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105 W Pleasant St Duplex
D Composite 42.09
Why this score? — see what drove the D 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 +15.0/30.0
  • ARV discount +7.5/15.0
  • 1% rule +5.0/10.0
  • DSCR +5.0/10.0
  • 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

$29,500

105 W Pleasant St · Freeport, IL 61032
6 bd · 2.0 ba · — sqft · MultiFamily · 100 Days on market
Built 1917 5,500 sqft lot ↓ 10% since listing

🖨 Deal sheet 📄 Offer letter ✓ Due diligence

Multi-family units

County records classify this as Multi-Family (2-4 Unit). Listing-text estimate: 2 units. confirmed

Listing remarks MLS

Need a complete rehab | 2 family unit with 3 bedrooms each unit | 8 rooms | 2 car garage | as is price to sell cash-only 6 BEDROOM 2 BATHROOM RAISED DUPLEX FOR SALE. THIS HOME NEEDS A FULL REHAB BUT IS THE BEST DEAL IN FREEPORT! LOCATED ON A NICE BLOCK WITH PEACEFUL SURROUNDINGS, THIS HOME IS READY FOR A NEW OWNER. SOLD AS-IS. THIS IS NOT A BANK SHORT SALE OR FORECLOSURE. GREAT OPPORTUNITY FOR OWNERSHIP

Key facts

  • 5,500 sq ft lot
  • 2 garage spots
  • Built 1917

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 2 × 3-bed/1.0-bath units multifamily listed at $30k.

Deal economics

  • At list price, monthly cash flow is $2k ($21k/yr) — positive. Per door: $882/mo.
  • The deal already cash-flows at list — no discount required.
  • Meets the 1% rule at list price ($2k rent vs $30k).
  • Recommended offer: $27k (9.0% below list) — sets the bar for market timing.
  • Cap rate 78.0% 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; 2 comparable units currently listed for rent nearby; 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 $204 of loan paydown is wiped out by about $885 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 $8k cash investment doubles in ~1 year — after that, you're playing with house money.

Negotiation context

  • It's been on market 100 days — a 9% lower offer ($27k) is reasonable based on typical stale-listing flexibility.
  • 3 sale attempts; this cycle's ask has dropped $10k (26%) from the opening price — seller is motivated, your offer sets the floor, not the list.

Risks & watch-outs

  • Watch-outs: built in 1917 — expect roof / HVAC / electrical / plumbing capex.
Recommended offer $26,845 (9.0% below list)

Questions for the listing agent

  1. It's been on market 100 days. Have you received any prior offers? Is the seller open to a 9% concession, seller financing, or rate buy-down credit?
  2. Can we see the unit-by-unit rent roll, current vacancy, and any below-market leases? What's the average tenancy length?
  3. What capital expenditures (roof, boiler, parking lot, exteriors) have been made in the last 5 years, and what's planned in the next 2?
  4. Built in 1917 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
  5. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
  6. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  7. 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?
  8. The area grade is low — what's the realistic commute time and amenity access for the typical tenant pool here? Any planned neighborhood developments (good or bad) we should know about?
  9. 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.
  10. 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.
  11. How much new apartment / multifamily construction is in the pipeline within 1–3 miles? Heavy new supply (>2% of stock underway) typically softens rents 12–24 months out; light construction supports rent growth.

Investment metrics

1% rule
8.44%
Cap rate
78.05%
Cash-on-cash
256.27%
DSCR
12.40
GRM
1.0

CMA / ARV

ARV (median comp)
$72,512
List price
$29,500
Delta
-59.32%
Verdict
UNDERPRICED
Comps
20 within 1.0 mi
Show comp detail 12 sales within ~0.75 mi
Address Dist Beds/Ba Sqft Sold Price $/sf Match
108-110 E Iroquois St 0.17mi 6/2.0 0mo $89,900 79
220-222 W Avon St 0.15mi 6/2.0 12mo $111,000 70
910-912 S Oak Ave 0.17mi 6/2.0 12mo $88,000 69
110-112 E Frank St 0.34mi 6/2.0 3mo $125,000 69
428 S Carroll Ave 0.19mi 6/3.0 10mo $45,000 67
215-215 1/2 W Homer St 0.16mi 5/2.0 (-1) 12mo $37,000 65
328 W Douglas St 0.50mi 6/3.0 4mo $104,900 57
418 - 420 N Van Buren Ave 0.63mi 6/2.0 3mo $85,000 56
1108 S Carroll Ave 0.34mi 5/1.0 (-1) 11mo $62,500 53
320-320 1/2 W Chestnut St 0.32mi 5/3.0 (-1) 12mo $123,000 53
602 E Empire St 0.65mi 6/2.0 2,044 12mo $99,000 $48 47
820-822 E Wyandotte St 0.67mi 6/2.0 12mo $113,000 46

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

Projected returns pro-forma

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

5-year hold
IRR
Equity multiple
14.03×
Total profit
$107,609
Equity at exit
$4,399
10-year hold
IRR
Equity multiple
29.88×
Total profit
$238,527
Equity at exit
$2,551

Cash invested: $8,260 (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
2.0×

Monthly cashflow live

Estimated rent
$2,491 high interval (Pro) →
Mortgage (P&I)
$155
Tax est. 1.5%
$37 /mo · $442/yr
Insurance
$12
HOA
$0
Vacancy / Maint / Mgmt
$523
Net cashflow
$1,764

Break-even live

Break-even rent $258
Max offer price $29,500
Occupancy floor 24%

2-unit breakdown (identical units grouped — click to expand)

UnitsBedsBathsEst. rent
Total (2 units) $2,491

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
$7,375
Closing costs
$885
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.

Rent comps 2 comps

AddressBedsBaths SqftRent$/sqft DOM Units Dist
1219 1/2 S Chicago Ave Freeport, IL 5.0 2.0 2672 $1,625 $0.61 43d 1 0.35mi
1776 S Hance Dr Unit 1776 Freeport, IL 5.0 2.0 $1,695 43d 1 1.44mi

Listing history 22 events

  1. 2026-06-18
    days on market $29,500 Active 100 DOM
  2. 2026-06-17
    days on market $29,500 Active 99 DOM
  3. 2026-06-16
    days on market $29,500 Active 98 DOM
  4. 2026-06-15
    days on market $29,500 Active 97 DOM
  5. 2026-06-13
    days on market $29,500 Active 95 DOM
  6. 2026-06-12
    days on market $29,500 Active 94 DOM
  7. 2026-06-09
    days on market $29,500 Active 91 DOM
  8. 2026-06-08
    days on market $29,500 Active 90 DOM
  9. 2026-06-07
    days on market $29,500 Active 89 DOM
  10. 2026-06-07
    days on market $29,500 Active 88 DOM
  11. 2026-06-04
    days on market $29,500 Active 85 DOM
  12. 2026-06-02
    days on market $29,500 Active 84 DOM
  13. 2026-06-01
    days on market $29,500 Active 83 DOM
  14. 2026-05-31
    days on market $29,500 Active 82 DOM
  15. 2026-05-31
    days on market $29,500 Active 81 DOM
  16. 2026-03-14
    status Temporarily No Showings 414-char remark
    Show marketing remark (414 chars)

    Need a complete rehab | 2 family unit with 3 bedrooms each unit | 8 rooms | 2 car garage | as is price to sell cash-only 6 BEDROOM 2 BATHROOM RAISED DUPLEX FOR SALE. THIS HOME NEEDS A FULL REHAB BUT IS THE BEST DEAL IN FREEPORT! LOCATED ON A NICE BLOCK WITH PEACEFUL SURROUNDINGS, THIS HOME IS READY FOR A NEW OWNER. SOLD AS-IS. THIS IS NOT A BANK SHORT SALE OR FORECLOSURE. GREAT OPPORTUNITY FOR OWNERSHIP

  17. 2026-03-10
    status Pending 414-char remark
    Show marketing remark (414 chars)

    Need a complete rehab | 2 family unit with 3 bedrooms each unit | 8 rooms | 2 car garage | as is price to sell cash-only 6 BEDROOM 2 BATHROOM RAISED DUPLEX FOR SALE. THIS HOME NEEDS A FULL REHAB BUT IS THE BEST DEAL IN FREEPORT! LOCATED ON A NICE BLOCK WITH PEACEFUL SURROUNDINGS, THIS HOME IS READY FOR A NEW OWNER. SOLD AS-IS. THIS IS NOT A BANK SHORT SALE OR FORECLOSURE. GREAT OPPORTUNITY FOR OWNERSHIP

  18. 2026-03-10
    historical Contingent - Continue to Show 414-char remark
    Show marketing remark (414 chars)

    Need a complete rehab | 2 family unit with 3 bedrooms each unit | 8 rooms | 2 car garage | as is price to sell cash-only 6 BEDROOM 2 BATHROOM RAISED DUPLEX FOR SALE. THIS HOME NEEDS A FULL REHAB BUT IS THE BEST DEAL IN FREEPORT! LOCATED ON A NICE BLOCK WITH PEACEFUL SURROUNDINGS, THIS HOME IS READY FOR A NEW OWNER. SOLD AS-IS. THIS IS NOT A BANK SHORT SALE OR FORECLOSURE. GREAT OPPORTUNITY FOR OWNERSHIP

  19. 2026-03-07
    price $35,900 414-char remark
    Show marketing remark (414 chars)

    Need a complete rehab | 2 family unit with 3 bedrooms each unit | 8 rooms | 2 car garage | as is price to sell cash-only 6 BEDROOM 2 BATHROOM RAISED DUPLEX FOR SALE. THIS HOME NEEDS A FULL REHAB BUT IS THE BEST DEAL IN FREEPORT! LOCATED ON A NICE BLOCK WITH PEACEFUL SURROUNDINGS, THIS HOME IS READY FOR A NEW OWNER. SOLD AS-IS. THIS IS NOT A BANK SHORT SALE OR FORECLOSURE. GREAT OPPORTUNITY FOR OWNERSHIP

  20. 2026-03-05
    listed $39,900 Active 414-char remark
    Show marketing remark (414 chars)

    Need a complete rehab | 2 family unit with 3 bedrooms each unit | 8 rooms | 2 car garage | as is price to sell cash-only 6 BEDROOM 2 BATHROOM RAISED DUPLEX FOR SALE. THIS HOME NEEDS A FULL REHAB BUT IS THE BEST DEAL IN FREEPORT! LOCATED ON A NICE BLOCK WITH PEACEFUL SURROUNDINGS, THIS HOME IS READY FOR A NEW OWNER. SOLD AS-IS. THIS IS NOT A BANK SHORT SALE OR FORECLOSURE. GREAT OPPORTUNITY FOR OWNERSHIP

  21. 2025-06-06
    historical
  22. 2025-06-03
    listed Active

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

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

Loading sold comps map…

Walkable amenities ~0.75 mi

Loading nearby amenities…

Taxation est. · year 1

Rental income
$29,892
− Mortgage interest
−$1,652
− Property taxes
−$442
− Insurance
−$148
− Repairs & maintenance
−$2,391
− Management
−$2,391
− Depreciation
−$858
Taxable income
$22,009
combined federal + state — saved on this device
Est. tax owed @ 24.0%
−$5,282
After-tax cash flow
$15,886/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

-10.0% since first listed
7 events — show timeline
  • 2026-03-14 Relisted MRED as Distributed by MLS Grid
  • 2026-03-10 Pending MRED as Distributed by MLS Grid
  • 2026-03-10 Contingent MRED as Distributed by MLS Grid
  • 2026-03-07 Price Changed $35,900 MRED as Distributed by MLS Grid
  • 2026-03-05 Listed $39,900 MRED as Distributed by MLS Grid
  • 2025-06-06 Listing Removed MRED as Distributed by MLS Grid
  • 2025-06-03 Listed MRED as Distributed by MLS Grid

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

Loading sold comps…