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$735,000

Est. Mortgage: $/month

MLS Number 4700496

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

Contemporary 4 bedroom, 4 bath home complimented by a timber frame barn that face south on 10 very private acres! Paved circular drive and covered portico keep you dry in bad weather. Enter, your greeted by a floor to ceiling stone wall with wood burning stove & a wall of windows that look out at spectacular views of Killington & Pico! Enjoy one floor living; Master en-suite w/lg. walk-in closet, library, living/dining rm, lg. custom built kitchen w/island, walk-in butlers pantry, 2nd hall bath & sauna, lg. laundry rm with new LG full size W/D & mudroom are all on the main level! Upstairs completes a great get-away for guests or family with 2 bedrooms and a full bath! The finished basement has a 4th bedroom, 4th bath, bonus rm., lg. fitness / TV room, wine cellar & 1.5 car heated garage. Feel the warm sun on the custom built wrap around deck. Walk out the mudroom or screened in-porch & sit on your outdoor trek patio. Take the field stone steps down to your own swimming pond & look out at the incredible mountain views! Custom built island kitchen & cabinets, hard wood floor, DCS Propane Stove Top and Vent, Dacor Convection Oven & Warming Tray and soap stone counter tops for that country feel! Work at home with reliable internet & cell service. Energy bills 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

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

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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

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

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3911 Route 100 Route, Pittsfield, VT 05762

Price$450,000

Est. Mortgage: $/month

MLS Number 4611802

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

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

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

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

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

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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

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

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37 High Glen Path, Pittsfield, VT 05762

Price$340,000

Est. Mortgage: $/month

MLS Number 4600880

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

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

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

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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

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

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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

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

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121 Parmenter Place Common, Pittsfield, VT 05762

MLS Number 4705572

  • Residential Single Family
  • Listing Agent Name Patricia Linnemayr
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

A real gem on a lovely landscaped lot with apple and fir trees, just 150+/- yards to VAST trails. Includes air conditioners, snowblower and lawnmower and large freezer, gas grill and window treatments. Underground electric keeps the view pristine. Loads of closet space. Lovely screened in sun porch. Every room has a ceiling fan except the kitchen. Two sheds are large enough for snowmobile storage. This is a great starter home or vacation home for snowmobilers or skiers....Killington is just a 15 minute drive.

Listed by Patricia Linnemayr of Ski Country Real Estate

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

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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

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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

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