Real Estate Investing in Chester, Vermont

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1 ZIP codes • Population: 4,916 • Windsor County

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Should you buy in Chester, VT? Our answer, based on the numbers below.

🏠 For Homebuyers
CAUTION
Grade D (48/100)

Proceed carefully. Weak appreciation or affordability makes this a harder case for most buyers.

📈 For Investors
MIXED
3.0 / 5 (47/100)

A middle-of-the-road market. Workable, but the best opportunities may be nearby ZIPs rather than this one.

⚠️ Risks to Know
1 flag
  • High vacancy: 29.9% of homes vacant — above national norms.

What’s happening in Chester, VT?

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3.0/ 5

Investability

Citywide average

3.0/ 5

Appreciation

4.6% 5yr CAGR

3.0/ 5

Landlord Climate

Regulatory friendliness

🏦 30-yr Fixed Rate: 6.76% as of Sep 10 Source: Freddie Mac PMMS
Avg Investability
Avg Home Value $368,738
Avg Monthly Rent $1,143
ZIP Codes 1

Investing in Chester Real Estate

Chester, VT covers 1 ZIP codes and a population but the investment metrics here are soft — this is not a market to enter casually.

Across Chester's 1 ZIPs, fundamentals run lackluster: thin appreciation, soft rents, and demographic trends that don't obviously reverse in the medium term.

Market conditions in Chester are lackluster. Days-on-market has stretched, rent growth has stalled, and the 0.0% 5-year CAGR understates how uneven the underlying ZIPs really are.

A an established population with $N/AK household income profile is what makes Chester a challenging rental market — the tenant base is present, but the affordability math is tight.

A great house in the wrong ZIP is still a bad deal — screen every market by cash flow & cap rate.
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Best ZIP codes in Lebanon, NH-VT

Chester is part of this metro. Every ZIP in it, ranked. Free.

Cash Flow → Appreciation → Affordable →

Landlord Ground Truth

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Property managers serving Windsor County

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Ellaway Property Services, Inc. is a property services company. summary from their website

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Lowe's Real Estate & Property Management offers real estate services in Vermont and New Hampshire, including property management. summary from their website

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Real Property Management First Choice is a property management company. summary from their website

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Listings are shown for convenience — Repit doesn’t endorse or vet these companies. Ratings shown come only from email-verified visitors.

Avg Home Value
$368,738
Avg Monthly Rent
$1,143
1% Rule
✗ Below
Landlord Friendly (VT)

Neighborhoods in Chester

ZIP Codes in Chester, VT

Screen every ZIP in Chester

Filter Chester’s ZIPs by cap rate, vacancy, appreciation and 30+ more criteria, and export your shortlist to CSV — with the Investor plan ($19/mo).

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Frequently Asked Questions About Chester, VT

What is the average home sale price in Chester, VT?

Typical homes in Chester, VT go for around $369K. The 5-year CAGR of 0.0% measured price movement.

What kind of tenants rent in Chester, VT?

Tenant quality in Chester, VT ranks as solid. Landlords generally report measured occupancy at market rents of $1,143/mo.

Do rentals sit vacant long in Chester, VT?

Rental vacancy in Chester, VT is elevated. Investors should budget normal turnover but not chronic empty units.

How much rent can I charge in Chester, VT?

Rents in Chester, VT run near $1,143/mo. Compared with median home prices of $369K that produces solid gross yields for typical rentals.

Does Chester, VT favor landlords or tenants?

Chester, VT operates under VT law, which is balanced overall for landlords. Expect predictable treatment in typical lease and eviction cases.

Community Ratings

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