Real Estate for Sale in Pittsfield

Pittsfield is a small town just north of Killington. It is located off of Vermont Route 100, a scenic road that spans the entire state. Each year, the town host a snowshoe race.

Discover current real estate for sale in Pittsfield, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-793-2002 or contact us online.

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239 Silver Spring Hill Road Pittsfield VT 05762
Active With Contract

MLS Number 5024887

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 4

Experience breathtaking views in this magnificent mountain residence. The open floor plan features vaulted ceilings, a striking granite fireplace, hardwood floors and a wall of windows offering majestic mountain views. Graceful curved design components complement the steep roof lines and contemporary exterior styling. With counters on three sides, walk-in pantry, and generous breakfast bar, the kitchen is perfect for entertaining. Surrounded by windows, the dining area invites the outdoors in, while the two-stage deck offers a covered area for grilling and elegant open space for al fresco dining. With five bedrooms there is room for everyone - the main floor suite features private elevator access, ideal for those with mobility challenges, while the primary suite is an oasis of privacy, offering views, a screened porch, dressing room and graceful architectural elements. The walkout level features three bedrooms, a beautiful family room with magnificent natural slate floors, laundry room, two bathrooms and access to the 9-person hot tub, where you can indulge in luxury after a day of exciting outdoor activities. New floors, rebuilt chimney and elevator, new furnishings, dual-stage, high-efficiency heating comprising both radiant floor and baseboard hot water systems, automatic backup generator, and updated security systems, ensure your comfort today and promise trouble-free living for years to come. Don't miss the opportunity to own this exceptional mountain getaway.

Listed by Kyle Kershner of Killington Pico Realty

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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3631 Route 100 Pittsfield VT 05762

Pittsfield, VT3631 Route 100

Price$390,000

Est. Mortgage: $/month

MLS Number 4970732

  • Multifamily
  • County Rutland
  • Bathroom 2
  • Square Feet 2,922
  • Acreage 0.7

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 plenty of parking and great sight lines. Good opportunity as this property has previously been a successful country store, butcher shop and yoga studio. Could be converted into residential units...may need Act 250 permission.

Listed by Walter Findeisen of Killington Valley Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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324 Wilcox Peak Road Pittsfield VT 05762

Pittsfield, VT324 Wilcox Peak Road

Price$249,800

Est. Mortgage: $/month

MLS Number 4995107

  • Land
  • County Rutland
  • Square Feet 492,228
  • Acreage 11.3

Beautiful 11 acre building lot with 4-bedroom septic permit, drilled well and long distance views of the Killington Ski Area. Road is in to the house site. House site is roughed out and ready for footings. Septic needs to be installed and power brought up from the neighboring lot.

Listed by Walter Findeisen and Bret Williamson of Killington Valley Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3900 Liberty Hill Road Pittsfield VT 05762

MLS Number 5005832

  • Land
  • County Rutland
  • Square Feet 370,260
  • Acreage 8.5

Price reduced!! 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 make a great mini camp while building the house of your dreams. The remaining five acres, wooded and steep, slope down the other side of the road, serving to protect your potential views: with selective clearing, gorgeous views are possible. The land is wet and will require some drainage as part of the home site preparation, but could offer creative opportunities for a water feature. Power is already at the road, and some drainage is already in place. Just outside of Rochester village with its delightful restaurants and local culture, less than 50 minutes from five different ski resorts, and nestled in the Green Mountains, this land is beautifully situated for an outdoor enthusiast. Come visit today and make your Vermont dreams come true!

Listed by Jamaica Kelley of Vermont Heritage Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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440 Hawk Mountain Road Pittsfield VT 05762

MLS Number 5029167

  • Land
  • County Rutland
  • Square Feet 39,204
  • Acreage 0.9

A buildable lot in Pittsfield Hawk with 3 house designs to choose from or you can create your own! There's a state approved waste water permit for a 3 bedroom single family home. And there are views! All you have to do is build it! Lot to be subdivided from 440 at close.

Listed by Meghan Charlebois of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated February 17, 2025 9:08 AM EST