Right now in Oakville

Luxury homes in Oakville

460 homes

$1.5M+
Map
2054 Lakeshore Road E
2054 Lakeshore Road E — photo 2
1 / 40
For Sale
$33,000,000
7 bd · 13 ba
2054 Lakeshore Road E, Oakville
141 days on market
MLS® W13453124 · RE/MAX Escarpment Realty Inc., Brokerage
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489 Lakeshore Road E
489 Lakeshore Road E — photo 2
1 / 40
For Sale
$23,980,000
5 bd · 8 ba
489 Lakeshore Road E, Oakville
197 days on market
MLS® W13030806 · ENGEL & VOLKERS TORONTO CENTRAL
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3 Ennisclare Drive E
3 Ennisclare Drive E — photo 2
1 / 40
For Sale
$15,900,000
5 bd · 4 ba
3 Ennisclare Drive E, Oakville
66 days on market
MLS® W13728088 · RE/MAX ABOUTOWNE REALTY CORP.
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6 Ennisclare Drive W
6 Ennisclare Drive W — photo 2
1 / 40
For Sale
$13,500,000
5 bd · 6 ba
6 Ennisclare Drive W, Oakville
69 days on market
MLS® W13723478 · ROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL EST
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113 Maple Grove Drive
113 Maple Grove Drive — photo 2
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For Sale
$12,000,000
6 bd · 10 ba
113 Maple Grove Drive, Oakville
136 days on market
MLS® W13475920 · ROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL EST
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16 Ennisclare Drive W
16 Ennisclare Drive W — photo 2
1 / 20
For Sale
$10,950,000
5 bd · 7 ba
16 Ennisclare Drive W, Oakville
58 days on market
MLS® W13754954 · ROYAL LEPAGE REAL ESTATE SERVICES LTD.
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10 Brookfield Road
10 Brookfield Road — photo 2
1 / 11
For Sale
$10,900,000
5 bd · 4 ba
10 Brookfield Road, Oakville
64 days on market
MLS® W13738344 · RE/MAX ESCARPMENT REALTY INC.
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350 King Street
350 King Street — photo 2
1 / 40
Price Drop
For Sale
$10,900,000
5 bd · 5 ba
350 King Street, Oakville
146 days on market
MLS® W13430514 · RE/MAX Aboutowne Realty Corp., Brokerage
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262 Maple Grove Drive
262 Maple Grove Drive — photo 2
1 / 40
For Sale
$10,880,000
5 bd · 7 ba
262 Maple Grove Drive, Oakville
143 days on market
MLS® W13448452 · RE/MAX PROFESSIONALS INC.
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15 Chartwell Road
15 Chartwell Road — photo 2
1 / 34
For Sale
$9,995,000
5 bd · 6 ba
15 Chartwell Road, Oakville
73 days on market
MLS® W13707486 · RE/MAX Escarpment Realty Inc., Brokerage
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1472 Oakhill Drive
1472 Oakhill Drive — photo 2
1 / 40
For Sale
$7,998,000
5 bd · 6 ba
1472 Oakhill Drive, Oakville
91 days on market
MLS® W13643716 · ROYAL LEPAGE REAL ESTATE SERVICES LTD.
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46 Second Street
46 Second Street — photo 2
1 / 40
For Sale
$7,599,000
5 bd · 7 ba
46 Second Street, Oakville
78 days on market
MLS® W13694012 · RE/MAX Escarpment Realty Inc., Brokerage
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Any Oakville listing at $1.5 million or more appears here, checked against the board feed on each load, and in this town that threshold takes in a wide range. The classic Oakville estate stands on or near the lake in Morrison, in Old Oakville and along Southwest Oakville's lakeshore streets, on a wide lot behind mature trees, often a custom rebuild of the past twenty years replacing a 1950s ranch. Bronte's waterfront blocks and the streets near Appleby College are the western version. Ravine properties above Sixteen Mile Creek in Glen Abbey and along Morrison and Joshua's creeks in Falgarwood, Joshua Creek and Wedgewood Creek supply the second group, larger 1990s and 2000s houses on private land. In the north, the biggest Glenorchy and Joshua Meadows detached plans cross the line new. Register for alerts at this level and Stan Bernardo's team will explain what a heritage designation, a Conservation Halton limit or a shoreline setback allows on each property.

Before you offer on an Oakville estate

Three regimes overlap on the best Oakville lots. Conservation Halton regulates the creek ravines and the shoreline, so setbacks from the top of bank and from the lake govern additions, pools and rebuilds; have the team request the regulated limit for the specific parcel before you plan anything. The town's heritage rules cover the Old Oakville district and a scattering of designated houses elsewhere, which can restrict changes to the street face and, in a few cases, demolition. And the zoning that applies to lakeshore infill limits height, lot coverage and the side yards a new house must keep, which matters when the plan is to rebuild. Beyond that, treat a rebuilt house like any other: pull the permits for each phase, ask for the survey, check the shoreline protection if the lot meets the water, and read the disclosure on any underground oil tank, since many of these streets predate natural gas.

Questions people ask about Luxury homes in Oakville

Which parts of Oakville hold the most expensive homes?

Morrison, Old Oakville and the Southwest Oakville shore, then the lake side of Bronte, then the ravine streets of Glen Abbey, Joshua Creek and Wedgewood Creek. The first group is priced on land and shoreline, the second on the house and its privacy, and the largest new builds in Glenorchy make up a third, smaller group.

Is a teardown allowed on an Oakville lakeshore lot?

Often, but not freely. Outside the heritage district, a demolition and rebuild is routine on the postwar lots, subject to zoning on height, coverage and side yards and to Conservation Halton where a ravine or the shore is involved. Inside Old Oakville's district, or on a designated house, the heritage permit process comes first and can limit what goes. The team checks all three before you write an offer.

Where do Oakville's luxury buyers come from?

Roughly three places: Toronto households leaving the city for a lot and a school, families already in Oakville or Mississauga trading up within the lakeshore communities, and buyers arriving from outside the region for a job at one of the head offices along the QEW. The REPG team has sold to all three since the late 1990s and keeps comparables across both towns.