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58 Gilbert St
B+ Composite 78.91
Why this score? — see what drove the B+ 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 +30.0/30.0
  • ARV discount +15.0/15.0
  • DSCR +10.0/10.0
  • 1% rule +8.9/10.0
  • Schools +7.5/10.0
  • Rent growth +2.5/5.0
  • Livability +2.5/5.0
  • Condition / age +2.5/5.0
  • Appreciation +0.0/10.0

$849,000

58 Gilbert St · West Mountain, CT 10590
3 bd · 2.5 ba · 1,825 sqft · SingleFamily · 13 Days on market
Built 1972 1.05 ac lot Est $1121k · 24% under

🖨 Deal sheet 📄 Offer letter ✓ Due diligence

Listing remarks MLS

Best Value In Truesdale Area!! Open & Airy Home, New Cherry Kitchen & Baths, Gleaming Hardwood Floors, Lrg Windows, Bay Window, French Doors, Two Fireplaces (Stone & Brick), Lrg Family Room, Wrap-around Deck, Lovely Gardens, Private Country Road, Room For Expansion! Assoc. Lake Membership Possible, Truesdale Lake Drive Beach. Absolutely Must See!!

Key facts

  • Walk-in closet
  • Updated kitchen
  • Private property

Tags

PRIVATE PROPERTYTWO FIREPLACESUPDATED KITCHENSTAINLESS STEEL APPLIANCESWALK-IN CLOSETCENTRAL AIR CONDITIONING

Property features AI

Exterior

  • Parking: Driveway; 2 parking spaces; 2-car garage
  • Utilities: Septic tank; Cable connected; Electricity connected; Water connected
  • Home design: Single family residence
  • Construction: Vinyl siding; Advanced framing technique
  • Exterior features: No waterfront

Interior

  • Kitchen: Eat-in kitchen; Open kitchen; Dishwasher; Microwave; Oven; Refrigerator
  • Bedrooms: Includes a first-floor bedroom
  • Flooring: Hardwood flooring
  • Bathrooms: 2 full bathrooms; 1 half bathroom
  • Heating & cooling: Oil heating; Central air conditioning
  • Interior features: First floor bedroom; First floor full bath; Eat-in kitchen; Entrance foyer; Open floorplan; Open kitchen; Primary bathroom; Recessed lighting; Storage; Walk-in closet(s); Finished basement; Full attic
  • Laundry & utility: Laundry in basement; Dryer

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 3-bed/2.5-bath single-family listed at $849k.

Deal economics

  • At list price, monthly cash flow is $3k ($40k/yr) — positive.
  • The deal already cash-flows at list — no discount required.
  • Meets the 1% rule at list price ($12k rent vs $849k).
  • Cap rate 11.0% vs local median 3.1% in West Mountain — 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: area grade B — affects rentability + tenant quality, not the cash-flow math above.
  • Katonah-Lewisboro Union Free School District (suburban): math 75% / reading 82% proficiency, ranked #32 of 590 in NY (top 5%) — strong family-tenant draw, lease renewals of 3-5y typical; only 3% free/reduced lunch — higher-income household profile.
  • Zoned schools: Meadow Pond Elementary School (math 77% / reading 87%, grade A+, #138 of 2,108 statewide, top 8%, 342 students, 8% FRL); John Jay Middle School (math 58% / reading 79%, grade A, #94 of 729 statewide, top 13%, 662 students, 7% FRL); John Jay High School (math 98% / reading 82%, grade A+, #238 of 1,100 statewide, top 23%, 917 students, 9% FRL) — zoned schools at 8% FRL track the district average.
  • Market conditions: 6 comparable units currently listed for rent nearby; rentals leasing fast (median 3d on market — plan ~1-2 weeks tenant-placement turnaround); 954 units permitted in Westchester County in 2024 (649 in 5+ unit buildings).

Forward outlook

  • Local home prices are declining (-3.0%/yr); year-one equity from $6k of loan paydown is wiped out by about $25k of value loss. Plan a longer hold.
  • Westchester County population projected at +10% by 2050 — modest demand growth; plan on rents tracking national, not racing it.
  • At projected returns (-3.0% appreciation + 3.0% rent growth), your $238k cash investment doubles in ~8 years — after that, you're playing with house money.

Negotiation context

  • Only 13 days on market — expect competitive offers; lowballing is unlikely to land.
  • 2 sale attempts since 24y 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 $487k; list at $849k implies a 74% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

  • Climate carrying-cost: major wind risk, 27% chance of damaging wind over 30y — expect insurance premiums to compound above CPI over the hold.
Recommended offer $849,000

Questions for the listing agent

  1. Built in 1972 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
  2. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  3. 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.
  4. 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.
  5. 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
1.39%
Cap rate
10.96%
Cash-on-cash
16.68%
DSCR
1.74
GRM
6.0

CMA / ARV

ARV (on-the-fly)
$1,120,550
Comps found
5
Show comp detail 5 sales within ~0.75 mi
Address Dist Beds/Ba Sqft Sold Price $/sf Match
135 Main St 0.10mi 3/3.0 1,993 (+9%) 13mo $785,000 $394 67
24 Indian Ln 0.10mi 3/3.0 2,025 (+11%) 12mo $1,375,000 $679 65
39 Knapp Rd 0.55mi 2/3.0 (-1) 1,955 (+7%) 5mo $1,265,000 $647 51
29 Oscaleta Rd 0.39mi 3/2.0 2,076 (+14%) 8mo $1,275,000 $614 50
45 Old Oscaleta Rd 0.35mi 3/2.0 1,660 (-9%) 21mo $965,000 $581 49

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
7.9%
Equity multiple
1.31×
Total profit
$73,164
Equity at exit
$126,589
10-year hold
IRR
17.1%
Equity multiple
2.41×
Total profit
$335,827
Equity at exit
$73,406

Cash invested: $237,720 (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 10590

Home prices YoY
-30.8%
Price-to-rent
6.0×

Monthly cashflow live

Estimated rent
$11,805 high interval (Pro) →
Mortgage (P&I)
$4,452
Tax from tax record
$1,215 /mo · $14,582/yr
Insurance
$354
HOA
$0
Vacancy / Maint / Mgmt
$2,479
Net cashflow
$3,305

Break-even live

Break-even rent $7,622
Max offer price $849,000
Occupancy floor 67%

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
$212,250
Closing costs
$25,470
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 6 comps

AddressBedsBaths SqftRent$/sqft DOM Units Dist
68 Lake Shore Dr South Salem, NY 4.0 2.5 2430 $6,500 $2.67 14d 1 0.43mi
57 Truesdale Lake Dr South Salem, NY 3.0 2.5 1350 $7,000 $5.19 3d 1 0.58mi
49 Twin Lakes Rd South Salem, NY 3.0 3.0 2435 $14,000 $5.75 3d 1 0.79mi
34 Twin Lakes Rd South Salem, NY 3.0 2.0 1866 $15,000 $8.04 3d 1 0.82mi
24 Cove Rd South Salem, NY 3.0 2.0 1600 $18,000 $11.25 3d 1 1.19mi
253 W Mountain Rd Unit B Ridgefield, CT 3.0 2.0 1606 $4,950 $3.08 14d 1 1.39mi

Listing history 11 events

  1. 2026-06-18
    days on market $849,000 Active 13 DOM
  2. 2026-06-17
    days on market $849,000 Active 12 DOM
  3. 2026-06-16
    days on market $849,000 Active 11 DOM
  4. 2026-06-15
    days on market $849,000 Active 10 DOM
  5. 2026-06-13
    days on market $849,000 Active 8 DOM
  6. 2026-06-13
    days on market $849,000 Active 7 DOM
  7. 2026-06-10
    days on market $849,000 Active 5 DOM
  8. 2026-06-09
    days on market $849,000 Active 4 DOM
  9. 2026-06-08
    days on market $849,000 Active 3 DOM
  10. 2026-06-07
    remarks 699-char remark
  11. 2026-06-07
    listed $849,000 Active 2 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
$14,582 · $1,215/mo
Projected year-2 tax
$16,375 · $1,365/mo
Expected delta
+$1,793/yr (+$149/mo · 12.3%)

ⓘ Screening estimate from a state-policy table — verify with the county assessor before closing.

Climate risk First Street

  • 🌊 Flood 3/10 Moderate FEMA zone X (unshaded) · 12% chance over 30 yrs
  • 🔥 Wildfire 3/10 Moderate
  • 🌡 Heat 4/10 Moderate 7 d/yr ≥98°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 3 unhealthy d/yr today · 6 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
$141,656
− Mortgage interest
−$47,557
− Property taxes
−$14,582
− Insurance
−$4,245
− Repairs & maintenance
−$11,333
− Management
−$11,333
− Depreciation
−$24,698
Taxable income
$27,909
combined federal + state — saved on this device
Est. tax owed @ 24.0%
−$6,698
After-tax cash flow
$32,956/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
Katonah-Lewisboro Union Free School District
NCES district ID
3616080
Math proficiency
75% ▼ -8.00%
Reading proficiency
82% ▲ 2.00%
Median HH income
$140,994
Composite
75.09/100
National rank
#142
State rank
#32 of 590 in NY

Livability — West Mountain

No livability data for this city. (Only ~50 U.S. cities are tracked.)

Census & demographics

Population (ZIP)
7,314

Population outlook (Westchester County) Hauer SSP2

Today (2025)
1,028,035 people
By 2030
1,051,636 · +2.3%
By 2040
1,098,520 · +6.9%
By 2050
1,136,044 · +10.5%
By 2075
1,196,925 · +16.4%
By 2100
1,175,147 · +14.3%

Race, ethnicity, and origin ACS 2023

Neighborhood character
Predominantly White (84%)
Race & ethnicity
White 84% Two or more races 8% Hispanic / Latino 6% Asian 4% Black 1%
Hispanic origin (detail)
Puerto Rican 3%
Common ancestry
Italian 4% Romanian 3% Scotch-Irish 2%
Foreign-born
13% · Canada, South Korea, Jamaica
Languages at home
90% English-only · Spanish 4% Other Indo-European 2% Korean 1%

Political lean MEDSL · Westchester

2024 margin
Strong D (+26.3) · D 63.1% · R 36.9%
2008→2024 swing
-1.3pp toward R · 2008: 27.6pp · 2024: 26.3pp
All cycles
2024: D+26.3 2020: D+36.3 2016: D+32.8 2012: D+22.2 2008: D+27.6

Not yet ingested

Civics

Market trends

HPI YoY
▼ -66.87%
Current HPI
150.088
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

+775.3% since first listed
7 events — show timeline
  • 2026-06-05 Listed $849,000 OneKey® MLS as Distributed by MLS Grid
  • 2003-04-17 Sold (Public Records) $487,000 Public Records
  • 2003-02-27 Sold (MLS) $487,000 HGMLS
  • 2002-11-15 Price Changed $489,000 HGMLS
  • 2002-11-15 Delisted HGMLS
  • 2002-08-07 Listed $487,000 HGMLS
  • 1979-10-01 Sold (Public Records) $97,000 Public Records

Property tax history

+3.6%/yr

Latest (2025): $14,582 · +69.1% YoY. Source: county tax records.

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

Loading sold comps…