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Set well back from the road, this mid-century modern home emphasizes simple lines, an indoor-outdoor connection, and panoramic views. The main level centers on an open living/dining/kitchen area anchored by a fireplace and oversized windows that overlook the pond and rolling landscape beyond. The primary suite on this level provides private comfort. A second-floor bedroom offers a rare upper-level retreat complete with a private bath - perfect for guests, teenagers, or a dedicated workspace. Though the home's layout and setting are outstanding, it needs thoughtful updating: kitchens and baths could be refreshed, finishes modernized, and mechanicals upgraded to improve energy efficiency. With cosmetic work and systems improvements, this property will be transformed into a stylish, comfortable showpiece that honors its mid-century heritage. This property delivers the best of both worlds - architectural interest and a peaceful natural setting. The pond and views create an immediate sense of escape, while the four-bedroom layout and three baths make it practical for full-time living or a vacation retreat. For buyers who appreciate mid-century lines and want to add modern amenities, this is an inspired canvas.

More Info

Tax Information

  • Tax Year2025

Location

  • Building Number165
  • StreetPippin Knoll
  • TownBennington
  • StateVT
  • Zip05201
  • CountyBennington
  • DistrictSouthwest Vermont
  • Elementary SchoolMonument Elementary School
  • Junior HighMt. Anthony Union Middle Sch
  • High SchoolMt. Anthony Sr. UHSD 14
  • Flood Zone Y/NNo
  • Address165 Pippin Knoll

Interior

  • Interior Features1 Fireplace, Kitchen Island, Kitchen/Dining, Kitchen/Family, Primary BR w/ BA, Natural Light, Wood Stove Hook-up,1st Floor Laundry
  • Room 1 TypeKitchen
  • Room 1 Level1
  • FloorsCarpet, Laminate
  • Room 2 TypeLiving Room
  • Room 2 Level1
  • Room 3 TypeDining Room
  • Room 3 Level1
  • Room 4 TypePrimary BR Suite
  • Room 4 Level1
  • Room 5 TypeBedroom with Bath
  • Room 5 Level2
  • Stories2
  • Room 6 TypeBedroom
  • Room 6 Level1
  • Room 7 TypeBedroom
  • Room 7 Level1
  • Room 8 TypeGreat Room
  • Room 8 Level2

Parking

  • Parking Spaces2
  • GarageYes
  • Parking DescriptionDetached

Building

  • Year Built1958
  • Building ConstructionVertical Siding, Wood Siding
  • ConstructionExisting
  • Property StyleContemporary, Walkout Lower Level, Split Entry
  • Bedrooms4
  • Bathroom3
  • Total Baths3
  • 3/4 Baths2
  • Total Rooms8
  • Square Feet2,994
  • FoundationConcrete Slab

Exterior

  • Exterior FeaturesBalcony, Deck, Garden Space, Natural Shade, Patio
  • Exterior ColorBrown
  • RoofShingle

Amenities

  • AmenitiesWood Stove
  • PricePerSqFt108.55

Water Body

  • Water ViewNo

Rooms

  • Full Bath1

Basic Information

  • MLS Number5062264
  • MLS StatusActive Under Contract
  • Virtual TourView Tour
  • StatusActive With Contract
  • Property TypeSingle Family
  • List Price$325,000
  • Listing Agent NameKelley McCarthy
  • Broker NameMahar McCarthy Real Estate

Property

  • Acreage4.12
  • Lot DescriptionCountry Setting, Level, Pond, View, Water View
  • AreaVT-Bennington
  • DrivewayCrushed Stone
  • RoadsPaved, Public, Public Maintained Road
  • Road Frontage300

Utilities

  • Heat SystemOil, Baseboard, Electric, Wood Stove
  • WaterPublic
  • SewerSeptic
  • Electric100 Amp Service, Circuit Breaker(s)
  • UtilitiesCable Available, Underground Oil Tank

Other

  • Delayed ShowingsNo
  • SeasonalNo
  • Page4
  • Date Listed09/19/2025
  • View Count1

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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 November 15, 2025 10:37 PM EST

 

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