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Pittsfield, VT Homes for Sale

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  • /50

    $599,999

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft

    26 Fiddlehead Ln, Pittsfield, VT 05762

    Completely renovated, furnished, and equipped 3+ bedroom home offers immediate relaxation. Nestled on 1.8 acres in a highly desirable neighborhood. The large porch-way with storage leads you to a foyer with a laundry area, closet, bench seating, and shelving for travel totes. The primary bedroom boasts vaulted ceilings and large windows which bring in natural light. Upstairs, you'll find an open

    Jessica Posch Killington Pico Realty

    26 Fiddlehead Ln, Pittsfield, VT 05762
  • /13

    $60,000

    • Land
    • 0.85 Acre
    • $70,588 per Acre

    Lot 50 Hawk Mountain Rd, Pittsfield, VT 05762

    Attractive building lot in the desirable Hawk Mountain community. This lot offers potential long range views and is benefitted by a State WW permit for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is always preserved. Just one mile to the Green Mountain National Forest for mountain biking, snowshoeing, hiking and

    Kyle Kershner Killington Pico Realty

    Lot 50 Hawk Mountain Rd, Pittsfield, VT 05762
  • /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

    $69,000

    • Land
    • 8 Acres
    • $8,118 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
  • /43

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft

    108 Heritage Heights, Stockbridge, VT 05772

    Welcome to your dream home in the heart of Vermont! This stunning 3 bedroom, 2 bath home offers breathtaking views from many of the rooms of the house and the expansive deck allowing you to soak up the beauty of every season. The bright and airy open floor plan is perfect for both relaxing and entertaining. Walk into the spacious tiled mudroom, ideal for storing your outdoor gear. Continue into

    Katie McFadden RE/MAX North Professionals

    108 Heritage Heights, Stockbridge, VT 05772

Why Live in Pittsfield

Pittsfield, Vermont, is a small community nestled in the Green Mountains, offering year-round outdoor activities. Located about 13 miles from Killington Resort, residents have easy access to skiing and snowboarding in winter, as well as hiking and mountain biking in the warmer months. The Green Mountain National Forest surrounds the area, providing numerous trails, including the Long Trail. Homes in Pittsfield range from turn-of-the-century farmhouses to contemporary cabins, with unique architectural designs by Robert Carl Williams featuring stone fireplaces and large windows. The community has a mix of Victorian and Craftsman styles along Route 100, while more modern homes are found in the mountainous areas. 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, Wild Fern in Stockbridge provides casual dining with live music. Annual events like the Snow Devil Snowshoe Race and Memorial Day parade bring the community together. For education, Killington Elementary School and Woodstock Union High School and Middle School are highly rated, offering a range of academic and extracurricular opportunities. Pittsfield is conveniently located with Route 100 running through it, and Rutland, with its larger shopping options, is about 20 miles away. The area is known for its lower taxes compared to neighboring Killington and offers a quiet countryside retreat with a variety of things to do.

Frequently Asked Questions

What is the average home price in Pittsfield, VT?
Homes for sale in Pittsfield, VT have an average home price of $575,142.
Are home prices dropping in Pittsfield?
Yes, home prices in Pittsfield are down 44% in the last 12 months.
How many homes have sold over the last 12 months in Pittsfield, VT?
5 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 05762, 05767, 05772, 05751 and 05748.
How much do you need to make to afford a house in Pittsfield?
The median home price in Pittsfield is $699,000. If you put a 20% down payment of $139,800 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $3,620 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $155K 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
$573,000
Median Single Family Sale Price
$599,999
Average Price Per Sq Ft
$320
Number of Homes for Sale
2
Last 12 months Home Sales
5
Months of Supply
4.80
Median List Price
$699,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-48%
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