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Pittsfield, VT Homes for Sale

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  • /49

    $825,000

    • 3 Beds
    • 2 Baths
    • 3,635 Sq Ft

    436 River View Trail, Pittsfield, VT 05762

    Welcome to this stunning post & beam log home, perfectly positioned to offer breathtaking views of the Tweed River and the surrounding mountains and valleys.The massive stone fireplace with a timber mantel serves as the charming centerpiece of the home, creating an inviting atmosphere for gatherings and relaxation, all while surrounded by beautiful wood floors beneath soaring 30-foot

    Shannon Handrahan

    436 River View Trail, Pittsfield, VT 05762
  • /14

    $74,999

    • Land
    • 8 Acres
    • $8,823 per Acre

    3900 Liberty Hill Rd, Pittsfield, VT 05762

    Price adjustment!! This beautiful slice of the Green Mountains is half a mile from a National Forest trailhead and only a mile up a lovely dirt road from Vermont's most scenic road, Route 100. Exquisite architectural plans were drawn up for the enchanting clearing in the three and a half acres on the west side of Liberty Hill Road. There is a large, tidy shed with four nice windows that would

    Jamaica Kelley Vermont Heritage Real Estate

    3900 Liberty Hill Rd, Pittsfield, VT 05762
  • /25

    $390,000

    • 2 Beds
    • 3 Baths
    • 2,922 Sq Ft

    3631 Route 100 N, Pittsfield, VT 05762

    Investment property with good rental opportunity. Located in bucolic Pittsfield and just minutes to the Killington Ski Area, this is a 2-unit commercial property consisting of a 2-bedroom apartment, a spacious main floor office unit with a 1/2 bath and a former studio with a 1/2 baht and a separate shower room. The basement has been used as a personal gym. The property has flat, easy access with

    Walter Findeisen Killington Valley Real Estate

    3631 Route 100 N, Pittsfield, VT 05762

Why Live in Pittsfield

Pittsfield is a mountainous community in Vermont known for its year-round outdoor activities. Located about 13 miles south of Killington Resort, residents have easy access to skiing and snowboarding in the winter, while the Green Mountain Trails offer 25 miles of hiking and mountain biking paths. The Green Mountain National Forest surrounds Pittsfield, providing numerous hiking options, including the Long Trail. Homes in Pittsfield range from turn-of-the-century farmhouses along Route 100 to contemporary cabins designed by Robert Carl Williams, featuring unique elements like stone fireplaces and large windows. The area faces a significant flood risk near the Tweed River. Local amenities include The Original General Store, which offers groceries, gifts, and a deli, and The Backroom, a seasonal restaurant serving upscale American cuisine. Nearby Stockbridge has Wild Fern, a casual eatery with live music. Annual events in Pittsfield include the Snow Devil Snowshoe Race, Memorial Day parade, and trunk-or-treat on the Village Green. Killington Elementary School and Woodstock Union High School and Middle School are highly rated, with the latter offering 18 Advanced Placement courses and flexible learning pathways. Route 100 provides access to Rutland, 20 miles away, and Interstate 89, 15 miles away in Bethel.

Frequently Asked Questions

What is the average home price in Pittsfield, VT?
Homes for sale in Pittsfield, VT have an average home price of $665,400.
Are home prices dropping in Pittsfield?
Yes, home prices in Pittsfield are down 18% in the last 12 months.
How many homes have sold over the last 12 months in Pittsfield, VT?
4 homes have sold in Pittsfield, VT over the last 12 months.
What are the most popular zip codes in Pittsfield, VT?
The most popular zip codes in Pittsfield, VT include 05701, 05751, 05091, 05753 and 05060.
How much do you need to make to afford a house in Pittsfield?
The median home price in Pittsfield is $705,000. If you put a 20% down payment of $141,000 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $3,670 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $157K a year to afford the median home price in Pittsfield.
How are the schools in Pittsfield, VT?
Pittsfield, VT has highly rated public and private schools. Some of the best schools in Pittsfield based on Niche Grades are Barstow Memorial School, Rochester School and Stockbridge Central School. Browse all the schools in Pittsfield, VT to learn more.

Home Trends in Pittsfield, VT

Housing Trends

Median Sale Price
$636,500
Median Single Family Sale Price
$700,000
Average Price Per Sq Ft
$284
Number of Homes for Sale
1
Last 12 months Home Sales
4
Months of Supply
3.00
Median List Price
$705,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
6%
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