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Built in 1803, this home has lived many lives and still stands with purpose. Set within one of Chester's historic districts, it sits naturally among period homes and the steady pace of village life. The lot is larger than what is typical in town, room for garden , 2 horse stalls and even a horse paddock near the river. It's a property that allows you to live outwardly-work the land, keep animals, or simply enjoy open, private space. Inside, the home is warm and inviting, with a layout that supports both daily living and gathering. The large living room, anchored by two fireplaces, is a natural place to slow down. A formal dining room is ideal for hosting, and a generous room off the kitchen easily accommodates larger meals and celebrations. Original wood floors, exposed beams, and durable early craftsmanship add character throughout. A separate rental unit, currently occupied, provides steady income or flexible use for guests, family, or workspace. The barn offers storage, workshop potential, or agricultural use, expanding what the property can support. Chester's shops and everyday conveniences are close by, and skiing, rivers, and trails are within easy reach. Okemo is just minutes away, with Stratton, Magic, and Bromley all within a short drive of 20-30 minutes. Several AT access point within similar distance. The Okemo Valley is on your doorstep, and it's magical! This is a historic home ready for its next chapter-solid, adaptable, and full of possibility. Come See Today!!

More Info

Tax Information

  • Tax Year2025

Location

  • Building Number514
  • StreetFirst Avenue
  • TownChester
  • StateVT
  • Zip05143
  • CountyWindsor
  • DistrictTwo Rivers Supervisory Union
  • Elementary SchoolChester-Andover Elementary
  • Junior HighGreen Mountain UHSD #35
  • High SchoolGreen Mountain UHSD #35
  • Flood Zone Y/NLand Only
  • Address514 First Avenue

Interior

  • Stories3

Exterior

  • Exterior ColorRed
  • RoofMetal, Shingle, Slate

Amenities

  • PricePerSqFt136.34

Other

  • Delayed ShowingsNo
  • SeasonalNo
  • Page210
  • Date Listed11/07/2025

Parking

  • Parking Spaces2
  • GarageYes

Building

  • Year Built1803
  • Building ConstructionMasonry, Brick Exterior
  • ConstructionExisting
  • Property StyleColonial
  • Bedrooms5
  • Bathroom5
  • Total Baths5
  • 3/4 Baths1
  • Total Rooms12
  • Square Feet3,880
  • APX Unfin Below Grade500
  • BasementConcrete, Interior Access
  • FoundationBrick, Concrete, Stone

Utilities

  • Heat SystemOil, Multi Zone, Radiator
  • WaterPublic
  • SewerPublic
  • Electric100 Amp Service
  • UtilitiesTelephone Available

Rooms

  • Full Bath4

Basic Information

  • MLS Number5068855
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$529,000
  • Listing Agent NameDaire Gibney
  • Broker NameBarrett and Valley Associates Inc.

Property

  • Acreage4.8
  • Lot DescriptionCorner, Country Setting, Horse/Animal Farm, Field/Pasture, Major Road Frontage
  • AreaVT-Windsor
  • DrivewayGravel, Paved
  • RoadsPaved
  • Road Frontage1599

Map Location

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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 December 5, 2025 6:08 AM EST

 

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