✨ Luxury ($2M+) in Oshawa

Luxury Homes for Sale in Oshawa

High-end custom builds, acreage properties, and executive homes. Browse real-time MLS® listings, updated every 15 minutes with complete photo galleries and price histories.

Active Listings36Properties available
Residential Freehold for sale - 0 Bed, 0 Bath Home at 421 Bloor Street Oshawa ON listed at $5,850,000 (MLS# E13765370)
Added 7 days ago
$5,850,000
0bd
0ba
Residential Freehold

421 Bloor Street, Oshawa

Sep 9, 2026
DOM: 8

Attention all developers, builders and Investors! Amazing opportunity to purchase this development p...

MLS#: E13765370
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 23 W. Taunton Road Oshawa ON listed at $12,000,000 (MLS# E13751106)
Added 9 days ago
$12,000,000
0bd
0ba
Commercial

23 W. Taunton Road, Oshawa

Sep 7, 2026
DOM: 10

PRIME COMMERCIAL OPPORTUNITY ON TAUNTON RD W! Excellent exposure along one of North Oshawa's major a...

MLS#: E13751106
For Sale
Residential Freehold for sale - 5 Bed, 6 Bath Home at 99 Hurd Street Oshawa ON listed at $2,200,000 (MLS# E13738214)
Added 14 days ago
$2,200,000
5bd
6ba
Residential Freehold

99 Hurd Street, Oshawa

Sep 2, 2026
DOM: 15

Estate residential house of good quality in the Village of Raglan on 1.7 acres. Minutes north of Hig...

MLS#: E13738214
For Sale
Commercial for sale - 0 Bed, 1 Bath Home at 1180 Keith Ross Drive Oshawa ON listed at $8,499,999 (MLS# E13740858)
$8,499,999
0bd
1ba
Commercial

1180 Keith Ross Drive, Oshawa

Sep 1, 2026
DOM: 16

A rare, once-in-a-generation opportunity to own an aircraft hangar on a premium 2.6-acre freehold si...

MLS#: E13740858
For Sale
Commercial for sale - 0 Bed, 12 Bath Home at 316 Saguenay Avenue Oshawa ON listed at $2,600,000 (MLS# E13713026)
$2,600,000
0bd
12ba
Commercial

316 Saguenay Avenue, Oshawa

Aug 25, 2026
DOM: 23

12-unit multi-residential investment opportunity in Oshawa featuring 11 two-bedroom units and 1 bach...

MLS#: E13713026
For Sale
Commercial for sale - 0 Bed, 21 Bath Home at 172 Westmount Street Oshawa ON listed at $4,750,000 (MLS# E13713090)
$4,750,000
0bd
21ba
Commercial

172 Westmount Street, Oshawa

Aug 25, 2026
DOM: 23

Rare opportunity to acquire a 21-unit multi-residential investment property in Oshawacomprising thre...

MLS#: E13713090
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 1827 Thornton Road Oshawa ON listed at $8,500,000 (MLS# E13651284)
$8,500,000
0bd
0ba
Commercial

1827 Thornton Road, Oshawa

Aug 6, 2026
DOM: 42

3.87 Acres of developable industrial land in the heart of Oshawa's expanding industrial sector.Surro...

MLS#: E13651284
For Sale
Commercial for sale - 0 Bed, 11 Bath Home at 134-142 Simcoe Street Oshawa ON listed at $2,790,000 (MLS# E13643420)
$2,790,000
0bd
11ba
Commercial

134-142 Simcoe Street, Oshawa

Aug 5, 2026
DOM: 43

Attractive Investment Opportunity - High Cap Rate! Mixed-Use Commercial Building W/ 6 Ground-Level C...

MLS#: E13643420
For Sale
Residential Freehold for sale - 6 Bed, 6 Bath Home at 5038 Thornton Road Oshawa ON listed at $3,498,000 (MLS# E13600356)
$3,498,000
6bd
6ba
Residential Freehold

5038 Thornton Road, Oshawa

Jul 22, 2026
DOM: 57

Welcome home to this "One-of-a-kind luxury estate" in Raglan, set on 51 picturesque rolling acres, i...

MLS#: E13600356
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 60 Athol Street Oshawa ON listed at $2,500,000 (MLS# E13574532)
$2,500,000
0bd
0ba
Commercial

60 Athol Street, Oshawa

Jul 16, 2026
DOM: 63

Versatile standalone commercial building in the heart of downtown Oshawa, presenting an exceptional ...

MLS#: E13574532
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 8-10 Simcoe Street Oshawa ON listed at $2,500,000 (MLS# E13561828)
$2,500,000
0bd
0ba
Commercial

8-10 Simcoe Street, Oshawa

Jul 14, 2026
DOM: 65

Welcome To Your Next Great Investment Opportunity. This Turn Key Investment Property Cash Flows From...

MLS#: E13561828
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 247 Simcoe Street Oshawa ON listed at $7,195,000 (MLS# E13558396)
$7,195,000
0bd
0ba
Commercial

247 Simcoe Street, Oshawa

Jul 13, 2026
DOM: 66

Rare Medical User/Investment Opportunity. Approx 15,000 SF -three-storey medical office building fea...

MLS#: E13558396
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 1150 Raglan Road Oshawa ON listed at $2,199,999 (MLS# E13485324)
Price Change
$2,199,999
5bd
4ba
Residential Freehold

1150 Raglan Road, Oshawa

Jun 24, 2026
DOM: 85

Perched atop a picturesque 2-acre hilltop on the protected Oak Ridges Moraine, this exceptional cust...

MLS#: E13485324
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 1200 Skae Drive Oshawa ON listed at $6,990,000 (MLS# E13437416)
$6,990,000
0bd
0ba
Commercial

1200 Skae Drive, Oshawa

Jun 11, 2026
DOM: 98

Strategic location with proximity to Highway 401. Total site 2 acres-includes separately titled 1-ac...

MLS#: E13437416
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 45 Richmond Street Oshawa ON listed at $3,600,000 (MLS# E13422000)
Price Change
$3,600,000
0bd
0ba
Commercial

45 Richmond Street, Oshawa

Jun 8, 2026
DOM: 101

We are pleased to present 45 Richmond Street West, a compelling retail investment opportunity locate...

MLS#: E13422000
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 1600 Conlin Road Oshawa ON listed at $11,900,000 (MLS# E13221440)
$11,900,000
0bd
0ba
Commercial

1600 Conlin Road, Oshawa

Jun 1, 2026
DOM: 108

Attention Builders & Investors! Exceptional redevelopment opportunity in one of Oshawa's fastest-gro...

MLS#: E13221440
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 1395 Thornton Road Oshawa ON listed at $4,999,900 (MLS# E13228776)
$4,999,900
0bd
0ba
Commercial

1395 Thornton Road, Oshawa

Jun 1, 2026
DOM: 108

Prime Commercial Corner Property at the Gateway to Oshawa. One of the last commercial properties bet...

MLS#: E13228776
For Sale
Residential Freehold for sale - 3 Bed, 1 Bath Home at 1151 Conlin Road Oshawa ON listed at $2,550,000 (MLS# E13209358)
$2,550,000
3bd
1ba
Residential Freehold

1151 Conlin Road, Oshawa

May 28, 2026
DOM: 112

Excellent opportunity to purchase one of the last few infill development sites in North Oshawa. Prox...

MLS#: E13209358
For Sale
Commercial for sale - 4 Bed, 1 Bath Home at 1151 Conlin Road Oshawa ON listed at $2,550,000 (MLS# E13209524)
$2,550,000
4bd
1ba
Commercial

1151 Conlin Road, Oshawa

May 28, 2026
DOM: 112

Excellent opportunity to purchase one of the last few infill development sites in North Oshawa. Prox...

MLS#: E13209524
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 300 Montrave Avenue Oshawa ON listed at $3,095,000 (MLS# E13175700)
$3,095,000
0bd
0ba
Commercial

300 Montrave Avenue, Oshawa

May 26, 2026
DOM: 114

LEGAL 14 UNIT BUILDING, ALL 2 BEDROOM UNITS, WITH SEPERATE HYDRO METERS IN PRIME LOCATION IN OSHAWA....

MLS#: E13175700
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 1155 Boundary Road Oshawa ON listed at $5,166,750 (MLS# E13145316)
$5,166,750
0bd
0ba
Commercial

1155 Boundary Road, Unit 5, Oshawa

May 19, 2026
DOM: 121

Located in the highly desirable Lakeside Business Centre in the heart of Durham Region, this modern ...

MLS#: E13145316
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 60 Athol Street Oshawa ON listed at $3,000,000 (MLS# E13134592)
$3,000,000
0bd
0ba
Commercial

60 Athol Street, Oshawa

May 15, 2026
DOM: 125

Versatile standalone commercial building in the heart of downtown Oshawa, presenting a compelling op...

MLS#: E13134592
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 8-10 Simcoe Street Oshawa ON listed at $2,600,000 (MLS# E13123980)
$2,600,000
0bd
0ba
Commercial

8-10 Simcoe Street, Oshawa

May 13, 2026
DOM: 127

Welcome To Your Next Great Investment Opportunity. This Turn Key Investment Property Cash Flows From...

MLS#: E13123980
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 1400 Ritson Road Oshawa ON listed at $10,950,000 (MLS# E13125302)
$10,950,000
0bd
0ba
Commercial

1400 Ritson Road, Oshawa

May 12, 2026
DOM: 128

Calling All Medical & Professional Users and Investors! 3 Storey Stand Alone Medical Office Building...

MLS#: E13125302
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 349 King Street Oshawa ON listed at $3,250,000 (MLS# E13032624)
$3,250,000
0bd
0ba
Commercial

349 King Street, Oshawa

Apr 22, 2026
DOM: 148

Highly visible commercial corner on King Street - one of the busiest arterial roads in Oshawa. 1 blo...

MLS#: E13032624
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 74 Simcoe Street Oshawa ON listed at $2,399,000 (MLS# E12993252)
$2,399,000
0bd
0ba
Commercial

74 Simcoe Street, Oshawa

Apr 13, 2026
DOM: 157

Calling All Developers! Welcome To 74 Simcoe St S. This Building Has Never Been Offered Before, Stil...

MLS#: E12993252
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at 2045 Grandview Street Oshawa ON listed at $5,750,000 (MLS# E12998376)
Price Change
$5,750,000
4bd
3ba
Residential Freehold

2045 Grandview Street, Oshawa

Apr 13, 2026
DOM: 157

Prime residential development opportunity in North Oshawa's rapidly expanding growth corridor. This ...

MLS#: E12998376
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 2045 Grandview Street Oshawa ON listed at $5,750,000 (MLS# E12998402)
Price Change
$5,750,000
0bd
0ba
Commercial

2045 Grandview Street, Oshawa

Apr 13, 2026
DOM: 157

Prime residential development opportunity in North Oshawa's rapidly expanding growth corridor. This ...

MLS#: E12998402
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 22 King Street Oshawa ON listed at $3,959,000 (MLS# E12950286)
$3,959,000
0bd
0ba
Commercial

22 King Street, Oshawa

Apr 1, 2026
DOM: 169

Freestanding Office Investment Opportunity in the Heart of Downtown Oshawa. Building is over 90% lea...

MLS#: E12950286
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 22 King Street Oshawa ON listed at $3,959,000 (MLS# E12950298)
$3,959,000
0bd
0ba
Commercial

22 King Street, Oshawa

Apr 1, 2026
DOM: 169

Freestanding Office Investment Opportunity in the Heart of Downtown Oshawa. Building is over 90% lea...

MLS#: E12950298
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 00 Harmony Road Oshawa ON listed at $2,400,000 (MLS# E12929770)
$2,400,000
0bd
0ba
Commercial

00 Harmony Road, Oshawa

Mar 27, 2026
DOM: 174

Enclaved community, Draft & Site Plan approved for Twenty Four Town Homes . Six row and eighteen bac...

MLS#: E12929770
For Sale
Commercial for sale - 0 Bed, 1 Bath Home at 1180 Keith Ross Drive Oshawa ON listed at $8,800,000 (MLS# E12930756)
$8,800,000
0bd
1ba
Commercial

1180 Keith Ross Drive, Oshawa

Mar 27, 2026
DOM: 174

A rare, once-in-a-generation opportunity to own an aircraft hangar on a premium 2.6-acre freehold si...

MLS#: E12930756
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 148-156 Simcoe Street Oshawa ON listed at $2,750,000 (MLS# E12857094)
$2,750,000
0bd
0ba
Commercial

148-156 Simcoe Street, Oshawa

Mar 6, 2026
DOM: 195

Ideal Investment Mixed Use Commercial and Residential Property of Approx. 16,900 Sq.Ft of Space. 100...

MLS#: E12857094
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 193 King Street Oshawa ON listed at $2,249,000 (MLS# E12834240)
$2,249,000
0bd
0ba
Commercial

193 King Street, Oshawa

Mar 2, 2026
DOM: 199

Stunning commercial office building with absolutely no expense spared! Built in 2014, this exception...

MLS#: E12834240
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 80 Harbour Road Oshawa ON listed at $23,000,000 (MLS# E12782672)
Power of Sale
members only
$23,000,000
0bd
0ba
Commercial

80 Harbour Road, Oshawa

Feb 12, 2026
DOM: 217

POWER OF SALE. Colliers Macaulay Nicolls Inc., Brokerage (the "Advisor") is pleased to present the o...

MLS#: E12782672
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 1515 Thornton Road Oshawa ON listed at $19,975,000 (MLS# E12772570)
$19,975,000
0bd
0ba
Commercial

1515 Thornton Road, Oshawa

Feb 9, 2026
DOM: 220

Rare 15.53-acre industrial asset in Oshawa's Northwood Business Park offering immediate usability, l...

MLS#: E12772570
For Sale
Instant Listing & Price Alerts

Never Miss a New Luxury Estates & Executive Homes in Oshawa

Get instant notifications sent to your email or phone the second a new listing or price reduction matching this category hits the MLS®.

Frequently Asked Questions

Luxury Estates & Executive Homes in Oshawa FAQs

How often are luxury estates & executive homes updated for Oshawa?

Our MLS® property feed syncs directly with real estate boards across Ontario every 15 minutes. Any new listing, price drop, or status update in Oshawa appears on this page in real time.

Can I get notified if a price drops on any luxury estates & executive homes in Oshawa?

Yes! Click the "Notify Me of Price Drops" bell icon on any property card or the alert button on this page to receive instant alerts the moment a seller reduces their asking price.