Top 10 Illinois Zillow Investment Listings Ranked by Cash-on-Cash Return
Ten Chicago-suburb rental listings from Zillow ranked by cash-on-cash return—Grayslake, Glenview, Lindenhurst, and Realy assumption details for IL investors.
These ten listings were pulled from Chicagoland Zillow markets (Grayslake, Antioch, Glenview, Crystal Lake, Lindenhurst, McHenry, Harvard) and ranked by cash-on-cash return (CoC) using Realy’s Chrome extension—highest CoC first.
Illinois suburbs show stronger cash-flow potential than coastal states on this screen—especially sub-$200K and select $300K–$350K deals. Eight of ten listings show positive CoC under lean assumptions.
This is a screening list, not a buy list.
Calculation Assumptions Used
| Input | Setting |
|---|---|
| Down payment | 20% · Closing 1% · Rate 6.5% · 30Y fixed |
| Property taxes | 2% of sale value |
| Insurance, vacancy, maintenance, HOA | $0 (add your quotes) |
| Rent | Zillow Rent Zestimate |
At-a-Glance Ranking
| # | Address | Price | Beds/Baths | CoC | Cap Rate | Mo. CF | Rent/mo |
|---|---|---|---|---|---|---|---|
| 1 | 335 Belmont Ct | $199,999 | 3 / 2 | 43.5% | 15.2% | $1,521 | $2,866 |
| 2 | 42509 N Lake Dr | $325,000 | 4 / 2 | 14.7% | 9.2% | $838 | $3,023 |
| 3 | 645 Indian Rd | $850,000 | 4 / 3 | 11.4% | 8.5% | $1,702 | $7,417 |
| 4 | 2359 High Point Dr | $348,000 | 4 / 2 | 9.9% | 8.2% | $605 | $2,945 |
| 5 | 314 N Cresthill Ave | $279,900 | 3 / 2 | 4.4% | 7.0% | $213 | $2,095 |
| 6 | 219 Countryside Ln | $399,900 | 3 / 2 | 4.2% | 6.9% | $290 | $2,979 |
| 7 | 5912 Terra Cotta Rd | $470,000 | 5 / 4 | 2.6% | 6.6% | $210 | $3,370 |
| 8 | 331 Hampton Ct | $470,000 | 5 / 3 | 1.1% | 6.3% | $90 | $3,250 |
| 9 | 23518 Streit Rd | $339,900 | 3 / 2 | −0.8% | 5.9% | −$47 | $2,238 |
| 10 | 400 Washington St | $899,000 | 5 / 3 | −3.3% | 5.4% | −$526 | $5,518 |
#1 — 335 Belmont Ct, Grayslake IL 60030
Single family · 3 bed / 2 bath · 1,834 sqft · $199,999
| Metric | Value |
|---|---|
| Cash-on-cash | 43.5% |
| Cap rate | 15.2% |
| Monthly cash flow | $1,521 |
| Total cash down | $41,999 |
Why it ranks #1: Sub-$200K with $2,866/mo Rent Zestimate—exceptional rent-to-price for Chicagoland. Showcase listing with 3D tour.
Investor notes: 2 days on Zillow. Lake County market—verify flood and winter maintenance reserves.
#2 — 42509 N Lake Dr, Antioch IL 60002
Single family · 4 bed / 2 bath · 2,020 sqft · $325,000
| Metric | Value |
|---|---|
| Cash-on-cash | 14.7% |
| Cap rate | 9.2% |
| Monthly cash flow | $838 |
| Total cash down | $68,250 |
Investor notes: Near Wisconsin border. $3,023/mo rent on $325K basis—solid Midwest cash-flow profile.
#3 — 645 Indian Rd, Glenview IL 60025
Single family · 4 bed / 3 bath · 2,534 sqft · $850,000
| Metric | Value |
|---|---|
| Cash-on-cash | 11.4% |
| Cap rate | 8.5% |
| Monthly cash flow | $1,702 |
| Total cash down | $178,500 |
Why it ranks #3: Unusually high $7,417/mo Rent Zestimate drives positive CoC despite $850K price—validate rent comps carefully in Glenview.
Investor notes: Zestimate ~$878K. Tax assessed $650K. 16 days on market.
#4 — 2359 High Point Dr, Lindenhurst IL 60046
Single family · 4 bed / 2 bath · 1,749 sqft · $348,000
| Metric | Value |
|---|---|
| Cash-on-cash | 9.9% |
| Cap rate | 8.2% |
| Monthly cash flow | $605 |
| Total cash down | $73,080 |
Investor notes: Showcase listing. Near Grayslake cluster—compare to #1 for better basis.
#5 — 314 N Cresthill Ave, McHenry IL 60051
Single family · 3 bed / 2 bath · 1,479 sqft · $279,900
| Metric | Value |
|---|---|
| Cash-on-cash | 4.4% |
| Cap rate | 7.0% |
| Monthly cash flow | $213 |
#6 — 219 Countryside Ln, Lindenhurst IL 60046
Single family · 3 bed / 2 bath · 1,728 sqft · $399,900
| Metric | Value |
|---|---|
| Cash-on-cash | 4.2% |
| Cap rate | 6.9% |
| Monthly cash flow | $290 |
Investor notes: 3D tour available. Same city as #4—higher basis, lower CoC.
#7 — 5912 Terra Cotta Rd, Crystal Lake IL 60014
Single family · 5 bed / 4 bath · 3,161 sqft · $470,000
| Metric | Value |
|---|---|
| Cash-on-cash | 2.6% |
| Cap rate | 6.6% |
| Monthly cash flow | $210 |
#8 — 331 Hampton Ct, Crystal Lake IL 60012
Single family · 5 bed / 3 bath · 2,400 sqft · $470,000
| Metric | Value |
|---|---|
| Cash-on-cash | 1.1% |
| Cap rate | 6.3% |
| Monthly cash flow | $90 |
#9 — 23518 Streit Rd, Harvard IL 60033
Single family · 3 bed / 2 bath · 1,786 sqft · $339,900
| Metric | Value |
|---|---|
| Cash-on-cash | −0.8% |
| Cap rate | 5.9% |
| Monthly cash flow | −$47 |
Investor notes: 1.21-acre lot. Rural McHenry County—vacancy risk higher.
#10 — 400 Washington St, Glenview IL 60025
Single family · 5 bed / 3 bath · 2,803 sqft · $899,000
| Metric | Value |
|---|---|
| Cash-on-cash | −3.3% |
| Cap rate | 5.4% |
| Monthly cash flow | −$526 |
Investor notes: Open house Sun 12–2pm. Negative CoC at list despite strong Glenview location.
Illinois Patterns
| Pattern | Takeaway |
|---|---|
| Sub-$200K dominates | Grayslake #1 at 43.5% CoC |
| Rent Zestimate sensitivity | #3 Glenview needs rent validation |
| Positive CoC majority | 8/10 vs. 2/10 in California |
| Property taxes | IL effective rates vary—confirm beyond 2% model |
Screen Illinois in Realy
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- Sort by cash-on-cash in the analyzer
Related: How to find cash-flowing rentals · Rent-to-price ratio