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21 CHISHOLM Street

21 CHISHOLM Street

Oakville, Ontario

4 bed • 5 bath • Single Family

$2,999,999

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.

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