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141 E High St Duplex
D+ Composite 48.47
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 +22.1/30.0
  • DSCR +7.1/10.0
  • 1% rule +5.2/10.0
  • Schools +4.8/10.0
  • Livability +3.2/5.0
  • Rent growth +2.5/5.0
  • Condition / age +2.5/5.0
  • ARV discount +1.1/15.0
  • Appreciation +0.0/10.0

$499,900

141 E High St · Lake Pocotopaug, CT 06424
4 bd · 4.0 ba · 2,000 sqft · MultiFamily public records · 145 Days on market
Built 1950 0.30 ac lot Est $438k · 14% over

🖨 Deal sheet (PDF) 📄 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

This two family is a great find.Walk to private beach and boat docking on lake pocotopaug.Ones side is new in 2009 with an office in lower level 2 full baths on both sides first floor open floor plan. Very convient to rt.2

Key facts

  • Close to the lake
  • Private entrance
  • Lakeside community

Tags

PRIVATE ENTRANCESPACIOUS LIVING ROOMCLOSE TO THE LAKELAKESIDE COMMUNITY

Property features AI

Exterior

  • Utilities: Private well water; Public sewer connection; Above-ground oil tank
  • Home design: Multi-family (2-family) property
  • Construction: Frame construction; Concrete foundation; Asphalt shingle roof; Vinyl siding; Built as a multi-family residence
  • Exterior features: Deck; Rolling lot

Interior

  • Bedrooms: Four bedrooms
  • Bathrooms: Four full bathrooms
  • Heating & cooling: Baseboard heating; Oil-fired hot water
  • Interior features: Nine total rooms; Full basement with partial finish and walk-out; Attic with storage space accessed via hatch

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 × 2-bed/2.0-bath units multifamily listed at $500k.

Deal economics

  • At list price, monthly cash flow is $804 ($10k/yr) — positive. Per door: $402/mo.
  • The deal already cash-flows at list — no discount required.
  • Meets the 1% rule at list price ($5k rent vs $500k).
  • Recommended offer: $440k (12.0% below list) — sets the bar for market timing.

Location & tenants

  • Location reads 64/100 on livability (#130 in CT) — a middle-class / working-renter tenant base. Strengths: crime A+, housing A+, employment A-; Watch: cost of living C-, schools D, amenities F.
  • East Hampton School District (town): math 43% / reading 59% proficiency, ranked #70 of 153 in CT (top 46%) — acceptable for families but not a draw, mixed tenant base, ~2y average lease; only 10% free/reduced lunch — higher-income household profile.
  • Market conditions: 62 active listings in the ZIP; 278 units permitted in Lower Connecticut River Valley Planning Region in 2024 (89 in 5+ unit buildings).

Forward outlook

  • Local home prices are declining (-3.0%/yr); year-one equity from $3k of loan paydown is wiped out by about $15k of value loss. Plan a longer hold.

Negotiation context

  • It's been on market 145 days — a 12% lower offer ($440k) is reasonable based on typical stale-listing flexibility.
  • 4 sale attempts since 16y ago; this cycle's ask is 21635% above the opening price — seller raised mid-cycle; expect resistance to lowballs.
  • Current owner paid $220k; list at $500k implies a 127% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

  • Watch-outs: built in 1950 — expect roof / HVAC / electrical / plumbing capex.
  • Climate carrying-cost: major wind risk, 41% chance of damaging wind over 30y; extreme-heat days projected 7→17/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.
Recommended offer $439,912 (12.0% below list)

Questions for the listing agent

  1. It's been on market 145 days. Have you received any prior offers? Is the seller open to a 12% concession, seller financing, or rate buy-down credit?
  2. Can we see the unit-by-unit rent roll, current vacancy, and any below-market leases? What's the average tenancy length?
  3. What capital expenditures (roof, boiler, parking lot, exteriors) have been made in the last 5 years, and what's planned in the next 2?
  4. Built in 1950 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
  5. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
  6. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  7. 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?
  8. 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?
  9. 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.
  10. 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.
  11. 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
1.02%
Cap rate
8.22%
Cash-on-cash
6.90%
DSCR
1.31
GRM
8.2

CMA / ARV

ARV (on-the-fly)
$438,000
Comps found
1
Show comp detail 1 sale within ~0.75 mi
Address Dist Beds/Ba Sqft Sold Price $/sf Match
141 E High St 0.00mi 4/4.0 2,000 (0%) 1mo $437,750 $219 99

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 · 3.0% rent growth · sell at horizon

5-year hold
IRR
-5.7%
Equity multiple
0.79×
Total profit
$-29,840
Equity at exit
$74,537
10-year hold
IRR
3.9%
Equity multiple
1.28×
Total profit
$39,730
Equity at exit
$43,222

Cash invested: $139,972 (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 06424

Home prices YoY
-34.6%
Active inventory
62
Price-to-rent
16.3×

Monthly cashflow live

Estimated rent
$5,107 high interval (Pro) →
Mortgage (P&I)
$2,622
Tax from tax record
$400 /mo · $4,805/yr
Insurance
$208
HOA
$0
Vacancy / Maint / Mgmt
$1,072
Net cashflow
$804

Break-even live

Break-even rent $4,089
Max offer price $499,900
Occupancy floor 79%

Sensitivity live

Price -10% $1,087 -5% $946 +0% $804 +5% $663 +10% $521
Rent -10% $401 -5% $603 +0% $804 +5% $1,006 +10% $1,208
Rate -1.0pp $1,056 -0.5pp $931 base $804 +0.5pp $675 +1.0pp $543

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

UnitsBedsBathsEst. rent
Total (2 units) $5,107

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
$124,975
Closing costs
$14,997
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 11 events

  1. 2026-04-27
    status Under Contract
  2. 2026-04-08
    price $499,900
  3. 2026-03-20
    historical $2,300
  4. 2025-12-18
    listed $2,300
  5. 2025-12-03
    price $524,900
  6. 2025-12-03
    listed $542,900 Active
  7. 2011-04-07
    soldstatus $220,000 222-char remark
    Show marketing remark (222 chars)

    This two family is a great find.Walk to private beach and boat docking on lake pocotopaug.Ones side is new in 2009 with an office in lower level 2 full baths on both sides first floor open floor plan. Very convient to rt.2

  8. 2011-04-01
    soldstatus $220,000
  9. 2011-03-03
    listed $225,000 222-char remark
    Show marketing remark (222 chars)

    This two family is a great find.Walk to private beach and boat docking on lake pocotopaug.Ones side is new in 2009 with an office in lower level 2 full baths on both sides first floor open floor plan. Very convient to rt.2

  10. 2010-09-08
    historical
  11. 2010-03-09
    listed $250,000

ⓘ 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
$4,805 · $400/mo
Projected year-2 tax
$7,751 · $646/mo
Expected delta
+$2,946/yr (+$246/mo · 61.3%)

ⓘ 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 3/10 Moderate
  • 🌡 Heat 5/10 Major 7 d/yr ≥96°F today · 17 d/yr by 30 yrs out
  • 💨 Wind 6/10 Major 41% chance of damaging wind over 30 yrs
  • 🫁 Air quality 3/10 Moderate 3 unhealthy d/yr today · 4 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
$61,284
− Mortgage interest
−$28,002
− Property taxes
−$4,805
− Insurance
−$2,500
− Repairs & maintenance
−$4,903
− Management
−$4,903
− Depreciation
−$14,543
Taxable income
$1,629
combined federal + state — saved on this device
Est. tax owed @ 24.0%
−$391
After-tax cash flow
$9,260/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 School District
NCES district ID
0901230
Math proficiency
43% ▼ -13.00%
Reading proficiency
59% ▼ -8.00%
Median HH income
$91,846
Composite
47.55/100
National rank
#2265
State rank
#70 of 153 in CT

Livability — Lake Pocotopaug

Score
64/100
State rank
#130
US rank
#14714

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

Census place
Lake Pocotopaug, CT
Population (ZIP)
12,401

Population outlook (Lower Connecticut River Valley County) Hauer SSP2

By 2040
188,651

Race, ethnicity, and origin ACS 2023

Neighborhood character
Predominantly White (87%)
Race & ethnicity
White 87% Two or more races 6% Hispanic / Latino 6% Asian 3%
Hispanic origin (detail)
Puerto Rican 4%
Common ancestry
Romanian 11% Lithuanian 4% Italian 4%
Foreign-born
5% · Canada
Languages at home
93% English-only · Other Indo-European 2% Spanish 2% French/Haitian/Cajun 1%

Political lean MEDSL · Lower Connecticut River Valley

2024 margin
D (+13.4) · D 55.9% · R 42.4% · Other 1.7%
All cycles
2024: D+13.4

Not yet ingested

Civics

Market trends

HPI YoY
▼ -100.67%
Current HPI
190.1694
Rent YoY
Metro
State GDP YoY
▲ 1.06%
F500 in state
38

Industry mix (Fortune 500 HQ in CT)

Industry F500 HQs Revenue

Price history

+100.0% since first listed
11 events — show timeline
  • 2026-04-27 Pending Smart MLS
  • 2026-04-08 Price Changed $499,900 Smart MLS
  • 2026-03-20 Rental Removed $2,300 Avail
  • 2025-12-18 Listed for Rent $2,300 Avail
  • 2025-12-03 Price Changed $524,900 Smart MLS
  • 2025-12-03 Listed $542,900 Smart MLS
  • 2011-04-07 Sold (MLS) $220,000 Smart MLS
  • 2011-04-01 Sold (Public Records) $220,000 Public Records
  • 2011-03-03 Listed $225,000 Smart MLS
  • 2010-09-08 Listing Removed Smart MLS
  • 2010-03-09 Listed $250,000 Smart MLS

Property tax history

+3.0%/yr

Latest (2022): $4,805 · +0.4% YoY. Source: county tax records.

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

Loading sold comps…