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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.

345 Wilcox Peak Road, Pittsfield, VT 05762

Price$650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4445166

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

Magnificent 20 acre retreat tucked away high on Wilcox peak. This gorgeous home with long & short-range views overlooks the majestic Green Mtns and peaceful river valleys. From the moment you arrive, the free flowing layout exudes a laid back, relaxing feel, which tempts you to move right in! The light filled living room with cathedral ceilings and passive solar is a wonderful space to relax with a good book, great friends or snuggle up next to the soaring fireplace on a cold winters day. Entertain your guests from the eat-in kitchen or sit around the table in your attached dining room. With a deep soaking tub and custom tiled shower, this homes master suite is unlike any other! Each of the 3 bedrooms has a relaxing air that instantly make you feel peaceful and at home. With a woodstove, wine cellar, sauna and separate entrance downstairs you may never want to leave! This home also offers strong rental income potential!

Listed by Kaitlyn Hummel of ERA Mountain 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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

Price$549,000The price has recently decreased

Est. Mortgage: $/month

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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3911 Route 100, Pittsfield, VT 05762

Price$525,000The price has recently decreased

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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

436 Riverview Trail, Pittsfield, VT 05762

Price$399,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4514836

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

Magnificent post & beam log home overlooking the Tweed River and offering fantastic mountain and valley views. Imagine relaxing in the expansive living room before a roaring fire in the massive stone fireplace with timber mantel, surrounded by gleaming hardwood floors, beneath towering 30-foot cathedral ceilings. If you enjoy cooking, the generous chef's kitchen offers gorgeous granite counters, stainless appliances, center island, Shaker cabinets and a breakfast bar for friends to gather while you prep for dinner. The master suite features an equally impressive stone fireplace, vaulted ceilings, private balcony with views and a master bath with matching vessel sinks, jetted tub, dazzling tile work, luxurious radiant floor heat, and a custom steam shower. This exceptional home features a two-car garage so you'll be ready to go on every powder day. In the heart of the Green Mountains, with all your favorite outdoor activities at your fingertips, this is Vermont living at its best.

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

231 South Hill, Pittsfield, VT 05762

Price$359,000The price has recently decreased

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

231 South Hill, Pittsfield, VT 05762

Price$359,000The price has recently decreased

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

37 High Glen Path, Pittsfield, VT 05762

Price$340,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4600880

  • Residential Single Family
  • Bedrooms 4
  • 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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

121 Jenny Pond Road, Pittsfield, VT 05762

Price$329,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4619266

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

Impeccable four-bedroom home on 33 acres with seasonal guest cottage, sunny southern exposure, and mountain views. The main house features an expansive master suite, two fireplaces, wrap-around deck, an in-law suite with second kitchen, and an attached two car garage. The private setting provides breathtaking views and the magnificent grounds include beautiful stonework walls, blue stone patio, mature perennial gardens, nice sloping lawns and an outdoor hot tub gazebo. The gambrel-style cottage features a second two car garage below and a rustic, adorable guest suite on the upper level, ideal for summertime visitors. The property is located on a quiet dead-end road, abuts the Green Mountain National Forest, is close to skiing, mountain biking, hiking, VAST trails, and offers direct access to a shared, private swimming pond. Included with the house and cottage is a separate 3-acre building lot that could be sold, developed, or preserved to ensure privacy.

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4217 Route 100, Pittsfield, VT 05762

Price$299,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4615107

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

Sun pours in from the Southern exposure on this private setting sitting high above the town on 6.4A+/-. Enjoy the views of Pico peaking through. This home offers lots of light, an updated kitchen with granite counters, a gas fireplace that comes to life with the push of a button. The living/dining room has vaulted ceiling and lots of windows to let the sun warm you. This home has 3 bedrooms, 2 full baths, a mud rm/office, a second rec room with a wet bar, and laundry room. The rec room has it's own wood stove and a walkout to the landscaped gardens and pathways. In the summer enjoy sitting on the covered deck. The two car detached garage offers storage space and a workbench.

Listed by Lenore 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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

430 Hawk Mountain Road, Pittsfield, VT 05762

Price$289,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4643366

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

This Robert Carl Williams designed Hawk home features all the signature elements of the architect's aesthetic, including vaulted ceilings, an elegant living room with a striking floor to ceiling fieldstone fireplace, multiple living levels, natural wood trim and wide pine flooring. The expansive new master suite above a two-car garage is sure to impress with Jeldwen thermal pane windows, full bathroom, walk-in closet, cathedral ceilings and a cozy loft, ideal as a reading nook, office space or sitting room. The main house offers two guest bedrooms including a fabulous en-suite guest bedroom while the original third bunkroom now serves as a spacious, well-designed laundry room with new cabinets, countertops and appliances. Other recent updates include new living room windows, additional insulation, on-demand hot water heating system, kitchen appliances and more. The grounds are beautifully landscaped with terraced perennial gardens, hardscaped patio and a covered porch for al-fresco dining. A full length deck graces the upper level where the chickadees practically feed from your hand and a fully screened porch is the perfect place to enjoy the outdoors when conditions are less than optimal. This is a wonderful home for vacation or residential use in one of Vermont's quintessential ski towns, minutes from Killington and Pico resorts and a short drive to Woodstock, I-89 and New Hampshire's Upper Valley.

Listed by Kyle Kershner of Killington Pico Realty

{$agent->Name}

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

97 Old School House Drive, Pittsfield, VT 05762

Price$249,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4489550

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

Charming Cape beautifully sited at the end of a meadow. Custom built with a well thought out open floor plan that features plenty of natural light. The Spa room off the main floor bedroom is all cedar and includes a sauna and jetted spa and private deck. Heating and air conditioning system is 95 % efficient and only 4 years old. Siding and windows were replaced in 2010. Spacious 3 bay detached garage with storage above.

Listed by Peter Metzler 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

90 School House, Pittsfield, VT 05762

Price$235,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4600714

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

A beautiful meadow setting for your own single family home in Vermont! This property features lots of sunshine, a flat driveway, a private hot tub in the back, 3 large bedrooms, 2 full baths. Enter through a big open mudroom. There's open floor plan and eat in kitchen. Warm up with the wood burning stove. And the best feature? Easy access to the VAST Trail! Great for snowmobilers! Rental income avg. past two years $20-$25k on VBRO & Homeaway! Being sold furnished and equipped. Ready to move in for 2016 winter season!

Listed by Meghan Charlebois of Ski Country Real Estate

{$agent->Name}

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2074 N Route 100, Pittsfield, VT 05762

Price$235,000The price has recently decreased

Est. Mortgage: $/month

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

102 Silver Spring Hill, Pittsfield, VT 05762

Price$199,000The price has recently decreased

Est. Mortgage: $/month

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

{$agent->Name}

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

14 Graysville Drive, Pittsfield, VT 05762

Price$149,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4453807

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Stories 1.5
  • Construction Existing

Traditional log home featuring a large living room with cathedral ceilings and central fireplace, open to an inviting dining area, an expansive eat-in-kitchen, 4 bedrooms, 2 bathrooms, elevated front porch, and a mudroom entry. This home needs some work but located very close to VAST trails and with pleasing mountain views would make a great starter home, an affordable getaway, or an appealing vacation rental property.

Listed by Kyle Kershner of Killington Pico Realty

{$agent->Name}

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

72 Fifield, Pittsfield, VT 05762

Price$115,000The price has recently decreased

Est. Mortgage: $/month

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

{$agent->Name}

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2017 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.