
21 CHISHOLM Street
Oakville, Ontario
4 bed • 5 bath • Single Family
Executive Harbour Living in the Heart of Oakville. Rare 3-storey townhouse steps from the lake and short stroll to downtown Oakville. Thoughtfully renovated with both style and function in mind, this home delivers exceptional living spaces, refined finishes, and beautiful harbour and lake views. Main floor is designed for modern executive living, anchored by a stunning chef's kitchen with a large island and premium finishes. An open-concept family space with gas fireplace flows seamlessly to a spacious private terrace, ideal for effortless entertaining.Second level features 3 bedrooms, including a luxurious primary suite where mornings begin with sweeping harbour views. Enjoy a Juliette balcony, generous W/I closet, and spa-inspired ensuite, a true private retreat.Third floor loft elevates the home even further. With its own kitchenette, skylights, and private deck overlooking the harbour, this space can serve as a 4th bedrm, exec home office, guest suite, or private lounge.The finished lower level adds yet another dimension, offering a recreation area, gym space, cozy gas fireplace, and direct access to the double car garage.This is turnkey, low maintenance living at its finest. Harbour views. Downtown charm. Walkable dining, shopping, cafés, and culture at your doorstep. More than a home, this is a lifestyle designed for those who value time, quality, and location. Main floor Reno'd 2019. New windows and doors 2019 except for skylights on 3rd level and two front bedms on 2nd level. Eavestroughs 2019;Roof 2021;Ensuite 2021;2nd floor hardwood 2021;Loft Heat pump on 2024;Brick wall on main floor patio 2023;3rd floor deck flooring 2021;3rd floor deck sliding doors 2024;Washer and dryer 2022;Hot water tank 2022;Custom blinds and shutters;2nd Electrical Panel 2019.Maintenance package with fees (TH homeowner organized) $5,000/yr includes snow removal, lawn maintenance, sprinkler maintenance, ext window cleaning, eavestroughs. Add'l 2 parking spaces across from Garage.
Price History
Schools
Secondary
- St. Thomas Aquinas Catholic Secondary School0.9 km
Catholic · Halton CDSB · 1310 students
Grade 10 literacy: 89% met the provincial standard
- Thomas Merton Online Catholic School1.5 km
Catholic · Halton CDSB
- Thomas A Blakelock High School3 km
Public · Halton DSB · 1165 students
Grade 10 literacy: 90% met the provincial standard
Elementary
- W H Morden Public School1.4 km
Public · Halton DSB · 590 students
Grade 3 reading: 62% met the provincial standard · Grade 6 math: 77% met the provincial standard
- ÉÉC Sainte-Marie-Oakville1.4 km
French Catholic · CS catholique MonAvenir · 295 students
Grade 3 reading: 77% met the provincial standard · Grade 6 math: 89% met the provincial standard
- Oakwood Public School1.4 km
Public · Halton DSB · 265 students
Grade 3 reading: 61% 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 L6K
- Population
- 14,118
- Private dwellings
- 6,598
- Median age
- 44.8
- Average household size
- 2.3
- Median household income
- $83,000
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
- 2,562
- Median days on market
- 25
- Sale-to-list price
- 96.6%
Based on 2,562 recorded sales of single family properties in Oakville over the last 12 months.
Location
Mortgage Calculator
$600,000
Estimated Monthly Payment
$14,738
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $14,738/mo (20% down, 5.5%)
Taxes: $0/mo · Insurance: $750/mo
Estimates only. Consult a financial advisor.