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66 Madison Ave Unit 9-B
D Composite 43.94
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 +7.7/30.0
  • ARV discount +7.5/15.0
  • Appreciation +6.3/10.0
  • 1% rule +5.5/10.0
  • Schools +5.0/10.0
  • Rent growth +3.9/5.0
  • Livability +3.8/5.0
  • Condition / age +2.5/5.0
  • DSCR +1.8/10.0

$650,000

66 Madison Ave Unit 9-B · New York, NY 10016
1 bd · 1.0 ba · 550 sqft · Condo · 18 Days on market
Built 1917 $1626/mo HOA · 24% of rent ↓ 3% since listing

🖨 Deal sheet 📄 Offer letter ✓ Due diligence

Listing remarks

Open Houses by appointment only. Please RSVP with broker. Be sure to view the video link under the photos for a full tour of this stunning residence. Welcome home to this beautifully renovated one-bedroom apartment in the heart of NoMad — one of Manhattan’s most vibrant and sought-after neighborhoods. Perfectly positioned directly across from Whole Foods and just moments from Madison Square Park, this sun-drenched residence blends modern sophistication with effortless downtown living. Flooded with natural light, the apartment features soaring 10-foot ceilings, brand-new wide-plank hardwood floors, elegant pocket doors, and a thoughtfully designed layout that feels both refined a

Key facts

  • Renovated apartment
  • Elegant pocket doors
  • $1,626 HOA

Tags

RENOVATED APARTMENTACROSS FROM WHOLE FOODSSOARING 10-FOOT CEILINGSWIDE-PLANK HARDWOOD FLOORSELEGANT POCKET DOORSTHOUGHTFULLY DESIGNED LAYOUT

Property features AI

Finance

  • Other: Pets allowed in building
  • HOA & community: Monthly association fee of $1,626

Exterior

  • Home design: 13-story building; Entry level 9
  • Exterior features: Building storage; East exposure

Interior

  • Bedrooms: Located on entry level 9
  • Bathrooms: 1 full bathroom
  • Interior features: Total of 3 rooms; Has a view
  • Laundry & utility: Building allows washer/dryer installation; Building has multiple laundry locations; Common area laundry

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 1-bed/1.0-bath condo listed at $650k.

Deal economics

  • At list price, monthly cash flow is $-813 ($-10k/yr) — negative.
  • To cash-flow at today's rent, offer at most $532k (18.1% below list).
  • Meets the 1% rule at list price ($7k rent vs $650k).
  • Recommended offer: $532k (18.1% below list) — sets the bar for cash-flow.
  • Cap rate 4.9% vs local median 2.6% in New York — 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 75/100 on livability (#268 in NY, #4,188 nationally) — a middle-class / working-renter tenant base. Strengths: amenities A+, commute A+, health & safety A; Watch: crime F, cost of living F.
  • Market conditions: Rents rising fast (+5.4%/yr); 491 active listings in the ZIP; 40 comparable units currently listed for rent nearby; rentals leasing fast (median 6d on market — plan ~1-2 weeks tenant-placement turnaround); high-income renter base; 4,467 units permitted in New York County in 2024 (4,463 in 5+ unit buildings).
  • At $6,799/mo this rent would consume 58% of the median local household income ($140k/yr) (locally 5269% of renters already pay >50% of income on rent) — very limited rent-growth headroom before tenants either downsize or default.

Forward outlook

  • In year one you build about $22k of equity ($4k loan paydown + $18k appreciation (2.7% local appreciation)).
  • New York County population projected at +21% by 2050 — long-run rental-demand tailwind backs the buy-and-hold thesis.
  • By year 3, paydown + projected appreciation supports a ~$55k cash-out refi (75% LTV) — recoverable capital for the next deal without selling this one.

Negotiation context

  • It's been on market 18 days — a 2% lower offer ($640k) is reasonable based on typical stale-listing flexibility.
  • 10 sale attempts since 9y 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.

Risks & watch-outs

  • Watch-outs: flood insurance adds $66/mo; HOA is 24% of rent; built in 1917 — expect roof / HVAC / electrical / plumbing capex.
  • Climate carrying-cost: major flood risk; major wind risk, 27% chance of damaging wind over 30y; extreme-heat days projected 7→15/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.
Recommended offer $532,315 (18.1% below list)

Questions for the listing agent

  1. What do current leases actually rent for vs. the listed asking? Can we see a recent rent roll and the last 12 months of T-12 income?
  2. Built in 1917 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
  3. What's the actual annual flood-insurance premium (NFIP or private), and is the property in a SFHA with mandatory coverage?
  4. What does the HOA fee cover, when was the last increase, and are there any pending special assessments or reserve-fund shortfalls?
  5. Any open or pending special assessments — roof, HVAC, plumbing, elevator, façade? What's the per-unit balance and payoff schedule, and is the seller paying it off at close or rolling it to the buyer?
  6. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  7. Schools are B-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?
  8. 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?
  9. 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?
  10. 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.
  11. 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.
  12. 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
1.05%
Cap rate
4.91%
Cash-on-cash
-4.92%
DSCR
0.78
GRM
8.0

CMA / ARV

No comps found within radius.

Projected returns pro-forma

2.7% appreciation · 5.42% rent growth · sell at horizon

5-year hold
IRR
3.3%
Equity multiple
1.19×
Total profit
$34,246
Equity at exit
$281,253
10-year hold
IRR
8.4%
Equity multiple
2.30×
Total profit
$236,724
Equity at exit
$425,068

Cash invested: $182,000 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

Overall (CITY)
0 Strongly Tenant-Friendly
State New York
15 Strongly Tenant-Friendly · D+10
County
— inherits STATE
City New York
0 Strongly Tenant-Friendly · D+34
Rent Stabilization Code; HSTPA; 6+ months in housing court.

ZIP-level market 10016

Home prices YoY
0.9%
Rents YoY
5.4%
Active inventory
491
Price-to-rent
8.0×

Monthly cashflow live

Estimated rent
$6,799 high interval (Pro) →
Mortgage (P&I)
$3,409
Tax est. 1.5%
$812 /mo · $9,750/yr
Insurance
$271
Flood insurance flood zone
−$66 /mo · $798/yr
HOA
$1,626
Vacancy / Maint / Mgmt
$1,428
Net cashflow
$-813

Break-even live

Break-even rent $7,828
Max offer price $532,315
Occupancy floor

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
$162,500
Closing costs
$19,500
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 40 comps

AddressBedsBaths SqftRent$/sqft DOM Units Dist
309 5th Ave New York, NY 1.0 1.0 597 $7,596 $12.72 7d 13 0.19mi
43 W 27th St #1055 New York, NY 2.0 1.0 740 $9,940 $13.43 24d 1 0.22mi
776 6th Ave New York, NY 2.0 1.0–2.0 756 $7,743 $10.24 1d 18 0.29mi
155 E 31st St #2190 New York, NY 1.0–2.0 1.0–1.5 725 $5,610 $7.74 7d 2 0.32mi
141 E 33rd St #1278 New York, NY 2.0 1.0–1.5 683 $6,230 $9.12 7d 3 0.34mi
290 3rd Ave #279 New York, NY 1.0 1.0 607 $9,740 $16.03 3d 2 0.39mi
30 Park Ave #1347 New York, NY 2.0 1.0 950 $7,890 $8.31 1d 3 0.40mi
41 Park Ave New York, NY 2.0 1.0–2.0 815 $6,555 $8.04 7d 3 0.44mi
160 W 24th St New York, NY 2.0 1.0–2.0 731 $7,896 $10.79 1d 12 0.47mi
222 E 34th St #999 New York, NY 1.0 1.0 554 $5,490 $9.91 6d 1 0.48mi
120 W 21st St New York, NY 2.0 1.0–2.0 676 $7,070 $10.46 4d 14 0.49mi
556 3rd Ave Unit 2244 New York, NY 1.0 1.0 500 $5,650 $11.30 3d 1 0.53mi
556 3rd Ave New York, NY 1.0 1.0 580 $5,240 $9.03 20d 2 0.53mi
556 3rd Ave New York, NY 1.0 1.0 540 $5,635 $10.44 1d 2 0.53mi
138 E 38th St New York, NY 3.0 1.0–2.0 750 $4,510 $6.01 24d 4 0.54mi
250 E 21st St Unit 8D New York, NY 1.0 1.0 688 $9,525 $13.84 2d 1 0.55mi
244 W 29th St Unit 2149 New York, NY 1.0 1.0 490 $9,720 $19.84 6d 2 0.56mi
243 W 28th St #2143 New York, NY 1.0 1.0 580 $8,960 $15.45 18d 1 0.57mi
180 W 20th St #1202 New York, NY 2.0 1.0–2.0 791 $9,505 $12.01 1d 3 0.59mi
101 W 15th St New York, NY 1.0 1.0 562 $9,550 $16.98 1d 2 0.67mi
399 E 34th St Unit 1025362P New York, NY 1.0 1.0 570 $9,174 $16.09 22d 1 0.67mi
108 W 15th St #205 New York, NY 1.0–2.0 1.0 697 $6,050 $8.67 3d 2 0.71mi
401 E 34th St New York, NY 3.0 1.0–2.0 887 $5,532 $6.23 1d 55 0.71mi
1 Union Sq S #1174 New York, NY 2.0 1.0–2.0 775 $10,120 $13.06 10d 3 0.71mi
130 W 15th St #1383 New York, NY 1.0–2.0 1.0–2.0 844 $9,200 $10.90 1d 2 0.72mi
346 E 18th St Unit 1254596P New York, NY 2.0 2.0 699 $12,979 $18.57 22d 1 0.74mi
30 Waterside Plz New York, NY 2.0 1.0–2.0 743 $5,218 $7.02 1d 33 0.81mi
815 Broadway #204 New York, NY 1.0 1.0 522 $8,250 $15.80 7d 1 0.81mi
360 W 34th St New York, NY 2.0 1.0–1.5 632 $6,100 $9.65 7d 3 0.81mi
20 Waterside Plz #978 New York, NY 1.0 1.0 682 $4,760 $6.98 6d 1 0.85mi
70 W 45th St #1131 New York, NY 1.0–2.0 1.0–2.0 902 $5,990 $6.64 7d 2 0.87mi
435 W 31st St New York, NY 1.0 1.0 633 $13,963 $22.04 6d 27 0.88mi
230 E 44th St #2165 New York, NY 1.0–2.0 1.0 568 $3,150 $5.54 24d 2 0.88mi
101 E 10th St #1153 New York, NY 1.0–2.0 1.0–2.0 575 $6,740 $11.72 1d 2 0.92mi
209 1st Ave Unit 1370708P New York, NY 1.0 1.0 602 $12,000 $19.93 24d 1 0.94mi
112 E 10th St Unit 1021937P New York, NY 1.0–3.0 1.0–2.5 1296 $5,772 $4.45 3d 2 0.96mi
135 E 47th St Unit 22F New York, NY 1.0 1.0 700 $7,500 $10.71 22d 1 0.99mi
135 E 47th St New York, NY 1.0 1.0 572 $6,600 $11.53 6d 1 0.99mi
300 E 46th St New York, NY 2.0–3.0 1.0 716 $4,300 $6.00 24d 2 1.00mi
18 W 48th St Unit 670 New York, NY 1.0 1.0 631 $7,730 $12.25 7d 1 1.01mi

HOA detail condo

Monthly dues
$1,626 · $19,512/yr
Assessments
None detected in remarks — confirm with the listing agent.

Listing history 10 events

  1. 2026-06-15
    days on market $650,000 Active 18 DOM
  2. 2026-06-13
    days on market $650,000 Active 16 DOM
  3. 2026-06-10
    days on market $650,000 Active 12 DOM
  4. 2026-06-08
    days on market $650,000 Active 11 DOM
  5. 2026-06-08
    days on market $650,000 Active 10 DOM
  6. 2026-06-04
    days on market $650,000 Active 7 DOM
  7. 2026-06-03
    days on market $650,000 Active 6 DOM
  8. 2026-06-02
    days on market $650,000 Active 5 DOM
  9. 2026-06-01
    days on market $650,000 Active 4 DOM
  10. 2026-05-31
    days on market $650,000 Active 3 DOM

ⓘ 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 7/10 Severe FEMA zone X (unshaded) · 76% chance over 30 yrs
  • 🔥 Wildfire 1/10 Low
  • 🌡 Heat 7/10 Severe 7 d/yr ≥99°F today · 15 d/yr by 30 yrs out
  • 💨 Wind 6/10 Major 27% chance of damaging wind over 30 yrs
  • 🫁 Air quality 4/10 Moderate 5 unhealthy d/yr today · 7 by 30 yrs out

Nearby sold comps map

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Walkable amenities ~0.75 mi

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Taxation est. · year 1

Rental income
$81,587
− Mortgage interest
−$36,410
− Property taxes
−$9,750
− Insurance
−$4,047
− Repairs & maintenance
−$6,527
− Management
−$6,527
− HOA
−$19,512
− Depreciation
−$18,909
Taxable loss
−$20,095
combined federal + state — saved on this device
Est. tax savings @ 24.0%
+$4,823
After-tax cash flow
$-4,937/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)

No district data.

Livability — New York

Score
75/100
State rank
#268
US rank
#4188

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

Census place
New York, NY
County
New York County · 1,599,927 people
City population
7,731,280
Metro
New York-Newark-Jersey City, NY-NJ-PA
Population (ZIP)
52,971
Household income
$140,381
Rent vs Own
74.9% rent · 25.1% own
Severe rent burden
5269.0

Population outlook (New York County) Hauer SSP2

Today (2025)
1,825,725 people
By 2030
1,904,611 · +4.3%
By 2040
2,052,719 · +12.4%
By 2050
2,206,601 · +20.9%
By 2075
2,509,427 · +37.4%
By 2100
2,702,933 · +48.0%

Race, ethnicity, and origin ACS 2023

Neighborhood character
Diverse neighborhood (Simpson 0.60)
Race & ethnicity
White 59% Asian 20% Two or more races 11% Hispanic / Latino 11% Black 4%
Hispanic origin (detail)
Puerto Rican 3%
Common ancestry
Romanian 4% Scotch-Irish 4% Lithuanian 2%
Foreign-born
26% · Canada, China, South Korea
Languages at home
71% English-only · Spanish 9% Other Indo-European 6% Chinese 5%

Political lean MEDSL · New York

2024 margin
Solid D (+64.8) · D 82.4% · R 17.6%
2008→2024 swing
-7.4pp toward R · 2008: 72.2pp · 2024: 64.8pp
All cycles
2024: D+64.8 2020: D+74.5 2016: D+77.2 2012: D+69.6 2008: D+72.2

Not yet ingested

Civics

Market trends

HPI YoY
▲ 2.70%
Current HPI
313.0343
Rent YoY
▲ 5.42%
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

-3.0% since first listed
19 events — show timeline
  • 2026-05-28 Listed $650,000 RLS at REBNY
  • 2026-04-08 Rental Removed $4,500 ZUMPER1
  • 2026-04-08 Rental Removed $4,500 ZUMPER1
  • 2025-07-30 Listed for Rent $4,500 ZUMPER1
  • 2025-07-30 Listed for Rent $4,500 ZUMPER1
  • 2025-03-27 Rental Removed $4,500 ZUMPER1
  • 2025-03-27 Rental Removed $4,500 ZUMPER1
  • 2025-03-26 Listed for Rent $4,500 ZUMPER1
  • 2025-03-03 Listed for Rent $4,500 ZUMPER1
  • 2025-02-19 Rental Removed $4,500 ZUMPER1
  • 2025-02-06 Listed for Rent $4,500 ZUMPER1
  • 2025-01-12 Rental Removed $4,500 ZUMPER1
  • 2024-12-21 Listed for Rent $4,500 ZUMPER1
  • 2024-07-25 Rental Removed $4,300 REBNY
  • 2024-07-10 Price Changed $4,300 REBNY
  • 2024-06-20 Listed for Rent $4,500 REBNY
  • 2017-06-27 Price Changed $649,999 RLS at REBNY
  • 2017-02-27 Listed $649,999 RLS at REBNY
  • 2017-02-27 Listed $669,999 RLS at REBNY

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

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