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

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 tour of the area or a showing, don't hesitate to contact us.

r=1-12
1276 149 Route Pawlet VT 05761

Pawlet, VT1276 149 Route

Price$106,000

Est. Mortgage: $/month

MLS Number 4887766

  • Multifamily
  • Bathroom 2
  • Units 2
  • Acreage 0.17
  • Square Feet 2,358

Conveniently located duplex, 3rd house east of the NY/VT border. 2 bedroom and 1 bath unit on right with Kitchen, Dining Room and Living Room. 3 bedroom and 1 bath unit on the left. (Current tenants are moving out) This duplex will be vacant so the work that needs to be done, can be accomplished by the new owner without trying to work around tenants. Could be a good owner occupied property with the added income from the other side to help with the mortgage. This property needs someone who can do the work or hire the work done.

Listed by Rebecca Dittmeier of Country Horizon Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

3 Marcy Lane Middletown Springs VT 05757

Middletown Springs, VT3 Marcy Lane

Price$110,000

Est. Mortgage: $/month

Pending

MLS Number 4887173

  • Mobile
  • Lister Office Name McChesney RE,Inc.
  • Year Built 1995
  • Garage Spaces 1
  • Square Feet 1620

Comfortable home on a large village lot, within easy walking distance to school, library, and village store. The lot is level with plenty of space for gardens, games, and just relaxing. The 3 bedroom, 2 bath home is roomy with high ceilings, a sun room and an open floor plan. Roof was replaced in 2020. Septic was just pumped and inspected.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

4705 Vt Route 133 Pawlet VT 05761

Pawlet, VT4705 Vt Route 133

Price$429,000

Est. Mortgage: $/month

MLS Number 4886046

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

This beautiful single family homes is situated on 14 acres of well maintained property. Lower lever is open concept with living, dining room with kitchen. Counters are granite and all new appliances. Lower level has master bedroom, large walk-in closet, master bath . Office that overlooks mountains. Upstairs has 2 bedrooms and bathroom . Hardwood floors through out . Sky light in living space . Large front deck , with lots of space . Large separate gazebo with hot tub overlooking mountains . Also custom built cabin with bunks for xtra guest. Small above ground pool . Property close to all major ski resorts and outlet shopping . Must see !!

Listed by Dave White of OwnerEntry.com

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

Zorn Drive Middletown Springs VT 05757

Middletown Springs, VTZorn Drive

Price$100,000

Est. Mortgage: $/month

MLS Number 4885234

  • Land
  • Listing Agent Name Max Walker
  • Acreage 50
  • Utilities None
  • Zoning none

Idyllic 50 acres in Middletown Springs. Mostly wooded sidehill with an enchanting little meadow at the bottom of the hill that would be the view out your front door. Small old pond and views across the valley to high ridges. Easy access from VT Route 140 on shared gated (to enclose farm animals) right of way with one other owner. Prior soil testing ensures the ability to locate a septic system for a residence. Electricity on the adjacent property with a right of way to connect to underground electric and phone. This property is enrolled in the Vermont Current Use Forestry Program to reduce real estate taxes with two building lots. Property being sold with the Current Use Tax Program in place and with the purchaser agreeing to cooperate with the seller in a 1031 tax free exchange at the time of sale.

Listed by Max Walker of Watson Realty & Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

59 Waite Hill Road Pawlet VT 05761

Pawlet, VT59 Waite Hill Road

Price$725,000

Est. Mortgage: $/month

MLS Number 4884967

  • Land
  • Listing Agent Name Mark Riley Sr
  • Acreage 153.92
  • Utilities Other
  • Zoning ARR

Words can not describe this gorgeous property- among the most photographed classic farms in southern Vt.! With Haystack Mountain providing the backdrop, views from every vantage point on the property are stunning! The 153 +-acres support 20 acres of active agricultural land, and 16 acres of associated open land provide great potential for pasturing. The balance of the property is mixed hardwood, hemlock, and white pine forest bordering the North Pawlet Hills Natural Area-owned by the Nature Conservancy. On the north side of a hemlock lined trout brook is a private and spectacular upland meadow, providing more close up views of Haystack and beyond! Pockets of maturing sugar maple provide opportunity for the novice or experienced sugarmakers! The house is in need of TLC and maybe more, but what a great location for an updated farmhouse and heritage estate! Enrollment in the Vt. Current use program provides reduced property taxes and a sound plan for management of the forest resource! A superb Vermont real estate offering!

Listed by Mark Riley Sr of Vermont Forest and Field,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

59 Waite Hill Road Pawlet VT 05761

Pawlet, VT59 Waite Hill Road

Price$725,000

Est. Mortgage: $/month

Pending

MLS Number 4885232

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

Words can not describe this gorgeous property- among the most photographed classic farms in Southern Vt. ! With Haystack Mountain providing the back drop, views from every vantage point on the property are stunning! The 153+- acres support 20 acres of active agricultural land, and 16 acres of associated open land suitable for pasturing. The balance of the property is mixed hardwood, hemlock, and white pine forest bordering the North Pawlet Hills Natural Area- owned by the Nature Conservancy. On the north side of a hemlock lined trout brook is a private and spectacular upland meadow, providing more close up views of Haystack and beyond! Pockets of maturing sugar maple provide opportunity for the novice or experienced sugarmakers! The house is in need of TLC and maybe more, but what a great location for an updated farmhouse and heritage estate! Enrollment in the Vt. Current Use program provides reduced property taxes and a sound plan for management of the forest resource! A superb Vermont real estate offering just minutes to the Dorset/Manchester area and Lake St. Catherine!

Listed by Mark Riley Sr of Vermont Forest and Field,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

1361 Rupert Hill Road Pawlet VT 05761

Pawlet, VT1361 Rupert Hill Road

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4884961

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Construction Existing
  • Zip 05761

Rarely do we have the privilege to market such a unique and magical Vermont property such as this... Absolute and total privacy amidst 56.72 surveyed acres, a magnificent 1+Acre Pond, a second pond, a babbling brook with an impressive waterfall, and stunning views! The property offers great recreation with trails coursing throughout the forest and beautiful manicured gardens and landscaping all around the house. And the location is ideal - just over a mile from Pawlet Village, 20 minutes from the Dorset/Manchester area, and offering state of the art fiber optic internet and School choice 7-12. The beautifully sited home, nestled into the landscape, was originally a log home c1967 with additions in the 1970's. A quintessential Vermont ski home - nicely funky, exuding warmth and character offering many cozy spaces with multiple wood stoves, and a couple of fireplaces including a raised hearth fireplace in the kitchen! A wrap around deck and porch take in the stunning southerly views over the second pond out to Dorset Mountain. Three plus bedrooms all with their own baths and a separate guest cottage/workshop with a spacious bedroom and bath (an ideal separate office space if one desired). Additionally there is a 3+ bay garage/barn and a small outbuilding/studio. Come see this magical Vermont property - A waterside paradise!

Listed by Scott Mcchesney of McChesney RE,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

10 West Street Middletown Springs VT 05757

MLS Number 4884474

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

Calling all Caterers, Bakers and Chefs.. let your imagination fly with this incredible property that blends business and pleasure in an attractive, antique package. Enter the main level through the front covered porch and into the main room for dining or displaying foods/offerings with original wood floors, ample windows for natural light, a half bath, laundry and at the rear of the building, you find the commercial kitchen and pantry. The residence upstairs has a lovely deck and then enter into the open concept kitchen/living space with exposed beams and again an abundance of natural light. There is a full bath and two bedrooms on this level plus direct access to the downstairs from the front hallway. The detached barn in the past has hosted dinner parties and antiques and the gardens and grounds are serene. There is also a shed for garden tools etc. Continue as is or convert to a special residence near the lakes region and area skiing and major towns like Manchester and Rutland. Current business is Take Out only and Frozen Prepared meals

Listed by Susan Bishop of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

4876 Route 30 North Pawlet VT 05761

Pawlet, VT4876 Route 30 North

Price$198,000

Est. Mortgage: $/month

MLS Number 4882656

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Zip 05761

Beautiful colonial farmhouse nestled in the Mettowee Valley on 2.2 acres. This 1800's home offers three bedrooms, modern kitchen, dining room, living room, den, bonus room, laundry room, and attached two car garage. Plenty of room for gardening and outdoor enjoyment.

Listed by Suanne Ohl of Northland Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

297 East Street Middletown Springs VT 05757
Active With Contract

MLS Number 4882468

  • Residential Single Family
  • Bedrooms 1
  • Bathroom 1
  • Construction Existing
  • Zip 05757

Its what Vermont is all about, being in the heart of nature, offering extreme privacy, incredibly easy access and internet access, so working while from home and having the birds in the background and natural Vermont greenery out of every window is very possible with this property. This Contemporary style home is adorable and has incredible charm in every corner of the home. The expansive deck will be a favorite spot for out door enjoyment and the rear door leads you into the rear mud room(which could be finished off for another useable room) or the front door which you will enter into the inviting den, with hardwood floors and an abundance of windows. The kitchen/dining/living room are wide open into each other and the cathedral ceiling makes the area feel very comfortable. The living room has a wood burning fireplace which currently has a woodstove inserted into it. The bedroom is spacious and offers adequate closet space. The updated bathroom has the laundry area in it offering plenty of convenience. The 7 surveyed acres are very private and will remind you of a park like setting, filled with manicured areas, a picnic area, a perfect spot for a garage, dog pen, 2 sheds and your own out house. The exterior is easy to take care of as it has vinyl siding and newer asphalt roof. Time to start enjoying what life has to offer. Simply put......very sweet.

Listed by Hughes Group Team of Casella Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

31 Cemetery Hill Road Pawlet VT 05761

Pawlet, VT31 Cemetery Hill Road

Price$150,000

Est. Mortgage: $/month

MLS Number 4882034

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

Own your own piece of Vermont conveniently located in the hamlet of Pawlet only minutes to outlets, skiing and lakes. Features include 2 bedrooms, 1 bath, new kitchen cabinets, marble floors and slate floors, room for a studio and more. You will love the open concept with the awesome exposed beams! Come put your personal touches on this great home!

Listed by Nancy Greene of Country Horizon Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

179 North Street Middletown Springs VT 05757
Active With Contract

MLS Number 4881087

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05757

Breathtaking Homestead Location on 8 incredible acres!! Beautiful long range mountain views set in a quiet and peaceful country setting!! This home is perfectly situated well back from the road and in a private location. Enjoy the outstanding views on the large screened in porch and just breathe!! This home is perfect for year round living or a fantastic country getaway. Open floor plan full of natural lights and large windows to take in the view with remodeled kitchen, living room, dining room, 3 bedrooms and a large family room w/office space, det. 1 car garage - and - a wonderful oversized screed in porch. Plenty of room to garden or pastureland or just SPACE! Call today! This home won't last long!!

Listed by Bonnie Chandler of RE/MAX Four Seasons

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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 October 23, 2021.