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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2849 Vermont 153 Route Pawlet VT 05775

Price$75,000

Est. Mortgage: $/month

MLS Number 4781442

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05775

Come see this impressive late 1800's historic building and step back in time - a once hardware store, bar, fish and game club, Dr's office and most recently farmers market and cafe. The impressively built building currently has an elegant NYC loft-like 2 bedroom living space on the 2nd floor- high ceilings, large windows, large/bright rooms with beautiful woodwork, wood floors, old wavy glass windows, original hardware, a beautifully done full tile bath and a simple open kitchen with a neat old farm sink. Downstairs is a large open space (28x44) with full bath and a kitchen. A full basement (low ceilings) good for storage, town sewer, drilled well, all rewired and newer oil hot air furnace for first floor. Great mixed use building or single or two family home perhaps!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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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3044 Vermont 153 Route Rupert VT 05768

Price$169,500

Est. Mortgage: $/month

MLS Number 4781432

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Zip 05768

Set nicely and privately back off the road on over 2 1/2 acres is this pretty c1935 3+ bedroom cape - loaded with character and curb appeal. The land has a nice yard and some fenced hillside pasture plus a 2 story workshop outbuilding. The house has a nice sized kitchen with new cabinets and a neat old farm sink, an office or guest bedroom, spacious living/dining room with fireplace (currently with pellet stove), exposed beams and oak floors. Finishing off the first floor is an office, master bedroom and newly done tile bath with marble sink. Upstairs has 2 bedrooms with gable dormers and great walk-out attic space. Amenities include full basement, updated wiring, attached 1 car garage, oil/wood hot air heat. A special little farmstead- just 10 minutes to Dorset, Mettawee school districts and school choice 7-12!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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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1322 Vermont 153 Route Pawlet VT 05775

Price$159,000

Est. Mortgage: $/month

MLS Number 4780151

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Zip 05775

Surrounded on 3 sides by a protected 300A farm this c1900 charming 2+ bedroom farmhouse is set amidst a beautiful 1.06 surveyed acre yard with pond, 25x10 workshop w/ wood stove and 16x14 pole barn and beautiful mature trees. The home has nice open, bright space with a spacious Eat-in kitchen, formal dining room and large living room with pretty wood floors and large picture window to take in the valley views. Finishing off the first level is an entry mudroom, separate laundry/pantry room, office/bedroom and full bath. Upstairs are 2 bedrooms and a walk-out attic (great possible expansion space). Good full basement under main house with newer oil boiler, updated wiring, bilco door... A great location in the Rupert/West Pawlet valley - 15 minutes to Dorset. Mettawee school district and school choice grades 7-12.

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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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2826 Pawlet Mountain Road Rupert VT 05768

Price$225,000

Est. Mortgage: $/month

MLS Number 4780034

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Construction Existing
  • Zip 05768

STORYBOOK SETTING. Set way back off from a country town gravel road, this 5 bedroom, 2 full bath Gambrel style home sits on an amazing 5 +/- acre parcel that will take your breath away. The landscaped yard with rolling meadows, apple trees and dotted with white birch creates a magical setting. A great floor plan with eat in kitchen, a 36 foot living-dining room accented with a gorgeous stone wood burning fireplace and a conveniently located first floor master bedroom suite with another romantic stone fireplace. The second floor host 4 very spacious bedrooms with another full bath. The 52' wrap around screened porch is great for reading, puzzle building, dining, sleeping, board games or an afternoon cocktail. Many improvements include a new roof in 2012, a new furnace in 2012, repointed chimney in 2011, all new thermopane windows, oil tank and a new hot water tank . The wood stove located in the basement is included. Beautiful gleaming hardwood flooring in all bedrooms plus the living-dining area. So if you are looking for complete privacy with a story book setting - stop your search. Mettawee School District with school choice 7-12.

Listed by Lori Winn of New England Lakeside Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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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57 South Street Middletown Springs VT 05757

MLS Number 4779772

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05757

GREAT PLACE TO CALL HOME...beautiful 4 bedroom, 3 bath Colonial home situated on 1.39 acres with mature trees and lovely perennial gardens. A great room was added in 1970 featuring cathedral ceilings, exposed beams and a beautiful gas fireplace. Master bedroom on first floor with full bath. Wonderful country kitchen with walk in pantry/laundry area. Dining area looks out onto the picturesque back yard. Sweet enclosed porch to sit and enjoy the private and quietness of living in this unique village. The 2 car garage is detached and also offers lots of storage, a huge heated work shop on one side, and on the other side in 1978 a quaint building was added for a store called The Lamplighter. There is also a small storage barn beyond the vegetable garden. Numerous upgrades throughout the years has been done to enhance the property, from a buderus furnace, asphalt roof on house in 2013 to a metal roof and addition on the garage. Entire town has fiber optic cable for high speed internet, wonderful community programs and middle TOWN NEWS letter. Walking distance to school, local store and restaurant.

Listed by Nance McShane of Bird Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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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40 North Street Middletown Springs VT 05757

MLS Number 4779398

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05757

An amazing opportunity to own a bit of history in a town listed on the VT Register of Historic places. Built in 1795 & beautifully cared for over the years, this 2bed/2bath vernacular Greek Revival home sits, amazingly landscaped, on 1.21 acres that ends at North Brook. Arbors and a pergola will take you to the Green Mountain Timberframe barn for plenty of storage or alfresco dinners. This well appointed home has many original details as well as current updates, such as a gas stove for winter nights and a newer roof. Charming stained glass touches and interior transom windows lend to the character & charm of this one of a kind home. A short drive to Rutland, Dorset & Manchester for all your shopping needs. This quintessential Vermont home is not to be missed! Showings begin Saturday, October 5th.

Listed by Elizabeth Quarles of eXp Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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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1146 Danby/Pawlet Road Pawlet VT 05761

Price$299,500

Est. Mortgage: $/month

MLS Number 4779009

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05761

Incredible 10 Acre hilltop horse farm tucked back off the road with breathtaking sunset views over Pawlet's Haystack, Middle and Bald Mountains! Great 3 story home- Main level with 2 bedrooms, generous open living space, kitchen with island open to formal dining room with wide plank floors and a full tile bath. Upstairs boasts 2 more large office/den/bedroom spaces with walk in closets. At ground level is 1 more bedroom, full bath and large open space with pellet stove. Outbuildings include 40x16 attached lean to, 30x24 3-stall Horse Barn, 12x20 Run-in barn, 8x12 Garden Shed, 20x14 shop with side wing, as well as a 60x120 outdoor riding arena taking advantage of the views! The land is almost all meadowland and all fenced (4 Paddocks)- An absolutely tranquil and special setting- Great Pawlet location just North of the village- Mettawee school district/school choice grades 7-12 and state of the art fiberoptic internet!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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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98 School Village Pawlet VT 05761

Price$134,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4778923

  • Residential Single Family
  • Bedrooms 1
  • Bathroom 2
  • Construction Existing
  • Zip 05761

Listed by Robert Schoenemann of Bob Schoenemann RE Service Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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

2708 Herrick Brook Road Pawlet VT 05761

Price$197,500

Est. Mortgage: $/month

MLS Number 4777060

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Zip 05761

A truly magical brookside setting in the best of locations! Set back off of Herrick Brook Road (just 5 minutes to Dorset!) amidst 13 acres is this unique offering- 2 dwellings, a 14x24 sheep barn and assorted sheds/outbuildings, and your own private bridge with Herrick Brook and a second brook coursing through your property as well as a large pond and hillside pasture for the sheep! (Also, test pits were done- good septic site for 4 bedroom home) The front 2 bedroom, 1 bath year round home needs some TLC - neat space with vaulted cielings - open and bright. Rear "home" is essentially uninhabitable - 2 spaces, one with soaring cathedral cielings and 7x14 stationary swimming lap pool! The other section is rough and could make a good shop or barn space. A special "water" property and great opportunity for the "handy person"- assessed at $283,440 and priced to sell at $197,500!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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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2772 VT 153 Route Pawlet VT 05775

Price$89,900

Est. Mortgage: $/month

MLS Number 4775451

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Construction Existing
  • Zip 05775

Charming 1905 Colonial on a large lot in the Village of Pawlet!! Surrounded by the Taconic Mountains this Colonial has over 1800 square feet with three bedrooms and one bath and includes a one bedroom in-law apartment. You could keep the current layout or turn it back to a spacious single family. Pawlet is only 8 miles to the Village of Wells and 20 miles to the Dorset/Manchester area .. whether you want to enjoy several surrounding area lakes and State Parks or you want to do some Outlet shopping you are all set! Pawlet is home to the well coveted Mettawee Community School.

Listed by Diana Lynn Harvey of Alison McCullough Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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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2774 315 Route Rupert VT 05761

Price$279,000

Est. Mortgage: $/month

MLS Number 4775789

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05761

Beautiful well maintained 3 bedroom, 2 bath ranch, on 6 Acres, large lawn, babbling back yard stream, 2 car attached garage, 2 car detached garage. Great deer camp, only a few hundred yards from the 3,200 acre Merck Forest and Farmland Preserve, allowing for public hunting. Camp comfortably sleeps 4, open floor plan, great deck, sheds, views, nice lawn. Property also has a barn, and silo. Note: Property is located in the Town of Rupert, with a Pawlet, Vt. mailing address. The deer camp is taxed separately with an assessed value at $17,800 with total net tax at $371.24.

Listed by Michael Campbell of Michael Craig Campbell Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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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426 Sandgate Road Rupert VT 05776

Price$119,900

Est. Mortgage: $/month

MLS Number 4775386

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Zip 05776

The perfect Vermont getaway retreat. Set privately along a quiet town gravel road on +/-4 acres is this 50 year old (cedar shake sided) log home overlooking a crystal clear pond. The single floor cabin of about 1,000 sq ft has 2 vaulted ceilinged bedrooms, a cathedral ceiling spacious kitchen/dining area complete with stone fireplace, a living room wing with Vermont castings woodstove with hearth and 3/4 bath. Rustic, but nicely maintained and upgraded - spring water supply, OFHA for heat and a detached one car garage with shop space. Being sold furnished, +/- 20 minutes to Dorset/Manchester area.

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 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

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Copyright 2019 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 October 18, 2019.