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58 Old Logging Rd
D Composite 40.64
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).

  • ARV discount +9.3/15.0
  • Cash flow +7.2/30.0
  • Appreciation +6.9/10.0
  • Schools +5.3/10.0
  • Livability +3.5/5.0
  • Rent growth +2.5/5.0
  • Condition / age +2.5/5.0
  • 1% rule +2.0/10.0
  • DSCR +1.4/10.0

$1,995,000

58 Old Logging Rd · Stamford, CT 10576
5 bd · 4.5 ba · 4,842 sqft · SingleFamily · 47 Days on market
Built 2000 3.61 ac lot $412/sqft · at area comps Est $2077k · at est.

🖨 Deal sheet (PDF) 📄 Offer letter ✓ Due diligence

Listing remarks

Elegant and timeless, this five-bedroom Georgian Colonial is set on a tranquil cul-de-sac, crowning a gentle rise amid sweeping meadows and striking rock outcroppings. Impeccably maintained, a two-story entry introduces interiors of classic elegance and finely crafted moldings, where gracious formal living and dining rooms unfold with ease. The magnificent music room showcases a cathedral ceiling and is flooded with natural light through oversized twelve-over-twelve windows. A sunken family room, anchored by a stately fireplace, opens through French doors to an inviting stone terrace - perfectly designed for both intimate moments and grand entertaining. A private first-floor bedroom suite w

Key facts

  • 3.61 acre lot
  • 3 garage spots
  • Built 2000

Property features AI

Exterior

  • Parking: Attached garage with 3 spaces; No carport
  • Utilities: Electric service by NYSEG; Propane available; Septic tank; Private trash collection; Electricity connected
  • Home design: Single family residence
  • Construction: Frame construction
  • Exterior features: Frame construction; Not waterfront

Interior

  • Kitchen: Chef's kitchen with granite counters; Eat-in kitchen area; Breakfast bar; Pantry; Dishwasher; Gas range; Refrigerator
  • Bedrooms: Includes a bedroom on the first floor
  • Bathrooms: Four full bathrooms; One half bathroom
  • Heating & cooling: Hydro air heating; Central air conditioning; Two wood-burning fireplaces
  • Interior features: First-floor bedroom; First-floor full bathroom; Breakfast bar; Cathedral ceilings; Chef's kitchen; Double vanity; Eat-in kitchen; Entrance foyer; Formal dining room; Granite counters; High ceilings; His and hers closets; Open kitchen; Pantry; Primary bathroom; Storage; Tray ceilings; Walk-in closets; Basement with walk-out access (full, unfinished); Pull-down attic stairs
  • Laundry & utility: Dedicated laundry room; Washer; 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 5-bed/4.5-bath single-family listed at $2.00M.

Deal economics

  • At list price, monthly cash flow is $-3k ($-33k/yr) — negative.
  • To cash-flow at today's rent, offer at most $1.60M (19.8% below list).
  • To meet the 1% rule (rent ≥ 1% of price), the offer needs to be $1.40M (29.8% below list).
  • Recommended offer: $1.40M (29.8% below list) — sets the bar for 1% rule.
  • Cap rate 4.7% vs local median 3.0% in Stamford — 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 70/100 on livability (#98 in CT) — a middle-class / working-renter tenant base. Strengths: employment A+, health & safety A+, crime A-; Watch: amenities F, commute F, cost of living F.
  • Bedford Central School District (rural): math 54% / reading 60% proficiency, ranked #211 of 590 in NY (top 36%) — acceptable for families but not a draw, mixed tenant base, ~2y average lease; only 10% free/reduced lunch — higher-income household profile.
  • Zoned schools: Pound Ridge Elementary School (math 52% / reading 77%, grade B, #591 of 2,108 statewide, top 31%, 238 students, 10% FRL); Fox Lane Middle School (math 42% / reading 55%, grade C-, #300 of 729 statewide, top 41%, 765 students, 38% FRL); Fox Lane High School (math 97% / reading 82%, grade A+, #265 of 1,100 statewide, top 26%, 1,241 students, 36% FRL) — zoned schools average 28% FRL vs 10% district-wide (17 pts higher); higher-poverty schools than district average — tighter screening recommended.
  • Market conditions: 1 comparable units currently listed for rent nearby; 954 units permitted in Westchester County in 2024 (649 in 5+ unit buildings).

Forward outlook

  • In year one you build about $90k of equity ($14k loan paydown + $77k appreciation (3.8% local appreciation)).
  • Westchester County population projected at +10% by 2050 — modest demand growth; plan on rents tracking national, not racing it.
  • By year 2, paydown + projected appreciation supports a ~$146k cash-out refi (75% LTV) — recoverable capital for the next deal without selling this one.

Negotiation context

  • It's been on market 47 days — a 3% lower offer ($1.94M) is reasonable based on typical stale-listing flexibility.
  • 5 sale attempts since 7y 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

  • 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 $1,400,000 (29.8% 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. It's been on market 47 days. Have you received any prior offers? Is the seller open to a 30% concession, seller financing, or rate buy-down credit?
  3. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  4. 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?
  5. 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?
  6. 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.
  7. 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.
  8. 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
0.70%
Cap rate
4.65%
Cash-on-cash
-5.86%
DSCR
0.74
GRM
11.9

CMA / ARV

ARV (median comp)
$2,076,527
List price
$1,995,000
Delta
-3.93%
Verdict
FAIR
Comps
12 within 1.0 mi
Show comp detail 3 sales within ~0.75 mi
Address Dist Beds/Ba Sqft Sold Price $/sf Match
67 Old Logging 0.22mi 4/3.5 (-1) 4,785 (-1%) 10mo $1,568,000 $328 70
197 Upper Shad Rd 0.46mi 5/3.5 4,273 (-12%) 12mo $1,925,000 $451 45
245 Upper Shad Rd 0.61mi 4/4.5 (-1) 5,472 (+13%) 23mo $2,660,000 $486 26

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

Projected returns pro-forma

3.84% appreciation · 3.0% rent growth · sell at horizon

5-year hold
IRR
4.6%
Equity multiple
1.28×
Total profit
$156,742
Equity at exit
$992,664
10-year hold
IRR
7.5%
Equity multiple
2.24×
Total profit
$694,725
Equity at exit
$1,608,738

Cash invested: $558,600 (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 10576

Home prices YoY
1.6%
Price-to-rent
11.9×

Monthly cashflow live

Estimated rent
$14,000 medium interval (Pro) →
Mortgage (P&I)
$10,462
Tax est. 1.5%
$2,494 /mo · $29,925/yr
Insurance
$831
HOA
$0
Vacancy / Maint / Mgmt
$2,940
Net cashflow
$-2,727

Break-even live

Break-even rent $17,452
Max offer price $1,600,399
Occupancy floor

Sensitivity live

Price -10% $-1,348 -5% $-2,038 +0% $-2,727 +5% $-3,416 +10% $-4,106
Rent -10% $-3,833 -5% $-3,280 +0% $-2,727 +5% $-2,174 +10% $-1,621
Rate -1.0pp $-1,722 -0.5pp $-2,220 base $-2,727 +0.5pp $-3,244 +1.0pp $-3,770

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
$498,750
Closing costs
$59,850
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 1 comps

AddressBedsBaths SqftRent$/sqft DOM Units Dist
448 Long Ridge Rd Bedford, NY 4.0 4.5 4866 $14,000 $2.88 45d 1 1.16mi

Listing history 15 events

  1. 2026-06-07
    statusdays on market $1,995,000 Pending 47 DOM
  2. 2026-06-05
    days on market $1,995,000 Active 45 DOM
  3. 2026-06-03
    days on market $1,995,000 Active 44 DOM
  4. 2026-06-03
    days on market $1,995,000 Active 43 DOM
  5. 2026-06-01
    days on market $1,995,000 Active 42 DOM
  6. 2026-05-31
    days on market $1,995,000 Active 41 DOM
  7. 2026-04-20
    listed $1,995,000 Active 1396-char remark
  8. 2024-12-01
    historical
  9. 2024-08-28
    price $1,828,000
  10. 2024-05-23
    listed $1,848,000 Active
  11. 2020-11-15
    historical
  12. 2020-03-01
    listed $1,699,995 Active
  13. 2019-11-24
    historical
  14. 2019-07-19
    price $1,749,000
  15. 2019-05-07
    listed $1,889,000 Active

ⓘ 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 1/10 Low FEMA zone X (unshaded) · 0% chance over 30 yrs
  • 🔥 Wildfire 3/10 Moderate
  • 🌡 Heat 4/10 Moderate 7 d/yr ≥99°F today · 16 d/yr by 30 yrs out
  • 💨 Wind 6/10 Major 27% chance of damaging wind over 30 yrs
  • 🫁 Air quality 4/10 Moderate 4 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
$168,000
− Mortgage interest
−$111,751
− Property taxes
−$29,925
− Insurance
−$9,975
− Repairs & maintenance
−$13,440
− Management
−$13,440
− Depreciation
−$58,036
Taxable loss
−$68,567
combined federal + state — saved on this device
Est. tax savings @ 24.0%
+$16,456
After-tax cash flow
$-16,268/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
Bedford Central School District
NCES district ID
3619950
Math proficiency
54% ▼ -9.00%
Reading proficiency
60% ▬ 0.00%
Median HH income
$98,055
Composite
53.17/100
National rank
#1508
State rank
#211 of 590 in NY

Livability — Stamford

Score
70/100
State rank
#98
US rank
#7716

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

City population
123,058
Population (ZIP)
4,904

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 (90%)
Race & ethnicity
White 90% Hispanic / Latino 4% Two or more races 3% Asian 2% Black 1%
Common ancestry
Romanian 6% Scotch-Irish 4% Italian 3%
Foreign-born
10% · Canada, China, Jamaica
Languages at home
88% English-only · Other Indo-European 5% Spanish 3% French/Haitian/Cajun 2%

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
▲ 3.84%
Current HPI
239.5803
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

+5.6% since first listed
12 events — show timeline
  • 2026-06-06 Pending OneKey® MLS as Distributed by MLS Grid
  • 2026-06-06 Relisted OneKey® MLS as Distributed by MLS Grid
  • 2026-06-06 Pending OneKey® MLS as Distributed by MLS Grid
  • 2026-04-20 Listed $1,995,000 OneKey® MLS as Distributed by MLS Grid
  • 2024-12-01 Listing Removed OneKey® MLS as Distributed by MLS Grid
  • 2024-08-28 Price Changed $1,828,000 OneKey® MLS as Distributed by MLS Grid
  • 2024-05-23 Listed $1,848,000 OneKey® MLS as Distributed by MLS Grid
  • 2020-11-15 Listing Removed OneKey® MLS as Distributed by MLS Grid
  • 2020-03-01 Listed $1,699,995 OneKey® MLS as Distributed by MLS Grid
  • 2019-11-24 Listing Removed OneKey® MLS as Distributed by MLS Grid
  • 2019-07-19 Price Changed $1,749,000 OneKey® MLS as Distributed by MLS Grid
  • 2019-05-07 Listed $1,889,000 OneKey® MLS as Distributed by MLS Grid

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

Loading sold comps…