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 For Sale

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791 Three Sisters Drive Pawlet VT 05761

Pawlet, VT791 Three Sisters Drive

Price$120,000

Est. Mortgage: $/month

MLS Number 4895945

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

Ideal for the hunter/outdoorsman or make it your Vermont getaway. This 3 season cabin is situated on 6.4 wooded areas nestled in the woods of Pawlet Vermont. Screened in porch. Only minutes to Lake St. Catherine. Private road. Informal road maintenance agreement.

Listed by Bill Gilbert of Gilbert Realty and Development

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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2632 Route 30 North Pawlet VT 05761

Pawlet, VT2632 Route 30 North

Price$70,000

Est. Mortgage: $/month

Pending

MLS Number 4893744

  • Land
  • Acreage 5.2
  • Utilities Cable - Available
  • Zoning rural

This is a beautiful private 5.2 acre parcel with existing drilled well, septic system and an old basement dwelling. This property features lovely Easterly views of the mountains and easy access to the Lakes, ski mountains, hiking/biking trails and Manchester shopping. *Seller makes no guarantees regarding the existing drilled well, septic and old basement dwelling. All items are "AS IS".

Listed by Suanne Ohl of Northland Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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20 Marcy Lane Middletown Springs VT 05757

Middletown Springs, VT20 Marcy Lane

Price$249,900

Est. Mortgage: $/month

Pending

MLS Number 4892774

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

Immaculate village home on a dead-end street. Open floor plan in this 3 bedroom, 2 bath home with a detached 3 car garage. The updates are evident throughout this house which is ready to immediate occupancy. Ready to write a new life chapter in Vermont? Schedule an appointment to see this property today!!

Listed by Nancy Liberatore of Lakes & Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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151 Mill Road Rupert VT 05776

Rupert, VT151 Mill Road

Price$325,000

Est. Mortgage: $/month

MLS Number 4891934

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Construction Existing
  • Zip 05776

Set privately at the end of a town maintained road on a generous acre-plus lot is this circa 1900 farm house. The setting is magical with gorgeous mountain views over the surrounding farmland and the village. Step out the back door onto the scenic D&H Rail Trail and bike, hike or ski for miles. Divided into 2 living spaces with separate entrances it lends itself to many possibilities. One side with two bedrooms and bath upstairs, kitchen and living/dining room and half bath on the ground floor has been used for a home business, but could also be a great Air Bnb income generator. The larger side has a heated garage/workshop space, a great entry mud room, separate laundry, full bathroom, sunny kitchen, and large dining/living room on the main level. Upstairs is a large master bedroom with 2 walk in closets - or it could be a family room - with wood stove and sliding door opening to a generous deck, two more bedrooms and a full bath. Amenities include two outbuildings; the unique hexagonal original railroad ticket office, and a second small shop/studio building with antique Glenwood wood stove. Also a lovely stone bridge, mostly full basement with Buderus boiler and twin oil tanks, and hard and softwood floors, original doors, moldings, built ins, and stained glass. There is some upkeep and maintenance to be done, but it has great bones and potential. Quiet location but just 25 minutes to Manchester and convenient to Saratoga, skiing, swimming, and fishing. School choice 7-12.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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50 School Street Pawlet VT 05761

MLS Number 4889873

  • Commercial
  • Year Built 1905
  • Acreage 0.21

Amazing opportunity in the big heart of downtown Pawlet! This historic 1905 built D&H Railroad Depot was moved to Pawlet in the late 1960's and served as a popular gathering spot for locals and tourists alike. Originally repurposed for use as an ice cream parlor and currently operating as a restaurant (since June of 2017), The Pawlet Station offers a unique atmosphere for a one of a kind dining experience! The main level offers indoor dining with a fully equipped open kitchen and counter seating, a large covered patio and side porch dining overlooking Flower Brook. The lower level has a second prep kitchen, dish washing station, storage space and 2 restrooms. Come take a look!

Listed by Melissa Genovart of Rhodes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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1276 Route 149 Pawlet VT 05761

Pawlet, VT1276 Route 149

Price$106,000

Est. Mortgage: $/month

MLS Number 4887766

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

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: 3.56% last updated on Jan 20, 2022
* 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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Zorn Drive Middletown Springs VT 05757

Middletown Springs, VTZorn Drive

Price$150,000

Est. Mortgage: $/month

MLS Number 4885234

  • Land
  • 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: 3.56% last updated on Jan 20, 2022
* 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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59 Waite Hill Road Pawlet VT 05761

Pawlet, VT59 Waite Hill Road

Price$725,000

Est. Mortgage: $/month

Pending

MLS Number 4884967

  • Land
  • 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: 3.56% last updated on Jan 20, 2022
* 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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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: 3.56% last updated on Jan 20, 2022
* 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 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 18 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: 3.56% last updated on Jan 20, 2022
* 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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2841 Route 153 South Pawlet VT 05775

Pawlet, VT2841 Route 153 South

Price$299,000

Est. Mortgage: $/month

MLS Number 4878792

  • Multifamily
  • Square Feet 4,400
  • Units 4
  • Bathroom 1
  • Acreage 0.15

A very special multi-family property and opportunity! An architectural gem, extensively updated, with a magical setting along the Indian River! 2 floors housing 3 apartments and the Post Office space - 4 rental units in all. High ceilings, beautiful moldings and a walk-out full basement to the rear riverside terrace as well as a multi-level rear deck overlooking the river. All rewired, drilled well, newer boiler and hot air furnace, and an amazing attic with great possible potential as well. Apartments could use a little polishing up, but truly special spaces. Currently, +/-4400sf of living space plus the full basement and attic spaces... An incredible opportunity to live in one unit and collect rent on the other 3! Access to Rail Trail for biking, x-country skiing, walking, Mettawee School District/school choice 7 -12. High speed internet (Comcast x-finity). Great central location to Manchester and Granville/Glens Falls areas. Currently generating around $30k gross income - some rents are low, "friends" rates. Could realistically generate around $50k.

Listed by Scott Mcchesney of McChesney RE,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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5581 VT Route 30 North Pawlet VT 05761

MLS Number 4877774

  • Commercial
  • Year Built 1900
  • Acreage 2
  • Area In Town, Village

Established in 1972 from an 1800's barn, this impressive +/-5,000SF Timber frame restaurant has grown into a thriving business and destination. The unique and ideally configured 100+ seat restaurant lends itself beautifully to large or smaller private parties/gatherings with 4 separate dining areas. 1) Main Dining room (36+ seat/1,400SF) with soaring cathedral ceilings, a massive stone fireplace and huge windows looking down the Mettowee Valley. 2) Loft - open to/overlooking the main dining room - (400SF/ 25+ seats) 3) Tavern (30+ seat/850SF) with stone fireplace, performance platform for live music and 4) Seasonal Porch (20+ seat/360SF) accessed from the Tavern with steps to lawn/garden area and views down the Mettowee Valley. The current owners/operators have made many substantial improvements over their 20+ years of ownership. Including but not limited to new heating system(2 new boilers 2021), 5 split unit heat/AC pumps, installed an engineered/state approved septic, kitchen addition (over 600SF kitchen space), w/ 130SF walk-in cooler space, and all updated well maintained equipment. Architecturally&aesthetically pleasing, this "quintessential Vermont” Restaurant is truly a magnificent property. And the business is impressive as well with strong figures and continued growth and profitability! In 2019, the Gross revenue was close to $1,000,000 with over 30,000 meals served! And currently, revenue and profitability have both increased since then with fewer operating hours.

Listed by Scott Mcchesney of McChesney RE,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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

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Copyright 2022 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 January 27, 2022.