Real Estate Investing in Winchester, Massachusetts (01890)

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

Middlesex County • Population: 22,862 • Data updated: September 2026

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Should you buy in 01890 (Winchester, MA)? Our answer, based on the numbers below.

🏠 For Homebuyers
MIXED
Grade C (57/100)

Mixed — home prices are stretched relative to local incomes. Run the math on your specific situation.

📈 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
2 flags
  • Tenant-protective state: Landlord rating 1.0/5 — slower evictions, more regulations.
  • High price-to-rent: Price-to-rent ratio 34.1 — hard to cash-flow at these prices.

What’s happening in Winchester, MA (01890)?

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3.0/ 5

Investability

Overall investment appeal

3.0/ 5

Appreciation

Long-term value growth

3.0/ 5

Cashflow ROI

Rental yield potential

Avg Home Value $1,577,863
Avg Monthly Rent $3,857
1% Rule ✗ Does Not Meet
Median Income $208,531
% Renters 16.7%

Market Analysis: 01890 Winchester

Investors eyeing 01890 need to respect the fundamentals at play. Home values of $1.6M come alongside slower price movement and elevated management overhead.

Rent of $3,857/mo on a $1.6M basis reads well until vacancy, delinquency, and capex enter the model. The honest cap rate in 01890 sits below the stated 0.0% once reality is priced in.

Regionally, 01890 sits on the difficult end of the MA spectrum. The a viable market for read — for disciplined operators — is that pricing reflects the difficulty.

A solid renter share of 17% in 01890 is not, on its own, a problem — but paired with below-average income and high mobility, it changes the operating playbook.

The right play in 01890 usually involves deep tenant screening, aggressive delinquency response, and a conservative capex buffer. Anything less, and the discount can turn into a trap.

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 Winchester:

C+ Average
Buy Confidence Score: 63/100
Affordability
5/25
Appreciation
22/25
Stability
13/20
Timing
8/15
Rental backup
15/15
Affordability
Expensive
Homes cost 7.6× the median income
Value Trend
Rising (+4.4%)
How home values changed in the past year
Rental Backup
Strong
Could rent for $3,857/mo if you need to move
Market Conditions
BALANCED
Even conditions for buyers and sellers
Bottom Line: Mixed signals in this market. Research specific properties carefully and be prepared to negotiate.
🏠

Property Strategy for 01890

Which property type performs best in this market?

Best for Cash Flow
1BR
5.3% cap rate
Best for Appreciation
4BR
+7.2% 5yr CAGR
Best Overall Value
1BR
$352,967/bedroom
📊 Compare All Property Types →
Type Median Value Est. Rent Cap Rate 5yr CAGR $/Bedroom
1BR $352,967 $2,620 5.3% +5.0% $352,967
2BR $773,985 $3,110 2.9% +4.7% $386,993
3BR $1,289,623 $3,730 2.1% +6.9% $429,874
4BR $1,680,862 $4,120 1.8% +7.2% $420,216
5BR $2,245,312 +6.8% $449,062

Market Trends

Home Value History (with trend line)

$1.7M$1.5M$1.3M$1.0M$826K$614KJul 2006Jul 2016Jul 2026

Rent History (with trend line)

$4,067$3,816$3,564$3,313$3,061$2,810Jan 2025Oct 2025Jul 2026

📊 How Does 01890 Compare?

Metric 01890 Winchester Massachusetts
Home Value $1,577,863 $1,577,863 $645,115
5-Year CAGR 5.6% 5.6% 7.0%
Avg Rent $3,857 $3,857 -
Cap Rate 1.9% 1.9% -
💡 Why Invest in 01890? 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 →
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Landlord Ground Truth

Real numbers from people who own or manage rentals in ZIP 01890 (Winchester, MA). Anonymous, moderated, never written by AI.

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Property managers serving Middlesex County

Manage rentals here? List your business →

Green Ocean Property Management offers investment property management and condo association management services in Boston and surrounding areas like Allston, Brighton, Cambridge, and Quincy. summary from their website

HOA
Unclaimed — is this your business? Claim it free

McDonough Property Management offers full-service property management and HOA management in the Greater Boston Area, covering maintenance, inspections, legal compliance, and communication. summary from their website

HOA
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New England Property Management & Maintenance offers property management for multi/single-family homes, apartments, rental properties, and condo associations in Brookline, MA and Cambridge, MA. summary from their website

Single-familySmall multifamilyHOA
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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.

Investability
Good
Cap Rate
1.9%
Low
5yr Growth
+5.6%
Moderate

📊 Market Snapshot

Home Value $1,577,863
Monthly Rent $3,857
Price-to-Rent 34.1:1
1% Rule ✗ Fails

💰 Return Metrics

Gross Yield 2.9%
Cap Rate 1.9%
5-Year IRR 7.5%

📈 Home Appreciation

1-Year +4.4% ▲
3-Year CAGR +4.3% ▲
5-Year CAGR +5.6% ▲
10-Year CAGR +5.2% ▲

🏠 Rent Trends

1-Year -3.4% ▼
3-Year CAGR N/A
5-Year CAGR N/A
Negative Leverage — IRR / Tax Play Cap Rate: 1.9%  |  30yr Rate: 6.8%
Leverage reduces cash returns at current rates.

The current 30-yr mortgage rate (6.8%) exceeds the estimated cap rate (1.9%). 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
1.6%
Low risk
Landlord Climate
1.0/5
Protective
Value Trend (5yr)
+5.6%
Stable
Eviction process: Slow Rent control: Moderate

Demographics in 01890

Population: 22,862

💰 Median Household Income
$208,531
This area
$208,531
State
$107,356
USA
$74,580
🏠 Renter Occupied
16.7%
This area
16.7%
State
28.1%
USA
34.0%
💼 Unemployment Rate
2.3%
This area
2.3%
State
-8.0%
USA
3.7%
🎓 College Educated
77.3%
This area
77.3%
State
32.1%
USA
33.7%
👤 Median Age
42.3 years
This area
42.3 years
State
22.8 years
USA
38.9 years
🏚️ Vacancy Rate
1.6%
This area
1.6%
State
13.6%
USA
10.5%
👥 Population by Ethnicity
White 74.9%
Asian 15.8%
Other/Mixed 6.9%
Hispanic/Latino 4.3%
Black/African American 2.4%
👶 Under 18
27.5%
This area
27.5%
USA
22.0%
👴 65 and Over
17.8%
This area
17.8%
USA
17.3%
📊 Poverty Rate
2.7%
This area
2.7%
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 01890

A+ Avg School Grade
7 Schools
12.3:1 Avg Class Size
$25,181 Avg Per Pupil

Schools in This ZIP Code

A+ Excellent

Lynch Elementary

📚 Pre-K – 05 Elementary
👥
425 Students
👨‍🏫
10.2:1 Class Size
💰
$25,181 Per Student
A+ Excellent

Muraco Elementary

📚 K – 05 Elementary
👥
338 Students
👨‍🏫
11.3:1 Class Size
💰
$25,181 Per Student
A+ Excellent

Ambrose Elementary

📚 K – 05 Elementary
👥
383 Students
👨‍🏫
12.4:1 Class Size
💰
$25,181 Per Student
A+ Excellent

Lincoln Elementary

📚 K – 05 Elementary
👥
349 Students
👨‍🏫
12.5:1 Class Size
💰
$25,181 Per Student
A+ Excellent

Vinson-Owen Elementary

📚 Pre-K – 05 Elementary
👥
425 Students
👨‍🏫
13.0:1 Class Size
💰
$25,181 Per Student
A+ Excellent

McCall Middle

📚 06 – 08 Middle
👥
1,039 Students
👨‍🏫
12.0:1 Class Size
💰
$25,181 Per Student
A Very Good

Winchester High School

📚 09 – 12 High School
👥
1,372 Students
👨‍🏫
14.8:1 Class Size
💰
$25,181 Per Student

Nearby Schools (5 more)

Schools in adjacent ZIP codes that may serve this area

A+ Excellent

Daniel L Joyce Middle School

📚 06 – 08 Middle
📍 55 Locust Street, Woburn
👥
460 Students
👨‍🏫
8.7:1 Class Size
💰
$26,127 Per Student
A+ Excellent

Hardy

📚 K – 05 Elementary
📍 52 Lake Street, Arlington
👥
383 Students
👨‍🏫
10.8:1 Class Size
💰
$36,380 Per Student
A+ Excellent

John A Bishop

📚 K – 05 Elementary
📍 25 Columbia Road, Arlington
👥
391 Students
👨‍🏫
11.9:1 Class Size
💰
$36,380 Per Student
A+ Excellent

John F Kennedy Middle School

📚 06 – 08 Middle
📍 33 Middle Street, Woburn
👥
511 Students
👨‍🏫
10.7:1 Class Size
💰
$26,127 Per Student
A+ Excellent

John J. McGlynn Middle School

📚 06 – 08 Middle
📍 3004 Mystic Valley Parkway, Medford
👥
432 Students
👨‍🏫
8.7:1 Class Size
💰
$26,811 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.

🎓 Nearby Colleges & Universities

8 Nearby
D
Lawrence Memorial Hospital School of Nursing
195 students · 2.5 mi
D
Elizabeth Grady School of Esthetics and Massage Therapy
370 students · 2.8 mi
C+
Catherine Hinds Institute of Esthetics
163 students · 2.9 mi
A
Tufts University
13,274 students · 3.3 mi
C
Empire Beauty School-Malden
101 students · 3.9 mi
C
New England Hair Academy
102 students · 4.4 mi
C
Lesley University
3,134 students · 5.2 mi
C
Longy School of Music of Bard College
318 students · 5.2 mi

Frequently Asked Questions

Where do home prices stand in Winchester, MA?

Winchester, MA home values average about $1.6M. That price point suits investors targeting rentals with $3,857/mo in monthly income.

Which investment style suits Winchester, MA?

Investors usually favor careful cash-flow rentals with hands-on management in Winchester, MA. With home values at $1.6M and rents near $3,857/mo, other strategies can work but produce even-keeled rather than outsized returns.

How much do tenants pay in Winchester, MA?

Rent in Winchester, MA is around $3,857/mo. The resulting rent-to-value relationship with $1.6M pricing is reasonable for most investor models.

Is rental property easy to operate in Winchester, MA?

The landlord environment in Winchester, MA is tenant-protective. Statewide rules shape most day-to-day operations for rental owners.

Is vacancy a concern in Winchester, MA?

Expect elevated vacancy in Winchester, MA. Rents at $3,857/mo are absorbed by the tenant base without meaningful lag.

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How 01890 ranks in Boston-Cambridge-Newton, MA-NH

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