✨ Luxury ($2M+) in Whitby

Luxury Homes for Sale in Whitby

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
🔥 Price Drops🏡 Bungalows🏘️ Townhouses🏰 Detached Homes🏢 Condos💰 Under $800k🏷️ Under $750k🎯 Under $1M✨ Luxury ($2M+)🔑 In-Law Suites🔨 Fixer-Uppers🏊 Inground & Heated Pools🌊 Waterfront & Views🏢 Multi-Family & Duplex🏗️ New Construction
Residential Freehold for sale - 7 Bed, 5 Bath Home at 15 Shepherd Road Whitby ON listed at $2,397,000 (MLS# E14033110)
$2,397,000Est. $7,979/mo
7bd
5ba
Residential Freehold

15 Shepherd Road, Whitby

Oct 14, 2026
DOM: 11

A rare bungalow offering in Whitby's Macedonian Village. Set on an exceptional 102.48 x 352.51 ft lo...

MLS#: E14033110
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 860 Conlin Road Whitby ON listed at $9,000,000 (MLS# E13878062)
$9,000,000Est. $29,958/mo
0bd
0ba
Commercial

860 Conlin Road, Whitby

Oct 8, 2026
DOM: 17

Excellent sized lot for user or developer. Designated Prestige Industrial on Office Plan. Servicing ...

MLS#: E13878062
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 7 Woodington Court Whitby ON listed at $2,350,000 (MLS# E13873970)
$2,350,000Est. $7,822/mo
5bd
5ba
Residential Freehold

7 Woodington Court, Whitby

Oct 7, 2026
DOM: 18

Rarely offered in the prestigious Chateaus of Woodington, this exceptional custom-built "Royale" mod...

MLS#: E13873970
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 519 Brock Street Whitby ON listed at $2,295,000 (MLS# E13864544)
$2,295,000Est. $7,639/mo
0bd
0ba
Commercial

519 Brock Street, Whitby

Oct 5, 2026
DOM: 20

same property ownership for over 45 years ! Fantastic automotive opportunity on Brock Street North d...

MLS#: E13864544
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 1535 Dundas Street Whitby ON listed at $2,995,000 (MLS# E13836950)
$2,995,000Est. $9,969/mo
0bd
0ba
Commercial

1535 Dundas Street, Whitby

Sep 28, 2026
DOM: 27

0.68/acre of commercial redevelopment land located in one Whitby's busiest commercial hubs at Thicks...

MLS#: E13836950
For Sale
Residential Freehold for sale - 8 Bed, 7 Bath Home at 6680 Coronation Road Whitby ON listed at $4,488,000 (MLS# E13822620)
$4,488,000Est. $14,939/mo
8bd
7ba
Residential Freehold

6680 Coronation Road, Whitby

Sep 24, 2026
DOM: 31

Magnificent Mansion on the Hill. Views for miles - brand new elegant never lived-in just under 6,500...

MLS#: E13822620
For Sale
Residential Freehold for sale - 5 Bed, 8 Bath Home at 6540 Coronation Road Whitby ON listed at $2,999,900 (MLS# E13797770)
$2,999,900Est. $9,986/mo
5bd
8ba
Residential Freehold

6540 Coronation Road, Whitby

Sep 17, 2026
DOM: 38

Custom-Built Luxury Estate On Premium 2.25-Acre East-Facing Lot! Approx. 8,500 Sq Ft Of Finished Liv...

MLS#: E13797770
For Sale
Residential Freehold for sale - 0 Bed, 0 Bath Home at 7602 Ashburn Road Whitby ON listed at $12,500,000 (MLS# E13798680)
$12,500,000Est. $41,608/mo
0bd
0ba
Residential Freehold

7602 Ashburn Road, Whitby

Sep 17, 2026
DOM: 38

A 10.05-acre parcel designated for future residential development, situated within the urban boundar...

MLS#: E13798680
For Sale
Residential Freehold for sale - 4 Bed, 2 Bath Home at 44 Bagot Street Whitby ON listed at $2,350,000 (MLS# E13778468)
$2,350,000Est. $7,822/mo
4bd
2ba
Residential Freehold

44 Bagot Street, Whitby

Sep 14, 2026
DOM: 41

A stunning, recently renovated custom 3 + 1 Bedroom, 2 + 1 Bath, 2 Full Kitchens, 2 Laundry Rooms, C...

MLS#: E13778468
For Sale
Commercial for sale - 0 Bed, 6 Bath Home at 7472 Ashburn Road Whitby ON listed at $11,975,000 (MLS# E13783510)
$11,975,000Est. $39,860/mo
0bd
6ba
Commercial

7472 Ashburn Road, Whitby

Sep 14, 2026
DOM: 41

Attention Real Estate Developers and Horse Breeders/ Horse Lovers: 7472 Ashburn Rd. in Whitby, Ontar...

MLS#: E13783510
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 300 Dundas Street Whitby ON listed at $2,500,000 (MLS# E13775406)
$2,500,000Est. $8,322/mo
0bd
0ba
Commercial

300 Dundas Street, Whitby

Sep 11, 2026
DOM: 44

Excellent commercial opportunity in a highly visible and strategically located area of Whitby. Situa...

MLS#: E13775406
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 100 Montecorte Street Whitby ON listed at $5,299,000 (MLS# E13772828)
$5,299,000Est. $17,638/mo
0bd
0ba
Commercial

100 Montecorte Street, Whitby

Sep 10, 2026
DOM: 45

A Strategically located Commercial Development Opportunity with a highly sought after Land Use Desig...

MLS#: E13772828
For Sale
Residential Freehold for sale - 6 Bed, 6 Bath Home at 7472 Ashburn Road Whitby ON listed at $11,975,000 (MLS# E13768506)
$11,975,000Est. $39,860/mo
6bd
6ba
Residential Freehold

7472 Ashburn Road, Whitby

Sep 9, 2026
DOM: 46

7472 Ashburn Road in Whitby, Ont., is a premier 13-ac. luxury country estate featuring a spacious cu...

MLS#: E13768506
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 5840 Garrard Road Whitby ON listed at $5,950,000 (MLS# E13757002)
$5,950,000Est. $19,805/mo
0bd
0ba
Commercial

5840 Garrard Road, Whitby

Sep 8, 2026
DOM: 47

Position Your Next Investment Along Whitby's Highway 407 Corridor. Approximately 8.98 Gross Acres at...

MLS#: E13757002
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 470 Jeffery Street Whitby ON listed at $6,000,000 (MLS# E13736688)
$6,000,000Est. $19,972/mo
0bd
0ba
Commercial

470 Jeffery Street, Whitby

Sep 2, 2026
DOM: 53

48.6 acres available for sale in a very desirable location. Exposure on Hwy 401. Located right at Hw...

MLS#: E13736688
For Sale
Residential Freehold for sale - 6 Bed, 8 Bath Home at 7925 Cedarbrook Trail Whitby ON listed at $2,749,900 (MLS# E13739234)
$2,749,900Est. $9,153/mo
6bd
8ba
Residential Freehold

7925 Cedarbrook Trail, Whitby

Sep 2, 2026
DOM: 53

Extraordinary French-inspired country estate set on approximately 10 private acres in Rural Whitby, ...

MLS#: E13739234
For Sale
Residential Freehold for sale - 0 Bed, 0 Bath Home at 800 Conlin Road Whitby ON listed at $5,900,000 (MLS# E13701540)
$5,900,000Est. $19,639/mo
0bd
0ba
Residential Freehold

800 Conlin Road, Whitby

Aug 21, 2026
DOM: 65

**Attention Investors & Developers** Rare opportunity to acquire 10 acres of designated Prestige Ind...

MLS#: E13701540
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 800 Conlin Road Whitby ON listed at $5,900,000 (MLS# E13702050)
$5,900,000Est. $19,639/mo
0bd
0ba
Commercial

800 Conlin Road, Whitby

Aug 21, 2026
DOM: 65

**Attention Investors & Developers** Rare opportunity to acquire 10 acres of designated Prestige Ind...

MLS#: E13702050
For Sale
Residential Freehold for sale - 5 Bed, 5 Bath Home at 19 Wilson House Drive Whitby ON listed at $2,100,000 (MLS# E13659920)
$2,100,000Est. $6,990/mo
5bd
5ba
Residential Freehold

19 Wilson House Drive, Whitby

Aug 10, 2026
DOM: 76

Welcome to an exceptional custom-built bungalow by Andelwood Homes, set within the prestigious Chate...

MLS#: E13659920
For Sale
Residential Freehold for sale - 6 Bed, 5 Bath Home at 153 Elizabeth Crescent Whitby ON listed at $2,850,000 (MLS# E13632490)
$2,850,000Est. $9,487/mo
6bd
5ba
Residential Freehold

153 Elizabeth Crescent, Whitby

Aug 4, 2026
DOM: 82

Beautifully situated in Whitby's sought-after Blue Grass Meadows community, this brand-new custom ho...

MLS#: E13632490
For Sale
Residential Freehold for sale - 5 Bed, 4 Bath Home at 1045 Brawley Road Whitby ON listed at $3,488,888 (MLS# E13584304)
$3,488,888Est. $11,613/mo
5bd
4ba
Residential Freehold

1045 Brawley Road, Whitby

Jul 20, 2026
DOM: 97

Welcome Home! This Custom-Built Open Concept Country Estate Bungalow By Corvinelli is Situated in As...

MLS#: E13584304
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 12 Stanley Court Whitby ON listed at $2,650,000 (MLS# E13559128)
$2,650,000Est. $8,821/mo
0bd
0ba
Commercial

12 Stanley Court, Whitby

Jul 13, 2026
DOM: 104

**Turnkey Opportunity: Highly Profitable Established Multi-Division Food and Hospitality Company for...

MLS#: E13559128
For Sale
Residential Freehold for sale - 5 Bed, 2 Bath Home at 1370 Brawley Road Whitby ON listed at $4,500,000 (MLS# E13511656)
$4,500,000Est. $14,979/mo
5bd
2ba
Residential Freehold

1370 Brawley Road, Whitby

Jul 1, 2026
DOM: 116

Approx 48 Acre landholding in rural Whitby. Agricultural property with existing residence situated a...

MLS#: E13511656
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 105 Consumers Drive Whitby ON listed at $7,500,000 (MLS# E13483968)
$7,500,000Est. $24,965/mo
0bd
0ba
Commercial

105 Consumers Drive, Whitby

Jun 24, 2026
DOM: 123

Prime Buying Opportunity at 105 Consumers Dr! Acquire a prominently located, Free-Standing industria...

MLS#: E13483968
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 105 Consumers Drive Whitby ON listed at $7,500,000 (MLS# E13483974)
$7,500,000Est. $24,965/mo
0bd
0ba
Commercial

105 Consumers Drive, Whitby

Jun 24, 2026
DOM: 123

Prime Buying Opportunity at 105 Consumers Dr! Acquire a prominently located, Free-Standing industria...

MLS#: E13483974
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 105 Consumers Drive Whitby ON listed at $7,500,000 (MLS# E13483988)
$7,500,000Est. $24,965/mo
0bd
0ba
Commercial

105 Consumers Drive, Whitby

Jun 24, 2026
DOM: 123

Prime Buying Opportunity at 105 Consumers Dr! Acquire a prominently located, Free-Standing industria...

MLS#: E13483988
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 2600 Thickson Road Whitby ON listed at $5,500,000 (MLS# E13446096)
$5,500,000Est. $18,307/mo
0bd
0ba
Commercial

2600 Thickson Road, Whitby

Jun 15, 2026
DOM: 132

Corner Lot Industrial/Commercial Development Land In Whitby. Approx. +/- 3.63 acres. This Property I...

MLS#: E13446096
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 105 Consumers Drive Whitby ON listed at $8,950,000 (MLS# E13121888)
$8,950,000Est. $29,791/mo
0bd
0ba
Commercial

105 Consumers Drive, Whitby

May 13, 2026
DOM: 165

Prime Buying Opportunity at 105 Consumers Dr! Acquire a prominently located, Free-Standing industria...

MLS#: E13121888
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 105 Consumers Drive Whitby ON listed at $8,950,000 (MLS# E13122326)
$8,950,000Est. $29,791/mo
0bd
0ba
Commercial

105 Consumers Drive, Whitby

May 13, 2026
DOM: 165

Prime Buying Opportunity at 105 Consumers Dr! Acquire a prominently located, Free-Standing industria...

MLS#: E13122326
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 105 Consumers Drive Whitby ON listed at $8,950,000 (MLS# E13122798)
$8,950,000Est. $29,791/mo
0bd
0ba
Commercial

105 Consumers Drive, Whitby

May 13, 2026
DOM: 165

Prime Buying Opportunity at 105 Consumers Dr! Acquire a prominently located, Free-Standing industria...

MLS#: E13122798
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 7602 Ashburn Road Whitby ON listed at $12,500,000 (MLS# E13078770)
$12,500,000Est. $41,608/mo
0bd
0ba
Commercial

7602 Ashburn Road, Whitby

May 4, 2026
DOM: 174

A 10.05-acre parcel designated for future residential development, situated within the urban boundar...

MLS#: E13078770
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 7602 Ashburn Road Whitby ON listed at $12,500,000 (MLS# E13078974)
$12,500,000Est. $41,608/mo
0bd
0ba
Commercial

7602 Ashburn Road, Whitby

May 4, 2026
DOM: 174

A 10.05-acre parcel designated for future residential development, situated within the urban boundar...

MLS#: E13078974
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 951 Dundas Street Whitby ON listed at $4,600,000 (MLS# E13075612)
$4,600,000Est. $15,312/mo
0bd
0ba
Commercial

951 Dundas Street, Whitby

May 3, 2026
DOM: 175

Located in the heart of Whitby along the highly trafficked Dundas Street corridor, this Ultramar gas...

MLS#: E13075612
For Sale
Commercial for sale - 0 Bed, 1 Bath Home at 1450 Victoria Street Whitby ON listed at $4,499,000 (MLS# E13061062)
$4,499,000Est. $14,976/mo
0bd
1ba
Commercial

1450 Victoria Street, Whitby

Apr 30, 2026
DOM: 178

Industrial Unit In 'Victoria Crossing' Whitby. Excellent Location And Modern Features. Unit Comes Wi...

MLS#: E13061062
For Sale
Commercial for sale - 0 Bed, 0 Bath Home at 300 Athol Street Whitby ON listed at $2,100,000 (MLS# E13041390)
$2,100,000Est. $6,990/mo
0bd
0ba
Commercial

300 Athol Street, Whitby

Apr 23, 2026
DOM: 185

This property has been under the same meticulous ownership for over 50 years. Very clean, well-maint...

MLS#: E13041390
For Sale
Residential Freehold for sale - 0 Bed, 0 Bath Home at 945 Brawley Road Whitby ON listed at $5,499,000 (MLS# E13008264)
Price Change
$5,499,000Est. $18,304/mo
0bd
0ba
Residential Freehold

945 Brawley Road, Whitby

Apr 16, 2026
DOM: 192

10.056 acre parcel of future residential development lands located in the 2031 urban area boundary o...

MLS#: E13008264
For Sale
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