Sign up to get new listings emailed daily! JOIN SIGN IN
Briana Burke
REALTOR®
VCard Icon 
Refine Search

514 First Avenue, Chester, VT 05143

$529,000
  • Main Photo

44 Total Photos [Click to View All]

Active
BEDS5 BATHS5 full SQUARE FEET3,880 MLS#5068855
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLTwo Rivers Supervisory Union

Listing Courtesy of: Barrett and Valley Associates Inc.
Agency Phone: 802-875-2323
Associate Name: Daire Gibney
IDX logo


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!!

514 First Avenue | MLS# 5068855

This single family home located at 514 First Avenue, Chester, VT 05143 is currently listed for sale with an asking price of $529,000. This property was built in 1803 and has 5 bedrooms and 5 full baths with 3880 sq. ft. First Avenue is located within the Two Rivers Supervisory Union school district. Search Chester real estate on brianaburke.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Concrete, Interior Access
Cooling: None
Garage: 2
Heating: Oil, Multi Zone, Radiator
Home Style: Colonial
Lot Size: 4.80 Acres
Roof Type: Metal, Shingle, Slate
Stories: 3.0
Taxes: $9,598
Year Built: 1803

Feature Descriptions

Baths 3/4: 1
Baths Full: 4
Color: Red
Construction: Masonry, Brick Exterior
Construction Status: Existing
Days on Site: 129
Driveway: Gravel, Paved
Electric: 100 Amp Service
Exterior: Masonry, Brick Exterior
Flood Zone: Land Only
Foundation: Brick, Concrete, Stone
Lot: Corner, Country Setting, Horse/Animal Farm, Field/Pasture, Major Road Frontage
Number of Rooms: 12
Road Frontage: 1599
Roads: Paved
Sewer: Public
Sq. Ft. Above Grade Finished: 3880
Sq. Ft. Total Finished: 3880
Total Stories: 3
Water: Public
Zoning: Residential

Local Schools

High School: Green Mountain UHSD #35
Middle School: Green Mountain UHSD #35
Elementary School: Chester-Andover Elementary
School District: Two Rivers Supervisory Union

Listed By / Shown By

Listed By

Agency Name: Barrett and Valley Associates Inc.
Agency Phone: 802-875-2323
Agent Name: Daire Gibney

agent picture

Shown By

Agent Name: Briana Burke
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

IDX logo

TOUR THIS HOME

Choose a date and time to see 514 First Avenue, Chester, VT 05143.
I will get in touch with you shortly.

Request a Showing
Choose your video chat app
  • Wednesday March 18
  • Thursday March 19
  • Friday March 20
  • Saturday March 21
  • Sunday March 22
  • Monday March 23
  • Tuesday March 24
  • Wednesday March 25
  • Thursday March 26
  • Friday March 27
  • Saturday March 28
  • Sunday March 29
  • Monday March 30
  • Tuesday March 31
  • Wednesday April 1
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment

Estimated Payment

$ 2,131.45 per month $1,177.32 Principal & Interest $799.83 Property Tax $154.29 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/17/2026. The listing information on this page last changed on 03/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/17/2026 12:00:06 AM EST) or MLSPIN MLS (last updated Mon 03/16/2026 11:38:19 PM EST) or Prime MLS (last updated Mon 03/16/2026 11:33:23 PM EST) or MREIS (last updated Mon 03/16/2026 11:55:19 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 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 2026-03-16 23:33:23

Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


Login to My Homefinder

Pixel