Williamson Group logo

Search Homes

Pittsfield VT Real Estate

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.  

Browse Pittsfield Real Estate

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. 

Search Smarter - Create an account to save your favorite Pittsfield listings and to receive email notifications when similar listings become available. 

4275 Route 100 North Pittsfield VT 05762

Pittsfield, VT4275 Route 100 North

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4858950

  • Residential Single Family
  • Construction Existing
  • Bedrooms 16
  • Bathroom 18
  • Square Feet 22,926

The meandering Tweed River flows south from the Killington Basin to Amee Farm & Lodge in Pittsfield Village alongside Route 100 North the historic 'ski highway' linking Killington, Pico, Okemo, Sugarbush & Stowe. There Innkeepers offer sophisticated hospitality in a secluded setting minutes away from the amenities of the largest ski area in New England. The timber framed fieldstone & clapboard clad Lodge with 15+ guest rooms all with bath ensuite are located in a creatively repurposed antique farmhouse accented with wide hemlock plank flooring, natural stone tiled baths & handmade furniture. Views from the wide farmer's porch sweep over fields, barns & greenhouses toward Killington Peak. The fertile river bottom soil supports organic farming with hoop greenhouse providing fresh food for guests in the 'farm to table' tradition of rural Vermont Inn's. Two spring-fed ponds & the nearby Tweed and White Rivers are rustic & refreshing 'Huck & Tom' swimming holes in summer. Offered fully furnished & equipped for travelers, weddings, retreats, reunions & celebrations of life. An outstanding opportunity with gracious separate InnKeeper quarters.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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

4275 Route 100 North Pittsfield VT 05762

MLS Number 4856733

  • Commercial
  • Year Built 2008
  • Acreage 37.2

The meandering Tweed River flows from the Killington Basin to join the White River running alongside the historic 'ski highway' of Route 100 North linking Killington, Pico, Okemo, Sugarbush and Stowe. Amee Farm & Lodge provides sophisticated hospitality in a secluded setting just minutes away from the amenities of the largest ski area in New England. The post & beam timbered Lodge with its traditional wood plank flooring encloses 15 splendid guest bedrooms each creatively appointed with unique handmade furniture. Handsome stone tiled baths benefit from Vermont's abundant water resource with rainfall showerheads. Views from the wide farmer's porch sweep over the Farm to the Green Mountains. The fertile soil supports organic gardens and a series of greenhouses and agricultural barns are available to supply the needs of 'farm to table' dining. The two spring fed ponds and the nearby Tweed and White Rivers enable you to cool off on warm summer days. The setting is perfect for hosting gatherings close to nature with space to host over 200 guests for weddings, retreats, reunions and celebrations large and small. An outstanding investment opportunity for an Innkeeper with superb private living quarters.

Listed by Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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

3265 Route 100 Pittsfield VT 05762

Pittsfield, VT3265 Route 100

Price$948,000

Est. Mortgage: $/month

MLS Number 4863128

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,622

Experience Vermont's charm in this 3/3 SF mountain home situated on 118 acres! Consisting of two subdivided lots; one 115 acre lot with frontage on RT 100 and a 3 acre lot with frontage on Lower Michigan. The house is fashioned after an old barn to blend in to the woods. Beautiful long range views! Access the VAST trail system right from your front door! On property there are hiking, mountain biking, snowshoe and snowmobile trails not to mention sledding trails (See Trail Map attached). Enjoy the warm southern exposure that lights up your home and keeps heating costs down. Wide plank pine floors, soap stone kitchen counter tops, ceiling fans and a beautiful field stone wall with a Vermont Castings Wood stove enhance the beauty of this charming Vermont home. There are 3 large bedrooms with built-ins for storage. There's also a loft, an attic & a crawlspace for more storage. The basement has room for all your gear and a hot tub heating and power system can be hooked up and readied for those wanting to install a new hot tub. Interested in staying longer? The fast internet and cell service allows you to work right from home. Outside is a detached 2 car garage and a work shop. Onsite security system and cameras inside and out. Buyers may want to sign up for Vermont's Current Land Use Appraisal Program to get reduced taxes up to $4000/year! A foresters guess-ta-mated timber value is up $1000/per ac. Walking distance to town, shopping and restaurants. Shown by appointment only.

Listed by Meghan Charlebois of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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

309 Lookout Road Pittsfield VT 05762

Pittsfield, VT309 Lookout Road

Price$647,500

Est. Mortgage: $/month

MLS Number 4882515

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,750

Feast your eyes on this beautiful, secluded 3 bedroom, 2.5 full bath contemporary home. Updated residence with stainless steel appliances in the kitchen, modern low energy windows, doors and complete double insulated exterior for efficient heating. You will enjoy plenty of of natural light throughout the house complemented by cathedral ceilings in the great room as well as all 3 bedrooms. Cozy up to the Woodstove in the winter months and enjoy the huge grassy yard on a giant deck with eye-catching perennial flower blooms throughout the spring summer and fall. Additional improvements include: 3 bay, 2 story heated garage with 2 yoga walls and a grow closet (vented); a 2018 solar system that historically generates +4.21MWh annually (last 4 year average); and, a 2012 13kW automatic Generac propane generator. This property is well suited for your immediate enjoyment or rental income opportunity coming fully equipped with furniture etc... Find yourself only 20 Minutes to the K-1 gondola at the World Class Killington Resort and minutes away from sublime and expanding mountain bike trails, hiking, golf at Green Mountain National and ALL that the Central Vermont Green Mountains have to offer.

Listed by Tucker Adirondack Lange of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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

121 Townsend Brook Road Pittsfield VT 05762
Active With Contract

MLS Number 4877617

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 2,380

Barn Door Lodge is a wonderful mountain home located in Pittsfield, VT, an iconic ski town just minutes from Killington and Pico resorts. With four full bedroom suites, an expansive great room featuring wide plank floors, stunning pine vaulted ceilings, and full size pool table, an open kitchen/dining/living area, generous mudroom entry, and an outdoor hot tub, this classic chalet is a perfect vacation getaway. The eclectic fully renovated kitchen features new stainless steel appliances, concrete countertops, scintillating glass tile backsplash, plank style tile flooring, and a rustic barnboard breakfast bar with a handsome live-edge wood slab countertop. Each bedroom features a fully updated private bathroom and true to its name, is outfitted with sliding barn style closet doors. The private deck on the back of the home is perfect for summer happy hours and outdoor dining, as well as for relaxing in the luxurious six-person hot tub any time of year. If you like to snowmobile, the VAST trail network is less than one minute from your door and the Amee Farm public mountain bike trails are only a five minute pedal away. With access to such an array of outdoor activities, Barn Door Lodge is an ideal rental investment property, with exceptionally strong rental history - please contact us for details. This attractive and tastefully appointed home is being offered fully furnished and equipped, excepting a few personal items, so you can move right in and enjoy this lovely home today.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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

125 Park Place Pittsfield VT 05762

Pittsfield, VT125 Park Place

Price$355,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4873350

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,776

Attractive traditional cape located in the desirable Highwood community, just minutes from Killington. This 3-bedroom home is benefitted by a 5-bedroom septic permit, allowing for easy conversion of the full walkout basement or other expansion opportunities. The formal front entry leads to a center staircase design layout with easy flow through the common areas and first floor bedroom. The more practical daily entry is through the tiled mudroom, located between the attached one-car garage and the casual living room. The mudroom also provides access to the indoor spa where you can relax in the circular hot tub. The main living areas are graced by lovely wide pine plank flooring, offering a warm and rustic touch to the classic architecture. If you enjoy entertaining, you'll love the spacious and well-designed kitchen, which connects the casual living room and the dining room. The larger formal living room offers access to an expansive private deck, where you can hear the calming lull of the abutting Tweed River below. The upper level of this meticulously maintained residence offers a master bedroom with ensuite bathroom, a guest bedroom, bonus room and full bathroom. The full walkout basement could easily be finished for additional living space, a rec room or extra bedroom. This charming mountain home checks all the boxes, making it ideal for full time occupancy, vacation getaway or short-term rental use. Please call today to schedule a private showing of this lovely property.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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

3306 Liberty Hill Road Pittsfield VT 05762

MLS Number 4881051

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 528

This adorable little camp abutting the Green Mountain National Forest is the perfect weekend getaway for the outdoor enthusiast. You can enjoy snowmobiling, off-roading, snowshoeing, hunting, hiking and mountain biking right from your dooryard. The list of upgrades and improvements is so extensive, you might forget you're still roughing it! There are new footings and support beams underneath, a standing seam roof above, new solar panel with battery backup, new windows, new flooring, new bedroom carpet, and solid surface kitchen countertops. Fully insulated walls and ceilings ensure that the cozy woodstove and efficient propane heater will keep you comfortable all year round. Outside there's a private deck where you can listen to the mountain stream while enjoying morning coffee, there's a streamside firepit for toasting marshmallows and two sheds, one large enough to store your snowmachines, ATVs and other toys. This great little camp is offered fully furnished and ready to go - don't miss this opportunity, please give us a call today.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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

854 South Hill Road Pittsfield VT 05762

Pittsfield, VT854 South Hill Road

Price$79,000

Est. Mortgage: $/month

MLS Number 4881373

  • Land
  • Acreage 11.6
  • Area Mountain, Rural
  • Zoning None

Build the Vermont cabin of your dreams on this 11.6-acre parcel in the heart of the Green Mountains. This attractive wooded lot, just minutes from Killington and Pico ski resorts, offers land in both Stockbridge and Pittsfield, potential for long range views and a newly approved 3-bedroom State of Vermont WW Permit. State WW Permits do not expire, so you can buy now and build later or start clearing the land and be in your new home next spring. This property would make an ideal vacation getaway, but with high speed fiber optic internet at the street, you can stay connected to the rest of the world in real time and stake your claim in the new work-from-home economy. Please call today for more details about this unique and special property.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 9, 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 September 16, 2021.