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.

4275 Route 100 North Pittsfield VT 05762

Price$1,600,000

Est. Mortgage: $/month

MLS Number 4733107

  • Residential Single Family
  • Construction Existing
  • Bathroom 17
  • Bedrooms 16
  • Square Feet 5,958

Prime spot and strong investment opportunity minutes to Killington Mountain Resort! Located on scenic Route 100 with gorgeous mountain views everywhere you look, this special estate 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 housekeeping quarters. The property boasts over 37 scenic acres complete with two ponds, a waterfall, endless hiking & biking trails, and farm with multiple large barns & spectacular views of the Green Mountains from any corner of this fine Vermont estate. The property is currently being run as the Amee Farm Lodge which hosts VT weddings, family reunions, corporate events, conventions, retreats & private parties. The downstairs level is perfect for gatherings of up to 200 people. This property could be used as a single family home, a multi-family investment or strict rental property with strong income potential. The property affords direct access to snowmobiling and is located very close to world class skiing and golf! Truly a must see. Schedule your private tour today. Endless opportunity here!

Listed by Marni Rieger of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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298 Moose Run Pittsfield VT 05762

Price$705,000

Est. Mortgage: $/month

Pending

MLS Number 4733573

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,349

Magic Mountain is just that, magic! The amazing views of Killington and Pico are enchanting and seen from almost every room in this spectacular mountain home. This single family home has 4 large bedrooms, 4 baths and sits on 10+ private acres. Southern exposure adds lots of natural light and keeps utility costs low. A 2006 custom built timber frame barn, 3 ponds, rolling fields and a babbling brook all enhance this special property. One floor living on the main level. Wake up to mountain views in the master en-suite bedroom. The master bath is beautifully done in rich marble with radiant heated floors. The updated kitchen was custom built adding soap stone counter tops, an island, upgraded stainless steel appliances, custom cabinets, hardwood floors and a new top of the line Kitchen Aide dishwasher. The laundry room has a new full size LG washer and dryer. Warm up in the lg. sauna on those cold winter days. There's also a private library/den with a fireplace. Upstairs are two large bedrooms and a full bath which provide privacy for visitors. Grab a bottle from your private stock in the wine room on the lower level. Or get a quick workout in the basement gym! It has enough room for all your things and an additional guest room and 3/4 bath! There's reliable internet and cell service, a whole house generator and automatic transfer switch which will give you piece of mind if your away. Being sold partially furnished. Owner is licensed VT real estate broker.

Listed by Meghan Charlebois of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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4441 Route 100 North Pittsfield VT 05762

Price$599,000

Est. Mortgage: $/month

MLS Number 4733136

  • Residential Single Family
  • Construction Existing
  • Bathroom 17
  • Bedrooms 18
  • Square Feet 7,518

PRIME LOCATION, STRONG INVESTMENT OPPORTUNITY MINUTES TO KILLINGTON MOUNTAIN RESORT! This wonderful 18 bedroom home is currently being run as a family-owned successful bed and breakfast for over 20 years 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, this property enjoys a fabulous reputation for being a cozy place to stay! 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 property 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 home. Loads of possibilities here! This property is ideal for a group ski house or multi-family investment. Excellent rental potential here, especially for short term rental. 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! Must see to appreciate!

Listed by Marni Rieger of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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162 Trillium Hill Road Pittsfield VT 05762

MLS Number 4714983

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,800

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: 4.17% last updated on Apr 18, 2019
* 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 Road Pittsfield VT 05762

MLS Number 4747130

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,754

The Bears Nest has been home to many family gathering, quiet nights in and amazing weekend getaways for this family but now it is time for a new group to enjoy all this property has to offer. Take in the mountain views from every room or sit on your choice of several deck levels. On the first floor you will find a large slate floor living room with fireplace and sliding door to the main patio. As you ascend the stairs a second floor with breath taking mountain views, an open concept living, dining and kitchen are the first things you will notice. The kitchen has sight lines to the dinning room and living room allowing everyone to be together no matter the room they are in. On the top floor the master suite with en suite bath and screened in deck will allow complete relaxation. This home is a must see for anyone looking to call Vermont home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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$365,000

Est. Mortgage: $/month

MLS Number 4705564

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,809

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: 4.17% last updated on Apr 18, 2019
* 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$325,000

Est. Mortgage: $/month

MLS Number 4611802

  • Residential Single Family
  • Construction Existing
  • Bathroom 11
  • Bedrooms 9
  • Square Feet 6,390

FULL SERVICE VERMONT QUINTESSENTIAL COUNTRY INN AND RESTAURANT! Circa 1835, registered as a State Historical building, sits on 3.5 +/- acres of beautiful landscaping. 8 spacious bedrooms all with private bathrooms! Rooms are large and furnished with antiques, quilts and rocking chairs. 40 seat restaurant, with full commercial kitchen. Lodging is licensed for 19 guests. Large living room complete with antique pot belly stove. Wet bar! Separate 2 story owner's quarters with kitchen, office, living room, bedroom and full bathroom. GREAT LOCATION....on one of Vermont's busiest and most scenic routes. Surrounded by, and borders, the magnificent Green Mountains National Forest! Year round activities: golf, hiking, biking, tubing on the White River in the summer and near to 4 of the largest ski resorts in the northeast, Killington, Okemo, Suicide Six and Sugarbush. On the VAST snowmobile trail at Corridor 100. Ideal for weddings, reunions, retreats and functions. This is a turnkey operation, with advance bookings. Guest data base, web address, operational furniture and equipment included! Owners have operated the business for 17 years, on a part time basis, and are retiring. This property can also be used as a single family home, as apartments or even office space! New lower price of $349,000! Opportunity is knocking for you!!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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$319,000

Est. Mortgage: $/month

MLS Number 4705911

  • Multifamily Multi-Family
  • Square Feet 5,502
  • Units 2
  • Bathroom 4
  • Acreage 1.5

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: 4.17% last updated on Apr 18, 2019
* 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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26 Fiddlehead Lane Pittsfield VT 05762

Price$235,000

Est. Mortgage: $/month

MLS Number 4730238

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,512

1.8 Acres on a corner lot. Less than 15 minutes to Killington. Close to VAST trails for snowmobiling. New Vinyl Sliding Glass Door leading out to a newly constructed back deck. Vinyl replacement windows throughout the house. Granite Counter Tops in the kitchen and bathrooms. Relax in the spacious living room and enjoy the Wood Burning Stove. This home is being sold fully furnished and equipped. Cable and ECFiber Internet ready. Unique Almost Heaven brand outdoor Sauna. Enjoy the tranquility.

Listed by Michelle Lord of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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427 Lookout Road Pittsfield VT 05762

Price$198,000

Est. Mortgage: $/month

MLS Number 4733457

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,536

Great opportunity for a primary home or a vacation retreat in this fully furnished and equipped 2-bedroom, 2-bath private end of road location. This home has 2 separate living areas both with efficient gas fireplaces as well as each bedroom and bath on separate levels. Large wrap around deck with mountain views situated on 1.5 acres makes this mountain hideaway a relaxing serene spot. Short 15 min drive to Killington and Pico resorts on a town maintained road.

Listed by Bret Williamson of Killington Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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1662 Route 100 Pittsfield VT 05762

Price$169,000

Est. Mortgage: $/month

MLS Number 4718202

  • Multifamily Multi-Family
  • Square Feet 2,734
  • Units 2
  • Bathroom 4
  • Acreage 0.6

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: 4.17% last updated on Apr 18, 2019
* 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

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Copyright 2019 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. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated April 24, 2019.