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137 Pleasant Street Ext Duplex
C- Composite 51.82
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 +20.0/30.0
  • Appreciation +10.0/10.0
  • DSCR +6.3/10.0
  • 1% rule +5.0/10.0
  • Livability +3.1/5.0
  • Rent growth +2.5/5.0
  • Schools +2.5/10.0
  • Condition / age +2.5/5.0
  • ARV discount +0.0/15.0

$389,000

137 Pleasant Street Ext · Monticello, NY 12701
3 bd · 2.0 ba · 2,008 sqft · MultiFamily public records · 27 Days on market
Built 1949 1.27 ac lot Est $263k · 48% over

🖨 Deal sheet 📄 Offer letter ✓ Due diligence

Multi-family units

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

Listing remarks MLS

Calling all investors!! This 2 story multi family home offers a large 1 bedroom apartment downstairs with 1 bathroom, livingroom and kitchen and a 2 bedroom apt upstairs with 1 bath, livingroom and kitchen. Home is situated on a 1.27 acre lot that fronts on both Pleasant St. Ext and Stackhouse Rd providing for a large back yard plenty of room for play, gardening or possible subdivision to two lots. Barn for storage is in need of repair. Roof is 2 years old. Home is being sold as is. Seller will remove personal items from home and tenants belongings. Located just outside village limits yet provides municipal water and private septic system without the village taxes. BEING SOLD AS IS Just 90 minutes from NYC, 5 minutes to Resort's World Casino and 20 minutes to Bethel Woods. Please provide 24 hours notice for showings.

Key facts

  • Updated appliances
  • Large backyard
  • Spacious lot

Tags

SPACIOUS LOTLARGE BACKYARDUPDATED KITCHENSGRANITE COUNTERTOPSDECORATIVE TILE BACKSPLASHESUPDATED APPLIANCES

Property features AI

Exterior

  • Parking: Driveway; 2-car garage
  • Utilities: Septic tank; Electricity available; Water available
  • Home design: Duplex
  • Construction: Frame construction
  • Exterior features: Frame construction; Not waterfront

Interior

  • Bedrooms: One 1-bedroom unit; One 2-bedroom unit
  • Bathrooms: Two full bathrooms
  • Heating & cooling: Baseboard heating; Other heating; No central cooling
  • Interior features: Unfinished attic; Unfinished basement

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 × 3-bed/2.0-bath units multifamily listed at $389k.

Deal economics

  • At list price, monthly cash flow is $475 ($6k/yr) — positive. Per door: $237/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 $387k (0.5% below list).
  • Recommended offer: $383k (1.5% below list) — sets the bar for market timing.
  • Cap rate 7.8% vs local median 3.4% in Monticello — 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 61/100 on livability (#899 in NY) — a middle-class / working-renter tenant base. Strengths: housing A+, cost of living A-; Watch: crime D, amenities F, commute F.
  • Monticello Central School District (town): math 29% / reading 30% proficiency, ranked #577 of 590 in NY (top 98%) — low school quality limits family demand, transient renter base, plan for 1-2y turnover.
  • Zoned schools: George L Cooke School (592 students, 71% FRL); Robert J Kaiser Middle School (math 7% / reading 35%, grade F, #661 of 729 statewide, top 91%, 595 students, 66% FRL); Monticello High School (math 82% / reading 34%, grade C, #879 of 1,100 statewide, top 80%, 844 students, 63% FRL) — zoned schools average 67% FRL vs 50% district-wide (16 pts higher); higher-poverty schools than district average — tighter screening recommended.
  • Market conditions: 186 active listings in the ZIP; 4 comparable units currently listed for rent nearby; rentals at typical pace (median 19d on market — plan ~3-4 weeks tenant-placement turnaround); 739 units permitted in Sullivan County in 2024 (5 in 5+ unit buildings).

Forward outlook

  • In year one you build about $42k of equity ($3k loan paydown + $39k appreciation (10.0% local appreciation)).
  • Sullivan County population projected at -24% by 2050 — secular population decline; favor cash flow + early exit over multi-decade hold.
  • At projected returns (10.0% appreciation + 3.0% rent growth), your $109k cash investment doubles in ~3 years — after that, you're playing with house money.
  • By year 2, paydown + projected appreciation supports a ~$67k cash-out refi (75% LTV) — recoverable capital for the next deal without selling this one.

Negotiation context

  • It's been on market 27 days — a 2% lower offer ($383k) is reasonable based on typical stale-listing flexibility.
  • 3 sale attempts since 4y 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 $245k; list at $389k implies a 59% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

  • Watch-outs: built in 1949 — expect roof / HVAC / electrical / plumbing capex.
Recommended offer $383,165 (1.5% 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 1949 — 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 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?
  6. 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?
  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 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
1.00%
Cap rate
7.76%
Cash-on-cash
5.23%
DSCR
1.23
GRM
8.4

CMA / ARV

ARV (on-the-fly)
$263,048
Comps found
1
Show comp detail 1 sale within ~0.75 mi
Address Dist Beds/Ba Sqft Sold Price $/sf Match
83 High St 0.37mi 4/2.0 (+1) 1,904 (-5%) 22mo $249,000 $131 51

Match score weights: distance 35% · size 25% · config 20% · recency 20%. Top-matched comps best support the ARV.

Projected returns pro-forma

10.0% appreciation · 3.0% rent growth · sell at horizon

5-year hold
IRR
28.1%
Equity multiple
3.22×
Total profit
$242,076
Equity at exit
$350,442
10-year hold
IRR
24.5%
Equity multiple
7.33×
Total profit
$689,096
Equity at exit
$755,741

Cash invested: $108,920 (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 12701

Home prices YoY
16.7%
Active inventory
186
Price-to-rent
16.7×

Monthly cashflow live

Estimated rent
$3,872 high interval (Pro) →
Mortgage (P&I)
$2,040
Tax from tax record
$382 /mo · $4,588/yr
Insurance
$162
HOA
$0
Vacancy / Maint / Mgmt
$813
Net cashflow
$475

Break-even live

Break-even rent $3,271
Max offer price $389,000
Occupancy floor 83%

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

UnitsBedsBathsEst. rent
Total (2 units) $3,872

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
$97,250
Closing costs
$11,670
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 4 comps

AddressBedsBaths SqftRent$/sqft DOM Units Dist
45 Clinton Ave Apt 1 Monticello, NY 3.0 2.0 1470 $2,300 $1.56 43d 1 0.89mi
52 Medallion Rd Kiamesha Lake, NY 3.0 1.5 1440 $1,950 $1.35 19d 1 1.42mi
52 Medallion Rd Unit 1 Kiamesha Lake, NY 3.0 1.5 1440 $1,950 $1.35 14d 1 1.42mi
60 Medallion Rd Kiamesha Lake, NY 3.0 2.0 1531 $2,800 $1.83 14d 1 1.45mi

Listing history 16 events

  1. 2026-06-14
    statusdays on market $389,000 Pending 27 DOM
  2. 2026-06-10
    days on market $389,000 Active 25 DOM
  3. 2026-06-09
    days on market $389,000 Active 24 DOM
  4. 2026-06-08
    days on market $389,000 Active 23 DOM
  5. 2026-06-07
    days on market $389,000 Active 22 DOM
  6. 2026-06-03
    days on market $389,000 Active 18 DOM
  7. 2026-06-02
    days on market $389,000 Active 17 DOM
  8. 2026-06-01
    days on market $389,000 Active 16 DOM
  9. 2026-05-31
    days on market $389,000 Active 15 DOM
  10. 2026-05-31
    days on market $389,000 Active 14 DOM
  11. 2026-05-05
    listed $389,000 Active
  12. 2023-10-20
    soldstatus $245,000
  13. 2023-09-21
    soldstatus $245,000 Closed 828-char remark
    Show marketing remark (828 chars)

    Calling all investors!! This 2 story multi family home offers a large 1 bedroom apartment downstairs with 1 bathroom, livingroom and kitchen and a 2 bedroom apt upstairs with 1 bath, livingroom and kitchen. Home is situated on a 1.27 acre lot that fronts on both Pleasant St. Ext and Stackhouse Rd providing for a large back yard plenty of room for play, gardening or possible subdivision to two lots. Barn for storage is in need of repair. Roof is 2 years old. Home is being sold as is. Seller will remove personal items from home and tenants belongings. Located just outside village limits yet provides municipal water and private septic system without the village taxes. BEING SOLD AS IS Just 90 minutes from NYC, 5 minutes to Resort's World Casino and 20 minutes to Bethel Woods. Please provide 24 hours notice for showings.

  14. 2023-08-09
    status Pending 828-char remark
    Show marketing remark (828 chars)

    Calling all investors!! This 2 story multi family home offers a large 1 bedroom apartment downstairs with 1 bathroom, livingroom and kitchen and a 2 bedroom apt upstairs with 1 bath, livingroom and kitchen. Home is situated on a 1.27 acre lot that fronts on both Pleasant St. Ext and Stackhouse Rd providing for a large back yard plenty of room for play, gardening or possible subdivision to two lots. Barn for storage is in need of repair. Roof is 2 years old. Home is being sold as is. Seller will remove personal items from home and tenants belongings. Located just outside village limits yet provides municipal water and private septic system without the village taxes. BEING SOLD AS IS Just 90 minutes from NYC, 5 minutes to Resort's World Casino and 20 minutes to Bethel Woods. Please provide 24 hours notice for showings.

  15. 2023-07-05
    listed $250,000 Active 828-char remark
    Show marketing remark (828 chars)

    Calling all investors!! This 2 story multi family home offers a large 1 bedroom apartment downstairs with 1 bathroom, livingroom and kitchen and a 2 bedroom apt upstairs with 1 bath, livingroom and kitchen. Home is situated on a 1.27 acre lot that fronts on both Pleasant St. Ext and Stackhouse Rd providing for a large back yard plenty of room for play, gardening or possible subdivision to two lots. Barn for storage is in need of repair. Roof is 2 years old. Home is being sold as is. Seller will remove personal items from home and tenants belongings. Located just outside village limits yet provides municipal water and private septic system without the village taxes. BEING SOLD AS IS Just 90 minutes from NYC, 5 minutes to Resort's World Casino and 20 minutes to Bethel Woods. Please provide 24 hours notice for showings.

  16. 2022-10-18
    listed $250,000 Active

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

Tax reassessment forecast NY · Partial reset (capped growth)

Current annual tax
$4,588 · $382/mo
Projected year-2 tax
$5,581 · $465/mo
Expected delta
+$993/yr (+$83/mo · 21.6%)

ⓘ 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 2/10 Low
  • 🌡 Heat 2/10 Low 7 d/yr ≥91°F today · 15 d/yr by 30 yrs out
  • 💨 Wind 3/10 Moderate 5% chance of damaging wind over 30 yrs
  • 🫁 Air quality 2/10 Low 1 unhealthy d/yr today · 1 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
$46,464
− Mortgage interest
−$21,790
− Property taxes
−$4,588
− Insurance
−$1,945
− Repairs & maintenance
−$3,717
− Management
−$3,717
− Depreciation
−$11,316
Taxable loss
−$610
combined federal + state — saved on this device
Est. tax savings @ 24.0%
+$146
After-tax cash flow
$5,840/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
Monticello Central School District
NCES district ID
3619740
Math proficiency
29% ▼ -4.00%
Reading proficiency
30% ▼ -2.00%
Median HH income
$44,696
Composite
25.28/100
National rank
#7491
State rank
#577 of 590 in NY

Livability — Monticello

Score
61/100
State rank
#899
US rank
#17510

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

County
Sullivan County · 12,197 people
City population
12,197
Metro
nan
Population (ZIP)
12,197
Household income
$57,222
Rent vs Own
63.8% rent · 36.2% own
Severe rent burden
814.0

Population outlook (Sullivan County) Hauer SSP2

Today (2025)
68,974 people
By 2030
65,609 · -4.9%
By 2040
58,878 · -14.6%
By 2050
52,500 · -23.9%
By 2075
39,941 · -42.1%
By 2100
28,880 · -58.1%

Race, ethnicity, and origin ACS 2023

Neighborhood character
Diverse neighborhood (Simpson 0.69)
Race & ethnicity
White 43% Hispanic / Latino 31% Black 15% Two or more races 15% Asian 5%
Hispanic origin (detail)
Mexican 1% Puerto Rican 19% Dominican 3%
Common ancestry
Scotch-Irish 3% Romanian 2% Iranian 1%
Foreign-born
15% · Canada, China, Jamaica
Languages at home
71% English-only · Spanish 20% Other Indo-European 3% Russian/Polish/Slavic 2%

Political lean MEDSL · Sullivan

2024 margin
R (+16.7) · D 41.6% · R 58.4%
2008→2024 swing
-26.2pp toward R · 2008: 9.5pp · 2024: -16.7pp
All cycles
2024: R+16.7 2020: R+9.2 2016: R+13.7 2012: D+10.4 2008: D+9.5

Not yet ingested

Civics

Market trends

HPI YoY
▲ 72.71%
Current HPI
507.739
Rent YoY
Metro
nan
State GDP YoY
▲ 2.60%
F500 in state
92

Industry mix (Fortune 500 HQ in NY)

Industry F500 HQs Revenue

Price history

+55.6% since first listed
6 events — show timeline
  • 2026-05-05 Listed $389,000 OneKey® MLS as Distributed by MLS Grid
  • 2023-10-20 Sold (Public Records) $245,000 Public Records
  • 2023-09-21 Sold (MLS) $245,000 OneKey® MLS as Distributed by MLS Grid
  • 2023-08-09 Pending OneKey® MLS as Distributed by MLS Grid
  • 2023-07-05 Listed $250,000 OneKey® MLS as Distributed by MLS Grid
  • 2022-10-18 Listed $250,000 OneKey® MLS as Distributed by MLS Grid

Property tax history

+0.4%/yr

Latest (2025): $4,588 · +2.7% YoY. Source: county tax records.

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

Loading sold comps…