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, Pittsfield, VT 05762

Price$749,000

Est. Mortgage: $/month

MLS Number 4676783

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Stories 3
  • Construction Existing

This is a one of a kind Vermont Country home! This special 4 bedroom, 4 bath single family home is complimented by a beautifully built timber frame barn. Both blds. face south and sit on 10+ very private acres! Drive up and park under the portico. The circular drive around the house is paved. Enter and your greeted by a floor to ceiling stone wall with a wood burning stove and a wall of windows that span the entire living area which look out at spectacular views of Killington & Pico! Enjoy one floor living with a Master en-suite, den/library, living/dining room, lg. custom kitchen with island, sauna, full bath, laundry room and large mudroom all on main level. 2 bedrooms on either end and a full bath upstairs completes a great get-away for guests or family! The finished basement has a 4th bedroom, full bath, office, workout room & wine cellar. The attached 1.5 car garage is heated. The south side has a custom built wrap around deck. Walk into the screened in porch from the deck, kitchen or the outdoor patio. Walk out the mudroom and down the field stone steps & walkway to a patio built with Trek Decking that overlooks the swimming pond and the babbling brook! The kitchen has custom built cabinets, top of the line appliances, hand built cutting board table and soap stone counter tops. Energy bills stay low due to solar gain and never worry about losing power with the whole house Generex Generator & auto- transfer switch! Owner is a licensed VT RE Broker.

Listed by Meghan Charlebois and Daniel Pol 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: 3.94% last updated on Dec 21, 2017
* 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
  • Bedrooms 5
  • Bathroom 4
  • Stories 2
  • 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

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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, Pittsfield, VT 05762

Price$450,000

Est. Mortgage: $/month

MLS Number 4611802

  • Residential Single Family
  • Bedrooms 9
  • Bathroom 11
  • Stories 2.5
  • 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

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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$354,000

Est. Mortgage: $/month

MLS Number 4657439

  • Multifamily Multi-Family
  • Units 2
  • Bathroom 4
  • Square Feet 5502
  • Acreage 1.5

This side by side duplex could has many possibilities as a single family home or a great rental. Located near the bottom of South Hill Road the easy access to this property from Killington is amazing. With 8 bedrooms total and 4 full bathrooms this home can accommodate even the largest groups. A large finished basement and two full living rooms allow for many groups to have their own private areas. This is a must see for anyone looking for a large ski house. Call today for a showing!

Listed by Nathan R. Mastroeni 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: 3.94% last updated on Dec 21, 2017
* 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$354,000

Est. Mortgage: $/month

MLS Number 4656910

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 4
  • Stories 2
  • Construction Existing

This side by side duplex could has many possibilities as a single family home or a great rental. Located near the bottom of South Hill Road the easy access to this property from Killington is amazing. With 8 bedrooms total and 4 full bathrooms this home can accommodate even the largest groups. A large finished basement and two full living rooms allow for many groups to have their own private areas. This is a must see for anyone looking for a large ski house. Call today for a showing!

Listed by Nathan R. Mastroeni 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: 3.94% last updated on Dec 21, 2017
* 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
  • Bedrooms 3
  • Bathroom 3
  • Stories 2
  • 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: 3.94% last updated on Dec 21, 2017
* 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, Pittsfield, VT 05762

Price$298,000

Est. Mortgage: $/month

MLS Number 4677890

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Stories 3
  • Construction Existing

Serenity awaits you minutes from Killington Mountain Resort! Enjoy amazing mountain views from almost every room of this fabulous architectural designed open contemporary home! Wonderful sunrises and sunsets on the decks, truly a must see. This awesome retreat has a spacious living room with fireplace and two dining areas all with walls of glass to soak in the spectacular views! Newly updated kitchen with butcher block counters, stainless appliances, and slate floor. There are three bedrooms all on the top level of the home which afford access to outdoor balconies; one of which is a master suite with private bath, fireplace and walk in closet. Large lower recreation room with woodstove and wall of glass. Really cool feature to this home is the elevator for convenience that stops at every floor. 2 car attached garage, shed, and so much more! Minutes to world class skiing, golf, and very close access to snowmobile trails! Come check out this special property today!

Listed by Marni Rieger of Peak Property 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: 3.94% last updated on Dec 21, 2017
* 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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2074 N Route 100, Pittsfield, VT 05762

MLS Number 4648966

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Stories 2
  • Construction Existing

Private location on 14.5A +/- 3 Bedroom home with partially finished lower level. Open floor plan on the upper level with large kitchen and living room opening with sliding glass doors to a very large deck. Lower level partially finished with cabinets ready to be placed for second kitchen, second living room, second bath, 4th bedroom, partially finished.

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: 3.94% last updated on Dec 21, 2017
* 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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90 Old Schoolhouse, Pittsfield, VT 05762

MLS Number 4664174

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 1.5
  • Construction Existing

Just six miles to the Killington Road, this eclectic contemporary post and beam chalet features an open floor plan including a living room with a cozy woodstove and prominent brick hearth, dining area and a vintage retro eat-in kitchen with center cooking island and new glass tile backsplash. The expansive mudroom with vaulted ceilings leads to a private back deck with outdoor hot tub and doubles as as a ski and gear storage room. Striking stained glass gable windows lend a special flare to the upstairs bedrooms, while the traditional master on the main level offers a fantastic walk-in closet. With the VAST snowmobile trail located at the head of the road and Killington and Pico ski resorts just a few minutes drive, this is an ideal vacation home 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: 3.94% last updated on Dec 21, 2017
* 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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102 Silver Spring Hill, Pittsfield, VT 05762

MLS Number 4651135

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 2
  • Construction Existing

Mountain Views overlooking a beautiful pond, this home is ready for new owners to enjoy for years to come. Four bedrooms with three full bathrooms add to an attached garage. See the large deck space to relax in the sun. Just minutes to Killington Resort and Pittsfield. This house is being sold furnished and equipped. Call today for a showing!

Listed by Nathan R. Mastroeni 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: 3.94% last updated on Dec 21, 2017
* 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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72 Fifield, Pittsfield, VT 05762

Price$115,000

Est. Mortgage: $/month

Pending

MLS Number 4651661

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 1
  • Construction Existing

Located within minutes of Killington ski area and just a stones throw off Rte 100 is this ranch home is the utmost in convenience while still enjoying the Vermont countyside. Fifield Drive is a private road with only three dwellings so privacy is key to the comfortable living whether it be full time or weekends. Three bedrooms and open concept living/dining/kitchen area. Security system and standing seam roof for low maintenance plus two outbuildings are just a few of the extras this property offers.

Listed by Patricia Harvey of Xsell Realty LLC

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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: 3.94% last updated on Dec 21, 2017
* 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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