PreviousNext
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Pittsfield VT Real Estate

Search the latest real estate in Pittsfield, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

For more information, any questions you may have & to schedule a show, please feel free to give us a call or contact us online.

2040 Upper Michigan Road Pittsfield VT 05762

Pittsfield, VT2040 Upper Michigan Road

Price$389,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

3589 Liberty Hill Road Pittsfield VT 05762

Pittsfield, VT3589 Liberty Hill Road

Price$350,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4803899

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,632

The views are breathtaking on this lovely secluded spot ! This original owner, custom built two bedroom home features expansive deck, shed, two car garage and patio area. The exterior is CA Redwood while the inside coziness emanates from the warm Butternut in the living room and the kitchen cabinetry. Step inside this sun drenched home and marvel at the phenomenal views from several rooms. Relax in the spacious living room; watch the sunset by the cozy fireplace. Enjoy the trails just steps away with the Green Mtn National Forest as your neighbor. Garden space, blueberries, and maples grace the property on 53 acres of land in VT! Minutes away from ski area!

Listed by Kristin Martelle of Watson Realty & Associates, PLC

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

Pittsfield, VT37 High Glen Path

Price$349,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4798387

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

With a spacious kitchen and dining area open to a delightful living room with vaulted ceilings, central stone fireplace, and lots of natural light, this well-designed 3BR contemporary is perfect for entertaining. The living room offers oversized sliding glass doors for access to a sunny, south-facing deck offering wonderful mountain views and 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, while 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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

87 Townsend Brook Road Pittsfield VT 05762

Pittsfield, VT87 Townsend Brook Road

Price$269,999The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4786235

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 2,200

Attention Skiers and Snowmobilers! This 5 bedroom/ 3 bath home is located 8 miles away from the Killington Access Road and offers easy access to VAST snowmobiling trails! Excellent opportunity for a short term rental investment property. Great open floor plan for entertaining. Master bedroom suite with jetted soaking tub. Two outdoor decks to enjoy, one with a hot tub. Full unfinished walk out basement waiting to be finished and would make an awesome recreation room. Two car detached barn/garage with 24x16 second floor of unfinished space. Ideal property for a primary home or rental vacation investment. Extra bonus is the property is a very quick walk across the street to the Clear River Tavern! Access to endless hiking and mountain biking trails are close. Must see lots of potential here.

Listed by Marni Rieger of KW Vermont-Killington

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

153 Eagle Rock Road Pittsfield VT 05762

Pittsfield, VT153 Eagle Rock Road

Price$269,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4783626

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 6
  • Square Feet 3,108

Classic Austrian chalet in the quaint little ski town of Pittsfield, VT, just minutes from world class skiing at Killington and Pico resorts. This 6-bedroom chalet has all the features you'd expect in a vintage ski chalet - post & beam construction with exposed beams on the upper level, massive natural fieldstone fireplaces in the living room and family room, wraparound deck, upper balcony, a full wetbar with natural, live edge wood slab bar top and an open living/dining/kitchen on the main level that's ideal for entertaining large groups of friends and family. With six bedrooms and three and a half bathrooms, this home could be updated to make an impressive AirBnB rental. Imagine the possibilities - call today for an appointment to see this exceptional traditional ski haus.

Listed by Kyle Kershner of Killington Pico Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

199 Heritage Heights Pittsfield VT 05762

Pittsfield, VT199 Heritage Heights

Price$229,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 4808383

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,440

Neat ski or vacation home tucked into a wooded lot near the end of the road. Large open kitchen/dining/living room with wood burning stove, 4 bedrooms, 1.5 baths, full basement and direct access from the driveway parking into the house.

Listed by Jim Watson of Watson Realty & Associates, PLC

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

1662 Route 100 Pittsfield VT 05762

Pittsfield, VT1662 Route 100

Price$169,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

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, a brand new septic system and new siding and trim on the south side and part of the front side, 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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

Forsha Pittsfield VT 05762

Pittsfield, VTForsha Road

Price$110,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4810335

  • Land
  • Acreage 67.3
  • Zoning rural residential

This is one unique piece of land. Located high up at around 1600 feet, this property is completely surrounded by thousands of acres of National Forest Land. The access is on Forsha Road, which is a Class 4 road and crosses the far eastern boundary of the property. A 4x4 truck, ATV or snowmobile is needed to get to the parcel, which is why it's called the Hideaway, it's so private. While it is obviously an off-grid property, there is a nice mountain stream within the boundary, that runs below the cleared home-site, which could provide water for non-drinking usage. There was an old settlement here in the 1850's, and the National Forest Service has identified a few cellar holes on the parcel. There are old apple trees in what could have been part of an orchard and a clearing that would be perfect for a cabin or camp. This clearing is located in an open flat area within the forest with long range views possible with some tree thinning. The clearing faces southwest with local mountains which would frame a picture-postcard view. If you are looking for a special property to recreate, relax, or hunt in an almost exclusive natural environment, this one is for you.

Listed by Thom Milke of Fountains Land Inc.

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

Wilcox Peak Pittsfield VT 05762

Pittsfield, VTWilcox Peak Road

Price$100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4811393

  • Land
  • Acreage 11.3
  • Area Mountain, Rural
  • Zoning None

A rare and beautiful 11.3 acre lot with views of Killington & Pico Mountains. The lot is mostly level and is located at the very top of Wilcox Peak! Trees will need to be felled to open up the view but worth every penny if done. There's a roughed in driveway with orange blaze markers which will show you the perimeter of the land. The land perked in the 2005. A pit test is scheduled to be preformed in July. Two sources of electric power available at drive and on adjacent property. EC Fiber available. This would be a great piece of land to build on and call home!

Listed by Meghan Charlebois of Ski Country Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

191 Bombadil Pittsfield VT 05762

Pittsfield, VT191 Bombadil Path

Price$77,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4773733

  • Land
  • Acreage 4.87
  • Zoning None

The best lot in Pittsfield! A beautiful setting for a three (3) bedroom single family home in Pittsfield. The land gently slopes up to a sunny house site which looks out at South Hill. Being sold with a State approved 3 bedroom septic permit. Check out the 3 conceptual schematic drawings of a modern house site set into the hill with septic and landscaping facing South Hill. All the work has been done for you, permits, drawings and a beautiful site. Now you just have to build it! Shared leach field with neighbor to left. Townsend Brook covenants apply, only one single family home can be built and an appurtenant shed, barn and garage.

Listed by Meghan Charlebois of Ski Country Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

2358 100 Pittsfield VT 05762

Pittsfield, VT2358 100 Route, Unit 201

Price$69,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4811049

  • Condo
  • New Contruction Existing
  • Complex Wintergreen
  • Year Built 1995
  • Square Feet 510

Looking for that first condo unit or investment property? Look no further. This efficient one bedroom unit in Wintergreen has its own private deck on the front of the building with ample natural light! The upper loft area window has been upgraded as an egress window and the kitchen is updated. Relax after a long day on the slopes of Killington Resort or Pico Mountain just 10 minutes away. Enjoy all that Vermont has to offer year round with this unit, easy access to route 100 and a low HOA fee. Call today for more information on this amazing unit.

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

17+18 Moose Run Pittsfield VT 05762

Pittsfield, VT17+18 Moose Run Road

Price$52,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 4769786

  • Land
  • Acreage 2.26
  • Zoning res

Two wooded lots between Hawk Mountain Road and Moose Run. 2.26 acres on left side of Moose Run (Lots 17 & 18) up to the cul de sac (last house on right side "Happy Valley" is the cul de sac). Combined lots have a State of VT approval for the construction of a 4-Bedroom single family home, max. 7-person occupancy. House site is roughed in and permitted driveway is under construction (June 2020). Electric at street. Property subject to Hawk Mtn. Restrictions & Covenants.

Listed by Tricia Carter of Ski Country Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.03% last updated on 2020-07-09

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

Broker Reciprocity

Copyright 2020 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 July 12, 2020.

 

Stunning Privacy, Sugarbush Views

30.9 +/- Acres, 3,241 SQ FT, $825,000 Details

 

Mad River Valley Farmhouse

Historic Beauty, Views to Die For $335,000 Details

 

Nearly 50 Breathtaking Acres

4 Buildable Lots or One Treasure $1,295,900 Details