Real Estate Investing in Oconomowoc, Wisconsin (53066)
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Should you buy in 53066 (Oconomowoc, WI)? Our answer, based on the numbers below.
Mixed — home prices are stretched relative to local incomes. Run the math on your specific situation.
A middle-of-the-road market. Workable, but the best opportunities may be nearby ZIPs rather than this one.
- High price-to-rent: Price-to-rent ratio 26.2 — hard to cash-flow at these prices.
What’s happening in Oconomowoc, WI (53066)?
Click any question — our AI will research it live from the web and show you sources.
Market Analysis: 53066 Oconomowoc
The 53066 ZIP covers a section of Oconomowoc that demands careful diligence. Prices near $590K look accessible, but the work to make a deal cash flow is real.
For an experienced owner, 53066 can be a a solid fit for hunting ground — but the discount at $590K reflects genuine risk that outside investors often underestimate.
Statewide comparisons place 53066 among WI's softer markets. That context does not make the ZIP uninvestable, but it does raise the bar for due diligence.
Resident income in 53066 sits below the county median. That reality colors rent collection, vacancy, and reinvestment math in ways that outside investors often underestimate.
Distressed ZIPs reward experience. substantial returns are possible in 53066, but they flow to investors who already understand how to operate in soft markets.
Here's what matters if you're considering buying a home in Oconomowoc:
Property Strategy for 53066
Which property type performs best in this market?
📊 Compare All Property Types →
| Type | Median Value | Est. Rent | Cap Rate | 5yr CAGR | $/Bedroom |
|---|---|---|---|---|---|
| 2BR | $375,825 | $1,470 | 2.8% | +6.8% | $187,912 |
| 3BR | $474,376 | $1,820 | 2.8% | +7.6% | $158,125 |
| 4BR | $613,669 | $1,960 | 2.3% | +8.0% | $153,417 |
| 5BR | $792,420 | — | — | +7.9% | $158,484 |
Market Trends
Home Value History (with trend line)
Rent History (with trend line)
📊 How Does 53066 Compare?
| Metric | 53066 | Oconomowoc | Milwaukee-Waukesha, WI | Wisconsin |
|---|---|---|---|---|
| Home Value | $590,260 | $590,260 | N/A | $320,446 |
| 5-Year CAGR | 5.8% | 5.8% | N/A | 7.3% |
| Avg Rent | $1,877 | $1,877 | N/A | - |
| Cap Rate | 2.5% | 2.5% | - | - |
Similar ZIPs Within 25 Miles
Compare other nearby markets to see if a neighbor offers a better fit.
Landlord Ground Truth
Real numbers from people who own or manage rentals in ZIP 53066 (Oconomowoc, WI). Anonymous, moderated, never written by AI.
Do you own or manage rentals in ZIP 53066 (Oconomowoc, WI)?
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Property managers serving Waukesha County
Manage rentals here? List your business →Home Path Property Management offers home rentals, build-to-rent options, and vacation rentals in the Milwaukee Area. summary from their website
MPC Property Management offers a wide range of property management services for residential, commercial, and association properties in Wisconsin. summary from their website
Diamond Property Management LLC appears to offer property management services based on the domain and name, though homepage content is technical. summary from their website
Listings are shown for convenience — Repit doesn’t endorse or vet these companies. Ratings shown come only from email-verified visitors.
📊 Market Snapshot
| Home Value | $590,260 |
| Monthly Rent | $1,877 |
| Price-to-Rent | 26.2:1 |
| 1% Rule | ✗ Fails |
💰 Return Metrics
| Gross Yield | 3.8% |
| Cap Rate | 2.5% |
| 5-Year IRR | 8.3% |
📈 Home Appreciation
| 1-Year | +8.4% ▲ |
| 3-Year CAGR | +5.7% ▲ |
| 5-Year CAGR | +5.8% ▲ |
| 10-Year CAGR | +6.5% ▲ |
🏠 Rent Trends
| 1-Year | +12.3% ▲ |
| 3-Year CAGR | N/A |
| 5-Year CAGR | N/A |
The current 30-yr mortgage rate (6.8%) exceeds the estimated cap rate (2.5%). 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.
Demographics in 53066
Population: 37,056
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 53066
Schools in This ZIP Code
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
Investor Insight: With 4,204 students living off-campus nearby, this area has strong rental demand from the college population.
Frequently Asked Questions
Is Oconomowoc, WI a good place for real estate investing?
Yes - Oconomowoc, WI a 3.0/5 investability score. With $590K home prices against $1,877/mo monthly rent, the market delivers a reasonable entry point for new investors.
Are rents high in Oconomowoc, WI?
Oconomowoc, WI rentals go for roughly $1,877/mo a month. That puts gross yield in solid territory relative to $590K acquisition costs.
What price range are homes in Oconomowoc, WI?
Median home price in Oconomowoc, WI is near $590K, with a 5-year CAGR of 0.0%. Prices have been even-keeled and supportive of buy-and-hold strategies.
What is the typical vacancy rate in Oconomowoc, WI?
Occupancy in Oconomowoc, WI runs even-keeled with elevated vacancy. Well-priced units at $1,877/mo lease on reasonable timelines.
Is the tenant base reliable in Oconomowoc, WI?
The renter base in Oconomowoc, WI is reasonable for the $1,877/mo price point. Screening well and pricing to market typically yields predictable tenants.
You know 53066 now. You don’t know where it ranks.
This page stays free — all of it. What one page can’t tell you is how 53066 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.
How 53066 ranks in Milwaukee-Waukesha, WI
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