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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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: 2.88% last updated on Sep 23, 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

Active With Contract

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: 2.88% last updated on Sep 23, 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: 2.88% last updated on Sep 23, 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$140,000

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: 2.88% last updated on Sep 23, 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

Active With Contract

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. A piece of heaven in Pawlet Vermont.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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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168 South Street Middletown Springs VT 05757

MLS Number 4863630

  • Land
  • Acreage 20.7
  • Zoning N/A

This is your dream homestead to be! These 20 acres make one of the most beautiful parcels available of this size you'll find. Right on the edge of the small village of Middletown Springs, this parcel features lovely views, road frontage on Route 133, interesting micro-topography, about 12-15 acres of sloping and level prime agricultural land split into two fields with a perennial brook snaking through the middle, small areas of woodland at opposite corners of the property, and power already running through the back field. Septic testing has been done and approved for a mound system.

Listed by Jason Saphire of www.EntryOnly.com

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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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162 Route 133 Pawlet VT 05761

Pawlet, VT162 Route 133

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4863457

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

Originally built in 1980 but a complete interior renovation was done in 2019. Renovations included wiring, drywall, roof (front of home) in 2019, floor joists, master bedroom, bathroom, hot water tank, heat/air conditioner pumps, IBC on demand propane boiler. Vermont Weatherization works audit performed in 2020. Timber frame accents throughout the home include exposed beams, shiplap and barnboard accent walls, as well as a timber frame front entry. All interior trim work, exterior siding and painting will be completed prior to closing. Excellent location to Mach's Market, Merck Forest & Farmland Center, village restaurants too! Zoned for some commercial use as well.

Listed by Faith Rhodes of Rhodes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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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476 Robinson Hill Road Pawlet VT 05761

Pawlet, VT476 Robinson Hill Road

Price$1,280,000

Est. Mortgage: $/month

MLS Number 4862422

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

Special opportunity! This charming and tastefully restored 1850's farmhouse is perched high on a knoll in an extremely tranquil classic Vermont setting. This home sits on 10.92 meadowed acres with outstanding long range mountain views along with desired end of road location and privacy. The main house has 4 bedrooms and 3 bathrooms. The barn is converted into a large game room, and attached to a 2 bedroom, 1 bath guesthouse. There is also an outbuilding that is finished and serves as an office, and a separate barn/garage. Apple orchard and beautifully landscaped. Certainly a labor of love and care is on display here. Play a few sets on the tennis court and then hop right into the pool and take in the views! A stones throw to the village of Pawlet, which has the convenience of Mach's Market, The Station Restaurant, and The Barn Restaurant & Tavern. 10 minutes to Dorset, 20 minutes to Manchester. A very special offering. Come visit the revitalized Pawlet community and this awesome family compound!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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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Sandgate Road Rupert VT 05776

Rupert, VTSandgate Road

Price$24,999

Est. Mortgage: $/month

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: 2.88% last updated on Sep 23, 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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4629 Vermont Route 30 Pawlet VT 05761

Pawlet, VT4629 Vermont Route 30

Price$425,000

Est. Mortgage: $/month

MLS Number 4845216

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 1
  • Construction Existing
  • Zip 05761

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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

369 Sykes Hollow Road Rupert VT 05761

Rupert, VT369 Sykes Hollow Road

Price$2,000,000

Est. Mortgage: $/month

MLS Number 4841751

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

Situated in Southern Vermont's Mettowee Valley; minutes from Dorset/Manchester and close proximity to Albany, Saratoga, and Saugerties, you can't help but recognize the magical, calm feeling as you approach Sykes Hollow Farm. Upon turning up the tree lined drive, passing three grass paddocks, large fields with Run-In Sheds, Derby Field and a competition sized outdoor Ring (100 x 200) the charming reimagined (2011) farmhouse awaits your arrival. Consisting of four bedrooms and three baths, and a wonderful open country kitchen where there is room for guests to help with dinner preparations before adjourning to the wood beamed, candle lit dining room. After dinner you can curl up with a good book or board game in front of a roaring fire in the cozy living room. This home also enjoys a running brook, swimming and skating pond, seven stall show barn and 70 x 144 indoor ring. Add a two-bedroom guest cottage for family or guests plus a barn with a studio/groom apartment as well as space for yoga, dance or exercise in loft area. This 33-acre gem awaits the buyer who is looking to embrace all a Southern Vermont lifestyle has to offer, including golf, hiking, snow shoeing, skiing and the opportunity to make lifelong friends and memories. All measurements approximate.

Listed by Richard Slocum of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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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8 East Street Middletown Springs VT 05757
Active With Contract

MLS Number 4746220

  • Commercial
  • Acreage 0.18

Grant's Village Store has been a successful, established business for over 40 years. The current owner has been operating since 1997. This business boasts: • Stable revenues & profits • Superior retail location • Loyal and trained staff This store is located in the town center and is the community meeting place. It offers all the necessities, many local specialty products, coffee, pet products, and so much more. This is the only store in town and is vital to the whole community. Other small stores are still 10+ miles away. There is no reason that this local goldmine shouldn't continue to be the success that it is now and has been for decades. Located in a tight knit community that offers school choice for grades 7-12. This is a wonderful community to raise a family in or to retire to. Even through a pandemic, this store has maintained a steady flow of business. Make a living and enjoy all the perks of living in a small, picturesque VT town. Escape the hustle and bustle and uncertainty of city life and enjoy making your own schedule with this unique business opportunity. The owner is ready to retire. Schedule a visit today!

Listed by Sarah Haley of NY and VT Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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

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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 September 25, 2021.