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.

Pawlet, Rupert and Middletown Springs VT Real Estate

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369 South Street Middletown Springs VT 05757

MLS Number 4875347

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

Have you been looking for your forever home in Vermont and come up empty? Look no further, this home exudes charm from your first step inside. Nicely situated to take in the views from the sliding doors on both sides of living room allows the sun to flood the room with brightness and allows for a nice breeze on those warm Vermont days. Grab some yummies from Sissy's down the road and step out back to enjoy on the oversized deck with views to your one acre pond with dock, sugaring house and 18.6 acres. Stay at home and enjoy year round activities, including hiking, snowshoeing and cross country skiing on the 18.60 acres. Back inside you will find a beautiful floor to ceiling stone fireplace in main living area, updated kitchen boasting marble flooring and stainless appliances, first floor ensuite master bedroom, 1st floor laundry room off of heated garage, upstairs are two more bedrooms and large, unfinished walk out level space, providing a great in-law suite, short term rental space, work from home office...too many options to name. In the lower finished level, several rooms offering space for your friends and family to visit and have their own space. Conveniently located between Rutland and Dorset.

Listed by Lynn Rawson of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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Remote Country Cape - Long Term Lease- 1 Year Available 8/1/21...

296 Tadmer Hill Road Pawlet, VT Pawlet VT 05152
For Rent

Listing Number 296TADMERHILL

  • Our Rentals
  • Date Available 08/01/2021
  • Village Pawlet
  • Bathroom 3
  • Square Feet 2,340

Beautiful remote 3 Bedroom, 2.5 bath Cape sits on 18 private acres in Mettawee Valley just north of Pawlet Village. Many features include vaulted ceilings, large sun room, breakfast bar, master suite, sky lights, deck and fireplace. This rental comes unfurnished and is for a 1 year lease. There is a washer/dryer hook up only. Tenant pays for all utilities. Availability: August 1s, 2021 or September 1st, 2021 - 1 Year Lease or longer. Pricing: $2,000/ monthly - NO UTILITIES INCLUDED

Listed by Elizabeth Romano of Josiah Allen, Dorset

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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140 Sugar Lane Pawlet VT 05761

Pawlet, VT140 Sugar Lane

Price$350,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4871441

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

Tucked away on +/- 14.5 acres off a dead-end private lane is this c 1979 3-bedroom log home. Total quiet and privacy yet just minutes to the villages of Pawlet and Dorset. Wide plank floors and doors, brick hearth with wood stove, covered porch and small deck. Full basement and detached 2-car garage. School choice for grades 7-12.

Listed by Scott Mcchesney of McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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4075 Kent Hollow Road Rupert VT 05776

Rupert, VT4075 Kent Hollow Road

Price$450,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4869262

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05776

West Rupert Classic Vermont Farmstead Set along a quiet town maintained gravel road on +/-35 surveyed acres of gorgeous land is this c1826 3 bedroom, 2 bath classic colonial. The land and setting are truly magical with 5 to 10 acres of rolling meadowland, Oven Brook (a year-round babbling brook) coursing down through the hardwoods, incredible views and a few acres of land across the road from the home to ensure total protection of privacy. The home with its generously proportioned rooms consists of a large eat-in kitchen with wood stove, a study/den with brick wood burning fire place, a huge dining/living room with exposed beams and wood burning fireplace(wood stove insert)and a 3/4 bath with laundry. Adding to the generous living space is a spacious screened porch with distant views to the north and a sun room/green house on the south side. Upstairs are 3 bedrooms, a large landing/sitting area w/ built-ins and full bath. Amenities include a walk-up attic with gorgeous hand hewn beams, a full basement, whole house propane generator and detached 2 car garage with lean-to wood shelter. The house needs a bit of polishing/updating but is mechanically and structurally impressive with a newer oil furnace and oil tanks, all rewired, and has been well maintained. Come hear the sounds of the brook out your window.. Tucked in the hills of Rupert in Kent hollow - 20 minutes to the Dorset/Manchester areas and 35 min to the Saratoga Springs area Mettawee school and School choice 7-12

Listed by Scott Mcchesney of McChesney RE, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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613 Beaver Brook Road Pawlet VT 05761

Pawlet, VT613 Beaver Brook Road

Price$650,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4868610

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

Pawlet Privacy and Views! Set up high on 12+ acres at the end of a dead-end town gravel road, just minutes from Pawlet Village, is this beautifully built custom cape with incredible easterly and southerly views! Beautifully designed to take full advantage of the setting and views this home offers great out door living space with a huge deck and screened porch as well as a covered patio out the finished walkout basement! The setting is magical with extensive landscaping & gardens, walking trails and a stream in the wooded portion of the land. The home offers great open living/entertaining space with an open newly updated kitchen with island, and a large living/dining area with fireplace(wood stove insert), cathedral ceilings and lots of glass leading out to the deck and taking in the views and sunlight. Finishing off the main floor is a master bedroom with beautiful new master bath, a second full bath and laundry mudroom. Upstairs are 2 more bedrooms, an office and an unfinished bonus room with great potential. There is also additional living space in the partially finished basement with walk-out family room and full bath as well as another unfinished bonus room. Other amenities include radiant floor heat, attached 2 car heated/insulated garage and new standing seam roof. Incredible privacy and quiet in the best of locations. Mettawee school district/school choice 7-12 and fiber optic internet. Best of all worlds from this top of the world location - come hear the quiet!

Listed by Scott Mcchesney of McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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317 Edwards Lane Pawlet VT 05775

Pawlet, VT317 Edwards Lane

Price$299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4868039

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05775

Set up high on +/-10 acres of open land is this 1986 contemporary home with incredible views. The property is set at the end of a private lane - affording the utmost privacy to accompany the views. The house has a large eat-in kitchen, which opens to the huge living & dining area with a beautiful beamed, cathedral ceiling. Double sliding glass doors lead to the huge deck, allowing uninterrupted southerly views and lots of sunlight. Finishing off the main level are 3 bedrooms, a full bath and entry foyer. The walk-out basement level offers a finished family room (including a maple bar and sliding glass doors to take in the views), an office/guest room, laundry room and storage room. Finishing off the house is a heated and insulated attached 2 car garage/ workshop. The house needs some updating and a little TLC ~ nothing major. (nice improvements - new boiler and electric hot water heater c2018 and huge Trex deck) A great property for horses and other critters, agriculture and recreation with access to the D&H Rail Trail! A special property and setting and an excellent value at just $299,000.

Listed by Scott Mcchesney and Robin Chesnut-Tangerman of McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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75 School Street Pawlet VT 05761

Pawlet, VT75 School Street

Price$169,000

Est. Mortgage: $/month

MLS Number 4867857

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

Come see this cute Pawlet village victorian offering great opportunity. Live in it as a single family 2 bedroom residence or live upstairs and have an art gallery or workshop below - village commercial zoning. The current owner has done many improvements during her ownership; replaced heating system with new boiler - hydro hot air upstairs, baseboard hot water down, drilled well, rubber roof on main house and a beautiful paint job... Last used as one bedroom dwelling upstairs and an art gallery below. Great front to back double parlor, nice old wood floors and original moldings up. Also some outbuilding space with two sheds(need TLC) for storage. Set in the heart of the village of Pawlet on not so busy school street. Stroll to Mach's market , the Station or Barn Restaurants, Pawlet Library, post office or maybe down to the Mettowee River for a swim or some fishing. A special property in a special location. And a great price in todays market.

Listed by Scott Mcchesney of McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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557 Route 153 Rupert VT 05776

Rupert, VT557 Route 153

Price$170,000

Est. Mortgage: $/month

MLS Number 4867472

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Zip 05776

Sweet c.1890's farmhouse surrounded by farmland in West Rupert, Vermont. Large, level yard perfect for gardening or just enjoy the gorgeous Vermont summer weather under one of the big ole' shade trees. Three bay barn/carport provides ample storage for vehicles and equipment as well as an attached shed just off the kitchen. Generously sized living room just a step off the front covered porch. Formal dining room, full bathroom, kitchen and office round out the first floor. Second floor offers three bedrooms. Some tlc would be necessary. The farmhouse is just around the corner from the West Rupert-Pawlet Rail Trail and the Village. So sweet.

Listed by Faith Rhodes and Melissa Genovart of Rhodes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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330 Rupert Mountain Road Pawlet VT 05761

Pawlet, VT330 Rupert Mountain Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 4866985

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 6
  • Construction Existing
  • Zip 05761

'The Hill' is a special 54 -acre Alpaca farm compound with multiple outbuildings that is privately sited high with spectacular north views of Haystack Mountain, south views to the valley below and rolling pasture and woodlands to the 900 feet frontage on the Mettawee River. This unique property is conveniently located to the historic village of Pawlet. With the advantage of views throughout the four en-suite bedrooms, open living spaces. loft office, country kitchen and dining area there is always the theatre of dramatic vistas. The full living/working ground level spaces with spacious bath complete the main house. Follow the compound road to a cottage with stone fireplace, a 'fishing club house' on the Mettawee River and multiple barns along the way. 'The Hill' dominating the valley is a gem with functioning revenue.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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Vermont Route 315 Rupert VT 05768

Rupert, VTVermont Route 315

Price$45,000

Est. Mortgage: $/month

MLS Number 4867138

  • Land
  • Acreage 4.4
  • Utilities None
  • Zoning RR

Quiet beautiful 4.4 acre parcel straddles babbling Mill Brook located close to Rupert Village approximately 1 acre cleared. Electricity available at the road. Minutes from Merck Forest and Farm Land Center with over 3,000 acres of protected land open to public for the classic Vermont outdoor activities. Located 35 minutes to Saratoga Springs, NY and just 20 minutes to Dorset/Manchester area. Enjoy the serenity of the Green Mountains with all the conveniences near by.

Listed by Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 Mountain Road Middletown Springs VT 05757
Active With Contract

MLS Number 4866733

  • Land
  • Acreage 6.8
  • Area Rural
  • Zoning none

Lovely and secluded 6.8 acre lot with approved septic permit. There is a 27X37 footing already in place to build on with power and fiber optic cable on site. House site and meadow along the road frontage, sloping down to wetlands teaming with birds and wildlife. Westerly hillside and sunset views.

Listed by Robin Chesnut-Tangerman of McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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5919 VT Rte 30 Pawlet VT 05761

Pawlet, VT5919 VT Rte 30

Price$239,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4865383

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

Lovely village colonial with beautiful original wood floors, gorgeous old doors and trimwork/moldings, built in storage, large kitchen and a master suite on the first floor. Easy walking distance to stores, restaurants, post office and library. Large historic barn was apple storage for Sheldon Orchard. House needs some updating and Barn needs some repair but has great potential. House mechanically updated(rewired,Complete septic system installed 1995,thermopane replacement windows..). One of Pawlet's classic gems!

Listed by Robin Chesnut-Tangerman of McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2021 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 August 4, 2021.

 
Broker Reciprocity

Copyright 2021 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 August 4, 2021.