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807-809 W Pleasant St
B Composite 74.59
Why this score? — see what drove the B 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 +30.0/30.0
  • ARV discount +15.0/15.0
  • 1% rule +10.0/10.0
  • DSCR +10.0/10.0
  • Livability +3.6/5.0
  • Rent growth +2.5/5.0
  • Condition / age +2.5/5.0
  • Schools +1.0/10.0
  • Appreciation +0.0/10.0

$67,500

807-809 W Pleasant St · Freeport, IL 61032
4 bd · 2.0 ba · 708 sqft · Other · 46 Days on market
Est $89k · 24% under

🖨 Deal sheet 📄 Offer letter ✓ Due diligence

Listing remarks MLS

2-Unit Multifamily Property – Tenants Responsible for Utilities! An Excellent Investment Opportunity! This duplex presents a reliable source of rental income with significant potential for growth. Both units are equipped with central air conditioning, and tenants are responsible for all utility payments, ensuring a hassle-free investment experience. Unit 1: A spacious 3-bedroom, 1-bathroom unit featuring an open floor plan, an updated kitchen, and an abundance of natural light. Unit 2: A charming 1-bedroom, 1-bathroom unit with a functional layout and modern finishes. Whether you are a seasoned investor or just beginning your journey, this property would make a valuable addition to any investment portfolio

Key facts

  • Listed 46 days

Neighborhood map

Property Rental comp Retail Transit Schools Stadiums Fortune 500 · Circle radius: 3.0 mi
Loading POIs…

What this means for you Summary

Snapshot

  • This is a 4-bed/2.0-bath other listed at $68k.

Deal economics

  • At list price, monthly cash flow is $406 ($5k/yr) — positive.
  • The deal already cash-flows at list — no discount required.
  • Meets the 1% rule at list price ($1k rent vs $68k).
  • Recommended offer: $65k (3.0% below list) — sets the bar for market timing.
  • Cap rate 13.5% vs local median 5.8% in Freeport — 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 72/100 on livability (#302 in IL) — a middle-class / working-renter tenant base. Strengths: cost of living A+, health & safety A+, housing A-; Watch: schools F, commute F, employment F.
  • Freeport SD 145 (town): math 11% / reading 12% proficiency, ranked #565 of 620 in IL (top 91%) — low school quality limits family demand, transient renter base, plan for 1-2y turnover; 65% free/reduced lunch — lower-income household profile, screen leases tightly.
  • Market conditions: 197 active listings in the ZIP; 7 units permitted in Stephenson County in 2024 (0 in 5+ unit buildings).

Forward outlook

  • Local home prices are declining (-3.0%/yr); year-one equity from $467 of loan paydown is wiped out by about $2k of value loss. Plan a longer hold.
  • Stephenson County population projected at -29% by 2050 — secular population decline; favor cash flow + early exit over multi-decade hold.
  • At projected returns (-3.0% appreciation + 3.0% rent growth), your $19k cash investment doubles in ~5 years — after that, you're playing with house money.

Negotiation context

  • It's been on market 46 days — a 3% lower offer ($65k) is reasonable based on typical stale-listing flexibility.
  • 7 sale attempts since 19y 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.

Risks & watch-outs

  • Watch-outs: property tax is 2.6% of price.
Recommended offer $65,475 (3.0% below list)

Questions for the listing agent

  1. It's been on market 46 days. Have you received any prior offers? Is the seller open to a 3% concession, seller financing, or rate buy-down credit?
  2. Property tax is high relative to price — has the assessment been appealed recently, and will the sale trigger a re-assessment?
  3. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  4. 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?
  5. 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.
  6. 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.
  7. 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
1.75%
Cap rate
13.52%
Cash-on-cash
25.80%
DSCR
2.15
GRM
4.8

CMA / ARV

ARV (median comp)
$88,937
List price
$67,500
Delta
-24.10%
Verdict
UNDERPRICED
Comps
20 within 1.0 mi

Projected returns pro-forma

-3.0% appreciation · 3.0% rent growth · sell at horizon

5-year hold
IRR
19.5%
Equity multiple
1.79×
Total profit
$15,001
Equity at exit
$10,064
10-year hold
IRR
27.8%
Equity multiple
3.47×
Total profit
$46,619
Equity at exit
$5,836

Cash invested: $18,900 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

Overall (STATE)
43 Moderately Tenant-Leaning
State Illinois
43 Moderately Tenant-Leaning · D+7
County
— inherits STATE
City
— inherits STATE
Chicago RTLO is among the strongest tenant ordinances in the Midwest; downstate is more landlord-friendly.

ZIP-level market 61032

Home prices YoY
-19.5%
Active inventory
197
Price-to-rent
4.8×

Monthly cashflow live

Estimated rent
$1,184 medium interval (Pro) →
Mortgage (P&I)
$354
Tax from tax record
$147 /mo · $1,765/yr
Insurance
$28
HOA
$0
Vacancy / Maint / Mgmt
$249
Net cashflow
$406

Break-even live

Break-even rent $670
Max offer price $67,500
Occupancy floor 61%

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
$16,875
Closing costs
$2,025
Reserves months
Total cash needed

Loan-product check · same deal, 3 products live

Conventional

25% down · 7.5% · 30yr

Down + closing
Monthly P&I
Monthly cashflow
DSCR
Eligible?

Personal DTI + credit; lowest rate.

DSCR

20% down · 8.5% · 30yr

Down + closing
Monthly P&I
Monthly cashflow
DSCR
Eligible?

No personal income docs; deal must DSCR.

Hard money

10% down · 12.0% · 12mo

Down + closing
Monthly P&I
Monthly cashflow
DSCR
Eligible?

Short-term bridge; refi at stabilization.

Listing history 19 events

  1. 2026-06-12
    days on marketlisting id $67,500 Pending 46 DOM
  2. 2026-05-16
    status Pending 722-char remark
    Show marketing remark (725 chars)

    2-Unit Multifamily Property - Tenants Responsible for Utilities! An Excellent Investment Opportunity! This duplex presents a reliable source of rental income with significant potential for growth. Both units are equipped with central air conditioning, and tenants are responsible for all utility payments, ensuring a hassle-free investment experience. Unit 1: A spacious 3-bedroom, 1-bathroom unit featuring an open floor plan, an updated kitchen, and an abundance of natural light. Unit 2: A charming 1-bedroom, 1-bathroom unit with a functional layout and modern finishes. Whether you are a seasoned investor or just beginning your journey, this property would make a valuable addition to any investment portfolio

  3. 2026-05-16
    status Pending 725-char remark
    Show marketing remark (725 chars)

    2-Unit Multifamily Property - Tenants Responsible for Utilities! An Excellent Investment Opportunity! This duplex presents a reliable source of rental income with significant potential for growth. Both units are equipped with central air conditioning, and tenants are responsible for all utility payments, ensuring a hassle-free investment experience. Unit 1: A spacious 3-bedroom, 1-bathroom unit featuring an open floor plan, an updated kitchen, and an abundance of natural light. Unit 2: A charming 1-bedroom, 1-bathroom unit with a functional layout and modern finishes. Whether you are a seasoned investor or just beginning your journey, this property would make a valuable addition to any investment portfolio

  4. 2026-03-31
    status Active 722-char remark
    Show marketing remark (725 chars)

    2-Unit Multifamily Property - Tenants Responsible for Utilities! An Excellent Investment Opportunity! This duplex presents a reliable source of rental income with significant potential for growth. Both units are equipped with central air conditioning, and tenants are responsible for all utility payments, ensuring a hassle-free investment experience. Unit 1: A spacious 3-bedroom, 1-bathroom unit featuring an open floor plan, an updated kitchen, and an abundance of natural light. Unit 2: A charming 1-bedroom, 1-bathroom unit with a functional layout and modern finishes. Whether you are a seasoned investor or just beginning your journey, this property would make a valuable addition to any investment portfolio

  5. 2026-03-31
    status Active 725-char remark
    Show marketing remark (725 chars)

    2-Unit Multifamily Property - Tenants Responsible for Utilities! An Excellent Investment Opportunity! This duplex presents a reliable source of rental income with significant potential for growth. Both units are equipped with central air conditioning, and tenants are responsible for all utility payments, ensuring a hassle-free investment experience. Unit 1: A spacious 3-bedroom, 1-bathroom unit featuring an open floor plan, an updated kitchen, and an abundance of natural light. Unit 2: A charming 1-bedroom, 1-bathroom unit with a functional layout and modern finishes. Whether you are a seasoned investor or just beginning your journey, this property would make a valuable addition to any investment portfolio

  6. 2026-03-29
    historical Contingent - Continue to Show 725-char remark
    Show marketing remark (725 chars)

    2-Unit Multifamily Property - Tenants Responsible for Utilities! An Excellent Investment Opportunity! This duplex presents a reliable source of rental income with significant potential for growth. Both units are equipped with central air conditioning, and tenants are responsible for all utility payments, ensuring a hassle-free investment experience. Unit 1: A spacious 3-bedroom, 1-bathroom unit featuring an open floor plan, an updated kitchen, and an abundance of natural light. Unit 2: A charming 1-bedroom, 1-bathroom unit with a functional layout and modern finishes. Whether you are a seasoned investor or just beginning your journey, this property would make a valuable addition to any investment portfolio

  7. 2026-03-22
    historical 722-char remark
    Show marketing remark (722 chars)

    2-Unit Multifamily Property – Tenants Responsible for Utilities! An Excellent Investment Opportunity! This duplex presents a reliable source of rental income with significant potential for growth. Both units are equipped with central air conditioning, and tenants are responsible for all utility payments, ensuring a hassle-free investment experience. Unit 1: A spacious 3-bedroom, 1-bathroom unit featuring an open floor plan, an updated kitchen, and an abundance of natural light. Unit 2: A charming 1-bedroom, 1-bathroom unit with a functional layout and modern finishes. Whether you are a seasoned investor or just beginning your journey, this property would make a valuable addition to any investment portfolio

  8. 2026-02-28
    listed $67,500 722-char remark
    Show marketing remark (725 chars)

    2-Unit Multifamily Property - Tenants Responsible for Utilities! An Excellent Investment Opportunity! This duplex presents a reliable source of rental income with significant potential for growth. Both units are equipped with central air conditioning, and tenants are responsible for all utility payments, ensuring a hassle-free investment experience. Unit 1: A spacious 3-bedroom, 1-bathroom unit featuring an open floor plan, an updated kitchen, and an abundance of natural light. Unit 2: A charming 1-bedroom, 1-bathroom unit with a functional layout and modern finishes. Whether you are a seasoned investor or just beginning your journey, this property would make a valuable addition to any investment portfolio

  9. 2026-02-28
    listed $67,500 Active 725-char remark
    Show marketing remark (725 chars)

    2-Unit Multifamily Property - Tenants Responsible for Utilities! An Excellent Investment Opportunity! This duplex presents a reliable source of rental income with significant potential for growth. Both units are equipped with central air conditioning, and tenants are responsible for all utility payments, ensuring a hassle-free investment experience. Unit 1: A spacious 3-bedroom, 1-bathroom unit featuring an open floor plan, an updated kitchen, and an abundance of natural light. Unit 2: A charming 1-bedroom, 1-bathroom unit with a functional layout and modern finishes. Whether you are a seasoned investor or just beginning your journey, this property would make a valuable addition to any investment portfolio

  10. 2025-05-01
    soldstatus $60,000 Closed
  11. 2025-04-17
    status Pending
  12. 2025-03-18
    listed $69,900 Active
  13. 2025-01-21
    historical
  14. 2024-04-18
    price $81,999
  15. 2023-12-01
    historical $565
  16. 2023-11-28
    listed $565
  17. 2007-06-26
    soldstatus $18,500
  18. 2007-06-18
    historical
  19. 2007-05-02
    listed $22,900

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

Tax reassessment forecast IL · Partial reset (capped growth)

Current annual tax
$1,765 · $147/mo
Projected year-2 tax
$1,765 · $147/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 1/10 Low FEMA zone X (unshaded) · 0% chance over 30 yrs
  • 🔥 Wildfire 1/10 Low
  • 🌡 Heat 3/10 Moderate 7 d/yr ≥101°F today · 15 d/yr by 30 yrs out
  • 💨 Wind 2/10 Low
  • 🫁 Air quality 2/10 Low 1 unhealthy d/yr today · 2 by 30 yrs out

Nearby sold comps map

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Walkable amenities ~0.75 mi

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Taxation est. · year 1

Rental income
$14,211
− Mortgage interest
−$3,781
− Property taxes
−$1,765
− Insurance
−$338
− Repairs & maintenance
−$1,137
− Management
−$1,137
− Depreciation
−$1,964
Taxable income
$4,090
combined federal + state — saved on this device
Est. tax owed @ 24.0%
−$982
After-tax cash flow
$3,895/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
Freeport SD 145
NCES district ID
1715900
Math proficiency
11% ▼ -3.00%
Reading proficiency
12% ▼ -5.00%
Median HH income
$39,803
Composite
9.89/100
National rank
#9821
State rank
#565 of 620 in IL

Livability — Freeport

Score
72/100
State rank
#302
US rank
#5927

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

Census place
Freeport, IL
Population (ZIP)
29,072

Population outlook (Stephenson County) Hauer SSP2

Today (2025)
41,802 people
By 2030
39,487 · -5.5%
By 2040
34,534 · -17.4%
By 2050
29,693 · -29.0%
By 2075
21,196 · -49.3%
By 2100
14,596 · -65.1%

Race, ethnicity, and origin ACS 2023

Neighborhood character
Predominantly White (73%)
Race & ethnicity
White 73% Black 12% Two or more races 10% Hispanic / Latino 6% Asian 1%
Hispanic origin (detail)
Mexican 4% Puerto Rican 1%
Common ancestry
Iranian 3% Romanian 2% Lithuanian 2%
Foreign-born
3% · Canada
Languages at home
96% English-only · Spanish 3% Other Indo-European 1%

Political lean MEDSL · Stephenson

2024 margin
R (+19.4) · D 39.5% · R 58.9% · Other 1.6%
2008→2024 swing
-26.1pp toward R · 2008: 6.7pp · 2024: -19.4pp
All cycles
2024: R+19.4 2020: R+15.7 2016: R+17.0 2012: R+4.6 2008: D+6.7

Not yet ingested

Civics

Market trends

HPI YoY
▼ -39.75%
Current HPI
163.677
Rent YoY
Metro
State GDP YoY
▲ 1.59%
F500 in state
60

Industry mix (Fortune 500 HQ in IL)

Industry F500 HQs Revenue

Price history

+194.8% since first listed
18 events — show timeline
  • 2026-05-16 Pending NWIAR
  • 2026-05-16 Pending MRED as Distributed by MLS Grid
  • 2026-03-31 Relisted NWIAR
  • 2026-03-31 Relisted MRED as Distributed by MLS Grid
  • 2026-03-29 Contingent MRED as Distributed by MLS Grid
  • 2026-03-22 Delisted NWIAR
  • 2026-02-28 Listed $67,500 MRED as Distributed by MLS Grid
  • 2026-02-28 Listed $67,500 NWIAR
  • 2025-05-01 Sold (MLS) $60,000 NWIAR
  • 2025-04-17 Pending NWIAR
  • 2025-03-18 Listed $69,900 NWIAR
  • 2025-01-21 Listing Removed MRED as Distributed by MLS Grid
  • 2024-04-18 Price Changed $81,999 NWIAR
  • 2023-12-01 Rental Removed $565 RENTALBEAST
  • 2023-11-28 Listed for Rent $565 RENTALBEAST
  • 2007-06-26 Sold (MLS) $18,500 MRED as Distributed by MLS Grid
  • 2007-06-18 Listing Removed MRED as Distributed by MLS Grid
  • 2007-05-02 Listed $22,900 MRED as Distributed by MLS Grid

Property tax history

+1.5%/yr

Latest (2024): $1,765 · -1.7% YoY. Source: county tax records.

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

Loading sold comps…