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 for, Pittsfield may be the town for you.  

Browse Pittsfield Real Estate

Search real estate for sale in Pittsfield, Vermont below. Contact us 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

MLS Number 4515759

  • Commercial
  • Listing Agent Name Marni Rieger
  • Year Built 2008
  • Acreage 37.2

Prime Investment Opportunity Minutes to Killington Mountain Resort! Located on scenic Route 100, the Amee Farm Lodge is relaxed country elegance at its best. The fully restored post & beam farmhouse features 15 deluxe guest bedrooms with wide planked pine floors, hand hewn wooden furniture, comfy beds with Tempurpedic mattresses & private bathrooms with stone-lined showers & lovely large rain showerheads. There are several spacious common areas, including an inviting wrap around porch for admiring the amazing scenery, and great innkeeper quarters. The property boasts over 37 scenic acres complete with two ponds, a waterfall, endless hiking & biking trails, active working farm with multiple large barns & spectacular views of the Green Mountains from any corner of this fine Vermont estate. The Amee Farm Lodge hosts VT weddings, family reunions, corporate events, conventions, retreats & private parties. The downstairs level is perfect for gatherings of up to 200 people. Truly a must see.

Listed by Marni Rieger of Peak Property Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

298 Moose Run Road, Pittsfield, VT 05762

Price$735,000

Est. Mortgage: $/month

MLS Number 4700496

  • Residential Single Family
  • Listing Agent Name Meghan Charlebois
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Stunning contemporary home complimented by a custom built timber frame barn on 10 very private sloping acres. The home faces south with incredible views of Killington & Pico Mountains! A paved circular drive surrounds the home. Drive through the covered portico to your front entrance. One floor living makes this home easy. Gorgeous windows flood the living room with natural light. Floor to ceiling stone fireplace completes the first floor setting. Generously portioned master bedroom en-suite with large walk-in closet and custom built marble bathroom. The upstairs is a great get-away for guests or family with 2 bedrooms and a large full bath! The lower level has a 4th bedroom, full bath, bonus rm., a large greet room, a wine cellar & 1.5 car heated garage. Outdoors is a trek patio with field stone steps that take you down to your own swimming pond that looks out over incredible mountain views! For the chef there's a custom built island kitchen with custom Alder cabinets, Red Oak hardwood floors, DCS Propane Stove Top and drop down Vent, Dacor Convection Oven & Warming Tray and soap stone counter tops! New LG full size Washer & Dryer, New Kitchen Aide Dishwasher. Oh and work at home with reliable internet & cell service! Yur energy bills will stay low with Nest thermostats & solar gain! Never worry about losing power with a whole house Generac Generator & auto- transfer switch. Partially Furnished. Owner is a licensed VT RE Broker.

Listed by Meghan Charlebois of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

4441 Route 100, Pittsfield, VT

MLS Number 4715280

  • Commercial
  • Listing Agent Name Marni Rieger
  • Year Built 1850
  • Acreage 4.19

PRIME LOCATION, STRONG INVESTMENT OPPORTUNITY! The Swiss Farm Inn is a family-owned and operated bed and breakfast located in beautiful Pittsfield, Vermont with sweet mountain views everywhere you look. Known for over 20 years as being the Home of the World's Best Breakfast, the Inn enjoys a fabulous reputation for being a cozy place to stay with long term repeat business! This property is minutes from world class skiing at Killington Mountain Resort, features direct access to the VAST Snowmobiling Trail System, the Green Mountain Bike Trails, and is very close to the Green Mountain National Forest. The Inn has 15 guest rooms all with private baths, a 48 person permitted restaurant with outdoor seating as well, spacious commercial kitchen, comfortable common spaces for guests to kick back and relax, 4 bedroom/ 1 bath innkeepers home which could easily be turned back into guest rental units. On site there is a large 2 level barn, greenhouse, and an oversized 2+ car garage with direct entry into the Inn. This property has been lovingly maintained and is ready for the new owners to come in to make it their own. Loads of possibilities here! Schedule a tour today to appreciate all this wonderful property offers in the heart of the Green Mountains with endless recreational opportunities right from the door!

Listed by Marni Rieger of Peak Property Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

239 SILVER SPRING HILL RD (SAN), Pittsfield, VT 05762

MLS Number 4603066

  • Residential Single Family
  • Listing Agent Name Tricia Carter
  • Bedrooms 5
  • Bathroom 4
  • Construction Existing

Privacy without isolation on this 7.5 acre Pittsfield hillside home site. Every room has a fabulous south facing view of long distant mountain range! Open living-dining-kitchen floor plan with huge walk-in pantry with a window & heat. Walk-in level entry has a spacious mudroom, laundry room and one of two stone fireplaces. From a concrete walkway, to an exterior door, an elevator can take you to the main level bedroom. Main level: 2nd stone fireplace in very spacious living area with dining and a breakfast nook. 3rd level: the master bedroom with a curved wood doored closet, an opening looking down to the living room's fireplace and built-in dresser and an extra room. Propane heat. Furnished & equipped except for wall hangings and artwork. Also includes a whole house generator.

Listed by Tricia Carter of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

162 Trillium Hill Road, Pittsfield, VT 05762

MLS Number 4714983

  • Residential Single Family
  • Listing Agent Name Meghan Charlebois
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

This is a beautifully maintained 3 bedroom, 3 full bath Adirondack style home with central air conditioning! Very private 2.6 acres, sunny, on a cul-de-sac a quiet location. Open floor plan. Kitchen has granite counter tops, looks out to a gorgeous living/dining room and stone fireplace! Hard wood floors, cathedral ceilings and tons of sunshine makes this home incredibly inviting! Upstairs is a master en-suite with a loft. Main floor has two bedrooms, full bath and laundry room. The hot tub room is an added plus for fun!! Basement hosts a full bathroom, 2 bonus rooms, a ski closet and a walkout to garage. Furniture and furnishings are negotiable.

Listed by Meghan Charlebois of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

63 Tozier Hill Road, Pittsfield, VT 05762

Price$425,000

Est. Mortgage: $/month

MLS Number 4705564

  • Residential Single Family
  • Listing Agent Name Nathan Mastroeni
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

A custom built marvelous house located in Pittsfield, Vermont. Complete with detached two car garage and all the updates of a luxury mountain home. The basement remains unfinished and ready to become anything you desire. Sit on the back deck and listen to the sounds of the flowing brook or take in a mountain view from the covered front porch. This home is ready for new owners to enjoy it for years to come. Located just 10-15 minutes to Killington Resort and some of the best skiing in Vermont.

Listed by Nathan Mastroeni of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

3911 Route 100 Route, Pittsfield, VT 05762

Price$395,000

Est. Mortgage: $/month

MLS Number 4611802

  • Residential Single Family
  • Listing Agent Name John Wetmore
  • Construction Existing
  • Bathroom 11
  • Bedrooms 9

PRICE REDUCED!! If you are looking for a spacious residence, with true Vermont character, this is it!! Perhaps a unique opportunity for a ski club or a snowmobile club to own an ideally located club lodge!! The circa 1835 residence is registered as a State historical building and sits on 3.15 beautiful acres of level lawn. The 8 bedrooms, all with private en suite bathrooms, are large and furnished with quilts, antiques and rocking chairs. The living room is spacious and has an antique pot belly stove and a wonderful bar, for entertaining. Ample on-site parking. A separate 800 square foot, two story rental apartment, adjoins the residence, with a private entrance, a kitchen, living room, office space, extra-large bedroom and full bathroom! This apartment could provide excellent rental income! This beautiful residence is conveniently located on Route 100, which is one of Vermont's most scenic routes, and surrounded by the magnificent Green Mountains. In close proximity to four of the largest ski resorts in the northeast, Killington, Okemo, Suicide Six and Sugarbush. If your dream has been to have a classic Vermont bed and breakfast, the owners have the experience and expertise to help your dream come true!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

3911 Route 100 N., Pittsfield, VT

MLS Number 4610507

  • Commercial
  • Listing Agent Name John Wetmore
  • Year Built 1835
  • Acreage 3.15

PRICE REDUCED!! Casa Bella Inn & Restaurant is a full service Vermont quintessential country Inn. Circa 1835, registered as a State Historical building, it sits on 3.15+/- beautiful acres. The 8 bedrooms, all with private en suite bathrooms, are large and furnished with quilts, antiques and rocking chairs. Restaurant is licensed for 40 person capacity and has a full commercial kitchen; lodging is licensed for 19 guests. The living room is spacious and has an antique pot belly stove. There is also a bar. Ample on-site parking. A separate two story owners' quarters, or rental apartment, adjoins the Inn. It has a kitchen, living room, office space, extra-large bedroom and full bathroom. The Inn is located on Route 100, which is one of Vermont's most scenic routes, and surrounded by the magnificent Green Mountains. In close proximity to four of the largest ski resorts in the northeast, Killington, Okemo, Suicide Six and Sugarbush. Ideal for weddings, reunions and functions. Great year- round activities. This is a turn-key operation inclusive of advance bookings. Included in the sale are guest database, web address, equipment, operational furniture, and if needed, a two week training period. Owners have operated the business for 14 years on a part- time basis and are retiring.

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

37 High Glen Path, Pittsfield, VT 05762

Price$329,000

Est. Mortgage: $/month

MLS Number 4600880

  • Residential Single Family
  • Listing Agent Name Kyle Kershner
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

This well-designed 3BR contemporary is perfect for entertaining and features a tiled mudroom, spacious kitchen/dining area open to a delightful living room with vaulted ceilings, central stone fireplace, and lots of natural light. The living room offers oversized sliding glass doors for access to a sunny, south-facing deck overlooking the magnificently manicured grounds with mature perennials and lovely ornamental trees. The fully finished walkout level features a cozy family room where friends can gather in front of the woodstove, a guest bedroom, bathroom, and a generous finished laundry room which doubles as a rec-room. The two-car garage includes a heated workshop above and a separate pole barn can accommodate additional cars, ATVs, and snowmachines for the nearby VAST trail network. A beautiful home for all seasons in the heart of the Green Mountains.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

1485 Route 100 Route, Pittsfield, VT 05762

Price$285,000

Est. Mortgage: $/month

MLS Number 4699534

  • Residential Single Family
  • Listing Agent Name Joan Watson
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

Built in 1803, this rare gem was formerly known as The Snobird Lodge and operated as a Bed and Breakfast in the 1970's. The property reverted to a single family home and was subsequently reopened as the Stonewood Inn with 5 guest rooms, some with stairs to a sleeping loft. The owners served meals only to their guests, eventually creating an apartment for themselves in the walk-out basement. The expansive living room with cathedral ceiling, wagon wheel chandeliers and field stone fireplace, now with Harman pellet stove insert, brings you back to those days when folks mingled together in front of the fire after a great day on the slopes! Adjoining the living room through French doors is another large room with floor to ceiling views of the meadow and mountains to the rear of the property where the Tweed River meanders by. You will like the cozy dining room right off the kitchen, wide pine floors, decks to relax on in summer months and a storage building below the parking area that add to this piece of history. Come see for yourself!

Listed by Joan Watson of Coldwell Banker Watson Realty/Rutland

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

157 Hawk Run Road, Pittsfield, VT 05762

Price$225,000

Est. Mortgage: $/month

MLS Number 4695942

  • Residential Single Family
  • Listing Agent Name Meghan Charlebois
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

A 3 bedroom, 1.5 bath Hawk home on 1.3 acres at the end of the road in a cul-de-sac. Very private location. New shake shingle roof recently installed. 3thd owner, non-rental home. Being sold furnished & equipped.

Listed by Meghan Charlebois of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

3631 Route 100 North, Pittsfield, VT

MLS Number 4515347

  • Commercial
  • Listing Agent Name Marni Rieger
  • Year Built 1974
  • Acreage 0.7

Fabulous Investment Oppportunity minutes to Killington Mountain Resort! This wonderful commercial property consists of a spacious office unit with bathroom, a former Bikram Yoga and Martial Arts studio with 1/2 bath and walk-in stone shower, a 2 bedroom/1 bathroom apartment with woodstove, and a large lower level gym. Let your imagination run wild, loads of potential for this property! Flat easy access right off major state highway, plenty of parking space available. Must see to appreciate all this commercial opportunity offers in the heart of ski and snowmobile country!

Listed by Marni Rieger of Peak Property Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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 A VisitAsk A QuestionMore Details

Broker Reciprocity

Copyright 2018 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.