Fourplex
538 Chapel St · New Haven, CT
Flood risk 1/10 · Minimal
- FEMA flood zone
- X (unshaded)
- Chance of flooding over 30 yrs
- 0.0%
- Est. flood insurance / yr
- $473 – $860
Fire risk 1/10 · Minimal
- Est. fire insurance / yr
- $829 – $1,539
Heat risk 7/10 · Major
- Hot days now (above 99°F)
- 7 days/yr
- Hot days in 30 yrs
- 16 days/yr
Wind risk 6/10 · Moderate
- Chance of severe wind over 30 yrs
- 56.0%
Air-quality risk 5/10 · Moderate
- Unhealthy air days now
- 6 days/yr
- Unhealthy air days in 30 yrs
- 8 days/yr
Risk factors via First Street. Map © Google.
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
🖨 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
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.
Questions for the listing agent
- Can we see the unit-by-unit rent roll, current vacancy, and any below-market leases? What's the average tenancy length?
- What capital expenditures (roof, boiler, parking lot, exteriors) have been made in the last 5 years, and what's planned in the next 2?
- Built in 1844 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
- Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
- 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?
- 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?
- 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?
- 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.
- 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.
- 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
- IRR
- -14.3%
- Equity multiple
- 0.49×
- Total profit
- $-169,595
- Equity at exit
- $177,433
- 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
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
4-unit breakdown (identical units grouped — click to expand)
| Units | Beds | Baths | Est. rent |
|---|---|---|---|
| 4× units | 6 | 4 | $11,236 |
| #1 | 6 | 4 | $2,809 |
| #2 | 6 | 4 | $2,809 |
| #3 | 6 | 4 | $2,809 |
| #4 | 6 | 4 | $2,809 |
| 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
| Address | Beds | Baths | Sqft | Rent | $/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
-
2026-05-18status Under Contract
-
2026-04-29historical Under Contract - Continue to Show
-
2026-04-23$1,190,000 Active
-
2026-04-18historical $1,190,000
-
2011-08-02soldstatus $185,000
-
2001-11-15soldstatus $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.
-
2001-11-15$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.
-
1988-05-13soldstatus $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
- 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
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
- 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 |
|---|---|---|
| Industrial Machinery | 4 | $38B |
|
||
| Insurance | 3 | $71B |
|
||
| Financial Services | 2 | $25B |
|
||
| Transportation / Logistics | 2 | $18B |
|
||
| Healthcare | 1 | $247B |
|
||
| Telecommunications | 1 | $55B |
|
||
Price history
+214.8% since first listed8 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%/yrLatest (2023): $20,522 · -6.4% YoY. Source: county tax records.
Cash-flow waterfall
monthlySold comps — $/sqft
last 12 mo · ≤1 miLoading sold comps…