Joe Doug & Randal Real Estate - Recommended by Happy Homeowners
Old Oakville, Oakville

Oakville Neighbourhood

Old Oakville

All Neighbourhoods

Old Oakville is the charming historic heart of the town, situated along the shores of Lake Ontario. Known for its heritage homes, boutique shops on Lakeshore Road, and beautiful waterfront parks, it offers a unique small-town feel with big-city amenities. The tree-lined streets, character properties, and walkability make it one of the most desirable neighbourhoods in the GTA.

Listings in Old Oakville

Showing 100 properties

489 Lakeshore Road E
Active

$23,980,000

489 Lakeshore Road E

Oakville

5 Beds8 Baths5,000 sqft
350 King Street
Active

$12,900,000

350 King Street

Oakville

5 Beds5 Baths5,000 sqft
46 Second Street
Active

$8,479,000

46 Second Street

Oakville

5 Beds7 Baths3,500 sqft
116 Chartwell Road
Active

$7,995,000

116 Chartwell Road

Oakville

4 Beds6 Baths3,500 sqft
64 Brentwood Road
Active

$7,950,000

64 Brentwood Road

Oakville

5 Beds8 Baths5,000 sqft
15 LAMBERT Common
Active

$7,900,000

15 LAMBERT Common

Oakville

6 Beds8 Baths5,000 sqft
84 Pebbleridge Place
Active

$7,750,000

84 Pebbleridge Place

Oakville

7 Beds9 Baths3,500 sqft
1081 Argyle Drive
Active

$7,749,000

1081 Argyle Drive

Oakville

5 Beds7 Baths5,000 sqft
421 Chartwell Road
Active

$6,999,000

421 Chartwell Road

Oakville

6 Beds7 Baths5,000 sqft
112 Elton Park Road
Active

$6,888,888

112 Elton Park Road

Oakville

5 Beds8 Baths3,500 sqft
7 Colonial Crescent
Active

$6,488,000

7 Colonial Crescent

Oakville

4 Beds3 Baths3,500 sqft
200 Chartwell Road
Active

$6,299,000

200 Chartwell Road

Oakville

5 Beds7 Baths5,000 sqft
300 RANDALL Street
Active

$5,999,900

300 RANDALL Street

Oakville

3 Beds4 Baths3,250 sqft
138 DIANNE Avenue
Active

$5,999,000

138 DIANNE Avenue

Oakville

5 Beds7 Baths5,000 sqft
1097 Birchview Avenue
Active

$5,950,000

1097 Birchview Avenue

Oakville

5 Beds7 Baths3,500 sqft
209 Donessle Drive
Active

$5,798,000

209 Donessle Drive

Oakville

5 Beds6 Baths5,000 sqft
184 Chartwell Road
Active

$5,699,000

184 Chartwell Road

Oakville

5 Beds7 Baths5,000 sqft
74 Howard Avenue
Active

$5,500,000

74 Howard Avenue

Oakville

5 Beds4 Baths3,000 sqft
157 Dianne Avenue
Active

$5,450,000

157 Dianne Avenue

Oakville

6 Beds7 Baths3,500 sqft
417 Union Street
Active

$4,998,800

417 Union Street

Oakville

6 Beds8 Baths3,000 sqft
1100 Cedar Grove Boulevard
Active

$4,688,000

1100 Cedar Grove Boulevard

Oakville

5 Beds6 Baths3,500 sqft
79 Birch Hill Lane
Active

$4,650,000

79 Birch Hill Lane

Oakville

5 Beds6 Baths3,500 sqft
408 W Lakeshore Road W
Active

$4,500,000

408 W Lakeshore Road W

Oakville

6 Beds8 Baths5,000 sqft
94 Shorewood Place
Active

$4,499,990

94 Shorewood Place

Oakville

4 Beds6 Baths3,500 sqft
56 South Forster Park Drive
Active

$4,450,000

56 South Forster Park Drive

Oakville

376 Chartwell Road
Active

$4,400,000

376 Chartwell Road

Oakville

6 Beds5 Baths3,500 sqft
235 LAKEWOOD Drive
Active

$4,390,000

235 LAKEWOOD Drive

Oakville

5 Beds5 Baths3,500 sqft
1049 Cedar Grove Boulevard
Active

$4,328,000

1049 Cedar Grove Boulevard

Oakville

4 Beds5 Baths3,500 sqft
184 King Street
Active

$4,299,000

184 King Street

Oakville

4 Beds5 Baths3,000 sqft
Lot 101 Douglas Avenue
Active

$4,290,000

Lot 101 Douglas Avenue

Oakville

4 Beds4 Baths3,000 sqft
376 Chartwell Road
Active

$4,250,000

376 Chartwell Road

Oakville

6 Beds5 Baths3,500 sqft
221 Morden Road
Active

$4,099,000

221 Morden Road

Oakville

5 Beds5 Baths3,500 sqft
300 Randall Street
Active

$3,999,900

300 Randall Street

Oakville

2 Beds4 Baths2,750 sqft
287 MacDonald Road
Active

$3,999,000

287 MacDonald Road

Oakville

4 Beds5 Baths3,500 sqft
36 Anderson Street
Active

$3,998,900

36 Anderson Street

Oakville

4 Beds4 Baths2,000 sqft
382 Trafalgar Road
Active

$3,950,000

382 Trafalgar Road

Oakville

4 Beds4 Baths1,500 sqft
338 MACDONALD Road
Active

$3,790,000

338 MACDONALD Road

Oakville

4 Beds4 Baths2,500 sqft
300 Randall Street
Active

$3,699,900

300 Randall Street

Oakville

2 Beds4 Baths2,750 sqft
282 Maurice Drive
Active

$3,698,000

282 Maurice Drive

Oakville

6 Beds8 Baths3,500 sqft
335 Lakeshore Road W
Active

$3,599,000

335 Lakeshore Road W

Oakville

5 Beds5 Baths3,500 sqft
69 Allan Street
Active

$3,550,000

69 Allan Street

Oakville

3 Beds4 Baths2,500 sqft
78 Trafalgar Road
Active

$3,495,000

78 Trafalgar Road

Oakville

3 Beds4 Baths2,500 sqft
428 Sheddon Avenue
Active

$3,350,000

428 Sheddon Avenue

Oakville

5 Beds4 Baths2,500 sqft
125 Paliser Court
Active

$3,299,900

125 Paliser Court

Oakville

5 Beds5 Baths3,000 sqft
53 Thomas Street
Active

$3,250,000

53 Thomas Street

Oakville

4 Beds3 Baths2,000 sqft
200 WILLIAM Street
Active

$3,250,000

200 WILLIAM Street

Oakville

5 Beds3 Baths2,000 sqft
276 Spruce Street
Active

$3,195,000

276 Spruce Street

Oakville

5 Beds3 Baths2,000 sqft
25 Howard Avenue
Active

$3,100,000

25 Howard Avenue

Oakville

5 Beds2 Baths2,000 sqft
21 Chisholm Street
Active

$2,999,999

21 Chisholm Street

Oakville

4 Beds5 Baths3,000 sqft
139 Allan Street
Active

$2,999,000

139 Allan Street

Oakville

4 Beds3 Baths3,000 sqft
42 Chartwell Road
Active

$2,790,000

42 Chartwell Road

Oakville

3 Beds3 Baths1,500 sqft
343 Tudor Avenue
Active

$2,698,000

343 Tudor Avenue

Oakville

5 Beds4 Baths3,000 sqft
48 Forsythe Street
Active

$2,680,000

48 Forsythe Street

Oakville

4 Beds4 Baths2,500 sqft
1123 Lakeshore Road E
Active

$2,629,000

1123 Lakeshore Road E

Oakville

5 Beds3 Baths1,500 sqft
327 Macdonald Road
Active

$2,599,999

327 Macdonald Road

Oakville

4 Beds4 Baths2,000 sqft
564 Lyons Lane
Active

$2,599,000

564 Lyons Lane

Oakville

9 Beds6 Baths3,500 sqft
298 Douglas Avenue
Active

$2,599,000

298 Douglas Avenue

Oakville

5 Beds3 Baths2,000 sqft
332 Coral Terrace
Active

$2,595,000

332 Coral Terrace

Oakville

4 Beds3 Baths1,500 sqft
350 Queen Mary Drive
Active

$2,590,000

350 Queen Mary Drive

Oakville

5 Beds5 Baths2,500 sqft
169 Morrison Road
Active

$2,530,000

169 Morrison Road

Oakville

5 Beds3 Baths1,500 sqft
23 Chisholm Street
Active

$2,499,999

23 Chisholm Street

Oakville

3 Beds3 Baths3,000 sqft
249 Rebecca Street
Active

$2,499,999

249 Rebecca Street

Oakville

3 Beds4 Baths3,000 sqft
89 Holyrood Avenue
Active

$2,499,900

89 Holyrood Avenue

Oakville

4 Beds4 Baths1,100 sqft
132 Sparling Court
Active

$2,490,000

132 Sparling Court

Oakville

4 Beds3 Baths2,000 sqft
190 Dorval Drive
Active

$2,449,000

190 Dorval Drive

Oakville

3 Beds4 Baths3,000 sqft
221 Hanover Street
Active

$2,399,999

221 Hanover Street

Oakville

4 Beds5 Baths3,000 sqft
327 River Side Drive
Active

$2,399,800

327 River Side Drive

Oakville

4 Beds3 Baths1,100 sqft
347 Douglas Avenue
Active

$2,399,000

347 Douglas Avenue

Oakville

3 Beds4 Baths1,500 sqft
214 Dorval Drive
Active

$2,398,000

214 Dorval Drive

Oakville

4 Beds4 Baths3,000 sqft
123 Maurice Drive
Active

$2,295,990

123 Maurice Drive

Oakville

4 Beds4 Baths2,000 sqft
130 Tavistock Square
Active

$2,199,000

130 Tavistock Square

Oakville

4 Beds3 Baths2,000 sqft
348 Douglas Avenue
Active

$2,199,000

348 Douglas Avenue

Oakville

3 Beds3 Baths1,500 sqft
23 Glenmanor Drive
Active

$2,099,000

23 Glenmanor Drive

Oakville

3 Beds4 Baths1,500 sqft
204 Mary Street
Active

$1,999,000

204 Mary Street

Oakville

4 Beds3 Baths3,000 sqft
437 Inglehart Street N
Active

$1,998,000

437 Inglehart Street N

Oakville

4 Beds4 Baths2,000 sqft
86 Kerr Street
Active

$1,925,000

86 Kerr Street

Oakville

2 Beds1 Baths1,100 sqft
32 Anderson Street
Active

$1,850,000

32 Anderson Street

Oakville

2 Beds3 Baths1,500 sqft
216 Rebecca Street
Active

$1,849,999

216 Rebecca Street

Oakville

3 Beds3 Baths2,500 sqft
123 Maurice Drive
Active

$1,820,000

123 Maurice Drive

Oakville

3 Beds3 Baths1,400 sqft
262 Oakwood Crescent
Active

$1,799,999

262 Oakwood Crescent

Oakville

4 Beds2 Baths1,500 sqft
86 Forsythe Street
Active

$1,799,000

86 Forsythe Street

Oakville

2 Beds3 Baths1,500 sqft
76 Brock Street
Active

$1,799,000

76 Brock Street

Oakville

4 Beds4 Baths1,100 sqft
409 River Side Drive
Active

$1,750,000

409 River Side Drive

Oakville

3 Beds3 Baths2,000 sqft
123 Maurice Drive
Active

$1,745,990

123 Maurice Drive

Oakville

3 Beds3 Baths1,600 sqft
283 Spruce Street
Active

$1,730,000

283 Spruce Street

Oakville

4 Beds2 Baths1,500 sqft
322 Pine Avenue
Active

$1,699,900

322 Pine Avenue

Oakville

4 Beds4 Baths2,000 sqft
289 Spruce Street
Active

$1,650,000

289 Spruce Street

Oakville

3 Beds2 Baths1,500 sqft
100 Lakeshore Road E
Active

$1,649,000

100 Lakeshore Road E

Oakville

2 Beds2 Baths1,600 sqft
142 Rebecca Street
Active

$1,599,000

142 Rebecca Street

Oakville

2 Beds3 Baths2,000 sqft
83 Kerr Street
Active

$1,558,000

83 Kerr Street

Oakville

2 Beds3 Baths1,100 sqft
223 Rebecca Street
Active

$1,499,000

223 Rebecca Street

Oakville

3 Beds3 Baths2,000 sqft