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Rupert & Pawlet VT Real Estate

Pawlet and Rupert are tucked to the North and West of Dorset surrounded by mountains and agrarian property. Home to Merck Forest & Farmland; 3,200 acres of sustainably managed forest and farmlands open to the public. Explore the 60 Acre farm, where pigs, sheep, chickens and horses roam free on sun-kissed green pastures. Unwind with a scenic hike on one of the over 30 miles of well-marked trails that wind through lush Vermont forest.  

Residents can enjoy the privacy Rupert and Pawlet have to offer while enjoying proximity to the area’s world-class activities. Take a short drive to Dorset Village and enjoy professional theatre at the Dorset Playhouse. Visit Manchester Center to indulge in a variety of excellent restaurants, shops and visit Lincoln’s Hildene, The Southern Vermont Arts Center and the Equinox Pond. 

Locals grab a slice of pie at Max’s General Store serving delicious woodfired pizza, and taste ethically harvested wild game at the Rupert Game Supper, a yearly event hosted at the Fire House featuring ethically harvested game from the mountains of Vermont.   

Chartered in 1761 and home to Reuben Harmon, a metalsmith given the right to mint coins called Vermont Coppers, Pawlet and Rupert have a rich chapter in Vermont’s history. Small and agrarian, the area still resembles its character from when it was first founded.   

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
  • Bathroom 6
  • Construction Existing
  • Bedrooms 4
  • Square Feet 6,748

This 55 acre family compound with fabulous views can accommodate alpacas, sheep, goats and horses. The home takes advantage of views throughout the four en-suite bedrooms, open living spaces and country kitchen. This property has been totally renovated, with a new standing seam roof, radiant heat, and new septic, windows, and doors. It has six outbuildings for housing animals, including one Morton building. All facilities are equipped with automatic waterers with immersible heaters. There is a large barn capable of housing four vehicles and 1,000 bales of hay. It also serves as the workplace on the farm. The pastures are fenced allowing for different size paddocks, depending on which gates are open/closed. The views are magnificent, with 900 feet on the Mettawee River, a lovely trout stream, and a fishing lodge. The home takes advantage of gorgeous views, open living spaces and a country kitchen. A piece of heaven in Pawlet, Vermont, just waiting to put your touch on it.

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

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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
  • Construction Existing
  • Bedrooms 4
  • Square Feet 1,466
  • Acreage 153.92

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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Foote Road Rupert VT 05768

Rupert, VTFoote Road

Price$350,000

Est. Mortgage: $/month

MLS Number 4693545

  • Land
  • Acreage 17
  • Zoning Rural Residential

Last available lot of four lot subdivision. Upscale, rural, private, quiet, mountain views. Foote Road. is quiet byway off Dorset West Road. Rare opportunity for privately situated residence with views and easy access to quality schools, historic village, golf, skiing,, fishing, hunting, biking, hiking shopping, cultural attractions.

Listed by R. Diedrich August 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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151 Mill Road Rupert VT 05776

Rupert, VT151 Mill Road

Price$325,000

Est. Mortgage: $/month

MLS Number 4891934

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,552

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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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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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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791 Three Sisters Drive Pawlet VT 05761

Pawlet, VT791 Three Sisters Drive

Price$120,000

Est. Mortgage: $/month

MLS Number 4895945

  • Residential Single Family
  • Square Feet 1,020
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing

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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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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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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Sandgate Road Rupert VT 05776

Rupert, VTSandgate Road

Price$24,999

Est. Mortgage: $/month

Active With Contract

MLS Number 4858727

  • Land
  • Acreage 1.3
  • Zoning ARR

Vermont Brookside Retreat A special opportunity - this beautiful Brookside meadow with great frontage along White Creek, easy access off a back town gravel road and Power at hand. The Parcel is fully in the river corridor and partially in the Zone A flood zone limiting it to agricultural/recreational use and allowing for the possibility of having a site for a seasonal RV camper. A very special setting and an affordable way to have that special piece of Vermont and your getaway retreat with fishing out your back door! Located just 20 minutes to Manchester/Dorset areas and just over 1/2 hour to Saratoga Springs, NY.

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.