
Residential Land with Home for Sale in Chester, Vermont
514 First Ave, Chester, VT 05143
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!!
Location
- Street address
- 514 First Ave
- County
- Windsor County
- School district
- Two Rivers Supervisory Union
- Elevation
- 586 feet
Directions
From the Village Green travel east on Rt 11. Turn left on Depot Street. Turn left on First Avenue. The house is on the left at the corner on both 1st ave and Depot St.
Property details
- Acreage
- 4.8 acres
- Zoning
- Residential
- MLS #
- NNEREN 5068855
- Posted
Property taxes
- 2025
- $9,598
Resources
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Exterior
- Parking Spaces
- 2
- Parking
- Garage, Paved or Surfaced
Structure
- Stories
- 3
- Heating
- Oil
- Roof
- Metal, Shingle, Slate
Interior
- Room Count
- 12
- Rooms
- Basement, Bathroom x 5, Bedroom x 5
Nearby schools
| Name | Level | District | Description |
|---|---|---|---|
| Chester-Andover Elementary | Elementary | Two Rivers Supervisory Union | — |
| Green Mountain UHSD #35 | Middle | Two Rivers Supervisory Union | — |
| Green Mountain UHSD #35 | High | Two Rivers Supervisory Union | — |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Nov 10, 2025 | New listing | $529,000 | — | NNEREN |




































