CashFlowRE
Sign in Sign up
14444 Shepard Dr
D Composite 44.95
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 +19.2/30.0
  • 1% rule +6.6/10.0
  • DSCR +6.1/10.0
  • Rent growth +4.9/5.0
  • Livability +3.7/5.0
  • Condition / age +2.5/5.0
  • ARV discount +1.3/15.0
  • Schools +0.7/10.0
  • Appreciation +0.0/10.0

$190,000

14444 Shepard Dr · Dolton, IL 60419
3 bd · 1.0 ba · 1,185 sqft · SingleFamily public records · 13 Days on market
Built 1961 9,360 sqft lot Est $167k · 14% over

🖨 Deal sheet (PDF) 📄 Offer letter ✓ Due diligence

Listing remarks

Welcome to this well-maintained 1961 ranch-style home located at 14444 Shepard Dr in Dolton, Illinois. Nestled on a 9360 sq. ft. double lot (2 parcel numbers) in an established neighborhood, this inviting single-family residence offers comfortable one-level living with timeless appeal and plenty of potential to make it your own. Inside, you'll find a functional layout featuring 3 spacious bedrooms, a bright and welcoming living area, and convenient main-level living throughout. Large windows bring in natural light, creating a warm and airy atmosphere perfect for both everyday living and entertaining. The kitchen offers ample cabinet and counter space with room to personalize and update to y

Key facts

  • Solid construction
  • Manageable yard
  • Double lot

Tags

DOUBLE LOTMAIN-LEVEL LIVINGMANAGEABLE YARDSOLID CONSTRUCTIONCLASSIC RANCH DESIGNCONVENIENT LOCATION

Property features AI

Finance

  • Other: Special service area applies; Possession at closing
  • HOA & community: No master association fee required; Community features include sidewalks and street lights

Exterior

  • Parking: Detached garage; Total parking for about 7 vehicles; Driveway, off-street and off-alley parking, alley access, additional parking
  • Utilities: Public water; Public sewer
  • Home design: Detached single-family home; One-story layout; Fee simple ownership; Built approximately 61–70 years ago; Living area and other size details provided by landlord/tenant/seller
  • Construction: Brick construction; Block foundation; Home built before 1978
  • Exterior features: Patio; Fenced yard with wood fencing; Landscaped lot with garden and level terrain; Lot dimensions approximately 80 x 117

Interior

  • Kitchen: Kitchen (main level); Dishwasher; Refrigerator; Gas cooktop and gas oven; Cooktop, Oven, Range Hood
  • Bedrooms: Three bedrooms (all on main level); Master bedroom on main level
  • Flooring: Hardwood flooring in multiple main-level rooms; Carpet in master bedroom
  • Bathrooms: One full bathroom
  • Heating & cooling: Natural gas heating with baseboard; Central air conditioning; Ceiling fan(s)
  • Interior features: Seven total rooms; Partially finished full basement
  • Laundry & utility: Laundry room; Washer and Dryer

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 3-bed/1.0-bath single-family listed at $190k.

Deal economics

  • At list price, monthly cash flow is $205 ($2k/yr) — positive.
  • The deal already cash-flows at list — no discount required.
  • Meets the 1% rule at list price ($2k rent vs $190k).

Location & tenants

  • Location reads 74/100 on livability (#263 in IL, #4,883 nationally) — a middle-class / working-renter tenant base. Strengths: commute A+, cost of living A+, housing A+; Watch: employment C-, health & safety C-, schools F.
  • Thornton Twp Hsd 205 (suburban): math 7% / reading 8% proficiency, ranked #594 of 620 in IL (top 96%) — low school quality limits family demand, transient renter base, plan for 1-2y turnover.
  • Market conditions: Rents rising fast (+9.7%/yr); 130 active listings in the ZIP; 18 comparable units currently listed for rent nearby; rentals at typical pace (median 20d on market — plan ~3-4 weeks tenant-placement turnaround); 6,272 units permitted in Cook County in 2024 (4,658 in 5+ unit buildings).
  • At $2,197/mo this rent would consume 46% of the median local household income ($58k/yr) (locally 919% of renters already pay >50% of income on rent) — very limited rent-growth headroom before tenants either downsize or default.

Forward outlook

  • Local home prices are declining (-3.0%/yr); year-one equity from $1k of loan paydown is wiped out by about $6k of value loss. Plan a longer hold.
  • At projected returns (-3.0% appreciation + 8.0% rent growth), your $53k cash investment doubles in ~9 years — after that, you're playing with house money.

Negotiation context

  • Only 13 days on market — expect competitive offers; lowballing is unlikely to land.
  • 2 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.
  • Current owner paid $140k; 36% above their basis — modest negotiation headroom, anchor on the comps not their cost.

Risks & watch-outs

  • Watch-outs: property tax is 2.9% of price.
Recommended offer $190,000

Questions for the listing agent

  1. Built in 1961 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
  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. Crime grade is D 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?
  6. 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?
  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
1.16%
Cap rate
7.59%
Cash-on-cash
4.62%
DSCR
1.21
GRM
7.2

CMA / ARV

ARV (on-the-fly)
$167,085
Comps found
12
Show comp detail 12 sales within ~0.75 mi
Address Dist Beds/Ba Sqft Sold Price $/sf Match
14315 Dobson Ave 0.30mi 4/2.0 (+1) 1,200 (+1%) 1mo $194,888 $162 74
14619 Martin Luther King Jr Dr 0.61mi 3/1.0 1,153 (-3%) 2mo $163,000 $141 65
14222 S Woodlawn Ave 0.50mi 3/1.0 1,089 (-8%) 2mo $90,000 $83 61
14700 Avalon Ave 0.55mi 3/1.5 1,128 (-5%) 4mo $125,000 $111 61
14341 University Ave 0.39mi 3/1.0 1,035 (-13%) 1mo $100,000 $97 60
14813 Evers St 0.63mi 4/1.0 (+1) 1,127 (-5%) 3mo $82,000 $73 55
14521 Kenwood Ave 0.63mi 3/2.5 1,249 (+5%) 1mo $215,000 $172 55
14927 Cottage Grove Ave 0.61mi 3/2.0 1,095 (-8%) 1mo $250,000 $228 54
14819 Evers St 0.64mi 4/2.0 (+1) 1,304 (+10%) 1mo $227,000 $174 44
14731 Kimbark Ave 0.66mi 3/1.0 1,017 (-14%) 2mo $115,000 $113 43
506 E 144th St 0.70mi 3/1.0 1,020 (-14%) 2mo $48,500 $48 43
14642 Dorchester Ave 0.71mi 3/1.0 1,013 (-14%) 1mo $170,000 $168 42

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 · 8.0% rent growth · sell at horizon

5-year hold
IRR
-2.8%
Equity multiple
0.89×
Total profit
$-5,952
Equity at exit
$28,330
10-year hold
IRR
12.3%
Equity multiple
2.22×
Total profit
$65,162
Equity at exit
$16,428

Cash invested: $53,200 (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 60419

Home prices YoY
-25.7%
Rents YoY
9.7%
Active inventory
130
Price-to-rent
7.2×

Monthly cashflow live

Estimated rent
$2,197 high interval (Pro) →
Mortgage (P&I)
$996
Tax from tax record
$455 /mo · $5,464/yr
Insurance
$79
HOA
$0
Vacancy / Maint / Mgmt
$461
Net cashflow
$205

Break-even live

Break-even rent $1,938
Max offer price $190,000
Occupancy floor 86%

Sensitivity live

Price -10% $313 -5% $259 +0% $205 +5% $151 +10% $97
Rent -10% $31 -5% $118 +0% $205 +5% $292 +10% $379
Rate -1.0pp $301 -0.5pp $253 base $205 +0.5pp $156 +1.0pp $106

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
$47,500
Closing costs
$5,700
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 18 comps

AddressBedsBaths SqftRent$/sqft DOM Units Dist
14500 Cottage Grove Ave Unit 3 Dolton, IL 2.0 1.0 1000 $1,475 $1.48 25d 1 0.11mi
14305 Irving Ave Unit 2 Dolton, IL 3.0 1.0 1100 $2,200 $2.00 25d 1 0.39mi
14433 Woodlawn Ave Dolton, IL 4.0 2.0 1300 $2,000 $1.54 19d 1 0.42mi
14817 Champlain Ave Dolton, IL 2.0 1.0 980 $2,430 $2.48 22d 1 0.52mi
14916 Langley Ave Dolton, IL 3.0 1.5 1418 $2,500 $1.76 25d 1 0.62mi
14716 Dorchester Ave Dolton, IL 3.0 2.0 1250 $2,800 $2.24 20d 1 0.72mi
14610 Blackstone Ave Dolton, IL 3.0 1.0 1017 $2,400 $2.36 7d 1 0.79mi
14738 Blackstone Ave Dolton, IL 3.0 1.0 1017 $2,400 $2.36 10d 1 0.85mi
14124 Manor Ave Dolton, IL 3.0 2.0 1440 $2,390 $1.66 25d 1 1.06mi
13841 Forest Ave Dolton, IL 3.0 1.0 930 $1,895 $2.04 25d 1 1.09mi
15231 Hastings Dr Dolton, IL 4.0 1.5 1487 $2,146 $1.44 8d 1 1.10mi
15238 Doctor Martin Luther King Junior Dr Unit 2W Dolton, IL 2.0 1.0 800 $1,500 $1.88 11d 1 1.17mi
409 Madison Ave Unit 2 Calumet City, IL 3.0 1.5 1200 $1,795 $1.50 4d 1 1.22mi
1860 State St Calumet City, IL 3.0 1.0 1100 $1,800 $1.64 18d 1 1.32mi
15509 Park Ln South Holland, IL 4.0 1.5 1200 $3,400 $2.83 8d 1 1.33mi
15509 Park Ln South Holland, IL 4.0 1.5 1200 $3,400 $2.83 25d 1 1.33mi
405 Clyde Ave Calumet City, IL 3.0 1.0 973 $2,300 $2.36 2d 1 1.39mi
14844 Wabash Ave Dolton, IL 3.0 1.5 1277 $2,320 $1.82 25d 1 1.40mi

Listing history 10 events

  1. 2026-06-18
    days on market $190,000 Active 13 DOM
  2. 2026-06-17
    days on market $190,000 Active 12 DOM
  3. 2026-06-16
    days on market $190,000 Active 11 DOM
  4. 2026-06-15
    days on market $190,000 Active 10 DOM
  5. 2026-06-13
    days on market $190,000 Active 8 DOM
  6. 2026-06-13
    days on market $190,000 Active 7 DOM
  7. 2026-06-09
    days on market $190,000 Active 4 DOM
  8. 2026-06-08
    days on market $190,000 Active 3 DOM
  9. 2026-06-07
    remarks 699-char remark
  10. 2026-06-07
    listed $190,000 Active 2 DOM

ⓘ 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
$5,464 · $455/mo
Projected year-2 tax
$5,464 · $455/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 0% chance of damaging wind over 30 yrs
  • 🫁 Air quality 4/10 Moderate 4 unhealthy d/yr today · 5 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
$26,368
− Mortgage interest
−$10,643
− Property taxes
−$5,464
− Insurance
−$950
− Repairs & maintenance
−$2,109
− Management
−$2,109
− Depreciation
−$5,527
Taxable loss
−$435
combined federal + state — saved on this device
Est. tax savings @ 24.0%
+$104
After-tax cash flow
$2,565/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
Thornton Twp Hsd 205
NCES district ID
1738970
Math proficiency
7% ▬ 0.00%
Reading proficiency
8% ▼ -2.00%
Median HH income
$43,392
Composite
6.92/100
National rank
#9976
State rank
#594 of 620 in IL

Livability — Dolton

Score
74/100
State rank
#263
US rank
#4883

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

Census place
Dolton, IL
County
Cook County · 4,486,803 people
City population
20,825
Metro
Chicago-Naperville-Elgin, IL-IN-WI
Population (ZIP)
20,825
Household income
$57,887
Rent vs Own
27.4% rent · 72.6% own
Severe rent burden
919.0

Population outlook (Cook County) Hauer SSP2

Today (2025)
5,347,519 people
By 2030
5,357,703 · +0.2%
By 2040
5,324,924 · -0.4%
By 2050
5,230,762 · -2.2%
By 2075
4,785,735 · -10.5%
By 2100
4,188,836 · -21.7%

Race, ethnicity, and origin ACS 2023

Neighborhood character
Predominantly Black (91%)
Race & ethnicity
Black 91% White 4% Two or more races 3% Hispanic / Latino 1%
Common ancestry
Romanian 1% Hispanic 1%
Foreign-born
3% · Canada
Languages at home
95% English-only · French/Haitian/Cajun 2% Spanish 1%

Political lean MEDSL · Cook

2024 margin
Solid D (+42.0) · D 70.4% · R 28.4% · Other 1.2%
2008→2024 swing
-11.4pp toward R · 2008: 53.4pp · 2024: 42.0pp
All cycles
2024: D+42.0 2020: D+50.3 2016: D+53.0 2012: D+49.4 2008: D+53.4

Not yet ingested

Civics

Market trends

HPI YoY
▼ -66.88%
Current HPI
193.2346
Rent YoY
▲ 9.65%
Metro
Chicago-Naperville-Elgin, IL-IN-WI
State GDP YoY
▲ 1.59%
F500 in state
60

Industry mix (Fortune 500 HQ in IL)

Industry F500 HQs Revenue

Price history

+35.7% since first listed
4 events — show timeline
  • 2026-06-05 Listed $190,000 MRED as Distributed by MLS Grid
  • 2007-06-14 Sold (Public Records) $140,000 Public Records
  • 2007-04-26 Listing Removed MRED as Distributed by MLS Grid
  • 2007-04-23 Listed MRED as Distributed by MLS Grid

Property tax history

+4.5%/yr

Latest (2023): $5,464 · +33.4% YoY. Source: county tax records.

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

Loading sold comps…