Pittsfield VT Homes

Learn more about Pittsfield homes from Kyle Kershner and KillingtonPicoRealty.com, the best source for real-time information about property for sale in Killington’s nearest neighborhood to the north, Pittsfield, Vermont. Conveniently located in the Route 100 corridor, Pittsfield is the classic ski town, offering a balance of vacation and primary residential homes. From affordable chalets to gentleman’s farms, Kyle Kershner can help you find a Pittsfield property that is right for you. Start here to browse all the homes currently for sale in the town of Pittsfield, VT.

298 Moose Run Road, Pittsfield, VT 05762

Price$725,000

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 acres. A lovely setting with southern orientation and incredible views of Killington & Pico Mountains! A paved circular drive surrounds the home. Park under a covered portico to enter this home. One floor living makes this home easy. Large windows span the the living room flooding it with natural light. A gorgeous floor to ceiling stone fireplace completes the first floor setting. The master bedroom en-suite is large with a walk-in closet and custom built marble bathroom. The 2nd floor is a great get-away for guests or family with 2 lg. bedrooms and a large full bath! The lower level freshly painted has a 4th bedroom, full bath, bonus rm., a large great room, a wine cellar & a 1.5 car heated garage. Outdoors is a trek patio with field stone steps that take you down to your own swimming pond overlooking incredible mountain views! For the chef, a custom built island kitchen with Alder cabinets, soap stone counter tops, red oak hardwood floors and top of the line appliances! And there's a new Kitchen Aide Dishwasher! The large laundry room has a new LG full size Washer & Dryer! Work at home with reliable internet & cell service! Your 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: 4.9% last updated on Oct 11, 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: 4.9% last updated on Oct 11, 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.

Listed by Meghan Charlebois of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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$409,000

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 R. Mastroeni of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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: 4.9% last updated on Oct 11, 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

345 Wilcox Peak Road, Pittsfield, VT 05762

Price$359,000

Est. Mortgage: $/month

MLS Number 4722642

  • Residential Single Family
  • Listing Agent Name Kyle Kershner
  • Construction Existing
  • Bathroom 4
  • Bedrooms 2

A magnificent mountain home on 20 acres, offering long range views from high atop Wilcox Peak. Priced well-below the assessed value, this remarkable home is perfectly livable as-is, but needs some work to bring it back to its full potential. You'll be amazed by the size of the rooms - a 14x32 living room with a wood-burning fireplace embedded in a wall of exquisite stonework, a 13x25 master bedroom suite with a 9x19 bathroom boasting vaulted ceilings, oversized jetted tub, 5x5 tiled shower and a powder room. Enjoy family time in the 15x19 game room complete with pool table and a cozy woodstove set against another spectacular hand-crafted stone hearth, or relax with a book or a movie in the 18x20 family room. Even the most sophisticated oenophile will be impressed when you draw the heavy hand-forged iron hasp and open the solid pine door revealing a 264-bottle wine cellar with stone walls, tile floors and room for expansion. Prepping for dinner parties will be a joy in the chef's kitchen featuring a Wolf induction cooktop in the center island, double ovens, gas grill, vaulted ceilings and stainless appliances. An oversized two-car attached garage keeps cars and toys out of the elements and multiple decks and interior vantage points offer spectacular views of Pico Mountain and beyond. All of this on 20 private and secluded acres, just minutes to downtown Pittsfield and a short drive to Killington, Woodstock and Quechee for world-class skiing and golfing, shopping and more.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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

231 South Hill, Pittsfield, VT 05762

Price$344,000

Est. Mortgage: $/month

MLS Number 4705911

  • Multifamily Multi-Family
  • Listing Agent Name Nathan Mastroeni
  • Square Feet 5502
  • Units 2
  • Bathroom 4

Side by Side duplex that has been rented on one side for many years and used by the sellers on the other side is ready for new owners. This expansive home has a large living room on each side, full kitchen and 4 bedrooms. To add to all of that the basement is finished on both sides of the house. Two large decks add to the charm of the house and give you a place to relax in the warm summer sun. With a metal roof this house will stand the test of time against the Vermont winters. Call today to learn more about this investment opportunity.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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: 4.9% last updated on Oct 11, 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, and just a short drive to Killington, 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 nearby. 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: 4.9% last updated on Oct 11, 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: 4.9% last updated on Oct 11, 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

1662 Route 100, Pittsfield, VT 05762

Price$189,000

Est. Mortgage: $/month

MLS Number 4718202

  • Multifamily Multi-Family
  • Listing Agent Name Kyle Kershner
  • Square Feet 2734
  • Units 2
  • Bathroom 4

Two-family home, located in one of Vermont's favorite ski towns, close to Killington and Pico resorts. The south unit features two bedrooms, a guest room or office, two bathrooms, living room, kitchen with appliances, dining room, mudroom, front porch and laundry room. The north unit features a large living room with cypress walls, fully applianced kitchen, dining room, a laundry room/powder room, two bedrooms, including a master suite with its own 3/4 bathroom. With a mixture of attractive wide pine plank, cherry, and durable hardwood maple flooring, a full basement for each unit, separate utilities and heating systems, and a brand new septic system, this property has potential for AirBnB or long-term rentals. Both units have rented for $875/month. This great multi-family property is perfect as an investment or as an affordable starter home with supplemental income to help pay the mortgage.

Listed by Kyle Kershner of Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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

316 Cahill Road, Pittsfield, VT 05762

Price$155,000

Est. Mortgage: $/month

MLS Number 4683185

  • Residential Single Family
  • Listing Agent Name Chris Bianchi
  • Construction Existing
  • Bathroom 1
  • Bedrooms 1

Beautiful wooded and rustic retreat on 4 acres with mountain views. Cozy one bedroom plus large loft Vermont chalet style home with open floor plan, vaulted ceilings, wood stove, and wide board wood floors. Nicely renovated inside and out. Enjoy great views from the many large windows on the main level and from the loft. Main level deck and second private deck from loft. A must see.

Listed by Chris Bianchi of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.9% last updated on Oct 11, 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

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.