Real Estate Investing in Chilmark, Massachusetts (02535)

Everything the listing leaves out — vacancy, rent trend, cap rate, landlord climate. All free.

Dukes County • Population: 2,393 • Data updated: September 2026

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Should you buy in 02535 (Chilmark, MA)? Our answer, based on the numbers below.

🏠 For Homebuyers
WEAK FIT
Grade F (36/100)

Multiple negative signals. Better options likely exist nearby.

📈 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
3 flags
  • High vacancy: 64.0% of homes vacant — above national norms.
  • Tenant-protective state: Landlord rating 1.0/5 — slower evictions, more regulations.
  • High price-to-rent: Price-to-rent ratio 86.2 — hard to cash-flow at these prices.

• Modeled rent — no observed market rent for this ZIP; the figure is estimated from HUD fair-market rent.

What’s happening in Chilmark, MA (02535)?

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3.0/ 5

Investability

Overall investment appeal

2.0/ 5

Appreciation

Long-term value growth

3.0/ 5

Cashflow ROI

Rental yield potential

Avg Home Value $2,169,516
Avg Monthly Rent $2,097
1% Rule ✗ Does Not Meet
Median Income $135,750
% Renters 12.3%

Market Analysis: 02535 Chilmark

Not every below-median market is a bargain. Chilmark's 02535 ZIP reflects signals that favor experienced operators who can absorb the risk $2.2M pricing implies.

Distressed markets are won on execution, not on spreadsheets. ZIP 02535 shows the profile where tenant screening, deferred maintenance, and local relationships determine the outcome.

From a cash-flow lens, 02535 offers a low basis, the region around Chilmark has moved on in ways that the ZIP itself has not fully absorbed. The result is a discount with genuine reasons.

A solid renter share of 12% in 02535 is not, on its own, a problem — but paired with below-average income and high mobility, it changes the operating playbook.

The 02535 ZIP fits a narrow investor profile — hands-on, patient, and willing to accept that the cap rate on paper is not the cap rate in reality.

Explore the Data — Click a Tab Below
🏦 Current 30-yr Fixed Mortgage Rate: 6.76% as of Sep 10 Source: Freddie Mac PMMS

Here's what matters if you're considering buying a home in Chilmark:

D Needs Caution
Buy Confidence Score: 46/100
Affordability
0/25
Appreciation
18/25
Stability
7/20
Timing
6/15
Rental backup
15/15
Affordability
Expensive
Homes cost 16× the median income
Value Trend
Stable (+2.7%)
How home values changed in the past year
Rental Backup
Strong
Could rent for $2,097/mo if you need to move
Market Conditions
WARM
Seller-favorable conditions, steady activity
Bottom Line: This market may be challenging for buyers. Consider your timing and budget carefully.
☀️
WARM MARKET
Vineyard Haven, MA Metro Area
Seller-favorable conditions, steady activity
0 days
Average time to sell
Very Fast
4.1%
Listings with price cuts
Few Cuts
0.0%
Sale price vs asking
Below Ask
0.0%
Income needed for mortgage
Affordable
📅 Market conditions as of August 29, 2026 — updated weekly from Vineyard Haven, MA metro data
🏠

Property Strategy for 02535

Which property type performs best in this market?

Best for Cash Flow
2BR
1.2% cap rate
Best for Appreciation
5BR
+9.0% 5yr CAGR
Best Overall Value
4BR
$630,204/bedroom
📊 Compare All Property Types →
Type Median Value Est. Rent Cap Rate 5yr CAGR $/Bedroom
2BR $1,361,353 $2,330 1.2% +6.9% $680,676
3BR $1,935,479 $3,240 1.2% +8.1% $645,160
4BR $2,520,815 $3,440 1.0% +9.0% $630,204
5BR $3,929,044 +9.0% $785,809

Market Trends

Home Value History (with trend line)

$2.3M$2.1M$1.8M$1.6M$1.3M$1.1MJul 2006Jul 2016Jul 2026

📊 How Does 02535 Compare?

Metric 02535 Chilmark Vineyard Haven, MA Massachusetts
Home Value $2,169,516 $2,169,516 N/A $645,115
5-Year CAGR 4.1% 4.1% N/A 7.0%
Avg Rent $2,097 $2,097 N/A -
Cap Rate 0.8% 0.8% - -
💡 Why Invest in 02535? Click to expand

With a 3/5 investability rating, this ZIP shows solid fundamentals for buy-and-hold investors.

📊 See where this ZIP ranks in our Best-of lists →
A great house in the wrong ZIP is still a bad deal — screen every market by cash flow & cap rate.
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Landlord Ground Truth

Real numbers from people who own or manage rentals in ZIP 02535 (Chilmark, MA). Anonymous, moderated, never written by AI.

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Investability
Good
Cap Rate
0.8%
Low
5yr Growth
+4.1%
Moderate

📉 Market Crash Risk Index

Based on Vineyard Haven, MA metro

0/10
Low Risk
Price YoY
0/3
N/A
Rent YoY
0/2
N/A
Below List
0/3
0%
Days Pending
0/2
0 days

View all metro crash risk rankings →

📊 Market Snapshot

Home Value $2,169,516
Monthly Rent $2,097
Price-to-Rent 86.2:1
1% Rule ✗ Fails

💰 Return Metrics

Gross Yield 1.2%
Cap Rate 0.8%
5-Year IRR 4.8%

📈 Home Appreciation

1-Year +2.7% ▲
3-Year CAGR +0.3% ▲
5-Year CAGR +4.1% ▲
10-Year CAGR +5.8% ▲

🏠 Rent Trends

1-Year N/A
3-Year CAGR N/A
5-Year CAGR N/A
Negative Leverage — IRR / Tax Play Cap Rate: 0.8%  |  30yr Rate: 6.8%
Leverage reduces cash returns at current rates.

The current 30-yr mortgage rate (6.8%) exceeds the estimated cap rate (0.8%). Financing reduces your cash-on-cash return below the cap rate. Markets like this may still make sense as IRR plays — factoring in appreciation, depreciation, and a future refinance when rates drop.

Run an IRR Analysis →

⚠️ Risk Signals

Composite view of factors that can impact a ZIP's stability and your downside risk.

Vacancy
64.0%
Elevated risk
Landlord Climate
1.0/5
Protective
Value Trend (5yr)
+4.1%
Stable
Eviction process: Slow Rent control: Moderate

Demographics in 02535

Population: 2,393

💰 Median Household Income
$135,750
This area
$135,750
State
$107,356
USA
$74,580
🏠 Renter Occupied
12.3%
This area
12.3%
State
28.1%
USA
34.0%
💼 Unemployment Rate
6.0%
This area
6.0%
State
-8.0%
USA
3.7%
🎓 College Educated
60.2%
This area
60.2%
State
32.1%
USA
33.7%
👤 Median Age
53.8 years
This area
53.8 years
State
22.8 years
USA
38.9 years
🏚️ Vacancy Rate
64.0%
This area
64.0%
State
13.6%
USA
10.5%
👥 Population by Ethnicity
White 87.1%
Other/Mixed 8.7%
Asian 2.4%
Black/African American 1.8%
Hispanic/Latino 0.2%
👶 Under 18
13.5%
This area
13.5%
USA
22.0%
👴 65 and Over
33.6%
This area
33.6%
USA
17.3%
📊 Poverty Rate
0.0%
This area
0.0%
USA
11.5%

Crime & Safety

🚧

Crime & Safety Data Coming Soon

We're integrating comprehensive crime statistics including violent crime rates, property crime, and safety scores to help you make informed investment decisions.

Expected: Q1 2025

🎓 Schools in 02535

A Avg School Grade
1 Schools
10.1:1 Avg Class Size
$37,383 Avg Per Pupil

Schools in This ZIP Code

A Very Good

Chilmark Elementary

📚 K – 05 Elementary
👥
73 Students
👨‍🏫
10.1:1 Class Size
💰
$37,383 Per Student
About Repit School Scores

Traditional school ratings rely heavily on standardized test scores, which often reflect family income more than school quality. Repit takes a different approach.

We evaluate schools based on factors that research shows actually impact educational outcomes:

  • Class Size — Smaller classes mean more individual attention
  • School Funding — Resources available for programs, staff, and facilities
  • Community Factors — Neighborhood characteristics that influence student success
  • School Environment — Size, type, and structure

Scores are updated annually using federal education data.

Frequently Asked Questions

How strong is Chilmark, MA for real estate investors?

Chilmark, MA rates 3.0/5 for investability. With median values at $2.2M and rents near $2,097/mo, the market offers reasonable fundamentals for rental investors.

What is the smart move for investors in Chilmark, MA?

In Chilmark, MA the solid play is typically careful cash-flow rentals with hands-on management. The combination of $2.2M prices and $2,097/mo rents suits that approach.

How quickly do rentals get leased in Chilmark, MA?

Vacancy risk in Chilmark, MA is elevated. That supports predictable cash flow for typical rental holds.

How much should I expect to pay for a home in Chilmark, MA?

Typical homes in Chilmark, MA go for around $2.2M. The 5-year CAGR of 0.0% stable price movement.

Does a duplex house hack pencil in Chilmark, MA?

For house hackers, Chilmark, MA is a tougher. The $2,097/mo rent on a unit helps defray the mortgage on a $2.2M property.

You know 02535 now. You don’t know where it ranks.

This page stays free — all of it. What one page can’t tell you is how 02535 compares to every other market. Investor ($19/mo) screens every U.S. ZIP by cap rate, the 1% rule, vacancy and landlord climate, and exports your shortlist.

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How 02535 ranks in Vineyard Haven, MA

Every ZIP in this metro, ranked. Free.

Cash Flow → Appreciation →
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