CashFlowRE
Sign in Sign up
538 Chapel St Fourplex
D- Composite 35.56
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 +15.3/30.0
  • DSCR +4.7/10.0
  • 1% rule +4.4/10.0
  • Livability +4.0/5.0
  • Rent growth +3.2/5.0
  • Condition / age +2.5/5.0
  • Schools +1.5/10.0
  • ARV discount +0.0/15.0
  • Appreciation +0.0/10.0

$1,190,000

538 Chapel St · New Haven, CT 06511
5 bd · 4.0 ba · 4,194 sqft · MultiFamily public records · 26 Days on market
Built 1844 6,098 sqft lot Est $893k · 33% over

🖨 Deal sheet 📄 Offer letter ✓ Due diligence

Multi-family units

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

Listing remarks MLS

Architecturally distinguished historic 1844 residence, converted and modernizedin 1985. 1/2 Block from wooster square park. Shaded rear yard. Stable rent roll.

Key facts

  • 6,098 sq ft lot
  • 2 parking spots
  • Built 1844

Property features AI

Finance

  • Other: Living area approximately 4,194 (per public record)

Exterior

  • Parking: Driveway; 2 parking spaces
  • Utilities: Public water connected; Public sewer connected; Tankless hot water (natural gas)
  • Home design: Multi-family property (4-family)
  • Construction: Frame construction; Stone foundation; Asphalt shingle roof; Clapboard siding
  • Exterior features: Historic district setting; Paved driveway

Interior

  • Bedrooms: 6 bedrooms total
  • Bathrooms: 4 full bathrooms
  • Heating & cooling: Baseboard, hot air, radiant, and radiator heating; Electric and natural gas fuel sources; Central air and ductless cooling
  • Interior features: 14 total rooms; Partial, partially finished basement with storage and hatchway; Common laundry area; Central air and ductless cooling
  • Laundry & utility: Common laundry area; Tankless hot water (natural gas)

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 × 6-bed/4.0-bath units multifamily listed at $1.19M.

Deal economics

  • At list price, monthly cash flow is $431 ($5k/yr) — positive. Per door: $108/mo.
  • The deal already cash-flows at list — no discount required.
  • To meet the 1% rule (rent ≥ 1% of price), the offer needs to be $1.12M (5.6% below list).
  • Recommended offer: $1.12M (5.6% below list) — sets the bar for 1% rule.
  • Cap rate 6.7% vs local median 4.8% in New Haven — 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 79/100 on livability (#31 in CT, #2,190 nationally) — a middle-class / working-renter tenant base. Strengths: amenities A+, commute A+, health & safety A+; Watch: employment D, crime F.
  • New Haven School District (urban): math 12% / reading 25% proficiency, ranked #147 of 153 in CT (top 96%) — low school quality limits family demand, transient renter base, plan for 1-2y turnover; 66% free/reduced lunch — lower-income household profile, screen leases tightly.
  • Zoned schools: James Hillhouse High School (math 2% / reading 12%, grade F, #188 of 194 statewide, top 98%, 1,139 students, 79% FRL).
  • Market conditions: Rents rising (+2.6%/yr); 137 active listings in the ZIP; 6 comparable units currently listed for rent nearby; rentals lingering (median 44d on market — plan ~5-8 weeks vacancy on turnover, expect pricing pressure); 50% of comp listings sitting > 30 days — soft ceiling on asking rent; 1,059 units permitted in South Central Connecticut Planning Region in 2024 (779 in 5+ unit buildings).
  • At $11,237/mo this rent would consume 225% of the median local household income ($60k/yr) (locally 4999% 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 $8k of loan paydown is wiped out by about $36k of value loss. Plan a longer hold.

Negotiation context

  • It's been on market 26 days — a 2% lower offer ($1.17M) is reasonable based on typical stale-listing flexibility.
  • 2 sale attempts since 25y 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 $185k; list at $1.19M implies a 543% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

  • Watch-outs: built in 1844 — expect roof / HVAC / electrical / plumbing capex.
  • Climate carrying-cost: major wind risk, 56% chance of damaging wind over 30y; extreme-heat days projected 7→16/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.
Recommended offer $1,123,700 (5.6% below list)

Questions for the listing agent

  1. Can we see the unit-by-unit rent roll, current vacancy, and any below-market leases? What's the average tenancy length?
  2. What capital expenditures (roof, boiler, parking lot, exteriors) have been made in the last 5 years, and what's planned in the next 2?
  3. Built in 1844 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
  4. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  5. Schools are D-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. 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?
  8. 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.
  9. 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.
  10. 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
0.94%
Cap rate
6.73%
Cash-on-cash
1.55%
DSCR
1.07
GRM
8.8

CMA / ARV

ARV (on-the-fly)
$893,322
Comps found
3
Show comp detail 3 sales within ~0.75 mi
Address Dist Beds/Ba Sqft Sold Price $/sf Match
538 Chapel St 0.00mi 6/4.0 (+1) 4,194 (0%) 0mo $1,310,000 $312 95
8 Academy St 0.11mi 6/4.0 (+1) 4,458 (+6%) 4mo $949,000 $213 76
244 Saint John St 0.20mi 6/4.0 (+1) 3,964 (-6%) 18mo $820,000 $207 61

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 · 2.6% rent growth · sell at horizon

5-year hold
IRR
-14.3%
Equity multiple
0.49×
Total profit
$-169,595
Equity at exit
$177,433
10-year hold
IRR
-6.1%
Equity multiple
0.61×
Total profit
$-129,446
Equity at exit
$102,889

Cash invested: $333,200 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

Overall (STATE)
27 Tenant-Leaning
State Connecticut
27 Tenant-Leaning · D+7
County
— inherits STATE
City
— inherits STATE
Strong tenant statutes; rent commissions in some towns; courts slow especially in cities.

ZIP-level market 06511

Home prices YoY
-20.8%
Rents YoY
2.6%
Active inventory
137
Price-to-rent
35.3×

Monthly cashflow live

Estimated rent
$11,237 medium interval (Pro) →
Mortgage (P&I)
$6,240
Tax from tax record
$1,710 /mo · $20,522/yr
Insurance
$496
HOA
$0
Vacancy / Maint / Mgmt
$2,360
Net cashflow
$431

Break-even live

Break-even rent $10,692
Max offer price $1,190,000
Occupancy floor 91%

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

UnitsBedsBathsEst. rent
Total (4 units) $11,237

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
$297,500
Closing costs
$35,700
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 6 comps

AddressBedsBaths SqftRent$/sqft DOM Units Dist
168 Lloyd St New Haven, CT 4.0 1.0 4131 $2,500 $0.61 23d 1 0.85mi
395 Crown St New Haven, CT 6.0 3.5 2889 $7,195 $2.49 43d 1 0.99mi
131 Dwight St Unit 1 New Haven, CT 6.0 3.0 3000 $6,250 $2.08 14d 1 1.10mi
131 Dwight St Unit 1 New Haven, CT 6.0 3.0 3097 $6,250 $2.02 23d 1 1.10mi
648 Ferry St Unit 3 New Haven, CT 4.0 1.0 4188 $2,400 $0.57 43d 1 1.36mi
572 Elm St Unit 2 New Haven, CT 4.0 1.0 4998 $2,450 $0.49 43d 1 1.40mi

Listing history 8 events

  1. 2026-05-18
    status Under Contract
  2. 2026-04-29
    historical Under Contract - Continue to Show
  3. 2026-04-23
    listed $1,190,000 Active
  4. 2026-04-18
    historical $1,190,000
  5. 2011-08-02
    soldstatus $185,000
  6. 2001-11-15
    soldstatus $281,500 159-char remark
    Show marketing remark (159 chars)

    Architecturally distinguished historic 1844 residence, converted and modernizedin 1985. 1/2 Block from wooster square park. Shaded rear yard. Stable rent roll.

  7. 2001-11-15
    listed $295,000 159-char remark
    Show marketing remark (159 chars)

    Architecturally distinguished historic 1844 residence, converted and modernizedin 1985. 1/2 Block from wooster square park. Shaded rear yard. Stable rent roll.

  8. 1988-05-13
    soldstatus $378,000

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

Tax reassessment forecast CT · Partial reset (capped growth)

Current annual tax
$20,522 · $1,710/mo
Projected year-2 tax
$22,994 · $1,916/mo
Expected delta
+$2,472/yr (+$206/mo · 12.0%)

ⓘ 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 7/10 Severe 7 d/yr ≥99°F today · 16 d/yr by 30 yrs out
  • 💨 Wind 6/10 Major 56% chance of damaging wind over 30 yrs
  • 🫁 Air quality 5/10 Major 6 unhealthy d/yr today · 8 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
$134,844
− Mortgage interest
−$66,659
− Property taxes
−$20,522
− Insurance
−$5,950
− Repairs & maintenance
−$10,788
− Management
−$10,788
− Depreciation
−$34,618
Taxable loss
−$14,480
combined federal + state — saved on this device
Est. tax savings @ 24.0%
+$3,475
After-tax cash flow
$8,644/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
New Haven School District
NCES district ID
0902790
Math proficiency
12% ▼ -10.00%
Reading proficiency
25% ▼ -10.00%
Median HH income
$38,058
Composite
15.48/100
National rank
#9308
State rank
#147 of 153 in CT

Livability — New Haven

Score
79/100
State rank
#31
US rank
#2190

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

Census place
New Haven, CT
County
New Haven County · 688,236 people
City population
132,813
Metro
New Haven-Milford, CT
Population (ZIP)
54,730
Household income
$59,969
Rent vs Own
80.3% rent · 19.7% own
Severe rent burden
4999.0

Population outlook (South Central Connecticut County) Hauer SSP2

By 2040
608,362

Race, ethnicity, and origin ACS 2023

Neighborhood character
Highly diverse neighborhood (Simpson 0.73)
Race & ethnicity
Black 34% White 32% Hispanic / Latino 21% Two or more races 8% Asian 7%
Hispanic origin (detail)
Mexican 4% Puerto Rican 10% Dominican 2%
Common ancestry
Romanian 2% Lithuanian 1% Russian 1%
Foreign-born
17% · Canada, China, South Korea
Languages at home
74% English-only · Spanish 15% Chinese 3% Other Indo-European 2%

Political lean MEDSL · South Central Connecticut

2024 margin
Strong D (+20.1) · D 59.0% · R 38.9% · Other 2.1%
All cycles
2024: D+20.1

Not yet ingested

Civics

Market trends

HPI YoY
▼ -86.05%
Current HPI
328.1353
Rent YoY
▲ 2.60%
Metro
New Haven-Milford, CT
State GDP YoY
▲ 1.06%
F500 in state
38

Industry mix (Fortune 500 HQ in CT)

Industry F500 HQs Revenue

Price history

+214.8% since first listed
8 events — show timeline
  • 2026-05-18 Pending Smart MLS
  • 2026-04-29 Contingent Smart MLS
  • 2026-04-23 Listed $1,190,000 Smart MLS
  • 2026-04-18 Coming Soon $1,190,000 Smart MLS
  • 2011-08-02 Sold (Public Records) $185,000 Public Records
  • 2001-11-15 Listed $295,000 Smart MLS
  • 2001-11-15 Sold (MLS) $281,500 Smart MLS
  • 1988-05-13 Sold (Public Records) $378,000 Public Records

Property tax history

+3.6%/yr

Latest (2023): $20,522 · -6.4% YoY. Source: county tax records.

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

Loading sold comps…