Rutland, VT Homes

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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
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  /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
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  /40

  Est $704,442 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,339 Sq Ft

  63 Tozier Hill Rd, Pittsfield, VT 05762

  63 Tozier Hill Rd, Pittsfield, VT 05762
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  /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
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  /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
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  /40

  Est $437,388 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft

  63 Hadley Ln, Pittsfield, VT 05762

  63 Hadley Ln, Pittsfield, VT 05762
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  /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
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  /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
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  /21

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  3 Leigh Kelly Dr, Pittsfield, VT 05762

  3 Leigh Kelly Dr, Pittsfield, VT 05762
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  /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
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  /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
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  /29

  Est $433,450 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,433 Sq Ft

  199 Heritage Heights, Pittsfield, VT 05762

  199 Heritage Heights, Pittsfield, VT 05762
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  /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
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  /40

  Est $536,528 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  309 Lookout Rd, Pittsfield, VT 05762

  309 Lookout Rd, Pittsfield, VT 05762
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  /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
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  /39

  Est $232,805 Not Listed For Sale

  350 Camp 12 Rd, Pittsfield, VT 05762

  350 Camp 12 Rd, Pittsfield, VT 05762
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  /24

  $360,000 Sold Aug 05, 2024

  • 2,128 Sq Ft
  • $169/SF
  • 42 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1981

  2074 N Route 100 Hwy, Pittsfield, VT 05762

  Nice ranch style house nestled in the woods in the Town of Pittsfield and close to world-class skiing, mountain biking, hiking, fishing, boating, camping and fishing. Also close to snowmobile trails. House has been maintained and has a partially finished basement just waiting for a new owner's ideas.

  Walter Findeisen Killington Valley Real Estate

  2074 N Route 100 Hwy, Pittsfield, VT 05762
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  /16

  Est $153,291 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 696 Sq Ft

  2358 Route 100 Unit 102, Pittsfield, VT 05762

  2358 Route 100 Unit 102, Pittsfield, VT 05762
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  /40

  Est $780,817 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,578 Sq Ft

  369 Tozier Hill Rd, Pittsfield, VT 05762

  369 Tozier Hill Rd, Pittsfield, VT 05762
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  /9

  Est $469,082 Not Listed For Sale

  • 3 Beds

  98 Wilcox Peak Rd, Pittsfield, VT 05762

  98 Wilcox Peak Rd, Pittsfield, VT 05762
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  /40

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,740 Sq Ft

  3628 Vermont Route 100, Stockbridge, VT 05772

  3628 Vermont Route 100, Stockbridge, VT 05772
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  /40

  Est $967,235 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,449 Sq Ft

  3702 Liberty Hill Rd, Pittsfield, VT 05762

  3702 Liberty Hill Rd, Pittsfield, VT 05762
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  /14

  Est $105,819 Not Listed For Sale

  60 Trillium Hill Rd, Pittsfield, VT 05762

  60 Trillium Hill Rd, Pittsfield, VT 05762
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  /32

  Est $439,668 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,889 Sq Ft

  69 Butternut Ln, Pittsfield, VT 05762

  69 Butternut Ln, Pittsfield, VT 05762
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  /38

  Est $780,068 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,080 Sq Ft

  217 Tozier Hill Rd, Pittsfield, VT 05762

  217 Tozier Hill Rd, Pittsfield, VT 05762
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  /40

  Est $691,375 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,776 Sq Ft

  187 S Hill Rd, Pittsfield, VT 05762

  187 S Hill Rd, Pittsfield, VT 05762
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  /32

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  322 Cahill Rd, Pittsfield, VT 05762

  322 Cahill Rd, Pittsfield, VT 05762
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  /17

  Est $1,177,685 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,147 Sq Ft

  200 Moose Run, Pittsfield, VT 05762

  200 Moose Run, Pittsfield, VT 05762
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  /34

  Est $607,607 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  161 Graysville Dr, Pittsfield, VT 05762

  161 Graysville Dr, Pittsfield, VT 05762
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  /6

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  71 Hawk Pond Rd, Pittsfield, VT 05767

  71 Hawk Pond Rd, Pittsfield, VT 05767
• 

  

  /23

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,480 Sq Ft

  157 Hawk Run Rd, Pittsfield, VT 05762

  157 Hawk Run Rd, Pittsfield, VT 05762
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  /14

  Est $171,994 Not Listed For Sale

  380 Forsha, Pittsfield, VT 05762

  380 Forsha, Pittsfield, VT 05762
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  /35

  Est $321,315 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,734 Sq Ft

  1662 Route 100, Pittsfield, VT 05762

  1662 Route 100, Pittsfield, VT 05762
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  /39

  Est $545,847 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  125 Park Place, Pittsfield, VT 05762

  125 Park Place, Pittsfield, VT 05762
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  /37

  Est $743,440 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,380 Sq Ft

  121 Townsend Brook Rd, Pittsfield, VT 05762

  121 Townsend Brook Rd, Pittsfield, VT 05762
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  /33

  Est $445,159 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,200 Sq Ft

  87 Townsend Brook Rd, Pittsfield, VT 05762

  87 Townsend Brook Rd, Pittsfield, VT 05762
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  /19

  Est $710,640 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,476 Sq Ft

  117 S Hill Rd, Pittsfield, VT 05762

  117 S Hill Rd, Pittsfield, VT 05762
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  /18

  Est $179,068 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 952 Sq Ft

  2358 Route 100 Unit 105, Pittsfield, VT 05762

  2358 Route 100 Unit 105, Pittsfield, VT 05762
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  /34

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,792 Sq Ft

  102 Silver Spring Hill Rd, Rochester, VT 05767

  102 Silver Spring Hill Rd, Rochester, VT 05767
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  /34

  Est $686,114 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,856 Sq Ft

  39 Lookout Rd, Pittsfield, VT 05762

  39 Lookout Rd, Pittsfield, VT 05762

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