
209 DONESSLE Drive
Oakville, Ontario
5 bed • 7 bath • Single Family
A rare opportunity to own an estate property on one of Old Oakville’s most prestigious streets. Set on an oversized 100' x 171' lot, this David Small-designed home offers over 8,000 square feet of finished living space, ideal for modern family living and entertaining. Just a short walk to downtown Oakville and minutes to the GO Train, Whole Foods, Longo’s, and top-ranked schools, this home offers both convenience and privacy. Surrounded by mature trees, the property sits on a quiet, established street. Inside, the double-height foyer opens to formal living and dining rooms. The main level features oversized principal rooms with vaulted ceilings. The chef’s kitchen flows into the family room and includes a large island, premium appliances, and custom cabinetry. A mudroom with front and rear access, a secondary powder room for pool use, and main floor laundry add everyday practicality. Upstairs, the primary suite offers a spa-like ensuite with steam shower and soaker tub. Three additional bedrooms include ensuite access and ample closets. A second-floor family room offers flexible space for growing families. The finished basement includes a large recreation room, games area with wet bar, oversized wine cellar, newly finished gym, fifth bedroom, and full bathroom. Outside, the private backyard is fully landscaped with a pool, retractable cover, hot tub, covered lounge, and built-in outdoor kitchen—ideal for relaxing or entertaining. With parking for six vehicles and an oversized double garage, this is a timeless family home in one of South Oakville’s most desirable locations.
Price History
Schools
Elementary
- New Central Public School0.3 km
Public · Halton DSB · 300 students
Grade 3 reading: 81% met the provincial standard · Grade 6 math: 76% met the provincial standard
- St. Vincent Catholic Elementary School1.2 km
Catholic · Halton CDSB · 135 students
Grade 6 math: 55% met the provincial standard
- E J James Public School1.4 km
Public · Halton DSB · 340 students
Grade 3 reading: 96% met the provincial standard · Grade 6 math: 79% met the provincial standard
Secondary
- Oakville Trafalgar High School2 km
Public · Halton DSB · 1225 students
Grade 10 literacy: 97% met the provincial standard
- École secondaire Gaétan Gervais2.5 km
French public · CS Viamonde · 170 students
Grade 10 literacy: 98% met the provincial standard
- St. Thomas Aquinas Catholic Secondary School2.6 km
Catholic · Halton CDSB · 1310 students
Grade 10 literacy: 89% met the provincial standard
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area L6J
- Population
- 24,420
- Private dwellings
- 8,656
- Median age
- 46.4
- Average household size
- 2.9
- Median household income
- $158,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Single Family in Oakville · last 12 months
- Median sold price
- $1,250,000
- Homes sold
- 2,561
- Median days on market
- 25
- Sale-to-list price
- 96.5%
Based on 2,561 recorded sales of single family properties in Oakville over the last 12 months.
Location
Mortgage Calculator
$1,159,600
Estimated Monthly Payment
$28,484
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $28,484/mo (20% down, 5.5%)
Taxes: $0/mo · Insurance: $1,450/mo
Estimates only. Consult a financial advisor.
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