Pittsfield, VT Homes for Sale

/53
$660,000 Sold Jan 31, 2025
- 2,756 Sq Ft
- $239/SF
- 56 Days On Market
- 3 Beds
- 3 Baths
- Built 1987
853 S Hill Rd, Pittsfield, VT 05762

Discover your perfect mountain retreat in this stunning log cabin nestled on 11 private acres, minutes from Killington, Vermont. As you enter the home, the soaring cathedral ceilings will take your breath away, while the wood and timber surfaces evoke a uniquely rustic, yet sophisticated ambiance. With an open floor plan, knotty pine ceilings, hand-scraped natural log posts, gleaming hardwood

Kyle Kershner Killington Pico Realty

853 S Hill Rd, Pittsfield, VT 05762
/40
$447,500 Sold Aug 08, 2024
- 1,689 Sq Ft
- $265/SF
- 3 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1943
3863 Vermont Route 100, Stockbridge, VT 05772

Step back in time in this enchanting antique home nestled in the picturesque village of Pittsfield, Vermont. This charming four-bedroom residence offers a glimpse into the past with its traditional architecture and timeless appeal. Meticulously maintained and recently updated, this home is a testament to the classic New England vernacular. As you step inside, you are greeted by elegant crown

Kyle Kershner Killington Pico Realty

3863 Vermont Route 100, Stockbridge, VT 05772
/36
$80,000
- Land
- 2.02 Acres
- $39,604 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 Vermont's beloved Green Mountains. Whether you're 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
/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
$55,000
- Land
- 0.85 Acre
- $64,706 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
/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
/49
$825,000 Under Contract
- 3 Beds
- 2 Baths
- 3,135 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
/21
$95,000 Sold Jul 01, 2025
- 528 Sq Ft
- $180/SF
- 31 Days On Market
- 1 Bed
- 0.5 Baths
- Built 1976
3306 Liberty Hill Rd, Rochester, VT 05767

This adorable camp abutting the Green Mountain National Forest is the perfect weekend getaway for the outdoor enthusiast. You can enjoy snowmobiling, off-roading, snowshoeing, hunting, hiking and mountain biking right from your door. The list of upgrades and improvements is so extensive, you might forget you're still roughing it! There are new footings and support beams underneath, a standing

Kyle Kershner Killington Pico Realty

3306 Liberty Hill Rd, Rochester, VT 05767
/60
$782,500 Sold Feb 14, 2025
- 2,382 Sq Ft
- $329/SF
- 101 Days On Market
- 4 Beds
- 3 Baths
- Built 1973
121 Jenny Pond Rd, Pittsfield, VT 05762

Charming four-bedroom home on 3.247 acres with seasonal guest cottage, sunny southern exposure, and mountain views is perfect to host your extended family. The main house features an expansive master suite, two fireplaces, wrap-around deck, an in-law suite with second kitchen, lots of storage space, and an attached two car garage. The private setting provides breathtaking views and the

Jessica Posch Killington Pico Realty

121 Jenny Pond Rd, Pittsfield, VT 05762
/60
$573,000 Sold Dec 23, 2024
- 1,600 Sq Ft
- $358/SF
- 87 Days On Market
- 2 Beds
- 2 Baths
- Built 2021
113 Moose Run Rd, Pittsfield, VT 05762

A must see! This recently built, custom home has a 4 bedroom septic permit making it easy to add on to. This home has everthing that you have been looking for! An oversized garage, large enough for 3 cars, a whole house generator, a stunning stone fireplace, radiant heat, central vac, a primary en-suite, 2.26 acres of privacy, beautifully manicured lawn and breathtaking winter views. Enjoy the

Michelle Lord Ski Country Real Estate

113 Moose Run Rd, Pittsfield, VT 05762
/9
$58,500 Sold Sep 20, 2024
- Land
- 0.90 Acre
- $65,000 per Acre
- 157 Days On Market
100 Hawk Trail Unit 10, Pittsfield, VT 05762

Right in the heart of Hawk! This lovely .9 of an acre lot is flat and would be easy to build on. It has a southern exposure and a 3 bedroom state approved septic design and waste water permit in place! All you have to do is build your single family home! Only HOA approved single family home residences allowed. Easy access to Snow Mobile trails, Killington Ski Resort and within walking distance

Meghan Charlebois Ski Country Real Estate

100 Hawk Trail Unit 10, Pittsfield, VT 05762
/43
$679,000
- 3 Beds
- 2 Baths
- 1,424 Sq Ft
108 Heritage Heights, Stockbridge, VT 05772

Welcome to your dream home in the heart of Vermont! ONLY MINUTES TO KILLINGTON MOUNTAIN RESORT. 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

Katie McFadden RE/MAX North Professionals

108 Heritage Heights, Stockbridge, VT 05772
/53
$160,000 Pending
- Land
- 24 Acres
- $6,723 per Acre
399 Twitchell Settlement, Rochester, VT 05767

OFFER DEADLINE 06/15 SUNDAY 9PM Dreaming of owning a piece of Vermont? This 23.8± acre riverfront parcel offers the perfect blend of natural beauty, privacy, and long-term potential. Set along the scenic White River, the land features a peaceful mix of open meadow and mature forest, ideal for those seeking a flexible escape or investment.The property includes existing electric service and

Nick Sicard EXP Realty

399 Twitchell Settlement, Rochester, VT 05767

Vermont Rutland County Pittsfield

Home Trends in Pittsfield, VT

Housing Trends

Median Single Family Sale Price

$599,999

Average Price Per Sq Ft

$641

Number of Homes for Sale

Last 12 months Home Sales

Median List Price

$599,999

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