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Courtesy of Daire Gibney of Barrett and Valley Associates Inc.: .

514 First Avenue

Chester, VT 05143
  • $529,000
  • STATUS: Active Under Contract
  • ON SITE: 192 Days
  • MLS #: 5068855
Under Contract
UPDATED: 36 min ago
$529,000
  • 5
    BEDS
  • 4.8
    ACRES
  • 5
    BATHS
  • 0
    1/2 BATHS
  • 3,880
    SQFT
  • $136
    $/SQFT
Type:
Single-Family Home
Built:
1803
County:
Area:

School Information

Elementary School:
Middle School:
School District:

Description

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!!

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© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2026-05-19T12:06:07.85.
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514 First Avenue Chester, VT 05143

  • Price: $529,000
  • Status: Active Under Contract
  • On Site: 192 Days
  • Updated: 36 min ago
  • MLS #: 5068855
5
Beds
5
Baths
0
½ Baths
4.8
Acres
3,880
SQFT
$136
$/SQFT
1803
Built
County:
Windsor
Area:
Chester
Elementary School:
Chester-Andover Elementary
Middle School:
Green Mountain Uhsd #35
High School:
Green Mountain Uhsd #35
School District:
Two Rivers Supervisory Union
Property Description
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!!
Exterior Features

Architectural Style Colonial Color Red Construction Materials MasonryBrick Exterior Driveway GravelPaved Has Garage Yes Lot Features CornerCountry SettingHorse/Animal FarmField/PastureMajor Road Frontage Road Frontage Yes Road Frontage Length 1599 Roof MetalShingleSlate

Interior Features

Basement Access Type Interior Basement Description ConcreteInterior Access Cooling None Foundation BrickConcreteStone Has Basement Yes Heating OilMulti ZoneRadiator Quarter Baths 0 Rooms Total 12 Sq Ft Approx Fin Above Grade 3880 Sq Ft Approx Fin Below Grade 0

Property Features

Auction No Construction Status Existing Covenants Unknown Electric 100 Amp Service Flood Zone Land Only Foreclosed / Bank Owned / REO No Pre Construction No Property Type Single Family Road Frontage Type Paved Seasonal No Sewer Public Span Number 144-045-11490 Surveyed Unknown Tax Gross Amount 9598 Tax Year 2025 Taxes Tbd No Timeshare Fractional Own No Utilities Telephone Available Water Source Public Zoning Residential

Courtesy of Daire Gibney of Barrett and Valley Associates Inc.: .


© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2026-05-19T12:06:07.85.
 
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750 Lafayette Road
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