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-Killington

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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 home was built in 2006 by a builder for he and his family. Every detail was well thought out in advance. It's impeccably maintained and beautifully decorated. A 3 bedroom, 3 full bath Adirondack style home with a finished walk out full basement, a garage, central air conditioning, a private hot tub room and extra bonus rooms! The house sits on 2.6 acres off a cul-de-sac. A very quiet and sunny location. Open floor plan so no ones left out! The kitchen has granite counter tops, looks out to a gorgeous living/dining room with expansive windows 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, a laundry room and 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. Call to schedule for an appointment. Never rented.

Listed by Meghan Charlebois of Ski Country Real Estate

$
$
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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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2040 Upper Michigan Road Pittsfield VT 05762

MLS Number 4772122

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 1,468

Brookside is a unique residence of exceptional quality where you can experience the idyllic Vermont lifestyle - one where the stream sets the tone for the day, where dogs play in the brook, bonfires blaze at night and reading next to the stream is a piece of heaven. Surrounded by miles of protected lands, you can take a leisurely stroll on the private nature paths or connect to the extensive network of old roads and trails in the Green Mountain National Forest. A stones' throw from Vermont's VAST trail network, you can enjoy hiking, biking, snowshoeing and snowmobiling right from your door. The house has been extensively remodeled with top-of-the-line materials and carefully selected blends of regional woods, which reflect the beauty of the surrounding forest and the history of New England. The kitchen features hickory cabinets, handsome white ash floors and stainless appliances, custom cherry vanities and porcelain tile grace the bathrooms, while the living room features a vaulted ceiling and stone fireplace with new gas-fired insert. Anderson 400-series windows and sliding glass doors visually and physically connect the interior living spaces with the natural world outside. Nearly everything is new - architectural shingles, newly stained clapboard, LED lighting, new crushed stone driveway and outdoor seating area and so much more. Offered fully furnished with high end furniture and accessories, you can settle in and appreciate the serenity of this special place today.

Listed by Kyle Kershner of Killington Pico Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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 $325,000! Opportunity is knocking for you!!

Listed by John Wetmore of William Raveis Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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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37 High Glen Path Pittsfield VT 05762

Price$319,000

Est. Mortgage: $/month

MLS Number 4749225

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,947

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: 3.55% last updated on Aug 22, 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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157 Hawk Run Road Pittsfield VT 05762

Price$250,000

Est. Mortgage: $/month

MLS Number 4747866

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,480

A nicely maintained 3 bedroom, 1.5 bath Hawk home on 1.3 acres. Very private location. New shake shingle roof 2018, new baseboard heating throughout, new septic system to be installed in 2019 as soon as weather allows! A non-rental home. Being sold furnished & equipped.

Listed by Meghan Charlebois of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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: 3.55% last updated on Aug 22, 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

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 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 4764653

  • 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: 3.55% last updated on Aug 22, 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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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 August 23, 2019.