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38 Maidstone Ave
C Composite 57.7
Why this score? — see what drove the C 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 +21.2/30.0
  • ARV discount +7.5/15.0
  • DSCR +6.8/10.0
  • Schools +5.8/10.0
  • 1% rule +5.6/10.0
  • Rent growth +5.0/5.0
  • Livability +3.3/5.0
  • Condition / age +2.5/5.0
  • Appreciation +0.0/10.0

$1,500,000

38 Maidstone Ave · East Hampton, NY 11937
2 bd · 1.0 ba · 665 sqft · SingleFamily · 264 Days on market
Built 1940 5,227 sqft lot

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

Listing remarks

This is an "AS Is" sale. The home is a tear down. The value is in the property and location, Additional information: Appearance:tear down

Key facts

  • 5,227 sq ft lot
  • Built 1940
  • Listed 264 days

Property features AI

Exterior

  • Parking: Private detached parking
  • Utilities: Cesspool sewer service
  • Home design: Single family residence; Estimated property condition
  • Construction: Frame construction with shingle siding
  • Exterior features: Level lot; Near public transit; Near school; Outbuilding on the property

Interior

  • Kitchen: Electric water heater
  • Bedrooms: Includes a bedroom on the first floor
  • Bathrooms: 1 full bathroom
  • Heating & cooling: Natural gas heating; Baseboard heating; No central cooling
  • Interior features: First-floor bedroom; One-level layout; Partial basement; No attic
  • Laundry & utility: Electric water heater

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-bed/1.0-bath single-family listed at $1.50M.

Deal economics

  • At list price, monthly cash flow is $2k ($26k/yr) — positive.
  • The deal already cash-flows at list — no discount required.
  • Meets the 1% rule at list price ($16k rent vs $1.50M).
  • Recommended offer: $1.32M (12.0% below list) — sets the bar for market timing.

Location & tenants

  • Location reads 66/100 on livability (#659 in NY) — a middle-class / working-renter tenant base. Strengths: crime A+, employment A+; Watch: commute D, amenities F, cost of living F.
  • East Hampton Union Free School District (town): math 62% / reading 66% proficiency, ranked #159 of 590 in NY (top 27%) — acceptable for families but not a draw, mixed tenant base, ~2y average lease.
  • Zoned schools: John M Marshall Elementary School (math 57% / reading 62%, grade B-, #745 of 2,108 statewide, top 39%, 548 students, 51% FRL); East Hampton Middle School (math 39% / reading 60%, grade C, #280 of 729 statewide, top 40%, 265 students, 42% FRL); East Hampton High School (math 94% / reading 98%, grade A+, #71 of 1,100 statewide, top 7%, 1,015 students, 40% FRL) — zoned schools average 44% FRL vs 26% district-wide (18 pts higher); higher-poverty schools than district average — tighter screening recommended.
  • Market conditions: Rents rising fast (+12.3%/yr); 135 active listings in the ZIP; high-income renter base; 1,366 units permitted in Suffolk County in 2024 (216 in 5+ unit buildings).
  • At $15,884/mo this rent would consume 147% of the median local household income ($130k/yr) (locally 896% 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 $10k of loan paydown is wiped out by about $45k of value loss. Plan a longer hold.
  • Suffolk County population projected to shrink 5% by 2050 — rents likely to lag national; underwrite the cash flow, not the appreciation.
  • At projected returns (-3.0% appreciation + 8.0% rent growth), your $420k cash investment doubles in ~9 years — after that, you're playing with house money.

Negotiation context

  • It's been on market 264 days — a 12% lower offer ($1.32M) is reasonable based on typical stale-listing flexibility.
  • 3 sale attempts since 2y ago; this cycle's ask is 3% above the opening price — seller raised mid-cycle; expect resistance to lowballs.

Risks & watch-outs

  • Watch-outs: built in 1940 — expect roof / HVAC / electrical / plumbing capex.
  • Climate carrying-cost: severe wind risk, 80% chance of damaging wind over 30y — expect insurance premiums to compound above CPI over the hold.
Recommended offer $1,320,000 (12.0% below list)

Questions for the listing agent

  1. It's been on market 264 days. Have you received any prior offers? Is the seller open to a 12% concession, seller financing, or rate buy-down credit?
  2. Built in 1940 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
  3. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
  4. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  5. Schools are A-rated — typically a magnet for longer-tenancy family renters. What's the average tenant stay here, and is there a school-zone premium baked into asking?
  6. 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.
  7. 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.
  8. 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
1.06%
Cap rate
8.04%
Cash-on-cash
6.23%
DSCR
1.28
GRM
7.9

CMA / ARV

No comps found within radius.

Projected returns pro-forma

-3.0% appreciation · 8.0% rent growth · sell at horizon

5-year hold
IRR
-1.2%
Equity multiple
0.95×
Total profit
$-19,901
Equity at exit
$223,655
10-year hold
IRR
13.2%
Equity multiple
2.30×
Total profit
$544,664
Equity at exit
$129,693

Cash invested: $420,000 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

Overall (STATE)
15 Strongly Tenant-Friendly
State New York
15 Strongly Tenant-Friendly · D+10
County
— inherits STATE
City
— inherits STATE
NYC rent stabilization (~1M units); 2019 HSTPA strengthened tenant rights; courts deeply backlogged.

ZIP-level market 11937

Rents YoY
12.3%
Active inventory
135
Price-to-rent
7.9×

Monthly cashflow live

Estimated rent
$15,884 medium interval (Pro) →
Mortgage (P&I)
$7,866
Tax est. 1.5%
$1,875 /mo · $22,500/yr
Insurance
$625
HOA
$0
Vacancy / Maint / Mgmt
$3,336
Net cashflow
$2,182

Break-even live

Break-even rent $13,122
Max offer price $1,500,000
Occupancy floor 81%

Sensitivity live

Price -10% $3,219 -5% $2,700 +0% $2,182 +5% $1,664 +10% $1,146
Rent -10% $927 -5% $1,555 +0% $2,182 +5% $2,810 +10% $3,437
Rate -1.0pp $2,938 -0.5pp $2,564 base $2,182 +0.5pp $1,793 +1.0pp $1,398

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
$375,000
Closing costs
$45,000
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 7 events

  1. 2026-04-30
    status Pending
  2. 2026-03-26
    price $1,500,000
  3. 2026-03-26
    status Active
  4. 2025-07-15
    price $1,300,000
  5. 2025-03-22
    status Active
  6. 2025-03-19
    historical
  7. 2024-09-18
    listed $1,450,000

ⓘ 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 4/10 Moderate 7 d/yr ≥90°F today · 20 d/yr by 30 yrs out
  • 💨 Wind 8/10 Severe 80% chance of damaging wind over 30 yrs
  • 🫁 Air quality 3/10 Moderate 2 unhealthy d/yr today · 3 by 30 yrs out

Nearby sold comps map

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Walkable amenities ~0.75 mi

Loading nearby amenities…

Taxation est. · year 1

Rental income
$190,607
− Mortgage interest
−$84,023
− Property taxes
−$22,500
− Insurance
−$7,500
− Repairs & maintenance
−$15,249
− Management
−$15,249
− Depreciation
−$43,636
Taxable income
$2,450
combined federal + state — saved on this device
Est. tax owed @ 24.0%
−$588
After-tax cash flow
$25,598/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
East Hampton Union Free School District
NCES district ID
3609660
Math proficiency
62% ▼ -5.00%
Reading proficiency
66% ▲ 2.00%
Median HH income
$86,309
Composite
57.85/100
National rank
#1046
State rank
#159 of 590 in NY

Livability — East Hampton

Score
66/100
State rank
#659
US rank
#12300

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

Census place
East Hampton, NY
County
Suffolk County · 679,920 people
City population
21,882
Metro
New York-Newark-Jersey City, NY-NJ-PA
Population (ZIP)
21,882
Household income
$129,883
Rent vs Own
23.1% rent · 76.9% own
Severe rent burden
896.0

Population outlook (Suffolk County) Hauer SSP2

Today (2025)
1,505,262 people
By 2030
1,498,318 · -0.5%
By 2040
1,471,101 · -2.3%
By 2050
1,424,848 · -5.3%
By 2075
1,337,157 · -11.2%
By 2100
1,217,720 · -19.1%

Race, ethnicity, and origin ACS 2023

Neighborhood character
Majority White (61%)
Race & ethnicity
White 61% Hispanic / Latino 32% Two or more races 23% Black 2% Asian 2%
Hispanic origin (detail)
Mexican 2% Puerto Rican 1%
Common ancestry
Romanian 5% Scotch-Irish 4% Italian 2%
Foreign-born
25% · Canada, Guatemala, Jamaica
Languages at home
68% English-only · Spanish 28% Other Indo-European 1% Russian/Polish/Slavic 1%

Political lean MEDSL · Suffolk

2024 margin
Lean R (+10.0) · D 45.0% · R 55.0%
2008→2024 swing
-16.0pp toward R · 2008: 6.0pp · 2024: -10.0pp
All cycles
2024: R+10.0 2020: R+0.0 2016: R+8.2 2012: D+2.9 2008: D+6.0

Not yet ingested

Civics

Market trends

HPI YoY
▼ -285.21%
Current HPI
444.1499
Rent YoY
▲ 12.28%
Metro
New York-Newark-Jersey City, NY-NJ-PA
State GDP YoY
▲ 2.60%
F500 in state
92

Industry mix (Fortune 500 HQ in NY)

Industry F500 HQs Revenue

Price history

+3.4% since first listed
7 events — show timeline
  • 2026-04-30 Pending OneKey® MLS as Distributed by MLS Grid
  • 2026-03-26 Price Changed $1,500,000 OneKey® MLS as Distributed by MLS Grid
  • 2026-03-26 Relisted OneKey® MLS as Distributed by MLS Grid
  • 2025-07-15 Price Changed $1,300,000 OneKey® MLS as Distributed by MLS Grid
  • 2025-03-22 Relisted OneKey® MLS as Distributed by MLS Grid
  • 2025-03-19 Listing Removed OneKey® MLS as Distributed by MLS Grid
  • 2024-09-18 Listed $1,450,000 OneKey® MLS as Distributed by MLS Grid

Property tax history

+4.0%/yr

Latest (2025): $977 · +0.0% YoY. Source: county tax records.

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

Loading sold comps…