4361 N 66th St · Milwaukee, WI 53216

$146,500

3 bd · 1.0 ba · 1,136 sqft · SingleFamily public records · 76 Days on market

Built 1954 5,227 sqft lot $129/sqft · at area comps Est $151k · at est.

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Why this score? — see what drove the C- grade

The composite is a weighted blend of 9 inputs, each scored 0–100. Each bar is that input's sub-score; the figure is the points it added to the 100-point composite (weight × sub-score).

• Cash flow +16.1/30.0
• ARV discount +8.9/15.0
• Appreciation +5.7/10.0
• DSCR +5.0/10.0
• 1% rule +4.8/10.0
• Rent growth +4.3/5.0
• Livability +4.0/5.0
• Condition / age +2.5/5.0
• Schools +1.2/10.0

Listing remarks MLS

3BR cape in handy location. This home has been a long time rental property and has some interior updates and easy access through ramps installed by previous residents. Nice yard and garage.

Key facts

• Easy access
• Interior updates
• Nice yard

Tags

• INTERIOR UPDATES
• EASY ACCESS
• NICE YARD

What this means for you Summary

Snapshot

• This is a 3-bed/1.0-bath single-family listed at $146k.

Deal economics

• At list price, monthly cash flow is $74 ($887/yr) — positive.
• The deal already cash-flows at list — no discount required.
• To meet the 1% rule (rent ≥ 1% of price), the offer needs to be $144k (2.0% below list).
• Recommended offer: $138k (6.0% below list) — sets the bar for market timing.
• Cap rate 6.9% vs local median 5.1% in Milwaukee — top-decile yield for the area; either an underpriced asset or a hidden risk that comps aren't pricing in. Stress-test before assuming the spread holds.

Location & tenants

• Location reads 81/100 on livability (#55 in WI, #1,534 nationally) — a professional / high-income tenant draw. Strengths: amenities A+, commute A+, cost of living A+; Watch: employment D+, schools F, crime F.
• Milwaukee School District (urban): math 10% / reading 18% proficiency, ranked #337 of 342 in WI (top 98%) — low school quality limits family demand, transient renter base, plan for 1-2y turnover; 77% free/reduced lunch — lower-income household profile, screen leases tightly.
• Market conditions: Rents rising fast (+7.0%/yr); 126 active listings in the ZIP; 23 comparable units currently listed for rent nearby; rentals lingering (median 44d on market — plan ~5-8 weeks vacancy on turnover, expect pricing pressure); 52% of comp listings sitting > 30 days — soft ceiling on asking rent; 1,017 units permitted in Milwaukee County in 2024 (803 in 5+ unit buildings).
• This rent runs 37% of the median local income ($47k/yr) — at the standard rent-burdened threshold; future hikes will face affordability resistance.

Forward outlook

• In year one you build about $3k of equity ($1k loan paydown + $2k appreciation (1.3% local appreciation)).
• Milwaukee County population projected at +4% by 2050 — modest demand growth; plan on rents tracking national, not racing it.
• At projected returns (1.3% appreciation + 7.0% rent growth), your $41k cash investment doubles in ~7 years — after that, you're playing with house money.
• By year 10, paydown + projected appreciation supports a ~$30k cash-out refi (75% LTV) — recoverable capital for the next deal without selling this one.

Negotiation context

• It's been on market 76 days — a 6% lower offer ($138k) is reasonable based on typical stale-listing flexibility.
• 2 sale attempts since 13y ago with the ask held roughly flat each time — persistent listings suggest the price (not the market) is what's stuck; bring a comps-based counter.
• Current owner paid $30k; list at $146k implies a 388% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

• Watch-outs: built in 1954 — expect roof / HVAC / electrical / plumbing capex.

Recommended offer $137,710 (6.0% below list)

Questions for the listing agent

1. It's been on market 76 days. Have you received any prior offers? Is the seller open to a 6% concession, seller financing, or rate buy-down credit?
2. Built in 1954 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
3. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
4. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
5. Schools are F-rated, which usually means shorter tenancies and higher turnover. Who's the typical renter profile here, and what's been the actual vacancy rate?
6. Crime grade is F in this area — have there been break-ins, vandalism, or insurance claims at this property in the last 3 years? What carrier currently insures it and at what premium?
7. What's the average days-on-market for RENTAL listings here right now (not sales)? A rising rental-DOM trend means longer vacancies and softer asking-rent achievability than the comps imply.
8. What's the recent tenant-quality profile in this submarket — average credit score on applications, eviction rate, late-payment / NSF rate, and stable-employment percentage? A property-management company in the area should have these aggregated.
9. How much new for-sale + rental construction is in the pipeline within 1–3 miles? Heavy new supply typically softens prices + rents 12–24 months out; constrained supply supports both.

Investment metrics

• 1% rule: 0.98% ✗
• Cap rate: 6.90%
• Cash-on-cash: 2.16%
• DSCR: 1.10
• GRM: 8.5

CMA / ARV

• ARV (median comp): $151,246
• List price: $146,500
• Delta: -3.14%
• Verdict: FAIR
• Comps: 20 within 1.0 mi

Show comp detail 12 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
4314 N 68th St	0.12mi	3/1.0	1,048 (-8%)	1mo	$195,000	$186	81
6314 W Medford Ave	0.31mi	3/1.0	1,180 (+4%)	0mo	$165,000	$140	79
4142 N 68th St	0.29mi	4/1.0 (+1)	1,155 (+2%)	0mo	$142,000	$123	78
4518 N 68th St	0.22mi	3/1.0	1,036 (-9%)	1mo	$169,000	$163	75
4305 N 63rd St	0.21mi	3/1.0	1,028 (-10%)	1mo	$130,000	$126	74
4309 N 73rd St	0.44mi	3/1.0	1,092 (-4%)	0mo	$175,000	$160	72
3946 N 63rd St	0.57mi	3/1.0	1,191 (+5%)	0mo	$200,000	$168	65
4128 N 67th St	0.29mi	2/2.0 (-1)	1,058 (-7%)	1mo	$140,000	$132	65
4160 N 69th St	0.29mi	3/1.0	974 (-14%)	0mo	$195,000	$200	62
4872 N 63rd St	0.73mi	3/1.5	1,100 (-3%)	1mo	$207,900	$189	58
3930 N 70th St	0.62mi	3/1.0	1,015 (-11%)	0mo	$165,000	$163	53
3919 N 58th St	0.73mi	3/2.0	1,277 (+12%)	0mo	$150,000	$117	41

Match score weights: distance 35% · size 25% · config 20% · recency 20%. Top-matched comps best support the ARV.

Projected returns pro-forma

1.33% appreciation · 7.01% rent growth · sell at horizon

5-year hold

• IRR: 7.3%
• Equity multiple: 1.39×
• Total profit: $15,895
• Equity at exit: $52,532

10-year hold

• IRR: 13.6%
• Equity multiple: 2.89×
• Total profit: $77,449
• Equity at exit: $71,801

Cash invested: $41,020 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

• Overall (STATE): 73 Landlord-Friendly
• State Wisconsin: 73 Landlord-Friendly · R+2
• County: — inherits STATE
• City: — inherits STATE

5-day notice; preempted; Madison / Milwaukee have some local enforcement.

Methodology + full state rankings →

ZIP-level market 53216

• Home prices YoY: 0.3%
• Rents YoY: 7.0%
• Active inventory: 126
• Price-to-rent: 8.5×

Monthly cashflow live

• Estimated rent: $1,436 high
• Mortgage (P&I): −$768
• Tax from tax record: −$231 /mo · $2,776/yr
• Insurance: −$61
• HOA: −$0
• Vacancy / Maint / Mgmt: −$302
• Net cashflow: $74

Break-even live

Break-even rent $1,343

Max offer price $146,500

Occupancy floor 90%

UW: 25.0% down · 7.5% · 30yr · 1.5% tax · 5.0% vac · 8.0% maint · 8.0% mgmt

Financing live

Cash to close

• Down payment: $36,625
• Closing costs: $4,395
• Reserves months: —
• Total cash needed: —

Rent comps 23 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
4153 N 68th St Milwaukee, WI	3.0	1.0	1025	$1,700	$1.66	43d	1	0.30mi
6518 W Hampton Ave Unit 2 Milwaukee, WI	2.0	1.0	1100	$1,200	$1.09	43d	1	0.57mi
4843 N 72nd St Milwaukee, WI	3.0	1.0	1014	$1,485	$1.46	43d	1	0.72mi
4623 N 77th St Milwaukee, WI	3.0	1.5	1156	$1,800	$1.56	17d	1	0.76mi
4900 N 58th St Milwaukee, WI	3.0	1.0	1455	$1,450	$1.00	4d	1	0.84mi
7701 W Hampton Ave Unit 6 Milwaukee, WI	2.0	1.0	816	$1,250	$1.53	43d	1	0.86mi
6960 W Appleton Ave Apt 4 Milwaukee, WI	2.0	1.0	750	$1,100	$1.47	43d	1	0.91mi
8043 W Appleton Ave Milwaukee, WI	2.0	1.0	900	$1,200	$1.33	14d	1	0.97mi
4640 N 51st Blvd Milwaukee, WI	2.0	1.0	1075	$1,275	$1.19	43d	1	0.99mi
4139 N 50th St Milwaukee, WI	3.0	1.0	1275	$1,600	$1.25	43d	1	1.00mi
7348 W Medford Ave Unit 7348A Milwaukee, WI	2.0	1.0	1095	$950	$0.87	23d	1	1.04mi
4278 N 84th St Unit 1 Milwaukee, WI	2.0	1.0	750	$995	$1.33	23d	1	1.12mi
4141 N 84th St Unit 4141 Milwaukee, WI	2.0	1.0	950	$1,300	$1.37	43d	1	1.20mi
4052 N 85th St Milwaukee, WI	3.0	1.0	1113	$1,500	$1.35	4d	1	1.26mi
4727 N 46th St Milwaukee, WI	3.0	1.0	936	$1,700	$1.82	43d	1	1.30mi
4852 N 48th St Unit 4852 Milwaukee, WI	2.0	1.0	830	$995	$1.20	2d	1	1.30mi
5137 W Keefe Ave Unit 5137 Milwaukee, WI	2.0	1.0	1000	$1,550	$1.55	3d	1	1.31mi
6921 W Herbert Ave Milwaukee, WI	3.0	2.0	1414	$1,620	$1.15	4d	1	1.32mi
4703 N 45th St Milwaukee, WI	3.0	1.0	1031	$1,695	$1.64	23d	1	1.34mi
4479A N 44th St Milwaukee, WI	2.0	1.0	1000	$895	$0.90	43d	1	1.35mi
5073 N 48th St Milwaukee, WI	4.0	1.0	1152	$1,595	$1.38	14d	1	1.43mi
4702 N 44th St Milwaukee, WI	3.0	2.0	1050	$1,850	$1.76	43d	1	1.43mi
5050 N 47th St Milwaukee, WI	2.0	1.0	1092	$1,700	$1.56	43d	1	1.48mi

Listing history 21 events

1. 2026-06-18
   days on market $146,500 Active 76 DOM
2. 2026-06-17
   days on market $146,500 Active 75 DOM
3. 2026-06-16
   days on market $146,500 Active 74 DOM
4. 2026-06-15
   days on market $146,500 Active 73 DOM
5. 2026-06-13
   days on market $146,500 Active 71 DOM
6. 2026-06-13
   days on market $146,500 Active 70 DOM
7. 2026-06-09
   days on market $146,500 Active 67 DOM
8. 2026-06-08
   days on market $146,500 Active 66 DOM
9. 2026-06-07
   days on market $146,500 Active 65 DOM
10. 2026-06-05
    days on market $146,500 Active 62 DOM
11. 2026-06-03
    days on market $146,500 Active 61 DOM
12. 2026-06-02
    days on market $146,500 Active 60 DOM
13. 2026-06-01
    days on market $146,500 Active 59 DOM
14. 2026-05-31
    days on market $146,500 Active 58 DOM
15. 2026-04-03
    listed $146,500 Active 189-char remark

    Show marketing remark (189 chars)

    3BR cape in handy location. This home has been a long time rental property and has some interior updates and easy access through ramps installed by previous residents. Nice yard and garage.

16. 2013-01-26
    listed $37,900 374-char remark

    Show marketing remark (374 chars)

    Can't beat this price to begin home ownership! Spacious living room, dining room with built-in china cabinets and kitchen includes appliances. One main floor bedrooms with master bedroom upstairs plus 16x8 space could be nursery or office. Rec room with dry bar. Circuit breakers, newer house roof and 2.5 car garage with overhead door to the backyard. This is a short sale.

17. 2013-01-26
    historical 374-char remark

    Show marketing remark (374 chars)

    Can't beat this price to begin home ownership! Spacious living room, dining room with built-in china cabinets and kitchen includes appliances. One main floor bedrooms with master bedroom upstairs plus 16x8 space could be nursery or office. Rec room with dry bar. Circuit breakers, newer house roof and 2.5 car garage with overhead door to the backyard. This is a short sale.

18. 2011-01-31
    soldstatus $30,000 374-char remark

    Show marketing remark (374 chars)

    Can't beat this price to begin home ownership! Spacious living room, dining room with built-in china cabinets and kitchen includes appliances. One main floor bedrooms with master bedroom upstairs plus 16x8 space could be nursery or office. Rec room with dry bar. Circuit breakers, newer house roof and 2.5 car garage with overhead door to the backyard. This is a short sale.

19. 2007-04-30
    soldstatus $98,900
20. 2007-03-30
    soldstatus $98,900
21. 1994-06-01
    soldstatus $43,900

ⓘ Source: listings_history table (triggers on properties + properties_extension) + one-shot backfill from property_details.listing_events for pre-trigger history.

Tax reassessment forecast WI · Partial reset (capped growth)

• Current annual tax: $2,776 · $231/mo
• Projected year-2 tax: $2,776 · $231/mo
• Expected delta: $0/yr ($0/mo · 0.0%)

ⓘ Screening estimate from a state-policy table — verify with the county assessor before closing.

Climate risk First Street

• 🌊 Flood 4/10 Moderate FEMA zone X (unshaded) · 22% chance over 30 yrs
• 🔥 Wildfire 1/10 Low
• 🌡 Heat 2/10 Low 7 d/yr ≥100°F today · 13 d/yr by 30 yrs out
• 💨 Wind 2/10 Low
• 🫁 Air quality 2/10 Low 2 unhealthy d/yr today · 2 by 30 yrs out

Taxation est. · year 1

• Rental income: $17,234
• − Mortgage interest: −$8,206
• − Property taxes: −$2,776
• − Insurance: −$732
• − Repairs & maintenance: −$1,379
• − Management: −$1,379
• − Depreciation: −$4,262
• Taxable loss: −$1,500
• Est. tax savings @ 24.0%: +$360
• After-tax cash flow: $1,247/yr

For passive investors: Depreciation is non-cash, so a rental often shows a tax loss while cash-flowing — sheltering income. Rental losses are passive: they offset passive income freely, and up to $25,000/yr can offset ordinary (W-2) income if you actively participate and your MAGI is under $100k (phasing out to $0 by $150k); unused losses carry forward. On sale, claimed depreciation is recaptured at up to 25%, and gains may owe capital-gains tax (a 1031 exchange can defer both). Figures are a year-1 estimate at your 24.0% rate — not tax advice; consult a CPA.

Schools (NCES district)

• District: Milwaukee School District
• NCES district ID: 5509600
• Math proficiency: 10% ▼ -5.00%
• Reading proficiency: 18% ▬ 0.00%
• Median HH income: $36,339
• Composite: 11.61/100
• National rank: #9696
• State rank: #337 of 342 in WI

Livability — Milwaukee

• Score: 81/100
• State rank: #55
• US rank: #1534

Category grades

Amenities A+ Commute A+ Cost of living A+ Crime F Employment D+ Housing A+ Health & safety A+ User ratings B+

Schools grade is shown separately in the Schools card above.

Census & demographics

• Census place: Milwaukee, WI
• County: Milwaukee County · 926,379 people
• City population: 573,768
• Metro: Milwaukee-Waukesha, WI
• Population (ZIP): 30,345
• Household income: $46,752
• Rent vs Own: 52.7% rent · 47.3% own
• Severe rent burden: 2202.0

Population outlook (Milwaukee County) Hauer SSP2

• Today (2025): 995,758 people
• By 2030: 1,009,124 · +1.3%
• By 2040: 1,028,128 · +3.3%
• By 2050: 1,040,066 · +4.4%
• By 2075: 1,057,849 · +6.2%
• By 2100: 1,039,774 · +4.4%

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Predominantly Black (81%)
• Race & ethnicity: Black 81% White 9% Hispanic / Latino 5% Two or more races 5% Asian 3%
• Hispanic origin (detail): Mexican 2% Puerto Rican 3%
• Common ancestry: Romanian 1%
• Foreign-born: 3% · Canada, Philippines, China
• Languages at home: 93% English-only · Spanish 4% Other Asian/Pacific 2%

Political lean MEDSL · Milwaukee

• 2024 margin: Solid D (+38.5) · D 68.3% · R 29.8% · Other 1.8%
• 2008→2024 swing: +2.7pp toward D · 2008: 35.9pp · 2024: 38.5pp
• All cycles: 2024: D+38.5 2020: D+39.9 2016: D+37.5 2012: D+34.6 2008: D+35.9

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▲ 1.33%
• Current HPI: 381.0954
• Rent YoY: ▲ 7.01%
• Metro: Milwaukee-Waukesha, WI
• State GDP YoY: ▲ 2.10%
• F500 in state: 20

Industry mix (Fortune 500 HQ in WI)

Industry	F500 HQs	Revenue
▸Industrial Machinery	4	$23B
▸Industrial Technology	2	$36B
▸Insurance	1	$36B
▸Professional Services	1	$19B
▸Utilities	1	$9B
▸Consumer Goods	1	$3B

Price history

+233.7% since first listed

7 events — show timeline

• 2026-04-03 Listed $146,500 METROMLS
• 2013-01-26 Listing Removed — METROMLS
• 2013-01-26 Listed $37,900 METROMLS
• 2011-01-31 Sold (MLS) $30,000 METROMLS
• 2007-04-30 Sold (Public Records) $98,900 Public Records
• 2007-03-30 Sold (MLS) $98,900 METROMLS
• 1994-06-01 Sold (Public Records) $43,900 Public Records

Property tax history

+2.6%/yr

Latest (2024): $2,776 · +9.3% YoY. Source: county tax records.