to the main house. Bright spacious floor plan with an abundance of windows to bring the sunshine in. Featuring a welcoming foyer, 1st floor laundry, formal dining room and formal living room. The kitchen offers maple cupboards, great counter-top work space with peninsula bar, wall oven and pantry. Two upstairs bedrooms including master bedroom with full bath with whirlpool tub and fireplace. The addition features an office and guest suite with full bath, family room with turret, separate entrance to back yard and a double bedroom offer plenty of space for overflow of guests. 3 stall horse barn with fenced in pasture, garden space, multi-level deck, whole house generator, owned solar panels and 2 car garage complete this fabulous home

Listed by Nancy Greenwood of Coldwell Banker Watson Realty/Rutland

{$office->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: 4.52% last updated on Jul 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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179 South Street, Middletown Springs, VT 05757

Price$79,000

Est. Mortgage: $/month

MLS Number 4696921

  • Land
  • Listing Agent Name Robert Schoenemann
  • Acreage 43

Varied landscape with rolling meadow of about 6 acres fronting on Vt Route 133 with the remaining acres steep and wooded with old stone walls and small pond-wetland. Excellent building site with views and south westerly exposure overlooking meadow.

Listed by Robert Schoenemann of Bob Schoenemann RE Service Inc

{$office->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: 4.52% last updated on Jul 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

103 Spruce Knob Lane, Middletown Springs, VT 05757

Price$450,000

Est. Mortgage: $/month

MLS Number 4695768

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Bedrooms 5
  • Bathroom 3
  • 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 only 700 gallons 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

{$office->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: 4.52% last updated on Jul 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

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