437 Cairncroft Road, Oakville

$4,098,000
437 Cairncroft Road

$4,098,000

New
5d
Detached2-Storey

437 Cairncroft Road, Oakville

Total Monthly Obligation $18,490

Beds
4
Baths
6
Park
6
Sqft
3500-5000
DOM
5d
Score
13
Yield
2.2%
Cash on Cash
-13.6%
Cap Rate
1.7%
5Y IRR
5.0%
10Y IRR
6.4%
Property Type-Detached
MLS® Number-W14094924
Beds-4
Bathrooms-6
Size-3500-5000 sqft
Lot Size-165 × 169 ft
Listed on site-Oct 18, 2026
Style-2-Storey
Building Type-Detached
Age-31-50
Taxes-$19,019 (2026)
Parking-8 - Attached
Basement-Full
Heating-Forced Air (Gas)
Brokerage-RE/MAX ABOUTOWNE REALTY CORP.
Cooling-Central Air
Laundry-No
Fireplace-Yes
Pool-Inground
Facing-North
Exterior-Stone
Roof-Asphalt Shingle
Foundation-Poured Concrete
Sewer-Sewer
Possession-90+ Days
Neighbourhood-1011 - MO Morrison
Title-Residential Freehold

No agent assigned

Nestled among lush, beautifully landscaped grounds in one of Southeast Oakville's most coveted neighbourhoods, this exceptional stone residence occupies a rare 0.8-acre ravine lot, offering timeless elegance, generous living spaces and exceptional privacy. Inside, 7,000 sq. ft. of finished living space unfolds, offering the generous proportions and expansive living areas that are increasingly rare in today's newer builds. A grand foyer sets the tone, complemented by rich hardwood flooring, high ceilings and an abundance of space for both gracious entertaining and comfortable family living. The home features four spacious bedrooms, each with its own private ensuite, premium appliances and a custom wine cellar. A separate side entrance provides added flexibility, with direct access to the lower level. Designed for both elegant entertaining and relaxed everyday living, the outdoor setting is equally impressive. Multiple stone patios surround the home, creating inviting spaces to gather, dine and unwind, while the saltwater in ground pool and uninterrupted ravine views transform the backyard into a private, resort-style retreat that feels more Muskoka than city. Ideally located within walking distance of Oakville's top-ranked schools and minutes from premier amenities, this distinguished residence offers a rare combination of estate-scale grounds, timeless stone architecture, substantial living space and exceptional privacy in a prime urban location. Meticulously maintained, it reflects true pride of ownership throughout.

$
$
%
%
$
$
$
(utilities, internet...)
$
%
%

Closing Costs

Mortgage Amount
$3,278,400
Land Transfer Taxes$88,925
Legal Fees (Est.)
$
Total cash required for closing$910,025

Total Monthly Obligation

$18,490/mo
Mortgage $16,530
Monthly Loss $14,140
Principal$4,350
Interest$12,180
Property Tax$1,585
Home Insurance$125
Variable Costs$250
Returns
Weight: 25%
Cap Rate
1.4%9
Cash-on-Cash
-15.9%0
5-Year IRR
3.1%7
10-Year IRR
5.3%
Returns Index
4.5/ 100
Growth Sentiment
Weight: 20%
%/yr
Score+50
%/yr
Score+50
%
%
Growth Index
50.0/ 100
GradeD
13/ 100
Avoid•Pass

Strategy: Buy & Hold — Weights: CFI 35% · RI 25%
RKI 20% · GI 20%

Assumptions & Inputs
$/mo
%
$
yr
%
Cash Flow
Weight: 35%
Gross Rent
$91,248/yr
NOI
$58,604/yr
Net Cash Flow
-$11,647/mo
Cash Margin
-153.2%0
Cash Flow Index
0.0/ 100
Risk Profile
Weight: 20%
DSCR
0.302
LTV Ratio
80.0%18
Vacancy Buffer
0.5 mo12
Risk Index
10.9/ 100

*This analysis is independently generated NOT provided by TREB or CREA.

Comparables

Properties near 437 Cairncroft Road

Time

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Data last updated within the past 24 hours.