514 First Avenue, Chester, VT, 05143 | $529,000

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!!

Features

  • Rooms: 12
  • Bedrooms: 5
  • Baths: 4 full / 1 three-quarter
  • Style: Colonial
  • Year Built: 1803
  • Garage: 2-car Garage
  • Heating: Oil,Multi Zone,Radiator
  • Cooling: None
  • Basement: Concrete,Interior Access
  • Approx Sq. Feet: 3,880
  • Acreage: 4.8
  • Est. Taxes: $9,598
  • Lot Desc: Corner,Country Setting,Horse/Animal Farm,Field/Pasture,Major Road Frontage
  • Elem. School: Chester-Andover Elementary
  • Middle School: Green Mountain UHSD #35
  • High School: Green Mountain UHSD #35
  • School District: Two Rivers Supervisory Union
  • MLS#: 5068855
  • Website: https://www.raveis.com
    /prop/5068855/514firstavenue_chester_vt?source=qrflyer
©2026 New England Real Estate Network, Inc. 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 PrimMLS. 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 3/12/2026
Listing courtesy of Barrett and Valley Associates Inc.   Phone: 802-875-2323
Listing Agent: Daire Gibney

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

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Our Insurance Division:

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514 First Avenue, Chester, VT, 05143

$529,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $423,200 $423,200 $423,200
Term 360 months 360 months 180 months
Initial Interest Rate** 5.750% 6.125% 5.250%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.307% 6.292% 5.561%
Monthly Tax Payment $800 $800 $800
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $2,470 $2,571 $3,402
Total Monthly Payment $3,362 $3,463 $4,294

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.