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Homes For Sale in Pittsfield, Vermont

Pittsfield, Vermont is a tiny, scenic town of fewer than 600 residents set into the Green Mountains in Rutland County. Pittsfield is home to the Pittsfield Snowshoe Race that attracts visitors each year. If peace and idyllic mountain views are what you are in search of, Pittsfield may be the town for you.  

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Search real estate for sale in Pittsfield, Vermont below. Contact Williamson Group Sotheby’s International Realty if you have any questions or if you would like to schedule a showing. 

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4441 Vermont Route 100 Pittsfield VT 05762
Active With Contract

MLS Number 4917896

  • Commercial
  • Year Built 1850
  • Square Feet 7,946
  • Acreage 4.19

The iconic Swiss Farm Inn has operated successfully as a traditional bed and breakfast and 48-seat restaurant serving The World's Best Breakfasts to locals and visitors for decades. Located in Pittsfield, VT, one of New England's classic ski towns, just 10 minutes from world class skiing at Killington and Pico Resorts, the inn features 14 guest rooms, each with its own private bathroom, a commercial kitchen, public dining area, outdoor pavilion seating and comfortable gathering spaces where guests can socialize with others or just relax and enjoy the wonderful Vermont ambiance. The property includes lovely owner's quarters, featuring an updated kitchen, dining area, reading nook, sunny living room, three bedrooms, business office, attached oversized garage and plenty of storage for all your hospitality needs. The majestic setting features two expansive barns, wonderful open hillsides reminiscent of the Sound of Music and panoramic views of the surrounding Green Mountains. The pandemic brought new challenges to the Swiss Farm Inn, but also opportunity, as the inn has now fully transitioned to a highly profitable short-term rental property, appealing to ski clubs, wedding parties, family reunions, business retreats and a host of other groups who appreciate the multitude of outdoor activities, beautiful scenery, dining and shopping experiences, and sight-seeing that Vermont has to offer. As a B&B or AirBnB, the Swiss Farm Inn represents an extraordinary investment opportunity.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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369 Tozier Hill Road Pittsfield VT 05762

Pittsfield, VT369 Tozier Hill Road

Price$699,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4923241

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,578

An extraordinary and architecturally compelling residence, offering privacy and magnificent views from nearly every room. The southern exposure bathes the home in sunlight, providing passive solar heating, while mini-split heat pumps keep this wondrous home cool in summer. The unique design offers bright and open spaces that flow easily from room to room, evoking a palpable sense of harmony and balance throughout the home. The reimagined kitchen offers an abundance of workspace and attractive finishes. The kitchen opens to a stunning dining and living area, where entire walls of windows provide unobstructed views of the natural surroundings. Exposed beams radiating from the central fireplace enhance the sweeping views and create a dramatic focal point in the open space. The upper and lower levels are accessible by well-designed spiral stairs or full passenger elevator. Three bedrooms comprise the upper level, including a primary suite with striking bamboo floors, fireplace, walk-in closet, and updated bathroom. All three bedrooms share a common balcony with breathtaking mountain views, from which the tranquil sounds of Townsend Brook cascading below enhance the serenity of this majestic property. The walkout level features an expansive family room and quiet bedroom suite, while outside, mature perennials grace the grounds and a network of nature trails provide direct access to the abutting national forest. Please call to experience this exceptional property in-person.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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810 Upper Michigan Road Pittsfield VT 05762

MLS Number 4926180

  • Residential Single Family
  • Bathroom 4
  • Square Feet 3,712
  • Bedrooms 3
  • Construction Existing

BIG PRICE REDUCTION!!! A unique Vermont gem!! This farmhouse's original structure, built in 1850, was a classic Vermont cape. Now it's a soulful & innovative artist's home with a relaxed rustic ambience in a beautiful natural setting. Carefully renovated in the 1980s, it needs further updating but is ready for its new owners to move in! The property includes a beautiful meadow, perennial gardens, an outdoor patio, fine custom stonework, and large trees that keep the home cool in summer. The house 's southern exposure & passive solar features make the home cozy warm in winter too, as does the lg. Rumford fireplace in the kitchen and the two wood stoves. 2019 - New system 2000 furnace installed, French drains around the back perimeter, well pump & recently painted inside! The building is equipped with large generator w/ATS. Being sold unfurnished. Many built-ins, including 3 comfy sitting areas. Home is currently configured with 2 upstairs bedrooms, 2.5 baths, a large study, kitchen, dining & living room area, workshop [for ski tuning!] and an artist studio / study. Several work-from-home stations make staying longer easy! Pittsfield is home to biking & hiking trails, Nordic skiing, snowmobiling and is just 8 miles north of the Killington / Pico ski resort(s). For the investment Buyer there is an attached architectural office with 6 lg. rooms, a separate entrance, 1/4 bath and AC and propane heat. Rent to be negotiated, offices shares in services & utility cost.

Listed by Meghan Charlebois of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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161 Graysville Drive Pittsfield VT 05762

Pittsfield, VT161 Graysville Drive

Price$519,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4921591

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Bathroom 3
  • Square Feet 1,936

If you've been looking for that special mountain home in Vermont, this refined timber-frame cape just might be the answer. The 18-acre parcel is mostly wooded for the ultimate in privacy, yet conveniently located just minutes from Killington and Pico resorts. The covered front porch leads to an open kitchen/dining area with exposed hand-hewn posts & beams repurposed from the original on-site barn in the 1800s. The stylish modern kitchen features original hardwood floors, stainless appliances including a premium Bertazzoni gas range, an elegant black farmer's sink, quartz countertops and a convenient breakfast bar. The kitchen leads to a gracious living room on the north and a fabulous deck with wonderful winter views on the south, a perfect place for outdoor dining or to socialize with friends. Nearly all surfaces and components are new or improved, including a full walkout level remodel, which created a spectacular mudroom entrance and a generous laundry room complete with drying racks, folding table and trendy sliding barn doors. The walkout level also offers a full bathroom, an exercise room that could serve as a home office or family room and an 18x6 gear room with separate entrance to store all your favorite toys and equipment and keep the main house clutter free. This exceptional residence in the heart of the Green Mountains won't last long, so please call for a private showing today.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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69 Butternut Lane Pittsfield VT 05762

Pittsfield, VT69 Butternut Lane

Price$435,000

Est. Mortgage: $/month

MLS Number 4922554

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,889

Enjoy this private peaceful location on a dead end road that sits high above the West Branch of the Tweed River with lots of space for outdoor enjoyment. The beautiful updated kitchen with granite counter tops and wood floors has lots of light and a wonderful large island with room for everyone to gather. The inviting dining area then opens to the spacious living area with a wood burning fireplace. This level also has a den and back hall to the outdoor covered porch. A half bath and laundry complete this level. Upstairs there are 3 bedrooms, the master with it's own bath, 2 more bedrooms and another full bath. The basement has a large workshop and a bulkhead door to the side nearest the garage for easy accessl There is a finished office and lots more unfinished space. Outside you enter the well defined driveway with landscaping along the left side to the 2 car detached garage; In the back there is a fence along the river side of the property and small evergreens border the walkway to the back porch. Tbe garage and a small shed offer room for all your winter and summer toys. Don't miss this opportunity to enjoy the privacy of this location and yet be minutes to Killington and Pico.

Listed by Lenore Bianchi of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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3631 Route 100 Pittsfield VT 05762

MLS Number 4914660

  • Commercial
  • Acreage 0.7

Investment property with good rental opportunity. Located in bucolic Pittsfield and just minutes to the Killington Ski Area, this is a 3 unit commercial property consisting of a 2-bedroom apartment, a spacious main floor office unit with a 1/2 bath and a former studio with a 1/2 baht and a separate shower room. The basement is currently used as a personal gym. The property has flat, easy access with plenty of parking and great sight lines. Good opportunity as this property has previously been a successful country store, butcher shop and yoga studio.

Listed by Walter Findeisen of ERA Mountain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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3 Leigh Kelly Drive Pittsfield VT 05762

Pittsfield, VT3 Leigh Kelly Drive

Price$223,200

Est. Mortgage: $/month

MLS Number 4929054

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Square Feet 704
  • Bedrooms 2

Built in 1940, offers approximately 704 finished square feet, two bedrooms and one full bath, unfinished basement with built-in one car garage and large deck. This home sits on an approximate 548856 sqft lot (12.6 acres).

Listed by Sherry Price of REALHome Services and Solutions,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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322 Cahill Road Pittsfield VT 05762

Pittsfield, VT322 Cahill Road

Price$210,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4912512

  • Residential Single Family
  • Square Feet 1,148
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1

You won't be roughing it when you spend the weekend in this adorable camp! Located on 10.7 acres adjacent to the Green Mountain National Forest, this sophisticated seasonal camp offers all the comforts of home with two bedrooms, a full kitchen, a spacious open floor plan with soaring vaulted ceilings, 3/4 bathroom with shower, a lovely remodeled enclosed front porch, cozy pellet stove heat - even a mini-split heat pump for economical heating and cooling. Not currently installed, but telephone, satellite and fiber optic internet are available and serving adjacent properties. With the National Forest next door, the VAST snowmobile trailhead just up the road, and Killington ski resort 20 minutes away, this is an ideal getaway for the outdoor enthusiast. Though fully insulated, this camp is not suitable as a full-time residence - it is considered a seasonal camp with occupancy restricted to no more than 3 consecutive weeks and no more than 180 days/year. There is a 2000-gallon holding tank, but no leachfield. Buyers encouraged to conduct due diligence.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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 display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 28, 2022 8:39 PM EDT.