10 Chestnut Dr · Westbrook, CT
Flood risk 1/10 · Minimal
- FEMA flood zone
- X (unshaded)
- Chance of flooding over 30 yrs
- 0.0%
- Est. flood insurance / yr
- $507 – $1,088
Fire risk 1/10 · Minimal
- Est. fire insurance / yr
- $829 – $1,539
Heat risk 6/10 · Moderate
- Hot days now (above 92°F)
- 7 days/yr
- Hot days in 30 yrs
- 19 days/yr
Wind risk 8/10 · Major
- Chance of severe wind over 30 yrs
- 80.0%
Air-quality risk 4/10 · Minor
- Unhealthy air days now
- 4 days/yr
- Unhealthy air days in 30 yrs
- 6 days/yr
Risk factors via First Street. Map © Google.
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 +23.4/30.0
- 1% rule +9.3/10.0
- DSCR +7.5/10.0
- ARV discount +7.5/15.0
- Schools +5.3/10.0
- Rent growth +2.5/5.0
- Livability +2.5/5.0
- Condition / age +2.5/5.0
- Appreciation +0.0/10.0
$184,500
🖨 Deal sheet 📄 Offer letter ✓ Due diligence
Listing remarks
Affordable Coastal lifestyle in a sought after 55+ community with private beach rights awaits, just in time for summer fun! This 2 BR, 1 1/2 bath home sits in a great location for a short walk to Grove Beach, or maybe you just want to sit on the porch and soak up the salt air. The layout is ideal with 2 good size bedrooms, one at each end of home and one with a 1/2 bath. There is also a shed for extra storage, the home has 2 Mitsubishi split units for heating and cooling. The location is close to Clinton and minutes away from the Westbrook town beach. Old Saybrook is a short drive and you are surrounded by many great restaurants and shopping choices. Land lease includes garbage pick up, wat
Key facts
- Updated full bath
- Private beach rights
- 2 parking spots
Tags
Property features AI
Finance
- Financial info: Professional on-site property management
- HOA & community: Homeowners association with monthly fee; HOA fee includes clubhouse, front desk receptionist, lake/beach access, trash pickup, water, sewer, property management, and road maintenance; Association amenities include clubhouse and guest parking
Exterior
- Parking: Paved driveway; 2 parking spaces
- Utilities: Public water connected; Septic sewer; Electric power and heat fuel
- Home design: Single-family home in a 55+ adult community; Walk to water
- Construction: Frame construction; Aluminum siding; Blue exterior color; Asphalt shingle roof; No foundation listed
- Exterior features: Shed; Porch; Patio; Dry lot
Interior
- Kitchen: Electric range; Refrigerator; Dishwasher
- Bedrooms: 2 bedrooms
- Bathrooms: 1 full bath; 1 half bath
- Heating & cooling: Heat pump heating (electric); Split system cooling
- Interior features: Total of 4 rooms; No basement
- Laundry & utility: Washer and dryer located in main level hallway
Neighborhood map
What this means for you Summary
Snapshot
- This is a 2-bed/1.5-bath manufactured listed at $184k.
Deal economics
- At list price, monthly cash flow is $340 ($4k/yr) — positive.
- The deal already cash-flows at list — no discount required.
- Meets the 1% rule at list price ($3k rent vs $184k).
Location & tenants
- Location reads: area grade C — affects rentability + tenant quality, not the cash-flow math above.
- Westbrook School District (suburban): math 51% / reading 69% proficiency, ranked #49 of 153 in CT (top 32%) — acceptable for families but not a draw, mixed tenant base, ~2y average lease; only 14% free/reduced lunch — higher-income household profile.
- Zoned schools: Westbrook High School (math 44% / reading 64%, grade C-, #63 of 194 statewide, top 39%, 202 students, 27% FRL).
- Market conditions: 30 active listings in the ZIP; 2 comparable units currently listed for rent nearby; 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 $1k of loan paydown is wiped out by about $6k of value loss. Plan a longer hold.
Negotiation context
- Only 6 days on market — expect competitive offers; lowballing is unlikely to land.
Risks & watch-outs
- Watch-outs: HOA is 24% of rent.
- Climate carrying-cost: severe wind risk, 80% chance of damaging wind over 30y; extreme-heat days projected 7→19/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.
Questions for the listing agent
- What does the HOA fee cover, when was the last increase, and are there any pending special assessments or reserve-fund shortfalls?
- Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
- 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 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
- 1.43% ✓
- Cap rate
- 8.51%
- Cash-on-cash
- 7.91%
- DSCR
- 1.35
- GRM
- 5.8
CMA / ARV
No comps found within radius.
Projected returns pro-forma
-3.0% appreciation · 3.0% rent growth · sell at horizon
- IRR
- -4.1%
- Equity multiple
- 0.85×
- Total profit
- $-7,892
- Equity at exit
- $27,510
- IRR
- 5.8%
- Equity multiple
- 1.43×
- Total profit
- $22,362
- Equity at exit
- $15,952
Cash invested: $51,660 (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 06498
- Active inventory
- 30
- Price-to-rent
- 5.8×
Monthly cashflow live
- Estimated rent
- $2,630 medium interval (Pro) →
- Mortgage (P&I)
- −$968
- Tax from tax record
- −$72 /mo · $863/yr
- Insurance
- −$77
- HOA
- −$621
- Vacancy / Maint / Mgmt
- −$552
- Net cashflow
- $340
Break-even live
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
- $46,125
- Closing costs
- $5,535
- 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 2 comps
| Address | Beds | Baths | Sqft | Rent | $/sqft | DOM | Units | Dist |
|---|---|---|---|---|---|---|---|---|
| 10 Grove Way #10 Clinton, CT | 2.0 | 1.0 | 840 | $2,450 | $2.92 | 44d | 1 | 0.50mi |
| 170 Shore Rd Clinton, CT | 2.0 | 1.0 | 944 | $2,900 | $3.07 | 44d | 1 | 0.71mi |
HOA detail
- Monthly dues
- $621 · $7,452/yr
- Likely covers
- trash
Listing history 6 events
-
2026-06-18days on market $184,500 Coming Soon 6 DOM
-
2026-06-17days on market $184,500 Coming Soon 5 DOM
-
2026-06-16days on market $184,500 Coming Soon 4 DOM
-
2026-06-15days on market $184,500 Coming Soon 3 DOM
-
2026-06-12remarks 699-char remark
-
2026-06-12$184,500 Coming Soon 1 DOM
ⓘ 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
- $863 · $72/mo
- Projected year-2 tax
- $2,406 · $200/mo
- Expected delta
- +$1,543/yr (+$129/mo · 178.8%)
ⓘ 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 6/10 Major 7 d/yr ≥92°F today · 19 d/yr by 30 yrs out
- Wind 8/10 Severe 80% chance of damaging wind over 30 yrs
- Air quality 4/10 Moderate 4 unhealthy d/yr today · 6 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
- $31,561
- − Mortgage interest
- −$10,335
- − Property taxes
- −$863
- − Insurance
- −$922
- − Repairs & maintenance
- −$2,525
- − Management
- −$2,525
- − HOA
- −$7,452
- − Depreciation
- −$5,367
- Taxable income
- $1,571
- Est. tax owed @ 24.0%
- −$377
- After-tax cash flow
- $3,708/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
- Westbrook School District
- NCES district ID
- 0904980
- Math proficiency
- 51% ▼ -16.00%
- Reading proficiency
- 69% ▼ -9.00%
- Median HH income
- $68,591
- Composite
- 52.78/100
- National rank
- #1540
- State rank
- #49 of 153 in CT
Livability — Westbrook
No livability data for this city. (Only ~50 U.S. cities are tracked.)
Census & demographics
- Population (ZIP)
- 6,832
Population outlook (Lower Connecticut River Valley County) Hauer SSP2
- By 2040
- 188,651
Race, ethnicity, and origin ACS 2023
- Neighborhood character
- Predominantly White (76%)
- Race & ethnicity
- White 76% Two or more races 15% Hispanic / Latino 14% Asian 2% Black 1%
- Hispanic origin (detail)
- Puerto Rican 3%
- Common ancestry
- Romanian 5% Lithuanian 5% Estonian 3%
- Foreign-born
- 14% · Canada, China, India
- Languages at home
- 80% English-only · Spanish 12% Other Indo-European 4% Chinese 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
- ▼ -112.73%
- Current HPI
- 200.2559
- Rent YoY
- —
- Metro
- —
- State GDP YoY
- ▲ 1.06%
- F500 in state
- 38
Industry mix (Fortune 500 HQ in CT)
| Industry | F500 HQs | Revenue |
|---|---|---|
| Industrial Machinery | 4 | $38B |
|
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| Insurance | 3 | $71B |
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| Financial Services | 2 | $25B |
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| Transportation / Logistics | 2 | $18B |
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| Healthcare | 1 | $247B |
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| Telecommunications | 1 | $55B |
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Price history
1 event — show timeline
- 2026-06-12 Coming Soon $184,500 Smart MLS
Property tax history
+3.8%/yrLatest (2023): $863 · +2.7% YoY. Source: county tax records.
Cash-flow waterfall
monthlySold comps — $/sqft
last 12 mo · ≤1 miLoading sold comps…