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!!
Active
Listed by:
Daire Gibney,
Barrett and Valley Associates Inc. 802-875-2323
$529,000
514 First Avenue, Chester, VT 05143
5beds
3,880sqft
Est.:
Single Family Residence
Built in 1803
4.8 Acres Lot
$511,600 Zestimate®
$136/sqft
$-- HOA
What's special
Two fireplacesHistoric districtsDurable early craftsmanshipOriginal wood floorsExposed beamsRoom for gardenFormal dining room
- 34 days |
- 9,879 |
- 997 |
Zillow last checked: 8 hours ago
Listing updated: November 10, 2025 at 08:22am
Listed by:
Daire Gibney,
Barrett and Valley Associates Inc. 802-875-2323
Source: PrimeMLS,MLS#: 5068855
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 3/4 bathrooms: 1
Heating
- Oil, Zoned, Radiator
Cooling
- None
Features
- Basement: Concrete,Interior Access,Interior Entry
Interior area
- Total structure area: 4,380
- Total interior livable area: 3,880 sqft
- Finished area above ground: 3,880
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Gravel, Paved
- Garage spaces: 2
Features
- Levels: 3
- Stories: 3
- Frontage length: Road frontage: 1599
Lot
- Size: 4.8 Acres
- Features: Corner Lot, Country Setting, Horse/Animal Farm, Field/Pasture, Major Road Frontage
Details
- Parcel number: 14404511490
- Zoning description: Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Masonry, Brick Exterior
- Foundation: Brick, Concrete, Stone
- Roof: Metal,Shingle,Slate
Condition
- New construction: No
- Year built: 1803
Utilities & green energy
- Electric: 100 Amp Service
- Sewer: Public Sewer
- Utilities for property: Phone Available
Community & HOA
Location
- Region: Chester
Financial & listing details
- Price per square foot: $136/sqft
- Tax assessed value: $329,400
- Annual tax amount: $9,598
- Date on market: 11/7/2025
- Road surface type: Paved
Estimated market value
$511,600
$486,000 - $537,000
$4,838/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/7/2025 | Listed for sale | $529,000-2.8%$136/sqft |
Source: | ||
| 11/18/2023 | Listing removed | -- |
Source: | ||
| 7/12/2023 | Price change | $544,500-0.9%$140/sqft |
Source: | ||
| 6/28/2023 | Listed for sale | $549,500$142/sqft |
Source: | ||
| 6/28/2023 | Contingent | $549,500$142/sqft |
Source: | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $329,400 |
| 2023 | -- | $329,400 |
| 2022 | -- | $329,400 -0.2% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$3,109/mo
Principal & interest
$2051
Property taxes
$873
Home insurance
$185
Climate risks
Neighborhood: Chester-Chester Depot
Nearby schools
GreatSchools rating
- 5/10Chester-Andover Usd #29Grades: PK-6Distance: 0.5 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Chester-Andover Elementary
- Middle: Green Mountain UHSD #35
- High: Green Mountain UHSD #35
- District: Two Rivers Supervisory Union
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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