Pittsfield, VT Homes for Sale

/60
$619,900

$34K PRICE DROP
- 3 Beds
- 1 Bath
- 1,692 Sq Ft
221 Fiddlehead Ln, Pittsfield, VT 05762

**Your Vermont retreat begins where the ski day ends.** Enjoy everything Killington and Pico have to offer while coming home to the privacy and peace of 1.3 wooded acres in the welcoming town of Pittsfield. Beautifully maintained and thoughtfully expanded, this inviting Vermont log home offers the perfect balance of year round recreation and everyday living. With easy access to hiking, mountain

Sue Walsh

BHHS Vermont Realty Group/Middlebury

221 Fiddlehead Ln, Pittsfield, VT 05762
/24
$175,000
- 1 Bed
- 1 Bath
- 696 Sq Ft
2358 Route 100 Unit 102, Pittsfield, VT 05762

Enjoy Vermont living and four-season recreation from this spacious first-floor, one-bedroom condo in the Wintergreen complex. Whether you're looking for a weekend retreat, investment opportunity, or affordable home base near the mountains, this unit offers comfort, convenience, and flexibility. The open-concept floor plan creates a bright and inviting living space, with the kitchen, dining, and

Betsy Adamovich Real Broker LLC

2358 Route 100 Unit 102, Pittsfield, VT 05762
/38
$575,000
- 5 Beds
- 3 Baths
- 2,384 Sq Ft
89 Townsend Brook Rd, Pittsfield, VT 05762

Located in the heart of central Vermont, this fully furnished and equipped five-bedroom home provides convenient access to Killington Resort and nearby snowmobile trails, making it an ideal choice for skiers, mountain bikers, hikers, golfers, and outdoor enthusiasts alike. With an established rental history, it also presents an excellent opportunity as a vacation home with income potential.

Laura Derderian Killington Valley Real Estate

89 Townsend Brook Rd, Pittsfield, VT 05762
/47
$449,000

$31K PRICE DROP
- 6 Beds
- 3.5 Baths
- 3,108 Sq Ft
153 Eagle Rock Rd, Pittsfield, VT 05762

Hidden away on a quiet dirt road in the heart of Pittsfield, this charming 6-bedroom chalet offers privacy, character, and endless potential. Surrounded by Vermont's natural beauty, you'll enjoy easy access to nearby hiking, biking, and snowmobile trails, while being just 20 minutes from Killington Resort. The home features three levels of living space, two cozy fireplaces/woodstoves, and an

Tucker Adirondack Lange Lange & Lange

153 Eagle Rock Rd, Pittsfield, VT 05762
/58
$950,000
- 3 Beds
- 3.5 Baths
- 3,807 Sq Ft
91 Bombadil Path, Pittsfield, VT 05762

Located just 7 miles to the Killington Access Road, 91 Bombadil Path offers the perfect blend of convenience, quality, square footage and comfort. This one owner, well maintained home offers easy access to the VAST trail. Situated on 3.84 acres this Cape presents peaceful gardens with mature perennial plants and a patio great for entertaining around the firepit. Park your vehicles in the

Michelle Lord Ski Country Real Estate

91 Bombadil Path, Pittsfield, VT 05762
/36
$60,000

$20K PRICE DROP
- Land
- 2.02 Acres
- $29,703 per Acre
360 Liberty Hill Rd, Pittsfield, VT 05762

Positioned at the scenic corner of Liberty Hill Road and Eagle Rock Road, this 2.02-acre offering, comprised of two separate lots, presents an exceptional opportunity to build in the heart of the beloved Green Mountains of Vermont. Whether dreaming of a cozy mountain getaway, a modern rustic retreat, or an investment with high recreational appeal, this property provides the canvas and the

Eric Johnston Four Seasons Sotheby's Int'l Realty

360 Liberty Hill Rd, Pittsfield, VT 05762

Vermont Rutland County

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.

Learn more about living in Pittsfield

Frequently Asked Questions

What is the average home price in Pittsfield, VT?

Homes for sale in Pittsfield, VT have an average home price of $766,181.

How many homes have sold over the last 12 months in Pittsfield, VT?

6 homes have sold in Pittsfield, VT over the last 12 months.

What is the average household income in Pittsfield, VT?

The average household income in Pittsfield, VT is $78K.

What are the most popular zip codes in Pittsfield, VT?

The most popular zip codes in Pittsfield, VT include 05762, 05767, 05772, 05751 and 05032.

How much do you need to make to afford a house in Pittsfield?

The median home price in Pittsfield is $654,000. If you put a 20% down payment of $130,800 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $3,330 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $143K a year to afford the median home price in Pittsfield. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Pittsfield is $78K.

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 Killington Elementary School, Barstow Memorial School and Rochester School. Browse all the schools in Pittsfield, VT to learn more.

Home Prices in Pittsfield, VT

The median home sale price in Pittsfield, VT is $685,750, up 12% year-over-year. Homes in Pittsfield sell in 53 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $685,750	Median Single Family Sale Price $625,000
Median 1 Bedroom Sale Price $175,000	Average Price Per Sq Ft $366
Number of Homes for Sale 5	Last 12 months Home Sales 6
Months of Supply 10.00	Median List Price $654,000
Median Change From 1st List Price 4%	Median Home Sale Price YoY Change 12%

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Pittsfield Types of Homes for Sale

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