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Pittsfield Vermont Real Estate

Rutland County
Chartered: July 29, 1781
Area: 13,418 Acres = 20.97 Square Miles
Population (US Census, 2000): 427
Population Density (persons per square mile): 20.4

Pittsfield is found in the heart of the Green Mountains, with access to the Long Trail and extensive hiking and cross-country skiing trails in the Green Mountain National Forest. The town is smack in Central Vermont, along RT 100, north of Killington. Residents don’t have to drive far to get to Killington Resort and Pico Ski Area. The nearby Tweed River is a great location to fish. In under an hour one can drive from Pittsfield Vermont real estate to Vermont’s best ski resorts, like Killington Resort, Pico Ski Area, Suicide Six Ski Area, and Okemo Mountain Resort.

Town of Pittsfield Website


Lookout Road Pittsfield    [ Photos: 1 ]
Listing Price: $15,000

Has never been tested for septic design. Priced accordingly.

MLS #: 2809246 [View Property] + Add To Favorites


232 Route 100 Pittsfield    [ Photos: 11 ]
Listing Price: $150,000

Pittsfield, VT, a town of 427 residents. Come view this recently subdivided property. 4 bedroom septic design and perc test on file. Several possible building sites; log road provides walkable access. Close to golf, skiing and east/west Route 4 corridor.

MLS #: 2803933 [View Property] + Add To Favorites


57 Parmenter Place Pittsfield    [ Photos: 11 ]
Listing Price: $239,500

Vintage 4-bed room home on dead end Rd- walk to Village. River frontage- V.A.S.T. trails access. Fresh interior paint, new full bath, sunroom. Potential space for expansion. First-rate yard for garden or family relaxation. Minutes to Killington. Highly motivated seller.

MLS #: 2707853 [View Property] + Add To Favorites


Listing Price: $279,000

New options with this one! Two additional bedrooms and 1 bath under construction for total of 5 bedrooms, 3 baths. New 2 car garage/barn with 24x16 2nd floor space under construction. Also for sale is adjacent 1/2 acre lot with garage including well and electric negotiable.

MLS #: 2801887 [View Property] + Add To Favorites


155 Stonewood Crossing Pittsfield    [ Photos: 11 ]
Listing Price: $279,000

Grab Some Family Time! Start each morning around the breakfast table in your kitchen. This 1500 sq. ft. home has 3+ bedrooms, 2 baths, a wood floor living room with a wood stove. End the day lingering on the deck while the kids play in their tree house. If it's winter, hop on your snowmobiles because you're already on the VAST snowmobile trails!

MLS #: 2805358 [View Property] + Add To Favorites


232 Route 100 Pittsfield    [ Photos: 11 ]
Listing Price: $299,000

Adorable log cabin surrounded by 95 acres; Develop, subdivide or build your dream house in a desirable location. Wide pine floors, country kitchen, fieldstone fireplace and generous size bedroom. Up and away from it all, yet close to golf and skiing. Snowshoe, ATV or snowmobile in your back yard.

MLS #: 2803932 [View Property] + Add To Favorites


113 Park Place Pittsfield    [ Photos: 11 ]
Listing Price: $299,900

Moose Lodge is a perfect place for family reunions to relax after a fun filled day with 4 bedrooms and a kitchen/dining area for several chefs. Relax in the hot tub, build a puzzle or enjoy a book. The large deck has a refreshing mountain breeze in the cooler summer days and indoors a crackling wood fire in the fall and winter.

MLS #: 2808755 [View Property] + Add To Favorites


37 High Glen Path Pittsfield    [ Photos: 9 ]
Listing Price: $460,000

Beautiful park like, private setting with 40 varieties of rare & unusual trees. Very accessible to skiing, snowmobiling, golf & Pittsfield village. Garage includes upstairs heated workshop.

MLS #: 2802210 [View Property] + Add To Favorites


3911 VT Route 100 Pittsfield    [ Photos: 12 ]
Listing Price: $849,000

8-room country inn with 40-seat restaurant and owner's quarters. This traditional inn is on the historical registry, yet features updated, spacious guest rooms, full-service restaurant and bar. Prime location and visibility on scenic Route 100 just north of Killington, assures year round business. A turnkey business with excellent growth potential. Located across from town common, walking distance to popular Pittsfield businesses.

MLS #: 2714401 [View Property] + Add To Favorites